id	sid	tid	token	lemma	pos
eurjchem-249	1	1	untitled	untitle	VERB
eurjchem-249	1	2	european	european	PROPN
eurjchem-249	1	3	journal	journal	PROPN
eurjchem-249	1	4	of	of	ADP
eurjchem-249	1	5	chemistry	chemistry	NOUN
eurjchem-249	1	6	2	2	NUM
eurjchem-249	1	7	(	(	PUNCT
eurjchem-249	1	8	1	1	NUM
eurjchem-249	1	9	)	)	PUNCT
eurjchem-249	1	10	(	(	PUNCT
eurjchem-249	1	11	2011	2011	NUM
eurjchem-249	1	12	)	)	PUNCT
eurjchem-249	1	13	51‐57	51‐57	NUM
eurjchem-249	1	14	european	european	PROPN
eurjchem-249	1	15	journal	journal	PROPN
eurjchem-249	1	16	of	of	ADP
eurjchem-249	1	17	chemistry	chemistry	NOUN
eurjchem-249	1	18	issn	issn	PROPN
eurjchem-249	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-249	1	20	(	(	PUNCT
eurjchem-249	1	21	print	print	NOUN
eurjchem-249	1	22	)	)	PUNCT
eurjchem-249	1	23	/	/	SYM
eurjchem-249	1	24	issn	issn	PROPN
eurjchem-249	1	25	2153‐2257	2153‐2257	NUM
eurjchem-249	1	26	(	(	PUNCT
eurjchem-249	1	27	online	online	ADJ
eurjchem-249	1	28	)	)	PUNCT
eurjchem-249	1	29			NOUN
eurjchem-249	1	30	2011	2011	NUM
eurjchem-249	1	31	eurjchem	eurjchem	PROPN
eurjchem-249	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-249	1	33	/	/	SYM
eurjchem-249	1	34	eurjchem.2.1.51‐57.249	eurjchem.2.1.51‐57.249	PROPN
eurjchem-249	1	35	european	european	PROPN
eurjchem-249	1	36	journal	journal	PROPN
eurjchem-249	1	37	of	of	ADP
eurjchem-249	1	38	chemistry	chemistry	PROPN
eurjchem-249	1	39	journal	journal	PROPN
eurjchem-249	1	40	homepage	homepage	NOUN
eurjchem-249	1	41	:	:	PUNCT
eurjchem-249	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-249	1	43	studies	study	NOUN
eurjchem-249	1	44	with	with	ADP
eurjchem-249	1	45	aza‐heterocyclic	aza‐heterocyclic	ADJ
eurjchem-249	1	46	n‐oxides	n‐oxide	NOUN
eurjchem-249	1	47	:	:	PUNCT
eurjchem-249	1	48	synthesis	synthesis	NOUN
eurjchem-249	1	49	of	of	ADP
eurjchem-249	1	50	some	some	DET
eurjchem-249	1	51	new	new	ADJ
eurjchem-249	1	52	aromatic	aromatic	NOUN
eurjchem-249	1	53	n‐oxide	n‐oxide	PUNCT
eurjchem-249	1	54	derivatives	derivative	NOUN
eurjchem-249	1	55	ahmed	ahmed	PROPN
eurjchem-249	1	56	ali	ali	PROPN
eurjchem-249	1	57	faddaa	faddaa	PROPN
eurjchem-249	1	58	,	,	PUNCT
eurjchem-249	1	59	fathy	fathy	PROPN
eurjchem-249	1	60	mohamed	mohamed	PROPN
eurjchem-249	1	61	abdelrazekb	abdelrazekb	PROPN
eurjchem-249	1	62	,	,	PUNCT
eurjchem-249	1	63	*	*	PUNCT
eurjchem-249	1	64	and	and	CCONJ
eurjchem-249	1	65	ahmed	ahmed	PROPN
eurjchem-249	1	66	mahmoud	mahmoud	PROPN
eurjchem-249	1	67	foudaa	foudaa	PROPN
eurjchem-249	1	68	achemistry	achemistry	PROPN
eurjchem-249	1	69	department	department	PROPN
eurjchem-249	1	70	,	,	PUNCT
eurjchem-249	1	71	faculty	faculty	NOUN
eurjchem-249	1	72	of	of	ADP
eurjchem-249	1	73	science	science	NOUN
eurjchem-249	1	74	,	,	PUNCT
eurjchem-249	1	75	mansoura	mansoura	PROPN
eurjchem-249	1	76	university	university	NOUN
eurjchem-249	1	77	,	,	PUNCT
eurjchem-249	1	78	mansoura	mansoura	PROPN
eurjchem-249	1	79	,	,	PUNCT
eurjchem-249	1	80	eg‐35516	eg‐35516	PROPN
eurjchem-249	1	81	,	,	PUNCT
eurjchem-249	1	82	egypt	egypt	PROPN
eurjchem-249	1	83	bchemistry	bchemistry	PROPN
eurjchem-249	1	84	department	department	PROPN
eurjchem-249	1	85	,	,	PUNCT
eurjchem-249	1	86	faculty	faculty	NOUN
eurjchem-249	1	87	of	of	ADP
eurjchem-249	1	88	science	science	NOUN
eurjchem-249	1	89	,	,	PUNCT
eurjchem-249	1	90	cairo	cairo	PROPN
eurjchem-249	1	91	university	university	PROPN
eurjchem-249	1	92	,	,	PUNCT
eurjchem-249	1	93	giza	giza	PROPN
eurjchem-249	1	94	,	,	PUNCT
eurjchem-249	1	95	eg‐12613	eg‐12613	PROPN
eurjchem-249	1	96	,	,	PUNCT
eurjchem-249	1	97	egypt	egypt	PROPN
eurjchem-249	1	98	*	*	PUNCT
eurjchem-249	1	99	corresponding	correspond	VERB
eurjchem-249	1	100	author	author	NOUN
eurjchem-249	1	101	at	at	ADP
eurjchem-249	1	102	:	:	PUNCT
eurjchem-249	1	103	chemistry	chemistry	NOUN
eurjchem-249	1	104	department	department	NOUN
eurjchem-249	1	105	,	,	PUNCT
eurjchem-249	1	106	faculty	faculty	NOUN
eurjchem-249	1	107	of	of	ADP
eurjchem-249	1	108	science	science	NOUN
eurjchem-249	1	109	,	,	PUNCT
eurjchem-249	1	110	cairo	cairo	PROPN
eurjchem-249	1	111	university	university	PROPN
eurjchem-249	1	112	,	,	PUNCT
eurjchem-249	1	113	giza	giza	PROPN
eurjchem-249	1	114	,	,	PUNCT
eurjchem-249	1	115	eg‐12613	eg‐12613	PROPN
eurjchem-249	1	116	,	,	PUNCT
eurjchem-249	1	117	egypt	egypt	PROPN
eurjchem-249	1	118	.	.	PUNCT
eurjchem-249	2	1	tel	tel	PROPN
eurjchem-249	2	2	.	.	PUNCT
eurjchem-249	2	3	:	:	PUNCT
eurjchem-249	3	1	+202.35676601	+202.35676601	X
eurjchem-249	3	2	;	;	PUNCT
eurjchem-249	3	3	fax	fax	NOUN
eurjchem-249	3	4	:	:	PUNCT
eurjchem-249	3	5	+202.35727556	+202.35727556	PROPN
eurjchem-249	3	6	.	.	PUNCT
eurjchem-249	3	7	e‐mail	e‐mail	PUNCT
eurjchem-249	4	1	address	address	NOUN
eurjchem-249	4	2	:	:	PUNCT
eurjchem-249	4	3	prof.fmrazek@gmail.com	prof.fmrazek@gmail.com	PROPN
eurjchem-249	4	4	(	(	PUNCT
eurjchem-249	4	5	f.m	f.m	PROPN
eurjchem-249	4	6	.	.	PROPN
eurjchem-249	4	7	abdelrazek	abdelrazek	NOUN
eurjchem-249	4	8	)	)	PUNCT
eurjchem-249	4	9	.	.	PUNCT
eurjchem-249	5	1	article	article	NOUN
eurjchem-249	5	2	information	information	PROPN
eurjchem-249	5	3	abstract	abstract	ADV
eurjchem-249	5	4	received	receive	VERB
eurjchem-249	5	5	:	:	PUNCT
eurjchem-249	5	6	16	16	NUM
eurjchem-249	5	7	august	august	PROPN
eurjchem-249	5	8	2010	2010	NUM
eurjchem-249	5	9	received	receive	VERB
eurjchem-249	5	10	in	in	ADP
eurjchem-249	5	11	revised	revise	VERB
eurjchem-249	5	12	form	form	NOUN
eurjchem-249	5	13	:	:	PUNCT
eurjchem-249	5	14	04	04	NUM
eurjchem-249	5	15	october	october	PROPN
eurjchem-249	5	16	2010	2010	NUM
eurjchem-249	5	17	accepted	accept	VERB
eurjchem-249	5	18	:	:	PUNCT
eurjchem-249	5	19	28	28	NUM
eurjchem-249	5	20	october	october	PROPN
eurjchem-249	5	21	2010	2010	NUM
eurjchem-249	5	22	online	online	NOUN
eurjchem-249	5	23	:	:	PUNCT
eurjchem-249	5	24	31	31	NUM
eurjchem-249	5	25	march	march	NOUN
eurjchem-249	5	26	2011	2011	NUM
eurjchem-249	5	27	keywords	keyword	NOUN
eurjchem-249	5	28	benzofuroxan	benzofuroxan	VERB
eurjchem-249	5	29	derivative	derivative	NOUN
eurjchem-249	5	30	(	(	PUNCT
eurjchem-249	5	31	1a	1a	NUM
eurjchem-249	5	32	)	)	PUNCT
eurjchem-249	5	33	reacts	react	NOUN
eurjchem-249	5	34	with	with	ADP
eurjchem-249	5	35	the	the	DET
eurjchem-249	5	36	cyanoacetanilides	cyanoacetanilide	NOUN
eurjchem-249	5	37	(	(	PUNCT
eurjchem-249	5	38	2a‐d	2a‐d	NOUN
eurjchem-249	5	39	)	)	PUNCT
eurjchem-249	5	40	to	to	PART
eurjchem-249	5	41	give	give	VERB
eurjchem-249	5	42	the	the	DET
eurjchem-249	5	43	benzimidazole	benzimidazole	ADJ
eurjchem-249	5	44	derivatives	derivative	NOUN
eurjchem-249	5	45	(	(	PUNCT
eurjchem-249	5	46	3a‐d	3a‐d	ADV
eurjchem-249	5	47	)	)	PUNCT
eurjchem-249	5	48	.	.	PUNCT
eurjchem-249	6	1	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	6	2	(	(	PUNCT
eurjchem-249	6	3	1b	1b	NUM
eurjchem-249	6	4	)	)	PUNCT
eurjchem-249	6	5	reacts	react	VERB
eurjchem-249	6	6	with	with	ADP
eurjchem-249	6	7	rhodanine	rhodanine	NOUN
eurjchem-249	6	8	derivatives	derivative	NOUN
eurjchem-249	6	9	(	(	PUNCT
eurjchem-249	6	10	4a	4a	NUM
eurjchem-249	6	11	,	,	PUNCT
eurjchem-249	6	12	b	b	NOUN
eurjchem-249	6	13	)	)	PUNCT
eurjchem-249	6	14	in	in	ADP
eurjchem-249	6	15	presence	presence	NOUN
eurjchem-249	6	16	of	of	ADP
eurjchem-249	6	17	sodium	sodium	NOUN
eurjchem-249	6	18	ethoxide	ethoxide	NOUN
eurjchem-249	6	19	to	to	PART
eurjchem-249	6	20	give	give	VERB
eurjchem-249	6	21	the	the	DET
eurjchem-249	6	22	arylaminobenzoimidazole	arylaminobenzoimidazole	NOUN
eurjchem-249	6	23	derivatives	derivative	NOUN
eurjchem-249	6	24	(	(	PUNCT
eurjchem-249	6	25	6a	6a	NOUN
eurjchem-249	6	26	,	,	PUNCT
eurjchem-249	6	27	b	b	NOUN
eurjchem-249	6	28	)	)	PUNCT
eurjchem-249	6	29	;	;	PUNCT
eurjchem-249	6	30	while	while	SCONJ
eurjchem-249	6	31	the	the	DET
eurjchem-249	6	32	last	last	ADJ
eurjchem-249	6	33	reaction	reaction	NOUN
eurjchem-249	6	34	afforded	afford	VERB
eurjchem-249	6	35	the	the	DET
eurjchem-249	6	36	thiazolidinone	thiazolidinone	NOUN
eurjchem-249	6	37	derivatives	derivative	NOUN
eurjchem-249	6	38	(	(	PUNCT
eurjchem-249	6	39	8a	8a	NUM
eurjchem-249	6	40	,	,	PUNCT
eurjchem-249	6	41	b	b	NOUN
eurjchem-249	6	42	)	)	PUNCT
eurjchem-249	6	43	and	and	CCONJ
eurjchem-249	6	44	the	the	DET
eurjchem-249	6	45	o‐	o‐	PROPN
eurjchem-249	6	46	benzoquinone	benzoquinone	NOUN
eurjchem-249	6	47	dioxime	dioxime	NOUN
eurjchem-249	6	48	derivatives	derivative	NOUN
eurjchem-249	6	49	(	(	PUNCT
eurjchem-249	6	50	9a	9a	NOUN
eurjchem-249	6	51	,	,	PUNCT
eurjchem-249	6	52	b	b	NOUN
eurjchem-249	6	53	)	)	PUNCT
eurjchem-249	6	54	when	when	SCONJ
eurjchem-249	6	55	it	it	PRON
eurjchem-249	6	56	was	be	AUX
eurjchem-249	6	57	repeated	repeat	VERB
eurjchem-249	6	58	in	in	ADP
eurjchem-249	6	59	the	the	DET
eurjchem-249	6	60	presence	presence	NOUN
eurjchem-249	6	61	of	of	ADP
eurjchem-249	6	62	sodium	sodium	NOUN
eurjchem-249	6	63	acetate	acetate	NOUN
eurjchem-249	6	64	.	.	PUNCT
eurjchem-249	7	1	moreover	moreover	ADV
eurjchem-249	7	2	,	,	PUNCT
eurjchem-249	7	3	a	a	DET
eurjchem-249	7	4	series	series	NOUN
eurjchem-249	7	5	of	of	ADP
eurjchem-249	7	6	quinoxalinyl	quinoxalinyl	NOUN
eurjchem-249	7	7	1,4‐di‐n‐oxide	1,4‐di‐n‐oxide	NUM
eurjchem-249	7	8	derivatives	derivative	NOUN
eurjchem-249	7	9	were	be	AUX
eurjchem-249	7	10	prepared	prepare	VERB
eurjchem-249	7	11	starting	start	VERB
eurjchem-249	7	12	from	from	ADP
eurjchem-249	7	13	quinoxalin‐1,4‐di‐n‐oxide	quinoxalin‐1,4‐di‐n‐oxide	ADJ
eurjchem-249	7	14	derivatives	derivative	NOUN
eurjchem-249	7	15	(	(	PUNCT
eurjchem-249	7	16	10a‐c	10a‐c	NUM
eurjchem-249	7	17	)	)	PUNCT
eurjchem-249	7	18	.	.	PUNCT
eurjchem-249	8	1	plausible	plausible	ADJ
eurjchem-249	8	2	mechanisms	mechanism	NOUN
eurjchem-249	8	3	to	to	PART
eurjchem-249	8	4	account	account	VERB
eurjchem-249	8	5	for	for	ADP
eurjchem-249	8	6	the	the	DET
eurjchem-249	8	7	formation	formation	NOUN
eurjchem-249	8	8	of	of	ADP
eurjchem-249	8	9	the	the	DET
eurjchem-249	8	10	products	product	NOUN
eurjchem-249	8	11	are	be	AUX
eurjchem-249	8	12	discussed	discuss	VERB
eurjchem-249	8	13	.	.	PUNCT
eurjchem-249	9	1	heterocyclic	heterocyclic	NOUN
eurjchem-249	9	2	n‐oxides	n‐oxides	PUNCT
eurjchem-249	9	3	benzofuroxan	benzofuroxan	VERB
eurjchem-249	9	4	rhodanine	rhodanine	NOUN
eurjchem-249	9	5	o‐quinone	o‐quinone	NUM
eurjchem-249	9	6	dioximes	dioxime	NOUN
eurjchem-249	9	7	thiocarbohydrazide	thiocarbohydrazide	VERB
eurjchem-249	9	8	curtius	curtius	NOUN
eurjchem-249	9	9	rearrangement	rearrangement	NOUN
eurjchem-249	9	10	1	1	NUM
eurjchem-249	9	11	.	.	PUNCT
eurjchem-249	10	1	introduction	introduction	NOUN
eurjchem-249	10	2	over	over	ADP
eurjchem-249	10	3	the	the	DET
eurjchem-249	10	4	last	last	ADJ
eurjchem-249	10	5	three	three	NUM
eurjchem-249	10	6	decades	decade	NOUN
eurjchem-249	10	7	we	we	PRON
eurjchem-249	10	8	have	have	AUX
eurjchem-249	10	9	been	be	AUX
eurjchem-249	10	10	involved	involve	VERB
eurjchem-249	10	11	in	in	ADP
eurjchem-249	10	12	a	a	DET
eurjchem-249	10	13	program	program	NOUN
eurjchem-249	10	14	aiming	aim	VERB
eurjchem-249	10	15	to	to	PART
eurjchem-249	10	16	develop	develop	VERB
eurjchem-249	10	17	new	new	ADJ
eurjchem-249	10	18	simple	simple	ADJ
eurjchem-249	10	19	procedures	procedure	NOUN
eurjchem-249	10	20	or	or	CCONJ
eurjchem-249	10	21	novel	novel	ADJ
eurjchem-249	10	22	precursors	precursor	NOUN
eurjchem-249	10	23	for	for	ADP
eurjchem-249	10	24	the	the	DET
eurjchem-249	10	25	synthesis	synthesis	NOUN
eurjchem-249	10	26	of	of	ADP
eurjchem-249	10	27	heterocyclic	heterocyclic	ADJ
eurjchem-249	10	28	compounds	compound	NOUN
eurjchem-249	10	29	of	of	ADP
eurjchem-249	10	30	biological	biological	ADJ
eurjchem-249	10	31	interest	interest	NOUN
eurjchem-249	10	32	from	from	ADP
eurjchem-249	10	33	cheap	cheap	ADJ
eurjchem-249	10	34	laboratory	laboratory	NOUN
eurjchem-249	10	35	available	available	ADJ
eurjchem-249	10	36	starting	start	VERB
eurjchem-249	10	37	materials	material	NOUN
eurjchem-249	10	38	to	to	PART
eurjchem-249	10	39	be	be	AUX
eurjchem-249	10	40	evaluated	evaluate	VERB
eurjchem-249	10	41	as	as	ADP
eurjchem-249	10	42	biodegradable	biodegradable	ADJ
eurjchem-249	10	43	agrochemicals	agrochemical	NOUN
eurjchem-249	11	1	[	[	X
eurjchem-249	11	2	1‐	1‐	NUM
eurjchem-249	11	3	8	8	NUM
eurjchem-249	11	4	]	]	PUNCT
eurjchem-249	11	5	.	.	PUNCT
eurjchem-249	12	1	benzofuroxans	benzofuroxan	NOUN
eurjchem-249	12	2	display	display	VERB
eurjchem-249	12	3	several	several	ADJ
eurjchem-249	12	4	biochemical	biochemical	ADJ
eurjchem-249	12	5	and	and	CCONJ
eurjchem-249	12	6	pharmacological	pharmacological	ADJ
eurjchem-249	12	7	properties	property	NOUN
eurjchem-249	12	8	and	and	CCONJ
eurjchem-249	12	9	specific	specific	ADJ
eurjchem-249	12	10	studies	study	NOUN
eurjchem-249	12	11	were	be	AUX
eurjchem-249	12	12	devoted	devote	VERB
eurjchem-249	12	13	to	to	ADP
eurjchem-249	12	14	these	these	DET
eurjchem-249	12	15	aspects	aspect	NOUN
eurjchem-249	12	16	[	[	X
eurjchem-249	12	17	9‐11	9‐11	NUM
eurjchem-249	12	18	]	]	X
eurjchem-249	12	19	.	.	PUNCT
eurjchem-249	13	1	several	several	ADJ
eurjchem-249	13	2	authors	author	NOUN
eurjchem-249	13	3	have	have	AUX
eurjchem-249	13	4	reported	report	VERB
eurjchem-249	13	5	about	about	ADP
eurjchem-249	13	6	the	the	DET
eurjchem-249	13	7	biological	biological	ADJ
eurjchem-249	13	8	importance	importance	NOUN
eurjchem-249	13	9	of	of	ADP
eurjchem-249	13	10	quinoxaline	quinoxaline	ADJ
eurjchem-249	13	11	1,4‐dioxides	1,4‐dioxides	NUM
eurjchem-249	13	12	(	(	PUNCT
eurjchem-249	13	13	qdno	qdno	PROPN
eurjchem-249	13	14	's	's	PART
eurjchem-249	13	15	)	)	PUNCT
eurjchem-249	13	16	since	since	SCONJ
eurjchem-249	13	17	1940	1940	NUM
eurjchem-249	13	18	's	's	PART
eurjchem-249	13	19	.	.	PUNCT
eurjchem-249	14	1	classical	classical	ADJ
eurjchem-249	14	2	and	and	CCONJ
eurjchem-249	14	3	more	more	ADV
eurjchem-249	14	4	recent	recent	ADJ
eurjchem-249	14	5	methods	method	NOUN
eurjchem-249	14	6	of	of	ADP
eurjchem-249	14	7	the	the	DET
eurjchem-249	14	8	synthesis	synthesis	NOUN
eurjchem-249	14	9	of	of	ADP
eurjchem-249	14	10	the	the	DET
eurjchem-249	14	11	quinoxaline	quinoxaline	ADJ
eurjchem-249	14	12	1,4‐dioxides	1,4‐dioxide	NOUN
eurjchem-249	14	13	and	and	CCONJ
eurjchem-249	14	14	some	some	PRON
eurjchem-249	14	15	of	of	ADP
eurjchem-249	14	16	their	their	PRON
eurjchem-249	14	17	most	most	ADV
eurjchem-249	14	18	important	important	ADJ
eurjchem-249	14	19	reactions	reaction	NOUN
eurjchem-249	14	20	were	be	AUX
eurjchem-249	14	21	also	also	ADV
eurjchem-249	14	22	reported	report	VERB
eurjchem-249	14	23	[	[	X
eurjchem-249	14	24	12,13	12,13	NUM
eurjchem-249	14	25	]	]	PUNCT
eurjchem-249	14	26	.	.	PUNCT
eurjchem-249	15	1	furthermore	furthermore	ADV
eurjchem-249	15	2	quinoxaline	quinoxaline	ADJ
eurjchem-249	15	3	1,4‐di‐n‐oxide	1,4‐di‐n‐oxide	NUM
eurjchem-249	15	4	derivatives	derivative	NOUN
eurjchem-249	15	5	were	be	AUX
eurjchem-249	15	6	reported	report	VERB
eurjchem-249	15	7	to	to	PART
eurjchem-249	15	8	exhibit	exhibit	VERB
eurjchem-249	15	9	hypoxia‐selective	hypoxia‐selective	ADJ
eurjchem-249	15	10	cytotoxins	cytotoxin	NOUN
eurjchem-249	15	11	and	and	CCONJ
eurjchem-249	15	12	anticancer	anticancer	NOUN
eurjchem-249	15	13	activities	activity	NOUN
eurjchem-249	15	14	[	[	X
eurjchem-249	15	15	14,15	14,15	NUM
eurjchem-249	15	16	]	]	PUNCT
eurjchem-249	15	17	as	as	ADV
eurjchem-249	15	18	well	well	ADV
eurjchem-249	15	19	as	as	ADP
eurjchem-249	15	20	mycobacterium	mycobacterium	NOUN
eurjchem-249	15	21	tuberculostatic	tuberculostatic	ADJ
eurjchem-249	15	22	activities	activity	NOUN
eurjchem-249	15	23	[	[	X
eurjchem-249	15	24	16,17	16,17	NUM
eurjchem-249	15	25	]	]	PUNCT
eurjchem-249	15	26	.	.	PUNCT
eurjchem-249	16	1	in	in	ADP
eurjchem-249	16	2	view	view	NOUN
eurjchem-249	16	3	of	of	ADP
eurjchem-249	16	4	these	these	DET
eurjchem-249	16	5	facts	fact	NOUN
eurjchem-249	16	6	and	and	CCONJ
eurjchem-249	16	7	in	in	ADP
eurjchem-249	16	8	continuation	continuation	NOUN
eurjchem-249	16	9	of	of	ADP
eurjchem-249	16	10	our	our	PRON
eurjchem-249	16	11	earlier	early	ADJ
eurjchem-249	16	12	interest	interest	NOUN
eurjchem-249	16	13	[	[	X
eurjchem-249	16	14	18‐20	18‐20	NUM
eurjchem-249	16	15	]	]	PUNCT
eurjchem-249	16	16	,	,	PUNCT
eurjchem-249	16	17	we	we	PRON
eurjchem-249	16	18	report	report	VERB
eurjchem-249	16	19	here	here	ADV
eurjchem-249	16	20	the	the	DET
eurjchem-249	16	21	results	result	NOUN
eurjchem-249	16	22	of	of	ADP
eurjchem-249	16	23	our	our	PRON
eurjchem-249	16	24	investigations	investigation	NOUN
eurjchem-249	16	25	on	on	ADP
eurjchem-249	16	26	benzofuroxans	benzofuroxan	NOUN
eurjchem-249	16	27	1‐oxide	1‐oxide	PROPN
eurjchem-249	16	28	(	(	PUNCT
eurjchem-249	16	29	1a‐b	1a‐b	ADJ
eurjchem-249	16	30	)	)	PUNCT
eurjchem-249	16	31	and	and	CCONJ
eurjchem-249	16	32	quinoxaline	quinoxaline	VERB
eurjchem-249	16	33	1,4‐di‐n‐oxide	1,4‐di‐n‐oxide	PROPN
eurjchem-249	16	34	(	(	PUNCT
eurjchem-249	16	35	10a‐c	10a‐c	NOUN
eurjchem-249	16	36	)	)	PUNCT
eurjchem-249	16	37	derivatives	derivative	NOUN
eurjchem-249	16	38	(	(	PUNCT
eurjchem-249	16	39	scheme	scheme	NOUN
eurjchem-249	16	40	1	1	NUM
eurjchem-249	16	41	)	)	PUNCT
eurjchem-249	16	42	.	.	PUNCT
eurjchem-249	17	1	n	n	CCONJ
eurjchem-249	18	1	o	o	NOUN
eurjchem-249	18	2	n	n	CCONJ
eurjchem-249	18	3	o	o	NOUN
eurjchem-249	18	4	n	n	CCONJ
eurjchem-249	18	5	o	o	NOUN
eurjchem-249	18	6	n	n	X
eurjchem-249	18	7	o	o	NOUN
eurjchem-249	18	8	r	r	NOUN
eurjchem-249	18	9	r	r	NOUN
eurjchem-249	18	10	1a	1a	NOUN
eurjchem-249	18	11	-	-	PUNCT
eurjchem-249	18	12	c	c	NOUN
eurjchem-249	18	13	1a	1a	X
eurjchem-249	18	14	,	,	PUNCT
eurjchem-249	18	15	r=	r=	ADJ
eurjchem-249	18	16	5	5	NUM
eurjchem-249	18	17	-	-	PUNCT
eurjchem-249	18	18	ch3	ch3	PROPN
eurjchem-249	18	19	1b	1b	NUM
eurjchem-249	18	20	,	,	PUNCT
eurjchem-249	18	21	r=	r=	ADJ
eurjchem-249	18	22	h	h	NOUN
eurjchem-249	18	23	1c	1c	NOUN
eurjchem-249	18	24	,	,	PUNCT
eurjchem-249	18	25	r=	r=	ADJ
eurjchem-249	18	26	6	6	NUM
eurjchem-249	18	27	-	-	PUNCT
eurjchem-249	18	28	ch3	ch3	NOUN
eurjchem-249	18	29	10a	10a	NOUN
eurjchem-249	18	30	,	,	PUNCT
eurjchem-249	18	31	r=	r=	ADJ
eurjchem-249	18	32	h	h	NOUN
eurjchem-249	18	33	,	,	PUNCT
eurjchem-249	18	34	r'=	r'=	X
eurjchem-249	18	35	coch3	coch3	PROPN
eurjchem-249	18	36	10b	10b	NOUN
eurjchem-249	18	37	,	,	PUNCT
eurjchem-249	18	38	r=	r=	PROPN
eurjchem-249	18	39	ch3	ch3	PROPN
eurjchem-249	18	40	,	,	PUNCT
eurjchem-249	18	41	r'=	r'=	PROPN
eurjchem-249	18	42	coch3	coch3	PROPN
eurjchem-249	18	43	10c	10c	NOUN
eurjchem-249	18	44	,	,	PUNCT
eurjchem-249	18	45	r=	r=	PROPN
eurjchem-249	18	46	ch3	ch3	PROPN
eurjchem-249	18	47	,	,	PUNCT
eurjchem-249	18	48	r'=	r'=	PRON
eurjchem-249	18	49	cooc2h5	cooc2h5	VERB
eurjchem-249	18	50	n	n	CCONJ
eurjchem-249	18	51	n	n	ADV
eurjchem-249	18	52	r	r	NOUN
eurjchem-249	18	53	'	'	PUNCT
eurjchem-249	18	54	ch3	ch3	NOUN
eurjchem-249	18	55	o	o	NOUN
eurjchem-249	18	56	o	o	X
eurjchem-249	18	57	r	r	NOUN
eurjchem-249	18	58	scheme	scheme	NOUN
eurjchem-249	18	59	1	1	NUM
eurjchem-249	18	60	2	2	NUM
eurjchem-249	18	61	.	.	PUNCT
eurjchem-249	19	1	experimental	experimental	ADJ
eurjchem-249	19	2	all	all	DET
eurjchem-249	19	3	melting	melt	VERB
eurjchem-249	19	4	points	point	NOUN
eurjchem-249	19	5	are	be	AUX
eurjchem-249	19	6	recorded	record	VERB
eurjchem-249	19	7	on	on	ADP
eurjchem-249	19	8	gallenkamp	gallenkamp	ADJ
eurjchem-249	19	9	electric	electric	ADJ
eurjchem-249	19	10	melting	melting	NOUN
eurjchem-249	19	11	point	point	NOUN
eurjchem-249	19	12	apparatus	apparatus	NOUN
eurjchem-249	19	13	and	and	CCONJ
eurjchem-249	19	14	are	be	AUX
eurjchem-249	19	15	uncorrected	uncorrecte	VERB
eurjchem-249	19	16	.	.	PUNCT
eurjchem-249	20	1	the	the	DET
eurjchem-249	20	2	ir	ir	PROPN
eurjchem-249	20	3	spectra	spectra	PROPN
eurjchem-249	20	4	(	(	PUNCT
eurjchem-249	20	5	υ	υ	PROPN
eurjchem-249	20	6	,	,	PUNCT
eurjchem-249	20	7	cm‐1	cm‐1	PROPN
eurjchem-249	20	8	;	;	PUNCT
eurjchem-249	20	9	kbr	kbr	PROPN
eurjchem-249	20	10	)	)	PUNCT
eurjchem-249	20	11	were	be	AUX
eurjchem-249	20	12	recorded	record	VERB
eurjchem-249	20	13	on	on	ADP
eurjchem-249	20	14	perkin	perkin	PROPN
eurjchem-249	20	15	elmer	elmer	PROPN
eurjchem-249	20	16	infrared	infrared	PROPN
eurjchem-249	20	17	spectrophotometer	spectrophotometer	PROPN
eurjchem-249	20	18	model	model	NOUN
eurjchem-249	20	19	157	157	NUM
eurjchem-249	20	20	,	,	PUNCT
eurjchem-249	20	21	grating	grating	NOUN
eurjchem-249	20	22	.	.	PUNCT
eurjchem-249	21	1	the	the	DET
eurjchem-249	21	2	1h	1h	NUM
eurjchem-249	21	3	nmr	nmr	NOUN
eurjchem-249	21	4	spectra	spectra	NOUN
eurjchem-249	21	5	were	be	AUX
eurjchem-249	21	6	run	run	VERB
eurjchem-249	21	7	on	on	ADP
eurjchem-249	21	8	varian	varian	PROPN
eurjchem-249	21	9	spectrometer	spectrometer	NOUN
eurjchem-249	21	10	at	at	ADP
eurjchem-249	21	11	200	200	NUM
eurjchem-249	21	12	mhz	mhz	NOUN
eurjchem-249	21	13	using	use	VERB
eurjchem-249	21	14	tms	tms	PROPN
eurjchem-249	21	15	as	as	ADP
eurjchem-249	21	16	an	an	DET
eurjchem-249	21	17	internal	internal	ADJ
eurjchem-249	21	18	reference	reference	NOUN
eurjchem-249	21	19	and	and	CCONJ
eurjchem-249	21	20	dmso‐d6	dmso‐d6	NOUN
eurjchem-249	21	21	as	as	SCONJ
eurjchem-249	21	22	solvent	solvent	ADJ
eurjchem-249	21	23	and	and	CCONJ
eurjchem-249	21	24	chemical	chemical	NOUN
eurjchem-249	21	25	shifts	shift	NOUN
eurjchem-249	21	26	are	be	AUX
eurjchem-249	21	27	expressed	express	VERB
eurjchem-249	21	28	in	in	ADP
eurjchem-249	21	29	δ	δ	PROPN
eurjchem-249	21	30	(	(	PUNCT
eurjchem-249	21	31	ppm	ppm	PROPN
eurjchem-249	21	32	)	)	PUNCT
eurjchem-249	21	33	.	.	PUNCT
eurjchem-249	22	1	the	the	DET
eurjchem-249	22	2	mass	mass	ADJ
eurjchem-249	22	3	spectra	spectra	NOUN
eurjchem-249	22	4	(	(	PUNCT
eurjchem-249	22	5	ei	ei	NOUN
eurjchem-249	22	6	)	)	PUNCT
eurjchem-249	22	7	were	be	AUX
eurjchem-249	22	8	run	run	VERB
eurjchem-249	22	9	at	at	ADP
eurjchem-249	22	10	70	70	NUM
eurjchem-249	22	11	ev	ev	NOUN
eurjchem-249	22	12	with	with	ADP
eurjchem-249	22	13	kratos	kratos	PROPN
eurjchem-249	22	14	ms	ms	PROPN
eurjchem-249	22	15	equipment	equipment	PROPN
eurjchem-249	22	16	and/or	and/or	CCONJ
eurjchem-249	22	17	a	a	DET
eurjchem-249	22	18	varian	varian	NOUN
eurjchem-249	22	19	mat	mat	NOUN
eurjchem-249	22	20	311	311	NUM
eurjchem-249	22	21	a	a	DET
eurjchem-249	22	22	spectrometer	spectrometer	NOUN
eurjchem-249	22	23	.	.	PUNCT
eurjchem-249	23	1	elemental	elemental	ADJ
eurjchem-249	23	2	analyses	analysis	NOUN
eurjchem-249	23	3	were	be	AUX
eurjchem-249	23	4	carried	carry	VERB
eurjchem-249	23	5	out	out	ADP
eurjchem-249	23	6	at	at	ADP
eurjchem-249	23	7	the	the	DET
eurjchem-249	23	8	micro	micro	ADJ
eurjchem-249	23	9	analytical	analytical	ADJ
eurjchem-249	23	10	center	center	NOUN
eurjchem-249	23	11	of	of	ADP
eurjchem-249	23	12	cairo	cairo	PROPN
eurjchem-249	23	13	university	university	PROPN
eurjchem-249	23	14	,	,	PUNCT
eurjchem-249	23	15	giza	giza	PROPN
eurjchem-249	23	16	,	,	PUNCT
eurjchem-249	23	17	egypt	egypt	PROPN
eurjchem-249	23	18	.	.	PUNCT
eurjchem-249	24	1	benzofuroxans	benzofuroxans	PROPN
eurjchem-249	24	2	(	(	PUNCT
eurjchem-249	24	3	1a	1a	NUM
eurjchem-249	24	4	,	,	PUNCT
eurjchem-249	24	5	b	b	X
eurjchem-249	24	6	)	)	PUNCT
eurjchem-249	24	7	were	be	AUX
eurjchem-249	24	8	prepared	prepare	VERB
eurjchem-249	24	9	according	accord	VERB
eurjchem-249	24	10	to	to	ADP
eurjchem-249	24	11	a	a	DET
eurjchem-249	24	12	procedure	procedure	NOUN
eurjchem-249	24	13	reported	report	VERB
eurjchem-249	24	14	previously	previously	ADV
eurjchem-249	24	15	[	[	X
eurjchem-249	24	16	21	21	NUM
eurjchem-249	24	17	]	]	PUNCT
eurjchem-249	24	18	.	.	PUNCT
eurjchem-249	25	1	2.1	2.1	NUM
eurjchem-249	25	2	.	.	PUNCT
eurjchem-249	25	3	synthesis	synthesis	NOUN
eurjchem-249	25	4	of	of	ADP
eurjchem-249	25	5	2‐(arylcarbamoyl)‐1‐hydroxy‐5‐methyl‐1h‐	2‐(arylcarbamoyl)‐1‐hydroxy‐5‐methyl‐1h‐	NUM
eurjchem-249	25	6	benzo[d]imidazole‐3‐oxide	benzo[d]imidazole‐3‐oxide	ADV
eurjchem-249	25	7	(	(	PUNCT
eurjchem-249	25	8	3a‐d	3a‐d	ADV
eurjchem-249	25	9	)	)	PUNCT
eurjchem-249	25	10	a	a	DET
eurjchem-249	25	11	mixture	mixture	NOUN
eurjchem-249	25	12	of	of	ADP
eurjchem-249	25	13	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	25	14	(	(	PUNCT
eurjchem-249	25	15	1a	1a	NUM
eurjchem-249	25	16	)	)	PUNCT
eurjchem-249	25	17	(	(	PUNCT
eurjchem-249	25	18	0.45	0.45	NUM
eurjchem-249	25	19	g	g	NOUN
eurjchem-249	25	20	,	,	PUNCT
eurjchem-249	25	21	3	3	NUM
eurjchem-249	25	22	mmol	mmol	NOUN
eurjchem-249	25	23	)	)	PUNCT
eurjchem-249	25	24	and	and	CCONJ
eurjchem-249	25	25	cyanoacetanilide	cyanoacetanilide	NOUN
eurjchem-249	25	26	derivatives	derivative	NOUN
eurjchem-249	25	27	(	(	PUNCT
eurjchem-249	25	28	2a	2a	NUM
eurjchem-249	25	29	)	)	PUNCT
eurjchem-249	25	30	(	(	PUNCT
eurjchem-249	25	31	0.523	0.523	NUM
eurjchem-249	25	32	g	g	NOUN
eurjchem-249	25	33	,	,	PUNCT
eurjchem-249	25	34	3	3	NUM
eurjchem-249	25	35	mmol	mmol	NOUN
eurjchem-249	25	36	)	)	PUNCT
eurjchem-249	25	37	,	,	PUNCT
eurjchem-249	25	38	(	(	PUNCT
eurjchem-249	25	39	2b	2b	NUM
eurjchem-249	25	40	)	)	PUNCT
eurjchem-249	25	41	(	(	PUNCT
eurjchem-249	25	42	0.523	0.523	NUM
eurjchem-249	25	43	g	g	NOUN
eurjchem-249	25	44	,	,	PUNCT
eurjchem-249	25	45	3	3	NUM
eurjchem-249	25	46	mmol	mmol	NOUN
eurjchem-249	25	47	)	)	PUNCT
eurjchem-249	25	48	,	,	PUNCT
eurjchem-249	25	49	(	(	PUNCT
eurjchem-249	25	50	2c	2c	NOUN
eurjchem-249	25	51	)	)	PUNCT
eurjchem-249	25	52	(	(	PUNCT
eurjchem-249	25	53	0.571	0.571	NUM
eurjchem-249	25	54	g	g	NOUN
eurjchem-249	25	55	,	,	PUNCT
eurjchem-249	25	56	3	3	NUM
eurjchem-249	25	57	mmol	mmol	NOUN
eurjchem-249	25	58	)	)	PUNCT
eurjchem-249	25	59	or	or	CCONJ
eurjchem-249	25	60	(	(	PUNCT
eurjchem-249	25	61	2d	2d	NUM
eurjchem-249	25	62	)	)	PUNCT
eurjchem-249	25	63	(	(	PUNCT
eurjchem-249	25	64	0.571	0.571	NUM
eurjchem-249	25	65	g	g	NOUN
eurjchem-249	25	66	,	,	PUNCT
eurjchem-249	25	67	3	3	NUM
eurjchem-249	25	68	mmol	mmol	NOUN
eurjchem-249	25	69	)	)	PUNCT
eurjchem-249	25	70	was	be	AUX
eurjchem-249	25	71	stirred	stir	VERB
eurjchem-249	25	72	in	in	ADP
eurjchem-249	25	73	ethanol	ethanol	NOUN
eurjchem-249	25	74	(	(	PUNCT
eurjchem-249	25	75	30	30	NUM
eurjchem-249	25	76	ml	ml	NOUN
eurjchem-249	25	77	)	)	PUNCT
eurjchem-249	25	78	with	with	ADP
eurjchem-249	25	79	piperidine	piperidine	NOUN
eurjchem-249	25	80	(	(	PUNCT
eurjchem-249	25	81	3	3	NUM
eurjchem-249	25	82	ml	ml	NOUN
eurjchem-249	25	83	)	)	PUNCT
eurjchem-249	25	84	overnight	overnight	ADV
eurjchem-249	25	85	.	.	PUNCT
eurjchem-249	26	1	the	the	DET
eurjchem-249	26	2	obtained	obtain	VERB
eurjchem-249	26	3	precipitates	precipitate	NOUN
eurjchem-249	26	4	were	be	AUX
eurjchem-249	26	5	filtered	filter	VERB
eurjchem-249	26	6	off	off	ADP
eurjchem-249	26	7	,	,	PUNCT
eurjchem-249	26	8	dried	dry	VERB
eurjchem-249	26	9	and	and	CCONJ
eurjchem-249	26	10	recrystallized	recrystallize	VERB
eurjchem-249	26	11	from	from	ADP
eurjchem-249	26	12	ethanol	ethanol	NOUN
eurjchem-249	26	13	to	to	PART
eurjchem-249	26	14	afford	afford	VERB
eurjchem-249	26	15	the	the	DET
eurjchem-249	26	16	benzimidazole	benzimidazole	ADJ
eurjchem-249	26	17	derivatives	derivative	NOUN
eurjchem-249	26	18	(	(	PUNCT
eurjchem-249	26	19	3a‐d	3a‐d	NOUN
eurjchem-249	26	20	)	)	PUNCT
eurjchem-249	26	21	.	.	PUNCT
eurjchem-249	27	1	3a	3a	NUM
eurjchem-249	27	2	,	,	PUNCT
eurjchem-249	27	3	dirty	dirty	ADJ
eurjchem-249	27	4	yellow	yellow	NOUN
eurjchem-249	27	5	solid	solid	ADJ
eurjchem-249	27	6	,	,	PUNCT
eurjchem-249	27	7	m.p	m.p	PROPN
eurjchem-249	27	8	.	.	PROPN
eurjchem-249	27	9	:	:	PUNCT
eurjchem-249	27	10	217	217	NUM
eurjchem-249	27	11	oc	oc	PROPN
eurjchem-249	27	12	.	.	PUNCT
eurjchem-249	27	13	yield	yield	NOUN
eurjchem-249	27	14	:	:	PUNCT
eurjchem-249	27	15	70	70	NUM
eurjchem-249	27	16	%	%	NOUN
eurjchem-249	27	17	.	.	PUNCT
eurjchem-249	28	1	ir	ir	PROPN
eurjchem-249	28	2	(	(	PUNCT
eurjchem-249	28	3	kbr	kbr	PROPN
eurjchem-249	28	4	,	,	PUNCT
eurjchem-249	28	5	max	max	PROPN
eurjchem-249	28	6	,	,	PUNCT
eurjchem-249	28	7	cm‐1	cm‐1	NUM
eurjchem-249	28	8	):	):	PUNCT
eurjchem-249	28	9	3430	3430	NUM
eurjchem-249	28	10	(	(	PUNCT
eurjchem-249	28	11	oh	oh	INTJ
eurjchem-249	28	12	)	)	PUNCT
eurjchem-249	28	13	,	,	PUNCT
eurjchem-249	28	14	3250	3250	NUM
eurjchem-249	28	15	(	(	PUNCT
eurjchem-249	28	16	nh	nh	NOUN
eurjchem-249	28	17	)	)	PUNCT
eurjchem-249	28	18	,	,	PUNCT
eurjchem-249	28	19	1660	1660	NUM
eurjchem-249	28	20	(	(	PUNCT
eurjchem-249	28	21	c	c	NOUN
eurjchem-249	28	22	=	=	NOUN
eurjchem-249	28	23	o	o	NOUN
eurjchem-249	28	24	)	)	PUNCT
eurjchem-249	28	25	,	,	PUNCT
eurjchem-249	28	26	1620	1620	NUM
eurjchem-249	28	27	(	(	PUNCT
eurjchem-249	28	28	c	c	NOUN
eurjchem-249	28	29	=	=	SYM
eurjchem-249	28	30	n	n	NUM
eurjchem-249	28	31	)	)	PUNCT
eurjchem-249	28	32	,	,	PUNCT
eurjchem-249	28	33	1236	1236	NUM
eurjchem-249	28	34	,	,	PUNCT
eurjchem-249	28	35	1317	1317	NUM
eurjchem-249	28	36	(	(	PUNCT
eurjchem-249	28	37	n→o	n→o	NUM
eurjchem-249	28	38	)	)	PUNCT
eurjchem-249	28	39	.	.	PUNCT
eurjchem-249	29	1	1h	1h	NUM
eurjchem-249	29	2	nmr	nmr	NOUN
eurjchem-249	29	3	(	(	PUNCT
eurjchem-249	29	4	dmso	dmso	NOUN
eurjchem-249	29	5	,	,	PUNCT
eurjchem-249	29	6	δ	δ	PROPN
eurjchem-249	29	7	ppm	ppm	VERB
eurjchem-249	29	8	):	):	PUNCT
eurjchem-249	29	9	2.0	2.0	NUM
eurjchem-249	29	10	(	(	PUNCT
eurjchem-249	29	11	s	s	PROPN
eurjchem-249	29	12	,	,	PUNCT
eurjchem-249	29	13	1h	1h	NUM
eurjchem-249	29	14	,	,	PUNCT
eurjchem-249	29	15	oh	oh	INTJ
eurjchem-249	29	16	)	)	PUNCT
eurjchem-249	29	17	,	,	PUNCT
eurjchem-249	29	18	2.12	2.12	NUM
eurjchem-249	29	19	(	(	PUNCT
eurjchem-249	29	20	s	s	PROPN
eurjchem-249	29	21	,	,	PUNCT
eurjchem-249	29	22	3h	3h	NUM
eurjchem-249	29	23	,	,	PUNCT
eurjchem-249	29	24	ch3	ch3	PROPN
eurjchem-249	29	25	)	)	PUNCT
eurjchem-249	29	26	,	,	PUNCT
eurjchem-249	29	27	2.34	2.34	NUM
eurjchem-249	29	28	(	(	PUNCT
eurjchem-249	29	29	s	s	PROPN
eurjchem-249	29	30	,	,	PUNCT
eurjchem-249	29	31	3h	3h	NUM
eurjchem-249	29	32	,	,	PUNCT
eurjchem-249	29	33	ch3	ch3	PROPN
eurjchem-249	29	34	)	)	PUNCT
eurjchem-249	29	35	,	,	PUNCT
eurjchem-249	29	36	7.06‐7.50	7.06‐7.50	PROPN
eurjchem-249	29	37	(	(	PUNCT
eurjchem-249	29	38	m	m	PROPN
eurjchem-249	29	39	,	,	PUNCT
eurjchem-249	29	40	7h	7h	PROPN
eurjchem-249	29	41	,	,	PUNCT
eurjchem-249	29	42	ar‐h	ar‐h	PROPN
eurjchem-249	29	43	)	)	PUNCT
eurjchem-249	29	44	,	,	PUNCT
eurjchem-249	29	45	9.15	9.15	NUM
eurjchem-249	29	46	(	(	PUNCT
eurjchem-249	29	47	s	s	PROPN
eurjchem-249	29	48	,	,	PUNCT
eurjchem-249	29	49	1h	1h	NUM
eurjchem-249	29	50	,	,	PUNCT
eurjchem-249	29	51	nh	nh	PROPN
eurjchem-249	29	52	)	)	PUNCT
eurjchem-249	29	53	.	.	PUNCT
eurjchem-249	30	1	ms	ms	NOUN
eurjchem-249	30	2	(	(	PUNCT
eurjchem-249	30	3	m	m	PROPN
eurjchem-249	30	4	/	/	SYM
eurjchem-249	30	5	z	z	NOUN
eurjchem-249	30	6	,	,	PUNCT
eurjchem-249	30	7	%	%	INTJ
eurjchem-249	30	8	):	):	PUNCT
eurjchem-249	30	9	296	296	NUM
eurjchem-249	30	10	(	(	PUNCT
eurjchem-249	30	11	m+‐1	m+‐1	PROPN
eurjchem-249	30	12	,	,	PUNCT
eurjchem-249	30	13	26	26	NUM
eurjchem-249	30	14	)	)	PUNCT
eurjchem-249	30	15	.	.	PUNCT
eurjchem-249	31	1	anal	anal	PROPN
eurjchem-249	31	2	.	.	PUNCT
eurjchem-249	31	3	calcd	calcd	NOUN
eurjchem-249	31	4	.	.	PUNCT
eurjchem-249	32	1	for	for	ADP
eurjchem-249	32	2	c16h15n3o3	c16h15n3o3	PROPN
eurjchem-249	32	3	(	(	PUNCT
eurjchem-249	32	4	297.31	297.31	NUM
eurjchem-249	32	5	):	):	PUNCT
eurjchem-249	32	6	c	c	X
eurjchem-249	32	7	,	,	PUNCT
eurjchem-249	32	8	64.64	64.64	NUM
eurjchem-249	32	9	;	;	PUNCT
eurjchem-249	32	10	h	h	X
eurjchem-249	32	11	,	,	PUNCT
eurjchem-249	32	12	5.09	5.09	NUM
eurjchem-249	32	13	.	.	PUNCT
eurjchem-249	32	14	found	find	VERB
eurjchem-249	32	15	:	:	PUNCT
eurjchem-249	33	1	c	c	PROPN
eurjchem-249	33	2	64.56	64.56	NUM
eurjchem-249	33	3	;	;	PUNCT
eurjchem-249	33	4	h	h	NOUN
eurjchem-249	33	5	,	,	PUNCT
eurjchem-249	33	6	5.12	5.12	NUM
eurjchem-249	33	7	.	.	PUNCT
eurjchem-249	34	1	3b	3b	NUM
eurjchem-249	34	2	,	,	PUNCT
eurjchem-249	34	3	dirty	dirty	ADJ
eurjchem-249	34	4	yellow	yellow	NOUN
eurjchem-249	34	5	solid	solid	ADJ
eurjchem-249	34	6	,	,	PUNCT
eurjchem-249	34	7	m.p	m.p	PROPN
eurjchem-249	34	8	.	.	PROPN
eurjchem-249	34	9	:	:	PUNCT
eurjchem-249	35	1	206	206	NUM
eurjchem-249	35	2	oc	oc	PROPN
eurjchem-249	35	3	.	.	PUNCT
eurjchem-249	35	4	yield	yield	NOUN
eurjchem-249	35	5	:	:	PUNCT
eurjchem-249	35	6	75	75	NUM
eurjchem-249	35	7	%	%	NOUN
eurjchem-249	35	8	.	.	PUNCT
eurjchem-249	36	1	ir	ir	PROPN
eurjchem-249	36	2	(	(	PUNCT
eurjchem-249	36	3	kbr	kbr	PROPN
eurjchem-249	36	4	,	,	PUNCT
eurjchem-249	36	5	max	max	PROPN
eurjchem-249	36	6	,	,	PUNCT
eurjchem-249	36	7	cm‐1	cm‐1	NUM
eurjchem-249	36	8	):	):	PUNCT
eurjchem-249	36	9	3452	3452	NUM
eurjchem-249	36	10	(	(	PUNCT
eurjchem-249	36	11	oh	oh	INTJ
eurjchem-249	36	12	)	)	PUNCT
eurjchem-249	36	13	,	,	PUNCT
eurjchem-249	36	14	3226	3226	NUM
eurjchem-249	36	15	(	(	PUNCT
eurjchem-249	36	16	nh	nh	NOUN
eurjchem-249	36	17	)	)	PUNCT
eurjchem-249	36	18	,	,	PUNCT
eurjchem-249	36	19	1691	1691	NUM
eurjchem-249	36	20	(	(	PUNCT
eurjchem-249	36	21	c	c	NOUN
eurjchem-249	36	22	=	=	NOUN
eurjchem-249	36	23	o	o	NOUN
eurjchem-249	36	24	)	)	PUNCT
eurjchem-249	36	25	,	,	PUNCT
eurjchem-249	36	26	1618	1618	NUM
eurjchem-249	36	27	(	(	PUNCT
eurjchem-249	36	28	c	c	NOUN
eurjchem-249	36	29	=	=	SYM
eurjchem-249	36	30	n	n	NUM
eurjchem-249	36	31	)	)	PUNCT
eurjchem-249	36	32	,	,	PUNCT
eurjchem-249	36	33	52	52	NUM
eurjchem-249	36	34	fadda	fadda	NOUN
eurjchem-249	36	35	et	et	PROPN
eurjchem-249	36	36	al	al	PROPN
eurjchem-249	36	37	.	.	PUNCT
eurjchem-249	36	38	/	/	SYM
eurjchem-249	36	39	european	european	PROPN
eurjchem-249	36	40	journal	journal	PROPN
eurjchem-249	36	41	of	of	ADP
eurjchem-249	36	42	chemistry	chemistry	NOUN
eurjchem-249	36	43	2	2	NUM
eurjchem-249	36	44	(	(	PUNCT
eurjchem-249	36	45	1	1	NUM
eurjchem-249	36	46	)	)	PUNCT
eurjchem-249	36	47	(	(	PUNCT
eurjchem-249	36	48	2011	2011	NUM
eurjchem-249	36	49	)	)	PUNCT
eurjchem-249	36	50	51‐57	51‐57	NUM
eurjchem-249	36	51	1231	1231	NUM
eurjchem-249	36	52	,	,	PUNCT
eurjchem-249	36	53	1323	1323	NUM
eurjchem-249	36	54	(	(	PUNCT
eurjchem-249	36	55	n→o	n→o	NUM
eurjchem-249	36	56	)	)	PUNCT
eurjchem-249	36	57	.	.	PUNCT
eurjchem-249	37	1	1h	1h	NUM
eurjchem-249	37	2	nmr	nmr	NOUN
eurjchem-249	37	3	(	(	PUNCT
eurjchem-249	37	4	dmso	dmso	NOUN
eurjchem-249	37	5	,	,	PUNCT
eurjchem-249	37	6	δ	δ	PROPN
eurjchem-249	37	7	ppm	ppm	VERB
eurjchem-249	37	8	):	):	PUNCT
eurjchem-249	37	9	2.0	2.0	NUM
eurjchem-249	37	10	(	(	PUNCT
eurjchem-249	37	11	s	s	PROPN
eurjchem-249	37	12	,	,	PUNCT
eurjchem-249	37	13	1h	1h	NUM
eurjchem-249	37	14	,	,	PUNCT
eurjchem-249	37	15	oh	oh	INTJ
eurjchem-249	37	16	)	)	PUNCT
eurjchem-249	37	17	,	,	PUNCT
eurjchem-249	37	18	2.34	2.34	NUM
eurjchem-249	37	19	(	(	PUNCT
eurjchem-249	37	20	s	s	PROPN
eurjchem-249	37	21	,	,	PUNCT
eurjchem-249	37	22	6h	6h	NUM
eurjchem-249	37	23	,	,	PUNCT
eurjchem-249	37	24	2ch3	2ch3	NUM
eurjchem-249	37	25	)	)	PUNCT
eurjchem-249	37	26	,	,	PUNCT
eurjchem-249	37	27	7.06‐7.56	7.06‐7.56	NUM
eurjchem-249	37	28	(	(	PUNCT
eurjchem-249	37	29	m	m	PROPN
eurjchem-249	37	30	,	,	PUNCT
eurjchem-249	37	31	7h	7h	PROPN
eurjchem-249	37	32	,	,	PUNCT
eurjchem-249	37	33	ar‐h	ar‐h	PROPN
eurjchem-249	37	34	)	)	PUNCT
eurjchem-249	37	35	,	,	PUNCT
eurjchem-249	37	36	9.15	9.15	NUM
eurjchem-249	37	37	(	(	PUNCT
eurjchem-249	37	38	s	s	PROPN
eurjchem-249	37	39	,	,	PUNCT
eurjchem-249	37	40	1h	1h	NUM
eurjchem-249	37	41	,	,	PUNCT
eurjchem-249	37	42	nh	nh	PROPN
eurjchem-249	37	43	)	)	PUNCT
eurjchem-249	37	44	.	.	PUNCT
eurjchem-249	38	1	ms	ms	NOUN
eurjchem-249	38	2	(	(	PUNCT
eurjchem-249	38	3	m	m	PROPN
eurjchem-249	38	4	/	/	SYM
eurjchem-249	38	5	z	z	NOUN
eurjchem-249	38	6	,	,	PUNCT
eurjchem-249	38	7	%	%	INTJ
eurjchem-249	38	8	):	):	PUNCT
eurjchem-249	38	9	297	297	NUM
eurjchem-249	38	10	(	(	PUNCT
eurjchem-249	38	11	m+	m+	NUM
eurjchem-249	38	12	,	,	PUNCT
eurjchem-249	38	13	60	60	NUM
eurjchem-249	38	14	)	)	PUNCT
eurjchem-249	38	15	.	.	PUNCT
eurjchem-249	39	1	anal	anal	PROPN
eurjchem-249	39	2	.	.	PUNCT
eurjchem-249	39	3	calcd	calcd	NOUN
eurjchem-249	39	4	.	.	PUNCT
eurjchem-249	40	1	for	for	ADP
eurjchem-249	40	2	c16h15n3o3	c16h15n3o3	PROPN
eurjchem-249	40	3	(	(	PUNCT
eurjchem-249	40	4	297.31	297.31	NUM
eurjchem-249	40	5	):	):	PUNCT
eurjchem-249	40	6	c	c	X
eurjchem-249	40	7	,	,	PUNCT
eurjchem-249	40	8	64.64	64.64	NUM
eurjchem-249	40	9	;	;	PUNCT
eurjchem-249	40	10	h	h	NOUN
eurjchem-249	40	11	,	,	PUNCT
eurjchem-249	40	12	5.09	5.09	NUM
eurjchem-249	40	13	;	;	PUNCT
eurjchem-249	40	14	n	n	CCONJ
eurjchem-249	40	15	,	,	PUNCT
eurjchem-249	40	16	14.13	14.13	NUM
eurjchem-249	40	17	.	.	PUNCT
eurjchem-249	40	18	found	find	VERB
eurjchem-249	40	19	:	:	PUNCT
eurjchem-249	40	20	c	c	PROPN
eurjchem-249	40	21	64.41	64.41	NUM
eurjchem-249	40	22	;	;	PUNCT
eurjchem-249	40	23	h	h	X
eurjchem-249	40	24	,	,	PUNCT
eurjchem-249	40	25	4.97	4.97	NUM
eurjchem-249	40	26	;	;	PUNCT
eurjchem-249	40	27	n	n	CCONJ
eurjchem-249	40	28	,	,	PUNCT
eurjchem-249	40	29	14.37	14.37	NUM
eurjchem-249	40	30	.	.	PUNCT
eurjchem-249	41	1	3c	3c	NUM
eurjchem-249	41	2	,	,	PUNCT
eurjchem-249	41	3	yellowish	yellowish	PROPN
eurjchem-249	41	4	red	red	PROPN
eurjchem-249	41	5	solid	solid	PROPN
eurjchem-249	41	6	,	,	PUNCT
eurjchem-249	41	7	m.p	m.p	PROPN
eurjchem-249	41	8	.	.	PROPN
eurjchem-249	41	9	:	:	PUNCT
eurjchem-249	42	1	196	196	NUM
eurjchem-249	42	2	oc	oc	X
eurjchem-249	42	3	.	.	PUNCT
eurjchem-249	42	4	yield	yield	NOUN
eurjchem-249	42	5	:	:	PUNCT
eurjchem-249	42	6	60	60	NUM
eurjchem-249	42	7	%	%	NOUN
eurjchem-249	42	8	.	.	PUNCT
eurjchem-249	43	1	ir	ir	PROPN
eurjchem-249	43	2	(	(	PUNCT
eurjchem-249	43	3	kbr	kbr	PROPN
eurjchem-249	43	4	,	,	PUNCT
eurjchem-249	43	5	max	max	PROPN
eurjchem-249	43	6	,	,	PUNCT
eurjchem-249	43	7	cm‐1	cm‐1	NUM
eurjchem-249	43	8	):	):	PUNCT
eurjchem-249	43	9	3448	3448	NUM
eurjchem-249	43	10	(	(	PUNCT
eurjchem-249	43	11	oh	oh	INTJ
eurjchem-249	43	12	)	)	PUNCT
eurjchem-249	43	13	,	,	PUNCT
eurjchem-249	43	14	3248	3248	NUM
eurjchem-249	43	15	(	(	PUNCT
eurjchem-249	43	16	nh	nh	NOUN
eurjchem-249	43	17	)	)	PUNCT
eurjchem-249	43	18	,	,	PUNCT
eurjchem-249	43	19	1680	1680	NUM
eurjchem-249	43	20	(	(	PUNCT
eurjchem-249	43	21	c	c	NOUN
eurjchem-249	43	22	=	=	NOUN
eurjchem-249	43	23	o	o	NOUN
eurjchem-249	43	24	)	)	PUNCT
eurjchem-249	43	25	,	,	PUNCT
eurjchem-249	43	26	1632	1632	NUM
eurjchem-249	43	27	(	(	PUNCT
eurjchem-249	43	28	c	c	NOUN
eurjchem-249	43	29	=	=	SYM
eurjchem-249	43	30	n	n	NUM
eurjchem-249	43	31	)	)	PUNCT
eurjchem-249	43	32	,	,	PUNCT
eurjchem-249	43	33	1236	1236	NUM
eurjchem-249	43	34	,	,	PUNCT
eurjchem-249	43	35	1335	1335	NUM
eurjchem-249	43	36	(	(	PUNCT
eurjchem-249	43	37	n→o	n→o	NUM
eurjchem-249	43	38	)	)	PUNCT
eurjchem-249	43	39	.	.	PUNCT
eurjchem-249	44	1	1h	1h	NUM
eurjchem-249	44	2	nmr	nmr	NOUN
eurjchem-249	44	3	(	(	PUNCT
eurjchem-249	44	4	dmso	dmso	NOUN
eurjchem-249	44	5	,	,	PUNCT
eurjchem-249	44	6	δ	δ	PROPN
eurjchem-249	44	7	ppm	ppm	VERB
eurjchem-249	44	8	):	):	PUNCT
eurjchem-249	44	9	2.0	2.0	NUM
eurjchem-249	44	10	(	(	PUNCT
eurjchem-249	44	11	s	s	PROPN
eurjchem-249	44	12	,	,	PUNCT
eurjchem-249	44	13	1h	1h	NUM
eurjchem-249	44	14	,	,	PUNCT
eurjchem-249	44	15	oh	oh	INTJ
eurjchem-249	44	16	)	)	PUNCT
eurjchem-249	44	17	,	,	PUNCT
eurjchem-249	44	18	2.34	2.34	NUM
eurjchem-249	44	19	(	(	PUNCT
eurjchem-249	44	20	s	s	PROPN
eurjchem-249	44	21	,	,	PUNCT
eurjchem-249	44	22	3h	3h	NUM
eurjchem-249	44	23	,	,	PUNCT
eurjchem-249	44	24	ch3	ch3	PROPN
eurjchem-249	44	25	)	)	PUNCT
eurjchem-249	44	26	,	,	PUNCT
eurjchem-249	44	27	3.83	3.83	NUM
eurjchem-249	44	28	(	(	PUNCT
eurjchem-249	44	29	s	s	PROPN
eurjchem-249	44	30	,	,	PUNCT
eurjchem-249	44	31	3h	3h	NUM
eurjchem-249	44	32	,	,	PUNCT
eurjchem-249	44	33	och3	och3	ADJ
eurjchem-249	44	34	)	)	PUNCT
eurjchem-249	44	35	,	,	PUNCT
eurjchem-249	44	36	6.73‐7.50	6.73‐7.50	NUM
eurjchem-249	44	37	(	(	PUNCT
eurjchem-249	44	38	m	m	PROPN
eurjchem-249	44	39	,	,	PUNCT
eurjchem-249	44	40	7h	7h	PROPN
eurjchem-249	44	41	,	,	PUNCT
eurjchem-249	44	42	ar‐h	ar‐h	PROPN
eurjchem-249	44	43	)	)	PUNCT
eurjchem-249	44	44	,	,	PUNCT
eurjchem-249	44	45	9.15	9.15	NUM
eurjchem-249	44	46	(	(	PUNCT
eurjchem-249	44	47	s	s	PROPN
eurjchem-249	44	48	,	,	PUNCT
eurjchem-249	44	49	1h	1h	NUM
eurjchem-249	44	50	,	,	PUNCT
eurjchem-249	44	51	nh	nh	PROPN
eurjchem-249	44	52	)	)	PUNCT
eurjchem-249	44	53	.	.	PUNCT
eurjchem-249	45	1	ms	ms	NOUN
eurjchem-249	45	2	(	(	PUNCT
eurjchem-249	45	3	m	m	PROPN
eurjchem-249	45	4	/	/	SYM
eurjchem-249	45	5	z	z	NOUN
eurjchem-249	45	6	,	,	PUNCT
eurjchem-249	45	7	%	%	INTJ
eurjchem-249	45	8	):	):	PUNCT
eurjchem-249	45	9	313	313	NUM
eurjchem-249	45	10	(	(	PUNCT
eurjchem-249	45	11	m+	m+	NUM
eurjchem-249	45	12	,	,	PUNCT
eurjchem-249	45	13	33	33	NUM
eurjchem-249	45	14	)	)	PUNCT
eurjchem-249	45	15	.	.	PUNCT
eurjchem-249	46	1	anal	anal	PROPN
eurjchem-249	46	2	.	.	PUNCT
eurjchem-249	46	3	calcd	calcd	NOUN
eurjchem-249	46	4	.	.	PUNCT
eurjchem-249	47	1	for	for	ADP
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eurjchem-249	47	3	(	(	PUNCT
eurjchem-249	47	4	313.31	313.31	NUM
eurjchem-249	47	5	):	):	PUNCT
eurjchem-249	47	6	c	c	X
eurjchem-249	47	7	,	,	PUNCT
eurjchem-249	47	8	61.34	61.34	NUM
eurjchem-249	47	9	;	;	PUNCT
eurjchem-249	47	10	h	h	X
eurjchem-249	47	11	,	,	PUNCT
eurjchem-249	47	12	4.83	4.83	NUM
eurjchem-249	47	13	;	;	PUNCT
eurjchem-249	47	14	n	n	CCONJ
eurjchem-249	47	15	,	,	PUNCT
eurjchem-249	47	16	13.41	13.41	NUM
eurjchem-249	47	17	.	.	PUNCT
eurjchem-249	47	18	found	find	VERB
eurjchem-249	47	19	:	:	PUNCT
eurjchem-249	47	20	c	c	NOUN
eurjchem-249	47	21	61.19	61.19	NUM
eurjchem-249	47	22	;	;	PUNCT
eurjchem-249	47	23	h	h	NOUN
eurjchem-249	47	24	,	,	PUNCT
eurjchem-249	47	25	4.86	4.86	NUM
eurjchem-249	47	26	;	;	PUNCT
eurjchem-249	47	27	n	n	CCONJ
eurjchem-249	47	28	,	,	PUNCT
eurjchem-249	47	29	13.56	13.56	NUM
eurjchem-249	47	30	.	.	PUNCT
eurjchem-249	48	1	3d	3d	NUM
eurjchem-249	48	2	,	,	PUNCT
eurjchem-249	48	3	reddish	reddish	ADJ
eurjchem-249	48	4	yellow	yellow	NOUN
eurjchem-249	48	5	solid	solid	ADJ
eurjchem-249	48	6	,	,	PUNCT
eurjchem-249	48	7	m.p	m.p	PROPN
eurjchem-249	48	8	.	.	PROPN
eurjchem-249	48	9	:	:	PUNCT
eurjchem-249	49	1	300	300	NUM
eurjchem-249	49	2	oc	oc	NOUN
eurjchem-249	49	3	.	.	NOUN
eurjchem-249	49	4	yield	yield	NOUN
eurjchem-249	49	5	:	:	PUNCT
eurjchem-249	49	6	77	77	NUM
eurjchem-249	49	7	%	%	NOUN
eurjchem-249	49	8	.	.	PUNCT
eurjchem-249	50	1	ir	ir	PROPN
eurjchem-249	50	2	(	(	PUNCT
eurjchem-249	50	3	kbr	kbr	PROPN
eurjchem-249	50	4	,	,	PUNCT
eurjchem-249	50	5	max	max	PROPN
eurjchem-249	50	6	,	,	PUNCT
eurjchem-249	50	7	cm‐1	cm‐1	NUM
eurjchem-249	50	8	):	):	PUNCT
eurjchem-249	50	9	3437	3437	NUM
eurjchem-249	50	10	(	(	PUNCT
eurjchem-249	50	11	oh	oh	INTJ
eurjchem-249	50	12	)	)	PUNCT
eurjchem-249	50	13	,	,	PUNCT
eurjchem-249	50	14	3236	3236	NUM
eurjchem-249	50	15	(	(	PUNCT
eurjchem-249	50	16	nh	nh	NOUN
eurjchem-249	50	17	)	)	PUNCT
eurjchem-249	50	18	,	,	PUNCT
eurjchem-249	50	19	1687	1687	NUM
eurjchem-249	50	20	(	(	PUNCT
eurjchem-249	50	21	c	c	NOUN
eurjchem-249	50	22	=	=	NOUN
eurjchem-249	50	23	o	o	NOUN
eurjchem-249	50	24	)	)	PUNCT
eurjchem-249	50	25	,	,	PUNCT
eurjchem-249	50	26	1627	1627	NUM
eurjchem-249	50	27	(	(	PUNCT
eurjchem-249	50	28	c	c	NOUN
eurjchem-249	50	29	=	=	SYM
eurjchem-249	50	30	n	n	NUM
eurjchem-249	50	31	)	)	PUNCT
eurjchem-249	50	32	,	,	PUNCT
eurjchem-249	50	33	1234	1234	NUM
eurjchem-249	50	34	,	,	PUNCT
eurjchem-249	50	35	1314	1314	NUM
eurjchem-249	50	36	(	(	PUNCT
eurjchem-249	50	37	n→o	n→o	NUM
eurjchem-249	50	38	)	)	PUNCT
eurjchem-249	50	39	.	.	PUNCT
eurjchem-249	51	1	1h	1h	NUM
eurjchem-249	51	2	nmr	nmr	NOUN
eurjchem-249	51	3	(	(	PUNCT
eurjchem-249	51	4	dmso	dmso	NOUN
eurjchem-249	51	5	,	,	PUNCT
eurjchem-249	51	6	δ	δ	PROPN
eurjchem-249	51	7	ppm	ppm	VERB
eurjchem-249	51	8	):	):	PUNCT
eurjchem-249	51	9	2.34	2.34	NUM
eurjchem-249	51	10	(	(	PUNCT
eurjchem-249	51	11	s	s	PROPN
eurjchem-249	51	12	,	,	PUNCT
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eurjchem-249	51	14	,	,	PUNCT
eurjchem-249	51	15	ch3	ch3	PROPN
eurjchem-249	51	16	)	)	PUNCT
eurjchem-249	51	17	,	,	PUNCT
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eurjchem-249	51	19	(	(	PUNCT
eurjchem-249	51	20	s	s	PROPN
eurjchem-249	51	21	,	,	PUNCT
eurjchem-249	51	22	3h	3h	NUM
eurjchem-249	51	23	,	,	PUNCT
eurjchem-249	51	24	och3	och3	ADJ
eurjchem-249	51	25	)	)	PUNCT
eurjchem-249	51	26	,	,	PUNCT
eurjchem-249	51	27	7.07‐7.50	7.07‐7.50	NUM
eurjchem-249	51	28	(	(	PUNCT
eurjchem-249	51	29	m	m	PROPN
eurjchem-249	51	30	,	,	PUNCT
eurjchem-249	51	31	7h	7h	PROPN
eurjchem-249	51	32	,	,	PUNCT
eurjchem-249	51	33	ar‐h	ar‐h	PROPN
eurjchem-249	51	34	)	)	PUNCT
eurjchem-249	51	35	,	,	PUNCT
eurjchem-249	51	36	9.15	9.15	NUM
eurjchem-249	51	37	(	(	PUNCT
eurjchem-249	51	38	br	br	PROPN
eurjchem-249	51	39	.	.	PROPN
eurjchem-249	51	40	,	,	PUNCT
eurjchem-249	51	41	s	s	PROPN
eurjchem-249	51	42	,	,	PUNCT
eurjchem-249	51	43	1h	1h	NUM
eurjchem-249	51	44	,	,	PUNCT
eurjchem-249	51	45	nh	nh	PROPN
eurjchem-249	51	46	)	)	PUNCT
eurjchem-249	51	47	.	.	PUNCT
eurjchem-249	52	1	ms	ms	NOUN
eurjchem-249	52	2	(	(	PUNCT
eurjchem-249	52	3	m	m	PROPN
eurjchem-249	52	4	/	/	SYM
eurjchem-249	52	5	z	z	NOUN
eurjchem-249	52	6	,	,	PUNCT
eurjchem-249	52	7	%	%	INTJ
eurjchem-249	52	8	):	):	PUNCT
eurjchem-249	52	9	314	314	NUM
eurjchem-249	52	10	(	(	PUNCT
eurjchem-249	52	11	m++1	m++1	NOUN
eurjchem-249	52	12	,	,	PUNCT
eurjchem-249	52	13	43	43	NUM
eurjchem-249	52	14	)	)	PUNCT
eurjchem-249	52	15	.	.	PUNCT
eurjchem-249	53	1	anal	anal	PROPN
eurjchem-249	53	2	.	.	PUNCT
eurjchem-249	53	3	calcd	calcd	NOUN
eurjchem-249	53	4	.	.	PUNCT
eurjchem-249	54	1	for	for	ADP
eurjchem-249	54	2	c16h15n3o4	c16h15n3o4	PROPN
eurjchem-249	54	3	(	(	PUNCT
eurjchem-249	54	4	313.31	313.31	NUM
eurjchem-249	54	5	):	):	PUNCT
eurjchem-249	54	6	c	c	X
eurjchem-249	54	7	,	,	PUNCT
eurjchem-249	54	8	61.34	61.34	NUM
eurjchem-249	54	9	;	;	PUNCT
eurjchem-249	54	10	h	h	X
eurjchem-249	54	11	,	,	PUNCT
eurjchem-249	54	12	4.83	4.83	NUM
eurjchem-249	54	13	.	.	PUNCT
eurjchem-249	54	14	found	find	VERB
eurjchem-249	54	15	:	:	PUNCT
eurjchem-249	54	16	c	c	PROPN
eurjchem-249	54	17	61.37	61.37	NUM
eurjchem-249	54	18	;	;	PUNCT
eurjchem-249	54	19	h	h	NOUN
eurjchem-249	54	20	,	,	PUNCT
eurjchem-249	54	21	4.88	4.88	NUM
eurjchem-249	54	22	.	.	X
eurjchem-249	54	23	2.2	2.2	NUM
eurjchem-249	54	24	.	.	PUNCT
eurjchem-249	55	1	synthesis	synthesis	NOUN
eurjchem-249	55	2	of	of	ADP
eurjchem-249	55	3	1‐hydroxy‐1h‐benzo[d]imidazole‐3‐oxides	1‐hydroxy‐1h‐benzo[d]imidazole‐3‐oxide	NOUN
eurjchem-249	55	4	(	(	PUNCT
eurjchem-249	55	5	6a	6a	NOUN
eurjchem-249	55	6	,	,	PUNCT
eurjchem-249	55	7	b	b	NOUN
eurjchem-249	55	8	)	)	PUNCT
eurjchem-249	55	9	a	a	DET
eurjchem-249	55	10	mixture	mixture	NOUN
eurjchem-249	55	11	of	of	ADP
eurjchem-249	55	12	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	55	13	(	(	PUNCT
eurjchem-249	55	14	1b	1b	NUM
eurjchem-249	55	15	)	)	PUNCT
eurjchem-249	55	16	(	(	PUNCT
eurjchem-249	55	17	0.45	0.45	NUM
eurjchem-249	55	18	g	g	NOUN
eurjchem-249	55	19	,	,	PUNCT
eurjchem-249	55	20	3	3	NUM
eurjchem-249	55	21	mmol	mmol	NOUN
eurjchem-249	55	22	)	)	PUNCT
eurjchem-249	55	23	and	and	CCONJ
eurjchem-249	55	24	rhodanine	rhodanine	VERB
eurjchem-249	55	25	derivatives	derivative	NOUN
eurjchem-249	55	26	(	(	PUNCT
eurjchem-249	55	27	4a	4a	NUM
eurjchem-249	55	28	)	)	PUNCT
eurjchem-249	55	29	(	(	PUNCT
eurjchem-249	55	30	0.67	0.67	NUM
eurjchem-249	55	31	g	g	NOUN
eurjchem-249	55	32	,	,	PUNCT
eurjchem-249	55	33	3	3	NUM
eurjchem-249	55	34	mmol	mmol	NOUN
eurjchem-249	55	35	)	)	PUNCT
eurjchem-249	55	36	or	or	CCONJ
eurjchem-249	55	37	(	(	PUNCT
eurjchem-249	55	38	4b	4b	X
eurjchem-249	55	39	)	)	PUNCT
eurjchem-249	55	40	(	(	PUNCT
eurjchem-249	55	41	0.718	0.718	NUM
eurjchem-249	55	42	g	g	NOUN
eurjchem-249	55	43	,	,	PUNCT
eurjchem-249	55	44	3	3	NUM
eurjchem-249	55	45	mmol	mmol	NOUN
eurjchem-249	55	46	)	)	PUNCT
eurjchem-249	55	47	was	be	AUX
eurjchem-249	55	48	heated	heat	VERB
eurjchem-249	55	49	under	under	ADP
eurjchem-249	55	50	reflux	reflux	NOUN
eurjchem-249	55	51	for	for	ADP
eurjchem-249	55	52	6	6	NUM
eurjchem-249	55	53	hours	hour	NOUN
eurjchem-249	55	54	in	in	ADP
eurjchem-249	55	55	ethanol	ethanol	NOUN
eurjchem-249	55	56	(	(	PUNCT
eurjchem-249	55	57	30	30	NUM
eurjchem-249	55	58	ml	ml	NOUN
eurjchem-249	55	59	)	)	PUNCT
eurjchem-249	55	60	in	in	ADP
eurjchem-249	55	61	the	the	DET
eurjchem-249	55	62	presence	presence	NOUN
eurjchem-249	55	63	of	of	ADP
eurjchem-249	55	64	sodium	sodium	NOUN
eurjchem-249	55	65	ethoxide	ethoxide	NOUN
eurjchem-249	55	66	(	(	PUNCT
eurjchem-249	55	67	0.069	0.069	NUM
eurjchem-249	55	68	g	g	NOUN
eurjchem-249	55	69	,	,	PUNCT
eurjchem-249	55	70	3	3	NUM
eurjchem-249	55	71	mmol	mmol	NOUN
eurjchem-249	55	72	)	)	PUNCT
eurjchem-249	55	73	.	.	PUNCT
eurjchem-249	56	1	the	the	DET
eurjchem-249	56	2	reaction	reaction	NOUN
eurjchem-249	56	3	mixture	mixture	NOUN
eurjchem-249	56	4	was	be	AUX
eurjchem-249	56	5	left	leave	VERB
eurjchem-249	56	6	to	to	PART
eurjchem-249	56	7	stand	stand	VERB
eurjchem-249	56	8	at	at	ADP
eurjchem-249	56	9	room	room	NOUN
eurjchem-249	56	10	temperature	temperature	NOUN
eurjchem-249	56	11	for	for	ADP
eurjchem-249	56	12	3	3	NUM
eurjchem-249	56	13	hours	hour	NOUN
eurjchem-249	56	14	,	,	PUNCT
eurjchem-249	56	15	then	then	ADV
eurjchem-249	56	16	poured	pour	VERB
eurjchem-249	56	17	into	into	ADP
eurjchem-249	56	18	crushed	crushed	ADJ
eurjchem-249	56	19	ice	ice	NOUN
eurjchem-249	56	20	and	and	CCONJ
eurjchem-249	56	21	acidified	acidify	VERB
eurjchem-249	56	22	with	with	ADP
eurjchem-249	56	23	dilute	dilute	PROPN
eurjchem-249	56	24	hcl	hcl	PROPN
eurjchem-249	56	25	,	,	PUNCT
eurjchem-249	56	26	effervescence	effervescence	NOUN
eurjchem-249	56	27	with	with	ADP
eurjchem-249	56	28	evolution	evolution	NOUN
eurjchem-249	56	29	of	of	ADP
eurjchem-249	56	30	co2	co2	NOUN
eurjchem-249	56	31	was	be	AUX
eurjchem-249	56	32	observed	observe	VERB
eurjchem-249	56	33	.	.	PUNCT
eurjchem-249	57	1	the	the	DET
eurjchem-249	57	2	formed	form	VERB
eurjchem-249	57	3	precipitate	precipitate	NOUN
eurjchem-249	57	4	was	be	AUX
eurjchem-249	57	5	filtered	filter	VERB
eurjchem-249	57	6	,	,	PUNCT
eurjchem-249	57	7	dried	dry	VERB
eurjchem-249	57	8	and	and	CCONJ
eurjchem-249	57	9	crystallized	crystallize	VERB
eurjchem-249	57	10	from	from	ADP
eurjchem-249	57	11	ethanol	ethanol	NOUN
eurjchem-249	57	12	to	to	PART
eurjchem-249	57	13	give	give	VERB
eurjchem-249	57	14	benzimidazole	benzimidazole	ADJ
eurjchem-249	57	15	derivatives	derivative	NOUN
eurjchem-249	57	16	(	(	PUNCT
eurjchem-249	57	17	6a	6a	NOUN
eurjchem-249	57	18	,	,	PUNCT
eurjchem-249	57	19	b	b	NOUN
eurjchem-249	57	20	)	)	PUNCT
eurjchem-249	57	21	.	.	PUNCT
eurjchem-249	58	1	6a	6a	NOUN
eurjchem-249	58	2	,	,	PUNCT
eurjchem-249	58	3	reddish	reddish	ADJ
eurjchem-249	58	4	brown	brown	ADJ
eurjchem-249	58	5	crystals	crystal	NOUN
eurjchem-249	58	6	,	,	PUNCT
eurjchem-249	58	7	m.p	m.p	PROPN
eurjchem-249	58	8	.	.	PROPN
eurjchem-249	58	9	:	:	PUNCT
eurjchem-249	58	10	254	254	NUM
eurjchem-249	58	11	oc	oc	NOUN
eurjchem-249	58	12	.	.	PUNCT
eurjchem-249	58	13	yield	yield	NOUN
eurjchem-249	58	14	:	:	PUNCT
eurjchem-249	58	15	70	70	NUM
eurjchem-249	58	16	%	%	NOUN
eurjchem-249	58	17	.	.	PUNCT
eurjchem-249	59	1	ir	ir	PROPN
eurjchem-249	59	2	(	(	PUNCT
eurjchem-249	59	3	kbr	kbr	PROPN
eurjchem-249	59	4	,	,	PUNCT
eurjchem-249	59	5	max	max	PROPN
eurjchem-249	59	6	,	,	PUNCT
eurjchem-249	59	7	cm‐1	cm‐1	PROPN
eurjchem-249	59	8	):	):	PUNCT
eurjchem-249	59	9	3250	3250	NUM
eurjchem-249	59	10	(	(	PUNCT
eurjchem-249	59	11	nh	nh	NOUN
eurjchem-249	59	12	)	)	PUNCT
eurjchem-249	59	13	,	,	PUNCT
eurjchem-249	59	14	1248	1248	NUM
eurjchem-249	59	15	,	,	PUNCT
eurjchem-249	59	16	1343	1343	NUM
eurjchem-249	59	17	(	(	PUNCT
eurjchem-249	59	18	n→o	n→o	NUM
eurjchem-249	59	19	)	)	PUNCT
eurjchem-249	59	20	.	.	PUNCT
eurjchem-249	60	1	1h	1h	NUM
eurjchem-249	60	2	nmr	nmr	NOUN
eurjchem-249	60	3	(	(	PUNCT
eurjchem-249	60	4	dmso	dmso	NOUN
eurjchem-249	60	5	,	,	PUNCT
eurjchem-249	60	6	δ	δ	PROPN
eurjchem-249	60	7	ppm	ppm	VERB
eurjchem-249	60	8	):	):	PUNCT
eurjchem-249	60	9	2.0	2.0	NUM
eurjchem-249	60	10	(	(	PUNCT
eurjchem-249	60	11	s	s	PROPN
eurjchem-249	60	12	,	,	PUNCT
eurjchem-249	60	13	1h	1h	NUM
eurjchem-249	60	14	,	,	PUNCT
eurjchem-249	60	15	oh	oh	INTJ
eurjchem-249	60	16	)	)	PUNCT
eurjchem-249	60	17	,	,	PUNCT
eurjchem-249	60	18	2.2	2.2	NUM
eurjchem-249	60	19	(	(	PUNCT
eurjchem-249	60	20	s	s	PROPN
eurjchem-249	60	21	,	,	PUNCT
eurjchem-249	60	22	3h	3h	NUM
eurjchem-249	60	23	,	,	PUNCT
eurjchem-249	60	24	ch3	ch3	PROPN
eurjchem-249	60	25	)	)	PUNCT
eurjchem-249	60	26	,	,	PUNCT
eurjchem-249	60	27	4.10	4.10	NUM
eurjchem-249	60	28	(	(	PUNCT
eurjchem-249	60	29	s	s	PROPN
eurjchem-249	60	30	,	,	PUNCT
eurjchem-249	60	31	1h	1h	NUM
eurjchem-249	60	32	,	,	PUNCT
eurjchem-249	60	33	nh	nh	PROPN
eurjchem-249	60	34	)	)	PUNCT
eurjchem-249	60	35	,	,	PUNCT
eurjchem-249	60	36	6.85‐8.56	6.85‐8.56	NUM
eurjchem-249	60	37	(	(	PUNCT
eurjchem-249	60	38	m	m	PROPN
eurjchem-249	60	39	,	,	PUNCT
eurjchem-249	60	40	8h	8h	NUM
eurjchem-249	60	41	,	,	PUNCT
eurjchem-249	60	42	ar‐h	ar‐h	PROPN
eurjchem-249	60	43	)	)	PUNCT
eurjchem-249	60	44	.	.	PUNCT
eurjchem-249	61	1	ms	ms	NOUN
eurjchem-249	61	2	(	(	PUNCT
eurjchem-249	61	3	m	m	PROPN
eurjchem-249	61	4	/	/	SYM
eurjchem-249	61	5	z	z	NOUN
eurjchem-249	61	6	,	,	PUNCT
eurjchem-249	61	7	%	%	INTJ
eurjchem-249	61	8	):	):	PUNCT
eurjchem-249	61	9	239	239	NUM
eurjchem-249	61	10	(	(	PUNCT
eurjchem-249	61	11	m+‐16	m+‐16	PROPN
eurjchem-249	61	12	,	,	PUNCT
eurjchem-249	61	13	15	15	NUM
eurjchem-249	61	14	)	)	PUNCT
eurjchem-249	61	15	.	.	PUNCT
eurjchem-249	62	1	anal	anal	PROPN
eurjchem-249	62	2	.	.	PUNCT
eurjchem-249	62	3	calcd	calcd	NOUN
eurjchem-249	62	4	.	.	PUNCT
eurjchem-249	63	1	for	for	ADP
eurjchem-249	63	2	c14h13n3o2	c14h13n3o2	PROPN
eurjchem-249	63	3	(	(	PUNCT
eurjchem-249	63	4	255.27	255.27	NUM
eurjchem-249	63	5	):	):	PUNCT
eurjchem-249	63	6	c	c	X
eurjchem-249	63	7	,	,	PUNCT
eurjchem-249	63	8	65.87	65.87	NUM
eurjchem-249	63	9	;	;	PUNCT
eurjchem-249	63	10	h	h	X
eurjchem-249	63	11	,	,	PUNCT
eurjchem-249	63	12	5.13	5.13	NUM
eurjchem-249	63	13	.	.	PUNCT
eurjchem-249	63	14	found	find	VERB
eurjchem-249	63	15	:	:	PUNCT
eurjchem-249	64	1	c	c	X
eurjchem-249	64	2	,	,	PUNCT
eurjchem-249	64	3	65.53	65.53	NUM
eurjchem-249	64	4	;	;	PUNCT
eurjchem-249	64	5	h	h	NOUN
eurjchem-249	64	6	,	,	PUNCT
eurjchem-249	64	7	5.32	5.32	NUM
eurjchem-249	64	8	.	.	PUNCT
eurjchem-249	65	1	6b	6b	NOUN
eurjchem-249	65	2	,	,	PUNCT
eurjchem-249	65	3	reddish	reddish	ADJ
eurjchem-249	65	4	brown	brown	ADJ
eurjchem-249	65	5	crystals	crystal	NOUN
eurjchem-249	65	6	,	,	PUNCT
eurjchem-249	65	7	m.p	m.p	PROPN
eurjchem-249	65	8	.	.	PROPN
eurjchem-249	65	9	:	:	PUNCT
eurjchem-249	65	10	160	160	NUM
eurjchem-249	65	11	oc	oc	NOUN
eurjchem-249	65	12	.	.	PUNCT
eurjchem-249	65	13	yield	yield	NOUN
eurjchem-249	65	14	:	:	PUNCT
eurjchem-249	65	15	60	60	NUM
eurjchem-249	65	16	%	%	NOUN
eurjchem-249	65	17	.	.	PUNCT
eurjchem-249	66	1	ir	ir	PROPN
eurjchem-249	66	2	(	(	PUNCT
eurjchem-249	66	3	kbr	kbr	PROPN
eurjchem-249	66	4	,	,	PUNCT
eurjchem-249	66	5	max	max	PROPN
eurjchem-249	66	6	,	,	PUNCT
eurjchem-249	66	7	cm‐1	cm‐1	PROPN
eurjchem-249	66	8	):	):	PUNCT
eurjchem-249	66	9	3250	3250	NUM
eurjchem-249	66	10	(	(	PUNCT
eurjchem-249	66	11	nh	nh	NOUN
eurjchem-249	66	12	)	)	PUNCT
eurjchem-249	66	13	,	,	PUNCT
eurjchem-249	66	14	1248	1248	NUM
eurjchem-249	66	15	,	,	PUNCT
eurjchem-249	66	16	1343	1343	NUM
eurjchem-249	66	17	(	(	PUNCT
eurjchem-249	66	18	n→o	n→o	NUM
eurjchem-249	66	19	)	)	PUNCT
eurjchem-249	66	20	.	.	PUNCT
eurjchem-249	67	1	1h	1h	NUM
eurjchem-249	67	2	nmr	nmr	NOUN
eurjchem-249	67	3	(	(	PUNCT
eurjchem-249	67	4	dmso	dmso	NOUN
eurjchem-249	67	5	,	,	PUNCT
eurjchem-249	67	6	δ	δ	PROPN
eurjchem-249	67	7	ppm	ppm	VERB
eurjchem-249	67	8	):	):	PUNCT
eurjchem-249	67	9	2.0	2.0	NUM
eurjchem-249	67	10	(	(	PUNCT
eurjchem-249	67	11	s	s	PROPN
eurjchem-249	67	12	,	,	PUNCT
eurjchem-249	67	13	1h	1h	NUM
eurjchem-249	67	14	,	,	PUNCT
eurjchem-249	67	15	oh	oh	INTJ
eurjchem-249	67	16	)	)	PUNCT
eurjchem-249	67	17	,	,	PUNCT
eurjchem-249	67	18	2.34	2.34	NUM
eurjchem-249	67	19	(	(	PUNCT
eurjchem-249	67	20	s	s	PROPN
eurjchem-249	67	21	,	,	PUNCT
eurjchem-249	67	22	3h	3h	NUM
eurjchem-249	67	23	,	,	PUNCT
eurjchem-249	67	24	ch3	ch3	PROPN
eurjchem-249	67	25	)	)	PUNCT
eurjchem-249	67	26	,	,	PUNCT
eurjchem-249	67	27	3.83	3.83	NUM
eurjchem-249	67	28	(	(	PUNCT
eurjchem-249	67	29	s	s	PROPN
eurjchem-249	67	30	,	,	PUNCT
eurjchem-249	67	31	3h	3h	NUM
eurjchem-249	67	32	,	,	PUNCT
eurjchem-249	67	33	och3	och3	ADJ
eurjchem-249	67	34	)	)	PUNCT
eurjchem-249	67	35	,	,	PUNCT
eurjchem-249	67	36	4.10	4.10	NUM
eurjchem-249	67	37	(	(	PUNCT
eurjchem-249	67	38	s	s	PROPN
eurjchem-249	67	39	,	,	PUNCT
eurjchem-249	67	40	1h	1h	NUM
eurjchem-249	67	41	,	,	PUNCT
eurjchem-249	67	42	nh	nh	PROPN
eurjchem-249	67	43	)	)	PUNCT
eurjchem-249	67	44	,	,	PUNCT
eurjchem-249	67	45	6.18‐7.50	6.18‐7.50	NUM
eurjchem-249	67	46	(	(	PUNCT
eurjchem-249	67	47	m	m	PROPN
eurjchem-249	67	48	,	,	PUNCT
eurjchem-249	67	49	8h	8h	NUM
eurjchem-249	67	50	,	,	PUNCT
eurjchem-249	67	51	ar‐h	ar‐h	PROPN
eurjchem-249	67	52	)	)	PUNCT
eurjchem-249	67	53	.	.	PUNCT
eurjchem-249	68	1	ms	ms	NOUN
eurjchem-249	68	2	(	(	PUNCT
eurjchem-249	68	3	m	m	PROPN
eurjchem-249	68	4	/	/	SYM
eurjchem-249	68	5	z	z	NOUN
eurjchem-249	68	6	,	,	PUNCT
eurjchem-249	68	7	%	%	INTJ
eurjchem-249	68	8	):	):	PUNCT
eurjchem-249	68	9	272	272	NUM
eurjchem-249	68	10	(	(	PUNCT
eurjchem-249	68	11	m++1	m++1	NOUN
eurjchem-249	68	12	,	,	PUNCT
eurjchem-249	68	13	16	16	NUM
eurjchem-249	68	14	)	)	PUNCT
eurjchem-249	68	15	.	.	PUNCT
eurjchem-249	69	1	anal	anal	PROPN
eurjchem-249	69	2	.	.	PUNCT
eurjchem-249	69	3	calcd	calcd	NOUN
eurjchem-249	69	4	.	.	PUNCT
eurjchem-249	70	1	for	for	ADP
eurjchem-249	70	2	c14h13n3o3	c14h13n3o3	NOUN
eurjchem-249	70	3	(	(	PUNCT
eurjchem-249	70	4	271.27	271.27	NUM
eurjchem-249	70	5	):	):	PUNCT
eurjchem-249	70	6	c	c	NOUN
eurjchem-249	70	7	,	,	PUNCT
eurjchem-249	70	8	61.99	61.99	NUM
eurjchem-249	70	9	;	;	PUNCT
eurjchem-249	70	10	h	h	X
eurjchem-249	70	11	,	,	PUNCT
eurjchem-249	70	12	4.83	4.83	NUM
eurjchem-249	70	13	;	;	PUNCT
eurjchem-249	70	14	n	n	CCONJ
eurjchem-249	70	15	,	,	PUNCT
eurjchem-249	70	16	15.49	15.49	NUM
eurjchem-249	70	17	.	.	PUNCT
eurjchem-249	70	18	found	find	VERB
eurjchem-249	70	19	:	:	PUNCT
eurjchem-249	71	1	c	c	X
eurjchem-249	71	2	,	,	PUNCT
eurjchem-249	71	3	61.74	61.74	NUM
eurjchem-249	71	4	;	;	PUNCT
eurjchem-249	71	5	h	h	X
eurjchem-249	71	6	,	,	PUNCT
eurjchem-249	71	7	5.11	5.11	NUM
eurjchem-249	71	8	;	;	PUNCT
eurjchem-249	71	9	n	n	CCONJ
eurjchem-249	71	10	,	,	PUNCT
eurjchem-249	71	11	15.56	15.56	NUM
eurjchem-249	71	12	.	.	PUNCT
eurjchem-249	72	1	2.3	2.3	NUM
eurjchem-249	72	2	.	.	PUNCT
eurjchem-249	72	3	synthesis	synthesis	NOUN
eurjchem-249	72	4	of	of	ADP
eurjchem-249	72	5	2,2'‐dithiano‐δ5,5'‐bi‐4‐thiazolidinones	2,2'‐dithiano‐δ5,5'‐bi‐4‐thiazolidinones	NUM
eurjchem-249	72	6	(	(	PUNCT
eurjchem-249	72	7	8a	8a	NUM
eurjchem-249	72	8	,	,	PUNCT
eurjchem-249	72	9	b	b	NOUN
eurjchem-249	72	10	)	)	PUNCT
eurjchem-249	72	11	a	a	DET
eurjchem-249	72	12	mixture	mixture	NOUN
eurjchem-249	72	13	of	of	ADP
eurjchem-249	72	14	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	72	15	(	(	PUNCT
eurjchem-249	72	16	1b	1b	NUM
eurjchem-249	72	17	)	)	PUNCT
eurjchem-249	72	18	(	(	PUNCT
eurjchem-249	72	19	0.45	0.45	NUM
eurjchem-249	72	20	g	g	NOUN
eurjchem-249	72	21	,	,	PUNCT
eurjchem-249	72	22	3	3	NUM
eurjchem-249	72	23	mmol	mmol	NOUN
eurjchem-249	72	24	)	)	PUNCT
eurjchem-249	72	25	,	,	PUNCT
eurjchem-249	72	26	rhodanine	rhodanine	VERB
eurjchem-249	72	27	derivatives	derivative	NOUN
eurjchem-249	72	28	(	(	PUNCT
eurjchem-249	72	29	4a	4a	NUM
eurjchem-249	72	30	)	)	PUNCT
eurjchem-249	72	31	(	(	PUNCT
eurjchem-249	72	32	0.67	0.67	NUM
eurjchem-249	72	33	g	g	NOUN
eurjchem-249	72	34	,	,	PUNCT
eurjchem-249	72	35	3	3	NUM
eurjchem-249	72	36	mmol	mmol	NOUN
eurjchem-249	72	37	)	)	PUNCT
eurjchem-249	72	38	or	or	CCONJ
eurjchem-249	72	39	(	(	PUNCT
eurjchem-249	72	40	4b	4b	X
eurjchem-249	72	41	)	)	PUNCT
eurjchem-249	72	42	(	(	PUNCT
eurjchem-249	72	43	0.718	0.718	NUM
eurjchem-249	72	44	g	g	NOUN
eurjchem-249	72	45	,	,	PUNCT
eurjchem-249	72	46	3	3	NUM
eurjchem-249	72	47	mmol	mmol	NOUN
eurjchem-249	72	48	)	)	PUNCT
eurjchem-249	72	49	,	,	PUNCT
eurjchem-249	72	50	and	and	CCONJ
eurjchem-249	72	51	catalytic	catalytic	ADJ
eurjchem-249	72	52	amount	amount	NOUN
eurjchem-249	72	53	of	of	ADP
eurjchem-249	72	54	anhydrous	anhydrous	ADJ
eurjchem-249	72	55	sodium	sodium	NOUN
eurjchem-249	72	56	acetate	acetate	NOUN
eurjchem-249	72	57	(	(	PUNCT
eurjchem-249	72	58	0.5	0.5	NUM
eurjchem-249	72	59	g	g	NOUN
eurjchem-249	72	60	,	,	PUNCT
eurjchem-249	72	61	6	6	NUM
eurjchem-249	72	62	mmol	mmol	NOUN
eurjchem-249	72	63	)	)	PUNCT
eurjchem-249	72	64	in	in	ADP
eurjchem-249	72	65	acetic	acetic	ADJ
eurjchem-249	72	66	acid	acid	NOUN
eurjchem-249	72	67	(	(	PUNCT
eurjchem-249	72	68	20	20	NUM
eurjchem-249	72	69	ml	ml	NOUN
eurjchem-249	72	70	)	)	PUNCT
eurjchem-249	72	71	was	be	AUX
eurjchem-249	72	72	heated	heat	VERB
eurjchem-249	72	73	on	on	ADP
eurjchem-249	72	74	water	water	NOUN
eurjchem-249	72	75	bath	bath	NOUN
eurjchem-249	72	76	at	at	ADP
eurjchem-249	72	77	90	90	NUM
eurjchem-249	72	78	oc	oc	NOUN
eurjchem-249	72	79	for	for	ADP
eurjchem-249	72	80	2‐3	2‐3	NUM
eurjchem-249	72	81	hours	hour	NOUN
eurjchem-249	72	82	.	.	PUNCT
eurjchem-249	73	1	the	the	DET
eurjchem-249	73	2	reaction	reaction	NOUN
eurjchem-249	73	3	mixture	mixture	NOUN
eurjchem-249	73	4	was	be	AUX
eurjchem-249	73	5	then	then	ADV
eurjchem-249	73	6	filtered	filter	VERB
eurjchem-249	73	7	,	,	PUNCT
eurjchem-249	73	8	dried	dry	VERB
eurjchem-249	73	9	then	then	ADV
eurjchem-249	73	10	heated	heat	VERB
eurjchem-249	73	11	with	with	ADP
eurjchem-249	73	12	hot	hot	ADJ
eurjchem-249	73	13	ethanol	ethanol	NOUN
eurjchem-249	73	14	filtered	filter	VERB
eurjchem-249	73	15	while	while	SCONJ
eurjchem-249	73	16	hot	hot	ADJ
eurjchem-249	73	17	to	to	PART
eurjchem-249	73	18	give	give	VERB
eurjchem-249	73	19	4‐	4‐	NUM
eurjchem-249	73	20	thiazolidinone	thiazolidinone	NOUN
eurjchem-249	73	21	dimers	dimer	NOUN
eurjchem-249	73	22	(	(	PUNCT
eurjchem-249	73	23	8a	8a	NUM
eurjchem-249	73	24	,	,	PUNCT
eurjchem-249	73	25	b	b	NOUN
eurjchem-249	73	26	)	)	PUNCT
eurjchem-249	73	27	.	.	PUNCT
eurjchem-249	74	1	8a	8a	NUM
eurjchem-249	74	2	,	,	PUNCT
eurjchem-249	74	3	dark	dark	ADJ
eurjchem-249	74	4	yellow	yellow	NOUN
eurjchem-249	74	5	solid	solid	ADJ
eurjchem-249	74	6	,	,	PUNCT
eurjchem-249	74	7	m.p	m.p	PROPN
eurjchem-249	74	8	.	.	PROPN
eurjchem-249	74	9	:	:	PUNCT
eurjchem-249	74	10	>	>	X
eurjchem-249	74	11	300	300	NUM
eurjchem-249	74	12	oc	oc	NOUN
eurjchem-249	74	13	.	.	NOUN
eurjchem-249	74	14	yield	yield	NOUN
eurjchem-249	74	15	:	:	PUNCT
eurjchem-249	74	16	82	82	NUM
eurjchem-249	74	17	%	%	NOUN
eurjchem-249	74	18	.	.	PUNCT
eurjchem-249	75	1	ir	ir	PROPN
eurjchem-249	75	2	(	(	PUNCT
eurjchem-249	75	3	kbr	kbr	PROPN
eurjchem-249	75	4	,	,	PUNCT
eurjchem-249	75	5	max	max	PROPN
eurjchem-249	75	6	,	,	PUNCT
eurjchem-249	75	7	cm‐1	cm‐1	PROPN
eurjchem-249	75	8	):	):	PUNCT
eurjchem-249	75	9	3232	3232	NUM
eurjchem-249	75	10	(	(	PUNCT
eurjchem-249	75	11	nh	nh	PROPN
eurjchem-249	75	12	)	)	PUNCT
eurjchem-249	75	13	,	,	PUNCT
eurjchem-249	75	14	1248	1248	NUM
eurjchem-249	75	15	,	,	PUNCT
eurjchem-249	75	16	1343	1343	NUM
eurjchem-249	75	17	(	(	PUNCT
eurjchem-249	75	18	n→o	n→o	NUM
eurjchem-249	75	19	)	)	PUNCT
eurjchem-249	75	20	.	.	PUNCT
eurjchem-249	76	1	1h	1h	NUM
eurjchem-249	76	2	nmr	nmr	NOUN
eurjchem-249	76	3	(	(	PUNCT
eurjchem-249	76	4	dmso	dmso	NOUN
eurjchem-249	76	5	,	,	PUNCT
eurjchem-249	76	6	δ	δ	PROPN
eurjchem-249	76	7	ppm	ppm	VERB
eurjchem-249	76	8	):	):	PUNCT
eurjchem-249	76	9	2.42	2.42	NUM
eurjchem-249	76	10	(	(	PUNCT
eurjchem-249	76	11	s	s	PROPN
eurjchem-249	76	12	,	,	PUNCT
eurjchem-249	76	13	6h	6h	NUM
eurjchem-249	76	14	,	,	PUNCT
eurjchem-249	76	15	2ch3	2ch3	NUM
eurjchem-249	76	16	)	)	PUNCT
eurjchem-249	76	17	,	,	PUNCT
eurjchem-249	76	18	6.89‐7.59	6.89‐7.59	NUM
eurjchem-249	76	19	(	(	PUNCT
eurjchem-249	76	20	m	m	PROPN
eurjchem-249	76	21	,	,	PUNCT
eurjchem-249	76	22	8h	8h	NUM
eurjchem-249	76	23	,	,	PUNCT
eurjchem-249	76	24	ar‐h	ar‐h	PROPN
eurjchem-249	76	25	)	)	PUNCT
eurjchem-249	76	26	.	.	PUNCT
eurjchem-249	77	1	ms	ms	NOUN
eurjchem-249	77	2	(	(	PUNCT
eurjchem-249	77	3	m	m	PROPN
eurjchem-249	77	4	/	/	SYM
eurjchem-249	77	5	z	z	NOUN
eurjchem-249	77	6	,	,	PUNCT
eurjchem-249	77	7	%	%	INTJ
eurjchem-249	77	8	):	):	PUNCT
eurjchem-249	77	9	442	442	NUM
eurjchem-249	77	10	(	(	PUNCT
eurjchem-249	77	11	m+	m+	NUM
eurjchem-249	77	12	,	,	PUNCT
eurjchem-249	77	13	75	75	NUM
eurjchem-249	77	14	)	)	PUNCT
eurjchem-249	77	15	.	.	PUNCT
eurjchem-249	78	1	anal	anal	PROPN
eurjchem-249	78	2	.	.	PUNCT
eurjchem-249	78	3	calcd	calcd	NOUN
eurjchem-249	78	4	.	.	PUNCT
eurjchem-249	79	1	for	for	ADP
eurjchem-249	79	2	c20h14n2o2s4	c20h14n2o2s4	ADJ
eurjchem-249	79	3	(	(	PUNCT
eurjchem-249	79	4	442.60	442.60	NUM
eurjchem-249	79	5	):	):	PUNCT
eurjchem-249	79	6	c	c	X
eurjchem-249	79	7	,	,	PUNCT
eurjchem-249	79	8	54.27	54.27	NUM
eurjchem-249	79	9	;	;	PUNCT
eurjchem-249	79	10	h	h	NOUN
eurjchem-249	79	11	,	,	PUNCT
eurjchem-249	79	12	3.19	3.19	NUM
eurjchem-249	79	13	;	;	PUNCT
eurjchem-249	79	14	n	n	CCONJ
eurjchem-249	79	15	,	,	PUNCT
eurjchem-249	79	16	6.33	6.33	NUM
eurjchem-249	79	17	;	;	PUNCT
eurjchem-249	79	18	s	s	X
eurjchem-249	79	19	,	,	PUNCT
eurjchem-249	79	20	28.98	28.98	NUM
eurjchem-249	79	21	.	.	PUNCT
eurjchem-249	79	22	found	find	VERB
eurjchem-249	79	23	:	:	PUNCT
eurjchem-249	80	1	c	c	X
eurjchem-249	80	2	,	,	PUNCT
eurjchem-249	80	3	54.40	54.40	NUM
eurjchem-249	80	4	;	;	PUNCT
eurjchem-249	81	1	h	h	NOUN
eurjchem-249	81	2	,	,	PUNCT
eurjchem-249	81	3	3.26	3.26	NUM
eurjchem-249	81	4	;	;	PUNCT
eurjchem-249	81	5	n	n	CCONJ
eurjchem-249	81	6	,	,	PUNCT
eurjchem-249	81	7	6.25	6.25	NUM
eurjchem-249	81	8	;	;	PUNCT
eurjchem-249	81	9	s	s	NOUN
eurjchem-249	81	10	,	,	PUNCT
eurjchem-249	81	11	29.08	29.08	NUM
eurjchem-249	81	12	.	.	PUNCT
eurjchem-249	82	1	8b	8b	NUM
eurjchem-249	82	2	,	,	PUNCT
eurjchem-249	82	3	reddish	reddish	ADJ
eurjchem-249	82	4	brown	brown	PROPN
eurjchem-249	82	5	solid	solid	ADJ
eurjchem-249	82	6	,	,	PUNCT
eurjchem-249	82	7	m.p	m.p	PROPN
eurjchem-249	82	8	.	.	PROPN
eurjchem-249	82	9	:	:	PUNCT
eurjchem-249	82	10	>	>	PUNCT
eurjchem-249	82	11	300	300	NUM
eurjchem-249	82	12	oc	oc	NOUN
eurjchem-249	82	13	.	.	PUNCT
eurjchem-249	82	14	yield	yield	NOUN
eurjchem-249	82	15	:	:	PUNCT
eurjchem-249	82	16	90	90	NUM
eurjchem-249	82	17	%	%	NOUN
eurjchem-249	82	18	.	.	PUNCT
eurjchem-249	83	1	ir	ir	PROPN
eurjchem-249	83	2	(	(	PUNCT
eurjchem-249	83	3	kbr	kbr	PROPN
eurjchem-249	83	4	,	,	PUNCT
eurjchem-249	83	5	max	max	PROPN
eurjchem-249	83	6	,	,	PUNCT
eurjchem-249	83	7	cm‐1	cm‐1	PROPN
eurjchem-249	83	8	):	):	PUNCT
eurjchem-249	83	9	3250	3250	NUM
eurjchem-249	83	10	(	(	PUNCT
eurjchem-249	83	11	nh	nh	NOUN
eurjchem-249	83	12	)	)	PUNCT
eurjchem-249	83	13	,	,	PUNCT
eurjchem-249	83	14	1236	1236	NUM
eurjchem-249	83	15	,	,	PUNCT
eurjchem-249	83	16	1335	1335	NUM
eurjchem-249	83	17	(	(	PUNCT
eurjchem-249	83	18	n→o	n→o	NUM
eurjchem-249	83	19	)	)	PUNCT
eurjchem-249	83	20	.	.	PUNCT
eurjchem-249	84	1	1h	1h	NUM
eurjchem-249	84	2	nmr	nmr	NOUN
eurjchem-249	84	3	(	(	PUNCT
eurjchem-249	84	4	dmso	dmso	NOUN
eurjchem-249	84	5	,	,	PUNCT
eurjchem-249	84	6	δ	δ	PROPN
eurjchem-249	84	7	ppm	ppm	VERB
eurjchem-249	84	8	):	):	PUNCT
eurjchem-249	84	9	3.80	3.80	NUM
eurjchem-249	84	10	(	(	PUNCT
eurjchem-249	84	11	s	s	PROPN
eurjchem-249	84	12	,	,	PUNCT
eurjchem-249	84	13	6h	6h	NUM
eurjchem-249	84	14	,	,	PUNCT
eurjchem-249	84	15	2och3	2och3	NUM
eurjchem-249	84	16	)	)	PUNCT
eurjchem-249	84	17	,	,	PUNCT
eurjchem-249	84	18	6.91‐7.50	6.91‐7.50	NUM
eurjchem-249	84	19	(	(	PUNCT
eurjchem-249	84	20	m	m	PROPN
eurjchem-249	84	21	,	,	PUNCT
eurjchem-249	84	22	8h	8h	NUM
eurjchem-249	84	23	,	,	PUNCT
eurjchem-249	84	24	ar‐h	ar‐h	PROPN
eurjchem-249	84	25	)	)	PUNCT
eurjchem-249	84	26	.	.	PUNCT
eurjchem-249	85	1	ms	ms	NOUN
eurjchem-249	85	2	(	(	PUNCT
eurjchem-249	85	3	m	m	PROPN
eurjchem-249	85	4	/	/	SYM
eurjchem-249	85	5	z	z	NOUN
eurjchem-249	85	6	,	,	PUNCT
eurjchem-249	85	7	%	%	INTJ
eurjchem-249	85	8	):	):	PUNCT
eurjchem-249	85	9	474	474	NUM
eurjchem-249	85	10	(	(	PUNCT
eurjchem-249	85	11	m+	m+	NUM
eurjchem-249	85	12	,	,	PUNCT
eurjchem-249	85	13	12	12	NUM
eurjchem-249	85	14	)	)	PUNCT
eurjchem-249	85	15	.	.	PUNCT
eurjchem-249	86	1	anal	anal	PROPN
eurjchem-249	86	2	.	.	PUNCT
eurjchem-249	86	3	calcd	calcd	NOUN
eurjchem-249	86	4	.	.	PUNCT
eurjchem-249	87	1	for	for	ADP
eurjchem-249	87	2	c20h14n2o4s4	c20h14n2o4s4	PROPN
eurjchem-249	87	3	(	(	PUNCT
eurjchem-249	87	4	474.60	474.60	NUM
eurjchem-249	87	5	):	):	PUNCT
eurjchem-249	87	6	c	c	X
eurjchem-249	87	7	,	,	PUNCT
eurjchem-249	87	8	50.61	50.61	NUM
eurjchem-249	87	9	;	;	PUNCT
eurjchem-249	87	10	h	h	NOUN
eurjchem-249	87	11	,	,	PUNCT
eurjchem-249	87	12	2.97	2.97	NUM
eurjchem-249	87	13	.	.	PUNCT
eurjchem-249	87	14	found	find	VERB
eurjchem-249	87	15	:	:	PUNCT
eurjchem-249	88	1	c	c	X
eurjchem-249	88	2	,	,	PUNCT
eurjchem-249	88	3	50.58	50.58	NUM
eurjchem-249	88	4	;	;	PUNCT
eurjchem-249	88	5	h	h	NOUN
eurjchem-249	88	6	,	,	PUNCT
eurjchem-249	88	7	2.93	2.93	NUM
eurjchem-249	88	8	.	.	PUNCT
eurjchem-249	89	1	2.4	2.4	NUM
eurjchem-249	89	2	.	.	PUNCT
eurjchem-249	89	3	synthesis	synthesis	NOUN
eurjchem-249	89	4	of	of	ADP
eurjchem-249	89	5	3‐methyl‐e‐2‐(1‐(2‐(hydrazinecarbono	3‐methyl‐e‐2‐(1‐(2‐(hydrazinecarbono	NUM
eurjchem-249	89	6	thioyl)‐hydrazono)‐ethyl)‐	thioyl)‐hydrazono)‐ethyl)‐	PROPN
eurjchem-249	89	7	quinoxalin‐1,4‐dioxide	quinoxalin‐1,4‐dioxide	ADJ
eurjchem-249	89	8	(	(	PUNCT
eurjchem-249	89	9	12	12	NUM
eurjchem-249	89	10	)	)	PUNCT
eurjchem-249	89	11	to	to	ADP
eurjchem-249	89	12	a	a	DET
eurjchem-249	89	13	boiling	boiling	NOUN
eurjchem-249	89	14	solution	solution	NOUN
eurjchem-249	89	15	of	of	ADP
eurjchem-249	89	16	10a	10a	PROPN
eurjchem-249	89	17	(	(	PUNCT
eurjchem-249	89	18	0.655	0.655	NUM
eurjchem-249	89	19	g	g	NOUN
eurjchem-249	89	20	,	,	PUNCT
eurjchem-249	89	21	3	3	NUM
eurjchem-249	89	22	mmol	mmol	NOUN
eurjchem-249	89	23	)	)	PUNCT
eurjchem-249	89	24	in	in	ADP
eurjchem-249	89	25	methanol	methanol	NOUN
eurjchem-249	89	26	(	(	PUNCT
eurjchem-249	89	27	15	15	NUM
eurjchem-249	89	28	ml	ml	NOUN
eurjchem-249	89	29	)	)	PUNCT
eurjchem-249	89	30	containing	contain	VERB
eurjchem-249	89	31	2	2	NUM
eurjchem-249	89	32	drops	drop	NOUN
eurjchem-249	89	33	of	of	ADP
eurjchem-249	89	34	conc	conc	NOUN
eurjchem-249	89	35	.	.	PUNCT
eurjchem-249	90	1	hcl	hcl	PROPN
eurjchem-249	90	2	,	,	PUNCT
eurjchem-249	90	3	was	be	AUX
eurjchem-249	90	4	added	add	VERB
eurjchem-249	90	5	a	a	DET
eurjchem-249	90	6	methanolic	methanolic	NOUN
eurjchem-249	90	7	solution	solution	NOUN
eurjchem-249	90	8	of	of	ADP
eurjchem-249	90	9	thiocarbohydrazide	thiocarbohydrazide	NOUN
eurjchem-249	90	10	(	(	PUNCT
eurjchem-249	90	11	11	11	NUM
eurjchem-249	90	12	)	)	PUNCT
eurjchem-249	90	13	(	(	PUNCT
eurjchem-249	90	14	0.318	0.318	NUM
eurjchem-249	90	15	g	g	NOUN
eurjchem-249	90	16	,	,	PUNCT
eurjchem-249	90	17	3	3	NUM
eurjchem-249	90	18	mmol	mmol	NOUN
eurjchem-249	90	19	in	in	ADP
eurjchem-249	90	20	10	10	NUM
eurjchem-249	90	21	ml	ml	NOUN
eurjchem-249	90	22	methanol	methanol	NOUN
eurjchem-249	90	23	)	)	PUNCT
eurjchem-249	90	24	with	with	ADP
eurjchem-249	90	25	stirring	stirring	NOUN
eurjchem-249	90	26	.	.	PUNCT
eurjchem-249	91	1	the	the	DET
eurjchem-249	91	2	reaction	reaction	NOUN
eurjchem-249	91	3	mixture	mixture	NOUN
eurjchem-249	91	4	was	be	AUX
eurjchem-249	91	5	refluxed	refluxe	VERB
eurjchem-249	91	6	for	for	ADP
eurjchem-249	91	7	5	5	NUM
eurjchem-249	91	8	hours	hour	NOUN
eurjchem-249	91	9	and	and	CCONJ
eurjchem-249	91	10	then	then	ADV
eurjchem-249	91	11	allowed	allow	VERB
eurjchem-249	91	12	to	to	PART
eurjchem-249	91	13	stand	stand	VERB
eurjchem-249	91	14	at	at	ADP
eurjchem-249	91	15	room	room	NOUN
eurjchem-249	91	16	temperature	temperature	NOUN
eurjchem-249	91	17	overnight	overnight	ADV
eurjchem-249	91	18	.	.	PUNCT
eurjchem-249	92	1	the	the	DET
eurjchem-249	92	2	separated	separate	VERB
eurjchem-249	92	3	product	product	NOUN
eurjchem-249	92	4	was	be	AUX
eurjchem-249	92	5	filtered	filter	VERB
eurjchem-249	92	6	off	off	ADP
eurjchem-249	92	7	and	and	CCONJ
eurjchem-249	92	8	recrystallized	recrystallize	VERB
eurjchem-249	92	9	from	from	ADP
eurjchem-249	92	10	methanol	methanol	NOUN
eurjchem-249	92	11	to	to	PART
eurjchem-249	92	12	give	give	VERB
eurjchem-249	92	13	12	12	NUM
eurjchem-249	92	14	.	.	PUNCT
eurjchem-249	93	1	yellow	yellow	ADJ
eurjchem-249	93	2	crystals	crystal	NOUN
eurjchem-249	93	3	,	,	PUNCT
eurjchem-249	93	4	m.p	m.p	PROPN
eurjchem-249	93	5	.	.	PROPN
eurjchem-249	93	6	:	:	PUNCT
eurjchem-249	93	7	237	237	NUM
eurjchem-249	93	8	oc	oc	NOUN
eurjchem-249	93	9	.	.	PUNCT
eurjchem-249	93	10	yield	yield	NOUN
eurjchem-249	93	11	:	:	PUNCT
eurjchem-249	93	12	72	72	NUM
eurjchem-249	93	13	%	%	NOUN
eurjchem-249	93	14	.	.	PUNCT
eurjchem-249	94	1	ir	ir	PROPN
eurjchem-249	94	2	(	(	PUNCT
eurjchem-249	94	3	kbr	kbr	PROPN
eurjchem-249	94	4	,	,	PUNCT
eurjchem-249	94	5	max	max	PROPN
eurjchem-249	94	6	,	,	PUNCT
eurjchem-249	94	7	cm‐1	cm‐1	PROPN
eurjchem-249	94	8	):	):	PUNCT
eurjchem-249	94	9	1250	1250	NUM
eurjchem-249	94	10	(	(	PUNCT
eurjchem-249	94	11	c	c	NOUN
eurjchem-249	94	12	=	=	SYM
eurjchem-249	94	13	s	s	NOUN
eurjchem-249	94	14	)	)	PUNCT
eurjchem-249	94	15	,	,	PUNCT
eurjchem-249	94	16	1320	1320	NUM
eurjchem-249	94	17	(	(	PUNCT
eurjchem-249	94	18	n→o	n→o	NUM
eurjchem-249	94	19	)	)	PUNCT
eurjchem-249	94	20	,	,	PUNCT
eurjchem-249	94	21	1620	1620	NUM
eurjchem-249	94	22	(	(	PUNCT
eurjchem-249	94	23	c	c	NOUN
eurjchem-249	94	24	=	=	SYM
eurjchem-249	94	25	n	n	NUM
eurjchem-249	94	26	)	)	PUNCT
eurjchem-249	94	27	,	,	PUNCT
eurjchem-249	94	28	3220	3220	NUM
eurjchem-249	94	29	(	(	PUNCT
eurjchem-249	94	30	nh	nh	NOUN
eurjchem-249	94	31	)	)	PUNCT
eurjchem-249	94	32	,	,	PUNCT
eurjchem-249	94	33	3410	3410	NUM
eurjchem-249	94	34	(	(	PUNCT
eurjchem-249	94	35	nh2	nh2	PROPN
eurjchem-249	94	36	)	)	PUNCT
eurjchem-249	94	37	.	.	PUNCT
eurjchem-249	95	1	1h	1h	NUM
eurjchem-249	95	2	nmr	nmr	NOUN
eurjchem-249	95	3	(	(	PUNCT
eurjchem-249	95	4	dmso	dmso	NOUN
eurjchem-249	95	5	,	,	PUNCT
eurjchem-249	95	6	δ	δ	PROPN
eurjchem-249	95	7	ppm	ppm	VERB
eurjchem-249	95	8	):	):	PUNCT
eurjchem-249	95	9	1.81	1.81	NUM
eurjchem-249	95	10	(	(	PUNCT
eurjchem-249	95	11	s	s	PROPN
eurjchem-249	95	12	,	,	PUNCT
eurjchem-249	95	13	3h	3h	NUM
eurjchem-249	95	14	,	,	PUNCT
eurjchem-249	95	15	ch3	ch3	PROPN
eurjchem-249	95	16	)	)	PUNCT
eurjchem-249	95	17	,	,	PUNCT
eurjchem-249	95	18	2.01	2.01	NUM
eurjchem-249	95	19	(	(	PUNCT
eurjchem-249	95	20	s	s	PROPN
eurjchem-249	95	21	,	,	PUNCT
eurjchem-249	95	22	2h	2h	NUM
eurjchem-249	95	23	,	,	PUNCT
eurjchem-249	95	24	nh2	nh2	PROPN
eurjchem-249	95	25	)	)	PUNCT
eurjchem-249	95	26	,	,	PUNCT
eurjchem-249	95	27	2.9	2.9	NUM
eurjchem-249	95	28	(	(	PUNCT
eurjchem-249	95	29	s	s	PROPN
eurjchem-249	95	30	,	,	PUNCT
eurjchem-249	95	31	3h	3h	NUM
eurjchem-249	95	32	,	,	PUNCT
eurjchem-249	95	33	ch3	ch3	PROPN
eurjchem-249	95	34	)	)	PUNCT
eurjchem-249	95	35	,	,	PUNCT
eurjchem-249	95	36	8.2‐	8.2‐	NUM
eurjchem-249	95	37	8.6	8.6	NUM
eurjchem-249	95	38	(	(	PUNCT
eurjchem-249	95	39	m	m	PROPN
eurjchem-249	95	40	,	,	PUNCT
eurjchem-249	95	41	4h	4h	NOUN
eurjchem-249	95	42	,	,	PUNCT
eurjchem-249	95	43	ar‐h	ar‐h	PROPN
eurjchem-249	95	44	)	)	PUNCT
eurjchem-249	95	45	,	,	PUNCT
eurjchem-249	95	46	8.68	8.68	NUM
eurjchem-249	95	47	(	(	PUNCT
eurjchem-249	95	48	br	br	PROPN
eurjchem-249	95	49	.	.	PUNCT
eurjchem-249	95	50	s.	s.	PROPN
eurjchem-249	95	51	,	,	PUNCT
eurjchem-249	95	52	2h	2h	NUM
eurjchem-249	95	53	,	,	PUNCT
eurjchem-249	95	54	2nh	2nh	NOUN
eurjchem-249	95	55	)	)	PUNCT
eurjchem-249	95	56	.	.	PUNCT
eurjchem-249	96	1	ms	ms	NOUN
eurjchem-249	96	2	(	(	PUNCT
eurjchem-249	96	3	m	m	PROPN
eurjchem-249	96	4	/	/	SYM
eurjchem-249	96	5	z	z	NOUN
eurjchem-249	96	6	,	,	PUNCT
eurjchem-249	96	7	%	%	INTJ
eurjchem-249	96	8	):	):	PUNCT
eurjchem-249	96	9	308	308	NUM
eurjchem-249	96	10	(	(	PUNCT
eurjchem-249	96	11	m++2	m++2	PROPN
eurjchem-249	96	12	,	,	PUNCT
eurjchem-249	96	13	43	43	NUM
eurjchem-249	96	14	)	)	PUNCT
eurjchem-249	96	15	.	.	PUNCT
eurjchem-249	97	1	anal	anal	PROPN
eurjchem-249	97	2	.	.	PUNCT
eurjchem-249	97	3	calcd	calcd	NOUN
eurjchem-249	97	4	.	.	PUNCT
eurjchem-249	98	1	for	for	ADP
eurjchem-249	98	2	c12h14n6o2s	c12h14n6o2s	PROPN
eurjchem-249	98	3	(	(	PUNCT
eurjchem-249	98	4	306.34	306.34	NUM
eurjchem-249	98	5	):	):	PUNCT
eurjchem-249	98	6	c	c	NOUN
eurjchem-249	98	7	,	,	PUNCT
eurjchem-249	98	8	47.05	47.05	NUM
eurjchem-249	98	9	;	;	PUNCT
eurjchem-249	98	10	h	h	NOUN
eurjchem-249	98	11	,	,	PUNCT
eurjchem-249	98	12	4.61	4.61	NUM
eurjchem-249	98	13	;	;	PUNCT
eurjchem-249	98	14	n	n	CCONJ
eurjchem-249	98	15	,	,	PUNCT
eurjchem-249	98	16	27.43	27.43	NUM
eurjchem-249	98	17	;	;	PUNCT
eurjchem-249	98	18	s	s	NUM
eurjchem-249	98	19	,	,	PUNCT
eurjchem-249	98	20	10.47	10.47	NUM
eurjchem-249	98	21	.	.	PUNCT
eurjchem-249	99	1	found	find	VERB
eurjchem-249	99	2	:	:	PUNCT
eurjchem-249	100	1	c	c	X
eurjchem-249	100	2	,	,	PUNCT
eurjchem-249	100	3	46.91	46.91	NUM
eurjchem-249	100	4	;	;	PUNCT
eurjchem-249	100	5	h	h	NOUN
eurjchem-249	100	6	,	,	PUNCT
eurjchem-249	100	7	4.64	4.64	NUM
eurjchem-249	100	8	;	;	PUNCT
eurjchem-249	100	9	n	n	CCONJ
eurjchem-249	100	10	,	,	PUNCT
eurjchem-249	100	11	27.50	27.50	NUM
eurjchem-249	100	12	;	;	PUNCT
eurjchem-249	100	13	s	s	VERB
eurjchem-249	100	14	10.55	10.55	NUM
eurjchem-249	100	15	.	.	PUNCT
eurjchem-249	101	1	2.5	2.5	NUM
eurjchem-249	101	2	.	.	PUNCT
eurjchem-249	102	1	reaction	reaction	NOUN
eurjchem-249	102	2	of	of	ADP
eurjchem-249	102	3	12	12	NUM
eurjchem-249	102	4	with	with	ADP
eurjchem-249	102	5	formic	formic	ADJ
eurjchem-249	102	6	acid	acid	NOUN
eurjchem-249	102	7	:	:	PUNCT
eurjchem-249	102	8	formation	formation	NOUN
eurjchem-249	102	9	of	of	ADP
eurjchem-249	102	10	3‐methyl‐	3‐methyl‐	NUM
eurjchem-249	102	11	e‐2‐(1‐(2‐(1,3,4‐thiadiazol‐2‐yl)‐hydrazono)‐ethyl)‐	e‐2‐(1‐(2‐(1,3,4‐thiadiazol‐2‐yl)‐hydrazono)‐ethyl)‐	NOUN
eurjchem-249	102	12	quinoxaline	quinoxaline	NOUN
eurjchem-249	102	13	1,4‐dioxide	1,4‐dioxide	NUM
eurjchem-249	102	14	(	(	PUNCT
eurjchem-249	102	15	15	15	NUM
eurjchem-249	102	16	)	)	PUNCT
eurjchem-249	102	17	a	a	DET
eurjchem-249	102	18	mixture	mixture	NOUN
eurjchem-249	102	19	of	of	ADP
eurjchem-249	102	20	12	12	NUM
eurjchem-249	102	21	(	(	PUNCT
eurjchem-249	102	22	1	1	NUM
eurjchem-249	102	23	g	g	NOUN
eurjchem-249	102	24	,	,	PUNCT
eurjchem-249	102	25	3	3	NUM
eurjchem-249	102	26	mmol	mmol	NOUN
eurjchem-249	102	27	)	)	PUNCT
eurjchem-249	102	28	and	and	CCONJ
eurjchem-249	102	29	formic	formic	PROPN
eurjchem-249	102	30	acid	acid	NOUN
eurjchem-249	102	31	(	(	PUNCT
eurjchem-249	102	32	15	15	NUM
eurjchem-249	102	33	ml	ml	NOUN
eurjchem-249	102	34	)	)	PUNCT
eurjchem-249	102	35	was	be	AUX
eurjchem-249	102	36	heated	heat	VERB
eurjchem-249	102	37	under	under	ADP
eurjchem-249	102	38	reflux	reflux	NOUN
eurjchem-249	102	39	for	for	ADP
eurjchem-249	102	40	4	4	NUM
eurjchem-249	102	41	hours	hour	NOUN
eurjchem-249	102	42	.	.	PUNCT
eurjchem-249	103	1	the	the	DET
eurjchem-249	103	2	reaction	reaction	NOUN
eurjchem-249	103	3	mixture	mixture	NOUN
eurjchem-249	103	4	was	be	AUX
eurjchem-249	103	5	then	then	ADV
eurjchem-249	103	6	allowed	allow	VERB
eurjchem-249	103	7	to	to	PART
eurjchem-249	103	8	stand	stand	VERB
eurjchem-249	103	9	overnight	overnight	ADV
eurjchem-249	103	10	at	at	ADP
eurjchem-249	103	11	room	room	NOUN
eurjchem-249	103	12	temperature	temperature	NOUN
eurjchem-249	103	13	.	.	PUNCT
eurjchem-249	104	1	the	the	DET
eurjchem-249	104	2	excess	excess	ADJ
eurjchem-249	104	3	formic	formic	ADJ
eurjchem-249	104	4	acid	acid	NOUN
eurjchem-249	104	5	was	be	AUX
eurjchem-249	104	6	evaporated	evaporate	VERB
eurjchem-249	104	7	under	under	ADP
eurjchem-249	104	8	vacuo	vacuo	NOUN
eurjchem-249	104	9	and	and	CCONJ
eurjchem-249	104	10	the	the	DET
eurjchem-249	104	11	residue	residue	NOUN
eurjchem-249	104	12	was	be	AUX
eurjchem-249	104	13	crystallized	crystallize	VERB
eurjchem-249	104	14	from	from	ADP
eurjchem-249	104	15	ethanol	ethanol	NOUN
eurjchem-249	104	16	to	to	PART
eurjchem-249	104	17	give	give	VERB
eurjchem-249	104	18	15	15	NUM
eurjchem-249	104	19	.	.	PUNCT
eurjchem-249	105	1	dark	dark	ADJ
eurjchem-249	105	2	yellow	yellow	ADJ
eurjchem-249	105	3	crystals	crystal	NOUN
eurjchem-249	105	4	,	,	PUNCT
eurjchem-249	105	5	m.p	m.p	PROPN
eurjchem-249	105	6	.	.	PROPN
eurjchem-249	105	7	:	:	PUNCT
eurjchem-249	105	8	80	80	NUM
eurjchem-249	105	9	oc	oc	NOUN
eurjchem-249	105	10	.	.	PUNCT
eurjchem-249	105	11	yield	yield	NOUN
eurjchem-249	105	12	:	:	PUNCT
eurjchem-249	105	13	60	60	NUM
eurjchem-249	105	14	%	%	NOUN
eurjchem-249	105	15	.	.	PUNCT
eurjchem-249	106	1	ir	ir	PROPN
eurjchem-249	106	2	(	(	PUNCT
eurjchem-249	106	3	kbr	kbr	PROPN
eurjchem-249	106	4	,	,	PUNCT
eurjchem-249	106	5	max	max	PROPN
eurjchem-249	106	6	,	,	PUNCT
eurjchem-249	106	7	cm‐1	cm‐1	NUM
eurjchem-249	106	8	):	):	PUNCT
eurjchem-249	106	9	3315	3315	NUM
eurjchem-249	106	10	(	(	PUNCT
eurjchem-249	106	11	nh	nh	NOUN
eurjchem-249	106	12	)	)	PUNCT
eurjchem-249	106	13	,	,	PUNCT
eurjchem-249	106	14	1610	1610	NUM
eurjchem-249	106	15	(	(	PUNCT
eurjchem-249	106	16	c	c	NOUN
eurjchem-249	106	17	=	=	SYM
eurjchem-249	106	18	n	n	NUM
eurjchem-249	106	19	)	)	PUNCT
eurjchem-249	106	20	,	,	PUNCT
eurjchem-249	106	21	1330	1330	NUM
eurjchem-249	106	22	(	(	PUNCT
eurjchem-249	106	23	n→o	n→o	NUM
eurjchem-249	106	24	)	)	PUNCT
eurjchem-249	106	25	.	.	PUNCT
eurjchem-249	107	1	1h	1h	NUM
eurjchem-249	107	2	nmr	nmr	NOUN
eurjchem-249	107	3	(	(	PUNCT
eurjchem-249	107	4	dmso	dmso	NOUN
eurjchem-249	107	5	,	,	PUNCT
eurjchem-249	107	6	δ	δ	PROPN
eurjchem-249	107	7	ppm	ppm	VERB
eurjchem-249	107	8	):	):	PUNCT
eurjchem-249	107	9	2.91	2.91	NUM
eurjchem-249	107	10	(	(	PUNCT
eurjchem-249	107	11	s	s	PROPN
eurjchem-249	107	12	,	,	PUNCT
eurjchem-249	107	13	3h	3h	NUM
eurjchem-249	107	14	,	,	PUNCT
eurjchem-249	107	15	ch3	ch3	PROPN
eurjchem-249	107	16	)	)	PUNCT
eurjchem-249	107	17	,	,	PUNCT
eurjchem-249	107	18	2.95	2.95	NUM
eurjchem-249	107	19	(	(	PUNCT
eurjchem-249	107	20	s	s	PROPN
eurjchem-249	107	21	,	,	PUNCT
eurjchem-249	107	22	3h	3h	NUM
eurjchem-249	107	23	,	,	PUNCT
eurjchem-249	107	24	ch3	ch3	PROPN
eurjchem-249	107	25	)	)	PUNCT
eurjchem-249	107	26	,	,	PUNCT
eurjchem-249	107	27	7.0	7.0	NUM
eurjchem-249	107	28	(	(	PUNCT
eurjchem-249	107	29	s	s	PROPN
eurjchem-249	107	30	,	,	PUNCT
eurjchem-249	107	31	1h	1h	NUM
eurjchem-249	107	32	,	,	PUNCT
eurjchem-249	107	33	nh	nh	PROPN
eurjchem-249	107	34	)	)	PUNCT
eurjchem-249	107	35	,	,	PUNCT
eurjchem-249	107	36	7.5	7.5	NUM
eurjchem-249	107	37	(	(	PUNCT
eurjchem-249	107	38	s	s	PROPN
eurjchem-249	107	39	,	,	PUNCT
eurjchem-249	107	40	1h	1h	NUM
eurjchem-249	107	41	,	,	PUNCT
eurjchem-249	107	42	ch	ch	NOUN
eurjchem-249	107	43	)	)	PUNCT
eurjchem-249	107	44	,	,	PUNCT
eurjchem-249	107	45	8.1‐8.6	8.1‐8.6	NUM
eurjchem-249	107	46	(	(	PUNCT
eurjchem-249	107	47	m	m	PROPN
eurjchem-249	107	48	,	,	PUNCT
eurjchem-249	107	49	4h	4h	NOUN
eurjchem-249	107	50	,	,	PUNCT
eurjchem-249	107	51	ar‐h	ar‐h	PROPN
eurjchem-249	107	52	)	)	PUNCT
eurjchem-249	107	53	.	.	PUNCT
eurjchem-249	108	1	ms	ms	NOUN
eurjchem-249	108	2	(	(	PUNCT
eurjchem-249	108	3	m	m	PROPN
eurjchem-249	108	4	/	/	SYM
eurjchem-249	108	5	z	z	NOUN
eurjchem-249	108	6	,	,	PUNCT
eurjchem-249	108	7	%	%	INTJ
eurjchem-249	108	8	):	):	PUNCT
eurjchem-249	108	9	316	316	NUM
eurjchem-249	108	10	(	(	PUNCT
eurjchem-249	108	11	m+	m+	NUM
eurjchem-249	108	12	,	,	PUNCT
eurjchem-249	108	13	71	71	NUM
eurjchem-249	108	14	)	)	PUNCT
eurjchem-249	108	15	.	.	PUNCT
eurjchem-249	109	1	anal	anal	PROPN
eurjchem-249	109	2	.	.	PUNCT
eurjchem-249	109	3	calcd	calcd	NOUN
eurjchem-249	109	4	.	.	PUNCT
eurjchem-249	110	1	for	for	ADP
eurjchem-249	110	2	c13h12n6o2s	c13h12n6o2s	PROPN
eurjchem-249	110	3	(	(	PUNCT
eurjchem-249	110	4	316.34	316.34	NUM
eurjchem-249	110	5	):	):	PUNCT
eurjchem-249	110	6	c	c	X
eurjchem-249	110	7	,	,	PUNCT
eurjchem-249	110	8	49.36	49.36	NUM
eurjchem-249	110	9	;	;	PUNCT
eurjchem-249	110	10	h	h	NOUN
eurjchem-249	110	11	,	,	PUNCT
eurjchem-249	110	12	3.82	3.82	NUM
eurjchem-249	110	13	.	.	PUNCT
eurjchem-249	110	14	found	find	VERB
eurjchem-249	110	15	:	:	PUNCT
eurjchem-249	111	1	c	c	X
eurjchem-249	111	2	,	,	PUNCT
eurjchem-249	111	3	49.39	49.39	NUM
eurjchem-249	111	4	;	;	PUNCT
eurjchem-249	111	5	h	h	NOUN
eurjchem-249	111	6	,	,	PUNCT
eurjchem-249	111	7	3.87	3.87	NUM
eurjchem-249	111	8	.	.	NOUN
eurjchem-249	112	1	2.6	2.6	NUM
eurjchem-249	112	2	.	.	PUNCT
eurjchem-249	112	3	synthesis	synthesis	NOUN
eurjchem-249	112	4	of	of	ADP
eurjchem-249	112	5	2,6‐dimethyl‐3‐(2‐hydroxy‐2‐oxoindolin‐3‐	2,6‐dimethyl‐3‐(2‐hydroxy‐2‐oxoindolin‐3‐	NUM
eurjchem-249	112	6	yl)acetyl)‐	yl)acetyl)‐	NOUN
eurjchem-249	112	7	quinoxaline‐1,4‐dioxide	quinoxaline‐1,4‐dioxide	ADV
eurjchem-249	112	8	(	(	PUNCT
eurjchem-249	112	9	16	16	NUM
eurjchem-249	112	10	)	)	PUNCT
eurjchem-249	112	11	to	to	ADP
eurjchem-249	112	12	a	a	DET
eurjchem-249	112	13	mixture	mixture	NOUN
eurjchem-249	112	14	of	of	ADP
eurjchem-249	112	15	isatin	isatin	NOUN
eurjchem-249	112	16	(	(	PUNCT
eurjchem-249	112	17	0.397	0.397	NUM
eurjchem-249	112	18	g	g	NOUN
eurjchem-249	112	19	,	,	PUNCT
eurjchem-249	112	20	2.7	2.7	NUM
eurjchem-249	112	21	mmol	mmol	NOUN
eurjchem-249	112	22	)	)	PUNCT
eurjchem-249	112	23	and	and	CCONJ
eurjchem-249	112	24	2,6‐dimethyl‐	2,6‐dimethyl‐	NUM
eurjchem-249	112	25	3‐acetylquinoxaline‐1,4‐dioxide	3‐acetylquinoxaline‐1,4‐dioxide	NOUN
eurjchem-249	112	26	(	(	PUNCT
eurjchem-249	112	27	10b	10b	NOUN
eurjchem-249	112	28	)	)	PUNCT
eurjchem-249	112	29	(	(	PUNCT
eurjchem-249	112	30	0.627	0.627	NUM
eurjchem-249	112	31	g	g	NOUN
eurjchem-249	112	32	,	,	PUNCT
eurjchem-249	112	33	2.7	2.7	NUM
eurjchem-249	112	34	mmol	mmol	NOUN
eurjchem-249	112	35	)	)	PUNCT
eurjchem-249	112	36	in	in	ADP
eurjchem-249	112	37	absolute	absolute	ADJ
eurjchem-249	112	38	ethanol	ethanol	NOUN
eurjchem-249	112	39	(	(	PUNCT
eurjchem-249	112	40	15	15	NUM
eurjchem-249	112	41	ml	ml	NOUN
eurjchem-249	112	42	)	)	PUNCT
eurjchem-249	112	43	,	,	PUNCT
eurjchem-249	112	44	5	5	NUM
eurjchem-249	112	45	drops	drop	NOUN
eurjchem-249	112	46	of	of	ADP
eurjchem-249	112	47	piperidine	piperidine	NOUN
eurjchem-249	112	48	were	be	AUX
eurjchem-249	112	49	added	add	VERB
eurjchem-249	112	50	and	and	CCONJ
eurjchem-249	112	51	the	the	DET
eurjchem-249	112	52	reaction	reaction	NOUN
eurjchem-249	112	53	mixture	mixture	NOUN
eurjchem-249	112	54	was	be	AUX
eurjchem-249	112	55	allowed	allow	VERB
eurjchem-249	112	56	to	to	PART
eurjchem-249	112	57	stand	stand	VERB
eurjchem-249	112	58	overnight	overnight	ADV
eurjchem-249	112	59	at	at	ADP
eurjchem-249	112	60	room	room	NOUN
eurjchem-249	112	61	temperature	temperature	NOUN
eurjchem-249	112	62	.	.	PUNCT
eurjchem-249	113	1	the	the	DET
eurjchem-249	113	2	separated	separate	VERB
eurjchem-249	113	3	crystals	crystal	NOUN
eurjchem-249	113	4	was	be	AUX
eurjchem-249	113	5	filtered	filter	VERB
eurjchem-249	113	6	off	off	ADP
eurjchem-249	113	7	and	and	CCONJ
eurjchem-249	113	8	crystallized	crystallize	VERB
eurjchem-249	113	9	from	from	ADP
eurjchem-249	113	10	ethanol	ethanol	NOUN
eurjchem-249	113	11	to	to	PART
eurjchem-249	113	12	give	give	VERB
eurjchem-249	113	13	16	16	NUM
eurjchem-249	113	14	.	.	PUNCT
eurjchem-249	114	1	dark	dark	ADJ
eurjchem-249	114	2	yellow	yellow	ADJ
eurjchem-249	114	3	powder	powder	NOUN
eurjchem-249	114	4	,	,	PUNCT
eurjchem-249	114	5	m.p	m.p	PROPN
eurjchem-249	114	6	.	.	PROPN
eurjchem-249	114	7	:	:	PUNCT
eurjchem-249	115	1	>	>	PUNCT
eurjchem-249	115	2	300	300	NUM
eurjchem-249	115	3	oc	oc	NOUN
eurjchem-249	115	4	.	.	PUNCT
eurjchem-249	115	5	yield	yield	NOUN
eurjchem-249	115	6	:	:	PUNCT
eurjchem-249	115	7	90	90	NUM
eurjchem-249	115	8	%	%	NOUN
eurjchem-249	115	9	.	.	PUNCT
eurjchem-249	116	1	ir	ir	PROPN
eurjchem-249	116	2	(	(	PUNCT
eurjchem-249	116	3	kbr	kbr	PROPN
eurjchem-249	116	4	,	,	PUNCT
eurjchem-249	116	5	max	max	PROPN
eurjchem-249	116	6	,	,	PUNCT
eurjchem-249	116	7	cm‐1	cm‐1	NUM
eurjchem-249	116	8	):	):	PUNCT
eurjchem-249	116	9	1335	1335	NUM
eurjchem-249	116	10	(	(	PUNCT
eurjchem-249	116	11	n→o	n→o	NUM
eurjchem-249	116	12	)	)	PUNCT
eurjchem-249	116	13	,	,	PUNCT
eurjchem-249	116	14	1700	1700	NUM
eurjchem-249	116	15	(	(	PUNCT
eurjchem-249	116	16	cyclic	cyclic	ADJ
eurjchem-249	116	17	imide	imide	NOUN
eurjchem-249	116	18	)	)	PUNCT
eurjchem-249	116	19	,	,	PUNCT
eurjchem-249	116	20	3447	3447	NUM
eurjchem-249	116	21	(	(	PUNCT
eurjchem-249	116	22	oh	oh	INTJ
eurjchem-249	116	23	)	)	PUNCT
eurjchem-249	116	24	.	.	PUNCT
eurjchem-249	117	1	1h	1h	NUM
eurjchem-249	117	2	nmr	nmr	NOUN
eurjchem-249	117	3	(	(	PUNCT
eurjchem-249	117	4	dmso	dmso	NOUN
eurjchem-249	117	5	,	,	PUNCT
eurjchem-249	117	6	δ	δ	PROPN
eurjchem-249	117	7	ppm	ppm	VERB
eurjchem-249	117	8	):	):	PUNCT
eurjchem-249	117	9	2.33	2.33	NUM
eurjchem-249	117	10	(	(	PUNCT
eurjchem-249	117	11	s	s	PROPN
eurjchem-249	117	12	,	,	PUNCT
eurjchem-249	117	13	3h	3h	NUM
eurjchem-249	117	14	,	,	PUNCT
eurjchem-249	117	15	ch3	ch3	PROPN
eurjchem-249	117	16	)	)	PUNCT
eurjchem-249	117	17	,	,	PUNCT
eurjchem-249	117	18	2.91	2.91	NUM
eurjchem-249	117	19	(	(	PUNCT
eurjchem-249	117	20	s	s	PROPN
eurjchem-249	117	21	,	,	PUNCT
eurjchem-249	117	22	3h	3h	NUM
eurjchem-249	117	23	,	,	PUNCT
eurjchem-249	117	24	ch3	ch3	PROPN
eurjchem-249	117	25	)	)	PUNCT
eurjchem-249	117	26	,	,	PUNCT
eurjchem-249	117	27	3.65	3.65	NUM
eurjchem-249	117	28	(	(	PUNCT
eurjchem-249	117	29	s	s	PROPN
eurjchem-249	117	30	,	,	PUNCT
eurjchem-249	117	31	1h	1h	NUM
eurjchem-249	117	32	,	,	PUNCT
eurjchem-249	117	33	oh	oh	INTJ
eurjchem-249	117	34	)	)	PUNCT
eurjchem-249	117	35	,	,	PUNCT
eurjchem-249	117	36	4.13	4.13	NUM
eurjchem-249	117	37	(	(	PUNCT
eurjchem-249	117	38	s	s	PROPN
eurjchem-249	117	39	,	,	PUNCT
eurjchem-249	117	40	2h	2h	NUM
eurjchem-249	117	41	,	,	PUNCT
eurjchem-249	117	42	ch2	ch2	PROPN
eurjchem-249	117	43	)	)	PUNCT
eurjchem-249	117	44	,	,	PUNCT
eurjchem-249	117	45	6.85‐	6.85‐	NUM
eurjchem-249	117	46	7.72	7.72	NUM
eurjchem-249	117	47	(	(	PUNCT
eurjchem-249	117	48	m	m	PROPN
eurjchem-249	117	49	,	,	PUNCT
eurjchem-249	117	50	7h	7h	PROPN
eurjchem-249	117	51	,	,	PUNCT
eurjchem-249	117	52	ar‐h	ar‐h	PROPN
eurjchem-249	117	53	)	)	PUNCT
eurjchem-249	117	54	,	,	PUNCT
eurjchem-249	117	55	8.2	8.2	NUM
eurjchem-249	117	56	(	(	PUNCT
eurjchem-249	117	57	s	s	PROPN
eurjchem-249	117	58	,	,	PUNCT
eurjchem-249	117	59	1h	1h	NUM
eurjchem-249	117	60	,	,	PUNCT
eurjchem-249	117	61	nh	nh	PROPN
eurjchem-249	117	62	)	)	PUNCT
eurjchem-249	117	63	.	.	PUNCT
eurjchem-249	118	1	ms	ms	NOUN
eurjchem-249	118	2	(	(	PUNCT
eurjchem-249	118	3	m	m	PROPN
eurjchem-249	118	4	/	/	SYM
eurjchem-249	118	5	z	z	NOUN
eurjchem-249	118	6	,	,	PUNCT
eurjchem-249	118	7	%	%	INTJ
eurjchem-249	118	8	):	):	PUNCT
eurjchem-249	118	9	379	379	NUM
eurjchem-249	118	10	(	(	PUNCT
eurjchem-249	118	11	m+	m+	NUM
eurjchem-249	118	12	,	,	PUNCT
eurjchem-249	118	13	14	14	NUM
eurjchem-249	118	14	)	)	PUNCT
eurjchem-249	118	15	.	.	PUNCT
eurjchem-249	119	1	anal	anal	PROPN
eurjchem-249	119	2	.	.	PUNCT
eurjchem-249	119	3	calcd	calcd	NOUN
eurjchem-249	119	4	.	.	PUNCT
eurjchem-249	120	1	for	for	ADP
eurjchem-249	120	2	c20h17n3o5	c20h17n3o5	PROPN
eurjchem-249	120	3	(	(	PUNCT
eurjchem-249	120	4	379.37	379.37	NUM
eurjchem-249	120	5	):	):	PUNCT
eurjchem-249	120	6	c	c	NOUN
eurjchem-249	120	7	,	,	PUNCT
eurjchem-249	120	8	63.32	63.32	NUM
eurjchem-249	120	9	;	;	PUNCT
eurjchem-249	120	10	h	h	NOUN
eurjchem-249	120	11	,	,	PUNCT
eurjchem-249	120	12	4.52	4.52	NUM
eurjchem-249	120	13	;	;	PUNCT
eurjchem-249	120	14	n	n	CCONJ
eurjchem-249	120	15	,	,	PUNCT
eurjchem-249	120	16	11.08	11.08	NUM
eurjchem-249	120	17	.	.	PUNCT
eurjchem-249	120	18	found	find	VERB
eurjchem-249	120	19	:	:	PUNCT
eurjchem-249	121	1	c	c	X
eurjchem-249	121	2	,	,	PUNCT
eurjchem-249	121	3	63.25	63.25	NUM
eurjchem-249	121	4	;	;	PUNCT
eurjchem-249	121	5	h	h	NOUN
eurjchem-249	121	6	,	,	PUNCT
eurjchem-249	121	7	4.47	4.47	NUM
eurjchem-249	121	8	;	;	PUNCT
eurjchem-249	121	9	n	n	CCONJ
eurjchem-249	121	10	,	,	PUNCT
eurjchem-249	121	11	11.00	11.00	NUM
eurjchem-249	121	12	.	.	PUNCT
eurjchem-249	122	1	2.7	2.7	NUM
eurjchem-249	122	2	.	.	PUNCT
eurjchem-249	122	3	synthesis	synthesis	NOUN
eurjchem-249	122	4	of	of	ADP
eurjchem-249	122	5	(	(	PUNCT
eurjchem-249	122	6	e)‐2,6‐dimethyl‐3‐(2‐oxoindolin‐3‐	e)‐2,6‐dimethyl‐3‐(2‐oxoindolin‐3‐	PROPN
eurjchem-249	122	7	ylidene)acetyl)‐quinoxalin‐1,4‐dioxide	ylidene)acetyl)‐quinoxalin‐1,4‐dioxide	PROPN
eurjchem-249	122	8	(	(	PUNCT
eurjchem-249	122	9	17	17	NUM
eurjchem-249	122	10	)	)	PUNCT
eurjchem-249	122	11	a	a	DET
eurjchem-249	122	12	mixture	mixture	NOUN
eurjchem-249	122	13	containing	contain	VERB
eurjchem-249	122	14	16	16	NUM
eurjchem-249	122	15	(	(	PUNCT
eurjchem-249	122	16	1.897	1.897	NUM
eurjchem-249	122	17	g	g	NOUN
eurjchem-249	122	18	,	,	PUNCT
eurjchem-249	122	19	5	5	NUM
eurjchem-249	122	20	mmol	mmol	NOUN
eurjchem-249	122	21	)	)	PUNCT
eurjchem-249	122	22	,	,	PUNCT
eurjchem-249	122	23	(	(	PUNCT
eurjchem-249	122	24	0.5	0.5	NUM
eurjchem-249	122	25	ml	ml	NOUN
eurjchem-249	122	26	)	)	PUNCT
eurjchem-249	122	27	conc	conc	NOUN
eurjchem-249	122	28	.	.	PUNCT
eurjchem-249	123	1	hcl	hcl	PROPN
eurjchem-249	123	2	,	,	PUNCT
eurjchem-249	123	3	and	and	CCONJ
eurjchem-249	123	4	glacial	glacial	ADJ
eurjchem-249	123	5	acetic	acetic	ADJ
eurjchem-249	123	6	acid	acid	NOUN
eurjchem-249	123	7	(	(	PUNCT
eurjchem-249	123	8	20	20	NUM
eurjchem-249	123	9	ml	ml	NOUN
eurjchem-249	123	10	)	)	PUNCT
eurjchem-249	123	11	was	be	AUX
eurjchem-249	123	12	refluxed	refluxe	VERB
eurjchem-249	123	13	for	for	ADP
eurjchem-249	123	14	2	2	NUM
eurjchem-249	123	15	hours	hour	NOUN
eurjchem-249	123	16	and	and	CCONJ
eurjchem-249	123	17	then	then	ADV
eurjchem-249	123	18	left	leave	VERB
eurjchem-249	123	19	to	to	PART
eurjchem-249	123	20	stand	stand	VERB
eurjchem-249	123	21	at	at	ADP
eurjchem-249	123	22	room	room	NOUN
eurjchem-249	123	23	temperature	temperature	NOUN
eurjchem-249	123	24	overnight	overnight	ADV
eurjchem-249	123	25	,	,	PUNCT
eurjchem-249	123	26	fine	fine	ADJ
eurjchem-249	123	27	needles	needle	NOUN
eurjchem-249	123	28	were	be	AUX
eurjchem-249	123	29	formed	form	VERB
eurjchem-249	123	30	.	.	PUNCT
eurjchem-249	124	1	the	the	DET
eurjchem-249	124	2	formed	form	VERB
eurjchem-249	124	3	precipitate	precipitate	NOUN
eurjchem-249	124	4	was	be	AUX
eurjchem-249	124	5	filtered	filter	VERB
eurjchem-249	124	6	off	off	ADP
eurjchem-249	124	7	and	and	CCONJ
eurjchem-249	124	8	recrystallized	recrystallize	VERB
eurjchem-249	124	9	from	from	ADP
eurjchem-249	124	10	acetic	acetic	ADJ
eurjchem-249	124	11	acid	acid	NOUN
eurjchem-249	124	12	to	to	PART
eurjchem-249	124	13	give	give	VERB
eurjchem-249	124	14	17	17	NUM
eurjchem-249	124	15	.	.	PUNCT
eurjchem-249	125	1	brownish	brownish	ADJ
eurjchem-249	125	2	yellow	yellow	ADJ
eurjchem-249	125	3	powder	powder	NOUN
eurjchem-249	125	4	,	,	PUNCT
eurjchem-249	125	5	m.p	m.p	PROPN
eurjchem-249	125	6	.	.	PROPN
eurjchem-249	125	7	:	:	PUNCT
eurjchem-249	125	8	265	265	NUM
eurjchem-249	125	9	oc	oc	NOUN
eurjchem-249	125	10	.	.	PUNCT
eurjchem-249	125	11	yield	yield	NOUN
eurjchem-249	125	12	:	:	PUNCT
eurjchem-249	125	13	65	65	NUM
eurjchem-249	125	14	%	%	NOUN
eurjchem-249	125	15	.	.	PUNCT
eurjchem-249	126	1	ir	ir	PROPN
eurjchem-249	126	2	(	(	PUNCT
eurjchem-249	126	3	kbr	kbr	PROPN
eurjchem-249	126	4	,	,	PUNCT
eurjchem-249	126	5	max	max	PROPN
eurjchem-249	126	6	,	,	PUNCT
eurjchem-249	126	7	cm‐1	cm‐1	PROPN
eurjchem-249	126	8	):	):	PUNCT
eurjchem-249	126	9	1725	1725	NUM
eurjchem-249	126	10	(	(	PUNCT
eurjchem-249	126	11	α	α	NOUN
eurjchem-249	126	12	,	,	PUNCT
eurjchem-249	126	13	β‐unsaturated	β‐unsaturate	VERB
eurjchem-249	126	14	ketone	ketone	NOUN
eurjchem-249	126	15	)	)	PUNCT
eurjchem-249	126	16	,	,	PUNCT
eurjchem-249	126	17	1330	1330	NUM
eurjchem-249	126	18	(	(	PUNCT
eurjchem-249	126	19	n→o	n→o	NUM
eurjchem-249	126	20	)	)	PUNCT
eurjchem-249	126	21	.	.	PUNCT
eurjchem-249	127	1	1h	1h	NUM
eurjchem-249	127	2	nmr	nmr	NOUN
eurjchem-249	127	3	(	(	PUNCT
eurjchem-249	127	4	dmso	dmso	NOUN
eurjchem-249	127	5	,	,	PUNCT
eurjchem-249	127	6	δ	δ	PROPN
eurjchem-249	127	7	ppm	ppm	VERB
eurjchem-249	127	8	):	):	PUNCT
eurjchem-249	127	9	2.34	2.34	NUM
eurjchem-249	127	10	(	(	PUNCT
eurjchem-249	127	11	s	s	PROPN
eurjchem-249	127	12	,	,	PUNCT
eurjchem-249	127	13	3h	3h	NUM
eurjchem-249	127	14	,	,	PUNCT
eurjchem-249	127	15	ch3	ch3	PROPN
eurjchem-249	127	16	)	)	PUNCT
eurjchem-249	127	17	,	,	PUNCT
eurjchem-249	127	18	2.91	2.91	NUM
eurjchem-249	127	19	(	(	PUNCT
eurjchem-249	127	20	s	s	PROPN
eurjchem-249	127	21	,	,	PUNCT
eurjchem-249	127	22	3h	3h	NUM
eurjchem-249	127	23	,	,	PUNCT
eurjchem-249	127	24	ch3	ch3	PROPN
eurjchem-249	127	25	)	)	PUNCT
eurjchem-249	127	26	,	,	PUNCT
eurjchem-249	127	27	6.97‐8.74	6.97‐8.74	NUM
eurjchem-249	127	28	(	(	PUNCT
eurjchem-249	127	29	m	m	PROPN
eurjchem-249	127	30	,	,	PUNCT
eurjchem-249	127	31	7h	7h	PROPN
eurjchem-249	127	32	,	,	PUNCT
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eurjchem-249	127	34	h	h	NOUN
eurjchem-249	127	35	)	)	PUNCT
eurjchem-249	127	36	,	,	PUNCT
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eurjchem-249	127	39	s	s	PROPN
eurjchem-249	127	40	,	,	PUNCT
eurjchem-249	127	41	1h	1h	NUM
eurjchem-249	127	42	,	,	PUNCT
eurjchem-249	127	43	ch	ch	NOUN
eurjchem-249	127	44	)	)	PUNCT
eurjchem-249	127	45	,	,	PUNCT
eurjchem-249	127	46	8.2	8.2	NUM
eurjchem-249	127	47	(	(	PUNCT
eurjchem-249	127	48	s	s	PROPN
eurjchem-249	127	49	,	,	PUNCT
eurjchem-249	127	50	1h	1h	NUM
eurjchem-249	127	51	,	,	PUNCT
eurjchem-249	127	52	nh	nh	PROPN
eurjchem-249	127	53	)	)	PUNCT
eurjchem-249	127	54	.	.	PUNCT
eurjchem-249	128	1	ms	ms	NOUN
eurjchem-249	128	2	(	(	PUNCT
eurjchem-249	128	3	m	m	PROPN
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eurjchem-249	128	5	z	z	NOUN
eurjchem-249	128	6	,	,	PUNCT
eurjchem-249	128	7	%	%	INTJ
eurjchem-249	128	8	):	):	PUNCT
eurjchem-249	128	9	362	362	NUM
eurjchem-249	128	10	(	(	PUNCT
eurjchem-249	128	11	m++1	m++1	NOUN
eurjchem-249	128	12	,	,	PUNCT
eurjchem-249	128	13	35	35	NUM
eurjchem-249	128	14	)	)	PUNCT
eurjchem-249	128	15	.	.	PUNCT
eurjchem-249	129	1	anal	anal	PROPN
eurjchem-249	129	2	.	.	PUNCT
eurjchem-249	129	3	calcd	calcd	NOUN
eurjchem-249	129	4	.	.	PUNCT
eurjchem-249	130	1	for	for	ADP
eurjchem-249	130	2	c20h15n3o4	c20h15n3o4	PROPN
eurjchem-249	130	3	(	(	PUNCT
eurjchem-249	130	4	361.35	361.35	NUM
eurjchem-249	130	5	):	):	PUNCT
eurjchem-249	130	6	c	c	NOUN
eurjchem-249	130	7	,	,	PUNCT
eurjchem-249	130	8	66.48	66.48	NUM
eurjchem-249	130	9	;	;	PUNCT
eurjchem-249	130	10	h	h	NOUN
eurjchem-249	130	11	,	,	PUNCT
eurjchem-249	130	12	4.18	4.18	NUM
eurjchem-249	130	13	;	;	PUNCT
eurjchem-249	130	14	n	n	CCONJ
eurjchem-249	130	15	,	,	PUNCT
eurjchem-249	130	16	11.63	11.63	NUM
eurjchem-249	130	17	.	.	PUNCT
eurjchem-249	130	18	found	find	VERB
eurjchem-249	130	19	:	:	PUNCT
eurjchem-249	131	1	c	c	X
eurjchem-249	131	2	,	,	PUNCT
eurjchem-249	131	3	66.40	66.40	NUM
eurjchem-249	131	4	;	;	PUNCT
eurjchem-249	131	5	h	h	NOUN
eurjchem-249	131	6	,	,	PUNCT
eurjchem-249	131	7	4.13	4.13	NUM
eurjchem-249	131	8	;	;	PUNCT
eurjchem-249	131	9	n	n	CCONJ
eurjchem-249	131	10	,	,	PUNCT
eurjchem-249	131	11	11.70	11.70	NUM
eurjchem-249	131	12	.	.	PUNCT
eurjchem-249	132	1	2.8	2.8	NUM
eurjchem-249	132	2	.	.	PUNCT
eurjchem-249	132	3	synthesis	synthesis	NOUN
eurjchem-249	132	4	of	of	ADP
eurjchem-249	132	5	3‐cinnamoyl‐2,6‐dimethyl‐quinoxalin‐1,4‐	3‐cinnamoyl‐2,6‐dimethyl‐quinoxalin‐1,4‐	NUM
eurjchem-249	132	6	dioxides	dioxide	NOUN
eurjchem-249	132	7	(	(	PUNCT
eurjchem-249	132	8	18	18	NUM
eurjchem-249	132	9	)	)	PUNCT
eurjchem-249	132	10	a	a	DET
eurjchem-249	132	11	mixture	mixture	NOUN
eurjchem-249	132	12	of	of	ADP
eurjchem-249	132	13	2‐methyl‐3‐acetyl‐quinoxalin‐1,4‐dioxide	2‐methyl‐3‐acetyl‐quinoxalin‐1,4‐dioxide	NUM
eurjchem-249	132	14	(	(	PUNCT
eurjchem-249	132	15	10a	10a	NUM
eurjchem-249	132	16	)	)	PUNCT
eurjchem-249	132	17	(	(	PUNCT
eurjchem-249	132	18	0.655	0.655	NUM
eurjchem-249	132	19	g	g	NOUN
eurjchem-249	132	20	,	,	PUNCT
eurjchem-249	132	21	3	3	NUM
eurjchem-249	132	22	mmol	mmol	NOUN
eurjchem-249	132	23	)	)	PUNCT
eurjchem-249	132	24	and	and	CCONJ
eurjchem-249	132	25	benzaldehyde	benzaldehyde	NOUN
eurjchem-249	132	26	(	(	PUNCT
eurjchem-249	132	27	0.318	0.318	NUM
eurjchem-249	132	28	g	g	NOUN
eurjchem-249	132	29	,	,	PUNCT
eurjchem-249	132	30	3	3	NUM
eurjchem-249	132	31	mmol	mmol	NOUN
eurjchem-249	132	32	)	)	PUNCT
eurjchem-249	132	33	in	in	ADP
eurjchem-249	132	34	methanolic	methanolic	ADJ
eurjchem-249	132	35	sodium	sodium	NOUN
eurjchem-249	132	36	hydroxide	hydroxide	NOUN
eurjchem-249	132	37	(	(	PUNCT
eurjchem-249	132	38	10	10	NUM
eurjchem-249	132	39	ml	ml	NOUN
eurjchem-249	132	40	,	,	PUNCT
eurjchem-249	132	41	5	5	NUM
eurjchem-249	132	42	%	%	NOUN
eurjchem-249	132	43	)	)	PUNCT
eurjchem-249	132	44	was	be	AUX
eurjchem-249	132	45	stirred	stir	VERB
eurjchem-249	132	46	for	for	ADP
eurjchem-249	132	47	5‐10	5‐10	NUM
eurjchem-249	132	48	minutes	minute	NOUN
eurjchem-249	132	49	at	at	ADP
eurjchem-249	132	50	room	room	NOUN
eurjchem-249	132	51	temperature	temperature	NOUN
eurjchem-249	132	52	.	.	PUNCT
eurjchem-249	133	1	the	the	DET
eurjchem-249	133	2	formed	form	VERB
eurjchem-249	133	3	yellow	yellow	NOUN
eurjchem-249	133	4	to	to	PART
eurjchem-249	133	5	orange	orange	PROPN
eurjchem-249	133	6	precipitate	precipitate	NOUN
eurjchem-249	133	7	was	be	AUX
eurjchem-249	133	8	filtered	filter	VERB
eurjchem-249	133	9	off	off	ADP
eurjchem-249	133	10	,	,	PUNCT
eurjchem-249	133	11	washed	wash	VERB
eurjchem-249	133	12	with	with	ADP
eurjchem-249	133	13	water	water	NOUN
eurjchem-249	133	14	and	and	CCONJ
eurjchem-249	133	15	crystallized	crystallize	VERB
eurjchem-249	133	16	from	from	ADP
eurjchem-249	133	17	the	the	DET
eurjchem-249	133	18	appropriate	appropriate	ADJ
eurjchem-249	133	19	solvent	solvent	NOUN
eurjchem-249	133	20	(	(	PUNCT
eurjchem-249	133	21	acetic	acetic	ADJ
eurjchem-249	133	22	acid	acid	NOUN
eurjchem-249	133	23	)	)	PUNCT
eurjchem-249	133	24	to	to	PART
eurjchem-249	133	25	give	give	VERB
eurjchem-249	133	26	the	the	DET
eurjchem-249	133	27	cinnamoyl	cinnamoyl	ADJ
eurjchem-249	133	28	derivative	derivative	ADJ
eurjchem-249	133	29	18	18	NUM
eurjchem-249	133	30	.	.	PUNCT
eurjchem-249	134	1	yellow	yellow	ADJ
eurjchem-249	134	2	crystals	crystal	NOUN
eurjchem-249	134	3	,	,	PUNCT
eurjchem-249	134	4	m.p	m.p	PROPN
eurjchem-249	134	5	.	.	PROPN
eurjchem-249	134	6	:	:	PUNCT
eurjchem-249	134	7	197	197	NUM
eurjchem-249	134	8	oc	oc	NOUN
eurjchem-249	134	9	.	.	PUNCT
eurjchem-249	134	10	yield	yield	NOUN
eurjchem-249	134	11	:	:	PUNCT
eurjchem-249	134	12	80	80	NUM
eurjchem-249	134	13	%	%	NOUN
eurjchem-249	134	14	.	.	PUNCT
eurjchem-249	135	1	ir	ir	PROPN
eurjchem-249	135	2	(	(	PUNCT
eurjchem-249	135	3	kbr	kbr	PROPN
eurjchem-249	135	4	,	,	PUNCT
eurjchem-249	135	5	max	max	PROPN
eurjchem-249	135	6	,	,	PUNCT
eurjchem-249	135	7	cm‐1	cm‐1	PROPN
eurjchem-249	135	8	):	):	PUNCT
eurjchem-249	135	9	1725	1725	NUM
eurjchem-249	135	10	(	(	PUNCT
eurjchem-249	135	11	c	c	NOUN
eurjchem-249	135	12	=	=	NOUN
eurjchem-249	135	13	o	o	NOUN
eurjchem-249	135	14	)	)	PUNCT
eurjchem-249	135	15	,	,	PUNCT
eurjchem-249	135	16	1590	1590	NUM
eurjchem-249	135	17	(	(	PUNCT
eurjchem-249	135	18	c	c	NOUN
eurjchem-249	135	19	=	=	SYM
eurjchem-249	135	20	c	c	NOUN
eurjchem-249	135	21	)	)	PUNCT
eurjchem-249	135	22	,	,	PUNCT
eurjchem-249	135	23	1242	1242	NUM
eurjchem-249	135	24	,	,	PUNCT
eurjchem-249	135	25	1325	1325	NUM
eurjchem-249	135	26	(	(	PUNCT
eurjchem-249	135	27	n→o	n→o	NUM
eurjchem-249	135	28	)	)	PUNCT
eurjchem-249	135	29	.	.	PUNCT
eurjchem-249	136	1	1h	1h	NUM
eurjchem-249	136	2	nmr	nmr	NOUN
eurjchem-249	136	3	(	(	PUNCT
eurjchem-249	136	4	dmso	dmso	NOUN
eurjchem-249	136	5	,	,	PUNCT
eurjchem-249	136	6	δ	δ	PROPN
eurjchem-249	136	7	ppm	ppm	VERB
eurjchem-249	136	8	):	):	PUNCT
eurjchem-249	136	9	2.31	2.31	NUM
eurjchem-249	136	10	(	(	PUNCT
eurjchem-249	136	11	s	s	PROPN
eurjchem-249	136	12	,	,	PUNCT
eurjchem-249	136	13	3h	3h	NUM
eurjchem-249	136	14	,	,	PUNCT
eurjchem-249	136	15	ch3	ch3	PROPN
eurjchem-249	136	16	)	)	PUNCT
eurjchem-249	136	17	,	,	PUNCT
eurjchem-249	136	18	2.9	2.9	NUM
eurjchem-249	136	19	(	(	PUNCT
eurjchem-249	136	20	s	s	PROPN
eurjchem-249	136	21	,	,	PUNCT
eurjchem-249	136	22	3h	3h	NUM
eurjchem-249	136	23	,	,	PUNCT
eurjchem-249	136	24	ch3	ch3	PROPN
eurjchem-249	136	25	)	)	PUNCT
eurjchem-249	136	26	,	,	PUNCT
eurjchem-249	136	27	6.7	6.7	NUM
eurjchem-249	136	28	(	(	PUNCT
eurjchem-249	136	29	d	d	NOUN
eurjchem-249	136	30	,	,	PUNCT
eurjchem-249	136	31	fadda	fadda	PROPN
eurjchem-249	136	32	et	et	PROPN
eurjchem-249	136	33	al	al	PROPN
eurjchem-249	136	34	.	.	PUNCT
eurjchem-249	136	35	/	/	SYM
eurjchem-249	136	36	european	european	PROPN
eurjchem-249	136	37	journal	journal	PROPN
eurjchem-249	136	38	of	of	ADP
eurjchem-249	136	39	chemistry	chemistry	NOUN
eurjchem-249	136	40	2	2	NUM
eurjchem-249	136	41	(	(	PUNCT
eurjchem-249	136	42	1	1	NUM
eurjchem-249	136	43	)	)	PUNCT
eurjchem-249	136	44	(	(	PUNCT
eurjchem-249	136	45	2011	2011	NUM
eurjchem-249	136	46	)	)	PUNCT
eurjchem-249	136	47	51‐57	51‐57	NUM
eurjchem-249	136	48	53	53	NUM
eurjchem-249	136	49	1h	1h	NUM
eurjchem-249	136	50	,	,	PUNCT
eurjchem-249	136	51	ch	ch	NOUN
eurjchem-249	136	52	)	)	PUNCT
eurjchem-249	136	53	,	,	PUNCT
eurjchem-249	136	54	7.7	7.7	NUM
eurjchem-249	136	55	(	(	PUNCT
eurjchem-249	136	56	d	d	PROPN
eurjchem-249	136	57	,	,	PUNCT
eurjchem-249	136	58	1h	1h	NUM
eurjchem-249	136	59	,	,	PUNCT
eurjchem-249	136	60	ch	ch	NOUN
eurjchem-249	136	61	)	)	PUNCT
eurjchem-249	136	62	,	,	PUNCT
eurjchem-249	136	63	7.2‐7.8	7.2‐7.8	NUM
eurjchem-249	136	64	(	(	PUNCT
eurjchem-249	136	65	m	m	PROPN
eurjchem-249	136	66	,	,	PUNCT
eurjchem-249	136	67	8h	8h	NUM
eurjchem-249	136	68	,	,	PUNCT
eurjchem-249	136	69	ar‐h	ar‐h	PROPN
eurjchem-249	136	70	)	)	PUNCT
eurjchem-249	136	71	.	.	PUNCT
eurjchem-249	137	1	ms	ms	NOUN
eurjchem-249	137	2	(	(	PUNCT
eurjchem-249	137	3	m	m	PROPN
eurjchem-249	137	4	/	/	SYM
eurjchem-249	137	5	z	z	NOUN
eurjchem-249	137	6	,	,	PUNCT
eurjchem-249	137	7	%	%	INTJ
eurjchem-249	137	8	):	):	PUNCT
eurjchem-249	137	9	321	321	NUM
eurjchem-249	137	10	(	(	PUNCT
eurjchem-249	137	11	m++1	m++1	NOUN
eurjchem-249	137	12	,	,	PUNCT
eurjchem-249	137	13	23	23	NUM
eurjchem-249	137	14	)	)	PUNCT
eurjchem-249	137	15	.	.	PUNCT
eurjchem-249	138	1	anal	anal	PROPN
eurjchem-249	138	2	.	.	PUNCT
eurjchem-249	138	3	calcd	calcd	NOUN
eurjchem-249	138	4	.	.	PUNCT
eurjchem-249	139	1	for	for	ADP
eurjchem-249	139	2	c19h16n2o3	c19h16n2o3	PROPN
eurjchem-249	139	3	(	(	PUNCT
eurjchem-249	139	4	320.34	320.34	NUM
eurjchem-249	139	5	):	):	PUNCT
eurjchem-249	139	6	c	c	X
eurjchem-249	139	7	,	,	PUNCT
eurjchem-249	139	8	71.24	71.24	NUM
eurjchem-249	139	9	;	;	PUNCT
eurjchem-249	139	10	h	h	NOUN
eurjchem-249	139	11	,	,	PUNCT
eurjchem-249	139	12	5.03	5.03	NUM
eurjchem-249	139	13	.	.	PUNCT
eurjchem-249	139	14	found	find	VERB
eurjchem-249	139	15	:	:	PUNCT
eurjchem-249	140	1	c	c	X
eurjchem-249	140	2	,	,	PUNCT
eurjchem-249	140	3	71.19	71.19	NUM
eurjchem-249	140	4	;	;	PUNCT
eurjchem-249	140	5	h	h	NOUN
eurjchem-249	140	6	,	,	PUNCT
eurjchem-249	140	7	5.00	5.00	NUM
eurjchem-249	140	8	.	.	PUNCT
eurjchem-249	141	1	2.9	2.9	NUM
eurjchem-249	141	2	.	.	PUNCT
eurjchem-249	141	3	synthesis	synthesis	NOUN
eurjchem-249	141	4	of	of	ADP
eurjchem-249	141	5	2,6‐dimethyl‐3‐(5‐phenyl‐4,5‐dihydro‐1h‐	2,6‐dimethyl‐3‐(5‐phenyl‐4,5‐dihydro‐1h‐	NUM
eurjchem-249	141	6	pyrazole‐3‐yl)quinoxalin‐1,4‐dioxide	pyrazole‐3‐yl)quinoxalin‐1,4‐dioxide	PROPN
eurjchem-249	141	7	(	(	PUNCT
eurjchem-249	141	8	19	19	NUM
eurjchem-249	141	9	)	)	PUNCT
eurjchem-249	141	10	to	to	ADP
eurjchem-249	141	11	a	a	DET
eurjchem-249	141	12	solution	solution	NOUN
eurjchem-249	141	13	of	of	ADP
eurjchem-249	141	14	18	18	NUM
eurjchem-249	141	15	(	(	PUNCT
eurjchem-249	141	16	0.961	0.961	NUM
eurjchem-249	141	17	g	g	NOUN
eurjchem-249	141	18	,	,	PUNCT
eurjchem-249	141	19	3	3	NUM
eurjchem-249	141	20	mmol	mmol	NOUN
eurjchem-249	141	21	)	)	PUNCT
eurjchem-249	141	22	in	in	ADP
eurjchem-249	141	23	ethanol	ethanol	NOUN
eurjchem-249	141	24	(	(	PUNCT
eurjchem-249	141	25	15	15	NUM
eurjchem-249	141	26	ml	ml	NOUN
eurjchem-249	141	27	)	)	PUNCT
eurjchem-249	141	28	,	,	PUNCT
eurjchem-249	141	29	hydrazine	hydrazine	NOUN
eurjchem-249	141	30	hydrate	hydrate	NOUN
eurjchem-249	141	31	(	(	PUNCT
eurjchem-249	141	32	98	98	NUM
eurjchem-249	141	33	%	%	NOUN
eurjchem-249	141	34	,	,	PUNCT
eurjchem-249	141	35	0.0751	0.0751	NUM
eurjchem-249	141	36	g	g	NOUN
eurjchem-249	141	37	,	,	PUNCT
eurjchem-249	141	38	1.5	1.5	NUM
eurjchem-249	141	39	mmol	mmol	NOUN
eurjchem-249	141	40	)	)	PUNCT
eurjchem-249	141	41	was	be	AUX
eurjchem-249	141	42	added	add	VERB
eurjchem-249	141	43	.	.	PUNCT
eurjchem-249	142	1	the	the	DET
eurjchem-249	142	2	reaction	reaction	NOUN
eurjchem-249	142	3	mixture	mixture	NOUN
eurjchem-249	142	4	was	be	AUX
eurjchem-249	142	5	refluxed	refluxe	VERB
eurjchem-249	142	6	for	for	ADP
eurjchem-249	142	7	3	3	NUM
eurjchem-249	142	8	hours	hour	NOUN
eurjchem-249	142	9	and	and	CCONJ
eurjchem-249	142	10	left	leave	VERB
eurjchem-249	142	11	to	to	PART
eurjchem-249	142	12	cool	cool	ADJ
eurjchem-249	142	13	.	.	PUNCT
eurjchem-249	143	1	the	the	DET
eurjchem-249	143	2	crystalline	crystalline	PROPN
eurjchem-249	143	3	precipitate	precipitate	NOUN
eurjchem-249	143	4	was	be	AUX
eurjchem-249	143	5	filtered	filter	VERB
eurjchem-249	143	6	off	off	ADP
eurjchem-249	143	7	,	,	PUNCT
eurjchem-249	143	8	dried	dry	VERB
eurjchem-249	143	9	and	and	CCONJ
eurjchem-249	143	10	crystallized	crystallize	VERB
eurjchem-249	143	11	from	from	ADP
eurjchem-249	143	12	ethanol	ethanol	NOUN
eurjchem-249	143	13	to	to	PART
eurjchem-249	143	14	give	give	VERB
eurjchem-249	143	15	19	19	NUM
eurjchem-249	143	16	.	.	PUNCT
eurjchem-249	144	1	yellowish	yellowish	NOUN
eurjchem-249	144	2	crystals	crystal	NOUN
eurjchem-249	144	3	,	,	PUNCT
eurjchem-249	144	4	m.p	m.p	PROPN
eurjchem-249	144	5	.	.	PROPN
eurjchem-249	144	6	:	:	PUNCT
eurjchem-249	144	7	184	184	NUM
eurjchem-249	144	8	oc	oc	NOUN
eurjchem-249	144	9	.	.	PUNCT
eurjchem-249	144	10	yield	yield	NOUN
eurjchem-249	144	11	:	:	PUNCT
eurjchem-249	144	12	70	70	NUM
eurjchem-249	144	13	%	%	NOUN
eurjchem-249	144	14	.	.	PUNCT
eurjchem-249	145	1	ir	ir	PROPN
eurjchem-249	145	2	(	(	PUNCT
eurjchem-249	145	3	kbr	kbr	PROPN
eurjchem-249	145	4	,	,	PUNCT
eurjchem-249	145	5	max	max	PROPN
eurjchem-249	145	6	,	,	PUNCT
eurjchem-249	145	7	cm‐1	cm‐1	PROPN
eurjchem-249	145	8	):	):	PUNCT
eurjchem-249	145	9	3250	3250	NUM
eurjchem-249	145	10	(	(	PUNCT
eurjchem-249	145	11	nh	nh	NOUN
eurjchem-249	145	12	)	)	PUNCT
eurjchem-249	145	13	,	,	PUNCT
eurjchem-249	145	14	1620	1620	NUM
eurjchem-249	145	15	(	(	PUNCT
eurjchem-249	145	16	c	c	NOUN
eurjchem-249	145	17	=	=	SYM
eurjchem-249	145	18	n	n	NUM
eurjchem-249	145	19	)	)	PUNCT
eurjchem-249	145	20	,	,	PUNCT
eurjchem-249	145	21	1320	1320	NUM
eurjchem-249	145	22	(	(	PUNCT
eurjchem-249	145	23	n→o	n→o	NUM
eurjchem-249	145	24	)	)	PUNCT
eurjchem-249	145	25	.	.	PUNCT
eurjchem-249	146	1	1h	1h	NUM
eurjchem-249	146	2	nmr	nmr	NOUN
eurjchem-249	146	3	(	(	PUNCT
eurjchem-249	146	4	dmso	dmso	NOUN
eurjchem-249	146	5	,	,	PUNCT
eurjchem-249	146	6	δ	δ	PROPN
eurjchem-249	146	7	ppm	ppm	VERB
eurjchem-249	146	8	):	):	PUNCT
eurjchem-249	146	9	2.3	2.3	NUM
eurjchem-249	146	10	(	(	PUNCT
eurjchem-249	146	11	s	s	PROPN
eurjchem-249	146	12	,	,	PUNCT
eurjchem-249	146	13	3h	3h	NUM
eurjchem-249	146	14	,	,	PUNCT
eurjchem-249	146	15	ch3	ch3	PROPN
eurjchem-249	146	16	)	)	PUNCT
eurjchem-249	146	17	,	,	PUNCT
eurjchem-249	146	18	2.9	2.9	NUM
eurjchem-249	146	19	(	(	PUNCT
eurjchem-249	146	20	s	s	PROPN
eurjchem-249	146	21	,	,	PUNCT
eurjchem-249	146	22	3h	3h	NUM
eurjchem-249	146	23	,	,	PUNCT
eurjchem-249	146	24	ch3	ch3	PROPN
eurjchem-249	146	25	)	)	PUNCT
eurjchem-249	146	26	,	,	PUNCT
eurjchem-249	146	27	3.9	3.9	NUM
eurjchem-249	146	28	(	(	PUNCT
eurjchem-249	146	29	dd	dd	PROPN
eurjchem-249	146	30	,	,	PUNCT
eurjchem-249	146	31	j=1.90	j=1.90	NOUN
eurjchem-249	146	32	hz	hz	NOUN
eurjchem-249	146	33	,	,	PUNCT
eurjchem-249	146	34	1h	1h	NUM
eurjchem-249	146	35	,	,	PUNCT
eurjchem-249	146	36	ch	ch	NOUN
eurjchem-249	146	37	)	)	PUNCT
eurjchem-249	146	38	,	,	PUNCT
eurjchem-249	146	39	[	[	X
eurjchem-249	146	40	3.19	3.19	NUM
eurjchem-249	146	41	(	(	PUNCT
eurjchem-249	146	42	dd	dd	PROPN
eurjchem-249	146	43	,	,	PUNCT
eurjchem-249	146	44	j=1.85	j=1.85	PROPN
eurjchem-249	146	45	hz	hz	PROPN
eurjchem-249	146	46	,	,	PUNCT
eurjchem-249	146	47	1h	1h	NUM
eurjchem-249	146	48	)	)	PUNCT
eurjchem-249	146	49	,	,	PUNCT
eurjchem-249	146	50	3.44	3.44	NUM
eurjchem-249	146	51	(	(	PUNCT
eurjchem-249	146	52	dd	dd	PROPN
eurjchem-249	146	53	,	,	PUNCT
eurjchem-249	146	54	j=1.85	j=1.85	PROPN
eurjchem-249	146	55	hz	hz	PROPN
eurjchem-249	146	56	,	,	PUNCT
eurjchem-249	146	57	1h	1h	NUM
eurjchem-249	146	58	)	)	PUNCT
eurjchem-249	146	59	ch2	ch2	PROPN
eurjchem-249	146	60	]	]	PUNCT
eurjchem-249	146	61	,	,	PUNCT
eurjchem-249	146	62	7.06‐7.72	7.06‐7.72	NUM
eurjchem-249	146	63	(	(	PUNCT
eurjchem-249	146	64	m	m	PROPN
eurjchem-249	146	65	,	,	PUNCT
eurjchem-249	146	66	8h	8h	NUM
eurjchem-249	146	67	,	,	PUNCT
eurjchem-249	146	68	ar‐h	ar‐h	PROPN
eurjchem-249	146	69	)	)	PUNCT
eurjchem-249	146	70	,	,	PUNCT
eurjchem-249	146	71	8.3	8.3	NUM
eurjchem-249	146	72	(	(	PUNCT
eurjchem-249	146	73	s	s	PROPN
eurjchem-249	146	74	,	,	PUNCT
eurjchem-249	146	75	1h	1h	NUM
eurjchem-249	146	76	,	,	PUNCT
eurjchem-249	146	77	nh	nh	PROPN
eurjchem-249	146	78	)	)	PUNCT
eurjchem-249	146	79	.	.	PUNCT
eurjchem-249	147	1	ms	ms	NOUN
eurjchem-249	147	2	(	(	PUNCT
eurjchem-249	147	3	m	m	PROPN
eurjchem-249	147	4	/	/	SYM
eurjchem-249	147	5	z	z	NOUN
eurjchem-249	147	6	,	,	PUNCT
eurjchem-249	147	7	%	%	INTJ
eurjchem-249	147	8	):	):	PUNCT
eurjchem-249	147	9	333	333	NUM
eurjchem-249	147	10	(	(	PUNCT
eurjchem-249	147	11	m+‐1	m+‐1	PROPN
eurjchem-249	147	12	,	,	PUNCT
eurjchem-249	147	13	63	63	NUM
eurjchem-249	147	14	)	)	PUNCT
eurjchem-249	147	15	.	.	PUNCT
eurjchem-249	148	1	anal	anal	PROPN
eurjchem-249	148	2	.	.	PUNCT
eurjchem-249	148	3	calcd	calcd	NOUN
eurjchem-249	148	4	.	.	PUNCT
eurjchem-249	149	1	for	for	ADP
eurjchem-249	149	2	c19h18n4o2	c19h18n4o2	PROPN
eurjchem-249	149	3	(	(	PUNCT
eurjchem-249	149	4	334.37	334.37	NUM
eurjchem-249	149	5	):	):	PUNCT
eurjchem-249	149	6	c	c	X
eurjchem-249	149	7	,	,	PUNCT
eurjchem-249	149	8	68.25	68.25	NUM
eurjchem-249	149	9	;	;	PUNCT
eurjchem-249	149	10	h	h	NOUN
eurjchem-249	149	11	,	,	PUNCT
eurjchem-249	149	12	5.43	5.43	NUM
eurjchem-249	149	13	.	.	PUNCT
eurjchem-249	149	14	found	find	VERB
eurjchem-249	149	15	:	:	PUNCT
eurjchem-249	150	1	c	c	X
eurjchem-249	150	2	,	,	PUNCT
eurjchem-249	150	3	68.00	68.00	NUM
eurjchem-249	150	4	;	;	PUNCT
eurjchem-249	150	5	h	h	NOUN
eurjchem-249	150	6	,	,	PUNCT
eurjchem-249	150	7	5.20	5.20	NUM
eurjchem-249	150	8	.	.	PUNCT
eurjchem-249	151	1	2.10	2.10	NUM
eurjchem-249	151	2	.	.	PUNCT
eurjchem-249	152	1	the	the	DET
eurjchem-249	152	2	reaction	reaction	NOUN
eurjchem-249	152	3	of	of	ADP
eurjchem-249	152	4	18	18	NUM
eurjchem-249	152	5	with	with	ADP
eurjchem-249	152	6	phenyl	phenyl	NOUN
eurjchem-249	152	7	hydrazine	hydrazine	NOUN
eurjchem-249	152	8	:	:	PUNCT
eurjchem-249	152	9	synthesis	synthesis	NOUN
eurjchem-249	152	10	of	of	ADP
eurjchem-249	152	11	2,6‐dimethyl‐3‐(1,5‐diphenyl‐4,5‐dihydro‐1h‐pyrazol‐3‐yl)‐	2,6‐dimethyl‐3‐(1,5‐diphenyl‐4,5‐dihydro‐1h‐pyrazol‐3‐yl)‐	NUM
eurjchem-249	152	12	quinoxaline‐1,4‐dioxide	quinoxaline‐1,4‐dioxide	ADP
eurjchem-249	152	13	(	(	PUNCT
eurjchem-249	152	14	20	20	NUM
eurjchem-249	152	15	)	)	PUNCT
eurjchem-249	152	16	compound	compound	NOUN
eurjchem-249	152	17	18	18	NUM
eurjchem-249	152	18	(	(	PUNCT
eurjchem-249	152	19	0.961	0.961	NUM
eurjchem-249	152	20	g	g	NOUN
eurjchem-249	152	21	,	,	PUNCT
eurjchem-249	152	22	3	3	NUM
eurjchem-249	152	23	mmol	mmol	NOUN
eurjchem-249	152	24	)	)	PUNCT
eurjchem-249	152	25	was	be	AUX
eurjchem-249	152	26	boiled	boil	VERB
eurjchem-249	152	27	with	with	ADP
eurjchem-249	152	28	phenyl	phenyl	NOUN
eurjchem-249	152	29	hydrazine	hydrazine	NOUN
eurjchem-249	152	30	(	(	PUNCT
eurjchem-249	152	31	0.162	0.162	NUM
eurjchem-249	152	32	g	g	NOUN
eurjchem-249	152	33	,	,	PUNCT
eurjchem-249	152	34	1.5	1.5	NUM
eurjchem-249	152	35	mmol	mmol	NOUN
eurjchem-249	152	36	)	)	PUNCT
eurjchem-249	152	37	in	in	ADP
eurjchem-249	152	38	acetic	acetic	ADJ
eurjchem-249	152	39	acid	acid	NOUN
eurjchem-249	152	40	(	(	PUNCT
eurjchem-249	152	41	10	10	NUM
eurjchem-249	152	42	ml	ml	NOUN
eurjchem-249	152	43	)	)	PUNCT
eurjchem-249	152	44	for	for	ADP
eurjchem-249	152	45	3	3	NUM
eurjchem-249	152	46	hours	hour	NOUN
eurjchem-249	152	47	.	.	PUNCT
eurjchem-249	153	1	the	the	DET
eurjchem-249	153	2	reaction	reaction	NOUN
eurjchem-249	153	3	mixture	mixture	NOUN
eurjchem-249	153	4	was	be	AUX
eurjchem-249	153	5	left	leave	VERB
eurjchem-249	153	6	to	to	PART
eurjchem-249	153	7	cool	cool	VERB
eurjchem-249	153	8	and	and	CCONJ
eurjchem-249	153	9	poured	pour	VERB
eurjchem-249	153	10	into	into	ADP
eurjchem-249	153	11	crushed	crush	VERB
eurjchem-249	153	12	ice	ice	NOUN
eurjchem-249	153	13	.	.	PUNCT
eurjchem-249	154	1	the	the	DET
eurjchem-249	154	2	formed	form	VERB
eurjchem-249	154	3	precipitate	precipitate	NOUN
eurjchem-249	154	4	was	be	AUX
eurjchem-249	154	5	filtered	filter	VERB
eurjchem-249	154	6	,	,	PUNCT
eurjchem-249	154	7	dried	dry	VERB
eurjchem-249	154	8	and	and	CCONJ
eurjchem-249	154	9	crystallized	crystallize	VERB
eurjchem-249	154	10	from	from	ADP
eurjchem-249	154	11	ethanol	ethanol	NOUN
eurjchem-249	154	12	to	to	PART
eurjchem-249	154	13	give	give	VERB
eurjchem-249	154	14	20	20	NUM
eurjchem-249	154	15	.	.	PUNCT
eurjchem-249	155	1	lemon	lemon	NOUN
eurjchem-249	155	2	yellow	yellow	ADJ
eurjchem-249	155	3	crystals	crystal	NOUN
eurjchem-249	155	4	,	,	PUNCT
eurjchem-249	155	5	m.p	m.p	PROPN
eurjchem-249	155	6	.	.	PROPN
eurjchem-249	155	7	:	:	PUNCT
eurjchem-249	155	8	105	105	NUM
eurjchem-249	155	9	oc	oc	NOUN
eurjchem-249	155	10	.	.	PUNCT
eurjchem-249	155	11	yield	yield	NOUN
eurjchem-249	155	12	:	:	PUNCT
eurjchem-249	155	13	67	67	NUM
eurjchem-249	155	14	%	%	NOUN
eurjchem-249	155	15	.	.	PUNCT
eurjchem-249	156	1	ir	ir	PROPN
eurjchem-249	156	2	(	(	PUNCT
eurjchem-249	156	3	kbr	kbr	PROPN
eurjchem-249	156	4	,	,	PUNCT
eurjchem-249	156	5	max	max	PROPN
eurjchem-249	156	6	,	,	PUNCT
eurjchem-249	156	7	cm‐1	cm‐1	PROPN
eurjchem-249	156	8	):	):	PUNCT
eurjchem-249	156	9	1620	1620	NUM
eurjchem-249	156	10	(	(	PUNCT
eurjchem-249	156	11	c	c	NOUN
eurjchem-249	156	12	=	=	SYM
eurjchem-249	156	13	n	n	NUM
eurjchem-249	156	14	)	)	PUNCT
eurjchem-249	156	15	,	,	PUNCT
eurjchem-249	156	16	1320	1320	NUM
eurjchem-249	156	17	(	(	PUNCT
eurjchem-249	156	18	n→o	n→o	NUM
eurjchem-249	156	19	)	)	PUNCT
eurjchem-249	156	20	.	.	PUNCT
eurjchem-249	157	1	1h	1h	NUM
eurjchem-249	157	2	nmr	nmr	NOUN
eurjchem-249	157	3	(	(	PUNCT
eurjchem-249	157	4	dmso	dmso	NOUN
eurjchem-249	157	5	,	,	PUNCT
eurjchem-249	157	6	δ	δ	PROPN
eurjchem-249	157	7	ppm	ppm	VERB
eurjchem-249	157	8	):	):	PUNCT
eurjchem-249	157	9	2.34	2.34	NUM
eurjchem-249	157	10	(	(	PUNCT
eurjchem-249	157	11	s	s	PROPN
eurjchem-249	157	12	,	,	PUNCT
eurjchem-249	157	13	3h	3h	NUM
eurjchem-249	157	14	,	,	PUNCT
eurjchem-249	157	15	ch3	ch3	PROPN
eurjchem-249	157	16	)	)	PUNCT
eurjchem-249	157	17	,	,	PUNCT
eurjchem-249	157	18	2.91	2.91	NUM
eurjchem-249	157	19	(	(	PUNCT
eurjchem-249	157	20	s	s	PROPN
eurjchem-249	157	21	,	,	PUNCT
eurjchem-249	157	22	3h	3h	NUM
eurjchem-249	157	23	,	,	PUNCT
eurjchem-249	157	24	ch3	ch3	PROPN
eurjchem-249	157	25	)	)	PUNCT
eurjchem-249	157	26	,	,	PUNCT
eurjchem-249	157	27	3.90	3.90	NUM
eurjchem-249	157	28	(	(	PUNCT
eurjchem-249	157	29	dd	dd	NOUN
eurjchem-249	157	30	,	,	PUNCT
eurjchem-249	157	31	j=1.95	j=1.95	PROPN
eurjchem-249	157	32	hz	hz	NOUN
eurjchem-249	157	33	,	,	PUNCT
eurjchem-249	157	34	1h	1h	NUM
eurjchem-249	157	35	,	,	PUNCT
eurjchem-249	157	36	ch	ch	NOUN
eurjchem-249	157	37	)	)	PUNCT
eurjchem-249	157	38	,	,	PUNCT
eurjchem-249	157	39	3.20	3.20	NUM
eurjchem-249	157	40	(	(	PUNCT
eurjchem-249	157	41	dd	dd	NOUN
eurjchem-249	157	42	,	,	PUNCT
eurjchem-249	157	43	j=1.88	j=1.88	NOUN
eurjchem-249	157	44	hz	hz	NOUN
eurjchem-249	157	45	,	,	PUNCT
eurjchem-249	157	46	1h	1h	NUM
eurjchem-249	157	47	)	)	PUNCT
eurjchem-249	157	48	,	,	PUNCT
eurjchem-249	157	49	3.40	3.40	NUM
eurjchem-249	157	50	(	(	PUNCT
eurjchem-249	157	51	dd	dd	PROPN
eurjchem-249	157	52	,	,	PUNCT
eurjchem-249	157	53	j=1.88	j=1.88	NOUN
eurjchem-249	157	54	hz	hz	NOUN
eurjchem-249	157	55	,	,	PUNCT
eurjchem-249	157	56	1h	1h	NUM
eurjchem-249	157	57	)	)	PUNCT
eurjchem-249	157	58	ch2	ch2	NOUN
eurjchem-249	157	59	,	,	PUNCT
eurjchem-249	157	60	7.2‐7.5	7.2‐7.5	NUM
eurjchem-249	157	61	(	(	PUNCT
eurjchem-249	157	62	m	m	PROPN
eurjchem-249	157	63	,	,	PUNCT
eurjchem-249	157	64	13h	13h	NOUN
eurjchem-249	157	65	,	,	PUNCT
eurjchem-249	157	66	ar‐h	ar‐h	NOUN
eurjchem-249	157	67	)	)	PUNCT
eurjchem-249	157	68	.	.	PUNCT
eurjchem-249	158	1	ms	ms	NOUN
eurjchem-249	158	2	(	(	PUNCT
eurjchem-249	158	3	m	m	PROPN
eurjchem-249	158	4	/	/	SYM
eurjchem-249	158	5	z	z	NOUN
eurjchem-249	158	6	,	,	PUNCT
eurjchem-249	158	7	%	%	INTJ
eurjchem-249	158	8	):	):	PUNCT
eurjchem-249	158	9	410	410	NUM
eurjchem-249	158	10	(	(	PUNCT
eurjchem-249	158	11	m+	m+	NUM
eurjchem-249	158	12	,	,	PUNCT
eurjchem-249	158	13	62	62	NUM
eurjchem-249	158	14	)	)	PUNCT
eurjchem-249	158	15	.	.	PUNCT
eurjchem-249	159	1	anal	anal	PROPN
eurjchem-249	159	2	.	.	PUNCT
eurjchem-249	159	3	calcd	calcd	NOUN
eurjchem-249	159	4	.	.	PUNCT
eurjchem-249	160	1	for	for	ADP
eurjchem-249	160	2	c25h22n4o2	c25h22n4o2	PROPN
eurjchem-249	160	3	(	(	PUNCT
eurjchem-249	160	4	410.47	410.47	NUM
eurjchem-249	160	5	):	):	PUNCT
eurjchem-249	160	6	c	c	X
eurjchem-249	160	7	,	,	PUNCT
eurjchem-249	160	8	73.15	73.15	NUM
eurjchem-249	160	9	;	;	PUNCT
eurjchem-249	160	10	h	h	NOUN
eurjchem-249	160	11	,	,	PUNCT
eurjchem-249	160	12	5.40	5.40	NUM
eurjchem-249	160	13	;	;	PUNCT
eurjchem-249	160	14	n	n	CCONJ
eurjchem-249	160	15	,	,	PUNCT
eurjchem-249	160	16	13.65	13.65	NUM
eurjchem-249	160	17	.	.	PUNCT
eurjchem-249	160	18	found	find	VERB
eurjchem-249	160	19	:	:	PUNCT
eurjchem-249	161	1	c	c	X
eurjchem-249	161	2	,	,	PUNCT
eurjchem-249	161	3	73.00	73.00	NUM
eurjchem-249	161	4	;	;	PUNCT
eurjchem-249	161	5	h	h	X
eurjchem-249	161	6	,	,	PUNCT
eurjchem-249	161	7	5.11	5.11	NUM
eurjchem-249	161	8	;	;	PUNCT
eurjchem-249	161	9	n	n	CCONJ
eurjchem-249	161	10	,	,	PUNCT
eurjchem-249	161	11	13.58	13.58	NUM
eurjchem-249	161	12	.	.	PUNCT
eurjchem-249	162	1	2.11	2.11	NUM
eurjchem-249	162	2	.	.	PUNCT
eurjchem-249	163	1	the	the	DET
eurjchem-249	163	2	reaction	reaction	NOUN
eurjchem-249	163	3	of	of	ADP
eurjchem-249	163	4	18	18	NUM
eurjchem-249	163	5	with	with	ADP
eurjchem-249	163	6	hydroxylamine	hydroxylamine	ADJ
eurjchem-249	163	7	hydrochloride	hydrochloride	NOUN
eurjchem-249	163	8	:	:	PUNCT
eurjchem-249	163	9	synthesis	synthesis	NOUN
eurjchem-249	163	10	of	of	ADP
eurjchem-249	163	11	2,6‐dimethyl‐3‐(5‐phenyl‐4,5‐dihydroisoxazol‐3‐	2,6‐dimethyl‐3‐(5‐phenyl‐4,5‐dihydroisoxazol‐3‐	NUM
eurjchem-249	163	12	yl)‐quinoxaline‐1,4‐dioxide	yl)‐quinoxaline‐1,4‐dioxide	NOUN
eurjchem-249	163	13	(	(	PUNCT
eurjchem-249	163	14	21	21	NUM
eurjchem-249	163	15	)	)	PUNCT
eurjchem-249	163	16	a	a	DET
eurjchem-249	163	17	mixture	mixture	NOUN
eurjchem-249	163	18	of	of	ADP
eurjchem-249	163	19	18	18	NUM
eurjchem-249	163	20	(	(	PUNCT
eurjchem-249	163	21	0.961	0.961	NUM
eurjchem-249	163	22	g	g	NOUN
eurjchem-249	163	23	,	,	PUNCT
eurjchem-249	163	24	3	3	NUM
eurjchem-249	163	25	mmol	mmol	NOUN
eurjchem-249	163	26	)	)	PUNCT
eurjchem-249	163	27	,	,	PUNCT
eurjchem-249	163	28	hydroxylamine	hydroxylamine	ADJ
eurjchem-249	163	29	hydrochloride	hydrochloride	NOUN
eurjchem-249	163	30	(	(	PUNCT
eurjchem-249	163	31	0.104	0.104	NUM
eurjchem-249	163	32	g	g	NOUN
eurjchem-249	163	33	,	,	PUNCT
eurjchem-249	163	34	1.5	1.5	NUM
eurjchem-249	163	35	mmol	mmol	NOUN
eurjchem-249	163	36	)	)	PUNCT
eurjchem-249	163	37	,	,	PUNCT
eurjchem-249	163	38	sodium	sodium	NOUN
eurjchem-249	163	39	hydroxide	hydroxide	NOUN
eurjchem-249	163	40	(	(	PUNCT
eurjchem-249	163	41	0.1	0.1	NUM
eurjchem-249	163	42	g	g	NOUN
eurjchem-249	163	43	,	,	PUNCT
eurjchem-249	163	44	2.5	2.5	NUM
eurjchem-249	163	45	mmol	mmol	NOUN
eurjchem-249	163	46	)	)	PUNCT
eurjchem-249	163	47	and	and	CCONJ
eurjchem-249	163	48	ethanol	ethanol	NOUN
eurjchem-249	163	49	(	(	PUNCT
eurjchem-249	163	50	15	15	NUM
eurjchem-249	163	51	ml	ml	NOUN
eurjchem-249	163	52	)	)	PUNCT
eurjchem-249	163	53	was	be	AUX
eurjchem-249	163	54	refluxed	refluxe	VERB
eurjchem-249	163	55	for	for	ADP
eurjchem-249	163	56	4	4	NUM
eurjchem-249	163	57	hours	hour	NOUN
eurjchem-249	163	58	.	.	PUNCT
eurjchem-249	164	1	after	after	ADP
eurjchem-249	164	2	cooling	cool	VERB
eurjchem-249	164	3	,	,	PUNCT
eurjchem-249	164	4	the	the	DET
eurjchem-249	164	5	separated	separate	VERB
eurjchem-249	164	6	material	material	NOUN
eurjchem-249	164	7	was	be	AUX
eurjchem-249	164	8	filtered	filter	VERB
eurjchem-249	164	9	off	off	ADP
eurjchem-249	164	10	and	and	CCONJ
eurjchem-249	164	11	crystallized	crystallize	VERB
eurjchem-249	164	12	from	from	ADP
eurjchem-249	164	13	ethanol	ethanol	NOUN
eurjchem-249	164	14	to	to	PART
eurjchem-249	164	15	give	give	VERB
eurjchem-249	164	16	21	21	NUM
eurjchem-249	164	17	.	.	PUNCT
eurjchem-249	165	1	light	light	ADJ
eurjchem-249	165	2	yellow	yellow	ADJ
eurjchem-249	165	3	crystals	crystal	NOUN
eurjchem-249	165	4	,	,	PUNCT
eurjchem-249	165	5	m.p	m.p	PROPN
eurjchem-249	165	6	.	.	PROPN
eurjchem-249	165	7	:	:	PUNCT
eurjchem-249	165	8	102	102	NUM
eurjchem-249	165	9	oc	oc	NOUN
eurjchem-249	165	10	.	.	PUNCT
eurjchem-249	165	11	yield	yield	NOUN
eurjchem-249	165	12	:	:	PUNCT
eurjchem-249	165	13	72	72	NUM
eurjchem-249	165	14	%	%	NOUN
eurjchem-249	165	15	.	.	PUNCT
eurjchem-249	166	1	ir	ir	PROPN
eurjchem-249	166	2	(	(	PUNCT
eurjchem-249	166	3	kbr	kbr	PROPN
eurjchem-249	166	4	,	,	PUNCT
eurjchem-249	166	5	max	max	PROPN
eurjchem-249	166	6	,	,	PUNCT
eurjchem-249	166	7	cm‐1	cm‐1	NUM
eurjchem-249	166	8	):	):	PUNCT
eurjchem-249	166	9	1626	1626	NUM
eurjchem-249	166	10	(	(	PUNCT
eurjchem-249	166	11	c	c	NOUN
eurjchem-249	166	12	=	=	SYM
eurjchem-249	166	13	n	n	NUM
eurjchem-249	166	14	)	)	PUNCT
eurjchem-249	166	15	,	,	PUNCT
eurjchem-249	166	16	1340	1340	NUM
eurjchem-249	166	17	(	(	PUNCT
eurjchem-249	166	18	n→o	n→o	NUM
eurjchem-249	166	19	)	)	PUNCT
eurjchem-249	166	20	.	.	PUNCT
eurjchem-249	167	1	1h	1h	NUM
eurjchem-249	167	2	nmr	nmr	NOUN
eurjchem-249	167	3	(	(	PUNCT
eurjchem-249	167	4	dmso	dmso	NOUN
eurjchem-249	167	5	,	,	PUNCT
eurjchem-249	167	6	δ	δ	PROPN
eurjchem-249	167	7	ppm	ppm	VERB
eurjchem-249	167	8	):	):	PUNCT
eurjchem-249	167	9	2.34	2.34	NUM
eurjchem-249	167	10	(	(	PUNCT
eurjchem-249	167	11	s	s	PROPN
eurjchem-249	167	12	,	,	PUNCT
eurjchem-249	167	13	3h	3h	NUM
eurjchem-249	167	14	,	,	PUNCT
eurjchem-249	167	15	ch3	ch3	PROPN
eurjchem-249	167	16	)	)	PUNCT
eurjchem-249	167	17	,	,	PUNCT
eurjchem-249	167	18	2.91	2.91	NUM
eurjchem-249	167	19	(	(	PUNCT
eurjchem-249	167	20	s	s	PROPN
eurjchem-249	167	21	,	,	PUNCT
eurjchem-249	167	22	3h	3h	NUM
eurjchem-249	167	23	,	,	PUNCT
eurjchem-249	167	24	ch3	ch3	PROPN
eurjchem-249	167	25	)	)	PUNCT
eurjchem-249	167	26	,	,	PUNCT
eurjchem-249	168	1	[	[	X
eurjchem-249	168	2	3.13	3.13	NUM
eurjchem-249	168	3	(	(	PUNCT
eurjchem-249	168	4	dd	dd	PROPN
eurjchem-249	168	5	,	,	PUNCT
eurjchem-249	168	6	j=2.03	j=2.03	PROPN
eurjchem-249	168	7	hz	hz	NOUN
eurjchem-249	168	8	,	,	PUNCT
eurjchem-249	168	9	1h	1h	NUM
eurjchem-249	168	10	)	)	PUNCT
eurjchem-249	168	11	,	,	PUNCT
eurjchem-249	168	12	3.39	3.39	NUM
eurjchem-249	168	13	(	(	PUNCT
eurjchem-249	168	14	dd	dd	PROPN
eurjchem-249	168	15	,	,	PUNCT
eurjchem-249	168	16	j=2.03	j=2.03	PROPN
eurjchem-249	168	17	hz	hz	NOUN
eurjchem-249	168	18	,	,	PUNCT
eurjchem-249	168	19	1h	1h	NUM
eurjchem-249	168	20	)	)	PUNCT
eurjchem-249	168	21	ch2	ch2	PROPN
eurjchem-249	168	22	]	]	PUNCT
eurjchem-249	168	23	,	,	PUNCT
eurjchem-249	168	24	5.96	5.96	NUM
eurjchem-249	168	25	(	(	PUNCT
eurjchem-249	168	26	dd	dd	PROPN
eurjchem-249	168	27	,	,	PUNCT
eurjchem-249	168	28	j=2.09	j=2.09	NOUN
eurjchem-249	168	29	hz	hz	PART
eurjchem-249	168	30	,	,	PUNCT
eurjchem-249	168	31	1h	1h	NUM
eurjchem-249	168	32	,	,	PUNCT
eurjchem-249	168	33	ch	ch	NOUN
eurjchem-249	168	34	)	)	PUNCT
eurjchem-249	168	35	,	,	PUNCT
eurjchem-249	168	36	7.06‐7.70	7.06‐7.70	NUM
eurjchem-249	168	37	(	(	PUNCT
eurjchem-249	168	38	m	m	PROPN
eurjchem-249	168	39	,	,	PUNCT
eurjchem-249	168	40	8h	8h	NUM
eurjchem-249	168	41	,	,	PUNCT
eurjchem-249	168	42	ar‐h	ar‐h	PROPN
eurjchem-249	168	43	)	)	PUNCT
eurjchem-249	168	44	.	.	PUNCT
eurjchem-249	169	1	ms	ms	NOUN
eurjchem-249	169	2	(	(	PUNCT
eurjchem-249	169	3	m	m	PROPN
eurjchem-249	169	4	/	/	SYM
eurjchem-249	169	5	z	z	NOUN
eurjchem-249	169	6	,	,	PUNCT
eurjchem-249	169	7	%	%	INTJ
eurjchem-249	169	8	):	):	PUNCT
eurjchem-249	169	9	335	335	NUM
eurjchem-249	169	10	(	(	PUNCT
eurjchem-249	169	11	m+	m+	NUM
eurjchem-249	169	12	,	,	PUNCT
eurjchem-249	169	13	18	18	NUM
eurjchem-249	169	14	)	)	PUNCT
eurjchem-249	169	15	.	.	PUNCT
eurjchem-249	170	1	anal	anal	PROPN
eurjchem-249	170	2	.	.	PUNCT
eurjchem-249	170	3	calcd	calcd	NOUN
eurjchem-249	170	4	.	.	PUNCT
eurjchem-249	171	1	for	for	ADP
eurjchem-249	171	2	c19h17n3o3	c19h17n3o3	NOUN
eurjchem-249	171	3	(	(	PUNCT
eurjchem-249	171	4	335.36	335.36	NUM
eurjchem-249	171	5	):	):	PUNCT
eurjchem-249	171	6	c	c	X
eurjchem-249	171	7	,	,	PUNCT
eurjchem-249	171	8	68.05	68.05	NUM
eurjchem-249	171	9	;	;	PUNCT
eurjchem-249	171	10	h	h	NOUN
eurjchem-249	171	11	,	,	PUNCT
eurjchem-249	171	12	5.11	5.11	NUM
eurjchem-249	171	13	;	;	PUNCT
eurjchem-249	171	14	n	n	CCONJ
eurjchem-249	171	15	,	,	PUNCT
eurjchem-249	171	16	12.53	12.53	NUM
eurjchem-249	171	17	.	.	PUNCT
eurjchem-249	171	18	found	find	VERB
eurjchem-249	171	19	:	:	PUNCT
eurjchem-249	172	1	c	c	X
eurjchem-249	172	2	,	,	PUNCT
eurjchem-249	172	3	68.30	68.30	NUM
eurjchem-249	172	4	;	;	PUNCT
eurjchem-249	172	5	h	h	NOUN
eurjchem-249	172	6	,	,	PUNCT
eurjchem-249	172	7	5.36	5.36	NUM
eurjchem-249	172	8	;	;	PUNCT
eurjchem-249	172	9	n	n	CCONJ
eurjchem-249	172	10	,	,	PUNCT
eurjchem-249	172	11	12.65	12.65	NUM
eurjchem-249	172	12	.	.	PUNCT
eurjchem-249	173	1	2.12	2.12	NUM
eurjchem-249	173	2	.	.	X
eurjchem-249	173	3	synthesis	synthesis	NOUN
eurjchem-249	173	4	of	of	ADP
eurjchem-249	173	5	2,6‐dimethyl‐3‐(2‐pyridinyl‐4,6‐	2,6‐dimethyl‐3‐(2‐pyridinyl‐4,6‐	PROPN
eurjchem-249	173	6	diphenyl)quinoxalin‐1,4‐dioxide	diphenyl)quinoxalin‐1,4‐dioxide	ADP
eurjchem-249	173	7	(	(	PUNCT
eurjchem-249	173	8	24	24	NUM
eurjchem-249	173	9	)	)	PUNCT
eurjchem-249	173	10	to	to	ADP
eurjchem-249	173	11	a	a	DET
eurjchem-249	173	12	solution	solution	NOUN
eurjchem-249	173	13	of	of	ADP
eurjchem-249	173	14	phenacyl	phenacyl	NOUN
eurjchem-249	173	15	pyridinium	pyridinium	NOUN
eurjchem-249	173	16	bromide	bromide	NOUN
eurjchem-249	173	17	(	(	PUNCT
eurjchem-249	173	18	22	22	NUM
eurjchem-249	173	19	)	)	PUNCT
eurjchem-249	173	20	(	(	PUNCT
eurjchem-249	173	21	0.834	0.834	NUM
eurjchem-249	173	22	g	g	NOUN
eurjchem-249	173	23	,	,	PUNCT
eurjchem-249	173	24	3	3	NUM
eurjchem-249	173	25	mmol	mmol	NOUN
eurjchem-249	173	26	)	)	PUNCT
eurjchem-249	173	27	and	and	CCONJ
eurjchem-249	173	28	ammonium	ammonium	NOUN
eurjchem-249	173	29	acetate	acetate	NOUN
eurjchem-249	173	30	(	(	PUNCT
eurjchem-249	173	31	2	2	NUM
eurjchem-249	173	32	g	g	NOUN
eurjchem-249	173	33	)	)	PUNCT
eurjchem-249	173	34	in	in	ADP
eurjchem-249	173	35	glacial	glacial	ADJ
eurjchem-249	173	36	acetic	acetic	ADJ
eurjchem-249	173	37	acid	acid	NOUN
eurjchem-249	173	38	(	(	PUNCT
eurjchem-249	173	39	10	10	NUM
eurjchem-249	173	40	ml	ml	NOUN
eurjchem-249	173	41	)	)	PUNCT
eurjchem-249	173	42	a	a	DET
eurjchem-249	173	43	solution	solution	NOUN
eurjchem-249	173	44	of	of	ADP
eurjchem-249	173	45	18	18	NUM
eurjchem-249	173	46	(	(	PUNCT
eurjchem-249	173	47	0.961	0.961	NUM
eurjchem-249	173	48	g	g	NOUN
eurjchem-249	173	49	,	,	PUNCT
eurjchem-249	173	50	3	3	NUM
eurjchem-249	173	51	mmol	mmol	NOUN
eurjchem-249	173	52	)	)	PUNCT
eurjchem-249	173	53	in	in	ADP
eurjchem-249	173	54	glacial	glacial	ADJ
eurjchem-249	173	55	acetic	acetic	ADJ
eurjchem-249	173	56	acid	acid	NOUN
eurjchem-249	173	57	(	(	PUNCT
eurjchem-249	173	58	10	10	NUM
eurjchem-249	173	59	ml	ml	NOUN
eurjchem-249	173	60	)	)	PUNCT
eurjchem-249	173	61	was	be	AUX
eurjchem-249	173	62	added	add	VERB
eurjchem-249	173	63	gradually	gradually	ADV
eurjchem-249	173	64	with	with	ADP
eurjchem-249	173	65	continuous	continuous	ADJ
eurjchem-249	173	66	stirring	stirring	NOUN
eurjchem-249	173	67	.	.	PUNCT
eurjchem-249	174	1	the	the	DET
eurjchem-249	174	2	reaction	reaction	NOUN
eurjchem-249	174	3	mixture	mixture	NOUN
eurjchem-249	174	4	was	be	AUX
eurjchem-249	174	5	refluxed	refluxe	VERB
eurjchem-249	174	6	for	for	ADP
eurjchem-249	174	7	2	2	NUM
eurjchem-249	174	8	h	h	NOUN
eurjchem-249	174	9	and	and	CCONJ
eurjchem-249	174	10	then	then	ADV
eurjchem-249	174	11	left	leave	VERB
eurjchem-249	174	12	to	to	PART
eurjchem-249	174	13	cool	cool	VERB
eurjchem-249	174	14	and	and	CCONJ
eurjchem-249	174	15	poured	pour	VERB
eurjchem-249	174	16	into	into	ADP
eurjchem-249	174	17	crushed	crush	VERB
eurjchem-249	174	18	ice	ice	NOUN
eurjchem-249	174	19	.	.	PUNCT
eurjchem-249	175	1	the	the	DET
eurjchem-249	175	2	formed	form	VERB
eurjchem-249	175	3	precipitate	precipitate	NOUN
eurjchem-249	175	4	was	be	AUX
eurjchem-249	175	5	filtered	filter	VERB
eurjchem-249	175	6	off	off	ADP
eurjchem-249	175	7	,	,	PUNCT
eurjchem-249	175	8	dried	dry	VERB
eurjchem-249	175	9	and	and	CCONJ
eurjchem-249	175	10	crystallized	crystallize	VERB
eurjchem-249	175	11	from	from	ADP
eurjchem-249	175	12	methanol	methanol	NOUN
eurjchem-249	175	13	to	to	PART
eurjchem-249	175	14	afford	afford	VERB
eurjchem-249	175	15	24	24	NUM
eurjchem-249	175	16	.	.	PUNCT
eurjchem-249	176	1	yellowish	yellowish	ADJ
eurjchem-249	176	2	brown	brown	ADJ
eurjchem-249	176	3	crystals	crystal	NOUN
eurjchem-249	176	4	,	,	PUNCT
eurjchem-249	176	5	m.p	m.p	PROPN
eurjchem-249	176	6	.	.	PROPN
eurjchem-249	176	7	:	:	PUNCT
eurjchem-249	176	8	186	186	NUM
eurjchem-249	176	9	oc	oc	NOUN
eurjchem-249	176	10	.	.	PUNCT
eurjchem-249	176	11	yield	yield	NOUN
eurjchem-249	176	12	:	:	PUNCT
eurjchem-249	176	13	80	80	NUM
eurjchem-249	176	14	%	%	NOUN
eurjchem-249	176	15	.	.	PUNCT
eurjchem-249	177	1	ir	ir	PROPN
eurjchem-249	177	2	(	(	PUNCT
eurjchem-249	177	3	kbr	kbr	PROPN
eurjchem-249	177	4	,	,	PUNCT
eurjchem-249	177	5	max	max	PROPN
eurjchem-249	177	6	,	,	PUNCT
eurjchem-249	177	7	cm‐1	cm‐1	PROPN
eurjchem-249	177	8	):	):	PUNCT
eurjchem-249	177	9	3000‐3077	3000‐3077	NUM
eurjchem-249	177	10	(	(	PUNCT
eurjchem-249	177	11	ch	ch	NOUN
eurjchem-249	177	12	streching	streching	NOUN
eurjchem-249	177	13	)	)	PUNCT
eurjchem-249	177	14	,	,	PUNCT
eurjchem-249	177	15	1620	1620	NUM
eurjchem-249	177	16	(	(	PUNCT
eurjchem-249	177	17	c	c	NOUN
eurjchem-249	177	18	=	=	SYM
eurjchem-249	177	19	n	n	NUM
eurjchem-249	177	20	)	)	PUNCT
eurjchem-249	177	21	,	,	PUNCT
eurjchem-249	177	22	1330	1330	NUM
eurjchem-249	177	23	(	(	PUNCT
eurjchem-249	177	24	n→o	n→o	NUM
eurjchem-249	177	25	)	)	PUNCT
eurjchem-249	177	26	.	.	PUNCT
eurjchem-249	178	1	1h	1h	NUM
eurjchem-249	178	2	nmr	nmr	NOUN
eurjchem-249	178	3	(	(	PUNCT
eurjchem-249	178	4	dmso	dmso	NOUN
eurjchem-249	178	5	,	,	PUNCT
eurjchem-249	178	6	δ	δ	PROPN
eurjchem-249	178	7	ppm	ppm	NOUN
eurjchem-249	178	8	):	):	PUNCT
eurjchem-249	178	9	2.35	2.35	NUM
eurjchem-249	178	10	(	(	PUNCT
eurjchem-249	178	11	s	s	PROPN
eurjchem-249	178	12	,	,	PUNCT
eurjchem-249	178	13	3h	3h	NUM
eurjchem-249	178	14	,	,	PUNCT
eurjchem-249	178	15	ch3	ch3	PROPN
eurjchem-249	178	16	)	)	PUNCT
eurjchem-249	178	17	,	,	PUNCT
eurjchem-249	178	18	2.93	2.93	NUM
eurjchem-249	178	19	(	(	PUNCT
eurjchem-249	178	20	s	s	PROPN
eurjchem-249	178	21	,	,	PUNCT
eurjchem-249	178	22	3h	3h	NUM
eurjchem-249	178	23	,	,	PUNCT
eurjchem-249	178	24	ch3	ch3	PROPN
eurjchem-249	178	25	)	)	PUNCT
eurjchem-249	178	26	,	,	PUNCT
eurjchem-249	178	27	8.11	8.11	NUM
eurjchem-249	178	28	and	and	CCONJ
eurjchem-249	178	29	8.56	8.56	NUM
eurjchem-249	178	30	(	(	PUNCT
eurjchem-249	178	31	2s	2s	NUM
eurjchem-249	178	32	,	,	PUNCT
eurjchem-249	178	33	2h	2h	NUM
eurjchem-249	178	34	,	,	PUNCT
eurjchem-249	178	35	py	py	PROPN
eurjchem-249	178	36	h`s	h`s	PROPN
eurjchem-249	178	37	)	)	PUNCT
eurjchem-249	178	38	,	,	PUNCT
eurjchem-249	178	39	7.06‐8.30	7.06‐8.30	NUM
eurjchem-249	178	40	(	(	PUNCT
eurjchem-249	178	41	m	m	PROPN
eurjchem-249	178	42	,	,	PUNCT
eurjchem-249	178	43	13h	13h	NOUN
eurjchem-249	178	44	,	,	PUNCT
eurjchem-249	178	45	ar‐h	ar‐h	NOUN
eurjchem-249	178	46	)	)	PUNCT
eurjchem-249	178	47	.	.	PUNCT
eurjchem-249	179	1	ms	ms	NOUN
eurjchem-249	179	2	(	(	PUNCT
eurjchem-249	179	3	m	m	PROPN
eurjchem-249	179	4	/	/	SYM
eurjchem-249	179	5	z	z	NOUN
eurjchem-249	179	6	,	,	PUNCT
eurjchem-249	179	7	%	%	INTJ
eurjchem-249	179	8	):	):	PUNCT
eurjchem-249	179	9	419	419	NUM
eurjchem-249	179	10	(	(	PUNCT
eurjchem-249	179	11	m+	m+	NUM
eurjchem-249	179	12	,	,	PUNCT
eurjchem-249	179	13	30	30	NUM
eurjchem-249	179	14	)	)	PUNCT
eurjchem-249	179	15	.	.	PUNCT
eurjchem-249	180	1	anal	anal	PROPN
eurjchem-249	180	2	.	.	PUNCT
eurjchem-249	180	3	calcd	calcd	NOUN
eurjchem-249	180	4	.	.	PUNCT
eurjchem-249	181	1	for	for	ADP
eurjchem-249	181	2	c27h21n3o2	c27h21n3o2	PROPN
eurjchem-249	181	3	(	(	PUNCT
eurjchem-249	181	4	419.47	419.47	NUM
eurjchem-249	181	5	):	):	PUNCT
eurjchem-249	181	6	c	c	X
eurjchem-249	181	7	,	,	PUNCT
eurjchem-249	181	8	77.31	77.31	NUM
eurjchem-249	181	9	;	;	PUNCT
eurjchem-249	181	10	h	h	NOUN
eurjchem-249	181	11	,	,	PUNCT
eurjchem-249	181	12	5.05	5.05	NUM
eurjchem-249	181	13	.	.	PUNCT
eurjchem-249	181	14	found	find	VERB
eurjchem-249	181	15	:	:	PUNCT
eurjchem-249	182	1	c	c	X
eurjchem-249	182	2	,	,	PUNCT
eurjchem-249	182	3	77.09	77.09	NUM
eurjchem-249	182	4	;	;	PUNCT
eurjchem-249	182	5	h	h	NOUN
eurjchem-249	182	6	,	,	PUNCT
eurjchem-249	182	7	4.89	4.89	NUM
eurjchem-249	182	8	.	.	PUNCT
eurjchem-249	183	1	2.13	2.13	NUM
eurjchem-249	183	2	.	.	PUNCT
eurjchem-249	184	1	synthesis	synthesis	NOUN
eurjchem-249	184	2	of	of	ADP
eurjchem-249	184	3	3‐(6‐amino‐5‐cyano‐4‐phenylpyridine‐2‐	3‐(6‐amino‐5‐cyano‐4‐phenylpyridine‐2‐	NUM
eurjchem-249	184	4	yl)‐2,6‐dimethyl‐quinoxalin‐1,4‐dioxide	yl)‐2,6‐dimethyl‐quinoxalin‐1,4‐dioxide	NOUN
eurjchem-249	184	5	(	(	PUNCT
eurjchem-249	184	6	25	25	NUM
eurjchem-249	184	7	)	)	PUNCT
eurjchem-249	184	8	a	a	DET
eurjchem-249	184	9	mixture	mixture	NOUN
eurjchem-249	184	10	of	of	ADP
eurjchem-249	184	11	18	18	NUM
eurjchem-249	184	12	(	(	PUNCT
eurjchem-249	184	13	0.961	0.961	NUM
eurjchem-249	184	14	g	g	NOUN
eurjchem-249	184	15	,	,	PUNCT
eurjchem-249	184	16	3	3	NUM
eurjchem-249	184	17	mmol	mmol	NOUN
eurjchem-249	184	18	)	)	PUNCT
eurjchem-249	184	19	,	,	PUNCT
eurjchem-249	184	20	malononitrile	malononitrile	NOUN
eurjchem-249	184	21	(	(	PUNCT
eurjchem-249	184	22	0.198	0.198	NUM
eurjchem-249	184	23	g	g	NOUN
eurjchem-249	184	24	,	,	PUNCT
eurjchem-249	184	25	3	3	NUM
eurjchem-249	184	26	mmol	mmol	NOUN
eurjchem-249	184	27	)	)	PUNCT
eurjchem-249	184	28	and	and	CCONJ
eurjchem-249	184	29	ammonium	ammonium	NOUN
eurjchem-249	184	30	acetate	acetate	NOUN
eurjchem-249	184	31	(	(	PUNCT
eurjchem-249	184	32	0.164	0.164	NUM
eurjchem-249	184	33	g	g	NOUN
eurjchem-249	184	34	,	,	PUNCT
eurjchem-249	184	35	2	2	NUM
eurjchem-249	184	36	mmol	mmol	NOUN
eurjchem-249	184	37	)	)	PUNCT
eurjchem-249	184	38	was	be	AUX
eurjchem-249	184	39	heated	heat	VERB
eurjchem-249	184	40	at	at	ADP
eurjchem-249	184	41	150	150	NUM
eurjchem-249	184	42	oc	oc	NOUN
eurjchem-249	184	43	for	for	ADP
eurjchem-249	184	44	4	4	NUM
eurjchem-249	184	45	hours	hour	NOUN
eurjchem-249	184	46	.	.	PUNCT
eurjchem-249	185	1	the	the	DET
eurjchem-249	185	2	solid	solid	ADJ
eurjchem-249	185	3	material	material	NOUN
eurjchem-249	185	4	was	be	AUX
eurjchem-249	185	5	washed	wash	VERB
eurjchem-249	185	6	with	with	ADP
eurjchem-249	185	7	water	water	NOUN
eurjchem-249	185	8	and	and	CCONJ
eurjchem-249	185	9	recrystallized	recrystallize	VERB
eurjchem-249	185	10	from	from	ADP
eurjchem-249	185	11	benzene	benzene	NOUN
eurjchem-249	185	12	to	to	PART
eurjchem-249	185	13	give	give	VERB
eurjchem-249	185	14	25	25	NUM
eurjchem-249	185	15	.	.	PUNCT
eurjchem-249	185	16	coffee	coffee	NOUN
eurjchem-249	185	17	brown	brown	ADJ
eurjchem-249	185	18	crystals	crystal	NOUN
eurjchem-249	185	19	,	,	PUNCT
eurjchem-249	185	20	m.p	m.p	PROPN
eurjchem-249	185	21	.	.	PROPN
eurjchem-249	185	22	:	:	PUNCT
eurjchem-249	186	1	100	100	NUM
eurjchem-249	186	2	oc	oc	NOUN
eurjchem-249	186	3	.	.	NOUN
eurjchem-249	186	4	yield	yield	NOUN
eurjchem-249	186	5	:	:	PUNCT
eurjchem-249	186	6	70	70	NUM
eurjchem-249	186	7	%	%	NOUN
eurjchem-249	186	8	.	.	PUNCT
eurjchem-249	187	1	ir	ir	PROPN
eurjchem-249	187	2	(	(	PUNCT
eurjchem-249	187	3	kbr	kbr	PROPN
eurjchem-249	187	4	,	,	PUNCT
eurjchem-249	187	5	max	max	PROPN
eurjchem-249	187	6	,	,	PUNCT
eurjchem-249	187	7	cm‐1	cm‐1	PROPN
eurjchem-249	187	8	):	):	PUNCT
eurjchem-249	187	9	3470	3470	NUM
eurjchem-249	187	10	(	(	PUNCT
eurjchem-249	187	11	nh2	nh2	PROPN
eurjchem-249	187	12	)	)	PUNCT
eurjchem-249	187	13	,	,	PUNCT
eurjchem-249	187	14	2220	2220	NUM
eurjchem-249	187	15	(	(	PUNCT
eurjchem-249	187	16	cn	cn	PROPN
eurjchem-249	187	17	)	)	PUNCT
eurjchem-249	187	18	,	,	PUNCT
eurjchem-249	187	19	1640	1640	NUM
eurjchem-249	187	20	(	(	PUNCT
eurjchem-249	187	21	c	c	NOUN
eurjchem-249	187	22	=	=	SYM
eurjchem-249	187	23	n	n	NUM
eurjchem-249	187	24	)	)	PUNCT
eurjchem-249	187	25	,	,	PUNCT
eurjchem-249	187	26	1320	1320	NUM
eurjchem-249	187	27	(	(	PUNCT
eurjchem-249	187	28	n→o	n→o	NUM
eurjchem-249	187	29	)	)	PUNCT
eurjchem-249	187	30	.	.	PUNCT
eurjchem-249	188	1	1h	1h	NUM
eurjchem-249	188	2	nmr	nmr	NOUN
eurjchem-249	188	3	(	(	PUNCT
eurjchem-249	188	4	dmso	dmso	NOUN
eurjchem-249	188	5	,	,	PUNCT
eurjchem-249	188	6	δ	δ	PROPN
eurjchem-249	188	7	ppm	ppm	VERB
eurjchem-249	188	8	):	):	PUNCT
eurjchem-249	188	9	2.30	2.30	NUM
eurjchem-249	188	10	(	(	PUNCT
eurjchem-249	188	11	s	s	PROPN
eurjchem-249	188	12	,	,	PUNCT
eurjchem-249	188	13	3h	3h	NUM
eurjchem-249	188	14	,	,	PUNCT
eurjchem-249	188	15	ch3	ch3	PROPN
eurjchem-249	188	16	)	)	PUNCT
eurjchem-249	188	17	,	,	PUNCT
eurjchem-249	188	18	2.90	2.90	NUM
eurjchem-249	188	19	(	(	PUNCT
eurjchem-249	188	20	s	s	PROPN
eurjchem-249	188	21	,	,	PUNCT
eurjchem-249	188	22	3h	3h	NUM
eurjchem-249	188	23	,	,	PUNCT
eurjchem-249	188	24	ch3	ch3	PROPN
eurjchem-249	188	25	)	)	PUNCT
eurjchem-249	188	26	,	,	PUNCT
eurjchem-249	188	27	7.05‐7.70	7.05‐7.70	NUM
eurjchem-249	188	28	(	(	PUNCT
eurjchem-249	188	29	m	m	PROPN
eurjchem-249	188	30	,	,	PUNCT
eurjchem-249	188	31	8h	8h	PROPN
eurjchem-249	188	32	,	,	PUNCT
eurjchem-249	188	33	ar‐	ar‐	PROPN
eurjchem-249	188	34	h	h	NOUN
eurjchem-249	188	35	)	)	PUNCT
eurjchem-249	188	36	,	,	PUNCT
eurjchem-249	188	37	7.60	7.60	NUM
eurjchem-249	188	38	(	(	PUNCT
eurjchem-249	188	39	s	s	PROPN
eurjchem-249	188	40	,	,	PUNCT
eurjchem-249	188	41	2h	2h	NUM
eurjchem-249	188	42	,	,	PUNCT
eurjchem-249	188	43	nh2	nh2	PROPN
eurjchem-249	188	44	)	)	PUNCT
eurjchem-249	188	45	,	,	PUNCT
eurjchem-249	188	46	8.2	8.2	NUM
eurjchem-249	188	47	(	(	PUNCT
eurjchem-249	188	48	s	s	PROPN
eurjchem-249	188	49	,	,	PUNCT
eurjchem-249	188	50	1h	1h	NUM
eurjchem-249	188	51	,	,	PUNCT
eurjchem-249	188	52	py‐h	py‐h	NUM
eurjchem-249	188	53	)	)	PUNCT
eurjchem-249	188	54	.	.	PUNCT
eurjchem-249	189	1	ms	ms	NOUN
eurjchem-249	189	2	(	(	PUNCT
eurjchem-249	189	3	m	m	PROPN
eurjchem-249	189	4	/	/	SYM
eurjchem-249	189	5	z	z	NOUN
eurjchem-249	189	6	,	,	PUNCT
eurjchem-249	189	7	%	%	INTJ
eurjchem-249	189	8	):	):	PUNCT
eurjchem-249	189	9	383	383	NUM
eurjchem-249	189	10	(	(	PUNCT
eurjchem-249	189	11	m+	m+	NUM
eurjchem-249	189	12	,	,	PUNCT
eurjchem-249	189	13	90	90	NUM
eurjchem-249	189	14	)	)	PUNCT
eurjchem-249	189	15	.	.	PUNCT
eurjchem-249	190	1	anal	anal	PROPN
eurjchem-249	190	2	.	.	PUNCT
eurjchem-249	190	3	calcd	calcd	NOUN
eurjchem-249	190	4	.	.	PUNCT
eurjchem-249	191	1	for	for	ADP
eurjchem-249	191	2	c22h17n5o2	c22h17n5o2	PROPN
eurjchem-249	191	3	(	(	PUNCT
eurjchem-249	191	4	383.40	383.40	NUM
eurjchem-249	191	5	):	):	PUNCT
eurjchem-249	191	6	c	c	NOUN
eurjchem-249	191	7	,	,	PUNCT
eurjchem-249	191	8	68.92	68.92	NUM
eurjchem-249	191	9	;	;	PUNCT
eurjchem-249	191	10	h	h	X
eurjchem-249	191	11	,	,	PUNCT
eurjchem-249	191	12	4.47	4.47	NUM
eurjchem-249	191	13	;	;	PUNCT
eurjchem-249	191	14	n	n	CCONJ
eurjchem-249	191	15	,	,	PUNCT
eurjchem-249	191	16	18.27	18.27	NUM
eurjchem-249	191	17	.	.	PUNCT
eurjchem-249	191	18	found	find	VERB
eurjchem-249	191	19	:	:	PUNCT
eurjchem-249	192	1	c	c	X
eurjchem-249	192	2	,	,	PUNCT
eurjchem-249	192	3	69.03	69.03	NUM
eurjchem-249	192	4	;	;	PUNCT
eurjchem-249	192	5	h	h	NOUN
eurjchem-249	192	6	,	,	PUNCT
eurjchem-249	192	7	4.53	4.53	NUM
eurjchem-249	192	8	;	;	PUNCT
eurjchem-249	192	9	n	n	CCONJ
eurjchem-249	192	10	,	,	PUNCT
eurjchem-249	192	11	18.45	18.45	NUM
eurjchem-249	192	12	.	.	NOUN
eurjchem-249	192	13	2.14	2.14	NUM
eurjchem-249	192	14	.	.	PUNCT
eurjchem-249	193	1	synthesis	synthesis	NOUN
eurjchem-249	193	2	of	of	ADP
eurjchem-249	193	3	2,6‐dimethyl‐3‐(hydrazinecarbonyl)‐	2,6‐dimethyl‐3‐(hydrazinecarbonyl)‐	NUM
eurjchem-249	193	4	quinoxalin‐1,4‐dioxide	quinoxalin‐1,4‐dioxide	ADJ
eurjchem-249	193	5	(	(	PUNCT
eurjchem-249	193	6	26	26	NUM
eurjchem-249	193	7	)	)	PUNCT
eurjchem-249	193	8	a	a	DET
eurjchem-249	193	9	mixture	mixture	NOUN
eurjchem-249	193	10	of	of	ADP
eurjchem-249	193	11	2,6‐dimethyl‐3‐carboethoxyquinoxalin‐1,4‐	2,6‐dimethyl‐3‐carboethoxyquinoxalin‐1,4‐	NUM
eurjchem-249	193	12	dioxide	dioxide	NOUN
eurjchem-249	193	13	(	(	PUNCT
eurjchem-249	193	14	10c	10c	NOUN
eurjchem-249	193	15	)	)	PUNCT
eurjchem-249	193	16	(	(	PUNCT
eurjchem-249	193	17	0.787	0.787	NUM
eurjchem-249	193	18	g	g	NOUN
eurjchem-249	193	19	,	,	PUNCT
eurjchem-249	193	20	3	3	NUM
eurjchem-249	193	21	mmol	mmol	NOUN
eurjchem-249	193	22	)	)	PUNCT
eurjchem-249	193	23	and	and	CCONJ
eurjchem-249	193	24	hydrazine	hydrazine	NOUN
eurjchem-249	193	25	hydrate	hydrate	NOUN
eurjchem-249	193	26	(	(	PUNCT
eurjchem-249	193	27	80	80	NUM
eurjchem-249	193	28	%	%	NOUN
eurjchem-249	193	29	,	,	PUNCT
eurjchem-249	193	30	3	3	NUM
eurjchem-249	193	31	ml	ml	NOUN
eurjchem-249	193	32	)	)	PUNCT
eurjchem-249	193	33	in	in	ADP
eurjchem-249	193	34	absolute	absolute	ADJ
eurjchem-249	193	35	ethanol	ethanol	NOUN
eurjchem-249	193	36	(	(	PUNCT
eurjchem-249	193	37	20	20	NUM
eurjchem-249	193	38	ml	ml	NOUN
eurjchem-249	193	39	)	)	PUNCT
eurjchem-249	193	40	was	be	AUX
eurjchem-249	193	41	refluxed	refluxe	VERB
eurjchem-249	193	42	for	for	ADP
eurjchem-249	193	43	6	6	NUM
eurjchem-249	193	44	hours	hour	NOUN
eurjchem-249	193	45	and	and	CCONJ
eurjchem-249	193	46	left	leave	VERB
eurjchem-249	193	47	to	to	PART
eurjchem-249	193	48	stand	stand	VERB
eurjchem-249	193	49	overnight	overnight	ADV
eurjchem-249	193	50	at	at	ADP
eurjchem-249	193	51	room	room	NOUN
eurjchem-249	193	52	temperature	temperature	NOUN
eurjchem-249	193	53	.	.	PUNCT
eurjchem-249	194	1	the	the	DET
eurjchem-249	194	2	separated	separate	VERB
eurjchem-249	194	3	crystals	crystal	NOUN
eurjchem-249	194	4	were	be	AUX
eurjchem-249	194	5	filtered	filter	VERB
eurjchem-249	194	6	off	off	ADP
eurjchem-249	194	7	,	,	PUNCT
eurjchem-249	194	8	dried	dry	VERB
eurjchem-249	194	9	and	and	CCONJ
eurjchem-249	194	10	crystallized	crystallize	VERB
eurjchem-249	194	11	from	from	ADP
eurjchem-249	194	12	ethanol	ethanol	NOUN
eurjchem-249	194	13	to	to	PART
eurjchem-249	194	14	give	give	VERB
eurjchem-249	194	15	26	26	NUM
eurjchem-249	194	16	.	.	PUNCT
eurjchem-249	195	1	yellow	yellow	ADJ
eurjchem-249	195	2	crystals	crystal	NOUN
eurjchem-249	195	3	,	,	PUNCT
eurjchem-249	195	4	m.p	m.p	PROPN
eurjchem-249	195	5	.	.	PROPN
eurjchem-249	195	6	:	:	PUNCT
eurjchem-249	195	7	218	218	NUM
eurjchem-249	195	8	oc	oc	NOUN
eurjchem-249	195	9	.	.	PUNCT
eurjchem-249	195	10	yield	yield	NOUN
eurjchem-249	195	11	:	:	PUNCT
eurjchem-249	195	12	70	70	NUM
eurjchem-249	195	13	%	%	NOUN
eurjchem-249	195	14	.	.	PUNCT
eurjchem-249	196	1	ir	ir	PROPN
eurjchem-249	196	2	(	(	PUNCT
eurjchem-249	196	3	kbr	kbr	PROPN
eurjchem-249	196	4	,	,	PUNCT
eurjchem-249	196	5	max	max	PROPN
eurjchem-249	196	6	,	,	PUNCT
eurjchem-249	196	7	cm‐1	cm‐1	PROPN
eurjchem-249	196	8	):	):	PUNCT
eurjchem-249	196	9	3380	3380	NUM
eurjchem-249	196	10	(	(	PUNCT
eurjchem-249	196	11	nh2	nh2	PROPN
eurjchem-249	196	12	)	)	PUNCT
eurjchem-249	196	13	,	,	PUNCT
eurjchem-249	196	14	3350	3350	NUM
eurjchem-249	196	15	(	(	PUNCT
eurjchem-249	196	16	nh	nh	NOUN
eurjchem-249	196	17	)	)	PUNCT
eurjchem-249	196	18	,	,	PUNCT
eurjchem-249	196	19	1650	1650	NUM
eurjchem-249	196	20	(	(	PUNCT
eurjchem-249	196	21	c	c	NOUN
eurjchem-249	196	22	=	=	NOUN
eurjchem-249	196	23	o	o	NOUN
eurjchem-249	196	24	)	)	PUNCT
eurjchem-249	196	25	,	,	PUNCT
eurjchem-249	196	26	1330	1330	NUM
eurjchem-249	196	27	(	(	PUNCT
eurjchem-249	196	28	n→o	n→o	NUM
eurjchem-249	196	29	)	)	PUNCT
eurjchem-249	196	30	.	.	PUNCT
eurjchem-249	197	1	1h	1h	NUM
eurjchem-249	197	2	nmr	nmr	NOUN
eurjchem-249	197	3	(	(	PUNCT
eurjchem-249	197	4	dmso	dmso	NOUN
eurjchem-249	197	5	,	,	PUNCT
eurjchem-249	197	6	δ	δ	PROPN
eurjchem-249	197	7	ppm	ppm	VERB
eurjchem-249	197	8	):	):	PUNCT
eurjchem-249	197	9	2.00	2.00	NUM
eurjchem-249	197	10	(	(	PUNCT
eurjchem-249	197	11	s	s	PROPN
eurjchem-249	197	12	,	,	PUNCT
eurjchem-249	197	13	2h	2h	NUM
eurjchem-249	197	14	,	,	PUNCT
eurjchem-249	197	15	nh2	nh2	PROPN
eurjchem-249	197	16	)	)	PUNCT
eurjchem-249	197	17	,	,	PUNCT
eurjchem-249	197	18	2.30	2.30	NUM
eurjchem-249	197	19	(	(	PUNCT
eurjchem-249	197	20	s	s	PROPN
eurjchem-249	197	21	,	,	PUNCT
eurjchem-249	197	22	3h	3h	NUM
eurjchem-249	197	23	,	,	PUNCT
eurjchem-249	197	24	ch3	ch3	PROPN
eurjchem-249	197	25	)	)	PUNCT
eurjchem-249	197	26	,	,	PUNCT
eurjchem-249	197	27	2.91	2.91	NUM
eurjchem-249	197	28	(	(	PUNCT
eurjchem-249	197	29	s	s	PROPN
eurjchem-249	197	30	,	,	PUNCT
eurjchem-249	197	31	3h	3h	NUM
eurjchem-249	197	32	,	,	PUNCT
eurjchem-249	197	33	ch3	ch3	PROPN
eurjchem-249	197	34	)	)	PUNCT
eurjchem-249	197	35	,	,	PUNCT
eurjchem-249	197	36	7.06	7.06	NUM
eurjchem-249	197	37	(	(	PUNCT
eurjchem-249	197	38	s	s	PROPN
eurjchem-249	197	39	,	,	PUNCT
eurjchem-249	197	40	1h	1h	NUM
eurjchem-249	197	41	,	,	PUNCT
eurjchem-249	197	42	ar‐h	ar‐h	NOUN
eurjchem-249	197	43	)	)	PUNCT
eurjchem-249	197	44	,	,	PUNCT
eurjchem-249	197	45	7.23	7.23	NUM
eurjchem-249	197	46	(	(	PUNCT
eurjchem-249	197	47	d	d	PROPN
eurjchem-249	197	48	,	,	PUNCT
eurjchem-249	197	49	1h	1h	NUM
eurjchem-249	197	50	,	,	PUNCT
eurjchem-249	197	51	ar‐h	ar‐h	NOUN
eurjchem-249	197	52	)	)	PUNCT
eurjchem-249	197	53	,	,	PUNCT
eurjchem-249	197	54	7.70	7.70	NUM
eurjchem-249	197	55	(	(	PUNCT
eurjchem-249	197	56	d	d	PROPN
eurjchem-249	197	57	,	,	PUNCT
eurjchem-249	197	58	1h	1h	NUM
eurjchem-249	197	59	,	,	PUNCT
eurjchem-249	197	60	ar‐h	ar‐h	NOUN
eurjchem-249	197	61	)	)	PUNCT
eurjchem-249	197	62	,	,	PUNCT
eurjchem-249	197	63	8.00	8.00	NUM
eurjchem-249	197	64	(	(	PUNCT
eurjchem-249	197	65	s	s	PROPN
eurjchem-249	197	66	,	,	PUNCT
eurjchem-249	197	67	1h	1h	NUM
eurjchem-249	197	68	,	,	PUNCT
eurjchem-249	197	69	nh	nh	PROPN
eurjchem-249	197	70	)	)	PUNCT
eurjchem-249	197	71	.	.	PUNCT
eurjchem-249	198	1	anal	anal	PROPN
eurjchem-249	198	2	.	.	PUNCT
eurjchem-249	198	3	calcd	calcd	NOUN
eurjchem-249	198	4	.	.	PUNCT
eurjchem-249	199	1	for	for	SCONJ
eurjchem-249	199	2	c11h12n4o3	c11h12n4o3	NOUN
eurjchem-249	199	3	(	(	PUNCT
eurjchem-249	199	4	248.24	248.24	NUM
eurjchem-249	199	5	):	):	PUNCT
eurjchem-249	199	6	c	c	X
eurjchem-249	199	7	,	,	PUNCT
eurjchem-249	199	8	53.22	53.22	NUM
eurjchem-249	199	9	;	;	PUNCT
eurjchem-249	199	10	h	h	NOUN
eurjchem-249	199	11	,	,	PUNCT
eurjchem-249	199	12	4.87	4.87	NUM
eurjchem-249	199	13	;	;	PUNCT
eurjchem-249	199	14	n	n	CCONJ
eurjchem-249	199	15	,	,	PUNCT
eurjchem-249	199	16	22.57	22.57	NUM
eurjchem-249	199	17	.	.	PUNCT
eurjchem-249	199	18	found	find	VERB
eurjchem-249	199	19	:	:	PUNCT
eurjchem-249	200	1	c	c	X
eurjchem-249	200	2	,	,	PUNCT
eurjchem-249	200	3	53.07	53.07	NUM
eurjchem-249	200	4	;	;	PUNCT
eurjchem-249	200	5	h	h	X
eurjchem-249	200	6	,	,	PUNCT
eurjchem-249	200	7	4.91	4.91	NUM
eurjchem-249	200	8	;	;	PUNCT
eurjchem-249	200	9	n	n	CCONJ
eurjchem-249	200	10	,	,	PUNCT
eurjchem-249	200	11	22.64	22.64	NUM
eurjchem-249	200	12	.	.	NOUN
eurjchem-249	201	1	2.15	2.15	NUM
eurjchem-249	201	2	.	.	PUNCT
eurjchem-249	201	3	synthesis	synthesis	NOUN
eurjchem-249	201	4	of	of	ADP
eurjchem-249	201	5	2,6‐dimethyl‐3‐(5‐thioxo‐1',3',4'‐	2,6‐dimethyl‐3‐(5‐thioxo‐1',3',4'‐	NUM
eurjchem-249	201	6	oxadiazolo‐2'‐yl)‐quinoxalin‐1,4‐dioxide	oxadiazolo‐2'‐yl)‐quinoxalin‐1,4‐dioxide	ADP
eurjchem-249	201	7	(	(	PUNCT
eurjchem-249	201	8	27	27	NUM
eurjchem-249	201	9	)	)	PUNCT
eurjchem-249	201	10	a	a	DET
eurjchem-249	201	11	mixture	mixture	NOUN
eurjchem-249	201	12	of	of	ADP
eurjchem-249	201	13	26	26	NUM
eurjchem-249	201	14	(	(	PUNCT
eurjchem-249	201	15	1.201	1.201	NUM
eurjchem-249	201	16	g	g	NOUN
eurjchem-249	201	17	,	,	PUNCT
eurjchem-249	201	18	5	5	NUM
eurjchem-249	201	19	mmol	mmol	NOUN
eurjchem-249	201	20	)	)	PUNCT
eurjchem-249	201	21	in	in	ADP
eurjchem-249	201	22	ethanol	ethanol	NOUN
eurjchem-249	201	23	(	(	PUNCT
eurjchem-249	201	24	10	10	NUM
eurjchem-249	201	25	ml	ml	NOUN
eurjchem-249	201	26	)	)	PUNCT
eurjchem-249	201	27	,	,	PUNCT
eurjchem-249	201	28	potassium	potassium	NOUN
eurjchem-249	201	29	hydroxide	hydroxide	NOUN
eurjchem-249	201	30	(	(	PUNCT
eurjchem-249	201	31	0.281	0.281	NUM
eurjchem-249	201	32	g	g	NOUN
eurjchem-249	201	33	,	,	PUNCT
eurjchem-249	201	34	5	5	NUM
eurjchem-249	201	35	mmol	mmol	NOUN
eurjchem-249	201	36	)	)	PUNCT
eurjchem-249	201	37	in	in	ADP
eurjchem-249	201	38	water	water	NOUN
eurjchem-249	201	39	(	(	PUNCT
eurjchem-249	201	40	3	3	NUM
eurjchem-249	201	41	ml	ml	NOUN
eurjchem-249	201	42	)	)	PUNCT
eurjchem-249	201	43	and	and	CCONJ
eurjchem-249	201	44	carbon	carbon	NOUN
eurjchem-249	201	45	disulfide	disulfide	NOUN
eurjchem-249	201	46	(	(	PUNCT
eurjchem-249	201	47	0.381	0.381	NUM
eurjchem-249	201	48	g	g	NOUN
eurjchem-249	201	49	,	,	PUNCT
eurjchem-249	201	50	5	5	NUM
eurjchem-249	201	51	mmol	mmol	NOUN
eurjchem-249	201	52	)	)	PUNCT
eurjchem-249	201	53	was	be	AUX
eurjchem-249	201	54	heated	heat	VERB
eurjchem-249	201	55	under	under	ADP
eurjchem-249	201	56	reflux	reflux	NOUN
eurjchem-249	201	57	for	for	ADP
eurjchem-249	201	58	7	7	NUM
eurjchem-249	201	59	hours	hour	NOUN
eurjchem-249	201	60	or	or	CCONJ
eurjchem-249	201	61	until	until	SCONJ
eurjchem-249	201	62	the	the	DET
eurjchem-249	201	63	evolution	evolution	NOUN
eurjchem-249	201	64	of	of	ADP
eurjchem-249	201	65	h2s	h2s	PROPN
eurjchem-249	201	66	ceased	cease	VERB
eurjchem-249	201	67	.	.	PUNCT
eurjchem-249	202	1	the	the	DET
eurjchem-249	202	2	reaction	reaction	NOUN
eurjchem-249	202	3	mixture	mixture	NOUN
eurjchem-249	202	4	was	be	AUX
eurjchem-249	202	5	left	leave	VERB
eurjchem-249	202	6	to	to	PART
eurjchem-249	202	7	cool	cool	ADJ
eurjchem-249	202	8	,	,	PUNCT
eurjchem-249	202	9	poured	pour	VERB
eurjchem-249	202	10	into	into	ADP
eurjchem-249	202	11	crushed	crushed	ADJ
eurjchem-249	202	12	ice	ice	NOUN
eurjchem-249	202	13	and	and	CCONJ
eurjchem-249	202	14	acidified	acidify	VERB
eurjchem-249	202	15	with	with	ADP
eurjchem-249	202	16	conc	conc	NOUN
eurjchem-249	202	17	.	.	PUNCT
eurjchem-249	203	1	hcl	hcl	PROPN
eurjchem-249	203	2	.	.	PUNCT
eurjchem-249	204	1	the	the	DET
eurjchem-249	204	2	precipitate	precipitate	NOUN
eurjchem-249	204	3	was	be	AUX
eurjchem-249	204	4	filtered	filter	VERB
eurjchem-249	204	5	off	off	ADP
eurjchem-249	204	6	,	,	PUNCT
eurjchem-249	204	7	washed	wash	VERB
eurjchem-249	204	8	with	with	ADP
eurjchem-249	204	9	water	water	NOUN
eurjchem-249	204	10	,	,	PUNCT
eurjchem-249	204	11	dried	dry	VERB
eurjchem-249	204	12	and	and	CCONJ
eurjchem-249	204	13	crystallized	crystallize	VERB
eurjchem-249	204	14	from	from	ADP
eurjchem-249	204	15	ethanol	ethanol	NOUN
eurjchem-249	204	16	to	to	PART
eurjchem-249	204	17	give	give	VERB
eurjchem-249	204	18	27	27	NUM
eurjchem-249	204	19	.	.	PUNCT
eurjchem-249	205	1	brownish	brownish	ADJ
eurjchem-249	205	2	crystals	crystal	NOUN
eurjchem-249	205	3	,	,	PUNCT
eurjchem-249	205	4	m.p	m.p	PROPN
eurjchem-249	205	5	.	.	PROPN
eurjchem-249	205	6	:	:	PUNCT
eurjchem-249	205	7	210	210	NUM
eurjchem-249	205	8	oc	oc	PROPN
eurjchem-249	205	9	.	.	PROPN
eurjchem-249	205	10	yield	yield	NOUN
eurjchem-249	205	11	:	:	PUNCT
eurjchem-249	205	12	85	85	NUM
eurjchem-249	205	13	%	%	NOUN
eurjchem-249	205	14	.	.	PUNCT
eurjchem-249	206	1	ir	ir	PROPN
eurjchem-249	206	2	(	(	PUNCT
eurjchem-249	206	3	kbr	kbr	PROPN
eurjchem-249	206	4	,	,	PUNCT
eurjchem-249	206	5	max	max	PROPN
eurjchem-249	206	6	,	,	PUNCT
eurjchem-249	206	7	cm‐1	cm‐1	PROPN
eurjchem-249	206	8	):	):	PUNCT
eurjchem-249	206	9	1595	1595	NUM
eurjchem-249	206	10	(	(	PUNCT
eurjchem-249	206	11	c	c	NOUN
eurjchem-249	206	12	=	=	SYM
eurjchem-249	206	13	n	n	NUM
eurjchem-249	206	14	)	)	PUNCT
eurjchem-249	206	15	,	,	PUNCT
eurjchem-249	206	16	1330	1330	NUM
eurjchem-249	206	17	(	(	PUNCT
eurjchem-249	206	18	n→o	n→o	NUM
eurjchem-249	206	19	)	)	PUNCT
eurjchem-249	206	20	,	,	PUNCT
eurjchem-249	206	21	1300‐1100	1300‐1100	NUM
eurjchem-249	206	22	(	(	PUNCT
eurjchem-249	206	23	c	c	NOUN
eurjchem-249	206	24	=	=	SYM
eurjchem-249	206	25	s	s	NOUN
eurjchem-249	206	26	)	)	PUNCT
eurjchem-249	206	27	,	,	PUNCT
eurjchem-249	206	28	2600‐2620	2600‐2620	NUM
eurjchem-249	206	29	(	(	PUNCT
eurjchem-249	206	30	sh	sh	PROPN
eurjchem-249	206	31	)	)	PUNCT
eurjchem-249	206	32	.	.	PUNCT
eurjchem-249	207	1	1h	1h	NUM
eurjchem-249	207	2	nmr	nmr	NOUN
eurjchem-249	207	3	(	(	PUNCT
eurjchem-249	207	4	dmso	dmso	NOUN
eurjchem-249	207	5	,	,	PUNCT
eurjchem-249	207	6	δ	δ	PROPN
eurjchem-249	207	7	ppm	ppm	VERB
eurjchem-249	207	8	):	):	PUNCT
eurjchem-249	207	9	2.34	2.34	NUM
eurjchem-249	207	10	(	(	PUNCT
eurjchem-249	207	11	s	s	PROPN
eurjchem-249	207	12	,	,	PUNCT
eurjchem-249	207	13	3h	3h	NUM
eurjchem-249	207	14	,	,	PUNCT
eurjchem-249	207	15	ch3	ch3	PROPN
eurjchem-249	207	16	)	)	PUNCT
eurjchem-249	207	17	,	,	PUNCT
eurjchem-249	207	18	2.90	2.90	NUM
eurjchem-249	207	19	(	(	PUNCT
eurjchem-249	207	20	s	s	PROPN
eurjchem-249	207	21	,	,	PUNCT
eurjchem-249	207	22	3h	3h	NUM
eurjchem-249	207	23	,	,	PUNCT
eurjchem-249	207	24	ch3	ch3	PROPN
eurjchem-249	207	25	)	)	PUNCT
eurjchem-249	207	26	,	,	PUNCT
eurjchem-249	207	27	7.00	7.00	NUM
eurjchem-249	207	28	(	(	PUNCT
eurjchem-249	207	29	s	s	PROPN
eurjchem-249	207	30	,	,	PUNCT
eurjchem-249	207	31	1h	1h	NUM
eurjchem-249	207	32	,	,	PUNCT
eurjchem-249	207	33	nh	nh	PROPN
eurjchem-249	207	34	)	)	PUNCT
eurjchem-249	207	35	,	,	PUNCT
eurjchem-249	207	36	7.06	7.06	NUM
eurjchem-249	207	37	(	(	PUNCT
eurjchem-249	207	38	s	s	PROPN
eurjchem-249	207	39	,	,	PUNCT
eurjchem-249	207	40	1h	1h	NUM
eurjchem-249	207	41	,	,	PUNCT
eurjchem-249	207	42	ar‐h	ar‐h	NOUN
eurjchem-249	207	43	)	)	PUNCT
eurjchem-249	207	44	,	,	PUNCT
eurjchem-249	207	45	7.23	7.23	NUM
eurjchem-249	207	46	(	(	PUNCT
eurjchem-249	207	47	d	d	PROPN
eurjchem-249	207	48	,	,	PUNCT
eurjchem-249	207	49	1h	1h	NUM
eurjchem-249	207	50	,	,	PUNCT
eurjchem-249	207	51	ar‐h	ar‐h	NOUN
eurjchem-249	207	52	)	)	PUNCT
eurjchem-249	207	53	,	,	PUNCT
eurjchem-249	207	54	7.70	7.70	NUM
eurjchem-249	207	55	(	(	PUNCT
eurjchem-249	207	56	d	d	PROPN
eurjchem-249	207	57	,	,	PUNCT
eurjchem-249	207	58	1h	1h	NUM
eurjchem-249	207	59	,	,	PUNCT
eurjchem-249	207	60	ar‐h	ar‐h	NOUN
eurjchem-249	207	61	)	)	PUNCT
eurjchem-249	207	62	.	.	PUNCT
eurjchem-249	208	1	ms	ms	NOUN
eurjchem-249	208	2	(	(	PUNCT
eurjchem-249	208	3	m	m	PROPN
eurjchem-249	208	4	/	/	SYM
eurjchem-249	208	5	z	z	NOUN
eurjchem-249	208	6	,	,	PUNCT
eurjchem-249	208	7	%	%	INTJ
eurjchem-249	208	8	):	):	PUNCT
eurjchem-249	208	9	290	290	NUM
eurjchem-249	208	10	(	(	PUNCT
eurjchem-249	208	11	m+	m+	NUM
eurjchem-249	208	12	,	,	PUNCT
eurjchem-249	208	13	33	33	NUM
eurjchem-249	208	14	)	)	PUNCT
eurjchem-249	208	15	.	.	PUNCT
eurjchem-249	209	1	anal	anal	PROPN
eurjchem-249	209	2	.	.	PUNCT
eurjchem-249	209	3	calcd	calcd	NOUN
eurjchem-249	209	4	.	.	PUNCT
eurjchem-249	210	1	for	for	ADP
eurjchem-249	210	2	c12h10n4o3s	c12h10n4o3s	NUM
eurjchem-249	210	3	(	(	PUNCT
eurjchem-249	210	4	290.30	290.30	NUM
eurjchem-249	210	5	):	):	PUNCT
eurjchem-249	210	6	c	c	NOUN
eurjchem-249	210	7	,	,	PUNCT
eurjchem-249	210	8	49.65	49.65	NUM
eurjchem-249	210	9	;	;	PUNCT
eurjchem-249	210	10	h	h	X
eurjchem-249	210	11	,	,	PUNCT
eurjchem-249	210	12	3.47	3.47	NUM
eurjchem-249	210	13	.	.	PUNCT
eurjchem-249	210	14	found	find	VERB
eurjchem-249	210	15	:	:	PUNCT
eurjchem-249	211	1	c	c	X
eurjchem-249	211	2	,	,	PUNCT
eurjchem-249	211	3	49.77	49.77	NUM
eurjchem-249	211	4	;	;	PUNCT
eurjchem-249	211	5	h	h	NOUN
eurjchem-249	211	6	,	,	PUNCT
eurjchem-249	211	7	3.54	3.54	NUM
eurjchem-249	211	8	.	.	PUNCT
eurjchem-249	212	1	2.16	2.16	NUM
eurjchem-249	212	2	.	.	PUNCT
eurjchem-249	213	1	synthesis	synthesis	NOUN
eurjchem-249	213	2	of	of	ADP
eurjchem-249	213	3	3,7‐dimethyl‐1,4‐dioxyquinoxaline‐2‐	3,7‐dimethyl‐1,4‐dioxyquinoxaline‐2‐	NUM
eurjchem-249	213	4	carboxylic	carboxylic	ADJ
eurjchem-249	213	5	acid	acid	NOUN
eurjchem-249	213	6	n`‐(3,7‐dimethyl‐1,4‐dioxyquinoaline‐2‐	n`‐(3,7‐dimethyl‐1,4‐dioxyquinoaline‐2‐	NOUN
eurjchem-249	213	7	carbonyl)hydrazide	carbonyl)hydrazide	PROPN
eurjchem-249	213	8	derivative	derivative	NOUN
eurjchem-249	213	9	(	(	PUNCT
eurjchem-249	213	10	29	29	NUM
eurjchem-249	213	11	)	)	PUNCT
eurjchem-249	213	12	a	a	DET
eurjchem-249	213	13	mixture	mixture	NOUN
eurjchem-249	213	14	of	of	ADP
eurjchem-249	213	15	26	26	NUM
eurjchem-249	213	16	(	(	PUNCT
eurjchem-249	213	17	0.721	0.721	NUM
eurjchem-249	213	18	g	g	NOUN
eurjchem-249	213	19	,	,	PUNCT
eurjchem-249	213	20	3	3	NUM
eurjchem-249	213	21	mmol	mmol	NOUN
eurjchem-249	213	22	)	)	PUNCT
eurjchem-249	213	23	,	,	PUNCT
eurjchem-249	213	24	acetoacetanilide	acetoacetanilide	NOUN
eurjchem-249	213	25	(	(	PUNCT
eurjchem-249	213	26	0.532	0.532	NUM
eurjchem-249	213	27	g	g	NOUN
eurjchem-249	213	28	,	,	PUNCT
eurjchem-249	213	29	3	3	NUM
eurjchem-249	213	30	mmol	mmol	NOUN
eurjchem-249	213	31	)	)	PUNCT
eurjchem-249	213	32	in	in	ADP
eurjchem-249	213	33	glacial	glacial	ADJ
eurjchem-249	213	34	acetic	acetic	ADJ
eurjchem-249	213	35	acid	acid	NOUN
eurjchem-249	213	36	(	(	PUNCT
eurjchem-249	213	37	15	15	NUM
eurjchem-249	213	38	ml	ml	NOUN
eurjchem-249	213	39	)	)	PUNCT
eurjchem-249	213	40	was	be	AUX
eurjchem-249	213	41	refluxed	refluxe	VERB
eurjchem-249	213	42	for	for	ADP
eurjchem-249	213	43	3	3	NUM
eurjchem-249	213	44	h.	h.	NOUN
eurjchem-249	213	45	after	after	ADP
eurjchem-249	213	46	cooling	cool	VERB
eurjchem-249	213	47	,	,	PUNCT
eurjchem-249	213	48	the	the	DET
eurjchem-249	213	49	precipitate	precipitate	NOUN
eurjchem-249	213	50	was	be	AUX
eurjchem-249	213	51	filtered	filter	VERB
eurjchem-249	213	52	off	off	ADP
eurjchem-249	213	53	,	,	PUNCT
eurjchem-249	213	54	dried	dry	VERB
eurjchem-249	213	55	and	and	CCONJ
eurjchem-249	213	56	recrystallized	recrystallize	VERB
eurjchem-249	213	57	from	from	ADP
eurjchem-249	213	58	acetic	acetic	ADJ
eurjchem-249	213	59	acid	acid	NOUN
eurjchem-249	213	60	to	to	PART
eurjchem-249	213	61	give	give	VERB
eurjchem-249	213	62	29	29	NUM
eurjchem-249	213	63	.	.	PUNCT
eurjchem-249	214	1	dark	dark	ADJ
eurjchem-249	214	2	yellow	yellow	ADJ
eurjchem-249	214	3	powder	powder	NOUN
eurjchem-249	214	4	,	,	PUNCT
eurjchem-249	214	5	m.p	m.p	PROPN
eurjchem-249	214	6	.	.	PROPN
eurjchem-249	214	7	:	:	PUNCT
eurjchem-249	215	1	>	>	PUNCT
eurjchem-249	215	2	300	300	NUM
eurjchem-249	215	3	oc	oc	NOUN
eurjchem-249	215	4	.	.	PUNCT
eurjchem-249	215	5	yield	yield	NOUN
eurjchem-249	215	6	:	:	PUNCT
eurjchem-249	215	7	60	60	NUM
eurjchem-249	215	8	%	%	NOUN
eurjchem-249	215	9	.	.	PUNCT
eurjchem-249	216	1	ir	ir	PROPN
eurjchem-249	216	2	(	(	PUNCT
eurjchem-249	216	3	kbr	kbr	PROPN
eurjchem-249	216	4	,	,	PUNCT
eurjchem-249	216	5	max	max	PROPN
eurjchem-249	216	6	,	,	PUNCT
eurjchem-249	216	7	cm‐1	cm‐1	PROPN
eurjchem-249	216	8	):	):	PUNCT
eurjchem-249	216	9	3250	3250	NUM
eurjchem-249	216	10	,	,	PUNCT
eurjchem-249	216	11	3280	3280	NUM
eurjchem-249	216	12	(	(	PUNCT
eurjchem-249	216	13	nh	nh	PROPN
eurjchem-249	216	14	/	/	SYM
eurjchem-249	216	15	nh	nh	PROPN
eurjchem-249	216	16	)	)	PUNCT
eurjchem-249	216	17	,	,	PUNCT
eurjchem-249	216	18	1700	1700	NUM
eurjchem-249	216	19	(	(	PUNCT
eurjchem-249	216	20	two	two	NUM
eurjchem-249	216	21	c	c	NOUN
eurjchem-249	216	22	=	=	NOUN
eurjchem-249	216	23	o	o	NOUN
eurjchem-249	216	24	)	)	PUNCT
eurjchem-249	216	25	,	,	PUNCT
eurjchem-249	216	26	1327	1327	NUM
eurjchem-249	216	27	(	(	PUNCT
eurjchem-249	216	28	n→o	n→o	NUM
eurjchem-249	216	29	)	)	PUNCT
eurjchem-249	216	30	.	.	PUNCT
eurjchem-249	217	1	1h	1h	NUM
eurjchem-249	217	2	nmr	nmr	NOUN
eurjchem-249	217	3	(	(	PUNCT
eurjchem-249	217	4	dmso	dmso	NOUN
eurjchem-249	217	5	,	,	PUNCT
eurjchem-249	217	6	δ	δ	PROPN
eurjchem-249	217	7	ppm	ppm	VERB
eurjchem-249	217	8	):	):	PUNCT
eurjchem-249	217	9	2.55	2.55	NUM
eurjchem-249	217	10	(	(	PUNCT
eurjchem-249	217	11	s	s	PROPN
eurjchem-249	217	12	,	,	PUNCT
eurjchem-249	217	13	6h	6h	NUM
eurjchem-249	217	14	,	,	PUNCT
eurjchem-249	217	15	2ch3	2ch3	NUM
eurjchem-249	217	16	)	)	PUNCT
eurjchem-249	217	17	,	,	PUNCT
eurjchem-249	217	18	2.91	2.91	NUM
eurjchem-249	217	19	(	(	PUNCT
eurjchem-249	217	20	s	s	PROPN
eurjchem-249	217	21	,	,	PUNCT
eurjchem-249	217	22	6h	6h	NUM
eurjchem-249	217	23	,	,	PUNCT
eurjchem-249	217	24	2ch3	2ch3	NUM
eurjchem-249	217	25	)	)	PUNCT
eurjchem-249	217	26	,	,	PUNCT
eurjchem-249	217	27	6.80‐7.60	6.80‐7.60	NUM
eurjchem-249	217	28	(	(	PUNCT
eurjchem-249	217	29	m	m	PROPN
eurjchem-249	217	30	,	,	PUNCT
eurjchem-249	217	31	6h	6h	NUM
eurjchem-249	217	32	,	,	PUNCT
eurjchem-249	217	33	ar‐h	ar‐h	PROPN
eurjchem-249	217	34	)	)	PUNCT
eurjchem-249	217	35	,	,	PUNCT
eurjchem-249	217	36	9.50	9.50	NUM
eurjchem-249	217	37	(	(	PUNCT
eurjchem-249	217	38	br	br	PROPN
eurjchem-249	217	39	.	.	PUNCT
eurjchem-249	217	40	s.	s.	PROPN
eurjchem-249	217	41	,	,	PUNCT
eurjchem-249	217	42	2h	2h	NUM
eurjchem-249	217	43	,	,	PUNCT
eurjchem-249	217	44	nh	nh	PROPN
eurjchem-249	217	45	/	/	SYM
eurjchem-249	217	46	nh	nh	PROPN
eurjchem-249	217	47	)	)	PUNCT
eurjchem-249	217	48	.	.	PUNCT
eurjchem-249	218	1	ms	ms	NOUN
eurjchem-249	218	2	(	(	PUNCT
eurjchem-249	218	3	m	m	PROPN
eurjchem-249	218	4	/	/	SYM
eurjchem-249	218	5	z	z	NOUN
eurjchem-249	218	6	,	,	PUNCT
eurjchem-249	218	7	%	%	INTJ
eurjchem-249	218	8	):	):	PUNCT
eurjchem-249	218	9	432	432	NUM
eurjchem-249	218	10	(	(	PUNCT
eurjchem-249	218	11	m+‐32	m+‐32	PROPN
eurjchem-249	218	12	,	,	PUNCT
eurjchem-249	218	13	20	20	NUM
eurjchem-249	218	14	)	)	PUNCT
eurjchem-249	218	15	.	.	PUNCT
eurjchem-249	219	1	anal	anal	PROPN
eurjchem-249	219	2	.	.	PUNCT
eurjchem-249	219	3	calcd	calcd	NOUN
eurjchem-249	219	4	.	.	PUNCT
eurjchem-249	220	1	for	for	ADP
eurjchem-249	220	2	c22h20n6o6	c22h20n6o6	PROPN
eurjchem-249	220	3	(	(	PUNCT
eurjchem-249	220	4	464.43	464.43	NUM
eurjchem-249	220	5	):	):	PUNCT
eurjchem-249	220	6	c	c	X
eurjchem-249	220	7	,	,	PUNCT
eurjchem-249	220	8	56.89	56.89	NUM
eurjchem-249	220	9	;	;	PUNCT
eurjchem-249	220	10	h	h	NOUN
eurjchem-249	220	11	,	,	PUNCT
eurjchem-249	220	12	4.34	4.34	NUM
eurjchem-249	220	13	;	;	PUNCT
eurjchem-249	220	14	n	n	CCONJ
eurjchem-249	220	15	,	,	PUNCT
eurjchem-249	220	16	18.10	18.10	NUM
eurjchem-249	220	17	.	.	PUNCT
eurjchem-249	220	18	found	find	VERB
eurjchem-249	220	19	:	:	PUNCT
eurjchem-249	221	1	c	c	X
eurjchem-249	221	2	,	,	PUNCT
eurjchem-249	221	3	56.97	56.97	NUM
eurjchem-249	221	4	;	;	PUNCT
eurjchem-249	221	5	h	h	NOUN
eurjchem-249	221	6	,	,	PUNCT
eurjchem-249	221	7	4.42	4.42	NUM
eurjchem-249	221	8	;	;	PUNCT
eurjchem-249	221	9	n	n	CCONJ
eurjchem-249	221	10	,	,	PUNCT
eurjchem-249	221	11	18.36	18.36	NUM
eurjchem-249	221	12	.	.	NOUN
eurjchem-249	222	1	2.17	2.17	NUM
eurjchem-249	222	2	.	.	PUNCT
eurjchem-249	222	3	synthesis	synthesis	NOUN
eurjchem-249	222	4	of	of	ADP
eurjchem-249	222	5	3‐(3‐carboxamido‐2,6‐dimethyl‐1‐	3‐(3‐carboxamido‐2,6‐dimethyl‐1‐	PROPN
eurjchem-249	222	6	phenylquinoxalin‐1,4‐dioxide)thiourea	phenylquinoxalin‐1,4‐dioxide)thiourea	NOUN
eurjchem-249	222	7	(	(	PUNCT
eurjchem-249	222	8	30	30	NUM
eurjchem-249	222	9	)	)	PUNCT
eurjchem-249	222	10	phenylisothiocyanate	phenylisothiocyanate	NOUN
eurjchem-249	222	11	(	(	PUNCT
eurjchem-249	222	12	0.406	0.406	NUM
eurjchem-249	222	13	g	g	NOUN
eurjchem-249	222	14	,	,	PUNCT
eurjchem-249	222	15	3	3	NUM
eurjchem-249	222	16	mmol	mmol	NOUN
eurjchem-249	222	17	)	)	PUNCT
eurjchem-249	222	18	was	be	AUX
eurjchem-249	222	19	added	add	VERB
eurjchem-249	222	20	to	to	ADP
eurjchem-249	222	21	a	a	DET
eurjchem-249	222	22	solution	solution	NOUN
eurjchem-249	222	23	of	of	ADP
eurjchem-249	222	24	26	26	NUM
eurjchem-249	222	25	(	(	PUNCT
eurjchem-249	222	26	0.721	0.721	NUM
eurjchem-249	222	27	g	g	NOUN
eurjchem-249	222	28	,	,	PUNCT
eurjchem-249	222	29	3	3	NUM
eurjchem-249	222	30	mmol	mmol	NOUN
eurjchem-249	222	31	)	)	PUNCT
eurjchem-249	222	32	in	in	ADP
eurjchem-249	222	33	ethanol	ethanol	NOUN
eurjchem-249	222	34	(	(	PUNCT
eurjchem-249	222	35	20	20	NUM
eurjchem-249	222	36	ml	ml	NOUN
eurjchem-249	222	37	)	)	PUNCT
eurjchem-249	222	38	and	and	CCONJ
eurjchem-249	222	39	the	the	DET
eurjchem-249	222	40	reaction	reaction	NOUN
eurjchem-249	222	41	mixture	mixture	NOUN
eurjchem-249	222	42	was	be	AUX
eurjchem-249	222	43	heated	heat	VERB
eurjchem-249	222	44	for	for	ADP
eurjchem-249	222	45	4	4	NUM
eurjchem-249	222	46	hours	hour	NOUN
eurjchem-249	222	47	on	on	ADP
eurjchem-249	222	48	water	water	NOUN
eurjchem-249	222	49	bath	bath	NOUN
eurjchem-249	222	50	then	then	ADV
eurjchem-249	222	51	left	leave	VERB
eurjchem-249	222	52	to	to	PART
eurjchem-249	222	53	cool	cool	ADJ
eurjchem-249	222	54	.	.	PUNCT
eurjchem-249	223	1	the	the	DET
eurjchem-249	223	2	precipitated	precipitate	VERB
eurjchem-249	223	3	solid	solid	ADJ
eurjchem-249	223	4	product	product	NOUN
eurjchem-249	223	5	was	be	AUX
eurjchem-249	223	6	filtered	filter	VERB
eurjchem-249	223	7	off	off	ADP
eurjchem-249	223	8	and	and	CCONJ
eurjchem-249	223	9	54	54	NUM
eurjchem-249	223	10	fadda	fadda	NOUN
eurjchem-249	223	11	et	et	PROPN
eurjchem-249	223	12	al	al	PROPN
eurjchem-249	223	13	.	.	PUNCT
eurjchem-249	223	14	/	/	SYM
eurjchem-249	223	15	european	european	PROPN
eurjchem-249	223	16	journal	journal	PROPN
eurjchem-249	223	17	of	of	ADP
eurjchem-249	223	18	chemistry	chemistry	NOUN
eurjchem-249	223	19	2	2	NUM
eurjchem-249	223	20	(	(	PUNCT
eurjchem-249	223	21	1	1	NUM
eurjchem-249	223	22	)	)	PUNCT
eurjchem-249	223	23	(	(	PUNCT
eurjchem-249	223	24	2011	2011	NUM
eurjchem-249	223	25	)	)	PUNCT
eurjchem-249	223	26	51‐57	51‐57	NUM
eurjchem-249	223	27	crystallized	crystallize	VERB
eurjchem-249	223	28	from	from	ADP
eurjchem-249	223	29	ethanol	ethanol	NOUN
eurjchem-249	223	30	to	to	PART
eurjchem-249	223	31	give	give	VERB
eurjchem-249	223	32	30	30	NUM
eurjchem-249	223	33	.	.	PUNCT
eurjchem-249	224	1	orange	orange	PROPN
eurjchem-249	224	2	crystals	crystal	NOUN
eurjchem-249	224	3	,	,	PUNCT
eurjchem-249	224	4	m.p	m.p	PROPN
eurjchem-249	224	5	.	.	PROPN
eurjchem-249	224	6	:	:	PUNCT
eurjchem-249	224	7	192	192	NUM
eurjchem-249	224	8	oc	oc	NOUN
eurjchem-249	224	9	.	.	PUNCT
eurjchem-249	224	10	yield	yield	NOUN
eurjchem-249	224	11	:	:	PUNCT
eurjchem-249	224	12	88	88	NUM
eurjchem-249	224	13	%	%	NOUN
eurjchem-249	224	14	.	.	PUNCT
eurjchem-249	225	1	ir	ir	PROPN
eurjchem-249	225	2	(	(	PUNCT
eurjchem-249	225	3	kbr	kbr	PROPN
eurjchem-249	225	4	,	,	PUNCT
eurjchem-249	225	5	max	max	PROPN
eurjchem-249	225	6	,	,	PUNCT
eurjchem-249	225	7	cm‐1	cm‐1	PROPN
eurjchem-249	225	8	):	):	PUNCT
eurjchem-249	225	9	3250	3250	NUM
eurjchem-249	225	10	,	,	PUNCT
eurjchem-249	225	11	3300	3300	NUM
eurjchem-249	225	12	,	,	PUNCT
eurjchem-249	225	13	3350	3350	NUM
eurjchem-249	225	14	(	(	PUNCT
eurjchem-249	225	15	nh	nh	PROPN
eurjchem-249	225	16	/	/	SYM
eurjchem-249	225	17	nh	nh	PROPN
eurjchem-249	225	18	)	)	PUNCT
eurjchem-249	225	19	,	,	PUNCT
eurjchem-249	225	20	1220	1220	NUM
eurjchem-249	225	21	(	(	PUNCT
eurjchem-249	225	22	c	c	NOUN
eurjchem-249	225	23	=	=	SYM
eurjchem-249	225	24	s	s	NOUN
eurjchem-249	225	25	)	)	PUNCT
eurjchem-249	225	26	,	,	PUNCT
eurjchem-249	225	27	1350	1350	NUM
eurjchem-249	225	28	(	(	PUNCT
eurjchem-249	225	29	n→o	n→o	NUM
eurjchem-249	225	30	)	)	PUNCT
eurjchem-249	225	31	.	.	PUNCT
eurjchem-249	226	1	1h	1h	NUM
eurjchem-249	226	2	nmr	nmr	NOUN
eurjchem-249	226	3	(	(	PUNCT
eurjchem-249	226	4	dmso	dmso	NOUN
eurjchem-249	226	5	,	,	PUNCT
eurjchem-249	226	6	δ	δ	PROPN
eurjchem-249	226	7	ppm	ppm	VERB
eurjchem-249	226	8	):	):	PUNCT
eurjchem-249	226	9	2.00	2.00	NUM
eurjchem-249	226	10	(	(	PUNCT
eurjchem-249	226	11	s	s	PROPN
eurjchem-249	226	12	,	,	PUNCT
eurjchem-249	226	13	1h	1h	NUM
eurjchem-249	226	14	,	,	PUNCT
eurjchem-249	226	15	nh	nh	PROPN
eurjchem-249	226	16	)	)	PUNCT
eurjchem-249	226	17	,	,	PUNCT
eurjchem-249	226	18	2.34	2.34	NUM
eurjchem-249	226	19	(	(	PUNCT
eurjchem-249	226	20	s	s	PROPN
eurjchem-249	226	21	,	,	PUNCT
eurjchem-249	226	22	3h	3h	NUM
eurjchem-249	226	23	,	,	PUNCT
eurjchem-249	226	24	ch3	ch3	PROPN
eurjchem-249	226	25	)	)	PUNCT
eurjchem-249	226	26	,	,	PUNCT
eurjchem-249	226	27	2.90	2.90	NUM
eurjchem-249	226	28	(	(	PUNCT
eurjchem-249	226	29	s	s	PROPN
eurjchem-249	226	30	,	,	PUNCT
eurjchem-249	226	31	3h	3h	NUM
eurjchem-249	226	32	,	,	PUNCT
eurjchem-249	226	33	ch3	ch3	PROPN
eurjchem-249	226	34	)	)	PUNCT
eurjchem-249	226	35	,	,	PUNCT
eurjchem-249	226	36	4.20	4.20	NUM
eurjchem-249	226	37	(	(	PUNCT
eurjchem-249	226	38	s	s	PROPN
eurjchem-249	226	39	,	,	PUNCT
eurjchem-249	226	40	1h	1h	NUM
eurjchem-249	226	41	,	,	PUNCT
eurjchem-249	226	42	nh	nh	PROPN
eurjchem-249	226	43	)	)	PUNCT
eurjchem-249	226	44	,	,	PUNCT
eurjchem-249	226	45	6.80‐	6.80‐	NUM
eurjchem-249	226	46	7.70	7.70	NUM
eurjchem-249	226	47	(	(	PUNCT
eurjchem-249	226	48	m	m	PROPN
eurjchem-249	226	49	,	,	PUNCT
eurjchem-249	226	50	8h	8h	NUM
eurjchem-249	226	51	,	,	PUNCT
eurjchem-249	226	52	ar‐h	ar‐h	PROPN
eurjchem-249	226	53	)	)	PUNCT
eurjchem-249	226	54	,	,	PUNCT
eurjchem-249	226	55	9.35	9.35	NUM
eurjchem-249	226	56	(	(	PUNCT
eurjchem-249	226	57	s	s	PROPN
eurjchem-249	226	58	,	,	PUNCT
eurjchem-249	226	59	1h	1h	NUM
eurjchem-249	226	60	,	,	PUNCT
eurjchem-249	226	61	nh	nh	PROPN
eurjchem-249	226	62	)	)	PUNCT
eurjchem-249	226	63	,	,	PUNCT
eurjchem-249	226	64	9.55	9.55	NUM
eurjchem-249	226	65	(	(	PUNCT
eurjchem-249	226	66	s	s	PROPN
eurjchem-249	226	67	,	,	PUNCT
eurjchem-249	226	68	2h	2h	NUM
eurjchem-249	226	69	,	,	PUNCT
eurjchem-249	226	70	nh	nh	PROPN
eurjchem-249	226	71	/	/	SYM
eurjchem-249	226	72	nh	nh	PROPN
eurjchem-249	226	73	)	)	PUNCT
eurjchem-249	226	74	.	.	PUNCT
eurjchem-249	227	1	ms	ms	NOUN
eurjchem-249	227	2	(	(	PUNCT
eurjchem-249	227	3	m	m	PROPN
eurjchem-249	227	4	/	/	SYM
eurjchem-249	227	5	z	z	NOUN
eurjchem-249	227	6	,	,	PUNCT
eurjchem-249	227	7	%	%	INTJ
eurjchem-249	227	8	):	):	PUNCT
eurjchem-249	227	9	383	383	NUM
eurjchem-249	227	10	(	(	PUNCT
eurjchem-249	227	11	m+	m+	NUM
eurjchem-249	227	12	,	,	PUNCT
eurjchem-249	227	13	80	80	NUM
eurjchem-249	227	14	)	)	PUNCT
eurjchem-249	227	15	.	.	PUNCT
eurjchem-249	228	1	anal	anal	PROPN
eurjchem-249	228	2	.	.	PUNCT
eurjchem-249	228	3	calcd	calcd	NOUN
eurjchem-249	228	4	.	.	PUNCT
eurjchem-249	229	1	for	for	SCONJ
eurjchem-249	229	2	c18h17n5o3s	c18h17n5o3s	PROPN
eurjchem-249	229	3	(	(	PUNCT
eurjchem-249	229	4	383.42	383.42	NUM
eurjchem-249	229	5	):	):	PUNCT
eurjchem-249	229	6	c	c	X
eurjchem-249	229	7	,	,	PUNCT
eurjchem-249	229	8	56.38	56.38	NUM
eurjchem-249	229	9	;	;	PUNCT
eurjchem-249	229	10	h	h	X
eurjchem-249	229	11	,	,	PUNCT
eurjchem-249	229	12	4.47	4.47	NUM
eurjchem-249	229	13	;	;	PUNCT
eurjchem-249	229	14	n	n	CCONJ
eurjchem-249	229	15	,	,	PUNCT
eurjchem-249	229	16	18.27	18.27	NUM
eurjchem-249	229	17	.	.	PUNCT
eurjchem-249	229	18	found	find	VERB
eurjchem-249	229	19	:	:	PUNCT
eurjchem-249	230	1	c	c	X
eurjchem-249	230	2	,	,	PUNCT
eurjchem-249	230	3	56.32	56.32	NUM
eurjchem-249	230	4	;	;	PUNCT
eurjchem-249	230	5	h	h	NOUN
eurjchem-249	230	6	,	,	PUNCT
eurjchem-249	230	7	4.41	4.41	NUM
eurjchem-249	230	8	;	;	PUNCT
eurjchem-249	230	9	n	n	CCONJ
eurjchem-249	230	10	,	,	PUNCT
eurjchem-249	230	11	18.38	18.38	NUM
eurjchem-249	230	12	.	.	PUNCT
eurjchem-249	231	1	2.18	2.18	NUM
eurjchem-249	231	2	.	.	PUNCT
eurjchem-249	231	3	synthesis	synthesis	NOUN
eurjchem-249	231	4	of	of	ADP
eurjchem-249	231	5	3‐(2,6‐dimethylquinoxalin‐1,4‐dioxide)‐5‐	3‐(2,6‐dimethylquinoxalin‐1,4‐dioxide)‐5‐	NUM
eurjchem-249	231	6	mercapto‐4‐phenyl‐4h‐1,2,4‐triazole	mercapto‐4‐phenyl‐4h‐1,2,4‐triazole	NOUN
eurjchem-249	231	7	(	(	PUNCT
eurjchem-249	231	8	31	31	NUM
eurjchem-249	231	9	)	)	PUNCT
eurjchem-249	231	10	a	a	DET
eurjchem-249	231	11	solution	solution	NOUN
eurjchem-249	231	12	of	of	ADP
eurjchem-249	231	13	30	30	NUM
eurjchem-249	231	14	(	(	PUNCT
eurjchem-249	231	15	1.15	1.15	NUM
eurjchem-249	231	16	g	g	NOUN
eurjchem-249	231	17	,	,	PUNCT
eurjchem-249	231	18	3	3	NUM
eurjchem-249	231	19	mmol	mmol	NOUN
eurjchem-249	231	20	)	)	PUNCT
eurjchem-249	231	21	in	in	ADP
eurjchem-249	231	22	potassium	potassium	NOUN
eurjchem-249	231	23	hydroxide	hydroxide	NOUN
eurjchem-249	231	24	(	(	PUNCT
eurjchem-249	231	25	10	10	NUM
eurjchem-249	231	26	%	%	NOUN
eurjchem-249	231	27	,	,	PUNCT
eurjchem-249	231	28	20	20	NUM
eurjchem-249	231	29	ml	ml	NOUN
eurjchem-249	231	30	)	)	PUNCT
eurjchem-249	231	31	was	be	AUX
eurjchem-249	231	32	refluxed	refluxe	VERB
eurjchem-249	231	33	for	for	ADP
eurjchem-249	231	34	8	8	NUM
eurjchem-249	231	35	hours	hour	NOUN
eurjchem-249	231	36	.	.	PUNCT
eurjchem-249	232	1	the	the	DET
eurjchem-249	232	2	reaction	reaction	NOUN
eurjchem-249	232	3	mixture	mixture	NOUN
eurjchem-249	232	4	was	be	AUX
eurjchem-249	232	5	kept	keep	VERB
eurjchem-249	232	6	to	to	PART
eurjchem-249	232	7	stand	stand	VERB
eurjchem-249	232	8	overnight	overnight	ADV
eurjchem-249	232	9	at	at	ADP
eurjchem-249	232	10	room	room	NOUN
eurjchem-249	232	11	temperature	temperature	NOUN
eurjchem-249	232	12	,	,	PUNCT
eurjchem-249	232	13	then	then	ADV
eurjchem-249	232	14	poured	pour	VERB
eurjchem-249	232	15	into	into	ADP
eurjchem-249	232	16	crushed	crushed	ADJ
eurjchem-249	232	17	ice	ice	NOUN
eurjchem-249	232	18	and	and	CCONJ
eurjchem-249	232	19	acidified	acidify	VERB
eurjchem-249	232	20	with	with	ADP
eurjchem-249	232	21	dilute	dilute	VERB
eurjchem-249	232	22	acetic	acetic	ADJ
eurjchem-249	232	23	acid	acid	NOUN
eurjchem-249	232	24	.	.	PUNCT
eurjchem-249	233	1	the	the	DET
eurjchem-249	233	2	solid	solid	ADJ
eurjchem-249	233	3	product	product	NOUN
eurjchem-249	233	4	was	be	AUX
eurjchem-249	233	5	filtered	filter	VERB
eurjchem-249	233	6	off	off	ADP
eurjchem-249	233	7	,	,	PUNCT
eurjchem-249	233	8	washed	wash	VERB
eurjchem-249	233	9	with	with	ADP
eurjchem-249	233	10	water	water	NOUN
eurjchem-249	233	11	,	,	PUNCT
eurjchem-249	233	12	dried	dry	VERB
eurjchem-249	233	13	and	and	CCONJ
eurjchem-249	233	14	crystallized	crystallize	VERB
eurjchem-249	233	15	from	from	ADP
eurjchem-249	233	16	ethanol	ethanol	NOUN
eurjchem-249	233	17	to	to	PART
eurjchem-249	233	18	give	give	VERB
eurjchem-249	233	19	31	31	NUM
eurjchem-249	233	20	.	.	PUNCT
eurjchem-249	234	1	orange	orange	NOUN
eurjchem-249	234	2	powder	powder	NOUN
eurjchem-249	234	3	,	,	PUNCT
eurjchem-249	234	4	m.p	m.p	PROPN
eurjchem-249	234	5	.	.	PROPN
eurjchem-249	234	6	:	:	PUNCT
eurjchem-249	234	7	248	248	NUM
eurjchem-249	234	8	oc	oc	NOUN
eurjchem-249	234	9	.	.	PUNCT
eurjchem-249	234	10	yield	yield	NOUN
eurjchem-249	234	11	:	:	PUNCT
eurjchem-249	234	12	70	70	NUM
eurjchem-249	234	13	%	%	NOUN
eurjchem-249	234	14	.	.	PUNCT
eurjchem-249	235	1	ir	ir	PROPN
eurjchem-249	235	2	(	(	PUNCT
eurjchem-249	235	3	kbr	kbr	PROPN
eurjchem-249	235	4	,	,	PUNCT
eurjchem-249	235	5	max	max	PROPN
eurjchem-249	235	6	,	,	PUNCT
eurjchem-249	235	7	cm‐1	cm‐1	PROPN
eurjchem-249	235	8	):	):	PUNCT
eurjchem-249	235	9	2600‐2550	2600‐2550	NUM
eurjchem-249	235	10	(	(	PUNCT
eurjchem-249	235	11	sh	sh	PROPN
eurjchem-249	235	12	)	)	PUNCT
eurjchem-249	235	13	,	,	PUNCT
eurjchem-249	235	14	1600	1600	NUM
eurjchem-249	235	15	(	(	PUNCT
eurjchem-249	235	16	c	c	NOUN
eurjchem-249	235	17	=	=	SYM
eurjchem-249	235	18	n	n	NUM
eurjchem-249	235	19	)	)	PUNCT
eurjchem-249	235	20	,	,	PUNCT
eurjchem-249	235	21	1337	1337	NUM
eurjchem-249	235	22	(	(	PUNCT
eurjchem-249	235	23	n→o	n→o	NUM
eurjchem-249	235	24	)	)	PUNCT
eurjchem-249	235	25	,	,	PUNCT
eurjchem-249	235	26	1300‐1100	1300‐1100	NUM
eurjchem-249	235	27	(	(	PUNCT
eurjchem-249	235	28	c	c	NOUN
eurjchem-249	235	29	=	=	SYM
eurjchem-249	235	30	s	s	NOUN
eurjchem-249	235	31	)	)	PUNCT
eurjchem-249	235	32	.	.	PUNCT
eurjchem-249	236	1	1h	1h	NUM
eurjchem-249	236	2	nmr	nmr	NOUN
eurjchem-249	236	3	(	(	PUNCT
eurjchem-249	236	4	dmso	dmso	NOUN
eurjchem-249	236	5	,	,	PUNCT
eurjchem-249	236	6	δ	δ	PROPN
eurjchem-249	236	7	ppm	ppm	NOUN
eurjchem-249	236	8	):	):	PUNCT
eurjchem-249	236	9	2.35	2.35	NUM
eurjchem-249	236	10	(	(	PUNCT
eurjchem-249	236	11	s	s	PROPN
eurjchem-249	236	12	,	,	PUNCT
eurjchem-249	236	13	3h	3h	NUM
eurjchem-249	236	14	,	,	PUNCT
eurjchem-249	236	15	ch3	ch3	PROPN
eurjchem-249	236	16	)	)	PUNCT
eurjchem-249	236	17	,	,	PUNCT
eurjchem-249	236	18	2.91	2.91	NUM
eurjchem-249	236	19	(	(	PUNCT
eurjchem-249	236	20	s	s	PROPN
eurjchem-249	236	21	,	,	PUNCT
eurjchem-249	236	22	3h	3h	NUM
eurjchem-249	236	23	,	,	PUNCT
eurjchem-249	236	24	ch3	ch3	PROPN
eurjchem-249	236	25	)	)	PUNCT
eurjchem-249	236	26	,	,	PUNCT
eurjchem-249	236	27	3.42	3.42	NUM
eurjchem-249	236	28	(	(	PUNCT
eurjchem-249	236	29	s	s	PROPN
eurjchem-249	236	30	,	,	PUNCT
eurjchem-249	236	31	1h	1h	NUM
eurjchem-249	236	32	,	,	PUNCT
eurjchem-249	236	33	sh	sh	PROPN
eurjchem-249	236	34	)	)	PUNCT
eurjchem-249	236	35	,	,	PUNCT
eurjchem-249	236	36	7.05‐7.55	7.05‐7.55	NUM
eurjchem-249	236	37	(	(	PUNCT
eurjchem-249	236	38	m	m	PROPN
eurjchem-249	236	39	,	,	PUNCT
eurjchem-249	236	40	8h	8h	NUM
eurjchem-249	236	41	,	,	PUNCT
eurjchem-249	236	42	ar‐h	ar‐h	PROPN
eurjchem-249	236	43	)	)	PUNCT
eurjchem-249	236	44	.	.	PUNCT
eurjchem-249	237	1	ms	ms	NOUN
eurjchem-249	237	2	(	(	PUNCT
eurjchem-249	237	3	m	m	PROPN
eurjchem-249	237	4	/	/	SYM
eurjchem-249	237	5	z	z	NOUN
eurjchem-249	237	6	,	,	PUNCT
eurjchem-249	237	7	%	%	INTJ
eurjchem-249	237	8	):	):	PUNCT
eurjchem-249	237	9	365	365	NUM
eurjchem-249	237	10	(	(	PUNCT
eurjchem-249	237	11	m+	m+	NUM
eurjchem-249	237	12	,	,	PUNCT
eurjchem-249	237	13	5	5	NUM
eurjchem-249	237	14	)	)	PUNCT
eurjchem-249	237	15	,	,	PUNCT
eurjchem-249	237	16	366	366	NUM
eurjchem-249	237	17	(	(	PUNCT
eurjchem-249	237	18	m++1	m++1	NOUN
eurjchem-249	237	19	,	,	PUNCT
eurjchem-249	237	20	10	10	NUM
eurjchem-249	237	21	)	)	PUNCT
eurjchem-249	237	22	.	.	PUNCT
eurjchem-249	238	1	anal	anal	PROPN
eurjchem-249	238	2	.	.	PUNCT
eurjchem-249	238	3	calcd	calcd	NOUN
eurjchem-249	238	4	.	.	PUNCT
eurjchem-249	239	1	for	for	ADP
eurjchem-249	239	2	c18h15n5o2s	c18h15n5o2s	PROPN
eurjchem-249	239	3	(	(	PUNCT
eurjchem-249	239	4	365.41	365.41	NUM
eurjchem-249	239	5	):	):	PUNCT
eurjchem-249	239	6	c	c	X
eurjchem-249	239	7	,	,	PUNCT
eurjchem-249	239	8	59.16	59.16	NUM
eurjchem-249	239	9	;	;	PUNCT
eurjchem-249	239	10	h	h	NOUN
eurjchem-249	239	11	,	,	PUNCT
eurjchem-249	239	12	4.14	4.14	NUM
eurjchem-249	239	13	;	;	PUNCT
eurjchem-249	239	14	n	n	CCONJ
eurjchem-249	239	15	,	,	PUNCT
eurjchem-249	239	16	19.17	19.17	NUM
eurjchem-249	239	17	;	;	PUNCT
eurjchem-249	239	18	s	s	NUM
eurjchem-249	239	19	,	,	PUNCT
eurjchem-249	239	20	8.78	8.78	NUM
eurjchem-249	239	21	.	.	PUNCT
eurjchem-249	239	22	found	find	VERB
eurjchem-249	239	23	:	:	PUNCT
eurjchem-249	240	1	c	c	X
eurjchem-249	240	2	,	,	PUNCT
eurjchem-249	240	3	59.32	59.32	NUM
eurjchem-249	240	4	;	;	PUNCT
eurjchem-249	240	5	h	h	X
eurjchem-249	240	6	,	,	PUNCT
eurjchem-249	240	7	4.27	4.27	NUM
eurjchem-249	240	8	;	;	PUNCT
eurjchem-249	240	9	n	n	CCONJ
eurjchem-249	240	10	,	,	PUNCT
eurjchem-249	240	11	19.10	19.10	NUM
eurjchem-249	240	12	;	;	PUNCT
eurjchem-249	240	13	s	s	X
eurjchem-249	240	14	,	,	PUNCT
eurjchem-249	240	15	8.85	8.85	NUM
eurjchem-249	240	16	.	.	PUNCT
eurjchem-249	241	1	2.19	2.19	NUM
eurjchem-249	241	2	.	.	PUNCT
eurjchem-249	241	3	synthesis	synthesis	NOUN
eurjchem-249	241	4	of	of	ADP
eurjchem-249	241	5	3‐(2,6‐dimethylquinoxalin‐1,4‐dioxide)‐2‐	3‐(2,6‐dimethylquinoxalin‐1,4‐dioxide)‐2‐	NUM
eurjchem-249	241	6	phenylimino‐4‐thiazolidinone	phenylimino‐4‐thiazolidinone	NUM
eurjchem-249	241	7	(	(	PUNCT
eurjchem-249	241	8	32	32	NUM
eurjchem-249	241	9	)	)	PUNCT
eurjchem-249	241	10	to	to	ADP
eurjchem-249	241	11	a	a	DET
eurjchem-249	241	12	solution	solution	NOUN
eurjchem-249	241	13	of	of	ADP
eurjchem-249	241	14	30	30	NUM
eurjchem-249	241	15	(	(	PUNCT
eurjchem-249	241	16	1.15	1.15	NUM
eurjchem-249	241	17	g	g	NOUN
eurjchem-249	241	18	,	,	PUNCT
eurjchem-249	241	19	3	3	NUM
eurjchem-249	241	20	mmol	mmol	NOUN
eurjchem-249	241	21	)	)	PUNCT
eurjchem-249	241	22	in	in	ADP
eurjchem-249	241	23	glacial	glacial	ADJ
eurjchem-249	241	24	acetic	acetic	ADJ
eurjchem-249	241	25	acid	acid	NOUN
eurjchem-249	241	26	(	(	PUNCT
eurjchem-249	241	27	20	20	NUM
eurjchem-249	241	28	ml	ml	NOUN
eurjchem-249	241	29	)	)	PUNCT
eurjchem-249	241	30	was	be	AUX
eurjchem-249	241	31	added	add	VERB
eurjchem-249	241	32	monochloroacetic	monochloroacetic	ADJ
eurjchem-249	241	33	acid	acid	NOUN
eurjchem-249	241	34	(	(	PUNCT
eurjchem-249	241	35	0.284	0.284	NUM
eurjchem-249	241	36	g	g	NOUN
eurjchem-249	241	37	,	,	PUNCT
eurjchem-249	241	38	3	3	NUM
eurjchem-249	241	39	mmol	mmol	NOUN
eurjchem-249	241	40	)	)	PUNCT
eurjchem-249	241	41	and	and	CCONJ
eurjchem-249	241	42	anhydrous	anhydrous	ADJ
eurjchem-249	241	43	sodium	sodium	NOUN
eurjchem-249	241	44	acetate	acetate	NOUN
eurjchem-249	241	45	(	(	PUNCT
eurjchem-249	241	46	0.3	0.3	NUM
eurjchem-249	241	47	g	g	NOUN
eurjchem-249	241	48	)	)	PUNCT
eurjchem-249	241	49	.	.	PUNCT
eurjchem-249	242	1	the	the	DET
eurjchem-249	242	2	reaction	reaction	NOUN
eurjchem-249	242	3	mixture	mixture	NOUN
eurjchem-249	242	4	was	be	AUX
eurjchem-249	242	5	refluxed	refluxe	VERB
eurjchem-249	242	6	for	for	ADP
eurjchem-249	242	7	8	8	NUM
eurjchem-249	242	8	hours	hour	NOUN
eurjchem-249	242	9	,	,	PUNCT
eurjchem-249	242	10	then	then	ADV
eurjchem-249	242	11	left	leave	VERB
eurjchem-249	242	12	to	to	PART
eurjchem-249	242	13	cool	cool	VERB
eurjchem-249	242	14	at	at	ADP
eurjchem-249	242	15	room	room	NOUN
eurjchem-249	242	16	temperature	temperature	NOUN
eurjchem-249	242	17	and	and	CCONJ
eurjchem-249	242	18	then	then	ADV
eurjchem-249	242	19	poured	pour	VERB
eurjchem-249	242	20	into	into	ADP
eurjchem-249	242	21	crushed	crush	VERB
eurjchem-249	242	22	ice	ice	NOUN
eurjchem-249	242	23	.	.	PUNCT
eurjchem-249	243	1	the	the	DET
eurjchem-249	243	2	separated	separate	VERB
eurjchem-249	243	3	solid	solid	ADJ
eurjchem-249	243	4	was	be	AUX
eurjchem-249	243	5	filtered	filter	VERB
eurjchem-249	243	6	off	off	ADP
eurjchem-249	243	7	,	,	PUNCT
eurjchem-249	243	8	washed	wash	VERB
eurjchem-249	243	9	thoroughly	thoroughly	ADV
eurjchem-249	243	10	with	with	ADP
eurjchem-249	243	11	water	water	NOUN
eurjchem-249	243	12	,	,	PUNCT
eurjchem-249	243	13	dried	dry	VERB
eurjchem-249	243	14	and	and	CCONJ
eurjchem-249	243	15	crystallized	crystallize	VERB
eurjchem-249	243	16	from	from	ADP
eurjchem-249	243	17	ethanol	ethanol	NOUN
eurjchem-249	243	18	to	to	PART
eurjchem-249	243	19	give	give	VERB
eurjchem-249	243	20	32	32	NUM
eurjchem-249	243	21	.	.	PUNCT
eurjchem-249	244	1	light	light	ADJ
eurjchem-249	244	2	yellow	yellow	ADJ
eurjchem-249	244	3	crystals	crystal	NOUN
eurjchem-249	244	4	,	,	PUNCT
eurjchem-249	244	5	m.p	m.p	PROPN
eurjchem-249	244	6	.	.	PROPN
eurjchem-249	244	7	:	:	PUNCT
eurjchem-249	244	8	86	86	NUM
eurjchem-249	244	9	oc	oc	PROPN
eurjchem-249	244	10	.	.	PUNCT
eurjchem-249	244	11	yield	yield	NOUN
eurjchem-249	244	12	:	:	PUNCT
eurjchem-249	244	13	60	60	NUM
eurjchem-249	244	14	%	%	NOUN
eurjchem-249	244	15	.	.	PUNCT
eurjchem-249	245	1	ir	ir	PROPN
eurjchem-249	245	2	(	(	PUNCT
eurjchem-249	245	3	kbr	kbr	PROPN
eurjchem-249	245	4	,	,	PUNCT
eurjchem-249	245	5	max	max	PROPN
eurjchem-249	245	6	,	,	PUNCT
eurjchem-249	245	7	cm‐1	cm‐1	PROPN
eurjchem-249	245	8	):	):	PUNCT
eurjchem-249	245	9	3250	3250	NUM
eurjchem-249	245	10	(	(	PUNCT
eurjchem-249	245	11	nh	nh	NOUN
eurjchem-249	245	12	)	)	PUNCT
eurjchem-249	245	13	,	,	PUNCT
eurjchem-249	245	14	1680	1680	NUM
eurjchem-249	245	15	,	,	PUNCT
eurjchem-249	245	16	1600	1600	NUM
eurjchem-249	245	17	(	(	PUNCT
eurjchem-249	245	18	c	c	NOUN
eurjchem-249	245	19	=	=	NOUN
eurjchem-249	245	20	o	o	NOUN
eurjchem-249	245	21	)	)	PUNCT
eurjchem-249	245	22	,	,	PUNCT
eurjchem-249	245	23	1535	1535	NUM
eurjchem-249	245	24	(	(	PUNCT
eurjchem-249	245	25	c	c	NOUN
eurjchem-249	245	26	=	=	SYM
eurjchem-249	245	27	n	n	NUM
eurjchem-249	245	28	)	)	PUNCT
eurjchem-249	245	29	,	,	PUNCT
eurjchem-249	245	30	1335	1335	NUM
eurjchem-249	245	31	(	(	PUNCT
eurjchem-249	245	32	n→o	n→o	NUM
eurjchem-249	245	33	)	)	PUNCT
eurjchem-249	245	34	.	.	PUNCT
eurjchem-249	246	1	1h	1h	NUM
eurjchem-249	246	2	nmr	nmr	NOUN
eurjchem-249	246	3	(	(	PUNCT
eurjchem-249	246	4	dmso	dmso	NOUN
eurjchem-249	246	5	,	,	PUNCT
eurjchem-249	246	6	δ	δ	PROPN
eurjchem-249	246	7	ppm	ppm	VERB
eurjchem-249	246	8	):	):	PUNCT
eurjchem-249	246	9	2.34	2.34	NUM
eurjchem-249	246	10	(	(	PUNCT
eurjchem-249	246	11	s	s	PROPN
eurjchem-249	246	12	,	,	PUNCT
eurjchem-249	246	13	3h	3h	NUM
eurjchem-249	246	14	,	,	PUNCT
eurjchem-249	246	15	ch3	ch3	PROPN
eurjchem-249	246	16	)	)	PUNCT
eurjchem-249	246	17	,	,	PUNCT
eurjchem-249	246	18	2.90	2.90	NUM
eurjchem-249	246	19	(	(	PUNCT
eurjchem-249	246	20	s	s	PROPN
eurjchem-249	246	21	,	,	PUNCT
eurjchem-249	246	22	3h	3h	NUM
eurjchem-249	246	23	,	,	PUNCT
eurjchem-249	246	24	ch3	ch3	PROPN
eurjchem-249	246	25	)	)	PUNCT
eurjchem-249	246	26	,	,	PUNCT
eurjchem-249	246	27	4.10	4.10	NUM
eurjchem-249	246	28	(	(	PUNCT
eurjchem-249	246	29	s	s	PROPN
eurjchem-249	246	30	,	,	PUNCT
eurjchem-249	246	31	2h	2h	NUM
eurjchem-249	246	32	,	,	PUNCT
eurjchem-249	246	33	ch2	ch2	PROPN
eurjchem-249	246	34	)	)	PUNCT
eurjchem-249	246	35	,	,	PUNCT
eurjchem-249	246	36	7.06‐7.70	7.06‐7.70	NUM
eurjchem-249	246	37	(	(	PUNCT
eurjchem-249	246	38	m	m	PROPN
eurjchem-249	246	39	,	,	PUNCT
eurjchem-249	246	40	8h	8h	NUM
eurjchem-249	246	41	,	,	PUNCT
eurjchem-249	246	42	ar‐h	ar‐h	PROPN
eurjchem-249	246	43	)	)	PUNCT
eurjchem-249	246	44	.	.	PUNCT
eurjchem-249	247	1	ms	ms	NOUN
eurjchem-249	247	2	(	(	PUNCT
eurjchem-249	247	3	m	m	PROPN
eurjchem-249	247	4	/	/	SYM
eurjchem-249	247	5	z	z	NOUN
eurjchem-249	247	6	,	,	PUNCT
eurjchem-249	247	7	%	%	INTJ
eurjchem-249	247	8	):	):	PUNCT
eurjchem-249	247	9	423	423	NUM
eurjchem-249	247	10	(	(	PUNCT
eurjchem-249	247	11	m+	m+	NUM
eurjchem-249	247	12	,	,	PUNCT
eurjchem-249	247	13	20	20	NUM
eurjchem-249	247	14	)	)	PUNCT
eurjchem-249	247	15	.	.	PUNCT
eurjchem-249	248	1	anal	anal	PROPN
eurjchem-249	248	2	.	.	PUNCT
eurjchem-249	248	3	calcd	calcd	NOUN
eurjchem-249	248	4	.	.	PUNCT
eurjchem-249	249	1	for	for	ADP
eurjchem-249	249	2	c20h17n5o4s	c20h17n5o4s	NUM
eurjchem-249	249	3	(	(	PUNCT
eurjchem-249	249	4	423.45	423.45	NUM
eurjchem-249	249	5	):	):	PUNCT
eurjchem-249	249	6	c	c	X
eurjchem-249	249	7	,	,	PUNCT
eurjchem-249	249	8	56.73	56.73	NUM
eurjchem-249	249	9	;	;	PUNCT
eurjchem-249	249	10	h	h	NOUN
eurjchem-249	249	11	,	,	PUNCT
eurjchem-249	249	12	4.05	4.05	NUM
eurjchem-249	249	13	;	;	PUNCT
eurjchem-249	249	14	n	n	CCONJ
eurjchem-249	249	15	,	,	PUNCT
eurjchem-249	249	16	16.54	16.54	NUM
eurjchem-249	249	17	;	;	PUNCT
eurjchem-249	249	18	s	s	X
eurjchem-249	249	19	,	,	PUNCT
eurjchem-249	249	20	7.57	7.57	NUM
eurjchem-249	249	21	.	.	PUNCT
eurjchem-249	249	22	found	find	VERB
eurjchem-249	249	23	:	:	PUNCT
eurjchem-249	250	1	c	c	X
eurjchem-249	250	2	,	,	PUNCT
eurjchem-249	250	3	56.68	56.68	NUM
eurjchem-249	250	4	;	;	PUNCT
eurjchem-249	250	5	h	h	NOUN
eurjchem-249	250	6	,	,	PUNCT
eurjchem-249	250	7	4.08	4.08	NUM
eurjchem-249	250	8	;	;	PUNCT
eurjchem-249	250	9	n	n	CCONJ
eurjchem-249	250	10	,	,	PUNCT
eurjchem-249	250	11	16.45	16.45	NUM
eurjchem-249	250	12	;	;	PUNCT
eurjchem-249	250	13	s	s	X
eurjchem-249	250	14	,	,	PUNCT
eurjchem-249	250	15	7.60	7.60	NUM
eurjchem-249	250	16	.	.	PUNCT
eurjchem-249	251	1	2.20	2.20	NUM
eurjchem-249	251	2	.	.	PUNCT
eurjchem-249	251	3	synthesis	synthesis	NOUN
eurjchem-249	251	4	of	of	ADP
eurjchem-249	251	5	3‐carbazido‐2,6‐dimethylquinoxalin‐1,4‐	3‐carbazido‐2,6‐dimethylquinoxalin‐1,4‐	NUM
eurjchem-249	251	6	dioxide	dioxide	NOUN
eurjchem-249	251	7	(	(	PUNCT
eurjchem-249	251	8	33	33	NUM
eurjchem-249	251	9	)	)	PUNCT
eurjchem-249	251	10	to	to	ADP
eurjchem-249	251	11	a	a	DET
eurjchem-249	251	12	suspension	suspension	NOUN
eurjchem-249	251	13	of	of	ADP
eurjchem-249	251	14	26	26	NUM
eurjchem-249	251	15	(	(	PUNCT
eurjchem-249	251	16	0.721	0.721	NUM
eurjchem-249	251	17	g	g	NOUN
eurjchem-249	251	18	,	,	PUNCT
eurjchem-249	251	19	3	3	NUM
eurjchem-249	251	20	mmol	mmol	NOUN
eurjchem-249	251	21	)	)	PUNCT
eurjchem-249	251	22	in	in	ADP
eurjchem-249	251	23	dioxane	dioxane	NOUN
eurjchem-249	251	24	(	(	PUNCT
eurjchem-249	251	25	10	10	NUM
eurjchem-249	251	26	ml	ml	NOUN
eurjchem-249	251	27	)	)	PUNCT
eurjchem-249	251	28	and	and	CCONJ
eurjchem-249	251	29	acetic	acetic	ADJ
eurjchem-249	251	30	acid	acid	NOUN
eurjchem-249	251	31	(	(	PUNCT
eurjchem-249	251	32	10	10	NUM
eurjchem-249	251	33	ml	ml	NOUN
eurjchem-249	251	34	)	)	PUNCT
eurjchem-249	251	35	,	,	PUNCT
eurjchem-249	251	36	sodium	sodium	NOUN
eurjchem-249	251	37	nitrite	nitrite	NOUN
eurjchem-249	251	38	(	(	PUNCT
eurjchem-249	251	39	0.5	0.5	NUM
eurjchem-249	251	40	g	g	NOUN
eurjchem-249	251	41	)	)	PUNCT
eurjchem-249	251	42	in	in	ADP
eurjchem-249	251	43	water	water	NOUN
eurjchem-249	251	44	(	(	PUNCT
eurjchem-249	251	45	1.3	1.3	NUM
eurjchem-249	251	46	ml	ml	NOUN
eurjchem-249	251	47	)	)	PUNCT
eurjchem-249	251	48	was	be	AUX
eurjchem-249	251	49	added	add	VERB
eurjchem-249	251	50	with	with	ADP
eurjchem-249	251	51	stirring	stir	VERB
eurjchem-249	251	52	at	at	ADP
eurjchem-249	251	53	0‐2	0‐2	NOUN
eurjchem-249	251	54	oc	oc	NOUN
eurjchem-249	251	55	.	.	PUNCT
eurjchem-249	252	1	stirring	stirring	NOUN
eurjchem-249	252	2	was	be	AUX
eurjchem-249	252	3	continued	continue	VERB
eurjchem-249	252	4	for	for	ADP
eurjchem-249	252	5	further	further	ADJ
eurjchem-249	252	6	30	30	NUM
eurjchem-249	252	7	minutes	minute	NOUN
eurjchem-249	252	8	after	after	ADP
eurjchem-249	252	9	complete	complete	ADJ
eurjchem-249	252	10	addition	addition	NOUN
eurjchem-249	252	11	of	of	ADP
eurjchem-249	252	12	sodium	sodium	NOUN
eurjchem-249	252	13	nitrite	nitrite	NOUN
eurjchem-249	252	14	solution	solution	NOUN
eurjchem-249	252	15	.	.	PUNCT
eurjchem-249	253	1	the	the	DET
eurjchem-249	253	2	separated	separate	VERB
eurjchem-249	253	3	material	material	NOUN
eurjchem-249	253	4	was	be	AUX
eurjchem-249	253	5	filtered	filter	VERB
eurjchem-249	253	6	off	off	ADP
eurjchem-249	253	7	,	,	PUNCT
eurjchem-249	253	8	washed	wash	VERB
eurjchem-249	253	9	with	with	ADP
eurjchem-249	253	10	water	water	NOUN
eurjchem-249	253	11	and	and	CCONJ
eurjchem-249	253	12	crystallized	crystallize	VERB
eurjchem-249	253	13	from	from	ADP
eurjchem-249	253	14	acetic	acetic	ADJ
eurjchem-249	253	15	acid	acid	NOUN
eurjchem-249	253	16	to	to	PART
eurjchem-249	253	17	give	give	VERB
eurjchem-249	253	18	33	33	NUM
eurjchem-249	253	19	.	.	PUNCT
eurjchem-249	254	1	yellow	yellow	ADJ
eurjchem-249	254	2	crystals	crystal	NOUN
eurjchem-249	254	3	,	,	PUNCT
eurjchem-249	254	4	m.p	m.p	PROPN
eurjchem-249	254	5	.	.	PROPN
eurjchem-249	254	6	:	:	PUNCT
eurjchem-249	254	7	78	78	NUM
eurjchem-249	254	8	oc	oc	NOUN
eurjchem-249	254	9	.	.	PUNCT
eurjchem-249	254	10	yield	yield	NOUN
eurjchem-249	254	11	:	:	PUNCT
eurjchem-249	254	12	55	55	NUM
eurjchem-249	254	13	%	%	NOUN
eurjchem-249	254	14	.	.	PUNCT
eurjchem-249	255	1	ir	ir	PROPN
eurjchem-249	255	2	(	(	PUNCT
eurjchem-249	255	3	kbr	kbr	PROPN
eurjchem-249	255	4	,	,	PUNCT
eurjchem-249	255	5	max	max	PROPN
eurjchem-249	255	6	,	,	PUNCT
eurjchem-249	255	7	cm‐1	cm‐1	NUM
eurjchem-249	255	8	):	):	PUNCT
eurjchem-249	255	9	2157	2157	NUM
eurjchem-249	255	10	(	(	PUNCT
eurjchem-249	255	11	strong	strong	ADJ
eurjchem-249	255	12	n3	n3	NOUN
eurjchem-249	255	13	)	)	PUNCT
eurjchem-249	255	14	,	,	PUNCT
eurjchem-249	255	15	1691	1691	NUM
eurjchem-249	255	16	(	(	PUNCT
eurjchem-249	255	17	co	co	NOUN
eurjchem-249	255	18	)	)	PUNCT
eurjchem-249	255	19	,	,	PUNCT
eurjchem-249	255	20	1341	1341	NUM
eurjchem-249	255	21	(	(	PUNCT
eurjchem-249	255	22	n→o	n→o	NUM
eurjchem-249	255	23	)	)	PUNCT
eurjchem-249	255	24	.	.	PUNCT
eurjchem-249	256	1	1h	1h	NUM
eurjchem-249	256	2	nmr	nmr	NOUN
eurjchem-249	256	3	(	(	PUNCT
eurjchem-249	256	4	dmso	dmso	NOUN
eurjchem-249	256	5	,	,	PUNCT
eurjchem-249	256	6	δ	δ	PROPN
eurjchem-249	256	7	ppm	ppm	NOUN
eurjchem-249	256	8	):	):	PUNCT
eurjchem-249	256	9	2.35	2.35	NUM
eurjchem-249	256	10	(	(	PUNCT
eurjchem-249	256	11	s	s	PROPN
eurjchem-249	256	12	,	,	PUNCT
eurjchem-249	256	13	3h	3h	NUM
eurjchem-249	256	14	,	,	PUNCT
eurjchem-249	256	15	ch3	ch3	PROPN
eurjchem-249	256	16	)	)	PUNCT
eurjchem-249	256	17	,	,	PUNCT
eurjchem-249	256	18	2.93	2.93	NUM
eurjchem-249	256	19	(	(	PUNCT
eurjchem-249	256	20	s	s	PROPN
eurjchem-249	256	21	,	,	PUNCT
eurjchem-249	256	22	3h	3h	NUM
eurjchem-249	256	23	,	,	PUNCT
eurjchem-249	256	24	ch3	ch3	PROPN
eurjchem-249	256	25	)	)	PUNCT
eurjchem-249	256	26	,	,	PUNCT
eurjchem-249	256	27	7.08	7.08	NUM
eurjchem-249	256	28	(	(	PUNCT
eurjchem-249	256	29	s	s	PROPN
eurjchem-249	256	30	,	,	PUNCT
eurjchem-249	256	31	1h	1h	NUM
eurjchem-249	256	32	,	,	PUNCT
eurjchem-249	256	33	ar‐h	ar‐h	NOUN
eurjchem-249	256	34	)	)	PUNCT
eurjchem-249	256	35	,	,	PUNCT
eurjchem-249	256	36	7.21	7.21	NUM
eurjchem-249	256	37	(	(	PUNCT
eurjchem-249	256	38	d	d	PROPN
eurjchem-249	256	39	,	,	PUNCT
eurjchem-249	256	40	j=7.5	j=7.5	PROPN
eurjchem-249	256	41	hz	hz	PROPN
eurjchem-249	256	42	,	,	PUNCT
eurjchem-249	256	43	1h	1h	NUM
eurjchem-249	256	44	,	,	PUNCT
eurjchem-249	256	45	ar‐h	ar‐h	NOUN
eurjchem-249	256	46	)	)	PUNCT
eurjchem-249	256	47	,	,	PUNCT
eurjchem-249	256	48	7.65	7.65	NUM
eurjchem-249	256	49	(	(	PUNCT
eurjchem-249	256	50	d	d	NOUN
eurjchem-249	256	51	,	,	PUNCT
eurjchem-249	256	52	j=7.5	j=7.5	PROPN
eurjchem-249	256	53	hz	hz	PROPN
eurjchem-249	256	54	,	,	PUNCT
eurjchem-249	256	55	1h	1h	NUM
eurjchem-249	256	56	,	,	PUNCT
eurjchem-249	256	57	ar‐h	ar‐h	NOUN
eurjchem-249	256	58	)	)	PUNCT
eurjchem-249	256	59	.	.	PUNCT
eurjchem-249	257	1	ms	ms	NOUN
eurjchem-249	257	2	(	(	PUNCT
eurjchem-249	257	3	m	m	PROPN
eurjchem-249	257	4	/	/	SYM
eurjchem-249	257	5	z	z	NOUN
eurjchem-249	257	6	,	,	PUNCT
eurjchem-249	257	7	%	%	INTJ
eurjchem-249	257	8	):	):	PUNCT
eurjchem-249	257	9	259	259	NUM
eurjchem-249	257	10	(	(	PUNCT
eurjchem-249	257	11	m+	m+	NUM
eurjchem-249	257	12	,	,	PUNCT
eurjchem-249	257	13	35	35	NUM
eurjchem-249	257	14	)	)	PUNCT
eurjchem-249	257	15	.	.	PUNCT
eurjchem-249	258	1	anal	anal	PROPN
eurjchem-249	258	2	.	.	PUNCT
eurjchem-249	258	3	calcd	calcd	NOUN
eurjchem-249	258	4	.	.	PUNCT
eurjchem-249	259	1	for	for	ADP
eurjchem-249	259	2	c11h9n5o3	c11h9n5o3	NOUN
eurjchem-249	259	3	(	(	PUNCT
eurjchem-249	259	4	259.22	259.22	NUM
eurjchem-249	259	5	):	):	PUNCT
eurjchem-249	259	6	c	c	NOUN
eurjchem-249	259	7	,	,	PUNCT
eurjchem-249	259	8	50.97	50.97	NUM
eurjchem-249	259	9	;	;	PUNCT
eurjchem-249	259	10	h	h	NOUN
eurjchem-249	259	11	,	,	PUNCT
eurjchem-249	259	12	3.50	3.50	NUM
eurjchem-249	259	13	;	;	PUNCT
eurjchem-249	259	14	n	n	CCONJ
eurjchem-249	259	15	,	,	PUNCT
eurjchem-249	259	16	27.02	27.02	NUM
eurjchem-249	259	17	.	.	PUNCT
eurjchem-249	259	18	found	find	VERB
eurjchem-249	259	19	:	:	PUNCT
eurjchem-249	260	1	c	c	X
eurjchem-249	260	2	,	,	PUNCT
eurjchem-249	260	3	51.02	51.02	NUM
eurjchem-249	260	4	;	;	PUNCT
eurjchem-249	260	5	h	h	NOUN
eurjchem-249	260	6	,	,	PUNCT
eurjchem-249	260	7	3.56	3.56	NUM
eurjchem-249	260	8	;	;	PUNCT
eurjchem-249	260	9	n	n	CCONJ
eurjchem-249	260	10	,	,	PUNCT
eurjchem-249	260	11	27.17	27.17	NUM
eurjchem-249	260	12	.	.	NOUN
eurjchem-249	261	1	2.21	2.21	NUM
eurjchem-249	261	2	.	.	PUNCT
eurjchem-249	261	3	synthesis	synthesis	NOUN
eurjchem-249	261	4	of	of	ADP
eurjchem-249	261	5	2,6‐dimethyl‐3‐ethoxycarbonylamino	2,6‐dimethyl‐3‐ethoxycarbonylamino	NUM
eurjchem-249	261	6	quinoxalin‐1,4‐dioxide	quinoxalin‐1,4‐dioxide	ADJ
eurjchem-249	261	7	(	(	PUNCT
eurjchem-249	261	8	34	34	NUM
eurjchem-249	261	9	)	)	PUNCT
eurjchem-249	261	10	the	the	DET
eurjchem-249	261	11	azide	azide	NOUN
eurjchem-249	261	12	33	33	NUM
eurjchem-249	261	13	(	(	PUNCT
eurjchem-249	261	14	0.778	0.778	NUM
eurjchem-249	261	15	g	g	NOUN
eurjchem-249	261	16	,	,	PUNCT
eurjchem-249	261	17	3	3	NUM
eurjchem-249	261	18	mmol	mmol	NOUN
eurjchem-249	261	19	)	)	PUNCT
eurjchem-249	261	20	in	in	ADP
eurjchem-249	261	21	absolute	absolute	ADJ
eurjchem-249	261	22	ethanol	ethanol	NOUN
eurjchem-249	261	23	(	(	PUNCT
eurjchem-249	261	24	30	30	NUM
eurjchem-249	261	25	ml	ml	NOUN
eurjchem-249	261	26	)	)	PUNCT
eurjchem-249	261	27	was	be	AUX
eurjchem-249	261	28	refluxed	refluxe	VERB
eurjchem-249	261	29	for	for	ADP
eurjchem-249	261	30	5	5	NUM
eurjchem-249	261	31	hours	hour	NOUN
eurjchem-249	261	32	and	and	CCONJ
eurjchem-249	261	33	the	the	DET
eurjchem-249	261	34	reaction	reaction	NOUN
eurjchem-249	261	35	mixture	mixture	NOUN
eurjchem-249	261	36	was	be	AUX
eurjchem-249	261	37	filtered	filter	VERB
eurjchem-249	261	38	while	while	SCONJ
eurjchem-249	261	39	hot	hot	ADJ
eurjchem-249	261	40	to	to	PART
eurjchem-249	261	41	remove	remove	VERB
eurjchem-249	261	42	any	any	DET
eurjchem-249	261	43	insoluble	insoluble	ADJ
eurjchem-249	261	44	material	material	NOUN
eurjchem-249	261	45	.	.	PUNCT
eurjchem-249	262	1	the	the	DET
eurjchem-249	262	2	filtrate	filtrate	NOUN
eurjchem-249	262	3	was	be	AUX
eurjchem-249	262	4	evaporated	evaporate	VERB
eurjchem-249	262	5	and	and	CCONJ
eurjchem-249	262	6	the	the	DET
eurjchem-249	262	7	residue	residue	NOUN
eurjchem-249	262	8	crystallized	crystallize	VERB
eurjchem-249	262	9	from	from	ADP
eurjchem-249	262	10	ethanol	ethanol	NOUN
eurjchem-249	262	11	to	to	PART
eurjchem-249	262	12	give	give	VERB
eurjchem-249	262	13	34	34	NUM
eurjchem-249	262	14	.	.	PUNCT
eurjchem-249	263	1	yellow	yellow	ADJ
eurjchem-249	263	2	crystals	crystal	NOUN
eurjchem-249	263	3	,	,	PUNCT
eurjchem-249	263	4	m.p	m.p	PROPN
eurjchem-249	263	5	.	.	PROPN
eurjchem-249	263	6	:	:	PUNCT
eurjchem-249	263	7	200	200	NUM
eurjchem-249	263	8	oc	oc	NOUN
eurjchem-249	263	9	.	.	PUNCT
eurjchem-249	263	10	yield	yield	NOUN
eurjchem-249	263	11	:	:	PUNCT
eurjchem-249	263	12	72	72	NUM
eurjchem-249	263	13	%	%	NOUN
eurjchem-249	263	14	.	.	PUNCT
eurjchem-249	264	1	ir	ir	PROPN
eurjchem-249	264	2	(	(	PUNCT
eurjchem-249	264	3	kbr	kbr	PROPN
eurjchem-249	264	4	,	,	PUNCT
eurjchem-249	264	5	max	max	PROPN
eurjchem-249	264	6	,	,	PUNCT
eurjchem-249	264	7	cm‐1	cm‐1	NUM
eurjchem-249	264	8	):	):	PUNCT
eurjchem-249	264	9	3382	3382	NUM
eurjchem-249	264	10	(	(	PUNCT
eurjchem-249	264	11	nh	nh	NOUN
eurjchem-249	264	12	)	)	PUNCT
eurjchem-249	264	13	,	,	PUNCT
eurjchem-249	264	14	1723	1723	NUM
eurjchem-249	264	15	(	(	PUNCT
eurjchem-249	264	16	co	co	NOUN
eurjchem-249	264	17	,	,	PUNCT
eurjchem-249	264	18	ester	ester	NOUN
eurjchem-249	264	19	)	)	PUNCT
eurjchem-249	264	20	,	,	PUNCT
eurjchem-249	264	21	1339	1339	NUM
eurjchem-249	264	22	(	(	PUNCT
eurjchem-249	264	23	n→o	n→o	NUM
eurjchem-249	264	24	)	)	PUNCT
eurjchem-249	264	25	.	.	PUNCT
eurjchem-249	265	1	1h	1h	NUM
eurjchem-249	265	2	nmr	nmr	NOUN
eurjchem-249	265	3	(	(	PUNCT
eurjchem-249	265	4	dmso	dmso	NOUN
eurjchem-249	265	5	,	,	PUNCT
eurjchem-249	265	6	δ	δ	PROPN
eurjchem-249	265	7	ppm	ppm	VERB
eurjchem-249	265	8	):	):	PUNCT
eurjchem-249	265	9	1.80	1.80	NUM
eurjchem-249	265	10	(	(	PUNCT
eurjchem-249	265	11	t	t	PROPN
eurjchem-249	265	12	,	,	PUNCT
eurjchem-249	265	13	j=13.7	j=13.7	NOUN
eurjchem-249	265	14	hz	hz	NOUN
eurjchem-249	265	15	,	,	PUNCT
eurjchem-249	265	16	3h	3h	NUM
eurjchem-249	265	17	,	,	PUNCT
eurjchem-249	265	18	ch3	ch3	PROPN
eurjchem-249	265	19	)	)	PUNCT
eurjchem-249	265	20	,	,	PUNCT
eurjchem-249	265	21	2.30	2.30	NUM
eurjchem-249	265	22	(	(	PUNCT
eurjchem-249	265	23	s	s	PROPN
eurjchem-249	265	24	,	,	PUNCT
eurjchem-249	265	25	3h	3h	NUM
eurjchem-249	265	26	,	,	PUNCT
eurjchem-249	265	27	ch3	ch3	PROPN
eurjchem-249	265	28	)	)	PUNCT
eurjchem-249	265	29	,	,	PUNCT
eurjchem-249	265	30	2.90	2.90	NUM
eurjchem-249	265	31	(	(	PUNCT
eurjchem-249	265	32	s	s	PROPN
eurjchem-249	265	33	,	,	PUNCT
eurjchem-249	265	34	3h	3h	NUM
eurjchem-249	265	35	,	,	PUNCT
eurjchem-249	265	36	ch3	ch3	PROPN
eurjchem-249	265	37	)	)	PUNCT
eurjchem-249	265	38	,	,	PUNCT
eurjchem-249	265	39	3.50	3.50	NUM
eurjchem-249	265	40	(	(	PUNCT
eurjchem-249	265	41	q	q	PROPN
eurjchem-249	265	42	,	,	PUNCT
eurjchem-249	265	43	j=13.7	j=13.7	NOUN
eurjchem-249	265	44	hz	hz	NOUN
eurjchem-249	265	45	,	,	PUNCT
eurjchem-249	265	46	2h	2h	NUM
eurjchem-249	265	47	,	,	PUNCT
eurjchem-249	265	48	ch2	ch2	PROPN
eurjchem-249	265	49	)	)	PUNCT
eurjchem-249	265	50	,	,	PUNCT
eurjchem-249	265	51	6.70‐7.30	6.70‐7.30	NUM
eurjchem-249	265	52	(	(	PUNCT
eurjchem-249	265	53	m	m	PROPN
eurjchem-249	265	54	,	,	PUNCT
eurjchem-249	265	55	3h	3h	NUM
eurjchem-249	265	56	,	,	PUNCT
eurjchem-249	265	57	ar‐h	ar‐h	NOUN
eurjchem-249	265	58	)	)	PUNCT
eurjchem-249	265	59	,	,	PUNCT
eurjchem-249	265	60	8.00	8.00	NUM
eurjchem-249	265	61	(	(	PUNCT
eurjchem-249	265	62	s	s	PROPN
eurjchem-249	265	63	,	,	PUNCT
eurjchem-249	265	64	1h	1h	NUM
eurjchem-249	265	65	,	,	PUNCT
eurjchem-249	265	66	nh	nh	PROPN
eurjchem-249	265	67	)	)	PUNCT
eurjchem-249	265	68	.	.	PUNCT
eurjchem-249	266	1	ms	ms	NOUN
eurjchem-249	266	2	(	(	PUNCT
eurjchem-249	266	3	m	m	PROPN
eurjchem-249	266	4	/	/	SYM
eurjchem-249	266	5	z	z	NOUN
eurjchem-249	266	6	,	,	PUNCT
eurjchem-249	266	7	%	%	INTJ
eurjchem-249	266	8	):	):	PUNCT
eurjchem-249	266	9	277	277	NUM
eurjchem-249	266	10	(	(	PUNCT
eurjchem-249	266	11	m+	m+	NUM
eurjchem-249	266	12	,	,	PUNCT
eurjchem-249	266	13	13	13	NUM
eurjchem-249	266	14	)	)	PUNCT
eurjchem-249	266	15	.	.	PUNCT
eurjchem-249	267	1	anal	anal	PROPN
eurjchem-249	267	2	.	.	PUNCT
eurjchem-249	267	3	calcd	calcd	NOUN
eurjchem-249	267	4	.	.	PUNCT
eurjchem-249	268	1	for	for	ADP
eurjchem-249	268	2	c13h15n3o4	c13h15n3o4	PROPN
eurjchem-249	268	3	(	(	PUNCT
eurjchem-249	268	4	277.28	277.28	NUM
eurjchem-249	268	5	):	):	PUNCT
eurjchem-249	268	6	c	c	X
eurjchem-249	268	7	,	,	PUNCT
eurjchem-249	268	8	56.31	56.31	NUM
eurjchem-249	268	9	;	;	PUNCT
eurjchem-249	268	10	h	h	NOUN
eurjchem-249	268	11	,	,	PUNCT
eurjchem-249	268	12	5.45	5.45	NUM
eurjchem-249	268	13	;	;	PUNCT
eurjchem-249	268	14	n	n	CCONJ
eurjchem-249	268	15	,	,	PUNCT
eurjchem-249	268	16	15.15	15.15	NUM
eurjchem-249	268	17	.	.	PUNCT
eurjchem-249	269	1	found	find	VERB
eurjchem-249	269	2	:	:	PUNCT
eurjchem-249	270	1	c	c	X
eurjchem-249	270	2	,	,	PUNCT
eurjchem-249	270	3	56.43	56.43	NUM
eurjchem-249	270	4	;	;	PUNCT
eurjchem-249	270	5	h	h	NOUN
eurjchem-249	270	6	,	,	PUNCT
eurjchem-249	270	7	5.57	5.57	NUM
eurjchem-249	270	8	;	;	PUNCT
eurjchem-249	270	9	n	n	CCONJ
eurjchem-249	270	10	,	,	PUNCT
eurjchem-249	270	11	15.27	15.27	NUM
eurjchem-249	270	12	.	.	X
eurjchem-249	271	1	2.22	2.22	NUM
eurjchem-249	271	2	.	.	PUNCT
eurjchem-249	271	3	synthesis	synthesis	NOUN
eurjchem-249	271	4	of	of	ADP
eurjchem-249	271	5	2,6‐dimethyl‐3‐isocyanatoquinoxalin‐1,4‐	2,6‐dimethyl‐3‐isocyanatoquinoxalin‐1,4‐	NUM
eurjchem-249	271	6	dioxide	dioxide	NOUN
eurjchem-249	271	7	(	(	PUNCT
eurjchem-249	271	8	35	35	NUM
eurjchem-249	271	9	)	)	PUNCT
eurjchem-249	271	10	the	the	DET
eurjchem-249	271	11	azide	azide	NOUN
eurjchem-249	271	12	33	33	NUM
eurjchem-249	271	13	(	(	PUNCT
eurjchem-249	271	14	0.778	0.778	NUM
eurjchem-249	271	15	g	g	NOUN
eurjchem-249	271	16	,	,	PUNCT
eurjchem-249	271	17	3	3	NUM
eurjchem-249	271	18	mmol	mmol	NOUN
eurjchem-249	271	19	)	)	PUNCT
eurjchem-249	271	20	in	in	ADP
eurjchem-249	271	21	dry	dry	ADJ
eurjchem-249	271	22	toluene	toluene	NOUN
eurjchem-249	271	23	(	(	PUNCT
eurjchem-249	271	24	20	20	NUM
eurjchem-249	271	25	ml	ml	NOUN
eurjchem-249	271	26	)	)	PUNCT
eurjchem-249	271	27	was	be	AUX
eurjchem-249	271	28	refluxed	refluxe	VERB
eurjchem-249	271	29	for	for	ADP
eurjchem-249	271	30	3	3	NUM
eurjchem-249	271	31	hours	hour	NOUN
eurjchem-249	271	32	.	.	PUNCT
eurjchem-249	272	1	after	after	ADP
eurjchem-249	272	2	cooling	cool	VERB
eurjchem-249	272	3	,	,	PUNCT
eurjchem-249	272	4	the	the	DET
eurjchem-249	272	5	separated	separate	VERB
eurjchem-249	272	6	material	material	NOUN
eurjchem-249	272	7	was	be	AUX
eurjchem-249	272	8	filtered	filter	VERB
eurjchem-249	272	9	off	off	ADP
eurjchem-249	272	10	,	,	PUNCT
eurjchem-249	272	11	dried	dry	VERB
eurjchem-249	272	12	and	and	CCONJ
eurjchem-249	272	13	crystallized	crystallize	VERB
eurjchem-249	272	14	from	from	ADP
eurjchem-249	272	15	benzene	benzene	NOUN
eurjchem-249	272	16	to	to	PART
eurjchem-249	272	17	give	give	VERB
eurjchem-249	272	18	35	35	NUM
eurjchem-249	272	19	.	.	PUNCT
eurjchem-249	273	1	reddish	reddish	ADJ
eurjchem-249	273	2	crystals	crystal	NOUN
eurjchem-249	273	3	,	,	PUNCT
eurjchem-249	273	4	m.p	m.p	PROPN
eurjchem-249	273	5	.	.	PROPN
eurjchem-249	273	6	:	:	PUNCT
eurjchem-249	273	7	244	244	NUM
eurjchem-249	273	8	oc	oc	PROPN
eurjchem-249	273	9	.	.	PUNCT
eurjchem-249	273	10	yield	yield	NOUN
eurjchem-249	273	11	:	:	PUNCT
eurjchem-249	273	12	66	66	NUM
eurjchem-249	273	13	%	%	NOUN
eurjchem-249	273	14	.	.	PUNCT
eurjchem-249	274	1	ir	ir	PROPN
eurjchem-249	274	2	(	(	PUNCT
eurjchem-249	274	3	kbr	kbr	PROPN
eurjchem-249	274	4	,	,	PUNCT
eurjchem-249	274	5	max	max	PROPN
eurjchem-249	274	6	,	,	PUNCT
eurjchem-249	274	7	cm‐1	cm‐1	PROPN
eurjchem-249	274	8	):	):	PUNCT
eurjchem-249	274	9	1700	1700	NUM
eurjchem-249	274	10	(	(	PUNCT
eurjchem-249	274	11	c	c	NOUN
eurjchem-249	274	12	=	=	NOUN
eurjchem-249	274	13	o	o	NOUN
eurjchem-249	274	14	)	)	PUNCT
eurjchem-249	274	15	,	,	PUNCT
eurjchem-249	274	16	1330	1330	NUM
eurjchem-249	274	17	(	(	PUNCT
eurjchem-249	274	18	n→o	n→o	NUM
eurjchem-249	274	19	)	)	PUNCT
eurjchem-249	274	20	.	.	PUNCT
eurjchem-249	275	1	1h	1h	NUM
eurjchem-249	275	2	nmr	nmr	NOUN
eurjchem-249	275	3	(	(	PUNCT
eurjchem-249	275	4	dmso	dmso	NOUN
eurjchem-249	275	5	,	,	PUNCT
eurjchem-249	275	6	δ	δ	PROPN
eurjchem-249	275	7	ppm	ppm	VERB
eurjchem-249	275	8	):	):	PUNCT
eurjchem-249	275	9	2.38	2.38	NUM
eurjchem-249	275	10	(	(	PUNCT
eurjchem-249	275	11	s	s	PROPN
eurjchem-249	275	12	,	,	PUNCT
eurjchem-249	275	13	3h	3h	NUM
eurjchem-249	275	14	,	,	PUNCT
eurjchem-249	275	15	ch3	ch3	PROPN
eurjchem-249	275	16	)	)	PUNCT
eurjchem-249	275	17	,	,	PUNCT
eurjchem-249	275	18	2.91	2.91	NUM
eurjchem-249	275	19	(	(	PUNCT
eurjchem-249	275	20	s	s	PROPN
eurjchem-249	275	21	,	,	PUNCT
eurjchem-249	275	22	3h	3h	NUM
eurjchem-249	275	23	,	,	PUNCT
eurjchem-249	275	24	ch3	ch3	PROPN
eurjchem-249	275	25	)	)	PUNCT
eurjchem-249	275	26	,	,	PUNCT
eurjchem-249	275	27	7.30	7.30	NUM
eurjchem-249	275	28	(	(	PUNCT
eurjchem-249	275	29	d	d	PROPN
eurjchem-249	275	30	,	,	PUNCT
eurjchem-249	275	31	j=8.30	j=8.30	PROPN
eurjchem-249	275	32	hz	hz	PROPN
eurjchem-249	275	33	,	,	PUNCT
eurjchem-249	275	34	1h	1h	NUM
eurjchem-249	275	35	,	,	PUNCT
eurjchem-249	275	36	h7	h7	PROPN
eurjchem-249	275	37	)	)	PUNCT
eurjchem-249	275	38	,	,	PUNCT
eurjchem-249	275	39	7.70	7.70	NUM
eurjchem-249	275	40	(	(	PUNCT
eurjchem-249	275	41	d	d	PROPN
eurjchem-249	275	42	,	,	PUNCT
eurjchem-249	275	43	j=8.30	j=8.30	PROPN
eurjchem-249	275	44	hz	hz	PROPN
eurjchem-249	275	45	,	,	PUNCT
eurjchem-249	275	46	1h	1h	NUM
eurjchem-249	275	47	,	,	PUNCT
eurjchem-249	275	48	h8	h8	PROPN
eurjchem-249	275	49	)	)	PUNCT
eurjchem-249	275	50	,	,	PUNCT
eurjchem-249	275	51	7.06	7.06	NUM
eurjchem-249	275	52	(	(	PUNCT
eurjchem-249	275	53	s	s	PROPN
eurjchem-249	275	54	,	,	PUNCT
eurjchem-249	275	55	1h	1h	NUM
eurjchem-249	275	56	,	,	PUNCT
eurjchem-249	275	57	h5	h5	PROPN
eurjchem-249	275	58	)	)	PUNCT
eurjchem-249	275	59	.	.	PUNCT
eurjchem-249	276	1	ms	ms	NOUN
eurjchem-249	276	2	(	(	PUNCT
eurjchem-249	276	3	m	m	PROPN
eurjchem-249	276	4	/	/	SYM
eurjchem-249	276	5	z	z	NOUN
eurjchem-249	276	6	,	,	PUNCT
eurjchem-249	276	7	%	%	INTJ
eurjchem-249	276	8	):	):	PUNCT
eurjchem-249	276	9	230	230	NUM
eurjchem-249	276	10	(	(	PUNCT
eurjchem-249	276	11	m+‐1	m+‐1	PROPN
eurjchem-249	276	12	,	,	PUNCT
eurjchem-249	276	13	70	70	NUM
eurjchem-249	276	14	)	)	PUNCT
eurjchem-249	276	15	.	.	PUNCT
eurjchem-249	277	1	anal	anal	PROPN
eurjchem-249	277	2	.	.	PUNCT
eurjchem-249	277	3	calcd	calcd	NOUN
eurjchem-249	277	4	.	.	PUNCT
eurjchem-249	278	1	for	for	ADP
eurjchem-249	278	2	c11h9n3o3	c11h9n3o3	NOUN
eurjchem-249	278	3	(	(	PUNCT
eurjchem-249	278	4	231.21	231.21	NUM
eurjchem-249	278	5	):	):	PUNCT
eurjchem-249	278	6	c	c	X
eurjchem-249	278	7	,	,	PUNCT
eurjchem-249	278	8	57.14	57.14	NUM
eurjchem-249	278	9	;	;	PUNCT
eurjchem-249	278	10	h	h	NOUN
eurjchem-249	278	11	,	,	PUNCT
eurjchem-249	278	12	3.92	3.92	NUM
eurjchem-249	278	13	.	.	PUNCT
eurjchem-249	278	14	found	find	VERB
eurjchem-249	278	15	:	:	PUNCT
eurjchem-249	279	1	c	c	X
eurjchem-249	279	2	,	,	PUNCT
eurjchem-249	279	3	57.01	57.01	NUM
eurjchem-249	279	4	;	;	PUNCT
eurjchem-249	279	5	h	h	NOUN
eurjchem-249	279	6	,	,	PUNCT
eurjchem-249	279	7	3.80	3.80	NUM
eurjchem-249	279	8	.	.	PUNCT
eurjchem-249	279	9	2.23	2.23	NUM
eurjchem-249	279	10	.	.	PUNCT
eurjchem-249	280	1	synthesis	synthesis	NOUN
eurjchem-249	280	2	of	of	ADP
eurjchem-249	280	3	3‐amino‐2,6‐dimethylquinoxalin‐1,4‐	3‐amino‐2,6‐dimethylquinoxalin‐1,4‐	NUM
eurjchem-249	280	4	dioxide	dioxide	NOUN
eurjchem-249	280	5	(	(	PUNCT
eurjchem-249	280	6	36	36	NUM
eurjchem-249	280	7	)	)	PUNCT
eurjchem-249	280	8	the	the	DET
eurjchem-249	280	9	carbazide	carbazide	NOUN
eurjchem-249	280	10	33	33	NUM
eurjchem-249	280	11	(	(	PUNCT
eurjchem-249	280	12	0.778	0.778	NUM
eurjchem-249	280	13	g	g	NOUN
eurjchem-249	280	14	,	,	PUNCT
eurjchem-249	280	15	3	3	NUM
eurjchem-249	280	16	mmol	mmol	NOUN
eurjchem-249	280	17	)	)	PUNCT
eurjchem-249	280	18	in	in	ADP
eurjchem-249	280	19	acetic	acetic	ADJ
eurjchem-249	280	20	acid	acid	NOUN
eurjchem-249	280	21	(	(	PUNCT
eurjchem-249	280	22	5	5	NUM
eurjchem-249	280	23	ml	ml	NOUN
eurjchem-249	280	24	)	)	PUNCT
eurjchem-249	280	25	and	and	CCONJ
eurjchem-249	280	26	dioxane	dioxane	NOUN
eurjchem-249	280	27	(	(	PUNCT
eurjchem-249	280	28	5	5	NUM
eurjchem-249	280	29	ml	ml	NOUN
eurjchem-249	280	30	)	)	PUNCT
eurjchem-249	280	31	was	be	AUX
eurjchem-249	280	32	heated	heat	VERB
eurjchem-249	280	33	for	for	ADP
eurjchem-249	280	34	30	30	NUM
eurjchem-249	280	35	minutes	minute	NOUN
eurjchem-249	280	36	and	and	CCONJ
eurjchem-249	280	37	then	then	ADV
eurjchem-249	280	38	left	leave	VERB
eurjchem-249	280	39	to	to	PART
eurjchem-249	280	40	cool	cool	ADJ
eurjchem-249	280	41	.	.	PUNCT
eurjchem-249	281	1	the	the	DET
eurjchem-249	281	2	reaction	reaction	NOUN
eurjchem-249	281	3	mixture	mixture	NOUN
eurjchem-249	281	4	was	be	AUX
eurjchem-249	281	5	poured	pour	VERB
eurjchem-249	281	6	into	into	ADP
eurjchem-249	281	7	water	water	NOUN
eurjchem-249	281	8	(	(	PUNCT
eurjchem-249	281	9	30	30	NUM
eurjchem-249	281	10	ml	ml	NOUN
eurjchem-249	281	11	)	)	PUNCT
eurjchem-249	281	12	and	and	CCONJ
eurjchem-249	281	13	then	then	ADV
eurjchem-249	281	14	extracted	extract	VERB
eurjchem-249	281	15	with	with	ADP
eurjchem-249	281	16	ether	ether	NOUN
eurjchem-249	281	17	(	(	PUNCT
eurjchem-249	281	18	three	three	NUM
eurjchem-249	281	19	times	time	NOUN
eurjchem-249	281	20	)	)	PUNCT
eurjchem-249	281	21	,	,	PUNCT
eurjchem-249	281	22	dried	dry	VERB
eurjchem-249	281	23	over	over	ADP
eurjchem-249	281	24	anhydrous	anhydrous	ADJ
eurjchem-249	281	25	magnesium	magnesium	NOUN
eurjchem-249	281	26	sulfate	sulfate	NOUN
eurjchem-249	281	27	;	;	PUNCT
eurjchem-249	281	28	the	the	DET
eurjchem-249	281	29	solvent	solvent	NOUN
eurjchem-249	281	30	was	be	AUX
eurjchem-249	281	31	evaporated	evaporate	VERB
eurjchem-249	281	32	under	under	ADP
eurjchem-249	281	33	vacuo	vacuo	NOUN
eurjchem-249	281	34	to	to	PART
eurjchem-249	281	35	afford	afford	VERB
eurjchem-249	281	36	36	36	NUM
eurjchem-249	281	37	.	.	PUNCT
eurjchem-249	282	1	greyish	greyish	ADJ
eurjchem-249	282	2	crystals	crystal	NOUN
eurjchem-249	282	3	,	,	PUNCT
eurjchem-249	282	4	m.p	m.p	PROPN
eurjchem-249	282	5	.	.	PROPN
eurjchem-249	282	6	:	:	PUNCT
eurjchem-249	282	7	202	202	NUM
eurjchem-249	282	8	oc	oc	NOUN
eurjchem-249	282	9	.	.	NOUN
eurjchem-249	282	10	yield	yield	NOUN
eurjchem-249	282	11	:	:	PUNCT
eurjchem-249	282	12	70	70	NUM
eurjchem-249	282	13	%	%	NOUN
eurjchem-249	282	14	.	.	PUNCT
eurjchem-249	283	1	ir	ir	PROPN
eurjchem-249	283	2	(	(	PUNCT
eurjchem-249	283	3	kbr	kbr	PROPN
eurjchem-249	283	4	,	,	PUNCT
eurjchem-249	283	5	max	max	PROPN
eurjchem-249	283	6	,	,	PUNCT
eurjchem-249	283	7	cm‐1	cm‐1	PROPN
eurjchem-249	283	8	):	):	PUNCT
eurjchem-249	283	9	3480‐3440	3480‐3440	NUM
eurjchem-249	283	10	(	(	PUNCT
eurjchem-249	283	11	nh2	nh2	PROPN
eurjchem-249	283	12	)	)	PUNCT
eurjchem-249	283	13	,	,	PUNCT
eurjchem-249	283	14	1350	1350	NUM
eurjchem-249	283	15	(	(	PUNCT
eurjchem-249	283	16	n→o	n→o	NUM
eurjchem-249	283	17	)	)	PUNCT
eurjchem-249	283	18	.	.	PUNCT
eurjchem-249	284	1	1h	1h	NUM
eurjchem-249	284	2	nmr	nmr	NOUN
eurjchem-249	284	3	(	(	PUNCT
eurjchem-249	284	4	dmso	dmso	NOUN
eurjchem-249	284	5	,	,	PUNCT
eurjchem-249	284	6	δ	δ	PROPN
eurjchem-249	284	7	ppm	ppm	VERB
eurjchem-249	284	8	):	):	PUNCT
eurjchem-249	284	9	2.34	2.34	NUM
eurjchem-249	284	10	(	(	PUNCT
eurjchem-249	284	11	s	s	PROPN
eurjchem-249	284	12	,	,	PUNCT
eurjchem-249	284	13	3h	3h	NUM
eurjchem-249	284	14	,	,	PUNCT
eurjchem-249	284	15	ch3	ch3	PROPN
eurjchem-249	284	16	)	)	PUNCT
eurjchem-249	284	17	,	,	PUNCT
eurjchem-249	284	18	2.90	2.90	NUM
eurjchem-249	284	19	(	(	PUNCT
eurjchem-249	284	20	s	s	PROPN
eurjchem-249	284	21	,	,	PUNCT
eurjchem-249	284	22	3h	3h	NUM
eurjchem-249	284	23	,	,	PUNCT
eurjchem-249	284	24	ch3	ch3	PROPN
eurjchem-249	284	25	)	)	PUNCT
eurjchem-249	284	26	,	,	PUNCT
eurjchem-249	284	27	6.90	6.90	NUM
eurjchem-249	284	28	(	(	PUNCT
eurjchem-249	284	29	s	s	NOUN
eurjchem-249	284	30	,	,	PUNCT
eurjchem-249	284	31	2h	2h	NUM
eurjchem-249	284	32	,	,	PUNCT
eurjchem-249	284	33	nh2	nh2	PROPN
eurjchem-249	284	34	)	)	PUNCT
eurjchem-249	284	35	,	,	PUNCT
eurjchem-249	284	36	6.06‐7.70	6.06‐7.70	NUM
eurjchem-249	284	37	(	(	PUNCT
eurjchem-249	284	38	m	m	PROPN
eurjchem-249	284	39	,	,	PUNCT
eurjchem-249	284	40	3h	3h	NUM
eurjchem-249	284	41	,	,	PUNCT
eurjchem-249	284	42	ar‐h	ar‐h	NOUN
eurjchem-249	284	43	)	)	PUNCT
eurjchem-249	284	44	.	.	PUNCT
eurjchem-249	285	1	ms	ms	NOUN
eurjchem-249	285	2	(	(	PUNCT
eurjchem-249	285	3	m	m	PROPN
eurjchem-249	285	4	/	/	SYM
eurjchem-249	285	5	z	z	NOUN
eurjchem-249	285	6	,	,	PUNCT
eurjchem-249	285	7	%	%	INTJ
eurjchem-249	285	8	):	):	PUNCT
eurjchem-249	285	9	189	189	NUM
eurjchem-249	285	10	(	(	PUNCT
eurjchem-249	285	11	m+‐16	m+‐16	PROPN
eurjchem-249	285	12	,	,	PUNCT
eurjchem-249	285	13	50	50	NUM
eurjchem-249	285	14	)	)	PUNCT
eurjchem-249	285	15	,	,	PUNCT
eurjchem-249	285	16	173	173	NUM
eurjchem-249	285	17	(	(	PUNCT
eurjchem-249	285	18	100	100	NUM
eurjchem-249	285	19	)	)	PUNCT
eurjchem-249	285	20	.	.	PUNCT
eurjchem-249	286	1	anal	anal	PROPN
eurjchem-249	286	2	.	.	PUNCT
eurjchem-249	286	3	calcd	calcd	NOUN
eurjchem-249	286	4	.	.	PUNCT
eurjchem-249	287	1	for	for	ADP
eurjchem-249	287	2	c10h11n3o2	c10h11n3o2	PROPN
eurjchem-249	287	3	(	(	PUNCT
eurjchem-249	287	4	205.21	205.21	NUM
eurjchem-249	287	5	):	):	PUNCT
eurjchem-249	287	6	c	c	X
eurjchem-249	287	7	,	,	PUNCT
eurjchem-249	287	8	58.53	58.53	NUM
eurjchem-249	287	9	;	;	PUNCT
eurjchem-249	287	10	h	h	NOUN
eurjchem-249	287	11	,	,	PUNCT
eurjchem-249	287	12	5.40	5.40	NUM
eurjchem-249	287	13	.	.	PUNCT
eurjchem-249	287	14	found	find	VERB
eurjchem-249	287	15	:	:	PUNCT
eurjchem-249	288	1	c	c	X
eurjchem-249	288	2	,	,	PUNCT
eurjchem-249	288	3	58.62	58.62	NUM
eurjchem-249	288	4	;	;	PUNCT
eurjchem-249	288	5	h	h	NOUN
eurjchem-249	288	6	,	,	PUNCT
eurjchem-249	288	7	5.52	5.52	NUM
eurjchem-249	288	8	.	.	NOUN
eurjchem-249	289	1	2.24	2.24	NUM
eurjchem-249	289	2	.	.	PUNCT
eurjchem-249	290	1	diazotization	diazotization	NOUN
eurjchem-249	290	2	and	and	CCONJ
eurjchem-249	290	3	coupling	coupling	NOUN
eurjchem-249	290	4	of	of	ADP
eurjchem-249	290	5	40	40	NUM
eurjchem-249	290	6	with	with	ADP
eurjchem-249	290	7	β	β	NOUN
eurjchem-249	290	8	–	–	PUNCT
eurjchem-249	290	9	naphthol	naphthol	NOUN
eurjchem-249	290	10	:	:	PUNCT
eurjchem-249	290	11	synthesis	synthesis	NOUN
eurjchem-249	290	12	of	of	ADP
eurjchem-249	290	13	2,6‐dimethyl‐e‐3((2‐hydroxynaphthalen‐1‐	2,6‐dimethyl‐e‐3((2‐hydroxynaphthalen‐1‐	NUM
eurjchem-249	290	14	yl)diazenyl)‐quinoxalin‐1,4‐dioxide	yl)diazenyl)‐quinoxalin‐1,4‐dioxide	NOUN
eurjchem-249	290	15	(	(	PUNCT
eurjchem-249	290	16	37	37	NUM
eurjchem-249	290	17	)	)	PUNCT
eurjchem-249	290	18	2,6‐dimethyl‐3‐aminoquinoxalin‐1,4‐dioxide	2,6‐dimethyl‐3‐aminoquinoxalin‐1,4‐dioxide	NOUN
eurjchem-249	290	19	(	(	PUNCT
eurjchem-249	290	20	36	36	NUM
eurjchem-249	290	21	)	)	PUNCT
eurjchem-249	290	22	(	(	PUNCT
eurjchem-249	290	23	0.616	0.616	NUM
eurjchem-249	290	24	g	g	NOUN
eurjchem-249	290	25	,	,	PUNCT
eurjchem-249	290	26	3	3	NUM
eurjchem-249	290	27	mmol	mmol	NOUN
eurjchem-249	290	28	)	)	PUNCT
eurjchem-249	290	29	was	be	AUX
eurjchem-249	290	30	dissolved	dissolve	VERB
eurjchem-249	290	31	in	in	ADP
eurjchem-249	290	32	conc	conc	NOUN
eurjchem-249	290	33	.	.	PUNCT
eurjchem-249	291	1	hydrochloric	hydrochloric	ADJ
eurjchem-249	291	2	acid	acid	NOUN
eurjchem-249	291	3	(	(	PUNCT
eurjchem-249	291	4	6	6	NUM
eurjchem-249	291	5	ml	ml	NOUN
eurjchem-249	291	6	)	)	PUNCT
eurjchem-249	291	7	and	and	CCONJ
eurjchem-249	291	8	cooled	cool	VERB
eurjchem-249	291	9	to	to	ADP
eurjchem-249	291	10	0	0	NUM
eurjchem-249	291	11	oc	oc	NOUN
eurjchem-249	291	12	in	in	ADP
eurjchem-249	291	13	ice	ice	NOUN
eurjchem-249	291	14	bath	bath	NOUN
eurjchem-249	291	15	.	.	PUNCT
eurjchem-249	292	1	cold	cold	ADJ
eurjchem-249	292	2	aqueous	aqueous	ADJ
eurjchem-249	292	3	solution	solution	NOUN
eurjchem-249	292	4	of	of	ADP
eurjchem-249	292	5	sodium	sodium	NOUN
eurjchem-249	292	6	nitrite	nitrite	NOUN
eurjchem-249	292	7	(	(	PUNCT
eurjchem-249	292	8	0.3	0.3	NUM
eurjchem-249	292	9	g	g	NOUN
eurjchem-249	292	10	in	in	ADP
eurjchem-249	292	11	5	5	NUM
eurjchem-249	292	12	ml	ml	NOUN
eurjchem-249	292	13	water	water	NOUN
eurjchem-249	292	14	)	)	PUNCT
eurjchem-249	292	15	was	be	AUX
eurjchem-249	292	16	added	add	VERB
eurjchem-249	292	17	in	in	ADP
eurjchem-249	292	18	small	small	ADJ
eurjchem-249	292	19	portions	portion	NOUN
eurjchem-249	292	20	to	to	ADP
eurjchem-249	292	21	the	the	DET
eurjchem-249	292	22	above	above	ADJ
eurjchem-249	292	23	amine	amine	ADJ
eurjchem-249	292	24	hydrochloride	hydrochloride	NOUN
eurjchem-249	292	25	solution	solution	NOUN
eurjchem-249	292	26	.	.	PUNCT
eurjchem-249	293	1	to	to	ADP
eurjchem-249	293	2	the	the	DET
eurjchem-249	293	3	resulting	result	VERB
eurjchem-249	293	4	sodium	sodium	NOUN
eurjchem-249	293	5	salt	salt	NOUN
eurjchem-249	293	6	solution	solution	NOUN
eurjchem-249	293	7	was	be	AUX
eurjchem-249	293	8	added	add	VERB
eurjchem-249	293	9	a	a	DET
eurjchem-249	293	10	cold	cold	ADJ
eurjchem-249	293	11	solution	solution	NOUN
eurjchem-249	293	12	of	of	ADP
eurjchem-249	293	13	β	β	NOUN
eurjchem-249	293	14	–	–	PUNCT
eurjchem-249	293	15	naphthol	naphthol	NOUN
eurjchem-249	293	16	(	(	PUNCT
eurjchem-249	293	17	0.433	0.433	NUM
eurjchem-249	293	18	g	g	NOUN
eurjchem-249	293	19	,	,	PUNCT
eurjchem-249	293	20	3	3	NUM
eurjchem-249	293	21	mmol	mmol	NOUN
eurjchem-249	293	22	)	)	PUNCT
eurjchem-249	293	23	in	in	ADP
eurjchem-249	293	24	sodium	sodium	NOUN
eurjchem-249	293	25	hydroxide	hydroxide	NOUN
eurjchem-249	293	26	(	(	PUNCT
eurjchem-249	293	27	10	10	NUM
eurjchem-249	293	28	%	%	NOUN
eurjchem-249	293	29	,	,	PUNCT
eurjchem-249	293	30	10	10	NUM
eurjchem-249	293	31	ml	ml	NOUN
eurjchem-249	293	32	)	)	PUNCT
eurjchem-249	293	33	,	,	PUNCT
eurjchem-249	293	34	the	the	DET
eurjchem-249	293	35	precipitated	precipitate	VERB
eurjchem-249	293	36	solid	solid	ADJ
eurjchem-249	293	37	material	material	NOUN
eurjchem-249	293	38	was	be	AUX
eurjchem-249	293	39	filtered	filter	VERB
eurjchem-249	293	40	off	off	ADP
eurjchem-249	293	41	,	,	PUNCT
eurjchem-249	293	42	washed	wash	VERB
eurjchem-249	293	43	with	with	ADP
eurjchem-249	293	44	water	water	NOUN
eurjchem-249	293	45	and	and	CCONJ
eurjchem-249	293	46	crystallized	crystallize	VERB
eurjchem-249	293	47	from	from	ADP
eurjchem-249	293	48	ethanol	ethanol	NOUN
eurjchem-249	293	49	to	to	PART
eurjchem-249	293	50	give	give	VERB
eurjchem-249	293	51	37	37	NUM
eurjchem-249	293	52	.	.	PUNCT
eurjchem-249	294	1	orange	orange	NOUN
eurjchem-249	294	2	powder	powder	NOUN
eurjchem-249	294	3	,	,	PUNCT
eurjchem-249	294	4	m.p	m.p	PROPN
eurjchem-249	294	5	.	.	PROPN
eurjchem-249	294	6	:	:	PUNCT
eurjchem-249	294	7	238	238	NUM
eurjchem-249	294	8	oc	oc	NOUN
eurjchem-249	294	9	.	.	PUNCT
eurjchem-249	294	10	yield	yield	NOUN
eurjchem-249	294	11	:	:	PUNCT
eurjchem-249	294	12	80	80	NUM
eurjchem-249	294	13	%	%	NOUN
eurjchem-249	294	14	.	.	PUNCT
eurjchem-249	295	1	ir	ir	PROPN
eurjchem-249	295	2	(	(	PUNCT
eurjchem-249	295	3	kbr	kbr	PROPN
eurjchem-249	295	4	,	,	PUNCT
eurjchem-249	295	5	max	max	PROPN
eurjchem-249	295	6	,	,	PUNCT
eurjchem-249	295	7	cm‐1	cm‐1	PROPN
eurjchem-249	295	8	):	):	PUNCT
eurjchem-249	295	9	3500	3500	NUM
eurjchem-249	295	10	(	(	PUNCT
eurjchem-249	295	11	oh	oh	INTJ
eurjchem-249	295	12	)	)	PUNCT
eurjchem-249	295	13	,	,	PUNCT
eurjchem-249	295	14	1618	1618	NUM
eurjchem-249	295	15	(	(	PUNCT
eurjchem-249	295	16	c	c	NOUN
eurjchem-249	295	17	=	=	SYM
eurjchem-249	295	18	n	n	NUM
eurjchem-249	295	19	)	)	PUNCT
eurjchem-249	295	20	,	,	PUNCT
eurjchem-249	295	21	1495	1495	NUM
eurjchem-249	295	22	(	(	PUNCT
eurjchem-249	295	23	n	n	CCONJ
eurjchem-249	295	24	=	=	SYM
eurjchem-249	295	25	n	n	NUM
eurjchem-249	295	26	)	)	PUNCT
eurjchem-249	295	27	,	,	PUNCT
eurjchem-249	295	28	1345	1345	NUM
eurjchem-249	295	29	(	(	PUNCT
eurjchem-249	295	30	n→o	n→o	NUM
eurjchem-249	295	31	)	)	PUNCT
eurjchem-249	295	32	.	.	PUNCT
eurjchem-249	296	1	1h	1h	NUM
eurjchem-249	296	2	nmr	nmr	NOUN
eurjchem-249	296	3	(	(	PUNCT
eurjchem-249	296	4	dmso	dmso	NOUN
eurjchem-249	296	5	,	,	PUNCT
eurjchem-249	296	6	δ	δ	PROPN
eurjchem-249	296	7	ppm	ppm	VERB
eurjchem-249	296	8	):	):	PUNCT
eurjchem-249	296	9	2.30	2.30	NUM
eurjchem-249	296	10	(	(	PUNCT
eurjchem-249	296	11	s	s	PROPN
eurjchem-249	296	12	,	,	PUNCT
eurjchem-249	296	13	3h	3h	NUM
eurjchem-249	296	14	,	,	PUNCT
eurjchem-249	296	15	ch3	ch3	PROPN
eurjchem-249	296	16	)	)	PUNCT
eurjchem-249	296	17	,	,	PUNCT
eurjchem-249	296	18	2.96	2.96	NUM
eurjchem-249	296	19	(	(	PUNCT
eurjchem-249	296	20	s	s	PROPN
eurjchem-249	296	21	,	,	PUNCT
eurjchem-249	296	22	3h	3h	NUM
eurjchem-249	296	23	,	,	PUNCT
eurjchem-249	296	24	ch3	ch3	PROPN
eurjchem-249	296	25	)	)	PUNCT
eurjchem-249	296	26	,	,	PUNCT
eurjchem-249	296	27	5.40	5.40	NUM
eurjchem-249	296	28	(	(	PUNCT
eurjchem-249	296	29	s	s	PROPN
eurjchem-249	296	30	,	,	PUNCT
eurjchem-249	296	31	1h	1h	NUM
eurjchem-249	296	32	,	,	PUNCT
eurjchem-249	296	33	oh	oh	INTJ
eurjchem-249	296	34	)	)	PUNCT
eurjchem-249	296	35	,	,	PUNCT
eurjchem-249	296	36	7.06‐8.07	7.06‐8.07	NUM
eurjchem-249	296	37	(	(	PUNCT
eurjchem-249	296	38	m	m	PROPN
eurjchem-249	296	39	,	,	PUNCT
eurjchem-249	296	40	9h	9h	NUM
eurjchem-249	296	41	,	,	PUNCT
eurjchem-249	296	42	ar‐	ar‐	NOUN
eurjchem-249	296	43	h	h	NOUN
eurjchem-249	296	44	)	)	PUNCT
eurjchem-249	296	45	.	.	PUNCT
eurjchem-249	297	1	ms	ms	NOUN
eurjchem-249	297	2	(	(	PUNCT
eurjchem-249	297	3	m	m	PROPN
eurjchem-249	297	4	/	/	SYM
eurjchem-249	297	5	z	z	NOUN
eurjchem-249	297	6	,	,	PUNCT
eurjchem-249	297	7	%	%	INTJ
eurjchem-249	297	8	):	):	PUNCT
eurjchem-249	297	9	360	360	NUM
eurjchem-249	297	10	(	(	PUNCT
eurjchem-249	297	11	m+	m+	NUM
eurjchem-249	297	12	,	,	PUNCT
eurjchem-249	297	13	27	27	NUM
eurjchem-249	297	14	)	)	PUNCT
eurjchem-249	297	15	.	.	PUNCT
eurjchem-249	298	1	anal	anal	PROPN
eurjchem-249	298	2	.	.	PUNCT
eurjchem-249	298	3	calcd	calcd	NOUN
eurjchem-249	298	4	.	.	PUNCT
eurjchem-249	299	1	for	for	SCONJ
eurjchem-249	299	2	c20h16n4o3	c20h16n4o3	PROPN
eurjchem-249	299	3	(	(	PUNCT
eurjchem-249	299	4	360.37	360.37	NUM
eurjchem-249	299	5	):	):	PUNCT
eurjchem-249	299	6	c	c	X
eurjchem-249	299	7	,	,	PUNCT
eurjchem-249	299	8	66.66	66.66	NUM
eurjchem-249	299	9	;	;	PUNCT
eurjchem-249	299	10	h	h	NOUN
eurjchem-249	299	11	,	,	PUNCT
eurjchem-249	299	12	4.48	4.48	NUM
eurjchem-249	299	13	;	;	PUNCT
eurjchem-249	299	14	n	n	CCONJ
eurjchem-249	299	15	,	,	PUNCT
eurjchem-249	299	16	15.55	15.55	NUM
eurjchem-249	299	17	.	.	PUNCT
eurjchem-249	299	18	found	find	VERB
eurjchem-249	299	19	:	:	PUNCT
eurjchem-249	300	1	c	c	X
eurjchem-249	300	2	,	,	PUNCT
eurjchem-249	300	3	66.57	66.57	NUM
eurjchem-249	300	4	;	;	PUNCT
eurjchem-249	301	1	h	h	NOUN
eurjchem-249	301	2	,	,	PUNCT
eurjchem-249	301	3	4.53	4.53	NUM
eurjchem-249	301	4	;	;	PUNCT
eurjchem-249	301	5	n	n	CCONJ
eurjchem-249	301	6	,	,	PUNCT
eurjchem-249	301	7	15.68	15.68	NUM
eurjchem-249	301	8	.	.	PUNCT
eurjchem-249	302	1	3	3	X
eurjchem-249	302	2	.	.	NOUN
eurjchem-249	302	3	results	result	NOUN
eurjchem-249	302	4	and	and	CCONJ
eurjchem-249	302	5	discussion	discussion	NOUN
eurjchem-249	302	6	it	it	PRON
eurjchem-249	302	7	is	be	AUX
eurjchem-249	302	8	well	well	ADV
eurjchem-249	302	9	established	establish	VERB
eurjchem-249	302	10	that	that	PRON
eurjchem-249	302	11	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	302	12	derivatives	derivative	NOUN
eurjchem-249	302	13	exist	exist	VERB
eurjchem-249	302	14	at	at	ADP
eurjchem-249	302	15	room	room	NOUN
eurjchem-249	302	16	temperature	temperature	NOUN
eurjchem-249	302	17	as	as	ADP
eurjchem-249	302	18	a	a	DET
eurjchem-249	302	19	mixture	mixture	NOUN
eurjchem-249	302	20	of	of	ADP
eurjchem-249	302	21	tautomers	tautomer	NOUN
eurjchem-249	302	22	.	.	PUNCT
eurjchem-249	303	1	the	the	DET
eurjchem-249	303	2	substituents	substituent	NOUN
eurjchem-249	303	3	in	in	ADP
eurjchem-249	303	4	the	the	DET
eurjchem-249	303	5	benzene	benzene	NOUN
eurjchem-249	303	6	ring	ring	NOUN
eurjchem-249	303	7	could	could	AUX
eurjchem-249	303	8	occupy	occupy	VERB
eurjchem-249	303	9	the	the	DET
eurjchem-249	303	10	5‐	5‐	PROPN
eurjchem-249	303	11	or	or	CCONJ
eurjchem-249	303	12	6‐position	6‐position	NOUN
eurjchem-249	303	13	and	and	CCONJ
eurjchem-249	303	14	the	the	DET
eurjchem-249	303	15	proportion	proportion	NOUN
eurjchem-249	303	16	of	of	ADP
eurjchem-249	303	17	both	both	DET
eurjchem-249	303	18	tautomers	tautomer	NOUN
eurjchem-249	303	19	in	in	ADP
eurjchem-249	303	20	the	the	DET
eurjchem-249	303	21	equilibrium	equilibrium	NOUN
eurjchem-249	303	22	depends	depend	VERB
eurjchem-249	303	23	on	on	ADP
eurjchem-249	303	24	the	the	DET
eurjchem-249	303	25	electronic	electronic	ADJ
eurjchem-249	303	26	characteristics	characteristic	NOUN
eurjchem-249	303	27	of	of	ADP
eurjchem-249	303	28	the	the	DET
eurjchem-249	303	29	substituents	substituent	NOUN
eurjchem-249	304	1	[	[	X
eurjchem-249	304	2	22	22	NUM
eurjchem-249	304	3	]	]	PUNCT
eurjchem-249	304	4	.	.	PUNCT
eurjchem-249	305	1	the	the	DET
eurjchem-249	305	2	reaction	reaction	NOUN
eurjchem-249	305	3	of	of	ADP
eurjchem-249	305	4	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	305	5	(	(	PUNCT
eurjchem-249	305	6	bfo	bfo	PROPN
eurjchem-249	305	7	)	)	PUNCT
eurjchem-249	305	8	1a	1a	NOUN
eurjchem-249	305	9	with	with	ADP
eurjchem-249	305	10	the	the	DET
eurjchem-249	305	11	cyano‐	cyano‐	NOUN
eurjchem-249	305	12	acetanilides	acetanilide	NOUN
eurjchem-249	305	13	2a‐d	2a‐d	NOUN
eurjchem-249	305	14	in	in	ADP
eurjchem-249	305	15	the	the	DET
eurjchem-249	305	16	presence	presence	NOUN
eurjchem-249	305	17	of	of	ADP
eurjchem-249	305	18	piperidine	piperidine	NOUN
eurjchem-249	305	19	as	as	ADP
eurjchem-249	305	20	catalyst	catalyst	NOUN
eurjchem-249	305	21	at	at	ADP
eurjchem-249	305	22	room	room	NOUN
eurjchem-249	305	23	temperature	temperature	NOUN
eurjchem-249	305	24	afforded	afford	VERB
eurjchem-249	305	25	the	the	DET
eurjchem-249	305	26	2‐(arylcarbamoyl)‐1‐hydroxy‐	2‐(arylcarbamoyl)‐1‐hydroxy‐	NUM
eurjchem-249	305	27	5‐methyl‐1h‐benzo[d]imidazol‐3‐oxide	5‐methyl‐1h‐benzo[d]imidazol‐3‐oxide	ADJ
eurjchem-249	305	28	derivatives	derivative	NOUN
eurjchem-249	305	29	3a‐d	3a‐d	ADV
eurjchem-249	305	30	,	,	PUNCT
eurjchem-249	305	31	respectively	respectively	ADV
eurjchem-249	305	32	;	;	PUNCT
eurjchem-249	305	33	(	(	PUNCT
eurjchem-249	305	34	scheme	scheme	NOUN
eurjchem-249	305	35	2	2	NUM
eurjchem-249	305	36	)	)	PUNCT
eurjchem-249	305	37	.	.	PUNCT
eurjchem-249	306	1	scheme	scheme	NOUN
eurjchem-249	306	2	2	2	NUM
eurjchem-249	306	3	fadda	fadda	NOUN
eurjchem-249	306	4	et	et	PROPN
eurjchem-249	306	5	al	al	PROPN
eurjchem-249	306	6	.	.	PUNCT
eurjchem-249	306	7	/	/	SYM
eurjchem-249	306	8	european	european	PROPN
eurjchem-249	306	9	journal	journal	PROPN
eurjchem-249	306	10	of	of	ADP
eurjchem-249	306	11	chemistry	chemistry	NOUN
eurjchem-249	306	12	2	2	NUM
eurjchem-249	306	13	(	(	PUNCT
eurjchem-249	306	14	1	1	NUM
eurjchem-249	306	15	)	)	PUNCT
eurjchem-249	306	16	(	(	PUNCT
eurjchem-249	306	17	2011	2011	NUM
eurjchem-249	306	18	)	)	PUNCT
eurjchem-249	306	19	51‐57	51‐57	NUM
eurjchem-249	306	20	55	55	NUM
eurjchem-249	306	21	a	a	DET
eurjchem-249	306	22	probable	probable	ADJ
eurjchem-249	306	23	mechanism	mechanism	NOUN
eurjchem-249	306	24	,	,	PUNCT
eurjchem-249	306	25	in	in	ADP
eurjchem-249	306	26	line	line	NOUN
eurjchem-249	306	27	with	with	ADP
eurjchem-249	306	28	other	other	ADJ
eurjchem-249	306	29	carbanion	carbanion	NOUN
eurjchem-249	306	30	reactions	reaction	NOUN
eurjchem-249	306	31	of	of	ADP
eurjchem-249	306	32	bfo	bfo	PROPN
eurjchem-249	306	33	's	's	PART
eurjchem-249	306	34	is	be	AUX
eurjchem-249	306	35	outlined	outline	VERB
eurjchem-249	306	36	in	in	ADP
eurjchem-249	306	37	(	(	PUNCT
eurjchem-249	306	38	scheme	scheme	NOUN
eurjchem-249	306	39	3	3	NUM
eurjchem-249	306	40	)	)	PUNCT
eurjchem-249	306	41	.	.	PUNCT
eurjchem-249	307	1	n	n	CCONJ
eurjchem-249	308	1	o	o	NOUN
eurjchem-249	308	2	n	n	CCONJ
eurjchem-249	308	3	o	o	NOUN
eurjchem-249	308	4	h3c	h3c	X
eurjchem-249	308	5	1a	1a	PROPN
eurjchem-249	308	6	cnchconhar	cnchconhar	PROPN
eurjchem-249	308	7	n	n	NOUN
eurjchem-249	308	8	o	o	X
eurjchem-249	308	9	nh3c	nh3c	INTJ
eurjchem-249	309	1	h	h	NOUN
eurjchem-249	310	1	c	c	NOUN
eurjchem-249	310	2	o	o	X
eurjchem-249	310	3	nc	nc	PROPN
eurjchem-249	310	4	conhar	conhar	PROPN
eurjchem-249	310	5	h3c	h3c	VERB
eurjchem-249	310	6	n	n	CCONJ
eurjchem-249	310	7	o	o	NOUN
eurjchem-249	310	8	n	n	ADP
eurjchem-249	310	9	o	o	INTJ
eurjchem-249	310	10	cn	cn	INTJ
eurjchem-249	310	11	h	h	PROPN
eurjchem-249	310	12	conhar	conhar	VERB
eurjchem-249	311	1	n	n	PRON
eurjchem-249	311	2	nh3c	nh3c	ADJ
eurjchem-249	312	1	o	o	NOUN
eurjchem-249	312	2	o	o	NOUN
eurjchem-249	312	3	h	h	NOUN
eurjchem-249	312	4	conharn	conharn	VERB
eurjchem-249	312	5	nh3c	nh3c	PRON
eurjchem-249	312	6	o	o	NOUN
eurjchem-249	313	1	oh	oh	INTJ
eurjchem-249	313	2	conhar	conhar	PROPN
eurjchem-249	313	3	3a	3a	NUM
eurjchem-249	313	4	-	-	SYM
eurjchem-249	313	5	d	d	ADJ
eurjchem-249	313	6	scheme	scheme	NOUN
eurjchem-249	313	7	3	3	NUM
eurjchem-249	313	8	the	the	DET
eurjchem-249	313	9	structures	structure	NOUN
eurjchem-249	313	10	of	of	ADP
eurjchem-249	313	11	3a‐d	3a‐d	NOUN
eurjchem-249	313	12	were	be	AUX
eurjchem-249	313	13	elucidated	elucidate	VERB
eurjchem-249	313	14	from	from	ADP
eurjchem-249	313	15	their	their	PRON
eurjchem-249	313	16	spectral	spectral	ADJ
eurjchem-249	313	17	and	and	CCONJ
eurjchem-249	313	18	elemental	elemental	ADJ
eurjchem-249	313	19	analysis	analysis	NOUN
eurjchem-249	313	20	.	.	PUNCT
eurjchem-249	314	1	thus	thus	ADV
eurjchem-249	314	2	,	,	PUNCT
eurjchem-249	314	3	the	the	DET
eurjchem-249	314	4	ir	ir	PROPN
eurjchem-249	314	5	spectra	spectra	NOUN
eurjchem-249	314	6	of	of	ADP
eurjchem-249	314	7	3a‐d	3a‐d	PROPN
eurjchem-249	314	8	reveal	reveal	VERB
eurjchem-249	314	9	the	the	DET
eurjchem-249	314	10	presence	presence	NOUN
eurjchem-249	314	11	of	of	ADP
eurjchem-249	314	12	oh	oh	INTJ
eurjchem-249	314	13	and	and	CCONJ
eurjchem-249	314	14	nh	nh	NOUN
eurjchem-249	314	15	groups	group	NOUN
eurjchem-249	314	16	(	(	PUNCT
eurjchem-249	314	17	3430	3430	NUM
eurjchem-249	314	18	and	and	CCONJ
eurjchem-249	314	19	3250	3250	NUM
eurjchem-249	314	20	cm‐1	cm‐1	NOUN
eurjchem-249	314	21	)	)	PUNCT
eurjchem-249	314	22	,	,	PUNCT
eurjchem-249	314	23	respectively	respectively	ADV
eurjchem-249	314	24	,	,	PUNCT
eurjchem-249	314	25	amide	amide	NOUN
eurjchem-249	314	26	carbonyl	carbonyl	NOUN
eurjchem-249	314	27	(	(	PUNCT
eurjchem-249	314	28	1660	1660	NUM
eurjchem-249	314	29	cm‐1	cm‐1	NOUN
eurjchem-249	314	30	)	)	PUNCT
eurjchem-249	314	31	,	,	PUNCT
eurjchem-249	314	32	c	c	X
eurjchem-249	314	33	=	=	SYM
eurjchem-249	314	34	n	n	X
eurjchem-249	314	35	(	(	PUNCT
eurjchem-249	314	36	1620	1620	NUM
eurjchem-249	314	37	cm‐1	cm‐1	NOUN
eurjchem-249	314	38	)	)	PUNCT
eurjchem-249	314	39	and	and	CCONJ
eurjchem-249	314	40	(	(	PUNCT
eurjchem-249	314	41	n→o	n→o	NOUN
eurjchem-249	314	42	)	)	PUNCT
eurjchem-249	314	43	functions	function	NOUN
eurjchem-249	314	44	(	(	PUNCT
eurjchem-249	314	45	1236	1236	NUM
eurjchem-249	314	46	,	,	PUNCT
eurjchem-249	314	47	1317	1317	NUM
eurjchem-249	314	48	cm‐1	cm‐1	NOUN
eurjchem-249	314	49	)	)	PUNCT
eurjchem-249	314	50	.	.	PUNCT
eurjchem-249	315	1	the	the	DET
eurjchem-249	315	2	1h	1h	NUM
eurjchem-249	315	3	nmr	nmr	NOUN
eurjchem-249	315	4	spectrum	spectrum	NOUN
eurjchem-249	315	5	of	of	ADP
eurjchem-249	315	6	3d	3d	PROPN
eurjchem-249	315	7	shows	show	VERB
eurjchem-249	315	8	two	two	NUM
eurjchem-249	315	9	singlets	singlet	NOUN
eurjchem-249	315	10	each	each	PRON
eurjchem-249	315	11	integrated	integrate	VERB
eurjchem-249	315	12	for	for	ADP
eurjchem-249	315	13	3h	3h	NUM
eurjchem-249	315	14	at	at	ADP
eurjchem-249	315	15	δ	δ	PROPN
eurjchem-249	315	16	2.34	2.34	NUM
eurjchem-249	315	17	and	and	CCONJ
eurjchem-249	315	18	3.83	3.83	NUM
eurjchem-249	315	19	attributable	attributable	ADJ
eurjchem-249	315	20	to	to	ADP
eurjchem-249	315	21	methyl	methyl	NOUN
eurjchem-249	315	22	and	and	CCONJ
eurjchem-249	315	23	methoxy	methoxy	ADJ
eurjchem-249	315	24	protons	proton	NOUN
eurjchem-249	315	25	,	,	PUNCT
eurjchem-249	315	26	respectively	respectively	ADV
eurjchem-249	315	27	,	,	PUNCT
eurjchem-249	315	28	and	and	CCONJ
eurjchem-249	315	29	the	the	DET
eurjchem-249	315	30	aromatic	aromatic	ADJ
eurjchem-249	315	31	protons	proton	NOUN
eurjchem-249	315	32	appears	appear	VERB
eurjchem-249	315	33	at	at	ADP
eurjchem-249	315	34	δ	δ	PROPN
eurjchem-249	315	35	7.07‐7.50	7.07‐7.50	PROPN
eurjchem-249	315	36	(	(	PUNCT
eurjchem-249	315	37	m	m	PROPN
eurjchem-249	315	38	,	,	PUNCT
eurjchem-249	315	39	7h	7h	PROPN
eurjchem-249	315	40	,	,	PUNCT
eurjchem-249	315	41	ar‐h	ar‐h	NOUN
eurjchem-249	315	42	)	)	PUNCT
eurjchem-249	315	43	,	,	PUNCT
eurjchem-249	315	44	while	while	SCONJ
eurjchem-249	315	45	the	the	DET
eurjchem-249	315	46	nh	nh	PROPN
eurjchem-249	315	47	proton	proton	NOUN
eurjchem-249	315	48	appears	appear	VERB
eurjchem-249	315	49	as	as	ADP
eurjchem-249	315	50	a	a	DET
eurjchem-249	315	51	broad	broad	ADJ
eurjchem-249	315	52	singlet	singlet	NOUN
eurjchem-249	315	53	at	at	ADP
eurjchem-249	315	54	δ	δ	PROPN
eurjchem-249	315	55	9.15	9.15	NUM
eurjchem-249	315	56	ppm	ppm	NOUN
eurjchem-249	315	57	.	.	PUNCT
eurjchem-249	316	1	moreover	moreover	ADV
eurjchem-249	316	2	,	,	PUNCT
eurjchem-249	316	3	rhodanines	rhodanine	NOUN
eurjchem-249	316	4	are	be	AUX
eurjchem-249	316	5	important	important	ADJ
eurjchem-249	316	6	anticonvulsant	anticonvulsant	ADJ
eurjchem-249	316	7	[	[	X
eurjchem-249	316	8	16	16	NUM
eurjchem-249	316	9	]	]	PUNCT
eurjchem-249	316	10	,	,	PUNCT
eurjchem-249	316	11	anti‐inflammatory	anti‐inflammatory	NOUN
eurjchem-249	317	1	[	[	X
eurjchem-249	317	2	17	17	NUM
eurjchem-249	317	3	]	]	PUNCT
eurjchem-249	317	4	,	,	PUNCT
eurjchem-249	317	5	antitubercular	antitubercular	ADJ
eurjchem-249	318	1	[	[	X
eurjchem-249	318	2	18	18	NUM
eurjchem-249	318	3	]	]	PUNCT
eurjchem-249	318	4	,	,	PUNCT
eurjchem-249	318	5	and	and	CCONJ
eurjchem-249	318	6	antibacterial	antibacterial	ADJ
eurjchem-249	318	7	agents	agent	NOUN
eurjchem-249	318	8	[	[	X
eurjchem-249	318	9	19	19	NUM
eurjchem-249	318	10	]	]	PUNCT
eurjchem-249	318	11	.	.	PUNCT
eurjchem-249	319	1	so	so	ADV
eurjchem-249	319	2	,	,	PUNCT
eurjchem-249	319	3	compounds	compound	NOUN
eurjchem-249	319	4	having	have	VERB
eurjchem-249	319	5	a	a	DET
eurjchem-249	319	6	combination	combination	NOUN
eurjchem-249	319	7	of	of	ADP
eurjchem-249	319	8	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	319	9	with	with	ADP
eurjchem-249	319	10	rhodanine	rhodanine	NOUN
eurjchem-249	319	11	moieties	moiety	NOUN
eurjchem-249	319	12	are	be	AUX
eurjchem-249	319	13	expected	expect	VERB
eurjchem-249	319	14	to	to	ADP
eurjchem-249	319	15	posses	posse	NOUN
eurjchem-249	319	16	marked	mark	VERB
eurjchem-249	319	17	biological	biological	ADJ
eurjchem-249	319	18	properties	property	NOUN
eurjchem-249	319	19	.	.	PUNCT
eurjchem-249	320	1	unexpectedly	unexpectedly	ADV
eurjchem-249	320	2	when	when	SCONJ
eurjchem-249	320	3	1b	1b	NUM
eurjchem-249	320	4	was	be	AUX
eurjchem-249	320	5	reacted	react	VERB
eurjchem-249	320	6	with	with	ADP
eurjchem-249	320	7	rhodanines	rhodanine	NOUN
eurjchem-249	320	8	4a	4a	NUM
eurjchem-249	320	9	,	,	PUNCT
eurjchem-249	320	10	b	b	NOUN
eurjchem-249	320	11	as	as	ADP
eurjchem-249	320	12	active	active	ADJ
eurjchem-249	320	13	methylene	methylene	NOUN
eurjchem-249	320	14	compounds	compound	NOUN
eurjchem-249	320	15	,	,	PUNCT
eurjchem-249	320	16	in	in	ADP
eurjchem-249	320	17	the	the	DET
eurjchem-249	320	18	presence	presence	NOUN
eurjchem-249	320	19	of	of	ADP
eurjchem-249	320	20	sodium	sodium	NOUN
eurjchem-249	320	21	ethoxide	ethoxide	NOUN
eurjchem-249	320	22	,	,	PUNCT
eurjchem-249	320	23	1‐hydroxy‐2‐(arylamino)‐	1‐hydroxy‐2‐(arylamino)‐	NUM
eurjchem-249	320	24	1h‐benzo[d]imidazole‐3‐oxide	1h‐benzo[d]imidazole‐3‐oxide	NUM
eurjchem-249	320	25	6	6	NUM
eurjchem-249	320	26	was	be	AUX
eurjchem-249	320	27	obtained	obtain	VERB
eurjchem-249	320	28	instead	instead	ADV
eurjchem-249	320	29	of	of	ADP
eurjchem-249	320	30	the	the	DET
eurjchem-249	320	31	thioxospirobenzoimidazole‐thiazolidine‐1,3‐dioxide	thioxospirobenzoimidazole‐thiazolidine‐1,3‐dioxide	NOUN
eurjchem-249	320	32	5	5	NUM
eurjchem-249	320	33	(	(	PUNCT
eurjchem-249	320	34	scheme	scheme	NOUN
eurjchem-249	320	35	4	4	NUM
eurjchem-249	320	36	)	)	PUNCT
eurjchem-249	320	37	.	.	PUNCT
eurjchem-249	321	1	scheme	scheme	NOUN
eurjchem-249	321	2	4	4	NUM
eurjchem-249	321	3	the	the	DET
eurjchem-249	321	4	ir	ir	PROPN
eurjchem-249	321	5	,	,	PUNCT
eurjchem-249	321	6	1h	1h	NUM
eurjchem-249	321	7	nmr	nmr	NOUN
eurjchem-249	321	8	and	and	CCONJ
eurjchem-249	321	9	mass	mass	ADJ
eurjchem-249	321	10	spectra	spectra	NOUN
eurjchem-249	321	11	of	of	ADP
eurjchem-249	321	12	6a	6a	NOUN
eurjchem-249	321	13	,	,	PUNCT
eurjchem-249	321	14	b	b	NUM
eurjchem-249	321	15	are	be	AUX
eurjchem-249	321	16	in	in	ADP
eurjchem-249	321	17	agreement	agreement	NOUN
eurjchem-249	321	18	with	with	ADP
eurjchem-249	321	19	their	their	PRON
eurjchem-249	321	20	proposed	propose	VERB
eurjchem-249	321	21	structures	structure	NOUN
eurjchem-249	321	22	(	(	PUNCT
eurjchem-249	321	23	scheme	scheme	NOUN
eurjchem-249	321	24	5	5	NUM
eurjchem-249	321	25	)	)	PUNCT
eurjchem-249	321	26	.	.	PUNCT
eurjchem-249	322	1	if	if	SCONJ
eurjchem-249	322	2	the	the	DET
eurjchem-249	322	3	above	above	ADJ
eurjchem-249	322	4	reaction	reaction	NOUN
eurjchem-249	322	5	afforded	afford	VERB
eurjchem-249	322	6	compound	compound	NOUN
eurjchem-249	322	7	5	5	NUM
eurjchem-249	322	8	,	,	PUNCT
eurjchem-249	322	9	so	so	ADV
eurjchem-249	322	10	,	,	PUNCT
eurjchem-249	322	11	it	it	PRON
eurjchem-249	322	12	would	would	AUX
eurjchem-249	322	13	not	not	PART
eurjchem-249	322	14	have	have	AUX
eurjchem-249	322	15	shown	show	VERB
eurjchem-249	322	16	bands	band	NOUN
eurjchem-249	322	17	in	in	ADP
eurjchem-249	322	18	both	both	CCONJ
eurjchem-249	322	19	the	the	DET
eurjchem-249	322	20	ir	ir	PROPN
eurjchem-249	322	21	and	and	CCONJ
eurjchem-249	322	22	1h	1h	NUM
eurjchem-249	322	23	nmr	nmr	NOUN
eurjchem-249	322	24	spectrum	spectrum	NOUN
eurjchem-249	322	25	for	for	ADP
eurjchem-249	322	26	nh	nh	PROPN
eurjchem-249	322	27	group	group	NOUN
eurjchem-249	322	28	.	.	PUNCT
eurjchem-249	323	1	on	on	ADP
eurjchem-249	323	2	the	the	DET
eurjchem-249	323	3	other	other	ADJ
eurjchem-249	323	4	hand	hand	NOUN
eurjchem-249	323	5	,	,	PUNCT
eurjchem-249	323	6	we	we	PRON
eurjchem-249	323	7	report	report	VERB
eurjchem-249	323	8	here	here	ADV
eurjchem-249	323	9	the	the	DET
eurjchem-249	323	10	reaction	reaction	NOUN
eurjchem-249	323	11	of	of	ADP
eurjchem-249	323	12	bfo	bfo	PROPN
eurjchem-249	323	13	's	's	PART
eurjchem-249	323	14	with	with	ADP
eurjchem-249	323	15	rhodanine	rhodanine	NOUN
eurjchem-249	323	16	in	in	ADP
eurjchem-249	323	17	the	the	DET
eurjchem-249	323	18	presence	presence	NOUN
eurjchem-249	323	19	of	of	ADP
eurjchem-249	323	20	a	a	DET
eurjchem-249	323	21	weaker	weak	ADJ
eurjchem-249	323	22	base	base	NOUN
eurjchem-249	323	23	,	,	PUNCT
eurjchem-249	323	24	such	such	ADJ
eurjchem-249	323	25	as	as	ADP
eurjchem-249	323	26	freshly	freshly	ADV
eurjchem-249	323	27	fused	fuse	VERB
eurjchem-249	323	28	sodium	sodium	NOUN
eurjchem-249	323	29	acetate	acetate	NOUN
eurjchem-249	323	30	and	and	CCONJ
eurjchem-249	323	31	drops	drop	NOUN
eurjchem-249	323	32	of	of	ADP
eurjchem-249	323	33	acetic	acetic	ADJ
eurjchem-249	323	34	acid	acid	NOUN
eurjchem-249	323	35	.	.	PUNCT
eurjchem-249	324	1	this	this	DET
eurjchem-249	324	2	versatile	versatile	ADJ
eurjchem-249	324	3	synthesis	synthesis	NOUN
eurjchem-249	324	4	has	have	AUX
eurjchem-249	324	5	afforded	afford	VERB
eurjchem-249	324	6	novel	novel	NOUN
eurjchem-249	324	7	compounds	compound	NOUN
eurjchem-249	324	8	hitherto	hitherto	NOUN
eurjchem-249	324	9	inaccessible	inaccessible	ADJ
eurjchem-249	324	10	by	by	ADP
eurjchem-249	324	11	classical	classical	ADJ
eurjchem-249	324	12	synthetic	synthetic	ADJ
eurjchem-249	324	13	methods	method	NOUN
eurjchem-249	324	14	.	.	PUNCT
eurjchem-249	325	1	thus	thus	ADV
eurjchem-249	325	2	,	,	PUNCT
eurjchem-249	325	3	surprisingly	surprisingly	ADV
eurjchem-249	325	4	,	,	PUNCT
eurjchem-249	325	5	the	the	DET
eurjchem-249	325	6	reaction	reaction	NOUN
eurjchem-249	325	7	of	of	ADP
eurjchem-249	325	8	rhodanines	rhodanine	NOUN
eurjchem-249	325	9	4a	4a	NUM
eurjchem-249	325	10	,	,	PUNCT
eurjchem-249	325	11	b	b	NOUN
eurjchem-249	325	12	with	with	ADP
eurjchem-249	325	13	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	325	14	1a	1a	PROPN
eurjchem-249	325	15	,	,	PUNCT
eurjchem-249	325	16	b	b	NOUN
eurjchem-249	325	17	and	and	CCONJ
eurjchem-249	325	18	catalytic	catalytic	ADJ
eurjchem-249	325	19	amount	amount	NOUN
eurjchem-249	325	20	of	of	ADP
eurjchem-249	325	21	freshly	freshly	ADV
eurjchem-249	325	22	fused	fuse	VERB
eurjchem-249	325	23	sodium	sodium	NOUN
eurjchem-249	325	24	acetate	acetate	NOUN
eurjchem-249	325	25	does	do	AUX
eurjchem-249	325	26	not	not	PART
eurjchem-249	325	27	give	give	VERB
eurjchem-249	325	28	the	the	DET
eurjchem-249	325	29	expected	expect	VERB
eurjchem-249	325	30	spiro	spiro	NOUN
eurjchem-249	325	31	benzimidazolyl‐4‐thiazolidinone	benzimidazolyl‐4‐thiazolidinone	NOUN
eurjchem-249	325	32	5	5	NUM
eurjchem-249	325	33	,	,	PUNCT
eurjchem-249	325	34	but	but	CCONJ
eurjchem-249	325	35	resulted	result	VERB
eurjchem-249	325	36	in	in	ADP
eurjchem-249	325	37	the	the	DET
eurjchem-249	325	38	formation	formation	NOUN
eurjchem-249	325	39	of	of	ADP
eurjchem-249	325	40	2,2'‐dithiano‐δ5,5'‐bi‐4‐thiazo	2,2'‐dithiano‐δ5,5'‐bi‐4‐thiazo	NUM
eurjchem-249	325	41	lidinones	lidinone	NOUN
eurjchem-249	325	42	7a	7a	NUM
eurjchem-249	325	43	,	,	PUNCT
eurjchem-249	325	44	b	b	NOUN
eurjchem-249	325	45	which	which	PRON
eurjchem-249	325	46	are	be	AUX
eurjchem-249	325	47	auto‐oxidized	auto‐oxidize	VERB
eurjchem-249	325	48	to	to	ADP
eurjchem-249	325	49	2,2'‐dithiano‐δ5,5'‐bi‐	2,2'‐dithiano‐δ5,5'‐bi‐	PROPN
eurjchem-249	325	50	4‐thiazolidinones	4‐thiazolidinones	NUM
eurjchem-249	325	51	8a	8a	NUM
eurjchem-249	325	52	,	,	PUNCT
eurjchem-249	325	53	b	b	NOUN
eurjchem-249	325	54	,	,	PUNCT
eurjchem-249	325	55	in	in	ADP
eurjchem-249	325	56	which	which	PRON
eurjchem-249	325	57	the	the	DET
eurjchem-249	325	58	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	325	59	acts	act	VERB
eurjchem-249	325	60	as	as	ADP
eurjchem-249	325	61	oxidizing	oxidize	VERB
eurjchem-249	325	62	agent	agent	NOUN
eurjchem-249	325	63	and	and	CCONJ
eurjchem-249	325	64	in	in	ADP
eurjchem-249	325	65	the	the	DET
eurjchem-249	325	66	same	same	ADJ
eurjchem-249	325	67	time	time	NOUN
eurjchem-249	325	68	it	it	PRON
eurjchem-249	325	69	was	be	AUX
eurjchem-249	325	70	reduced	reduce	VERB
eurjchem-249	325	71	to	to	ADP
eurjchem-249	325	72	o‐quinone	o‐quinone	NOUN
eurjchem-249	325	73	dioxime	dioxime	VERB
eurjchem-249	325	74	9	9	NUM
eurjchem-249	325	75	.	.	PUNCT
eurjchem-249	326	1	the	the	DET
eurjchem-249	326	2	oxidizing	oxidize	VERB
eurjchem-249	326	3	capacity	capacity	NOUN
eurjchem-249	326	4	[	[	X
eurjchem-249	326	5	21	21	NUM
eurjchem-249	326	6	]	]	PUNCT
eurjchem-249	326	7	of	of	ADP
eurjchem-249	326	8	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	326	9	and	and	CCONJ
eurjchem-249	326	10	its	its	PRON
eurjchem-249	326	11	ability	ability	NOUN
eurjchem-249	326	12	to	to	PART
eurjchem-249	326	13	oxidize	oxidize	VERB
eurjchem-249	326	14	rhodanine	rhodanine	NOUN
eurjchem-249	326	15	to	to	ADP
eurjchem-249	326	16	the	the	DET
eurjchem-249	326	17	dimer	dimer	NOUN
eurjchem-249	326	18	derivatives	derivative	NOUN
eurjchem-249	326	19	8a	8a	NUM
eurjchem-249	326	20	,	,	PUNCT
eurjchem-249	326	21	b	b	NOUN
eurjchem-249	326	22	via	via	ADP
eurjchem-249	326	23	the	the	DET
eurjchem-249	326	24	formation	formation	NOUN
eurjchem-249	326	25	of	of	ADP
eurjchem-249	326	26	7	7	NUM
eurjchem-249	326	27	based	base	VERB
eurjchem-249	326	28	on	on	ADP
eurjchem-249	326	29	initial	initial	ADJ
eurjchem-249	326	30	one	one	NUM
eurjchem-249	326	31	or	or	CCONJ
eurjchem-249	326	32	two	two	NUM
eurjchem-249	326	33	electron	electron	NOUN
eurjchem-249	326	34	oxidation	oxidation	NOUN
eurjchem-249	326	35	and	and	CCONJ
eurjchem-249	326	36	the	the	DET
eurjchem-249	326	37	subsequent	subsequent	ADJ
eurjchem-249	326	38	formation	formation	NOUN
eurjchem-249	326	39	of	of	ADP
eurjchem-249	326	40	o‐	o‐	ADJ
eurjchem-249	326	41	quinone	quinone	NOUN
eurjchem-249	326	42	dioximes	dioxime	NOUN
eurjchem-249	326	43	9a	9a	NOUN
eurjchem-249	326	44	,	,	PUNCT
eurjchem-249	326	45	b	b	NOUN
eurjchem-249	326	46	as	as	SCONJ
eurjchem-249	326	47	side	side	NOUN
eurjchem-249	326	48	products	product	NOUN
eurjchem-249	326	49	are	be	AUX
eurjchem-249	326	50	illustrated	illustrate	VERB
eurjchem-249	326	51	in	in	ADP
eurjchem-249	326	52	(	(	PUNCT
eurjchem-249	326	53	scheme	scheme	NOUN
eurjchem-249	326	54	6	6	NUM
eurjchem-249	326	55	)	)	PUNCT
eurjchem-249	326	56	.	.	PUNCT
eurjchem-249	327	1	the	the	DET
eurjchem-249	327	2	structures	structure	NOUN
eurjchem-249	327	3	were	be	AUX
eurjchem-249	327	4	assigned	assign	VERB
eurjchem-249	327	5	to	to	ADP
eurjchem-249	327	6	the	the	DET
eurjchem-249	327	7	bi‐	bi‐	NOUN
eurjchem-249	327	8	thiazolidinones	thiazolidinone	NOUN
eurjchem-249	327	9	class	class	NOUN
eurjchem-249	327	10	on	on	ADP
eurjchem-249	327	11	the	the	DET
eurjchem-249	327	12	basis	basis	NOUN
eurjchem-249	327	13	of	of	ADP
eurjchem-249	327	14	the	the	DET
eurjchem-249	327	15	chemical	chemical	NOUN
eurjchem-249	327	16	shift	shift	NOUN
eurjchem-249	327	17	of	of	ADP
eurjchem-249	327	18	the	the	DET
eurjchem-249	327	19	methyl	methyl	NOUN
eurjchem-249	327	20	groups	group	NOUN
eurjchem-249	327	21	and	and	CCONJ
eurjchem-249	327	22	aromatic	aromatic	ADJ
eurjchem-249	327	23	rings	ring	NOUN
eurjchem-249	327	24	in	in	ADP
eurjchem-249	327	25	the	the	DET
eurjchem-249	327	26	1h	1h	NUM
eurjchem-249	327	27	nmr	nmr	PROPN
eurjchem-249	327	28	spectra	spectra	PROPN
eurjchem-249	327	29	.	.	PUNCT
eurjchem-249	328	1	scheme	scheme	NOUN
eurjchem-249	328	2	5	5	NUM
eurjchem-249	328	3	scheme	scheme	NOUN
eurjchem-249	328	4	6	6	NUM
eurjchem-249	328	5	in	in	ADP
eurjchem-249	328	6	addition	addition	NOUN
eurjchem-249	328	7	,	,	PUNCT
eurjchem-249	328	8	thiocarbohydrazide	thiocarbohydrazide	NOUN
eurjchem-249	328	9	has	have	AUX
eurjchem-249	328	10	been	be	AUX
eurjchem-249	328	11	reported	report	VERB
eurjchem-249	328	12	to	to	PART
eurjchem-249	328	13	show	show	VERB
eurjchem-249	328	14	tubercular	tubercular	ADJ
eurjchem-249	328	15	activities	activity	NOUN
eurjchem-249	328	16	[	[	X
eurjchem-249	328	17	30	30	NUM
eurjchem-249	328	18	]	]	PUNCT
eurjchem-249	328	19	,	,	PUNCT
eurjchem-249	328	20	in	in	ADP
eurjchem-249	328	21	vitro	vitro	X
eurjchem-249	328	22	and	and	CCONJ
eurjchem-249	328	23	high	high	ADJ
eurjchem-249	328	24	insecticidal	insecticidal	NOUN
eurjchem-249	328	25	activity	activity	NOUN
eurjchem-249	328	26	towards	towards	ADP
eurjchem-249	328	27	the	the	DET
eurjchem-249	328	28	house‐fly	house‐fly	NOUN
eurjchem-249	328	29	in	in	ADP
eurjchem-249	328	30	comparison	comparison	NOUN
eurjchem-249	328	31	with	with	ADP
eurjchem-249	328	32	ddt	ddt	PROPN
eurjchem-249	329	1	[	[	X
eurjchem-249	329	2	31	31	NUM
eurjchem-249	329	3	]	]	PUNCT
eurjchem-249	329	4	.	.	PUNCT
eurjchem-249	330	1	thus	thus	ADV
eurjchem-249	330	2	,	,	PUNCT
eurjchem-249	330	3	the	the	DET
eurjchem-249	330	4	quinoxaline	quinoxaline	NOUN
eurjchem-249	330	5	n‐dioxide	n‐dioxide	PROPN
eurjchem-249	330	6	10a	10a	NOUN
eurjchem-249	330	7	reacts	react	VERB
eurjchem-249	330	8	with	with	ADP
eurjchem-249	330	9	the	the	DET
eurjchem-249	330	10	thiocarbohydrazide	thiocarbohydrazide	NOUN
eurjchem-249	330	11	11	11	NUM
eurjchem-249	330	12	to	to	PART
eurjchem-249	330	13	afford	afford	VERB
eurjchem-249	330	14	the	the	DET
eurjchem-249	330	15	condensation	condensation	NOUN
eurjchem-249	330	16	product	product	NOUN
eurjchem-249	330	17	12	12	NUM
eurjchem-249	330	18	which	which	PRON
eurjchem-249	330	19	reacts	react	VERB
eurjchem-249	330	20	with	with	ADP
eurjchem-249	330	21	excess	excess	ADJ
eurjchem-249	330	22	formic	formic	ADJ
eurjchem-249	330	23	acid	acid	NOUN
eurjchem-249	330	24	to	to	PART
eurjchem-249	330	25	give	give	VERB
eurjchem-249	330	26	3‐methyl‐e‐2‐(1‐(2‐(1,3,4‐thiadiazol‐	3‐methyl‐e‐2‐(1‐(2‐(1,3,4‐thiadiazol‐	NUM
eurjchem-249	330	27	2‐yl)hydrazono)ethyl)‐quinoxaline‐1,4‐dioxide	2‐yl)hydrazono)ethyl)‐quinoxaline‐1,4‐dioxide	NUM
eurjchem-249	330	28	15	15	NUM
eurjchem-249	330	29	presumably	presumably	ADV
eurjchem-249	330	30	via	via	ADP
eurjchem-249	330	31	the	the	DET
eurjchem-249	330	32	intermediates	intermediate	NOUN
eurjchem-249	330	33	13	13	NUM
eurjchem-249	330	34	and	and	CCONJ
eurjchem-249	330	35	14	14	NUM
eurjchem-249	330	36	.	.	PUNCT
eurjchem-249	331	1	here	here	ADV
eurjchem-249	331	2	,	,	PUNCT
eurjchem-249	331	3	formic	formic	ADJ
eurjchem-249	331	4	acid	acid	PROPN
eurjchem-249	331	5	was	be	AUX
eurjchem-249	331	6	expected	expect	VERB
eurjchem-249	331	7	to	to	PART
eurjchem-249	331	8	reduce	reduce	VERB
eurjchem-249	331	9	the	the	DET
eurjchem-249	331	10	c	c	NOUN
eurjchem-249	331	11	=	=	NOUN
eurjchem-249	331	12	n	n	NOUN
eurjchem-249	331	13	to	to	ADP
eurjchem-249	331	14	the	the	DET
eurjchem-249	331	15	corresponding	corresponding	ADJ
eurjchem-249	331	16	secondary	secondary	ADJ
eurjchem-249	331	17	amine	amine	NOUN
eurjchem-249	331	18	,	,	PUNCT
eurjchem-249	331	19	however	however	ADV
eurjchem-249	331	20	,	,	PUNCT
eurjchem-249	331	21	formylation	formylation	NOUN
eurjchem-249	331	22	of	of	ADP
eurjchem-249	331	23	nh2	nh2	PROPN
eurjchem-249	331	24	group	group	NOUN
eurjchem-249	331	25	took	take	VERB
eurjchem-249	331	26	place	place	NOUN
eurjchem-249	331	27	and	and	CCONJ
eurjchem-249	331	28	the	the	DET
eurjchem-249	331	29	intermediate	intermediate	ADJ
eurjchem-249	331	30	14	14	NUM
eurjchem-249	331	31	was	be	AUX
eurjchem-249	331	32	formed	form	VERB
eurjchem-249	331	33	,	,	PUNCT
eurjchem-249	331	34	which	which	PRON
eurjchem-249	331	35	then	then	ADV
eurjchem-249	331	36	loses	lose	VERB
eurjchem-249	331	37	a	a	DET
eurjchem-249	331	38	water	water	NOUN
eurjchem-249	331	39	molecule	molecule	NOUN
eurjchem-249	331	40	to	to	PART
eurjchem-249	331	41	give	give	VERB
eurjchem-249	331	42	15	15	NUM
eurjchem-249	331	43	.	.	PUNCT
eurjchem-249	332	1	all	all	DET
eurjchem-249	332	2	attempts	attempt	NOUN
eurjchem-249	332	3	to	to	PART
eurjchem-249	332	4	isolate	isolate	VERB
eurjchem-249	332	5	the	the	DET
eurjchem-249	332	6	intermediate	intermediate	ADJ
eurjchem-249	332	7	14	14	NUM
eurjchem-249	332	8	failed	fail	VERB
eurjchem-249	332	9	(	(	PUNCT
eurjchem-249	332	10	scheme	scheme	NOUN
eurjchem-249	332	11	7	7	NUM
eurjchem-249	332	12	)	)	PUNCT
eurjchem-249	332	13	.	.	PUNCT
eurjchem-249	333	1	structures	structure	NOUN
eurjchem-249	333	2	12	12	NUM
eurjchem-249	333	3	and	and	CCONJ
eurjchem-249	333	4	15	15	NUM
eurjchem-249	333	5	were	be	AUX
eurjchem-249	333	6	established	establish	VERB
eurjchem-249	333	7	on	on	ADP
eurjchem-249	333	8	the	the	DET
eurjchem-249	333	9	basis	basis	NOUN
eurjchem-249	333	10	of	of	ADP
eurjchem-249	333	11	analytical	analytical	ADJ
eurjchem-249	333	12	and	and	CCONJ
eurjchem-249	333	13	spectral	spectral	ADJ
eurjchem-249	333	14	data	datum	NOUN
eurjchem-249	333	15	(	(	PUNCT
eurjchem-249	333	16	see	see	VERB
eurjchem-249	333	17	experimental	experimental	ADJ
eurjchem-249	333	18	part	part	NOUN
eurjchem-249	333	19	)	)	PUNCT
eurjchem-249	333	20	.	.	PUNCT
eurjchem-249	334	1	on	on	ADP
eurjchem-249	334	2	the	the	DET
eurjchem-249	334	3	other	other	ADJ
eurjchem-249	334	4	hand	hand	NOUN
eurjchem-249	334	5	,	,	PUNCT
eurjchem-249	334	6	it	it	PRON
eurjchem-249	334	7	has	have	AUX
eurjchem-249	334	8	been	be	AUX
eurjchem-249	334	9	found	find	VERB
eurjchem-249	334	10	that	that	SCONJ
eurjchem-249	334	11	the	the	DET
eurjchem-249	334	12	reaction	reaction	NOUN
eurjchem-249	334	13	of	of	ADP
eurjchem-249	334	14	isatin	isatin	NOUN
eurjchem-249	334	15	with	with	ADP
eurjchem-249	334	16	quinoxaline	quinoxaline	ADJ
eurjchem-249	334	17	derivatives	derivative	NOUN
eurjchem-249	334	18	10b	10b	NOUN
eurjchem-249	334	19	[	[	X
eurjchem-249	334	20	29	29	NUM
eurjchem-249	334	21	]	]	PUNCT
eurjchem-249	334	22	,	,	PUNCT
eurjchem-249	334	23	in	in	ADP
eurjchem-249	334	24	the	the	DET
eurjchem-249	334	25	presence	presence	NOUN
eurjchem-249	334	26	of	of	ADP
eurjchem-249	334	27	piperidine	piperidine	NOUN
eurjchem-249	334	28	,	,	PUNCT
eurjchem-249	334	29	afforded	afford	VERB
eurjchem-249	334	30	3‐(2‐hydroxy‐2‐oxoindolin‐3‐yl)acetyl)‐	3‐(2‐hydroxy‐2‐oxoindolin‐3‐yl)acetyl)‐	NUM
eurjchem-249	334	31	2,6‐dimethyl‐quinoxalin‐1,4‐dioxide	2,6‐dimethyl‐quinoxalin‐1,4‐dioxide	NUM
eurjchem-249	334	32	16	16	NUM
eurjchem-249	334	33	,	,	PUNCT
eurjchem-249	334	34	in	in	ADP
eurjchem-249	334	35	quantitative	quantitative	ADJ
eurjchem-249	334	36	yield	yield	NOUN
eurjchem-249	334	37	(	(	PUNCT
eurjchem-249	334	38	scheme	scheme	NOUN
eurjchem-249	334	39	8)	8)	NUM
eurjchem-249	334	40	.	.	PUNCT
eurjchem-249	335	1	the	the	DET
eurjchem-249	335	2	structure	structure	NOUN
eurjchem-249	335	3	of	of	ADP
eurjchem-249	335	4	16	16	NUM
eurjchem-249	335	5	was	be	AUX
eurjchem-249	335	6	established	establish	VERB
eurjchem-249	335	7	from	from	ADP
eurjchem-249	335	8	micro	micro	ADJ
eurjchem-249	335	9	analytical	analytical	ADJ
eurjchem-249	335	10	data	datum	NOUN
eurjchem-249	335	11	as	as	ADV
eurjchem-249	335	12	well	well	ADV
eurjchem-249	335	13	as	as	ADP
eurjchem-249	335	14	the	the	DET
eurjchem-249	335	15	ir	ir	PROPN
eurjchem-249	335	16	spectrum	spectrum	NOUN
eurjchem-249	335	17	which	which	PRON
eurjchem-249	335	18	showed	show	VERB
eurjchem-249	335	19	well	well	ADV
eurjchem-249	335	20	defined	define	VERB
eurjchem-249	335	21	bands	band	NOUN
eurjchem-249	335	22	in	in	ADP
eurjchem-249	335	23	the	the	DET
eurjchem-249	335	24	region	region	NOUN
eurjchem-249	335	25	3447	3447	NUM
eurjchem-249	335	26	cm‐1	cm‐1	NOUN
eurjchem-249	335	27	(	(	PUNCT
eurjchem-249	335	28	oh	oh	INTJ
eurjchem-249	335	29	)	)	PUNCT
eurjchem-249	335	30	and	and	CCONJ
eurjchem-249	335	31	1700	1700	NUM
eurjchem-249	335	32	cm‐1	cm‐1	NOUN
eurjchem-249	335	33	(	(	PUNCT
eurjchem-249	335	34	cyclic	cyclic	ADJ
eurjchem-249	335	35	imide	imide	NOUN
eurjchem-249	335	36	)	)	PUNCT
eurjchem-249	335	37	.	.	PUNCT
eurjchem-249	336	1	dehydration	dehydration	NOUN
eurjchem-249	336	2	of	of	ADP
eurjchem-249	336	3	16	16	NUM
eurjchem-249	336	4	by	by	ADP
eurjchem-249	336	5	dilute	dilute	NOUN
eurjchem-249	336	6	alcoholic	alcoholic	ADJ
eurjchem-249	336	7	hydro‐	hydro‐	X
eurjchem-249	336	8	chloric	chloric	PROPN
eurjchem-249	336	9	acid	acid	NOUN
eurjchem-249	336	10	or	or	CCONJ
eurjchem-249	336	11	by	by	ADP
eurjchem-249	336	12	hydrochloric	hydrochloric	ADJ
eurjchem-249	336	13	acid	acid	NOUN
eurjchem-249	336	14	in	in	ADP
eurjchem-249	336	15	the	the	DET
eurjchem-249	336	16	presence	presence	NOUN
eurjchem-249	336	17	of	of	ADP
eurjchem-249	336	18	acetic	acetic	ADJ
eurjchem-249	336	19	acid	acid	NOUN
eurjchem-249	336	20	gave	give	VERB
eurjchem-249	336	21	(	(	PUNCT
eurjchem-249	336	22	e)‐2,6‐dimethyl‐3‐(2‐oxoindolin‐3‐ylidene)acetyl	e)‐2,6‐dimethyl‐3‐(2‐oxoindolin‐3‐ylidene)acetyl	NOUN
eurjchem-249	336	23	)	)	PUNCT
eurjchem-249	336	24	quinoxaline‐1,4‐dioxide	quinoxaline‐1,4‐dioxide	ADV
eurjchem-249	336	25	17	17	NUM
eurjchem-249	336	26	in	in	ADP
eurjchem-249	336	27	good	good	ADJ
eurjchem-249	336	28	yield	yield	NOUN
eurjchem-249	336	29	.	.	PUNCT
eurjchem-249	337	1	ir	ir	PROPN
eurjchem-249	337	2	spectrum	spectrum	NOUN
eurjchem-249	337	3	of	of	ADP
eurjchem-249	337	4	17	17	NUM
eurjchem-249	337	5	56	56	NUM
eurjchem-249	337	6	fadda	fadda	NOUN
eurjchem-249	337	7	et	et	PROPN
eurjchem-249	337	8	al	al	PROPN
eurjchem-249	337	9	.	.	PUNCT
eurjchem-249	337	10	/	/	SYM
eurjchem-249	337	11	european	european	PROPN
eurjchem-249	337	12	journal	journal	PROPN
eurjchem-249	337	13	of	of	ADP
eurjchem-249	337	14	chemistry	chemistry	NOUN
eurjchem-249	337	15	2	2	NUM
eurjchem-249	337	16	(	(	PUNCT
eurjchem-249	337	17	1	1	NUM
eurjchem-249	337	18	)	)	PUNCT
eurjchem-249	337	19	(	(	PUNCT
eurjchem-249	337	20	2011	2011	NUM
eurjchem-249	337	21	)	)	PUNCT
eurjchem-249	337	22	51‐57	51‐57	PRON
eurjchem-249	337	23	showed	show	VERB
eurjchem-249	337	24	a	a	DET
eurjchem-249	337	25	characteristic	characteristic	ADJ
eurjchem-249	337	26	band	band	NOUN
eurjchem-249	337	27	at	at	ADP
eurjchem-249	337	28	1725‐1703	1725‐1703	NUM
eurjchem-249	337	29	cm‐1	cm‐1	NOUN
eurjchem-249	337	30	(	(	PUNCT
eurjchem-249	337	31	α	α	NOUN
eurjchem-249	337	32	,	,	PUNCT
eurjchem-249	337	33	β‐	β‐	ADJ
eurjchem-249	337	34	unsaturated	unsaturate	VERB
eurjchem-249	337	35	ketone	ketone	NOUN
eurjchem-249	337	36	)	)	PUNCT
eurjchem-249	337	37	.	.	PUNCT
eurjchem-249	338	1	10a	10a	NOUN
eurjchem-249	338	2	12	12	NUM
eurjchem-249	338	3	14	14	NUM
eurjchem-249	338	4	15	15	NUM
eurjchem-249	338	5	hcooh	hcooh	ADJ
eurjchem-249	338	6	h2nnhcsnhnh2	h2nnhcsnhnh2	PROPN
eurjchem-249	338	7	+	+	CCONJ
eurjchem-249	338	8	n	n	CCONJ
eurjchem-249	338	9	n	n	PRON
eurjchem-249	338	10	ch3	ch3	NOUN
eurjchem-249	339	1	o	o	X
eurjchem-249	339	2	o	o	X
eurjchem-249	339	3	ch3	ch3	PROPN
eurjchem-249	339	4	n	n	ADP
eurjchem-249	339	5	h	h	NOUN
eurjchem-249	339	6	n	n	VERB
eurjchem-249	339	7	h	h	NOUN
eurjchem-249	339	8	n	n	NOUN
eurjchem-249	339	9	s	s	PART
eurjchem-249	339	10	nh2	nh2	PROPN
eurjchem-249	339	11	n	n	CCONJ
eurjchem-249	339	12	n	n	NOUN
eurjchem-249	339	13	ch3	ch3	NOUN
eurjchem-249	339	14	o	o	X
eurjchem-249	339	15	o	o	X
eurjchem-249	339	16	ch3	ch3	PROPN
eurjchem-249	339	17	n	n	ADP
eurjchem-249	339	18	h	h	NOUN
eurjchem-249	339	19	n	n	VERB
eurjchem-249	339	20	h	h	NOUN
eurjchem-249	339	21	n	n	CCONJ
eurjchem-249	339	22	s	s	NOUN
eurjchem-249	339	23	n	n	NUM
eurjchem-249	339	24	h	h	NOUN
eurjchem-249	339	25	o	o	NOUN
eurjchem-249	339	26	h	h	NOUN
eurjchem-249	339	27	n	n	CCONJ
eurjchem-249	339	28	n	n	NOUN
eurjchem-249	339	29	ch3	ch3	PROPN
eurjchem-249	339	30	o	o	X
eurjchem-249	339	31	o	o	X
eurjchem-249	339	32	ch3	ch3	PROPN
eurjchem-249	339	33	n	n	CCONJ
eurjchem-249	339	34	n	n	PROPN
eurjchem-249	339	35	hn	hn	PROPN
eurjchem-249	339	36	s	s	PROPN
eurjchem-249	339	37	nh	nh	PROPN
eurjchem-249	339	38	oh	oh	INTJ
eurjchem-249	339	39	-h2o	-h2o	NOUN
eurjchem-249	339	40	n	n	CCONJ
eurjchem-249	339	41	n	n	PRON
eurjchem-249	339	42	ch3	ch3	PROPN
eurjchem-249	339	43	o	o	X
eurjchem-249	339	44	o	o	X
eurjchem-249	339	45	ch3	ch3	PROPN
eurjchem-249	339	46	n	n	CCONJ
eurjchem-249	339	47	n	n	PROPN
eurjchem-249	339	48	hn	hn	PROPN
eurjchem-249	339	49	s	s	PROPN
eurjchem-249	339	50	n	n	CCONJ
eurjchem-249	339	51	n	n	CCONJ
eurjchem-249	339	52	n	n	NOUN
eurjchem-249	339	53	ch3	ch3	NOUN
eurjchem-249	339	54	o	o	X
eurjchem-249	339	55	o	o	X
eurjchem-249	339	56	ch3	ch3	PROPN
eurjchem-249	339	57	n	n	PROPN
eurjchem-249	339	58	h	h	PROPN
eurjchem-249	339	59	n	n	CCONJ
eurjchem-249	339	60	n	n	PROPN
eurjchem-249	339	61	s	s	NOUN
eurjchem-249	339	62	n	n	PRON
eurjchem-249	339	63	10a	10a	NOUN
eurjchem-249	339	64	,	,	PUNCT
eurjchem-249	339	65	r=	r=	ADJ
eurjchem-249	339	66	h	h	NOUN
eurjchem-249	339	67	,	,	PUNCT
eurjchem-249	339	68	r'=	r'=	X
eurjchem-249	339	69	coch3	coch3	NOUN
eurjchem-249	339	70	;	;	PUNCT
eurjchem-249	339	71	b	b	X
eurjchem-249	339	72	,	,	PUNCT
eurjchem-249	339	73	r=	r=	PROPN
eurjchem-249	339	74	ch3	ch3	PROPN
eurjchem-249	339	75	,	,	PUNCT
eurjchem-249	339	76	r'=	r'=	X
eurjchem-249	339	77	coch3	coch3	ADJ
eurjchem-249	339	78	;	;	PUNCT
eurjchem-249	339	79	c	c	X
eurjchem-249	339	80	,	,	PUNCT
eurjchem-249	339	81	r=	r=	PROPN
eurjchem-249	339	82	ch3	ch3	PROPN
eurjchem-249	339	83	,	,	PUNCT
eurjchem-249	339	84	r'=	r'=	PRON
eurjchem-249	339	85	cooc2h5	cooc2h5	VERB
eurjchem-249	339	86	n	n	CCONJ
eurjchem-249	339	87	n	n	ADV
eurjchem-249	339	88	r	r	NOUN
eurjchem-249	339	89	'	'	PUNCT
eurjchem-249	339	90	ch3	ch3	NOUN
eurjchem-249	339	91	o	o	NOUN
eurjchem-249	339	92	o	o	NOUN
eurjchem-249	339	93	r	r	NOUN
eurjchem-249	339	94	n	n	NOUN
eurjchem-249	339	95	n	n	NOUN
eurjchem-249	339	96	ch3	ch3	NOUN
eurjchem-249	339	97	o	o	NOUN
eurjchem-249	340	1	o	o	X
eurjchem-249	340	2	o	o	X
eurjchem-249	340	3	ch3	ch3	PROPN
eurjchem-249	340	4	11	11	NUM
eurjchem-249	340	5	13	13	NUM
eurjchem-249	340	6	scheme	scheme	NOUN
eurjchem-249	340	7	7	7	NUM
eurjchem-249	340	8	scheme	scheme	NOUN
eurjchem-249	340	9	8	8	NUM
eurjchem-249	340	10	α	α	NOUN
eurjchem-249	340	11	,	,	PUNCT
eurjchem-249	340	12	β‐unsaturated	β‐unsaturate	VERB
eurjchem-249	340	13	ketones	ketone	NOUN
eurjchem-249	340	14	provide	provide	VERB
eurjchem-249	340	15	a	a	DET
eurjchem-249	340	16	valuable	valuable	ADJ
eurjchem-249	340	17	intermediate	intermediate	NOUN
eurjchem-249	340	18	for	for	ADP
eurjchem-249	340	19	building	build	VERB
eurjchem-249	340	20	up	up	ADP
eurjchem-249	340	21	various	various	ADJ
eurjchem-249	340	22	heterocycles	heterocycle	NOUN
eurjchem-249	340	23	.	.	PUNCT
eurjchem-249	341	1	thus	thus	ADV
eurjchem-249	341	2	,	,	PUNCT
eurjchem-249	341	3	condensation	condensation	NOUN
eurjchem-249	341	4	of	of	ADP
eurjchem-249	341	5	hydrazine	hydrazine	NOUN
eurjchem-249	341	6	hydrate	hydrate	NOUN
eurjchem-249	341	7	or	or	CCONJ
eurjchem-249	341	8	phenyl	phenyl	NOUN
eurjchem-249	341	9	hydrazine	hydrazine	NOUN
eurjchem-249	341	10	with	with	ADP
eurjchem-249	341	11	3‐cinnamoyl‐2,6‐	3‐cinnamoyl‐2,6‐	PROPN
eurjchem-249	341	12	dimethylquinoxaline‐1,4‐dioxide	dimethylquinoxaline‐1,4‐dioxide	ADV
eurjchem-249	341	13	18	18	NUM
eurjchem-249	341	14	in	in	ADP
eurjchem-249	341	15	boiling	boiling	NOUN
eurjchem-249	341	16	ethanol	ethanol	NOUN
eurjchem-249	341	17	yielded	yield	VERB
eurjchem-249	341	18	the	the	DET
eurjchem-249	341	19	yellow	yellow	ADJ
eurjchem-249	341	20	pyrazoline	pyrazoline	NOUN
eurjchem-249	341	21	derivative	derivative	NOUN
eurjchem-249	341	22	,	,	PUNCT
eurjchem-249	341	23	2,6‐dimethyl‐3‐(5‐phenyl‐4,5‐	2,6‐dimethyl‐3‐(5‐phenyl‐4,5‐	PROPN
eurjchem-249	341	24	dihydro‐1h‐pyrazol‐3‐yl)quinoxaline‐1,4‐dioxide	dihydro‐1h‐pyrazol‐3‐yl)quinoxaline‐1,4‐dioxide	VERB
eurjchem-249	341	25	19	19	NUM
eurjchem-249	341	26	and	and	CCONJ
eurjchem-249	341	27	its	its	PRON
eurjchem-249	341	28	n‐	n‐	NOUN
eurjchem-249	341	29	phenyl	phenyl	NOUN
eurjchem-249	341	30	isomer	isomer	PROPN
eurjchem-249	341	31	20	20	NUM
eurjchem-249	341	32	,	,	PUNCT
eurjchem-249	341	33	respectively	respectively	ADV
eurjchem-249	341	34	.	.	PUNCT
eurjchem-249	342	1	the	the	DET
eurjchem-249	342	2	formation	formation	NOUN
eurjchem-249	342	3	of	of	ADP
eurjchem-249	342	4	an	an	DET
eurjchem-249	342	5	isoxazoline	isoxazoline	NOUN
eurjchem-249	342	6	ring	ring	NOUN
eurjchem-249	342	7	could	could	AUX
eurjchem-249	342	8	be	be	AUX
eurjchem-249	342	9	effected	effect	VERB
eurjchem-249	342	10	by	by	ADP
eurjchem-249	342	11	the	the	DET
eurjchem-249	342	12	reaction	reaction	NOUN
eurjchem-249	342	13	of	of	ADP
eurjchem-249	342	14	18	18	NUM
eurjchem-249	342	15	with	with	ADP
eurjchem-249	342	16	hydroxylamine	hydroxylamine	NOUN
eurjchem-249	342	17	.	.	PUNCT
eurjchem-249	343	1	thus	thus	ADV
eurjchem-249	343	2	,	,	PUNCT
eurjchem-249	343	3	when	when	SCONJ
eurjchem-249	343	4	18	18	NUM
eurjchem-249	343	5	was	be	AUX
eurjchem-249	343	6	boiled	boil	VERB
eurjchem-249	343	7	with	with	ADP
eurjchem-249	343	8	hydroxylamine	hydroxylamine	ADJ
eurjchem-249	343	9	hydrochloride	hydrochloride	NOUN
eurjchem-249	343	10	in	in	ADP
eurjchem-249	343	11	alcoholic	alcoholic	ADJ
eurjchem-249	343	12	sodium	sodium	NOUN
eurjchem-249	343	13	hydroxide	hydroxide	NOUN
eurjchem-249	343	14	solution	solution	NOUN
eurjchem-249	343	15	,	,	PUNCT
eurjchem-249	343	16	the	the	DET
eurjchem-249	343	17	corresponding	corresponding	ADJ
eurjchem-249	343	18	isoxazoline	isoxazoline	NOUN
eurjchem-249	343	19	;	;	PUNCT
eurjchem-249	343	20	3‐(3‐	3‐(3‐	NUM
eurjchem-249	343	21	quinoxaliolyl‐2,6‐dimethyl‐1,4‐dioxide)‐5‐phenyl‐4,5‐dihydro‐	quinoxaliolyl‐2,6‐dimethyl‐1,4‐dioxide)‐5‐phenyl‐4,5‐dihydro‐	NOUN
eurjchem-249	343	22	1h‐isoxazoline	1h‐isoxazoline	NOUN
eurjchem-249	343	23	21	21	NUM
eurjchem-249	343	24	was	be	AUX
eurjchem-249	343	25	obtained	obtain	VERB
eurjchem-249	343	26	(	(	PUNCT
eurjchem-249	343	27	scheme	scheme	NOUN
eurjchem-249	343	28	9	9	NUM
eurjchem-249	343	29	)	)	PUNCT
eurjchem-249	343	30	.	.	PUNCT
eurjchem-249	344	1	scheme	scheme	NOUN
eurjchem-249	344	2	9	9	NUM
eurjchem-249	344	3	krohnke	krohnke	NOUN
eurjchem-249	344	4	[	[	X
eurjchem-249	344	5	30	30	NUM
eurjchem-249	344	6	]	]	PUNCT
eurjchem-249	344	7	and	and	CCONJ
eurjchem-249	344	8	madhar	madhar	ADJ
eurjchem-249	345	1	[	[	X
eurjchem-249	345	2	31	31	NUM
eurjchem-249	345	3	]	]	PUNCT
eurjchem-249	345	4	studied	study	VERB
eurjchem-249	345	5	the	the	DET
eurjchem-249	345	6	reactivity	reactivity	NOUN
eurjchem-249	345	7	of	of	ADP
eurjchem-249	345	8	pyridinium	pyridinium	NOUN
eurjchem-249	345	9	ylides	ylide	VERB
eurjchem-249	345	10	;	;	PUNCT
eurjchem-249	345	11	however	however	ADV
eurjchem-249	345	12	their	their	PRON
eurjchem-249	345	13	synthetic	synthetic	ADJ
eurjchem-249	345	14	applications	application	NOUN
eurjchem-249	345	15	remained	remain	VERB
eurjchem-249	345	16	unexplored	unexplored	ADJ
eurjchem-249	345	17	.	.	PUNCT
eurjchem-249	346	1	with	with	ADP
eurjchem-249	346	2	a	a	DET
eurjchem-249	346	3	view	view	NOUN
eurjchem-249	346	4	to	to	PART
eurjchem-249	346	5	explore	explore	VERB
eurjchem-249	346	6	the	the	DET
eurjchem-249	346	7	synthetic	synthetic	ADJ
eurjchem-249	346	8	potentiality	potentiality	NOUN
eurjchem-249	346	9	of	of	ADP
eurjchem-249	346	10	this	this	DET
eurjchem-249	346	11	reaction	reaction	NOUN
eurjchem-249	346	12	we	we	PRON
eurjchem-249	346	13	report	report	VERB
eurjchem-249	346	14	here	here	ADV
eurjchem-249	346	15	the	the	DET
eurjchem-249	346	16	synthesis	synthesis	NOUN
eurjchem-249	346	17	of	of	ADP
eurjchem-249	346	18	3‐	3‐	NUM
eurjchem-249	346	19	pyridyl‐2,6‐dimethylquinoxaline‐1,4‐dioxide	pyridyl‐2,6‐dimethylquinoxaline‐1,4‐dioxide	ADV
eurjchem-249	346	20	24	24	NUM
eurjchem-249	346	21	via	via	ADP
eurjchem-249	346	22	the	the	DET
eurjchem-249	346	23	cyclization	cyclization	NOUN
eurjchem-249	346	24	reaction	reaction	NOUN
eurjchem-249	346	25	of	of	ADP
eurjchem-249	346	26	the	the	DET
eurjchem-249	346	27	α	α	PROPN
eurjchem-249	346	28	,	,	PUNCT
eurjchem-249	346	29	β	β	NOUN
eurjchem-249	346	30	–	–	PUNCT
eurjchem-249	346	31	unsaturated	unsaturated	ADJ
eurjchem-249	346	32	ketone	ketone	NOUN
eurjchem-249	346	33	18	18	NUM
eurjchem-249	346	34	with	with	ADP
eurjchem-249	346	35	n‐	n‐	NOUN
eurjchem-249	346	36	phenacyl	phenacyl	NOUN
eurjchem-249	346	37	pyridinium	pyridinium	PROPN
eurjchem-249	346	38	bromide	bromide	PROPN
eurjchem-249	346	39	22	22	NUM
eurjchem-249	346	40	in	in	ADP
eurjchem-249	346	41	acetic	acetic	ADJ
eurjchem-249	346	42	acid	acid	NOUN
eurjchem-249	346	43	in	in	ADP
eurjchem-249	346	44	the	the	DET
eurjchem-249	346	45	presence	presence	NOUN
eurjchem-249	346	46	of	of	ADP
eurjchem-249	346	47	ammonium	ammonium	NOUN
eurjchem-249	346	48	acetate	acetate	NOUN
eurjchem-249	346	49	as	as	ADP
eurjchem-249	346	50	the	the	DET
eurjchem-249	346	51	cyclization	cyclization	NOUN
eurjchem-249	346	52	agent	agent	NOUN
eurjchem-249	346	53	.	.	PUNCT
eurjchem-249	347	1	the	the	DET
eurjchem-249	347	2	reaction	reaction	NOUN
eurjchem-249	347	3	presumably	presumably	ADV
eurjchem-249	347	4	proceeds	proceed	VERB
eurjchem-249	347	5	via	via	ADP
eurjchem-249	347	6	the	the	DET
eurjchem-249	347	7	intermediary	intermediary	NOUN
eurjchem-249	347	8	of	of	ADP
eurjchem-249	347	9	ylide	ylide	PROPN
eurjchem-249	347	10	carbanion	carbanion	NOUN
eurjchem-249	347	11	which	which	PRON
eurjchem-249	347	12	is	be	AUX
eurjchem-249	347	13	generated	generate	VERB
eurjchem-249	347	14	from	from	ADP
eurjchem-249	347	15	pyridinium	pyridinium	NOUN
eurjchem-249	347	16	salt	salt	NOUN
eurjchem-249	347	17	(	(	PUNCT
eurjchem-249	347	18	scheme	scheme	NOUN
eurjchem-249	347	19	10	10	NUM
eurjchem-249	347	20	)	)	PUNCT
eurjchem-249	347	21	.	.	PUNCT
eurjchem-249	348	1	this	this	PRON
eurjchem-249	348	2	undergoes	undergo	VERB
eurjchem-249	348	3	michael	michael	PROPN
eurjchem-249	348	4	type	type	NOUN
eurjchem-249	348	5	addition	addition	NOUN
eurjchem-249	348	6	to	to	ADP
eurjchem-249	348	7	α	α	PRON
eurjchem-249	348	8	,	,	PUNCT
eurjchem-249	348	9	β	β	NOUN
eurjchem-249	348	10	–	–	PUNCT
eurjchem-249	348	11	unsaturated	unsaturated	ADJ
eurjchem-249	348	12	carbonyl	carbonyl	NOUN
eurjchem-249	348	13	systems	system	NOUN
eurjchem-249	348	14	to	to	PART
eurjchem-249	348	15	yield	yield	VERB
eurjchem-249	348	16	1,5‐dicarbonyl	1,5‐dicarbonyl	NUM
eurjchem-249	348	17	pyridinium	pyridinium	NOUN
eurjchem-249	348	18	derivative	derivative	ADJ
eurjchem-249	348	19	23	23	NUM
eurjchem-249	348	20	as	as	ADP
eurjchem-249	348	21	intermediate	intermediate	ADJ
eurjchem-249	348	22	which	which	PRON
eurjchem-249	348	23	on	on	ADP
eurjchem-249	348	24	reaction	reaction	NOUN
eurjchem-249	348	25	with	with	ADP
eurjchem-249	348	26	ammonium	ammonium	NOUN
eurjchem-249	348	27	acetate	acetate	NOUN
eurjchem-249	348	28	gave	give	VERB
eurjchem-249	348	29	24	24	NUM
eurjchem-249	348	30	.	.	PUNCT
eurjchem-249	349	1	ph	ph	PROPN
eurjchem-249	349	2	o	o	PROPN
eurjchem-249	349	3	ar	ar	PROPN
eurjchem-249	349	4	18	18	NUM
eurjchem-249	349	5	+	+	SYM
eurjchem-249	349	6	n	n	CCONJ
eurjchem-249	349	7	ch2coph	ch2coph	PUNCT
eurjchem-249	349	8	bracoh	bracoh	NOUN
eurjchem-249	349	9	n	n	PRON
eurjchem-249	349	10	ph	ph	NOUN
eurjchem-249	349	11	o	o	NOUN
eurjchem-249	349	12	h	h	NOUN
eurjchem-249	349	13	ph	ph	NOUN
eurjchem-249	349	14	aro	aro	NOUN
eurjchem-249	349	15	brnhbrnh4oac	brnhbrnh4oac	NOUN
eurjchem-249	349	16	2322	2322	NUM
eurjchem-249	349	17	n	n	PRON
eurjchem-249	349	18	ph	ph	ADJ
eurjchem-249	349	19	arph	arph	NOUN
eurjchem-249	349	20	24	24	NUM
eurjchem-249	349	21	ar=	ar=	NOUN
eurjchem-249	349	22	n	n	PRON
eurjchem-249	349	23	n	n	NOUN
eurjchem-249	349	24	o	o	NOUN
eurjchem-249	349	25	o	o	X
eurjchem-249	349	26	ch3	ch3	PROPN
eurjchem-249	349	27	h3c	h3c	VERB
eurjchem-249	349	28	n	n	CCONJ
eurjchem-249	349	29	n	n	PRON
eurjchem-249	349	30	ch3	ch3	NOUN
eurjchem-249	349	31	o	o	X
eurjchem-249	349	32	o	o	X
eurjchem-249	349	33	h3c	h3c	VERB
eurjchem-249	349	34	25	25	NUM
eurjchem-249	349	35	n	n	NOUN
eurjchem-249	349	36	ph	ph	NOUN
eurjchem-249	349	37	nh2	nh2	PROPN
eurjchem-249	349	38	cn	cn	PROPN
eurjchem-249	349	39	ch2(cn)2	ch2(cn)2	PROPN
eurjchem-249	349	40	scheme	scheme	NOUN
eurjchem-249	349	41	10	10	NUM
eurjchem-249	349	42	the	the	DET
eurjchem-249	349	43	condensation	condensation	NOUN
eurjchem-249	349	44	of	of	ADP
eurjchem-249	349	45	18	18	NUM
eurjchem-249	349	46	with	with	ADP
eurjchem-249	349	47	malononitrile	malononitrile	NOUN
eurjchem-249	349	48	in	in	ADP
eurjchem-249	349	49	the	the	DET
eurjchem-249	349	50	presence	presence	NOUN
eurjchem-249	349	51	of	of	ADP
eurjchem-249	349	52	ammonium	ammonium	NOUN
eurjchem-249	349	53	acetate	acetate	NOUN
eurjchem-249	349	54	gave	give	VERB
eurjchem-249	349	55	3‐(6‐amino‐5‐cyano‐4‐phenyl	3‐(6‐amino‐5‐cyano‐4‐phenyl	NUM
eurjchem-249	349	56	pyridine‐2‐yl)‐2,6‐dimethylquinoxaline‐1,4‐dioxide	pyridine‐2‐yl)‐2,6‐dimethylquinoxaline‐1,4‐dioxide	NOUN
eurjchem-249	349	57	25	25	NUM
eurjchem-249	349	58	.	.	PUNCT
eurjchem-249	349	59	struc‐	struc‐	PROPN
eurjchem-249	349	60	tures	ture	NOUN
eurjchem-249	349	61	24	24	NUM
eurjchem-249	349	62	and	and	CCONJ
eurjchem-249	349	63	25	25	NUM
eurjchem-249	349	64	were	be	AUX
eurjchem-249	349	65	supported	support	VERB
eurjchem-249	349	66	by	by	ADP
eurjchem-249	349	67	1h	1h	NUM
eurjchem-249	349	68	nmr	nmr	NOUN
eurjchem-249	349	69	and	and	CCONJ
eurjchem-249	349	70	ir	ir	PROPN
eurjchem-249	349	71	spectral	spectral	ADJ
eurjchem-249	349	72	data	datum	NOUN
eurjchem-249	349	73	(	(	PUNCT
eurjchem-249	349	74	see	see	VERB
eurjchem-249	349	75	experimental	experimental	ADJ
eurjchem-249	349	76	part	part	NOUN
eurjchem-249	349	77	)	)	PUNCT
eurjchem-249	349	78	.	.	PUNCT
eurjchem-249	350	1	when	when	SCONJ
eurjchem-249	350	2	2,6‐dimethyl‐3‐carbethoxyquinoxalin‐1,4‐dioxide	2,6‐dimethyl‐3‐carbethoxyquinoxalin‐1,4‐dioxide	NOUN
eurjchem-249	350	3	10c	10c	NOUN
eurjchem-249	350	4	was	be	AUX
eurjchem-249	350	5	allowed	allow	VERB
eurjchem-249	350	6	to	to	PART
eurjchem-249	350	7	react	react	VERB
eurjchem-249	350	8	with	with	ADP
eurjchem-249	350	9	hydrazine	hydrazine	NOUN
eurjchem-249	350	10	hydrate	hydrate	NOUN
eurjchem-249	350	11	(	(	PUNCT
eurjchem-249	350	12	80	80	NUM
eurjchem-249	350	13	%	%	NOUN
eurjchem-249	350	14	)	)	PUNCT
eurjchem-249	350	15	,	,	PUNCT
eurjchem-249	350	16	2,6‐	2,6‐	NUM
eurjchem-249	350	17	dimethyl‐3‐(hydrazinecarbonyl)‐quinoxalin‐1,4‐dioxide	dimethyl‐3‐(hydrazinecarbonyl)‐quinoxalin‐1,4‐dioxide	PROPN
eurjchem-249	350	18	26	26	NUM
eurjchem-249	350	19	was	be	AUX
eurjchem-249	350	20	obtained	obtain	VERB
eurjchem-249	350	21	.	.	PUNCT
eurjchem-249	351	1	treatment	treatment	NOUN
eurjchem-249	351	2	of	of	ADP
eurjchem-249	351	3	26	26	NUM
eurjchem-249	351	4	with	with	ADP
eurjchem-249	351	5	potassium	potassium	NOUN
eurjchem-249	351	6	hydroxide	hydroxide	NOUN
eurjchem-249	351	7	and	and	CCONJ
eurjchem-249	351	8	carbon	carbon	NOUN
eurjchem-249	351	9	disulphide	disulphide	ADV
eurjchem-249	351	10	gave	give	VERB
eurjchem-249	351	11	2,6‐dimethyl‐3‐(5‐thioxo‐4,5‐dihydro‐	2,6‐dimethyl‐3‐(5‐thioxo‐4,5‐dihydro‐	NUM
eurjchem-249	351	12	1',3',4'‐oxadiazol‐2'‐yl)quinoxalin‐1,4‐dioxide	1',3',4'‐oxadiazol‐2'‐yl)quinoxalin‐1,4‐dioxide	NUM
eurjchem-249	351	13	27	27	NUM
eurjchem-249	351	14	.	.	PUNCT
eurjchem-249	352	1	unexpectedly	unexpectedly	ADV
eurjchem-249	352	2	,	,	PUNCT
eurjchem-249	352	3	when	when	SCONJ
eurjchem-249	352	4	the	the	DET
eurjchem-249	352	5	hydrazide	hydrazide	ADJ
eurjchem-249	352	6	26	26	NUM
eurjchem-249	352	7	was	be	AUX
eurjchem-249	352	8	heated	heat	VERB
eurjchem-249	352	9	with	with	ADP
eurjchem-249	352	10	acetoacetanilide	acetoacetanilide	NOUN
eurjchem-249	352	11	in	in	ADP
eurjchem-249	352	12	the	the	DET
eurjchem-249	352	13	presence	presence	NOUN
eurjchem-249	352	14	of	of	ADP
eurjchem-249	352	15	acetic	acetic	ADJ
eurjchem-249	352	16	acid	acid	NOUN
eurjchem-249	352	17	,	,	PUNCT
eurjchem-249	352	18	the	the	DET
eurjchem-249	352	19	product	product	NOUN
eurjchem-249	352	20	was	be	AUX
eurjchem-249	352	21	not	not	PART
eurjchem-249	352	22	the	the	DET
eurjchem-249	352	23	expected	expect	VERB
eurjchem-249	352	24	3‐pyrazole‐1‐carbonylquinoxaline	3‐pyrazole‐1‐carbonylquinoxaline	NUM
eurjchem-249	352	25	derivative	derivative	ADJ
eurjchem-249	352	26	28	28	NUM
eurjchem-249	352	27	but	but	CCONJ
eurjchem-249	352	28	the	the	DET
eurjchem-249	352	29	3,7‐dimethyl‐1,4‐dioxyquinoxaline‐2‐carboxylic	3,7‐dimethyl‐1,4‐dioxyquinoxaline‐2‐carboxylic	PROPN
eurjchem-249	352	30	acid	acid	NOUN
eurjchem-249	352	31	n`‐(3,7‐dimethyl‐1,4‐dioxyquinoaline‐2‐carbonyl)hydrazide	n`‐(3,7‐dimethyl‐1,4‐dioxyquinoaline‐2‐carbonyl)hydrazide	ADP
eurjchem-249	352	32	derivative	derivative	ADJ
eurjchem-249	352	33	29	29	NUM
eurjchem-249	352	34	was	be	AUX
eurjchem-249	352	35	obtained	obtain	VERB
eurjchem-249	352	36	(	(	PUNCT
eurjchem-249	352	37	scheme	scheme	NOUN
eurjchem-249	352	38	11	11	NUM
eurjchem-249	352	39	)	)	PUNCT
eurjchem-249	352	40	.	.	PUNCT
eurjchem-249	353	1	on	on	ADP
eurjchem-249	353	2	refluxing	refluxe	VERB
eurjchem-249	353	3	the	the	DET
eurjchem-249	353	4	hydrazide	hydrazide	ADJ
eurjchem-249	353	5	26	26	NUM
eurjchem-249	353	6	in	in	ADP
eurjchem-249	353	7	dry	dry	ADJ
eurjchem-249	353	8	ethanol	ethanol	NOUN
eurjchem-249	353	9	with	with	ADP
eurjchem-249	353	10	phenylisothiocyanate	phenylisothiocyanate	NOUN
eurjchem-249	353	11	,	,	PUNCT
eurjchem-249	353	12	the	the	DET
eurjchem-249	353	13	1‐phenyl‐3‐(2,6‐dimethyl‐3‐carbox	1‐phenyl‐3‐(2,6‐dimethyl‐3‐carbox	NUM
eurjchem-249	353	14	amido‐quinoxalin‐1,4‐dioxide)thiourea	amido‐quinoxalin‐1,4‐dioxide)thiourea	NUM
eurjchem-249	353	15	30	30	NUM
eurjchem-249	353	16	was	be	AUX
eurjchem-249	353	17	separated	separate	VERB
eurjchem-249	353	18	out	out	ADP
eurjchem-249	353	19	.	.	PUNCT
eurjchem-249	354	1	heating	heat	VERB
eurjchem-249	354	2	the	the	DET
eurjchem-249	354	3	thiourea	thiourea	NOUN
eurjchem-249	354	4	derivative	derivative	ADJ
eurjchem-249	354	5	30	30	NUM
eurjchem-249	354	6	under	under	ADP
eurjchem-249	354	7	reflux	reflux	NOUN
eurjchem-249	354	8	with	with	ADP
eurjchem-249	354	9	chloroacetic	chloroacetic	ADJ
eurjchem-249	354	10	acid	acid	NOUN
eurjchem-249	354	11	and	and	CCONJ
eurjchem-249	354	12	sodium	sodium	NOUN
eurjchem-249	354	13	acetate	acetate	NOUN
eurjchem-249	354	14	in	in	ADP
eurjchem-249	354	15	acetic	acetic	ADJ
eurjchem-249	354	16	acid	acid	NOUN
eurjchem-249	354	17	produced	produce	VERB
eurjchem-249	354	18	3‐	3‐	NUM
eurjchem-249	354	19	(	(	PUNCT
eurjchem-249	354	20	2,6‐dimethylquinoxalin‐1,4‐dioxide)‐2‐phenylimino‐4‐thia‐	2,6‐dimethylquinoxalin‐1,4‐dioxide)‐2‐phenylimino‐4‐thia‐	NUM
eurjchem-249	354	21	zolidinone	zolidinone	NOUN
eurjchem-249	354	22	32	32	NUM
eurjchem-249	354	23	in	in	ADP
eurjchem-249	354	24	good	good	ADJ
eurjchem-249	354	25	yield	yield	NOUN
eurjchem-249	354	26	(	(	PUNCT
eurjchem-249	354	27	scheme	scheme	NOUN
eurjchem-249	354	28	12	12	NUM
eurjchem-249	354	29	)	)	PUNCT
eurjchem-249	354	30	.	.	PUNCT
eurjchem-249	355	1	scheme	scheme	NOUN
eurjchem-249	355	2	11	11	NUM
eurjchem-249	355	3	scheme	scheme	NOUN
eurjchem-249	355	4	12	12	NUM
eurjchem-249	355	5	fadda	fadda	NOUN
eurjchem-249	355	6	et	et	PROPN
eurjchem-249	355	7	al	al	PROPN
eurjchem-249	355	8	.	.	PUNCT
eurjchem-249	355	9	/	/	SYM
eurjchem-249	355	10	european	european	PROPN
eurjchem-249	355	11	journal	journal	PROPN
eurjchem-249	355	12	of	of	ADP
eurjchem-249	355	13	chemistry	chemistry	NOUN
eurjchem-249	355	14	2	2	NUM
eurjchem-249	355	15	(	(	PUNCT
eurjchem-249	355	16	1	1	NUM
eurjchem-249	355	17	)	)	PUNCT
eurjchem-249	355	18	(	(	PUNCT
eurjchem-249	355	19	2011	2011	NUM
eurjchem-249	355	20	)	)	PUNCT
eurjchem-249	355	21	51‐57	51‐57	NUM
eurjchem-249	355	22	57	57	NUM
eurjchem-249	355	23	the	the	DET
eurjchem-249	355	24	ir	ir	PROPN
eurjchem-249	355	25	,	,	PUNCT
eurjchem-249	355	26	1h	1h	NUM
eurjchem-249	355	27	nmr	nmr	NOUN
eurjchem-249	355	28	and	and	CCONJ
eurjchem-249	355	29	mass	mass	ADJ
eurjchem-249	355	30	spectra	spectra	NOUN
eurjchem-249	355	31	of	of	ADP
eurjchem-249	355	32	26‐32	26‐32	NUM
eurjchem-249	355	33	are	be	AUX
eurjchem-249	355	34	in	in	ADP
eurjchem-249	355	35	agreement	agreement	NOUN
eurjchem-249	355	36	with	with	ADP
eurjchem-249	355	37	the	the	DET
eurjchem-249	355	38	proposed	propose	VERB
eurjchem-249	355	39	structures	structure	NOUN
eurjchem-249	355	40	as	as	SCONJ
eurjchem-249	355	41	shown	show	VERB
eurjchem-249	355	42	in	in	ADP
eurjchem-249	355	43	the	the	DET
eurjchem-249	355	44	experimental	experimental	ADJ
eurjchem-249	355	45	part	part	NOUN
eurjchem-249	355	46	.	.	PUNCT
eurjchem-249	356	1	2,6‐dimethyl‐3‐carbohydrazidoquinoxalin‐1,4‐dioxide	2,6‐dimethyl‐3‐carbohydrazidoquinoxalin‐1,4‐dioxide	NUM
eurjchem-249	356	2	26	26	NUM
eurjchem-249	356	3	on	on	ADP
eurjchem-249	356	4	treatment	treatment	NOUN
eurjchem-249	356	5	with	with	ADP
eurjchem-249	356	6	hno2	hno2	PROPN
eurjchem-249	356	7	gave	give	VERB
eurjchem-249	356	8	2,6‐dimethyl‐3‐carbazidoquin	2,6‐dimethyl‐3‐carbazidoquin	NUM
eurjchem-249	356	9	oxalin‐1,4‐dioxide	oxalin‐1,4‐dioxide	ADP
eurjchem-249	356	10	33	33	NUM
eurjchem-249	356	11	which	which	PRON
eurjchem-249	356	12	on	on	ADP
eurjchem-249	356	13	refluxing	refluxe	VERB
eurjchem-249	356	14	with	with	ADP
eurjchem-249	356	15	ethanol	ethanol	NOUN
eurjchem-249	356	16	for	for	ADP
eurjchem-249	356	17	5	5	NUM
eurjchem-249	356	18	h	h	NOUN
eurjchem-249	356	19	produced	produce	VERB
eurjchem-249	356	20	2,6‐dimethyl‐3‐ethoxycarbonylamino	2,6‐dimethyl‐3‐ethoxycarbonylamino	NUM
eurjchem-249	356	21	quinoxalin‐1,4‐	quinoxalin‐1,4‐	PROPN
eurjchem-249	356	22	dioxide	dioxide	NOUN
eurjchem-249	356	23	34	34	NUM
eurjchem-249	356	24	in	in	ADP
eurjchem-249	356	25	good	good	ADJ
eurjchem-249	356	26	yield	yield	NOUN
eurjchem-249	356	27	.	.	PUNCT
eurjchem-249	357	1	the	the	DET
eurjchem-249	357	2	ir	ir	PROPN
eurjchem-249	357	3	spectra	spectra	NOUN
eurjchem-249	357	4	of	of	ADP
eurjchem-249	357	5	compounds	compound	NOUN
eurjchem-249	357	6	33	33	NUM
eurjchem-249	357	7	and	and	CCONJ
eurjchem-249	357	8	34	34	NUM
eurjchem-249	357	9	were	be	AUX
eurjchem-249	357	10	in	in	ADP
eurjchem-249	357	11	agreement	agreement	NOUN
eurjchem-249	357	12	with	with	ADP
eurjchem-249	357	13	assigned	assign	VERB
eurjchem-249	357	14	structures	structure	NOUN
eurjchem-249	357	15	.	.	PUNCT
eurjchem-249	358	1	the	the	DET
eurjchem-249	358	2	decomposition	decomposition	NOUN
eurjchem-249	358	3	of	of	ADP
eurjchem-249	358	4	azides	azide	NOUN
eurjchem-249	358	5	to	to	PART
eurjchem-249	358	6	isocyanate	isocyanate	VERB
eurjchem-249	358	7	and	and	CCONJ
eurjchem-249	358	8	nitrogen	nitrogen	NOUN
eurjchem-249	358	9	is	be	AUX
eurjchem-249	358	10	known	know	VERB
eurjchem-249	358	11	as	as	ADP
eurjchem-249	358	12	the	the	DET
eurjchem-249	358	13	curtius	curtius	NOUN
eurjchem-249	358	14	rearrangement	rearrangement	NOUN
eurjchem-249	358	15	.	.	PUNCT
eurjchem-249	359	1	the	the	DET
eurjchem-249	359	2	reaction	reaction	NOUN
eurjchem-249	359	3	is	be	AUX
eurjchem-249	359	4	a	a	DET
eurjchem-249	359	5	preparative	preparative	ADJ
eurjchem-249	359	6	method	method	NOUN
eurjchem-249	359	7	for	for	ADP
eurjchem-249	359	8	isocyanate	isocyanate	NOUN
eurjchem-249	359	9	and	and	CCONJ
eurjchem-249	359	10	compounds	compound	NOUN
eurjchem-249	359	11	derivable	derivable	ADJ
eurjchem-249	359	12	from	from	ADP
eurjchem-249	359	13	isocyanates	isocyanate	NOUN
eurjchem-249	359	14	,	,	PUNCT
eurjchem-249	359	15	such	such	ADJ
eurjchem-249	359	16	as	as	ADP
eurjchem-249	359	17	urethans	urethan	NOUN
eurjchem-249	359	18	,	,	PUNCT
eurjchem-249	359	19	ureas	urea	NOUN
eurjchem-249	359	20	,	,	PUNCT
eurjchem-249	359	21	amides	amide	NOUN
eurjchem-249	359	22	,	,	PUNCT
eurjchem-249	359	23	and	and	CCONJ
eurjchem-249	359	24	amines	amine	NOUN
eurjchem-249	359	25	.	.	PUNCT
eurjchem-249	360	1	when	when	SCONJ
eurjchem-249	360	2	coupled	couple	VERB
eurjchem-249	360	3	with	with	ADP
eurjchem-249	360	4	a	a	DET
eurjchem-249	360	5	hydrolytic	hydrolytic	ADJ
eurjchem-249	360	6	step	step	NOUN
eurjchem-249	360	7	,	,	PUNCT
eurjchem-249	360	8	the	the	DET
eurjchem-249	360	9	curtius	curtius	NOUN
eurjchem-249	360	10	rearrangement	rearrangement	NOUN
eurjchem-249	360	11	becomes	become	VERB
eurjchem-249	360	12	a	a	DET
eurjchem-249	360	13	particular	particular	ADJ
eurjchem-249	360	14	procedure	procedure	NOUN
eurjchem-249	360	15	for	for	ADP
eurjchem-249	360	16	replacing	replace	VERB
eurjchem-249	360	17	the	the	DET
eurjchem-249	360	18	azide	azide	NOUN
eurjchem-249	360	19	group	group	NOUN
eurjchem-249	360	20	by	by	ADP
eurjchem-249	360	21	an	an	DET
eurjchem-249	360	22	amino	amino	NOUN
eurjchem-249	360	23	group	group	NOUN
eurjchem-249	360	24	.	.	PUNCT
eurjchem-249	361	1	thus	thus	ADV
eurjchem-249	361	2	azides	azide	NOUN
eurjchem-249	361	3	undergo	undergo	VERB
eurjchem-249	361	4	rearrangement	rearrangement	NOUN
eurjchem-249	361	5	in	in	ADP
eurjchem-249	361	6	inert	inert	ADJ
eurjchem-249	361	7	solvents	solvent	NOUN
eurjchem-249	361	8	like	like	ADP
eurjchem-249	361	9	benzene	benzene	NOUN
eurjchem-249	361	10	,	,	PUNCT
eurjchem-249	361	11	toluene	toluene	NOUN
eurjchem-249	361	12	and	and	CCONJ
eurjchem-249	361	13	chloroform	chloroform	NOUN
eurjchem-249	361	14	,	,	PUNCT
eurjchem-249	361	15	forming	form	VERB
eurjchem-249	361	16	isocyanates	isocyanate	NOUN
eurjchem-249	361	17	.	.	PUNCT
eurjchem-249	362	1	in	in	ADP
eurjchem-249	362	2	the	the	DET
eurjchem-249	362	3	presence	presence	NOUN
eurjchem-249	362	4	of	of	ADP
eurjchem-249	362	5	polar	polar	ADJ
eurjchem-249	362	6	solvents	solvent	NOUN
eurjchem-249	362	7	like	like	ADP
eurjchem-249	362	8	alcohol	alcohol	NOUN
eurjchem-249	362	9	or	or	CCONJ
eurjchem-249	362	10	water	water	NOUN
eurjchem-249	362	11	,	,	PUNCT
eurjchem-249	362	12	the	the	DET
eurjchem-249	362	13	resulting	result	VERB
eurjchem-249	362	14	isocyanate	isocyanate	NOUN
eurjchem-249	362	15	will	will	AUX
eurjchem-249	362	16	react	react	VERB
eurjchem-249	362	17	with	with	ADP
eurjchem-249	362	18	these	these	DET
eurjchem-249	362	19	solvents	solvent	NOUN
eurjchem-249	362	20	to	to	PART
eurjchem-249	362	21	form	form	VERB
eurjchem-249	362	22	urethans	urethan	NOUN
eurjchem-249	362	23	or	or	CCONJ
eurjchem-249	362	24	ureas	urea	NOUN
eurjchem-249	362	25	.	.	PUNCT
eurjchem-249	363	1	amines	amine	NOUN
eurjchem-249	363	2	or	or	CCONJ
eurjchem-249	363	3	their	their	PRON
eurjchem-249	363	4	salts	salt	NOUN
eurjchem-249	363	5	are	be	AUX
eurjchem-249	363	6	obtained	obtain	VERB
eurjchem-249	363	7	by	by	ADP
eurjchem-249	363	8	hydrolysis	hydrolysis	NOUN
eurjchem-249	363	9	of	of	ADP
eurjchem-249	363	10	the	the	DET
eurjchem-249	363	11	isocyanate	isocyanate	NOUN
eurjchem-249	363	12	,	,	PUNCT
eurjchem-249	363	13	urethans	urethan	NOUN
eurjchem-249	363	14	or	or	CCONJ
eurjchem-249	363	15	ureas	urea	NOUN
eurjchem-249	363	16	.	.	PUNCT
eurjchem-249	364	1	however	however	ADV
eurjchem-249	364	2	,	,	PUNCT
eurjchem-249	364	3	heating	heating	NOUN
eurjchem-249	364	4	of	of	ADP
eurjchem-249	364	5	the	the	DET
eurjchem-249	364	6	carbazide	carbazide	NOUN
eurjchem-249	364	7	33	33	NUM
eurjchem-249	364	8	in	in	ADP
eurjchem-249	364	9	toluene	toluene	NOUN
eurjchem-249	364	10	for	for	ADP
eurjchem-249	364	11	3	3	NUM
eurjchem-249	364	12	hours	hour	NOUN
eurjchem-249	364	13	gives	give	VERB
eurjchem-249	364	14	the	the	DET
eurjchem-249	364	15	isocyanate	isocyanate	NOUN
eurjchem-249	364	16	derivative	derivative	ADJ
eurjchem-249	364	17	35	35	NUM
eurjchem-249	364	18	.	.	PUNCT
eurjchem-249	365	1	on	on	ADP
eurjchem-249	365	2	the	the	DET
eurjchem-249	365	3	other	other	ADJ
eurjchem-249	365	4	hand	hand	NOUN
eurjchem-249	365	5	,	,	PUNCT
eurjchem-249	365	6	hydrolysis	hydrolysis	NOUN
eurjchem-249	365	7	of	of	ADP
eurjchem-249	365	8	the	the	DET
eurjchem-249	365	9	carbazide	carbazide	NOUN
eurjchem-249	365	10	33	33	NUM
eurjchem-249	365	11	yielded	yield	VERB
eurjchem-249	365	12	the	the	DET
eurjchem-249	365	13	corresponding	correspond	VERB
eurjchem-249	365	14	3‐amino‐2,6‐dimethylquinoxalin‐1,4‐dioxide	3‐amino‐2,6‐dimethylquinoxalin‐1,4‐dioxide	PROPN
eurjchem-249	365	15	derivative	derivative	ADJ
eurjchem-249	365	16	36	36	NUM
eurjchem-249	365	17	,	,	PUNCT
eurjchem-249	365	18	which	which	PRON
eurjchem-249	365	19	is	be	AUX
eurjchem-249	365	20	diazotized	diazotize	VERB
eurjchem-249	365	21	and	and	CCONJ
eurjchem-249	365	22	coupled	couple	VERB
eurjchem-249	365	23	with	with	ADP
eurjchem-249	365	24	β	β	NOUN
eurjchem-249	365	25	–	–	PUNCT
eurjchem-249	365	26	naphthol	naphthol	NOUN
eurjchem-249	365	27	in	in	ADP
eurjchem-249	365	28	alkaline	alkaline	NOUN
eurjchem-249	365	29	medium	medium	NOUN
eurjchem-249	365	30	to	to	PART
eurjchem-249	365	31	afford	afford	VERB
eurjchem-249	365	32	the	the	DET
eurjchem-249	365	33	corresponding	corresponding	NOUN
eurjchem-249	365	34	azo‐β‐naphthol	azo‐β‐naphthol	X
eurjchem-249	365	35	derivative	derivative	ADJ
eurjchem-249	365	36	37	37	NUM
eurjchem-249	365	37	(	(	PUNCT
eurjchem-249	365	38	scheme	scheme	NOUN
eurjchem-249	365	39	13	13	NUM
eurjchem-249	365	40	)	)	PUNCT
eurjchem-249	365	41	.	.	PUNCT
eurjchem-249	366	1	scheme	scheme	NOUN
eurjchem-249	366	2	13	13	NUM
eurjchem-249	366	3	4	4	NUM
eurjchem-249	366	4	.	.	PUNCT
eurjchem-249	367	1	conclusion	conclusion	NOUN
eurjchem-249	367	2	we	we	PRON
eurjchem-249	367	3	could	could	AUX
eurjchem-249	367	4	prepare	prepare	VERB
eurjchem-249	367	5	some	some	DET
eurjchem-249	367	6	novel	novel	ADJ
eurjchem-249	367	7	benzimidazole	benzimidazole	NOUN
eurjchem-249	367	8	and	and	CCONJ
eurjchem-249	367	9	thiazolidinone	thiazolidinone	NOUN
eurjchem-249	367	10	derivatives	derivative	NOUN
eurjchem-249	367	11	from	from	ADP
eurjchem-249	367	12	benzofuroxan	benzofuroxan	PROPN
eurjchem-249	367	13	.	.	PUNCT
eurjchem-249	368	1	moreover	moreover	ADV
eurjchem-249	368	2	,	,	PUNCT
eurjchem-249	368	3	a	a	DET
eurjchem-249	368	4	series	series	NOUN
eurjchem-249	368	5	of	of	ADP
eurjchem-249	368	6	quinoxalinyl	quinoxalinyl	NOUN
eurjchem-249	368	7	1,4‐di‐n‐oxide	1,4‐di‐n‐oxide	NUM
eurjchem-249	368	8	derivatives	derivative	NOUN
eurjchem-249	368	9	could	could	AUX
eurjchem-249	368	10	be	be	AUX
eurjchem-249	368	11	derived	derive	VERB
eurjchem-249	368	12	from	from	ADP
eurjchem-249	368	13	quinoxalin‐1,4‐di‐n‐oxides	quinoxalin‐1,4‐di‐n‐oxide	NOUN
eurjchem-249	368	14	.	.	PUNCT
eurjchem-249	369	1	plausible	plausible	ADJ
eurjchem-249	369	2	mechanisms	mechanism	NOUN
eurjchem-249	369	3	to	to	PART
eurjchem-249	369	4	account	account	VERB
eurjchem-249	369	5	for	for	ADP
eurjchem-249	369	6	the	the	DET
eurjchem-249	369	7	formation	formation	NOUN
eurjchem-249	369	8	of	of	ADP
eurjchem-249	369	9	the	the	DET
eurjchem-249	369	10	products	product	NOUN
eurjchem-249	369	11	are	be	AUX
eurjchem-249	369	12	suggested	suggest	VERB
eurjchem-249	369	13	.	.	PUNCT
eurjchem-249	370	1	all	all	DET
eurjchem-249	370	2	the	the	DET
eurjchem-249	370	3	reactions	reaction	NOUN
eurjchem-249	370	4	are	be	AUX
eurjchem-249	370	5	eco‐friendly	eco‐friendly	ADV
eurjchem-249	370	6	,	,	PUNCT
eurjchem-249	370	7	no	no	DET
eurjchem-249	370	8	heavy	heavy	ADJ
eurjchem-249	370	9	metals	metal	NOUN
eurjchem-249	370	10	or	or	CCONJ
eurjchem-249	370	11	hazardous	hazardous	ADJ
eurjchem-249	370	12	solvents	solvent	NOUN
eurjchem-249	370	13	(	(	PUNCT
eurjchem-249	370	14	mostly	mostly	ADV
eurjchem-249	370	15	ethanol	ethanol	NOUN
eurjchem-249	370	16	and	and	CCONJ
eurjchem-249	370	17	acetic	acetic	ADJ
eurjchem-249	370	18	acid	acid	NOUN
eurjchem-249	370	19	)	)	PUNCT
eurjchem-249	370	20	are	be	AUX
eurjchem-249	370	21	involved	involve	VERB
eurjchem-249	370	22	.	.	PUNCT
eurjchem-249	371	1	acknowledgement	acknowledgement	PROPN
eurjchem-249	371	2	f.	f.	PROPN
eurjchem-249	371	3	m.	m.	PROPN
eurjchem-249	371	4	abdelrazek	abdelrazek	PROPN
eurjchem-249	371	5	thanks	thank	NOUN
eurjchem-249	371	6	the	the	DET
eurjchem-249	371	7	alexander	alexander	PROPN
eurjchem-249	371	8	von	von	PROPN
eurjchem-249	371	9	humboldt	humboldt	PROPN
eurjchem-249	371	10	foundation	foundation	PROPN
eurjchem-249	371	11	(	(	PUNCT
eurjchem-249	371	12	germany	germany	PROPN
eurjchem-249	371	13	)	)	PUNCT
eurjchem-249	371	14	for	for	ADP
eurjchem-249	371	15	granting	grant	VERB
eurjchem-249	371	16	short	short	ADJ
eurjchem-249	371	17	research	research	NOUN
eurjchem-249	371	18	fellowships	fellowship	NOUN
eurjchem-249	371	19	and	and	CCONJ
eurjchem-249	371	20	prof	prof	PROPN
eurjchem-249	371	21	.	.	PUNCT
eurjchem-249	372	1	dr	dr	PROPN
eurjchem-249	372	2	.	.	PROPN
eurjchem-249	372	3	peter	peter	PROPN
eurjchem-249	372	4	metz	metz	PROPN
eurjchem-249	372	5	,	,	PUNCT
eurjchem-249	372	6	institute	institute	NOUN
eurjchem-249	372	7	of	of	ADP
eurjchem-249	372	8	organic	organic	ADJ
eurjchem-249	372	9	chemistry	chemistry	NOUN
eurjchem-249	372	10	,	,	PUNCT
eurjchem-249	372	11	tu‐	tu‐	PROPN
eurjchem-249	372	12	dresden	dresden	PROPN
eurjchem-249	372	13	,	,	PUNCT
eurjchem-249	372	14	for	for	ADP
eurjchem-249	372	15	his	his	PRON
eurjchem-249	372	16	kind	kind	ADJ
eurjchem-249	372	17	hospitalities	hospitality	NOUN
eurjchem-249	372	18	.	.	PUNCT
eurjchem-249	373	1	this	this	DET
eurjchem-249	373	2	work	work	NOUN
eurjchem-249	373	3	was	be	AUX
eurjchem-249	373	4	also	also	ADV
eurjchem-249	373	5	supported	support	VERB
eurjchem-249	373	6	in	in	ADP
eurjchem-249	373	7	part	part	NOUN
eurjchem-249	373	8	by	by	ADP
eurjchem-249	373	9	the	the	DET
eurjchem-249	373	10	research	research	NOUN
eurjchem-249	373	11	fund	fund	NOUN
eurjchem-249	373	12	of	of	ADP
eurjchem-249	373	13	the	the	DET
eurjchem-249	373	14	faculty	faculty	NOUN
eurjchem-249	373	15	of	of	ADP
eurjchem-249	373	16	science	science	NOUN
eurjchem-249	373	17	,	,	PUNCT
eurjchem-249	373	18	cairo	cairo	PROPN
eurjchem-249	373	19	university	university	PROPN
eurjchem-249	373	20	.	.	PUNCT
eurjchem-249	374	1	references	reference	NOUN
eurjchem-249	374	2	[	[	X
eurjchem-249	374	3	1	1	NUM
eurjchem-249	374	4	]	]	PUNCT
eurjchem-249	374	5	.	.	PUNCT
eurjchem-249	375	1	fadda	fadda	PROPN
eurjchem-249	375	2	,	,	PUNCT
eurjchem-249	375	3	a.	a.	NOUN
eurjchem-249	375	4	a.	a.	NOUN
eurjchem-249	375	5	;	;	PUNCT
eurjchem-249	375	6	abdelrazek	abdelrazek	NOUN
eurjchem-249	375	7	,	,	PUNCT
eurjchem-249	375	8	f.	f.	PROPN
eurjchem-249	375	9	m.	m.	PROPN
eurjchem-249	375	10	;	;	PUNCT
eurjchem-249	375	11	el‐habbal	el‐habbal	PROPN
eurjchem-249	375	12	,	,	PUNCT
eurjchem-249	375	13	m.	m.	NOUN
eurjchem-249	375	14	m.	m.	PROPN
eurjchem-249	375	15	indian	indian	PROPN
eurjchem-249	375	16	j.	j.	PROPN
eurjchem-249	375	17	chem	chem	PROPN
eurjchem-249	375	18	.	.	PUNCT
eurjchem-249	376	1	1986	1986	NUM
eurjchem-249	376	2	,	,	PUNCT
eurjchem-249	376	3	25b	25b	NOUN
eurjchem-249	376	4	,	,	PUNCT
eurjchem-249	376	5	194‐196	194‐196	NUM
eurjchem-249	376	6	.	.	PUNCT
eurjchem-249	377	1	[	[	X
eurjchem-249	377	2	2	2	NUM
eurjchem-249	377	3	]	]	PUNCT
eurjchem-249	377	4	.	.	PUNCT
eurjchem-249	378	1	abdelrazek	abdelrazek	PROPN
eurjchem-249	378	2	,	,	PUNCT
eurjchem-249	378	3	f.	f.	PROPN
eurjchem-249	378	4	m.	m.	PROPN
eurjchem-249	378	5	;	;	PUNCT
eurjchem-249	378	6	fadda	fadda	NOUN
eurjchem-249	378	7	,	,	PUNCT
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eurjchem-249	379	3	]	]	PUNCT
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eurjchem-249	382	7	)	)	PUNCT
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eurjchem-249	383	4	.	.	PUNCT
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eurjchem-249	385	3	]	]	PUNCT
eurjchem-249	385	4	.	.	PUNCT
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eurjchem-249	386	3	]	]	PUNCT
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eurjchem-249	391	3	)	)	PUNCT
eurjchem-249	391	4	;	;	PUNCT
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eurjchem-249	391	6	,	,	PUNCT
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eurjchem-249	391	8	)	)	PUNCT
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eurjchem-249	392	3	]	]	PUNCT
eurjchem-249	392	4	.	.	PUNCT
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eurjchem-249	393	2	,	,	PUNCT
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eurjchem-249	393	27	.	.	PUNCT
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eurjchem-249	395	5	,	,	PUNCT
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eurjchem-249	395	7	.	.	PUNCT
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eurjchem-249	396	3	]	]	SYM
eurjchem-249	396	4	.	.	PUNCT
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eurjchem-249	396	6	,	,	PUNCT
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eurjchem-249	398	2	,	,	PUNCT
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eurjchem-249	398	6	.	.	PUNCT
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eurjchem-249	399	3	]	]	PUNCT
eurjchem-249	399	4	.	.	PUNCT
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eurjchem-249	400	2	,	,	PUNCT
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eurjchem-249	400	4	;	;	PUNCT
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eurjchem-249	400	6	,	,	PUNCT
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eurjchem-249	401	2	,	,	PUNCT
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eurjchem-249	401	4	,	,	PUNCT
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eurjchem-249	401	7	.	.	PUNCT
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eurjchem-249	402	3	]	]	PUNCT
eurjchem-249	402	4	.	.	PUNCT
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eurjchem-249	403	2	,	,	PUNCT
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eurjchem-249	404	7	.	.	PUNCT
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eurjchem-249	405	2	,	,	PUNCT
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eurjchem-249	405	4	(	(	PUNCT
eurjchem-249	405	5	1	1	NUM
eurjchem-249	405	6	)	)	PUNCT
eurjchem-249	405	7	,	,	PUNCT
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eurjchem-249	405	9	.	.	PUNCT
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eurjchem-249	406	4	.	.	PUNCT
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eurjchem-249	407	4	;	;	PUNCT
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eurjchem-249	407	6	,	,	PUNCT
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eurjchem-249	407	8	;	;	PUNCT
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eurjchem-249	407	14	,	,	PUNCT
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eurjchem-249	407	24	)	)	PUNCT
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eurjchem-249	407	27	.	.	PUNCT
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eurjchem-249	408	3	]	]	PUNCT
eurjchem-249	408	4	.	.	PUNCT
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eurjchem-249	410	2	,	,	PUNCT
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eurjchem-249	410	8	.	.	PUNCT
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eurjchem-249	411	4	.	.	PUNCT
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eurjchem-249	412	4	;	;	PUNCT
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eurjchem-249	414	2	,	,	PUNCT
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eurjchem-249	414	6	.	.	PUNCT
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eurjchem-249	415	30	.	.	PUNCT
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eurjchem-249	417	2	,	,	PUNCT
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eurjchem-249	417	4	,	,	PUNCT
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eurjchem-249	417	6	.	.	PUNCT
eurjchem-249	418	1	[	[	X
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eurjchem-249	418	3	]	]	PUNCT
eurjchem-249	418	4	.	.	PUNCT
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eurjchem-249	421	2	,	,	PUNCT
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eurjchem-249	421	4	,	,	PUNCT
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eurjchem-249	421	6	.	.	PUNCT
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eurjchem-249	422	3	]	]	SYM
eurjchem-249	422	4	.	.	PUNCT
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eurjchem-249	423	17	.	.	PUNCT
eurjchem-249	424	1	j.	j.	PROPN
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eurjchem-249	424	5	.	.	PUNCT
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eurjchem-249	425	2	,	,	PUNCT
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eurjchem-249	425	4	,	,	PUNCT
eurjchem-249	425	5	791‐800	791‐800	NUM
eurjchem-249	425	6	.	.	PUNCT
eurjchem-249	426	1	[	[	X
eurjchem-249	426	2	17	17	NUM
eurjchem-249	426	3	]	]	PUNCT
eurjchem-249	426	4	.	.	PUNCT
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eurjchem-249	426	8	;	;	PUNCT
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eurjchem-249	426	10	,	,	PUNCT
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eurjchem-249	426	12	;	;	PUNCT
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eurjchem-249	426	14	,	,	PUNCT
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eurjchem-249	426	28	;	;	PUNCT
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eurjchem-249	426	30	,	,	PUNCT
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eurjchem-249	426	32	;	;	PUNCT
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eurjchem-249	426	36	;	;	PUNCT
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eurjchem-249	426	38	,	,	PUNCT
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eurjchem-249	426	41	.	.	PUNCT
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eurjchem-249	427	4	.	.	PUNCT
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eurjchem-249	428	2	,	,	PUNCT
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eurjchem-249	428	4	,	,	PUNCT
eurjchem-249	428	5	2713‐	2713‐	NUM
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eurjchem-249	428	7	.	.	PUNCT
eurjchem-249	429	1	[	[	X
eurjchem-249	429	2	18	18	NUM
eurjchem-249	429	3	]	]	PUNCT
eurjchem-249	429	4	.	.	PUNCT
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eurjchem-249	430	2	,	,	PUNCT
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eurjchem-249	430	5	;	;	PUNCT
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eurjchem-249	430	13	h.	h.	PROPN
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eurjchem-249	430	20	.	.	PUNCT
eurjchem-249	431	1	chem	chem	PROPN
eurjchem-249	431	2	.	.	PUNCT
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eurjchem-249	432	2	,	,	PUNCT
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eurjchem-249	432	4	,	,	PUNCT
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eurjchem-249	432	6	.	.	PUNCT
eurjchem-249	433	1	[	[	X
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eurjchem-249	433	3	]	]	PUNCT
eurjchem-249	433	4	.	.	PUNCT
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eurjchem-249	434	2	,	,	PUNCT
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eurjchem-249	434	5	;	;	PUNCT
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eurjchem-249	434	7	,	,	PUNCT
eurjchem-249	434	8	s.	s.	PROPN
eurjchem-249	434	9	;	;	PUNCT
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eurjchem-249	435	5	.	.	PUNCT
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eurjchem-249	436	2	,	,	PUNCT
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eurjchem-249	436	4	,	,	PUNCT
eurjchem-249	436	5	948‐	948‐	NUM
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eurjchem-249	436	7	.	.	PUNCT
eurjchem-249	437	1	[	[	X
eurjchem-249	437	2	20	20	NUM
eurjchem-249	437	3	]	]	PUNCT
eurjchem-249	437	4	.	.	PUNCT
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eurjchem-249	438	2	,	,	PUNCT
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eurjchem-249	438	5	;	;	PUNCT
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eurjchem-249	438	8	,	,	PUNCT
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eurjchem-249	438	10	;	;	PUNCT
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eurjchem-249	438	12	,	,	PUNCT
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eurjchem-249	438	20	.	.	PUNCT
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eurjchem-249	439	2	.	.	PUNCT
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eurjchem-249	439	4	,	,	PUNCT
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eurjchem-249	439	6	,	,	PUNCT
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eurjchem-249	439	8	.	.	PUNCT
eurjchem-249	440	1	[	[	X
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eurjchem-249	440	3	]	]	PUNCT
eurjchem-249	440	4	.	.	PUNCT
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eurjchem-249	441	2	,	,	PUNCT
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eurjchem-249	441	4	;	;	PUNCT
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eurjchem-249	441	6	,	,	PUNCT
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eurjchem-249	442	2	.	.	PUNCT
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eurjchem-249	442	4	,	,	PUNCT
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eurjchem-249	442	6	)	)	PUNCT
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eurjchem-249	443	1	[	[	X
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eurjchem-249	443	3	]	]	PUNCT
eurjchem-249	443	4	.	.	PUNCT
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eurjchem-249	444	4	;	;	PUNCT
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eurjchem-249	444	8	;	;	PUNCT
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eurjchem-249	444	13	.	.	PUNCT
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eurjchem-249	445	2	,	,	PUNCT
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eurjchem-249	445	4	,	,	PUNCT
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eurjchem-249	445	6	.	.	PUNCT
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eurjchem-249	446	4	.	.	PUNCT
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eurjchem-249	447	6	,	,	PUNCT
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eurjchem-249	447	8	;	;	PUNCT
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eurjchem-249	448	2	,	,	PUNCT
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eurjchem-249	448	7	.	.	PUNCT
eurjchem-249	449	1	[	[	X
eurjchem-249	449	2	24	24	NUM
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eurjchem-249	449	4	.	.	PUNCT
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eurjchem-249	450	2	,	,	PUNCT
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eurjchem-249	451	4	.	.	PUNCT
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eurjchem-249	453	4	.	.	PUNCT
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eurjchem-249	454	2	,	,	PUNCT
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eurjchem-249	454	4	,	,	PUNCT
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eurjchem-249	455	1	[	[	X
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eurjchem-249	455	4	.	.	PUNCT
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eurjchem-249	458	2	.	.	PUNCT
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eurjchem-249	459	2	,	,	PUNCT
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eurjchem-249	459	4	,	,	PUNCT
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eurjchem-249	460	1	[	[	X
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eurjchem-249	460	4	.	.	PUNCT
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eurjchem-249	461	4	;	;	PUNCT
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eurjchem-249	462	5	.	.	PUNCT
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eurjchem-249	463	2	,	,	PUNCT
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eurjchem-249	463	4	,	,	PUNCT
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eurjchem-249	463	6	.	.	PUNCT
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eurjchem-249	464	4	.	.	PUNCT
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