id	sid	tid	token	lemma	pos
eurjchem-463	1	1	untitled	untitle	VERB
eurjchem-463	1	2	european	european	PROPN
eurjchem-463	1	3	journal	journal	PROPN
eurjchem-463	1	4	of	of	ADP
eurjchem-463	1	5	chemistry	chemistry	NOUN
eurjchem-463	1	6	2	2	NUM
eurjchem-463	1	7	(	(	PUNCT
eurjchem-463	1	8	4	4	NUM
eurjchem-463	1	9	)	)	PUNCT
eurjchem-463	1	10	(	(	PUNCT
eurjchem-463	1	11	2011	2011	NUM
eurjchem-463	1	12	)	)	PUNCT
eurjchem-463	1	13	509‐513	509‐513	NUM
eurjchem-463	1	14	european	european	ADJ
eurjchem-463	1	15	journal	journal	PROPN
eurjchem-463	1	16	of	of	ADP
eurjchem-463	1	17	chemistry	chemistry	NOUN
eurjchem-463	1	18	issn	issn	PROPN
eurjchem-463	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-463	1	20	(	(	PUNCT
eurjchem-463	1	21	print	print	NOUN
eurjchem-463	1	22	)	)	PUNCT
eurjchem-463	1	23	/	/	SYM
eurjchem-463	1	24	issn	issn	PROPN
eurjchem-463	1	25	2153‐2257	2153‐2257	NUM
eurjchem-463	1	26	(	(	PUNCT
eurjchem-463	1	27	online	online	ADJ
eurjchem-463	1	28	)	)	PUNCT
eurjchem-463	1	29			NOUN
eurjchem-463	1	30	2011	2011	NUM
eurjchem-463	1	31	eurjchem	eurjchem	PROPN
eurjchem-463	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-463	1	33	/	/	SYM
eurjchem-463	1	34	eurjchem.2.4.509‐513.463	eurjchem.2.4.509‐513.463	DET
eurjchem-463	1	35	european	european	ADJ
eurjchem-463	1	36	journal	journal	PROPN
eurjchem-463	1	37	of	of	ADP
eurjchem-463	1	38	chemistry	chemistry	PROPN
eurjchem-463	1	39	journal	journal	PROPN
eurjchem-463	1	40	homepage	homepage	NOUN
eurjchem-463	1	41	:	:	PUNCT
eurjchem-463	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-463	1	43	synthesis	synthesis	NOUN
eurjchem-463	1	44	of	of	ADP
eurjchem-463	1	45	some	some	DET
eurjchem-463	1	46	new	new	NOUN
eurjchem-463	1	47	of	of	ADP
eurjchem-463	1	48	thieno[2,3‐b]pyridines	thieno[2,3‐b]pyridine	NOUN
eurjchem-463	1	49	,	,	PUNCT
eurjchem-463	1	50	pyrazolo[1,5‐a]pyrimidine	pyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-463	1	51	,	,	PUNCT
eurjchem-463	1	52	[	[	X
eurjchem-463	1	53	1,2,4]triazolo[1,5‐a]pyrimidine	1,2,4]triazolo[1,5‐a]pyrimidine	NOUN
eurjchem-463	1	54	,	,	PUNCT
eurjchem-463	1	55	pyrazolo[5,1‐c]triazine	pyrazolo[5,1‐c]triazine	PROPN
eurjchem-463	1	56	and	and	CCONJ
eurjchem-463	1	57	pyrimido[1,2‐a]benzimidazole	pyrimido[1,2‐a]benzimidazole	ADJ
eurjchem-463	1	58	derivatives	derivative	NOUN
eurjchem-463	1	59	containing	contain	VERB
eurjchem-463	1	60	pyridine	pyridine	ADJ
eurjchem-463	1	61	moiety	moiety	NOUN
eurjchem-463	1	62	mahmoud	mahmoud	PROPN
eurjchem-463	1	63	abdallah	abdallah	PROPN
eurjchem-463	1	64	mohameda	mohameda	PROPN
eurjchem-463	1	65	,	,	PUNCT
eurjchem-463	1	66	eman	eman	PROPN
eurjchem-463	1	67	kamal	kamal	PROPN
eurjchem-463	1	68	ahmad	ahmad	PROPN
eurjchem-463	1	69	abdelallb	abdelallb	PROPN
eurjchem-463	1	70	,	,	PUNCT
eurjchem-463	1	71	yasser	yasser	PROPN
eurjchem-463	1	72	hassan	hassan	PROPN
eurjchem-463	1	73	zakic	zakic	PROPN
eurjchem-463	1	74	and	and	CCONJ
eurjchem-463	1	75	abdou	abdou	PROPN
eurjchem-463	1	76	osman	osman	PROPN
eurjchem-463	1	77	abdelhamidd	abdelhamidd	PROPN
eurjchem-463	1	78	,	,	PUNCT
eurjchem-463	1	79	*	*	PUNCT
eurjchem-463	1	80	a	a	DET
eurjchem-463	1	81	department	department	NOUN
eurjchem-463	1	82	of	of	ADP
eurjchem-463	1	83	textile	textile	NOUN
eurjchem-463	1	84	,	,	PUNCT
eurjchem-463	1	85	faculty	faculty	NOUN
eurjchem-463	1	86	of	of	ADP
eurjchem-463	1	87	industrial	industrial	ADJ
eurjchem-463	1	88	education	education	NOUN
eurjchem-463	1	89	,	,	PUNCT
eurjchem-463	1	90	beni‐suef	beni‐suef	PROPN
eurjchem-463	1	91	university	university	NOUN
eurjchem-463	1	92	,	,	PUNCT
eurjchem-463	1	93	beni‐suef‐62514	beni‐suef‐62514	PROPN
eurjchem-463	1	94	,	,	PUNCT
eurjchem-463	1	95	egypt	egypt	PROPN
eurjchem-463	1	96	b	b	PROPN
eurjchem-463	1	97	department	department	PROPN
eurjchem-463	1	98	of	of	ADP
eurjchem-463	1	99	pharmaceutical	pharmaceutical	ADJ
eurjchem-463	1	100	organic	organic	ADJ
eurjchem-463	1	101	chemistry	chemistry	NOUN
eurjchem-463	1	102	,	,	PUNCT
eurjchem-463	1	103	faculty	faculty	NOUN
eurjchem-463	1	104	of	of	ADP
eurjchem-463	1	105	pharmacy	pharmacy	NOUN
eurjchem-463	1	106	,	,	PUNCT
eurjchem-463	1	107	beni‐suef	beni‐suef	ADJ
eurjchem-463	1	108	university	university	NOUN
eurjchem-463	1	109	,	,	PUNCT
eurjchem-463	1	110	beni‐suef‐62514	beni‐suef‐62514	PROPN
eurjchem-463	1	111	,	,	PUNCT
eurjchem-463	1	112	egypt	egypt	PROPN
eurjchem-463	1	113	c	c	PROPN
eurjchem-463	1	114	department	department	PROPN
eurjchem-463	1	115	of	of	ADP
eurjchem-463	1	116	chemistry	chemistry	NOUN
eurjchem-463	1	117	,	,	PUNCT
eurjchem-463	1	118	faculty	faculty	NOUN
eurjchem-463	1	119	of	of	ADP
eurjchem-463	1	120	science	science	NOUN
eurjchem-463	1	121	,	,	PUNCT
eurjchem-463	1	122	beni‐suef	beni‐suef	ADJ
eurjchem-463	1	123	university	university	NOUN
eurjchem-463	1	124	,	,	PUNCT
eurjchem-463	1	125	beni‐suef‐62514	beni‐suef‐62514	PROPN
eurjchem-463	1	126	,	,	PUNCT
eurjchem-463	1	127	egypt	egypt	PROPN
eurjchem-463	1	128	d	d	PROPN
eurjchem-463	1	129	department	department	PROPN
eurjchem-463	1	130	of	of	ADP
eurjchem-463	1	131	chemistry	chemistry	NOUN
eurjchem-463	1	132	,	,	PUNCT
eurjchem-463	1	133	faculty	faculty	NOUN
eurjchem-463	1	134	of	of	ADP
eurjchem-463	1	135	science	science	NOUN
eurjchem-463	1	136	,	,	PUNCT
eurjchem-463	1	137	cairo	cairo	PROPN
eurjchem-463	1	138	university	university	PROPN
eurjchem-463	1	139	,	,	PUNCT
eurjchem-463	1	140	giza‐12613	giza‐12613	PROPN
eurjchem-463	1	141	,	,	PUNCT
eurjchem-463	1	142	egypt	egypt	PROPN
eurjchem-463	1	143	*	*	PUNCT
eurjchem-463	1	144	corresponding	correspond	VERB
eurjchem-463	1	145	author	author	NOUN
eurjchem-463	1	146	at	at	ADP
eurjchem-463	1	147	:	:	PUNCT
eurjchem-463	1	148	department	department	NOUN
eurjchem-463	1	149	of	of	ADP
eurjchem-463	1	150	chemistry	chemistry	NOUN
eurjchem-463	1	151	,	,	PUNCT
eurjchem-463	1	152	faculty	faculty	NOUN
eurjchem-463	1	153	of	of	ADP
eurjchem-463	1	154	science	science	NOUN
eurjchem-463	1	155	,	,	PUNCT
eurjchem-463	1	156	cairo	cairo	PROPN
eurjchem-463	1	157	university	university	PROPN
eurjchem-463	1	158	,	,	PUNCT
eurjchem-463	1	159	giza‐12613	giza‐12613	PROPN
eurjchem-463	1	160	,	,	PUNCT
eurjchem-463	1	161	egypt	egypt	PROPN
eurjchem-463	1	162	.	.	PUNCT
eurjchem-463	2	1	tel	tel	PROPN
eurjchem-463	2	2	.	.	PUNCT
eurjchem-463	2	3	:	:	PUNCT
eurjchem-463	3	1	+202.35676573	+202.35676573	VERB
eurjchem-463	3	2	;	;	PUNCT
eurjchem-463	3	3	fax	fax	NOUN
eurjchem-463	3	4	:	:	PUNCT
eurjchem-463	3	5	+202.35727556	+202.35727556	PROPN
eurjchem-463	3	6	.	.	PUNCT
eurjchem-463	3	7	e‐mail	e‐mail	PUNCT
eurjchem-463	4	1	address	address	NOUN
eurjchem-463	4	2	:	:	PUNCT
eurjchem-463	4	3	abdelhamid45@gmail.com	abdelhamid45@gmail.com	X
eurjchem-463	4	4	(	(	PUNCT
eurjchem-463	4	5	a.o	a.o	PROPN
eurjchem-463	4	6	.	.	PROPN
eurjchem-463	4	7	abdelhamid	abdelhamid	PROPN
eurjchem-463	4	8	)	)	PUNCT
eurjchem-463	4	9	.	.	PUNCT
eurjchem-463	5	1	article	article	NOUN
eurjchem-463	5	2	information	information	PROPN
eurjchem-463	5	3	abstract	abstract	ADV
eurjchem-463	5	4	received	receive	VERB
eurjchem-463	5	5	:	:	PUNCT
eurjchem-463	5	6	18	18	NUM
eurjchem-463	5	7	may	may	PROPN
eurjchem-463	5	8	2011	2011	NUM
eurjchem-463	5	9	received	receive	VERB
eurjchem-463	5	10	in	in	ADP
eurjchem-463	5	11	revised	revise	VERB
eurjchem-463	5	12	form	form	NOUN
eurjchem-463	5	13	:	:	PUNCT
eurjchem-463	5	14	07	07	NUM
eurjchem-463	5	15	june	june	PROPN
eurjchem-463	5	16	2011	2011	NUM
eurjchem-463	5	17	accepted	accept	VERB
eurjchem-463	5	18	:	:	PUNCT
eurjchem-463	5	19	16	16	NUM
eurjchem-463	5	20	june	june	PROPN
eurjchem-463	5	21	2011	2011	NUM
eurjchem-463	5	22	online	online	ADV
eurjchem-463	5	23	:	:	PUNCT
eurjchem-463	5	24	31	31	NUM
eurjchem-463	5	25	december	december	PROPN
eurjchem-463	5	26	2011	2011	NUM
eurjchem-463	5	27	keywords	keyword	VERB
eurjchem-463	5	28	pyrazolo[1,5‐a]pyrimidine	pyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-463	5	29	,	,	PUNCT
eurjchem-463	5	30	[	[	X
eurjchem-463	5	31	1,2,4]triazolo[1,5‐a]pyrimidine	1,2,4]triazolo[1,5‐a]pyrimidine	NOUN
eurjchem-463	5	32	and	and	CCONJ
eurjchem-463	5	33	pyrimido[1,2‐a	pyrimido[1,2‐a	NOUN
eurjchem-463	5	34	]	]	SYM
eurjchem-463	5	35	benzimida‐	benzimida‐	ADV
eurjchem-463	5	36	zole	zole	ADJ
eurjchem-463	5	37	derivatives	derivative	NOUN
eurjchem-463	5	38	were	be	AUX
eurjchem-463	5	39	synthesized	synthesize	VERB
eurjchem-463	5	40	by	by	ADP
eurjchem-463	5	41	reaction	reaction	NOUN
eurjchem-463	5	42	of	of	ADP
eurjchem-463	5	43	sodium	sodium	NOUN
eurjchem-463	5	44	salt	salt	NOUN
eurjchem-463	5	45	of	of	ADP
eurjchem-463	5	46	3‐hydroxy‐(1‐pyridin‐2‐	3‐hydroxy‐(1‐pyridin‐2‐	NUM
eurjchem-463	5	47	yl)prop‐2‐en‐1‐one	yl)prop‐2‐en‐1‐one	NOUN
eurjchem-463	5	48	or	or	CCONJ
eurjchem-463	5	49	sodium	sodium	NOUN
eurjchem-463	5	50	salt	salt	NOUN
eurjchem-463	5	51	of	of	ADP
eurjchem-463	5	52	3‐hydroxy‐1‐(pyridin‐3‐yl)prop‐2‐en‐1‐one	3‐hydroxy‐1‐(pyridin‐3‐yl)prop‐2‐en‐1‐one	NUM
eurjchem-463	5	53	with	with	ADP
eurjchem-463	5	54	different	different	ADJ
eurjchem-463	5	55	heterocyclic	heterocyclic	ADJ
eurjchem-463	5	56	amines	amine	NOUN
eurjchem-463	5	57	in	in	ADP
eurjchem-463	5	58	piperidenium	piperidenium	ADJ
eurjchem-463	5	59	acetate	acetate	NOUN
eurjchem-463	5	60	.	.	PUNCT
eurjchem-463	6	1	also	also	ADV
eurjchem-463	6	2	,	,	PUNCT
eurjchem-463	6	3	3‐amino‐6‐(2‐pyridyl)thieno[2,3‐	3‐amino‐6‐(2‐pyridyl)thieno[2,3‐	PROPN
eurjchem-463	6	4	b]pyridine	b]pyridine	ADP
eurjchem-463	6	5	derivatives	derivative	NOUN
eurjchem-463	6	6	were	be	AUX
eurjchem-463	6	7	synthesized	synthesize	VERB
eurjchem-463	6	8	via	via	ADP
eurjchem-463	6	9	reaction	reaction	NOUN
eurjchem-463	6	10	of	of	ADP
eurjchem-463	6	11	pyridine‐2‐thione	pyridine‐2‐thione	NOUN
eurjchem-463	6	12	with	with	ADP
eurjchem-463	6	13	various	various	ADJ
eurjchem-463	6	14	halogenated	halogenated	ADJ
eurjchem-463	6	15	compounds	compound	NOUN
eurjchem-463	6	16	.	.	PUNCT
eurjchem-463	7	1	the	the	DET
eurjchem-463	7	2	structures	structure	NOUN
eurjchem-463	7	3	of	of	ADP
eurjchem-463	7	4	the	the	DET
eurjchem-463	7	5	newly	newly	ADV
eurjchem-463	7	6	synthesized	synthesize	VERB
eurjchem-463	7	7	compounds	compound	NOUN
eurjchem-463	7	8	were	be	AUX
eurjchem-463	7	9	confirmed	confirm	VERB
eurjchem-463	7	10	by	by	ADP
eurjchem-463	7	11	elemental	elemental	ADJ
eurjchem-463	7	12	analysis	analysis	NOUN
eurjchem-463	7	13	,	,	PUNCT
eurjchem-463	7	14	spectral	spectral	ADJ
eurjchem-463	7	15	data	datum	NOUN
eurjchem-463	7	16	,	,	PUNCT
eurjchem-463	7	17	x‐ray	x‐ray	ADJ
eurjchem-463	7	18	and	and	CCONJ
eurjchem-463	7	19	alternative	alternative	ADJ
eurjchem-463	7	20	synthetic	synthetic	ADJ
eurjchem-463	7	21	routes	route	NOUN
eurjchem-463	7	22	whenever	whenever	SCONJ
eurjchem-463	7	23	possible	possible	ADJ
eurjchem-463	7	24	.	.	PUNCT
eurjchem-463	8	1	pyridines	pyridine	NOUN
eurjchem-463	8	2	thieno[2,3‐b]pyridine	thieno[2,3‐b]pyridine	NUM
eurjchem-463	9	1	pyrazolo[1,5‐a]pyrimidine	pyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-463	9	2	triazolo[1,5‐a]pyrimidine	triazolo[1,5‐a]pyrimidine	PROPN
eurjchem-463	9	3	pyrimido[1,2‐a]benzimidazole	pyrimido[1,2‐a]benzimidazole	PROPN
eurjchem-463	9	4	piperidenium	piperidenium	NOUN
eurjchem-463	9	5	acetate	acetate	NOUN
eurjchem-463	9	6	1	1	NUM
eurjchem-463	9	7	.	.	PUNCT
eurjchem-463	10	1	introduction	introduction	NOUN
eurjchem-463	10	2	pyridine	pyridine	NOUN
eurjchem-463	10	3	derivatives	derivative	NOUN
eurjchem-463	10	4	are	be	AUX
eurjchem-463	10	5	widely	widely	ADV
eurjchem-463	10	6	applied	apply	VERB
eurjchem-463	10	7	in	in	ADP
eurjchem-463	10	8	medicine	medicine	NOUN
eurjchem-463	10	9	and	and	CCONJ
eurjchem-463	10	10	agriculture	agriculture	NOUN
eurjchem-463	10	11	,	,	PUNCT
eurjchem-463	10	12	for	for	ADP
eurjchem-463	10	13	example	example	NOUN
eurjchem-463	10	14	,	,	PUNCT
eurjchem-463	10	15	used	use	VERB
eurjchem-463	10	16	as	as	ADP
eurjchem-463	10	17	anticancer	anticancer	NOUN
eurjchem-463	10	18	[	[	X
eurjchem-463	10	19	1	1	NUM
eurjchem-463	10	20	]	]	PUNCT
eurjchem-463	10	21	,	,	PUNCT
eurjchem-463	10	22	anti‐hyper‐	anti‐hyper‐	PUNCT
eurjchem-463	10	23	tension	tension	NOUN
eurjchem-463	10	24	[	[	X
eurjchem-463	10	25	2	2	NUM
eurjchem-463	10	26	]	]	PUNCT
eurjchem-463	10	27	and	and	CCONJ
eurjchem-463	10	28	antifungal	antifungal	ADJ
eurjchem-463	11	1	[	[	X
eurjchem-463	11	2	3	3	NUM
eurjchem-463	11	3	]	]	PUNCT
eurjchem-463	11	4	,	,	PUNCT
eurjchem-463	11	5	pesticides	pesticide	VERB
eurjchem-463	11	6	[	[	X
eurjchem-463	11	7	4	4	NUM
eurjchem-463	11	8	]	]	PUNCT
eurjchem-463	11	9	,	,	PUNCT
eurjchem-463	11	10	herbicides	herbicide	NOUN
eurjchem-463	11	11	[	[	X
eurjchem-463	11	12	4	4	NUM
eurjchem-463	11	13	]	]	PUNCT
eurjchem-463	11	14	,	,	PUNCT
eurjchem-463	11	15	plant	plant	NOUN
eurjchem-463	11	16	growth	growth	NOUN
eurjchem-463	11	17	reagents	reagent	NOUN
eurjchem-463	11	18	[	[	X
eurjchem-463	11	19	4	4	NUM
eurjchem-463	11	20	]	]	PUNCT
eurjchem-463	11	21	etc	etc	X
eurjchem-463	11	22	.	.	X
eurjchem-463	12	1	several	several	ADJ
eurjchem-463	12	2	thieno[2,3‐b]pyridine	thieno[2,3‐b]pyridine	PROPN
eurjchem-463	12	3	derivatives	derivative	NOUN
eurjchem-463	12	4	are	be	AUX
eurjchem-463	12	5	known	know	VERB
eurjchem-463	12	6	to	to	PART
eurjchem-463	12	7	possess	possess	VERB
eurjchem-463	12	8	antibacterial	antibacterial	ADJ
eurjchem-463	12	9	[	[	X
eurjchem-463	12	10	5	5	NUM
eurjchem-463	12	11	]	]	PUNCT
eurjchem-463	12	12	,	,	PUNCT
eurjchem-463	12	13	antihyper‐	antihyper‐	ADP
eurjchem-463	12	14	tensive	tensive	ADJ
eurjchem-463	13	1	[	[	X
eurjchem-463	13	2	6	6	NUM
eurjchem-463	13	3	]	]	PUNCT
eurjchem-463	13	4	and	and	CCONJ
eurjchem-463	13	5	gonadotropinreleasing	gonadotropinrelease	VERB
eurjchem-463	13	6	hormone	hormone	NOUN
eurjchem-463	13	7	antagonizing	antagonize	VERB
eurjchem-463	13	8	[	[	X
eurjchem-463	13	9	7,8	7,8	NUM
eurjchem-463	13	10	]	]	PUNCT
eurjchem-463	13	11	activity	activity	NOUN
eurjchem-463	13	12	.	.	PUNCT
eurjchem-463	14	1	pyridothienopyrimidine	pyridothienopyrimidine	NOUN
eurjchem-463	14	2	derivatives	derivative	NOUN
eurjchem-463	14	3	have	have	AUX
eurjchem-463	14	4	found	find	VERB
eurjchem-463	14	5	applications	application	NOUN
eurjchem-463	14	6	as	as	ADP
eurjchem-463	14	7	analgesics	analgesic	NOUN
eurjchem-463	14	8	,	,	PUNCT
eurjchem-463	14	9	antipyretics	antipyretic	NOUN
eurjchem-463	14	10	[	[	X
eurjchem-463	14	11	9	9	NUM
eurjchem-463	14	12	]	]	PUNCT
eurjchem-463	14	13	and	and	CCONJ
eurjchem-463	14	14	anti‐	anti‐	NOUN
eurjchem-463	14	15	inflammatories	inflammatorie	NOUN
eurjchem-463	14	16	[	[	X
eurjchem-463	14	17	10	10	NUM
eurjchem-463	14	18	]	]	PUNCT
eurjchem-463	14	19	.	.	PUNCT
eurjchem-463	15	1	moreover	moreover	ADV
eurjchem-463	15	2	,	,	PUNCT
eurjchem-463	15	3	some	some	DET
eurjchem-463	15	4	pyridothienotriazines	pyridothienotriazine	NOUN
eurjchem-463	15	5	are	be	AUX
eurjchem-463	15	6	known	know	VERB
eurjchem-463	15	7	to	to	PART
eurjchem-463	15	8	exhibit	exhibit	VERB
eurjchem-463	15	9	antianaphylactic	antianaphylactic	ADJ
eurjchem-463	16	1	[	[	X
eurjchem-463	16	2	11	11	NUM
eurjchem-463	16	3	]	]	PUNCT
eurjchem-463	16	4	and	and	CCONJ
eurjchem-463	16	5	antiallergic	antiallergic	NOUN
eurjchem-463	16	6	activity	activity	NOUN
eurjchem-463	16	7	[	[	X
eurjchem-463	16	8	12	12	NUM
eurjchem-463	16	9	]	]	PUNCT
eurjchem-463	16	10	.	.	PUNCT
eurjchem-463	17	1	in	in	ADP
eurjchem-463	17	2	view	view	NOUN
eurjchem-463	17	3	of	of	ADP
eurjchem-463	17	4	these	these	DET
eurjchem-463	17	5	facts	fact	NOUN
eurjchem-463	17	6	and	and	CCONJ
eurjchem-463	17	7	as	as	ADP
eurjchem-463	17	8	a	a	DET
eurjchem-463	17	9	continuation	continuation	NOUN
eurjchem-463	17	10	of	of	ADP
eurjchem-463	17	11	our	our	PRON
eurjchem-463	17	12	previous	previous	ADJ
eurjchem-463	17	13	work	work	NOUN
eurjchem-463	17	14	[	[	X
eurjchem-463	17	15	13,14‐19	13,14‐19	NUM
eurjchem-463	17	16	]	]	PUNCT
eurjchem-463	17	17	,	,	PUNCT
eurjchem-463	17	18	we	we	PRON
eurjchem-463	17	19	report	report	VERB
eurjchem-463	17	20	herein	herein	VERB
eurjchem-463	17	21	the	the	DET
eurjchem-463	17	22	synthesis	synthesis	NOUN
eurjchem-463	17	23	of	of	ADP
eurjchem-463	17	24	new	new	ADJ
eurjchem-463	17	25	compounds	compound	NOUN
eurjchem-463	17	26	bearing	bear	VERB
eurjchem-463	17	27	both	both	DET
eurjchem-463	17	28	pyridine	pyridine	NOUN
eurjchem-463	17	29	,	,	PUNCT
eurjchem-463	17	30	thienopyrimidine	thienopyrimidine	NOUN
eurjchem-463	17	31	,	,	PUNCT
eurjchem-463	17	32	pyrazolo[1,5‐a]pyrimidine	pyrazolo[1,5‐a]pyrimidine	PROPN
eurjchem-463	17	33	,	,	PUNCT
eurjchem-463	17	34	[	[	X
eurjchem-463	17	35	1,2,4]triazolo[1,5‐a]pyrimidine	1,2,4]triazolo[1,5‐a]pyrimidine	NOUN
eurjchem-463	17	36	and	and	CCONJ
eurjchem-463	17	37	pyrimido[1,2‐a]benzimidazole	pyrimido[1,2‐a]benzimidazole	PROPN
eurjchem-463	17	38	with	with	ADP
eurjchem-463	17	39	the	the	DET
eurjchem-463	17	40	objective	objective	NOUN
eurjchem-463	17	41	of	of	ADP
eurjchem-463	17	42	obtaining	obtain	VERB
eurjchem-463	17	43	new	new	ADJ
eurjchem-463	17	44	biologically	biologically	ADV
eurjchem-463	17	45	active	active	ADJ
eurjchem-463	17	46	compounds	compound	NOUN
eurjchem-463	17	47	.	.	PUNCT
eurjchem-463	18	1	2	2	X
eurjchem-463	18	2	.	.	X
eurjchem-463	18	3	experimental	experimental	ADJ
eurjchem-463	18	4	2.1	2.1	NUM
eurjchem-463	18	5	.	.	PUNCT
eurjchem-463	18	6	instrumentation	instrumentation	NOUN
eurjchem-463	18	7	all	all	DET
eurjchem-463	18	8	melting	melt	VERB
eurjchem-463	18	9	points	point	NOUN
eurjchem-463	18	10	were	be	AUX
eurjchem-463	18	11	determined	determine	VERB
eurjchem-463	18	12	on	on	ADP
eurjchem-463	18	13	an	an	DET
eurjchem-463	18	14	electrothermal	electrothermal	ADJ
eurjchem-463	18	15	apparatus	apparatus	NOUN
eurjchem-463	18	16	and	and	CCONJ
eurjchem-463	18	17	are	be	AUX
eurjchem-463	18	18	uncorrected	uncorrecte	VERB
eurjchem-463	18	19	.	.	PUNCT
eurjchem-463	19	1	ir	ir	PROPN
eurjchem-463	19	2	spectra	spectra	PROPN
eurjchem-463	19	3	were	be	AUX
eurjchem-463	19	4	recorded	record	VERB
eurjchem-463	19	5	(	(	PUNCT
eurjchem-463	19	6	kbr	kbr	PROPN
eurjchem-463	19	7	discs	disc	NOUN
eurjchem-463	19	8	)	)	PUNCT
eurjchem-463	19	9	on	on	ADP
eurjchem-463	19	10	a	a	DET
eurjchem-463	19	11	shimadzu	shimadzu	ADJ
eurjchem-463	19	12	ft‐ir	ft‐ir	ADJ
eurjchem-463	19	13	8201	8201	NUM
eurjchem-463	19	14	pc	pc	NOUN
eurjchem-463	19	15	spectrophotometer	spectrophotometer	NOUN
eurjchem-463	19	16	.	.	PUNCT
eurjchem-463	20	1	1h	1h	NUM
eurjchem-463	20	2	and	and	CCONJ
eurjchem-463	20	3	13c	13c	NOUN
eurjchem-463	20	4	nmr	nmr	NOUN
eurjchem-463	20	5	spectra	spectra	NOUN
eurjchem-463	20	6	were	be	AUX
eurjchem-463	20	7	recorded	record	VERB
eurjchem-463	20	8	in	in	ADP
eurjchem-463	20	9	cdcl3	cdcl3	NOUN
eurjchem-463	20	10	and	and	CCONJ
eurjchem-463	20	11	(	(	PUNCT
eurjchem-463	20	12	cd3)2so	cd3)2so	ADJ
eurjchem-463	20	13	solutions	solution	NOUN
eurjchem-463	20	14	on	on	ADP
eurjchem-463	20	15	a	a	DET
eurjchem-463	20	16	varian	varian	PROPN
eurjchem-463	20	17	gemini	gemini	PROPN
eurjchem-463	20	18	300	300	NUM
eurjchem-463	20	19	mhz	mhz	NOUN
eurjchem-463	20	20	spectrometer	spectrometer	NOUN
eurjchem-463	20	21	and	and	CCONJ
eurjchem-463	20	22	chemical	chemical	NOUN
eurjchem-463	20	23	shifts	shift	NOUN
eurjchem-463	20	24	are	be	AUX
eurjchem-463	20	25	expressed	express	VERB
eurjchem-463	20	26	as	as	SCONJ
eurjchem-463	20	27	δ	δ	PROPN
eurjchem-463	20	28	ppm	ppm	VERB
eurjchem-463	20	29	using	use	VERB
eurjchem-463	20	30	tms	tms	PROPN
eurjchem-463	20	31	as	as	ADP
eurjchem-463	20	32	an	an	DET
eurjchem-463	20	33	internal	internal	ADJ
eurjchem-463	20	34	reference	reference	NOUN
eurjchem-463	20	35	.	.	PUNCT
eurjchem-463	21	1	mass	mass	PROPN
eurjchem-463	21	2	spectra	spectra	PROPN
eurjchem-463	21	3	were	be	AUX
eurjchem-463	21	4	recorded	record	VERB
eurjchem-463	21	5	on	on	ADP
eurjchem-463	21	6	a	a	DET
eurjchem-463	21	7	gc‐ms	gc‐ms	NOUN
eurjchem-463	21	8	qp	qp	ADP
eurjchem-463	21	9	1000	1000	NUM
eurjchem-463	21	10	ex	ex	NOUN
eurjchem-463	21	11	shimadzu	shimadzu	ADJ
eurjchem-463	21	12	.	.	PUNCT
eurjchem-463	22	1	elemental	elemental	ADJ
eurjchem-463	22	2	analyses	analysis	NOUN
eurjchem-463	22	3	were	be	AUX
eurjchem-463	22	4	carried	carry	VERB
eurjchem-463	22	5	out	out	ADP
eurjchem-463	22	6	at	at	ADP
eurjchem-463	22	7	the	the	DET
eurjchem-463	22	8	microanalytical	microanalytical	ADJ
eurjchem-463	22	9	center	center	NOUN
eurjchem-463	22	10	of	of	ADP
eurjchem-463	22	11	cairo	cairo	PROPN
eurjchem-463	22	12	university	university	PROPN
eurjchem-463	22	13	.	.	PUNCT
eurjchem-463	23	1	x‐ray	x‐ray	ADJ
eurjchem-463	23	2	single	single	ADJ
eurjchem-463	23	3	crystals	crystal	NOUN
eurjchem-463	23	4	analysis	analysis	NOUN
eurjchem-463	23	5	was	be	AUX
eurjchem-463	23	6	obtained	obtain	VERB
eurjchem-463	23	7	from	from	ADP
eurjchem-463	23	8	the	the	DET
eurjchem-463	23	9	national	national	ADJ
eurjchem-463	23	10	research	research	PROPN
eurjchem-463	23	11	centre‐	centre‐	NOUN
eurjchem-463	23	12	dokki	dokki	PROPN
eurjchem-463	23	13	,	,	PUNCT
eurjchem-463	23	14	cairo	cairo	PROPN
eurjchem-463	23	15	,	,	PUNCT
eurjchem-463	23	16	egypt	egypt	PROPN
eurjchem-463	23	17	.	.	PUNCT
eurjchem-463	24	1	2.2	2.2	NUM
eurjchem-463	24	2	.	.	PUNCT
eurjchem-463	24	3	synthesis	synthesis	NOUN
eurjchem-463	24	4	of	of	ADP
eurjchem-463	24	5	sodium	sodium	NOUN
eurjchem-463	24	6	salt	salt	NOUN
eurjchem-463	24	7	of	of	ADP
eurjchem-463	24	8	3‐hydroxy‐1‐(pyridin‐2‐	3‐hydroxy‐1‐(pyridin‐2‐	NUM
eurjchem-463	24	9	yl)prop‐2‐en‐1‐one	yl)prop‐2‐en‐1‐one	NOUN
eurjchem-463	24	10	(	(	PUNCT
eurjchem-463	24	11	2	2	NUM
eurjchem-463	24	12	)	)	PUNCT
eurjchem-463	24	13	and	and	CCONJ
eurjchem-463	24	14	sodium	sodium	NOUN
eurjchem-463	24	15	salt	salt	NOUN
eurjchem-463	24	16	of	of	ADP
eurjchem-463	24	17	3‐hydroxy‐1‐	3‐hydroxy‐1‐	PROPN
eurjchem-463	24	18	(	(	PUNCT
eurjchem-463	24	19	pyridin‐3‐yl)prop‐2‐en‐1‐one	pyridin‐3‐yl)prop‐2‐en‐1‐one	PROPN
eurjchem-463	24	20	(	(	PUNCT
eurjchem-463	24	21	15	15	NUM
eurjchem-463	24	22	)	)	PUNCT
eurjchem-463	24	23	in	in	ADP
eurjchem-463	24	24	a	a	DET
eurjchem-463	24	25	three‐necked	three‐necked	ADJ
eurjchem-463	24	26	flask	flask	NOUN
eurjchem-463	24	27	(	(	PUNCT
eurjchem-463	24	28	250	250	NUM
eurjchem-463	24	29	ml	ml	NOUN
eurjchem-463	24	30	)	)	PUNCT
eurjchem-463	24	31	sodium	sodium	NOUN
eurjchem-463	24	32	methoxide	methoxide	NOUN
eurjchem-463	24	33	(	(	PUNCT
eurjchem-463	24	34	0.054	0.054	NUM
eurjchem-463	24	35	g	g	NOUN
eurjchem-463	24	36	,	,	PUNCT
eurjchem-463	24	37	10	10	NUM
eurjchem-463	24	38	mmol	mmol	NOUN
eurjchem-463	24	39	)	)	PUNCT
eurjchem-463	24	40	and	and	CCONJ
eurjchem-463	24	41	ether	ether	NOUN
eurjchem-463	24	42	(	(	PUNCT
eurjchem-463	24	43	20	20	NUM
eurjchem-463	24	44	ml	ml	NOUN
eurjchem-463	24	45	)	)	PUNCT
eurjchem-463	24	46	were	be	AUX
eurjchem-463	24	47	poured	pour	VERB
eurjchem-463	24	48	over	over	ADP
eurjchem-463	24	49	through	through	ADP
eurjchem-463	24	50	separating	separate	VERB
eurjchem-463	24	51	funnel	funnel	NOUN
eurjchem-463	24	52	the	the	DET
eurjchem-463	24	53	appropriate	appropriate	NOUN
eurjchem-463	24	54	of	of	ADP
eurjchem-463	24	55	2‐acetylpyridine	2‐acetylpyridine	NUM
eurjchem-463	24	56	(	(	PUNCT
eurjchem-463	24	57	1	1	NUM
eurjchem-463	24	58	)	)	PUNCT
eurjchem-463	24	59	or	or	CCONJ
eurjchem-463	24	60	3‐acetylpyridine	3‐acetylpyridine	NUM
eurjchem-463	24	61	(	(	PUNCT
eurjchem-463	24	62	1.2	1.2	NUM
eurjchem-463	24	63	g	g	NOUN
eurjchem-463	24	64	,	,	PUNCT
eurjchem-463	24	65	10	10	NUM
eurjchem-463	24	66	mmol	mmol	NOUN
eurjchem-463	24	67	)	)	PUNCT
eurjchem-463	24	68	with	with	ADP
eurjchem-463	24	69	ethyl	ethyl	PROPN
eurjchem-463	24	70	formate	formate	NOUN
eurjchem-463	24	71	(	(	PUNCT
eurjchem-463	24	72	0.74	0.74	NUM
eurjchem-463	24	73	g	g	NOUN
eurjchem-463	24	74	,	,	PUNCT
eurjchem-463	24	75	10	10	NUM
eurjchem-463	24	76	mmol	mmol	NOUN
eurjchem-463	24	77	)	)	PUNCT
eurjchem-463	24	78	with	with	ADP
eurjchem-463	24	79	efficient	efficient	ADJ
eurjchem-463	24	80	stirring	stirring	NOUN
eurjchem-463	24	81	.	.	PUNCT
eurjchem-463	25	1	the	the	DET
eurjchem-463	25	2	solid	solid	ADJ
eurjchem-463	25	3	product	product	NOUN
eurjchem-463	25	4	was	be	AUX
eurjchem-463	25	5	collected	collect	VERB
eurjchem-463	25	6	and	and	CCONJ
eurjchem-463	25	7	used	use	VERB
eurjchem-463	25	8	directly	directly	ADV
eurjchem-463	25	9	in	in	ADP
eurjchem-463	25	10	the	the	DET
eurjchem-463	25	11	reactions	reaction	NOUN
eurjchem-463	25	12	.	.	PUNCT
eurjchem-463	26	1	2.3	2.3	NUM
eurjchem-463	26	2	.	.	PUNCT
eurjchem-463	26	3	synthesis	synthesis	NOUN
eurjchem-463	26	4	of	of	ADP
eurjchem-463	26	5	2‐(2‐(3‐cyano‐6‐(pyridin‐2‐yl)pyridin‐2‐	2‐(2‐(3‐cyano‐6‐(pyridin‐2‐yl)pyridin‐2‐	NUM
eurjchem-463	26	6	yl)disulfanyl)‐6‐(pyridin‐2‐yl)pyridine‐3‐carbonitrile	yl)disulfanyl)‐6‐(pyridin‐2‐yl)pyridine‐3‐carbonitrile	NOUN
eurjchem-463	26	7	(	(	PUNCT
eurjchem-463	26	8	3	3	NUM
eurjchem-463	26	9	)	)	PUNCT
eurjchem-463	26	10	,	,	PUNCT
eurjchem-463	26	11	1,2‐dihydro‐2‐oxo‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	1,2‐dihydro‐2‐oxo‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	NUM
eurjchem-463	26	12	(	(	PUNCT
eurjchem-463	26	13	16	16	NUM
eurjchem-463	26	14	)	)	PUNCT
eurjchem-463	26	15	,	,	PUNCT
eurjchem-463	26	16	2‐mercapto‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	2‐mercapto‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	NUM
eurjchem-463	26	17	(	(	PUNCT
eurjchem-463	26	18	17	17	NUM
eurjchem-463	26	19	)	)	PUNCT
eurjchem-463	26	20	,	,	PUNCT
eurjchem-463	26	21	pyrazolo[1,5‐a]pyrimidines	pyrazolo[1,5‐a]pyrimidine	NOUN
eurjchem-463	26	22	(	(	PUNCT
eurjchem-463	26	23	9	9	NUM
eurjchem-463	26	24	,	,	PUNCT
eurjchem-463	26	25	12	12	NUM
eurjchem-463	26	26	,	,	PUNCT
eurjchem-463	26	27	23	23	NUM
eurjchem-463	26	28	,	,	PUNCT
eurjchem-463	26	29	24	24	NUM
eurjchem-463	26	30	)	)	PUNCT
eurjchem-463	26	31	,	,	PUNCT
eurjchem-463	27	1	[	[	X
eurjchem-463	27	2	1,2,4]triazolo[1,5‐a]pyrimidines	1,2,4]triazolo[1,5‐a]pyrimidine	NOUN
eurjchem-463	27	3	(	(	PUNCT
eurjchem-463	27	4	13	13	NUM
eurjchem-463	27	5	,	,	PUNCT
eurjchem-463	27	6	25	25	NUM
eurjchem-463	27	7	)	)	PUNCT
eurjchem-463	27	8	,	,	PUNCT
eurjchem-463	27	9	and	and	CCONJ
eurjchem-463	27	10	hydropyrimidino[1,2‐a]benzimidazoles	hydropyrimidino[1,2‐a]benzimidazole	NOUN
eurjchem-463	27	11	(	(	PUNCT
eurjchem-463	27	12	14	14	NUM
eurjchem-463	27	13	,	,	PUNCT
eurjchem-463	27	14	26	26	NUM
eurjchem-463	27	15	)	)	PUNCT
eurjchem-463	27	16	method	method	NOUN
eurjchem-463	27	17	a	a	DET
eurjchem-463	27	18	:	:	PUNCT
eurjchem-463	27	19	a	a	DET
eurjchem-463	27	20	solution	solution	NOUN
eurjchem-463	27	21	of	of	ADP
eurjchem-463	27	22	the	the	DET
eurjchem-463	27	23	appropriate	appropriate	NOUN
eurjchem-463	27	24	of	of	ADP
eurjchem-463	27	25	2	2	NUM
eurjchem-463	27	26	or	or	CCONJ
eurjchem-463	27	27	6	6	NUM
eurjchem-463	27	28	,	,	PUNCT
eurjchem-463	27	29	(	(	PUNCT
eurjchem-463	27	30	10	10	NUM
eurjchem-463	27	31	mmol	mmol	NOUN
eurjchem-463	27	32	)	)	PUNCT
eurjchem-463	27	33	,	,	PUNCT
eurjchem-463	27	34	the	the	DET
eurjchem-463	27	35	appropriate	appropriate	ADJ
eurjchem-463	27	36	cyanoacetamide	cyanoacetamide	NOUN
eurjchem-463	27	37	,	,	PUNCT
eurjchem-463	27	38	cynothioacetamide	cynothioacetamide	NOUN
eurjchem-463	27	39	,	,	PUNCT
eurjchem-463	27	40	3‐amino‐4‐phenylepyrazole	3‐amino‐4‐phenylepyrazole	PROPN
eurjchem-463	27	41	,	,	PUNCT
eurjchem-463	27	42	3‐amino‐4‐cyanopyrazole	3‐amino‐4‐cyanopyrazole	NUM
eurjchem-463	27	43	,	,	PUNCT
eurjchem-463	27	44	3‐amino‐1,2,4‐triazole	3‐amino‐1,2,4‐triazole	NUM
eurjchem-463	27	45	,	,	PUNCT
eurjchem-463	27	46	2‐aminobenzimidazole	2‐aminobenzimidazole	NUM
eurjchem-463	27	47	(	(	PUNCT
eurjchem-463	27	48	10	10	NUM
eurjchem-463	27	49	mmol	mmol	NOUN
eurjchem-463	27	50	)	)	PUNCT
eurjchem-463	27	51	and	and	CCONJ
eurjchem-463	27	52	510	510	NUM
eurjchem-463	27	53	mohamed	mohame	VERB
eurjchem-463	27	54	et	et	PROPN
eurjchem-463	27	55	al	al	PROPN
eurjchem-463	27	56	.	.	PUNCT
eurjchem-463	27	57	/	/	SYM
eurjchem-463	27	58	european	european	PROPN
eurjchem-463	27	59	journal	journal	PROPN
eurjchem-463	27	60	of	of	ADP
eurjchem-463	27	61	chemistry	chemistry	NOUN
eurjchem-463	27	62	2	2	NUM
eurjchem-463	27	63	(	(	PUNCT
eurjchem-463	27	64	4	4	NUM
eurjchem-463	27	65	)	)	PUNCT
eurjchem-463	27	66	(	(	PUNCT
eurjchem-463	27	67	2011	2011	NUM
eurjchem-463	27	68	)	)	PUNCT
eurjchem-463	27	69	509‐513	509‐513	NUM
eurjchem-463	27	70	piperidine	piperidine	NOUN
eurjchem-463	27	71	acetate	acetate	NOUN
eurjchem-463	27	72	(	(	PUNCT
eurjchem-463	27	73	1	1	NUM
eurjchem-463	27	74	ml	ml	NOUN
eurjchem-463	27	75	)	)	PUNCT
eurjchem-463	27	76	in	in	ADP
eurjchem-463	27	77	water	water	NOUN
eurjchem-463	27	78	(	(	PUNCT
eurjchem-463	27	79	3	3	NUM
eurjchem-463	27	80	ml	ml	NOUN
eurjchem-463	27	81	)	)	PUNCT
eurjchem-463	27	82	was	be	AUX
eurjchem-463	27	83	refluxed	refluxe	VERB
eurjchem-463	27	84	for	for	ADP
eurjchem-463	27	85	10	10	NUM
eurjchem-463	27	86	minutes	minute	NOUN
eurjchem-463	27	87	.	.	PUNCT
eurjchem-463	28	1	acetic	acetic	ADJ
eurjchem-463	28	2	acid	acid	NOUN
eurjchem-463	28	3	(	(	PUNCT
eurjchem-463	28	4	1.5	1.5	NUM
eurjchem-463	28	5	ml	ml	NOUN
eurjchem-463	28	6	)	)	PUNCT
eurjchem-463	28	7	was	be	AUX
eurjchem-463	28	8	added	add	VERB
eurjchem-463	28	9	to	to	ADP
eurjchem-463	28	10	the	the	DET
eurjchem-463	28	11	hot	hot	ADJ
eurjchem-463	28	12	solution	solution	NOUN
eurjchem-463	28	13	.	.	PUNCT
eurjchem-463	29	1	the	the	DET
eurjchem-463	29	2	solid	solid	ADJ
eurjchem-463	29	3	product	product	NOUN
eurjchem-463	29	4	was	be	AUX
eurjchem-463	29	5	filtered	filter	VERB
eurjchem-463	29	6	off	off	ADP
eurjchem-463	29	7	and	and	CCONJ
eurjchem-463	29	8	recrystallized	recrystallize	VERB
eurjchem-463	29	9	from	from	ADP
eurjchem-463	29	10	the	the	DET
eurjchem-463	29	11	proper	proper	ADJ
eurjchem-463	29	12	solvent	solvent	NOUN
eurjchem-463	29	13	to	to	PART
eurjchem-463	29	14	give	give	VERB
eurjchem-463	29	15	products	product	NOUN
eurjchem-463	29	16	3	3	NUM
eurjchem-463	29	17	,	,	PUNCT
eurjchem-463	29	18	9	9	NUM
eurjchem-463	29	19	,	,	PUNCT
eurjchem-463	29	20	12‐14	12‐14	NUM
eurjchem-463	29	21	,	,	PUNCT
eurjchem-463	29	22	16	16	NUM
eurjchem-463	29	23	,	,	PUNCT
eurjchem-463	29	24	17	17	NUM
eurjchem-463	29	25	and	and	CCONJ
eurjchem-463	29	26	23‐26	23‐26	NUM
eurjchem-463	29	27	(	(	PUNCT
eurjchem-463	29	28	scheme	scheme	NOUN
eurjchem-463	29	29	1‐4	1‐4	NUM
eurjchem-463	29	30	)	)	PUNCT
eurjchem-463	29	31	.	.	PUNCT
eurjchem-463	30	1	method	method	PROPN
eurjchem-463	30	2	b	b	NOUN
eurjchem-463	30	3	:	:	PUNCT
eurjchem-463	30	4	an	an	DET
eurjchem-463	30	5	equimolar	equimolar	NOUN
eurjchem-463	30	6	amount	amount	NOUN
eurjchem-463	30	7	of	of	ADP
eurjchem-463	30	8	3‐dimethylamino‐1‐	3‐dimethylamino‐1‐	PROPN
eurjchem-463	30	9	pyridin‐2‐ylpropenone	pyridin‐2‐ylpropenone	NOUN
eurjchem-463	30	10	(	(	PUNCT
eurjchem-463	30	11	11	11	NUM
eurjchem-463	30	12	)	)	PUNCT
eurjchem-463	30	13	(	(	PUNCT
eurjchem-463	30	14	5	5	NUM
eurjchem-463	30	15	mmol	mmol	NOUN
eurjchem-463	30	16	)	)	PUNCT
eurjchem-463	30	17	,	,	PUNCT
eurjchem-463	30	18	the	the	DET
eurjchem-463	30	19	appropriate	appropriate	ADJ
eurjchem-463	30	20	3‐amino‐4‐phenylpyrazole	3‐amino‐4‐phenylpyrazole	NUM
eurjchem-463	30	21	,	,	PUNCT
eurjchem-463	30	22	3‐amino‐4‐cyanopyrazole	3‐amino‐4‐cyanopyrazole	NUM
eurjchem-463	30	23	,	,	PUNCT
eurjchem-463	30	24	3‐amino‐1,2,4‐triazole	3‐amino‐1,2,4‐triazole	NUM
eurjchem-463	30	25	,	,	PUNCT
eurjchem-463	30	26	2‐aminobenzimidazole	2‐aminobenzimidazole	NUM
eurjchem-463	30	27	,	,	PUNCT
eurjchem-463	30	28	and	and	CCONJ
eurjchem-463	30	29	ammonium	ammonium	NOUN
eurjchem-463	30	30	acetate	acetate	NOUN
eurjchem-463	30	31	(	(	PUNCT
eurjchem-463	30	32	5	5	NUM
eurjchem-463	30	33	mmol	mmol	NOUN
eurjchem-463	30	34	)	)	PUNCT
eurjchem-463	30	35	in	in	ADP
eurjchem-463	30	36	acetic	acetic	ADJ
eurjchem-463	30	37	acid	acid	NOUN
eurjchem-463	30	38	(	(	PUNCT
eurjchem-463	30	39	10	10	NUM
eurjchem-463	30	40	ml	ml	NOUN
eurjchem-463	30	41	)	)	PUNCT
eurjchem-463	30	42	was	be	AUX
eurjchem-463	30	43	heated	heat	VERB
eurjchem-463	30	44	under	under	ADP
eurjchem-463	30	45	reflux	reflux	NOUN
eurjchem-463	30	46	for	for	ADP
eurjchem-463	30	47	4	4	NUM
eurjchem-463	30	48	hrs	hrs	NOUN
eurjchem-463	30	49	.	.	PUNCT
eurjchem-463	31	1	the	the	DET
eurjchem-463	31	2	resulting	result	VERB
eurjchem-463	31	3	solid	solid	NOUN
eurjchem-463	31	4	was	be	AUX
eurjchem-463	31	5	collected	collect	VERB
eurjchem-463	31	6	and	and	CCONJ
eurjchem-463	31	7	recrystal‐	recrystal‐	NOUN
eurjchem-463	31	8	lized	lize	VERB
eurjchem-463	31	9	from	from	ADP
eurjchem-463	31	10	the	the	DET
eurjchem-463	31	11	proper	proper	ADJ
eurjchem-463	31	12	solvent	solvent	NOUN
eurjchem-463	31	13	gave	give	VERB
eurjchem-463	31	14	products	product	NOUN
eurjchem-463	31	15	9	9	NUM
eurjchem-463	31	16	,	,	PUNCT
eurjchem-463	31	17	13	13	NUM
eurjchem-463	31	18	and	and	CCONJ
eurjchem-463	31	19	14	14	NUM
eurjchem-463	31	20	.	.	PUNCT
eurjchem-463	32	1	method	method	PROPN
eurjchem-463	32	2	c	c	NOUN
eurjchem-463	32	3	:	:	PUNCT
eurjchem-463	32	4	an	an	DET
eurjchem-463	32	5	equimolar	equimolar	NOUN
eurjchem-463	32	6	amount	amount	NOUN
eurjchem-463	32	7	of	of	ADP
eurjchem-463	32	8	n	n	CCONJ
eurjchem-463	32	9	,	,	PUNCT
eurjchem-463	32	10	n‐dimethyl‐n'‐(4‐	n‐dimethyl‐n'‐(4‐	PROPN
eurjchem-463	32	11	phenyl‐1h‐pyrazol‐5‐yl)formamidine	phenyl‐1h‐pyrazol‐5‐yl)formamidine	NOUN
eurjchem-463	32	12	(	(	PUNCT
eurjchem-463	32	13	10	10	NUM
eurjchem-463	32	14	)	)	PUNCT
eurjchem-463	32	15	and	and	CCONJ
eurjchem-463	32	16	appropriate	appropriate	ADJ
eurjchem-463	32	17	2‐acetylpyridine	2‐acetylpyridine	NUM
eurjchem-463	32	18	or	or	CCONJ
eurjchem-463	32	19	3‐acetylpyridine	3‐acetylpyridine	NUM
eurjchem-463	32	20	(	(	PUNCT
eurjchem-463	32	21	5	5	NUM
eurjchem-463	32	22	mmol	mmol	NOUN
eurjchem-463	32	23	)	)	PUNCT
eurjchem-463	32	24	in	in	ADP
eurjchem-463	32	25	ethanol	ethanol	NOUN
eurjchem-463	32	26	(	(	PUNCT
eurjchem-463	32	27	10	10	NUM
eurjchem-463	32	28	ml	ml	NOUN
eurjchem-463	32	29	)	)	PUNCT
eurjchem-463	32	30	was	be	AUX
eurjchem-463	32	31	heated	heat	VERB
eurjchem-463	32	32	under	under	ADP
eurjchem-463	32	33	reflux	reflux	NOUN
eurjchem-463	32	34	for	for	ADP
eurjchem-463	32	35	3	3	NUM
eurjchem-463	32	36	hrs	hrs	NOUN
eurjchem-463	32	37	.	.	PUNCT
eurjchem-463	33	1	the	the	DET
eurjchem-463	33	2	resulting	result	VERB
eurjchem-463	33	3	solid	solid	NOUN
eurjchem-463	33	4	was	be	AUX
eurjchem-463	33	5	collected	collect	VERB
eurjchem-463	33	6	and	and	CCONJ
eurjchem-463	33	7	recrystallized	recrystallize	VERB
eurjchem-463	33	8	from	from	ADP
eurjchem-463	33	9	the	the	DET
eurjchem-463	33	10	proper	proper	ADJ
eurjchem-463	33	11	solvent	solvent	NOUN
eurjchem-463	33	12	gave	give	VERB
eurjchem-463	33	13	products	product	NOUN
eurjchem-463	33	14	9	9	NUM
eurjchem-463	33	15	and	and	CCONJ
eurjchem-463	33	16	23	23	NUM
eurjchem-463	33	17	,	,	PUNCT
eurjchem-463	33	18	respectively	respectively	ADV
eurjchem-463	33	19	.	.	PUNCT
eurjchem-463	34	1	2‐(2‐(3‐cyano‐6‐(pyridin‐2‐yl)pyridin‐2‐yl)disulfanyl)‐6‐	2‐(2‐(3‐cyano‐6‐(pyridin‐2‐yl)pyridin‐2‐yl)disulfanyl)‐6‐	NUM
eurjchem-463	34	2	(	(	PUNCT
eurjchem-463	34	3	pyridin‐2‐yl)pyridine‐3‐carbonitrile	pyridin‐2‐yl)pyridine‐3‐carbonitrile	ADV
eurjchem-463	34	4	(	(	PUNCT
eurjchem-463	34	5	3	3	NUM
eurjchem-463	34	6	):	):	PUNCT
eurjchem-463	34	7	pale	pale	ADJ
eurjchem-463	34	8	yellow	yellow	ADJ
eurjchem-463	34	9	crystals	crystal	NOUN
eurjchem-463	34	10	from	from	ADP
eurjchem-463	34	11	ethanol	ethanol	NOUN
eurjchem-463	34	12	.	.	PUNCT
eurjchem-463	35	1	yield	yield	NOUN
eurjchem-463	35	2	:	:	PUNCT
eurjchem-463	35	3	73	73	NUM
eurjchem-463	35	4	%	%	NOUN
eurjchem-463	35	5	.	.	PUNCT
eurjchem-463	36	1	m.p	m.p	PROPN
eurjchem-463	36	2	.	.	PROPN
eurjchem-463	36	3	:	:	PUNCT
eurjchem-463	37	1	>	>	X
eurjchem-463	37	2	300	300	NUM
eurjchem-463	37	3	°	°	SYM
eurjchem-463	37	4	c	c	NOUN
eurjchem-463	37	5	.	.	PUNCT
eurjchem-463	38	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	38	2	(	(	PUNCT
eurjchem-463	38	3	kbr	kbr	PROPN
eurjchem-463	38	4	,	,	PUNCT
eurjchem-463	38	5	cm‐1	cm‐1	PROPN
eurjchem-463	38	6	):	):	PUNCT
eurjchem-463	38	7	3054	3054	NUM
eurjchem-463	38	8	(	(	PUNCT
eurjchem-463	38	9	ch	ch	NOUN
eurjchem-463	38	10	,	,	PUNCT
eurjchem-463	38	11	aromatic	aromatic	NOUN
eurjchem-463	38	12	)	)	PUNCT
eurjchem-463	38	13	,	,	PUNCT
eurjchem-463	38	14	2219	2219	NUM
eurjchem-463	38	15	(	(	PUNCT
eurjchem-463	38	16	cn	cn	NOUN
eurjchem-463	38	17	)	)	PUNCT
eurjchem-463	38	18	.	.	PUNCT
eurjchem-463	39	1	1h	1h	NUM
eurjchem-463	39	2	nmr	nmr	NOUN
eurjchem-463	39	3	(	(	PUNCT
eurjchem-463	39	4	300	300	NUM
eurjchem-463	39	5	mhz	mhz	NOUN
eurjchem-463	39	6	,	,	PUNCT
eurjchem-463	39	7	cdcl3	cdcl3	PROPN
eurjchem-463	39	8	,	,	PUNCT
eurjchem-463	39	9	δ	δ	PROPN
eurjchem-463	39	10	,	,	PUNCT
eurjchem-463	39	11	ppm	ppm	NUM
eurjchem-463	39	12	):	):	PUNCT
eurjchem-463	39	13	7.44	7.44	NUM
eurjchem-463	39	14	(	(	PUNCT
eurjchem-463	39	15	t	t	PROPN
eurjchem-463	39	16	,	,	PUNCT
eurjchem-463	39	17	2h	2h	NUM
eurjchem-463	39	18	)	)	PUNCT
eurjchem-463	39	19	,	,	PUNCT
eurjchem-463	39	20	7.48	7.48	NUM
eurjchem-463	39	21	(	(	PUNCT
eurjchem-463	39	22	t	t	PROPN
eurjchem-463	39	23	,	,	PUNCT
eurjchem-463	39	24	2h	2h	NUM
eurjchem-463	39	25	)	)	PUNCT
eurjchem-463	39	26	,	,	PUNCT
eurjchem-463	39	27	8.05	8.05	NUM
eurjchem-463	39	28	(	(	PUNCT
eurjchem-463	39	29	d	d	PROPN
eurjchem-463	39	30	,	,	PUNCT
eurjchem-463	39	31	2h	2h	NUM
eurjchem-463	39	32	)	)	PUNCT
eurjchem-463	39	33	,	,	PUNCT
eurjchem-463	39	34	8.45	8.45	NUM
eurjchem-463	39	35	(	(	PUNCT
eurjchem-463	39	36	d	d	PROPN
eurjchem-463	39	37	,	,	PUNCT
eurjchem-463	39	38	4h	4h	NOUN
eurjchem-463	39	39	)	)	PUNCT
eurjchem-463	39	40	,	,	PUNCT
eurjchem-463	39	41	8.66	8.66	NUM
eurjchem-463	39	42	(	(	PUNCT
eurjchem-463	39	43	d	d	NOUN
eurjchem-463	39	44	,	,	PUNCT
eurjchem-463	39	45	2h	2h	NUM
eurjchem-463	39	46	)	)	PUNCT
eurjchem-463	39	47	.	.	PUNCT
eurjchem-463	40	1	ms	ms	NOUN
eurjchem-463	40	2	(	(	PUNCT
eurjchem-463	40	3	m	m	PROPN
eurjchem-463	40	4	/	/	SYM
eurjchem-463	40	5	z	z	NOUN
eurjchem-463	40	6	,	,	PUNCT
eurjchem-463	40	7	%	%	INTJ
eurjchem-463	40	8	):	):	PUNCT
eurjchem-463	40	9	425	425	NUM
eurjchem-463	40	10	(	(	PUNCT
eurjchem-463	40	11	0.6	0.6	NUM
eurjchem-463	40	12	,	,	PUNCT
eurjchem-463	40	13	m+1	m+1	NUM
eurjchem-463	40	14	)	)	PUNCT
eurjchem-463	40	15	,	,	PUNCT
eurjchem-463	40	16	424	424	NUM
eurjchem-463	40	17	(	(	PUNCT
eurjchem-463	40	18	1.7	1.7	NUM
eurjchem-463	40	19	%	%	NOUN
eurjchem-463	40	20	,	,	PUNCT
eurjchem-463	40	21	m	m	PROPN
eurjchem-463	40	22	)	)	PUNCT
eurjchem-463	40	23	,	,	PUNCT
eurjchem-463	40	24	215	215	NUM
eurjchem-463	40	25	(	(	PUNCT
eurjchem-463	40	26	6.0	6.0	NUM
eurjchem-463	40	27	%	%	NOUN
eurjchem-463	40	28	)	)	PUNCT
eurjchem-463	40	29	,	,	PUNCT
eurjchem-463	40	30	214	214	NUM
eurjchem-463	40	31	(	(	PUNCT
eurjchem-463	40	32	16.5	16.5	NUM
eurjchem-463	40	33	%	%	NOUN
eurjchem-463	40	34	)	)	PUNCT
eurjchem-463	40	35	,	,	PUNCT
eurjchem-463	40	36	213	213	NUM
eurjchem-463	40	37	(	(	PUNCT
eurjchem-463	40	38	100	100	NUM
eurjchem-463	40	39	%	%	NOUN
eurjchem-463	40	40	,	,	PUNCT
eurjchem-463	40	41	0.5	0.5	NUM
eurjchem-463	40	42	)	)	PUNCT
eurjchem-463	40	43	,	,	PUNCT
eurjchem-463	40	44	212	212	NUM
eurjchem-463	40	45	(	(	PUNCT
eurjchem-463	40	46	25.7	25.7	NUM
eurjchem-463	40	47	%	%	NOUN
eurjchem-463	40	48	)	)	PUNCT
eurjchem-463	40	49	,	,	PUNCT
eurjchem-463	40	50	169	169	NUM
eurjchem-463	40	51	(	(	PUNCT
eurjchem-463	40	52	49.2	49.2	NUM
eurjchem-463	40	53	%	%	NOUN
eurjchem-463	40	54	)	)	PUNCT
eurjchem-463	40	55	,	,	PUNCT
eurjchem-463	40	56	79	79	NUM
eurjchem-463	40	57	(	(	PUNCT
eurjchem-463	40	58	10	10	NUM
eurjchem-463	40	59	%	%	NOUN
eurjchem-463	40	60	)	)	PUNCT
eurjchem-463	40	61	,	,	PUNCT
eurjchem-463	40	62	78	78	NUM
eurjchem-463	40	63	(	(	PUNCT
eurjchem-463	40	64	33.5	33.5	NUM
eurjchem-463	40	65	%	%	NOUN
eurjchem-463	40	66	)	)	PUNCT
eurjchem-463	40	67	.	.	PUNCT
eurjchem-463	41	1	anal	anal	PROPN
eurjchem-463	41	2	.	.	PUNCT
eurjchem-463	41	3	calcd	calcd	NOUN
eurjchem-463	41	4	.	.	PUNCT
eurjchem-463	42	1	for	for	SCONJ
eurjchem-463	42	2	c22h12n6s2	c22h12n6s2	PROPN
eurjchem-463	42	3	(	(	PUNCT
eurjchem-463	42	4	424.51	424.51	NUM
eurjchem-463	42	5	):	):	PUNCT
eurjchem-463	42	6	c	c	X
eurjchem-463	42	7	,	,	PUNCT
eurjchem-463	42	8	62.25	62.25	NUM
eurjchem-463	42	9	;	;	PUNCT
eurjchem-463	42	10	h	h	NOUN
eurjchem-463	42	11	,	,	PUNCT
eurjchem-463	42	12	2.85	2.85	NUM
eurjchem-463	42	13	;	;	PUNCT
eurjchem-463	42	14	n	n	CCONJ
eurjchem-463	42	15	,	,	PUNCT
eurjchem-463	42	16	19.80	19.80	NUM
eurjchem-463	42	17	;	;	PUNCT
eurjchem-463	42	18	s	s	X
eurjchem-463	42	19	,	,	PUNCT
eurjchem-463	42	20	15.11	15.11	NUM
eurjchem-463	42	21	.	.	PUNCT
eurjchem-463	42	22	found	find	VERB
eurjchem-463	42	23	:	:	PUNCT
eurjchem-463	43	1	c	c	X
eurjchem-463	43	2	,	,	PUNCT
eurjchem-463	43	3	62.32	62.32	NUM
eurjchem-463	43	4	;	;	PUNCT
eurjchem-463	44	1	h	h	NOUN
eurjchem-463	44	2	,	,	PUNCT
eurjchem-463	44	3	2.72	2.72	NUM
eurjchem-463	44	4	;	;	PUNCT
eurjchem-463	44	5	n	n	CCONJ
eurjchem-463	44	6	,	,	PUNCT
eurjchem-463	44	7	19.70	19.70	NUM
eurjchem-463	44	8	;	;	PUNCT
eurjchem-463	44	9	s	s	NOUN
eurjchem-463	44	10	,	,	PUNCT
eurjchem-463	44	11	15.21	15.21	NUM
eurjchem-463	44	12	%	%	NOUN
eurjchem-463	44	13	.	.	PUNCT
eurjchem-463	45	1	3‐phenyl‐5‐(pyridin‐2‐yl)pyrazolo[1,5‐a]pyrimidine	3‐phenyl‐5‐(pyridin‐2‐yl)pyrazolo[1,5‐a]pyrimidine	NUM
eurjchem-463	45	2	(	(	PUNCT
eurjchem-463	45	3	9	9	NUM
eurjchem-463	45	4	):	):	PUNCT
eurjchem-463	45	5	yellow	yellow	ADJ
eurjchem-463	45	6	crystals	crystal	NOUN
eurjchem-463	45	7	from	from	ADP
eurjchem-463	45	8	etoh	etoh	PROPN
eurjchem-463	45	9	.	.	PUNCT
eurjchem-463	46	1	yield	yield	NOUN
eurjchem-463	46	2	:	:	PUNCT
eurjchem-463	46	3	70	70	NUM
eurjchem-463	46	4	%	%	NOUN
eurjchem-463	46	5	.	.	PUNCT
eurjchem-463	47	1	m.p	m.p	PROPN
eurjchem-463	47	2	.	.	PROPN
eurjchem-463	47	3	:	:	PUNCT
eurjchem-463	48	1	220‐222	220‐222	NUM
eurjchem-463	48	2	°	°	SYM
eurjchem-463	48	3	c	c	PROPN
eurjchem-463	48	4	.	.	PUNCT
eurjchem-463	49	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	49	2	(	(	PUNCT
eurjchem-463	49	3	kbr	kbr	PROPN
eurjchem-463	49	4	,	,	PUNCT
eurjchem-463	49	5	cm‐1	cm‐1	PROPN
eurjchem-463	49	6	):	):	PUNCT
eurjchem-463	49	7	3043	3043	NUM
eurjchem-463	49	8	(	(	PUNCT
eurjchem-463	49	9	ch	ch	NOUN
eurjchem-463	49	10	,	,	PUNCT
eurjchem-463	49	11	aromatic	aromatic	NOUN
eurjchem-463	49	12	)	)	PUNCT
eurjchem-463	49	13	,	,	PUNCT
eurjchem-463	49	14	1633	1633	NUM
eurjchem-463	49	15	(	(	PUNCT
eurjchem-463	49	16	c	c	NOUN
eurjchem-463	49	17	=	=	SYM
eurjchem-463	49	18	n	n	NUM
eurjchem-463	49	19	)	)	PUNCT
eurjchem-463	49	20	.	.	PUNCT
eurjchem-463	50	1	1h	1h	NUM
eurjchem-463	50	2	nmr	nmr	NOUN
eurjchem-463	50	3	(	(	PUNCT
eurjchem-463	50	4	300	300	NUM
eurjchem-463	50	5	mhz	mhz	NOUN
eurjchem-463	50	6	,	,	PUNCT
eurjchem-463	50	7	cdcl3	cdcl3	PROPN
eurjchem-463	50	8	,	,	PUNCT
eurjchem-463	50	9	δ	δ	PROPN
eurjchem-463	50	10	,	,	PUNCT
eurjchem-463	50	11	ppm	ppm	NUM
eurjchem-463	50	12	):	):	PUNCT
eurjchem-463	50	13	6.91	6.91	NUM
eurjchem-463	50	14	(	(	PUNCT
eurjchem-463	50	15	d	d	NOUN
eurjchem-463	50	16	,	,	PUNCT
eurjchem-463	50	17	2h	2h	NUM
eurjchem-463	50	18	)	)	PUNCT
eurjchem-463	50	19	,	,	PUNCT
eurjchem-463	50	20	7.27	7.27	NUM
eurjchem-463	50	21	(	(	PUNCT
eurjchem-463	50	22	d	d	PROPN
eurjchem-463	50	23	,	,	PUNCT
eurjchem-463	50	24	1h	1h	NUM
eurjchem-463	50	25	)	)	PUNCT
eurjchem-463	50	26	,	,	PUNCT
eurjchem-463	50	27	7.55‐7.75	7.55‐7.75	NUM
eurjchem-463	50	28	(	(	PUNCT
eurjchem-463	50	29	m	m	PROPN
eurjchem-463	50	30	,	,	PUNCT
eurjchem-463	50	31	5h	5h	NUM
eurjchem-463	50	32	)	)	PUNCT
eurjchem-463	50	33	,	,	PUNCT
eurjchem-463	50	34	8.15	8.15	NUM
eurjchem-463	50	35	(	(	PUNCT
eurjchem-463	50	36	d	d	PROPN
eurjchem-463	50	37	,	,	PUNCT
eurjchem-463	50	38	1h	1h	NUM
eurjchem-463	50	39	)	)	PUNCT
eurjchem-463	50	40	,	,	PUNCT
eurjchem-463	50	41	8.72	8.72	NUM
eurjchem-463	50	42	(	(	PUNCT
eurjchem-463	50	43	d	d	PROPN
eurjchem-463	50	44	,	,	PUNCT
eurjchem-463	50	45	1h	1h	NUM
eurjchem-463	50	46	)	)	PUNCT
eurjchem-463	50	47	,	,	PUNCT
eurjchem-463	50	48	8.92	8.92	NUM
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eurjchem-463	50	50	d	d	PROPN
eurjchem-463	50	51	,	,	PUNCT
eurjchem-463	50	52	2h	2h	NUM
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eurjchem-463	50	54	.	.	PUNCT
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eurjchem-463	51	2	(	(	PUNCT
eurjchem-463	51	3	m	m	PROPN
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eurjchem-463	51	5	z	z	NOUN
eurjchem-463	51	6	,	,	PUNCT
eurjchem-463	51	7	%	%	INTJ
eurjchem-463	51	8	):	):	PUNCT
eurjchem-463	51	9	273	273	NUM
eurjchem-463	51	10	(	(	PUNCT
eurjchem-463	51	11	1.8	1.8	NUM
eurjchem-463	51	12	,	,	PUNCT
eurjchem-463	51	13	m+1	m+1	NUM
eurjchem-463	51	14	)	)	PUNCT
eurjchem-463	51	15	,	,	PUNCT
eurjchem-463	51	16	223	223	NUM
eurjchem-463	51	17	(	(	PUNCT
eurjchem-463	51	18	10	10	NUM
eurjchem-463	51	19	)	)	PUNCT
eurjchem-463	51	20	,	,	PUNCT
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eurjchem-463	51	22	(	(	PUNCT
eurjchem-463	51	23	15	15	NUM
eurjchem-463	51	24	)	)	PUNCT
eurjchem-463	51	25	,	,	PUNCT
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eurjchem-463	51	27	(	(	PUNCT
eurjchem-463	51	28	10	10	NUM
eurjchem-463	51	29	)	)	PUNCT
eurjchem-463	51	30	,	,	PUNCT
eurjchem-463	51	31	146	146	NUM
eurjchem-463	51	32	(	(	PUNCT
eurjchem-463	51	33	15	15	NUM
eurjchem-463	51	34	)	)	PUNCT
eurjchem-463	51	35	,	,	PUNCT
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eurjchem-463	51	37	(	(	PUNCT
eurjchem-463	51	38	26	26	NUM
eurjchem-463	51	39	)	)	PUNCT
eurjchem-463	51	40	,	,	PUNCT
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eurjchem-463	51	42	(	(	PUNCT
eurjchem-463	51	43	100	100	NUM
eurjchem-463	51	44	)	)	PUNCT
eurjchem-463	51	45	.	.	PUNCT
eurjchem-463	52	1	anal	anal	PROPN
eurjchem-463	52	2	.	.	PUNCT
eurjchem-463	52	3	calcd	calcd	NOUN
eurjchem-463	52	4	.	.	PUNCT
eurjchem-463	53	1	for	for	SCONJ
eurjchem-463	53	2	c17h12n4	c17h12n4	PROPN
eurjchem-463	53	3	(	(	PUNCT
eurjchem-463	53	4	272.3	272.3	NUM
eurjchem-463	53	5	):	):	PUNCT
eurjchem-463	53	6	c	c	NOUN
eurjchem-463	53	7	,	,	PUNCT
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eurjchem-463	53	9	;	;	PUNCT
eurjchem-463	53	10	h	h	NOUN
eurjchem-463	53	11	,	,	PUNCT
eurjchem-463	53	12	4.44	4.44	NUM
eurjchem-463	53	13	;	;	PUNCT
eurjchem-463	53	14	n	n	CCONJ
eurjchem-463	53	15	,	,	PUNCT
eurjchem-463	53	16	20.58	20.58	NUM
eurjchem-463	53	17	.	.	PUNCT
eurjchem-463	53	18	found	find	VERB
eurjchem-463	53	19	:	:	PUNCT
eurjchem-463	54	1	c	c	X
eurjchem-463	54	2	,	,	PUNCT
eurjchem-463	54	3	75.18	75.18	NUM
eurjchem-463	54	4	;	;	PUNCT
eurjchem-463	54	5	h	h	X
eurjchem-463	54	6	,	,	PUNCT
eurjchem-463	54	7	4.23	4.23	NUM
eurjchem-463	54	8	;	;	PUNCT
eurjchem-463	54	9	n	n	CCONJ
eurjchem-463	54	10	,	,	PUNCT
eurjchem-463	54	11	20.62	20.62	NUM
eurjchem-463	54	12	%	%	NOUN
eurjchem-463	54	13	.	.	PUNCT
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eurjchem-463	55	2	(	(	PUNCT
eurjchem-463	55	3	12	12	NUM
eurjchem-463	55	4	):	):	PUNCT
eurjchem-463	55	5	yellow	yellow	ADJ
eurjchem-463	55	6	crystals	crystal	NOUN
eurjchem-463	55	7	from	from	ADP
eurjchem-463	55	8	etoh	etoh	PROPN
eurjchem-463	55	9	.	.	PUNCT
eurjchem-463	56	1	yield	yield	NOUN
eurjchem-463	56	2	:	:	PUNCT
eurjchem-463	56	3	76	76	NUM
eurjchem-463	56	4	%	%	NOUN
eurjchem-463	56	5	.	.	PUNCT
eurjchem-463	57	1	m.p	m.p	PROPN
eurjchem-463	57	2	.	.	PROPN
eurjchem-463	57	3	:	:	PUNCT
eurjchem-463	57	4	215‐217	215‐217	NUM
eurjchem-463	57	5	°	°	PROPN
eurjchem-463	57	6	c	c	NOUN
eurjchem-463	57	7	.	.	PUNCT
eurjchem-463	58	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	58	2	(	(	PUNCT
eurjchem-463	58	3	kbr	kbr	PROPN
eurjchem-463	58	4	,	,	PUNCT
eurjchem-463	58	5	cm‐1	cm‐1	PROPN
eurjchem-463	58	6	):	):	PUNCT
eurjchem-463	58	7	3043	3043	NUM
eurjchem-463	58	8	(	(	PUNCT
eurjchem-463	58	9	ch	ch	NOUN
eurjchem-463	58	10	,	,	PUNCT
eurjchem-463	58	11	aromatic	aromatic	NOUN
eurjchem-463	58	12	)	)	PUNCT
eurjchem-463	58	13	,	,	PUNCT
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eurjchem-463	58	15	(	(	PUNCT
eurjchem-463	58	16	cn	cn	PROPN
eurjchem-463	58	17	)	)	PUNCT
eurjchem-463	58	18	,	,	PUNCT
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eurjchem-463	58	20	(	(	PUNCT
eurjchem-463	58	21	c	c	NOUN
eurjchem-463	58	22	=	=	SYM
eurjchem-463	58	23	n	n	NUM
eurjchem-463	58	24	)	)	PUNCT
eurjchem-463	58	25	.	.	PUNCT
eurjchem-463	59	1	1h	1h	NUM
eurjchem-463	59	2	nmr	nmr	NOUN
eurjchem-463	59	3	(	(	PUNCT
eurjchem-463	59	4	300	300	NUM
eurjchem-463	59	5	mhz	mhz	NOUN
eurjchem-463	59	6	,	,	PUNCT
eurjchem-463	59	7	cdcl3	cdcl3	PROPN
eurjchem-463	59	8	,	,	PUNCT
eurjchem-463	59	9	δ	δ	PROPN
eurjchem-463	59	10	,	,	PUNCT
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eurjchem-463	59	12	):	):	PUNCT
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eurjchem-463	59	14	(	(	PUNCT
eurjchem-463	59	15	t	t	PROPN
eurjchem-463	59	16	,	,	PUNCT
eurjchem-463	59	17	1h	1h	NUM
eurjchem-463	59	18	)	)	PUNCT
eurjchem-463	59	19	,	,	PUNCT
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eurjchem-463	59	21	(	(	PUNCT
eurjchem-463	59	22	d	d	PROPN
eurjchem-463	59	23	,	,	PUNCT
eurjchem-463	59	24	1h	1h	NUM
eurjchem-463	59	25	)	)	PUNCT
eurjchem-463	59	26	,	,	PUNCT
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eurjchem-463	59	29	t	t	PROPN
eurjchem-463	59	30	,	,	PUNCT
eurjchem-463	59	31	1h	1h	NUM
eurjchem-463	59	32	)	)	PUNCT
eurjchem-463	59	33	,	,	PUNCT
eurjchem-463	59	34	8.41	8.41	NUM
eurjchem-463	59	35	(	(	PUNCT
eurjchem-463	59	36	d	d	PROPN
eurjchem-463	59	37	,	,	PUNCT
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eurjchem-463	59	40	,	,	PUNCT
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eurjchem-463	59	42	(	(	PUNCT
eurjchem-463	59	43	d	d	PROPN
eurjchem-463	59	44	,	,	PUNCT
eurjchem-463	59	45	1h	1h	NUM
eurjchem-463	59	46	)	)	PUNCT
eurjchem-463	59	47	,	,	PUNCT
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eurjchem-463	59	50	s	s	PROPN
eurjchem-463	59	51	,	,	PUNCT
eurjchem-463	59	52	1h	1h	NUM
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eurjchem-463	59	54	,	,	PUNCT
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eurjchem-463	59	58	,	,	PUNCT
eurjchem-463	59	59	1h	1h	NUM
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eurjchem-463	59	61	.	.	PUNCT
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eurjchem-463	60	2	.	.	PUNCT
eurjchem-463	60	3	calcd	calcd	NOUN
eurjchem-463	60	4	.	.	PUNCT
eurjchem-463	61	1	for	for	ADP
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eurjchem-463	61	3	(	(	PUNCT
eurjchem-463	61	4	221.22	221.22	NUM
eurjchem-463	61	5	):	):	PUNCT
eurjchem-463	61	6	c	c	X
eurjchem-463	61	7	,	,	PUNCT
eurjchem-463	61	8	65.15	65.15	NUM
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eurjchem-463	61	10	h	h	NOUN
eurjchem-463	61	11	,	,	PUNCT
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eurjchem-463	61	13	;	;	PUNCT
eurjchem-463	61	14	n	n	CCONJ
eurjchem-463	61	15	,	,	PUNCT
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eurjchem-463	61	17	.	.	PUNCT
eurjchem-463	62	1	found	find	VERB
eurjchem-463	62	2	:	:	PUNCT
eurjchem-463	63	1	c	c	X
eurjchem-463	63	2	,	,	PUNCT
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eurjchem-463	63	5	h	h	NOUN
eurjchem-463	63	6	,	,	PUNCT
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eurjchem-463	63	8	;	;	PUNCT
eurjchem-463	63	9	n	n	CCONJ
eurjchem-463	63	10	,	,	PUNCT
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eurjchem-463	63	12	%	%	NOUN
eurjchem-463	63	13	.	.	PUNCT
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eurjchem-463	64	2	(	(	PUNCT
eurjchem-463	64	3	13	13	NUM
eurjchem-463	64	4	):	):	PUNCT
eurjchem-463	64	5	light	light	ADJ
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eurjchem-463	64	7	crystals	crystal	NOUN
eurjchem-463	64	8	from	from	ADP
eurjchem-463	64	9	etoh	etoh	PROPN
eurjchem-463	64	10	.	.	PUNCT
eurjchem-463	65	1	yield	yield	NOUN
eurjchem-463	65	2	:	:	PUNCT
eurjchem-463	65	3	76	76	NUM
eurjchem-463	65	4	%	%	NOUN
eurjchem-463	65	5	.	.	PUNCT
eurjchem-463	66	1	m.p	m.p	PROPN
eurjchem-463	66	2	.	.	PROPN
eurjchem-463	66	3	:	:	PUNCT
eurjchem-463	67	1	225‐227	225‐227	NUM
eurjchem-463	67	2	°	°	ADP
eurjchem-463	67	3	c	c	X
eurjchem-463	67	4	.	.	PUNCT
eurjchem-463	67	5	ft‐ir	ft‐ir	NOUN
eurjchem-463	67	6	(	(	PUNCT
eurjchem-463	67	7	kbr	kbr	PROPN
eurjchem-463	67	8	,	,	PUNCT
eurjchem-463	67	9	cm‐1	cm‐1	PROPN
eurjchem-463	67	10	):	):	PUNCT
eurjchem-463	67	11	3043	3043	NUM
eurjchem-463	67	12	(	(	PUNCT
eurjchem-463	67	13	ch	ch	NOUN
eurjchem-463	67	14	,	,	PUNCT
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eurjchem-463	67	17	,	,	PUNCT
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eurjchem-463	67	21	=	=	SYM
eurjchem-463	67	22	n	n	NUM
eurjchem-463	67	23	)	)	PUNCT
eurjchem-463	67	24	.	.	PUNCT
eurjchem-463	68	1	1h	1h	NUM
eurjchem-463	68	2	nmr	nmr	NOUN
eurjchem-463	68	3	(	(	PUNCT
eurjchem-463	68	4	300	300	NUM
eurjchem-463	68	5	mhz	mhz	NOUN
eurjchem-463	68	6	,	,	PUNCT
eurjchem-463	68	7	cdcl3	cdcl3	PROPN
eurjchem-463	68	8	,	,	PUNCT
eurjchem-463	68	9	δ	δ	PROPN
eurjchem-463	68	10	,	,	PUNCT
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eurjchem-463	68	12	):	):	PUNCT
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eurjchem-463	68	15	t	t	PROPN
eurjchem-463	68	16	,	,	PUNCT
eurjchem-463	68	17	1h	1h	NUM
eurjchem-463	68	18	)	)	PUNCT
eurjchem-463	68	19	,	,	PUNCT
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eurjchem-463	68	21	(	(	PUNCT
eurjchem-463	68	22	d	d	PROPN
eurjchem-463	68	23	,	,	PUNCT
eurjchem-463	68	24	1h	1h	NUM
eurjchem-463	68	25	)	)	PUNCT
eurjchem-463	68	26	,	,	PUNCT
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eurjchem-463	68	29	t	t	PROPN
eurjchem-463	68	30	,	,	PUNCT
eurjchem-463	68	31	1h	1h	NUM
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eurjchem-463	68	33	,	,	PUNCT
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eurjchem-463	68	36	s	s	PROPN
eurjchem-463	68	37	,	,	PUNCT
eurjchem-463	68	38	1h	1h	NUM
eurjchem-463	68	39	)	)	PUNCT
eurjchem-463	68	40	,	,	PUNCT
eurjchem-463	68	41	8.70	8.70	NUM
eurjchem-463	68	42	(	(	PUNCT
eurjchem-463	68	43	d	d	PROPN
eurjchem-463	68	44	,	,	PUNCT
eurjchem-463	68	45	1h	1h	NUM
eurjchem-463	68	46	)	)	PUNCT
eurjchem-463	68	47	,	,	PUNCT
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eurjchem-463	68	50	d	d	PROPN
eurjchem-463	68	51	,	,	PUNCT
eurjchem-463	68	52	1h	1h	NUM
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eurjchem-463	68	54	,	,	PUNCT
eurjchem-463	68	55	9.54	9.54	NUM
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eurjchem-463	68	57	d	d	PROPN
eurjchem-463	68	58	,	,	PUNCT
eurjchem-463	68	59	1h	1h	NUM
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eurjchem-463	68	61	.	.	PUNCT
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eurjchem-463	69	2	.	.	PUNCT
eurjchem-463	69	3	calcd	calcd	NOUN
eurjchem-463	69	4	.	.	PUNCT
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eurjchem-463	70	3	(	(	PUNCT
eurjchem-463	70	4	197.2	197.2	NUM
eurjchem-463	70	5	):	):	PUNCT
eurjchem-463	70	6	c	c	NOUN
eurjchem-463	70	7	,	,	PUNCT
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eurjchem-463	70	10	h	h	NOUN
eurjchem-463	70	11	,	,	PUNCT
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eurjchem-463	70	13	;	;	PUNCT
eurjchem-463	70	14	n	n	CCONJ
eurjchem-463	70	15	,	,	PUNCT
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eurjchem-463	70	17	.	.	PUNCT
eurjchem-463	71	1	found	find	VERB
eurjchem-463	71	2	:	:	PUNCT
eurjchem-463	72	1	c	c	X
eurjchem-463	72	2	,	,	PUNCT
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eurjchem-463	72	5	h	h	NOUN
eurjchem-463	72	6	,	,	PUNCT
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eurjchem-463	72	9	n	n	CCONJ
eurjchem-463	72	10	,	,	PUNCT
eurjchem-463	72	11	35.71	35.71	NUM
eurjchem-463	72	12	%	%	NOUN
eurjchem-463	72	13	.	.	PUNCT
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eurjchem-463	73	2	(	(	PUNCT
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eurjchem-463	73	4	):	):	PUNCT
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eurjchem-463	73	9	.	.	PUNCT
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eurjchem-463	74	2	:	:	PUNCT
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eurjchem-463	74	5	.	.	PUNCT
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eurjchem-463	75	2	.	.	PROPN
eurjchem-463	75	3	:	:	PUNCT
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eurjchem-463	76	4	.	.	PUNCT
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eurjchem-463	76	6	(	(	PUNCT
eurjchem-463	76	7	kbr	kbr	PROPN
eurjchem-463	76	8	,	,	PUNCT
eurjchem-463	76	9	cm‐1	cm‐1	PROPN
eurjchem-463	76	10	):	):	PUNCT
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eurjchem-463	76	13	ch	ch	NOUN
eurjchem-463	76	14	,	,	PUNCT
eurjchem-463	76	15	aromatic	aromatic	NOUN
eurjchem-463	76	16	)	)	PUNCT
eurjchem-463	76	17	,	,	PUNCT
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eurjchem-463	76	19	(	(	PUNCT
eurjchem-463	76	20	c	c	NOUN
eurjchem-463	76	21	=	=	SYM
eurjchem-463	76	22	n	n	NUM
eurjchem-463	76	23	)	)	PUNCT
eurjchem-463	76	24	.	.	PUNCT
eurjchem-463	77	1	1h	1h	NUM
eurjchem-463	77	2	nmr	nmr	NOUN
eurjchem-463	77	3	(	(	PUNCT
eurjchem-463	77	4	300	300	NUM
eurjchem-463	77	5	mhz	mhz	NOUN
eurjchem-463	77	6	,	,	PUNCT
eurjchem-463	77	7	cdcl3	cdcl3	PROPN
eurjchem-463	77	8	,	,	PUNCT
eurjchem-463	77	9	δ	δ	PROPN
eurjchem-463	77	10	,	,	PUNCT
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eurjchem-463	77	12	):	):	PUNCT
eurjchem-463	77	13	7.27	7.27	NUM
eurjchem-463	77	14	(	(	PUNCT
eurjchem-463	77	15	t	t	PROPN
eurjchem-463	77	16	,	,	PUNCT
eurjchem-463	77	17	1h	1h	NUM
eurjchem-463	77	18	)	)	PUNCT
eurjchem-463	77	19	,	,	PUNCT
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eurjchem-463	77	21	(	(	PUNCT
eurjchem-463	77	22	m	m	PROPN
eurjchem-463	77	23	,	,	PUNCT
eurjchem-463	77	24	2h	2h	NUM
eurjchem-463	77	25	)	)	PUNCT
eurjchem-463	77	26	,	,	PUNCT
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eurjchem-463	77	28	(	(	PUNCT
eurjchem-463	77	29	d	d	PROPN
eurjchem-463	77	30	,	,	PUNCT
eurjchem-463	77	31	2h	2h	NUM
eurjchem-463	77	32	)	)	PUNCT
eurjchem-463	77	33	,	,	PUNCT
eurjchem-463	77	34	8.41	8.41	NUM
eurjchem-463	77	35	(	(	PUNCT
eurjchem-463	77	36	d	d	PROPN
eurjchem-463	77	37	,	,	PUNCT
eurjchem-463	77	38	1h	1h	NUM
eurjchem-463	77	39	)	)	PUNCT
eurjchem-463	77	40	,	,	PUNCT
eurjchem-463	77	41	8.66	8.66	NUM
eurjchem-463	77	42	(	(	PUNCT
eurjchem-463	77	43	d	d	NOUN
eurjchem-463	77	44	,	,	PUNCT
eurjchem-463	77	45	2h	2h	NUM
eurjchem-463	77	46	)	)	PUNCT
eurjchem-463	77	47	,	,	PUNCT
eurjchem-463	77	48	8.87	8.87	NUM
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eurjchem-463	77	50	d	d	PROPN
eurjchem-463	77	51	,	,	PUNCT
eurjchem-463	77	52	1h	1h	NUM
eurjchem-463	77	53	)	)	PUNCT
eurjchem-463	77	54	,	,	PUNCT
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eurjchem-463	77	57	d	d	PROPN
eurjchem-463	77	58	,	,	PUNCT
eurjchem-463	77	59	1h	1h	NUM
eurjchem-463	77	60	)	)	PUNCT
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eurjchem-463	78	2	.	.	PUNCT
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eurjchem-463	78	4	.	.	PUNCT
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eurjchem-463	79	2	c15h10n4	c15h10n4	NOUN
eurjchem-463	79	3	(	(	PUNCT
eurjchem-463	79	4	246.27	246.27	NUM
eurjchem-463	79	5	):	):	PUNCT
eurjchem-463	79	6	c	c	X
eurjchem-463	79	7	,	,	PUNCT
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eurjchem-463	79	10	h	h	NOUN
eurjchem-463	79	11	,	,	PUNCT
eurjchem-463	79	12	4.09	4.09	NUM
eurjchem-463	79	13	;	;	PUNCT
eurjchem-463	79	14	n	n	CCONJ
eurjchem-463	79	15	,	,	PUNCT
eurjchem-463	79	16	22.75	22.75	NUM
eurjchem-463	79	17	.	.	PUNCT
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eurjchem-463	79	19	:	:	PUNCT
eurjchem-463	80	1	c	c	X
eurjchem-463	80	2	,	,	PUNCT
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eurjchem-463	80	4	;	;	PUNCT
eurjchem-463	81	1	h	h	NOUN
eurjchem-463	81	2	,	,	PUNCT
eurjchem-463	81	3	3.79	3.79	NUM
eurjchem-463	81	4	;	;	PUNCT
eurjchem-463	81	5	n	n	CCONJ
eurjchem-463	81	6	,	,	PUNCT
eurjchem-463	81	7	22.58	22.58	NUM
eurjchem-463	81	8	%	%	NOUN
eurjchem-463	81	9	.	.	PUNCT
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eurjchem-463	82	2	(	(	PUNCT
eurjchem-463	82	3	16	16	NUM
eurjchem-463	82	4	):	):	PUNCT
eurjchem-463	82	5	pale	pale	ADJ
eurjchem-463	82	6	yellow	yellow	ADJ
eurjchem-463	82	7	crystals	crystal	NOUN
eurjchem-463	82	8	from	from	ADP
eurjchem-463	82	9	dmf	dmf	PROPN
eurjchem-463	82	10	.	.	PUNCT
eurjchem-463	82	11	yield	yield	NOUN
eurjchem-463	82	12	:	:	PUNCT
eurjchem-463	82	13	70	70	NUM
eurjchem-463	82	14	%	%	NOUN
eurjchem-463	82	15	.	.	PUNCT
eurjchem-463	83	1	m.p	m.p	PROPN
eurjchem-463	83	2	.	.	PROPN
eurjchem-463	83	3	:	:	PUNCT
eurjchem-463	84	1	>	>	X
eurjchem-463	84	2	300	300	NUM
eurjchem-463	84	3	°	°	SYM
eurjchem-463	84	4	c	c	NOUN
eurjchem-463	84	5	.	.	PUNCT
eurjchem-463	85	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	85	2	(	(	PUNCT
eurjchem-463	85	3	kbr	kbr	PROPN
eurjchem-463	85	4	,	,	PUNCT
eurjchem-463	85	5	cm‐1	cm‐1	PROPN
eurjchem-463	85	6	):	):	PUNCT
eurjchem-463	85	7	3350	3350	NUM
eurjchem-463	85	8	(	(	PUNCT
eurjchem-463	85	9	nh	nh	NOUN
eurjchem-463	85	10	)	)	PUNCT
eurjchem-463	85	11	,	,	PUNCT
eurjchem-463	85	12	3043	3043	NUM
eurjchem-463	85	13	(	(	PUNCT
eurjchem-463	85	14	ch	ch	NOUN
eurjchem-463	85	15	,	,	PUNCT
eurjchem-463	85	16	aromatic	aromatic	NOUN
eurjchem-463	85	17	)	)	PUNCT
eurjchem-463	85	18	,	,	PUNCT
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eurjchem-463	85	20	(	(	PUNCT
eurjchem-463	85	21	cn	cn	PROPN
eurjchem-463	85	22	)	)	PUNCT
eurjchem-463	85	23	,	,	PUNCT
eurjchem-463	85	24	1680	1680	NUM
eurjchem-463	85	25	(	(	PUNCT
eurjchem-463	85	26	co	co	NOUN
eurjchem-463	85	27	)	)	PUNCT
eurjchem-463	85	28	,	,	PUNCT
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eurjchem-463	85	30	(	(	PUNCT
eurjchem-463	85	31	c	c	NOUN
eurjchem-463	85	32	=	=	SYM
eurjchem-463	85	33	n	n	NUM
eurjchem-463	85	34	)	)	PUNCT
eurjchem-463	85	35	.	.	PUNCT
eurjchem-463	86	1	1h	1h	NUM
eurjchem-463	86	2	nmr	nmr	NOUN
eurjchem-463	86	3	(	(	PUNCT
eurjchem-463	86	4	300	300	NUM
eurjchem-463	86	5	mhz	mhz	NOUN
eurjchem-463	86	6	,	,	PUNCT
eurjchem-463	86	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-463	86	8	,	,	PUNCT
eurjchem-463	86	9	δ	δ	PROPN
eurjchem-463	86	10	,	,	PUNCT
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eurjchem-463	86	12	):	):	PUNCT
eurjchem-463	86	13	6.88	6.88	NUM
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eurjchem-463	86	15	t	t	PROPN
eurjchem-463	86	16	,	,	PUNCT
eurjchem-463	86	17	1h	1h	NUM
eurjchem-463	86	18	)	)	PUNCT
eurjchem-463	86	19	,	,	PUNCT
eurjchem-463	86	20	7.53	7.53	NUM
eurjchem-463	86	21	(	(	PUNCT
eurjchem-463	86	22	t	t	PROPN
eurjchem-463	86	23	,	,	PUNCT
eurjchem-463	86	24	1h	1h	NUM
eurjchem-463	86	25	)	)	PUNCT
eurjchem-463	86	26	,	,	PUNCT
eurjchem-463	86	27	8.25	8.25	NUM
eurjchem-463	86	28	(	(	PUNCT
eurjchem-463	86	29	d	d	PROPN
eurjchem-463	86	30	,	,	PUNCT
eurjchem-463	86	31	1h	1h	NUM
eurjchem-463	86	32	)	)	PUNCT
eurjchem-463	86	33	,	,	PUNCT
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eurjchem-463	86	36	d	d	PROPN
eurjchem-463	86	37	,	,	PUNCT
eurjchem-463	86	38	1h	1h	NUM
eurjchem-463	86	39	)	)	PUNCT
eurjchem-463	86	40	,	,	PUNCT
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eurjchem-463	86	43	d	d	PROPN
eurjchem-463	86	44	,	,	PUNCT
eurjchem-463	86	45	1h	1h	NUM
eurjchem-463	86	46	)	)	PUNCT
eurjchem-463	86	47	,	,	PUNCT
eurjchem-463	86	48	8.99	8.99	NUM
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eurjchem-463	86	50	d	d	PROPN
eurjchem-463	86	51	,	,	PUNCT
eurjchem-463	86	52	1h	1h	NUM
eurjchem-463	86	53	)	)	PUNCT
eurjchem-463	86	54	,	,	PUNCT
eurjchem-463	86	55	9.05	9.05	NUM
eurjchem-463	86	56	(	(	PUNCT
eurjchem-463	86	57	s	s	PROPN
eurjchem-463	86	58	,	,	PUNCT
eurjchem-463	86	59	br	br	PROPN
eurjchem-463	86	60	.	.	PROPN
eurjchem-463	86	61	,	,	PUNCT
eurjchem-463	86	62	1h	1h	NUM
eurjchem-463	86	63	,	,	PUNCT
eurjchem-463	86	64	nh	nh	PROPN
eurjchem-463	86	65	)	)	PUNCT
eurjchem-463	86	66	.	.	PUNCT
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eurjchem-463	87	2	.	.	PUNCT
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eurjchem-463	87	4	.	.	PUNCT
eurjchem-463	88	1	for	for	ADP
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eurjchem-463	88	3	(	(	PUNCT
eurjchem-463	88	4	197.19	197.19	NUM
eurjchem-463	88	5	):	):	PUNCT
eurjchem-463	88	6	c	c	X
eurjchem-463	88	7	,	,	PUNCT
eurjchem-463	88	8	67.00	67.00	NUM
eurjchem-463	88	9	;	;	PUNCT
eurjchem-463	88	10	h	h	NOUN
eurjchem-463	88	11	,	,	PUNCT
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eurjchem-463	88	13	;	;	PUNCT
eurjchem-463	88	14	n	n	CCONJ
eurjchem-463	88	15	,	,	PUNCT
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eurjchem-463	88	17	.	.	PUNCT
eurjchem-463	89	1	found	find	VERB
eurjchem-463	89	2	:	:	PUNCT
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eurjchem-463	89	4	;	;	PUNCT
eurjchem-463	89	5	h	h	NOUN
eurjchem-463	89	6	,	,	PUNCT
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eurjchem-463	89	8	;	;	PUNCT
eurjchem-463	89	9	n	n	CCONJ
eurjchem-463	89	10	,	,	PUNCT
eurjchem-463	89	11	21.11	21.11	NUM
eurjchem-463	89	12	%	%	NOUN
eurjchem-463	89	13	.	.	PUNCT
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eurjchem-463	90	2	(	(	PUNCT
eurjchem-463	90	3	17	17	NUM
eurjchem-463	90	4	):	):	PUNCT
eurjchem-463	90	5	pale	pale	ADJ
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eurjchem-463	90	7	crystals	crystal	NOUN
eurjchem-463	90	8	from	from	ADP
eurjchem-463	90	9	ethanol	ethanol	NOUN
eurjchem-463	90	10	.	.	PUNCT
eurjchem-463	91	1	yield	yield	NOUN
eurjchem-463	91	2	:	:	PUNCT
eurjchem-463	91	3	73	73	NUM
eurjchem-463	91	4	%	%	NOUN
eurjchem-463	91	5	.	.	PUNCT
eurjchem-463	92	1	m.p	m.p	PROPN
eurjchem-463	92	2	.	.	PROPN
eurjchem-463	92	3	:	:	PUNCT
eurjchem-463	93	1	230‐232	230‐232	NUM
eurjchem-463	93	2	°	°	ADP
eurjchem-463	93	3	c	c	X
eurjchem-463	93	4	.	.	PUNCT
eurjchem-463	94	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	94	2	(	(	PUNCT
eurjchem-463	94	3	kbr	kbr	PROPN
eurjchem-463	94	4	,	,	PUNCT
eurjchem-463	94	5	cm‐1	cm‐1	PROPN
eurjchem-463	94	6	):	):	PUNCT
eurjchem-463	94	7	3013	3013	NUM
eurjchem-463	94	8	(	(	PUNCT
eurjchem-463	94	9	ch	ch	NOUN
eurjchem-463	94	10	,	,	PUNCT
eurjchem-463	94	11	aromatic	aromatic	NOUN
eurjchem-463	94	12	)	)	PUNCT
eurjchem-463	94	13	,	,	PUNCT
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eurjchem-463	94	15	(	(	PUNCT
eurjchem-463	94	16	cn	cn	NOUN
eurjchem-463	94	17	)	)	PUNCT
eurjchem-463	94	18	.	.	PUNCT
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eurjchem-463	95	3	(	(	PUNCT
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eurjchem-463	95	5	mhz	mhz	NOUN
eurjchem-463	95	6	,	,	PUNCT
eurjchem-463	95	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-463	95	8	,	,	PUNCT
eurjchem-463	95	9	δ	δ	PROPN
eurjchem-463	95	10	,	,	PUNCT
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eurjchem-463	95	12	):	):	PUNCT
eurjchem-463	95	13	7.14	7.14	NUM
eurjchem-463	95	14	(	(	PUNCT
eurjchem-463	95	15	t	t	PROPN
eurjchem-463	95	16	,	,	PUNCT
eurjchem-463	95	17	1h	1h	NUM
eurjchem-463	95	18	)	)	PUNCT
eurjchem-463	95	19	,	,	PUNCT
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eurjchem-463	95	21	(	(	PUNCT
eurjchem-463	95	22	t	t	PROPN
eurjchem-463	95	23	,	,	PUNCT
eurjchem-463	95	24	1h	1h	NUM
eurjchem-463	95	25	)	)	PUNCT
eurjchem-463	95	26	,	,	PUNCT
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eurjchem-463	95	28	(	(	PUNCT
eurjchem-463	95	29	d	d	PROPN
eurjchem-463	95	30	,	,	PUNCT
eurjchem-463	95	31	1h	1h	NUM
eurjchem-463	95	32	)	)	PUNCT
eurjchem-463	95	33	,	,	PUNCT
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eurjchem-463	95	35	(	(	PUNCT
eurjchem-463	95	36	d	d	PROPN
eurjchem-463	95	37	,	,	PUNCT
eurjchem-463	95	38	1h	1h	NUM
eurjchem-463	95	39	)	)	PUNCT
eurjchem-463	95	40	,	,	PUNCT
eurjchem-463	95	41	8.92	8.92	NUM
eurjchem-463	95	42	(	(	PUNCT
eurjchem-463	95	43	d	d	PROPN
eurjchem-463	95	44	,	,	PUNCT
eurjchem-463	95	45	2h	2h	NUM
eurjchem-463	95	46	)	)	PUNCT
eurjchem-463	95	47	,	,	PUNCT
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eurjchem-463	95	49	(	(	PUNCT
eurjchem-463	95	50	s	s	PROPN
eurjchem-463	95	51	,	,	PUNCT
eurjchem-463	95	52	br	br	PROPN
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eurjchem-463	95	54	,	,	PUNCT
eurjchem-463	95	55	1h	1h	NUM
eurjchem-463	95	56	,	,	PUNCT
eurjchem-463	95	57	sh	sh	PROPN
eurjchem-463	95	58	)	)	PUNCT
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eurjchem-463	96	2	(	(	PUNCT
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eurjchem-463	96	4	/	/	SYM
eurjchem-463	96	5	z	z	NOUN
eurjchem-463	96	6	,	,	PUNCT
eurjchem-463	96	7	%	%	INTJ
eurjchem-463	96	8	):	):	PUNCT
eurjchem-463	96	9	425	425	NUM
eurjchem-463	96	10	(	(	PUNCT
eurjchem-463	96	11	0.6	0.6	NUM
eurjchem-463	96	12	,	,	PUNCT
eurjchem-463	96	13	m+1	m+1	NUM
eurjchem-463	96	14	)	)	PUNCT
eurjchem-463	96	15	,	,	PUNCT
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eurjchem-463	96	17	(	(	PUNCT
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eurjchem-463	96	19	,	,	PUNCT
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eurjchem-463	96	21	)	)	PUNCT
eurjchem-463	96	22	,	,	PUNCT
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eurjchem-463	96	24	(	(	PUNCT
eurjchem-463	96	25	6.0	6.0	NUM
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eurjchem-463	96	27	,	,	PUNCT
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eurjchem-463	96	31	)	)	PUNCT
eurjchem-463	96	32	,	,	PUNCT
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eurjchem-463	96	34	(	(	PUNCT
eurjchem-463	96	35	100	100	NUM
eurjchem-463	96	36	,	,	PUNCT
eurjchem-463	96	37	0.5	0.5	NUM
eurjchem-463	96	38	)	)	PUNCT
eurjchem-463	96	39	,	,	PUNCT
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eurjchem-463	96	43	)	)	PUNCT
eurjchem-463	96	44	,	,	PUNCT
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eurjchem-463	96	46	(	(	PUNCT
eurjchem-463	96	47	49.2	49.2	NUM
eurjchem-463	96	48	)	)	PUNCT
eurjchem-463	96	49	,	,	PUNCT
eurjchem-463	96	50	79	79	NUM
eurjchem-463	96	51	(	(	PUNCT
eurjchem-463	96	52	10	10	NUM
eurjchem-463	96	53	%	%	NOUN
eurjchem-463	96	54	)	)	PUNCT
eurjchem-463	96	55	,	,	PUNCT
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eurjchem-463	96	57	(	(	PUNCT
eurjchem-463	96	58	33.5	33.5	NUM
eurjchem-463	96	59	)	)	PUNCT
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eurjchem-463	97	1	anal	anal	PROPN
eurjchem-463	97	2	.	.	PUNCT
eurjchem-463	97	3	calcd	calcd	NOUN
eurjchem-463	97	4	.	.	PUNCT
eurjchem-463	98	1	for	for	ADP
eurjchem-463	98	2	c11h7n3s	c11h7n3s	NOUN
eurjchem-463	98	3	(	(	PUNCT
eurjchem-463	98	4	213.26	213.26	NUM
eurjchem-463	98	5	):	):	PUNCT
eurjchem-463	98	6	c	c	X
eurjchem-463	98	7	,	,	PUNCT
eurjchem-463	98	8	61.95	61.95	NUM
eurjchem-463	98	9	;	;	PUNCT
eurjchem-463	98	10	h	h	NOUN
eurjchem-463	98	11	,	,	PUNCT
eurjchem-463	98	12	3.31	3.31	NUM
eurjchem-463	98	13	;	;	PUNCT
eurjchem-463	98	14	n	n	CCONJ
eurjchem-463	98	15	,	,	PUNCT
eurjchem-463	98	16	19.70	19.70	NUM
eurjchem-463	98	17	;	;	PUNCT
eurjchem-463	98	18	s	s	NUM
eurjchem-463	98	19	,	,	PUNCT
eurjchem-463	98	20	15.03	15.03	NUM
eurjchem-463	98	21	.	.	PUNCT
eurjchem-463	98	22	found	find	VERB
eurjchem-463	98	23	:	:	PUNCT
eurjchem-463	99	1	c	c	X
eurjchem-463	99	2	,	,	PUNCT
eurjchem-463	99	3	62.12	62.12	NUM
eurjchem-463	99	4	;	;	PUNCT
eurjchem-463	99	5	h	h	NOUN
eurjchem-463	99	6	,	,	PUNCT
eurjchem-463	99	7	3.22	3.22	NUM
eurjchem-463	99	8	;	;	PUNCT
eurjchem-463	99	9	n	n	CCONJ
eurjchem-463	99	10	,	,	PUNCT
eurjchem-463	99	11	19.80	19.80	NUM
eurjchem-463	99	12	;	;	PUNCT
eurjchem-463	99	13	s	s	X
eurjchem-463	99	14	,	,	PUNCT
eurjchem-463	99	15	15.11	15.11	NUM
eurjchem-463	99	16	%	%	NOUN
eurjchem-463	99	17	.	.	PUNCT
eurjchem-463	100	1	3‐phenyl‐5‐(pyridin‐3‐yl)pyrazolo[1,5‐a]pyrimidine	3‐phenyl‐5‐(pyridin‐3‐yl)pyrazolo[1,5‐a]pyrimidine	NUM
eurjchem-463	100	2	(	(	PUNCT
eurjchem-463	100	3	23	23	NUM
eurjchem-463	100	4	):	):	PUNCT
eurjchem-463	100	5	yellow	yellow	ADJ
eurjchem-463	100	6	crystals	crystal	NOUN
eurjchem-463	100	7	from	from	ADP
eurjchem-463	100	8	etoh	etoh	PROPN
eurjchem-463	100	9	.	.	PUNCT
eurjchem-463	101	1	yield	yield	NOUN
eurjchem-463	101	2	:	:	PUNCT
eurjchem-463	101	3	65	65	NUM
eurjchem-463	101	4	%	%	NOUN
eurjchem-463	101	5	.	.	PUNCT
eurjchem-463	102	1	m.p	m.p	PROPN
eurjchem-463	102	2	.	.	PROPN
eurjchem-463	102	3	:	:	PUNCT
eurjchem-463	103	1	120‐122	120‐122	NUM
eurjchem-463	103	2	°	°	SYM
eurjchem-463	103	3	c	c	X
eurjchem-463	103	4	.	.	PUNCT
eurjchem-463	104	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	104	2	(	(	PUNCT
eurjchem-463	104	3	kbr	kbr	PROPN
eurjchem-463	104	4	,	,	PUNCT
eurjchem-463	104	5	cm‐1	cm‐1	PROPN
eurjchem-463	104	6	):	):	PUNCT
eurjchem-463	104	7	3043	3043	NUM
eurjchem-463	104	8	(	(	PUNCT
eurjchem-463	104	9	ch	ch	NOUN
eurjchem-463	104	10	,	,	PUNCT
eurjchem-463	104	11	aromatic	aromatic	NOUN
eurjchem-463	104	12	)	)	PUNCT
eurjchem-463	104	13	.	.	PUNCT
eurjchem-463	105	1	1h	1h	NUM
eurjchem-463	105	2	nmr	nmr	NOUN
eurjchem-463	105	3	(	(	PUNCT
eurjchem-463	105	4	300	300	NUM
eurjchem-463	105	5	mhz	mhz	NOUN
eurjchem-463	105	6	,	,	PUNCT
eurjchem-463	105	7	cdcl3	cdcl3	PROPN
eurjchem-463	105	8	,	,	PUNCT
eurjchem-463	105	9	δ	δ	PROPN
eurjchem-463	105	10	,	,	PUNCT
eurjchem-463	105	11	ppm	ppm	NUM
eurjchem-463	105	12	):	):	PUNCT
eurjchem-463	105	13	7.09	7.09	NUM
eurjchem-463	105	14	(	(	PUNCT
eurjchem-463	105	15	t	t	PROPN
eurjchem-463	105	16	,	,	PUNCT
eurjchem-463	105	17	2h	2h	NUM
eurjchem-463	105	18	)	)	PUNCT
eurjchem-463	105	19	,	,	PUNCT
eurjchem-463	105	20	7.47	7.47	NUM
eurjchem-463	105	21	(	(	PUNCT
eurjchem-463	105	22	t	t	PROPN
eurjchem-463	105	23	,	,	PUNCT
eurjchem-463	105	24	1h	1h	NUM
eurjchem-463	105	25	)	)	PUNCT
eurjchem-463	105	26	,	,	PUNCT
eurjchem-463	105	27	7.77	7.77	NUM
eurjchem-463	105	28	(	(	PUNCT
eurjchem-463	105	29	d	d	NOUN
eurjchem-463	105	30	,	,	PUNCT
eurjchem-463	105	31	2h	2h	NUM
eurjchem-463	105	32	)	)	PUNCT
eurjchem-463	105	33	,	,	PUNCT
eurjchem-463	105	34	7.90	7.90	NUM
eurjchem-463	105	35	(	(	PUNCT
eurjchem-463	105	36	t	t	PROPN
eurjchem-463	105	37	,	,	PUNCT
eurjchem-463	105	38	1h	1h	NUM
eurjchem-463	105	39	)	)	PUNCT
eurjchem-463	105	40	,	,	PUNCT
eurjchem-463	105	41	8.15	8.15	NUM
eurjchem-463	105	42	(	(	PUNCT
eurjchem-463	105	43	d	d	PROPN
eurjchem-463	105	44	,	,	PUNCT
eurjchem-463	105	45	1h	1h	NUM
eurjchem-463	105	46	)	)	PUNCT
eurjchem-463	105	47	,	,	PUNCT
eurjchem-463	105	48	8.41	8.41	NUM
eurjchem-463	105	49	(	(	PUNCT
eurjchem-463	105	50	t	t	PROPN
eurjchem-463	105	51	,	,	PUNCT
eurjchem-463	105	52	2h	2h	NUM
eurjchem-463	105	53	)	)	PUNCT
eurjchem-463	105	54	,	,	PUNCT
eurjchem-463	105	55	8.73	8.73	NUM
eurjchem-463	105	56	(	(	PUNCT
eurjchem-463	105	57	t	t	PROPN
eurjchem-463	105	58	,	,	PUNCT
eurjchem-463	105	59	2h	2h	NUM
eurjchem-463	105	60	)	)	PUNCT
eurjchem-463	105	61	,	,	PUNCT
eurjchem-463	105	62	9.12	9.12	NUM
eurjchem-463	105	63	(	(	PUNCT
eurjchem-463	105	64	d	d	PROPN
eurjchem-463	105	65	,	,	PUNCT
eurjchem-463	105	66	1h	1h	NUM
eurjchem-463	105	67	)	)	PUNCT
eurjchem-463	105	68	.	.	PUNCT
eurjchem-463	106	1	ms	ms	NOUN
eurjchem-463	106	2	(	(	PUNCT
eurjchem-463	106	3	m	m	PROPN
eurjchem-463	106	4	/	/	SYM
eurjchem-463	106	5	z	z	NOUN
eurjchem-463	106	6	,	,	PUNCT
eurjchem-463	106	7	%	%	INTJ
eurjchem-463	106	8	):	):	PUNCT
eurjchem-463	106	9	274	274	NUM
eurjchem-463	106	10	(	(	PUNCT
eurjchem-463	106	11	2.19	2.19	NUM
eurjchem-463	106	12	)	)	PUNCT
eurjchem-463	106	13	,	,	PUNCT
eurjchem-463	106	14	273	273	NUM
eurjchem-463	106	15	(	(	PUNCT
eurjchem-463	106	16	18.5	18.5	NUM
eurjchem-463	106	17	)	)	PUNCT
eurjchem-463	106	18	,	,	PUNCT
eurjchem-463	106	19	272	272	NUM
eurjchem-463	106	20	(	(	PUNCT
eurjchem-463	106	21	100.0	100.0	NUM
eurjchem-463	106	22	)	)	PUNCT
eurjchem-463	106	23	.	.	PUNCT
eurjchem-463	107	1	anal	anal	PROPN
eurjchem-463	107	2	.	.	PUNCT
eurjchem-463	107	3	calcd	calcd	NOUN
eurjchem-463	107	4	.	.	PUNCT
eurjchem-463	108	1	for	for	SCONJ
eurjchem-463	108	2	c17h12n4	c17h12n4	PROPN
eurjchem-463	108	3	(	(	PUNCT
eurjchem-463	108	4	272.3	272.3	NUM
eurjchem-463	108	5	):	):	PUNCT
eurjchem-463	108	6	c	c	NOUN
eurjchem-463	108	7	,	,	PUNCT
eurjchem-463	108	8	74.98	74.98	NUM
eurjchem-463	108	9	;	;	PUNCT
eurjchem-463	108	10	h	h	NOUN
eurjchem-463	108	11	,	,	PUNCT
eurjchem-463	108	12	4.44	4.44	NUM
eurjchem-463	108	13	;	;	PUNCT
eurjchem-463	108	14	n	n	CCONJ
eurjchem-463	108	15	,	,	PUNCT
eurjchem-463	108	16	20.58	20.58	NUM
eurjchem-463	108	17	.	.	PUNCT
eurjchem-463	108	18	found	find	VERB
eurjchem-463	108	19	:	:	PUNCT
eurjchem-463	109	1	c	c	X
eurjchem-463	109	2	,	,	PUNCT
eurjchem-463	109	3	74.78	74.78	NUM
eurjchem-463	109	4	;	;	PUNCT
eurjchem-463	109	5	h	h	NOUN
eurjchem-463	109	6	,	,	PUNCT
eurjchem-463	109	7	4.32	4.32	NUM
eurjchem-463	109	8	;	;	PUNCT
eurjchem-463	109	9	n	n	CCONJ
eurjchem-463	109	10	,	,	PUNCT
eurjchem-463	109	11	20.42	20.42	NUM
eurjchem-463	109	12	%	%	NOUN
eurjchem-463	109	13	.	.	PUNCT
eurjchem-463	110	1	5‐(pyridin‐3‐yl)pyrazolo[1,5‐a]pyrimidine‐3‐carbonitrile	5‐(pyridin‐3‐yl)pyrazolo[1,5‐a]pyrimidine‐3‐carbonitrile	NUM
eurjchem-463	110	2	(	(	PUNCT
eurjchem-463	110	3	24	24	NUM
eurjchem-463	110	4	):	):	PUNCT
eurjchem-463	110	5	colorless	colorless	ADJ
eurjchem-463	110	6	crystals	crystal	NOUN
eurjchem-463	110	7	from	from	ADP
eurjchem-463	110	8	etoh	etoh	PROPN
eurjchem-463	110	9	.	.	PUNCT
eurjchem-463	111	1	yield	yield	NOUN
eurjchem-463	111	2	:	:	PUNCT
eurjchem-463	111	3	76	76	NUM
eurjchem-463	111	4	%	%	NOUN
eurjchem-463	111	5	.	.	PUNCT
eurjchem-463	112	1	m.p	m.p	PROPN
eurjchem-463	112	2	.	.	PROPN
eurjchem-463	112	3	:	:	PUNCT
eurjchem-463	113	1	240‐242	240‐242	PROPN
eurjchem-463	113	2	°	°	ADP
eurjchem-463	113	3	c	c	NOUN
eurjchem-463	113	4	.	.	PUNCT
eurjchem-463	114	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	114	2	(	(	PUNCT
eurjchem-463	114	3	kbr	kbr	PROPN
eurjchem-463	114	4	,	,	PUNCT
eurjchem-463	114	5	cm‐1	cm‐1	PROPN
eurjchem-463	114	6	):	):	PUNCT
eurjchem-463	114	7	3043	3043	NUM
eurjchem-463	114	8	,	,	PUNCT
eurjchem-463	114	9	(	(	PUNCT
eurjchem-463	114	10	ch	ch	NOUN
eurjchem-463	114	11	,	,	PUNCT
eurjchem-463	114	12	aromatic	aromatic	NOUN
eurjchem-463	114	13	)	)	PUNCT
eurjchem-463	114	14	,	,	PUNCT
eurjchem-463	114	15	2219	2219	NUM
eurjchem-463	114	16	(	(	PUNCT
eurjchem-463	114	17	cn	cn	PROPN
eurjchem-463	114	18	)	)	PUNCT
eurjchem-463	114	19	,	,	PUNCT
eurjchem-463	114	20	1628	1628	NUM
eurjchem-463	114	21	(	(	PUNCT
eurjchem-463	114	22	c	c	NOUN
eurjchem-463	114	23	=	=	SYM
eurjchem-463	114	24	n	n	NUM
eurjchem-463	114	25	)	)	PUNCT
eurjchem-463	114	26	.	.	PUNCT
eurjchem-463	115	1	1h	1h	NUM
eurjchem-463	115	2	nmr	nmr	NOUN
eurjchem-463	115	3	(	(	PUNCT
eurjchem-463	115	4	300	300	NUM
eurjchem-463	115	5	mhz	mhz	NOUN
eurjchem-463	115	6	,	,	PUNCT
eurjchem-463	115	7	cdcl3	cdcl3	PROPN
eurjchem-463	115	8	,	,	PUNCT
eurjchem-463	115	9	δ	δ	PROPN
eurjchem-463	115	10	,	,	PUNCT
eurjchem-463	115	11	ppm	ppm	NUM
eurjchem-463	115	12	):	):	PUNCT
eurjchem-463	115	13	6.98	6.98	NUM
eurjchem-463	115	14	(	(	PUNCT
eurjchem-463	115	15	d	d	PROPN
eurjchem-463	115	16	,	,	PUNCT
eurjchem-463	115	17	1h	1h	NUM
eurjchem-463	115	18	)	)	PUNCT
eurjchem-463	115	19	,	,	PUNCT
eurjchem-463	115	20	7.27	7.27	NUM
eurjchem-463	115	21	(	(	PUNCT
eurjchem-463	115	22	t	t	PROPN
eurjchem-463	115	23	,	,	PUNCT
eurjchem-463	115	24	1h	1h	NUM
eurjchem-463	115	25	)	)	PUNCT
eurjchem-463	115	26	,	,	PUNCT
eurjchem-463	115	27	7.48‐7.56	7.48‐7.56	NUM
eurjchem-463	115	28	(	(	PUNCT
eurjchem-463	115	29	m	m	PROPN
eurjchem-463	115	30	,	,	PUNCT
eurjchem-463	115	31	1h	1h	NUM
eurjchem-463	115	32	)	)	PUNCT
eurjchem-463	115	33	,	,	PUNCT
eurjchem-463	115	34	8.41	8.41	NUM
eurjchem-463	115	35	(	(	PUNCT
eurjchem-463	115	36	d	d	PROPN
eurjchem-463	115	37	,	,	PUNCT
eurjchem-463	115	38	1h	1h	NUM
eurjchem-463	115	39	)	)	PUNCT
eurjchem-463	115	40	,	,	PUNCT
eurjchem-463	115	41	8.72	8.72	NUM
eurjchem-463	115	42	(	(	PUNCT
eurjchem-463	115	43	d	d	PROPN
eurjchem-463	115	44	,	,	PUNCT
eurjchem-463	115	45	1h	1h	NUM
eurjchem-463	115	46	)	)	PUNCT
eurjchem-463	115	47	,	,	PUNCT
eurjchem-463	115	48	9.23	9.23	NUM
eurjchem-463	115	49	(	(	PUNCT
eurjchem-463	115	50	s	s	PROPN
eurjchem-463	115	51	,	,	PUNCT
eurjchem-463	115	52	1h	1h	NUM
eurjchem-463	115	53	)	)	PUNCT
eurjchem-463	115	54	,	,	PUNCT
eurjchem-463	115	55	9.84	9.84	NUM
eurjchem-463	115	56	(	(	PUNCT
eurjchem-463	115	57	d	d	PROPN
eurjchem-463	115	58	,	,	PUNCT
eurjchem-463	115	59	1h	1h	NUM
eurjchem-463	115	60	)	)	PUNCT
eurjchem-463	115	61	.	.	PUNCT
eurjchem-463	116	1	ms	ms	NOUN
eurjchem-463	116	2	(	(	PUNCT
eurjchem-463	116	3	m	m	PROPN
eurjchem-463	116	4	/	/	SYM
eurjchem-463	116	5	z	z	NOUN
eurjchem-463	116	6	,	,	PUNCT
eurjchem-463	116	7	%	%	INTJ
eurjchem-463	116	8	):	):	PUNCT
eurjchem-463	116	9	221	221	NUM
eurjchem-463	116	10	(	(	PUNCT
eurjchem-463	116	11	90	90	NUM
eurjchem-463	116	12	,	,	PUNCT
eurjchem-463	116	13	m+1	m+1	NUM
eurjchem-463	116	14	)	)	PUNCT
eurjchem-463	116	15	,	,	PUNCT
eurjchem-463	116	16	194	194	NUM
eurjchem-463	116	17	(	(	PUNCT
eurjchem-463	116	18	10	10	NUM
eurjchem-463	116	19	)	)	PUNCT
eurjchem-463	116	20	,	,	PUNCT
eurjchem-463	116	21	168	168	NUM
eurjchem-463	116	22	(	(	PUNCT
eurjchem-463	116	23	8.2	8.2	NUM
eurjchem-463	116	24	)	)	PUNCT
eurjchem-463	116	25	,	,	PUNCT
eurjchem-463	116	26	142	142	NUM
eurjchem-463	116	27	(	(	PUNCT
eurjchem-463	116	28	14	14	NUM
eurjchem-463	116	29	)	)	PUNCT
eurjchem-463	116	30	,	,	PUNCT
eurjchem-463	116	31	88	88	NUM
eurjchem-463	116	32	(	(	PUNCT
eurjchem-463	116	33	22.4	22.4	NUM
eurjchem-463	116	34	)	)	PUNCT
eurjchem-463	116	35	,	,	PUNCT
eurjchem-463	116	36	87	87	NUM
eurjchem-463	116	37	(	(	PUNCT
eurjchem-463	116	38	13.3	13.3	NUM
eurjchem-463	116	39	)	)	PUNCT
eurjchem-463	116	40	,	,	PUNCT
eurjchem-463	116	41	66	66	NUM
eurjchem-463	116	42	(	(	PUNCT
eurjchem-463	116	43	15.3	15.3	NUM
eurjchem-463	116	44	)	)	PUNCT
eurjchem-463	116	45	,	,	PUNCT
eurjchem-463	116	46	53	53	NUM
eurjchem-463	116	47	(	(	PUNCT
eurjchem-463	116	48	24.5	24.5	NUM
eurjchem-463	116	49	)	)	PUNCT
eurjchem-463	116	50	,	,	PUNCT
eurjchem-463	116	51	52	52	NUM
eurjchem-463	116	52	(	(	PUNCT
eurjchem-463	116	53	62	62	NUM
eurjchem-463	116	54	)	)	PUNCT
eurjchem-463	116	55	,	,	PUNCT
eurjchem-463	116	56	51	51	NUM
eurjchem-463	116	57	(	(	PUNCT
eurjchem-463	116	58	98	98	NUM
eurjchem-463	116	59	)	)	PUNCT
eurjchem-463	116	60	.	.	PUNCT
eurjchem-463	117	1	anal	anal	PROPN
eurjchem-463	117	2	.	.	PUNCT
eurjchem-463	117	3	calcd	calcd	NOUN
eurjchem-463	117	4	.	.	PUNCT
eurjchem-463	118	1	for	for	ADP
eurjchem-463	118	2	c12h7n5	c12h7n5	PROPN
eurjchem-463	118	3	(	(	PUNCT
eurjchem-463	118	4	221.22	221.22	NUM
eurjchem-463	118	5	):	):	PUNCT
eurjchem-463	118	6	c	c	X
eurjchem-463	118	7	,	,	PUNCT
eurjchem-463	118	8	65.15	65.15	NUM
eurjchem-463	118	9	;	;	PUNCT
eurjchem-463	118	10	h	h	NOUN
eurjchem-463	118	11	,	,	PUNCT
eurjchem-463	118	12	3.19	3.19	NUM
eurjchem-463	118	13	;	;	PUNCT
eurjchem-463	118	14	n	n	CCONJ
eurjchem-463	118	15	,	,	PUNCT
eurjchem-463	118	16	31.66	31.66	NUM
eurjchem-463	118	17	.	.	PUNCT
eurjchem-463	119	1	found	find	VERB
eurjchem-463	119	2	:	:	PUNCT
eurjchem-463	120	1	c	c	X
eurjchem-463	120	2	,	,	PUNCT
eurjchem-463	120	3	65.04	65.04	NUM
eurjchem-463	120	4	;	;	PUNCT
eurjchem-463	120	5	h	h	NOUN
eurjchem-463	120	6	,	,	PUNCT
eurjchem-463	120	7	3.35	3.35	NUM
eurjchem-463	120	8	;	;	PUNCT
eurjchem-463	120	9	n	n	CCONJ
eurjchem-463	120	10	,	,	PUNCT
eurjchem-463	120	11	31.82	31.82	NUM
eurjchem-463	120	12	%	%	NOUN
eurjchem-463	120	13	.	.	PUNCT
eurjchem-463	121	1	5‐(pyridin‐3‐yl)‐[1,2,4]triazolo[1,5‐a]pyrimidine	5‐(pyridin‐3‐yl)‐[1,2,4]triazolo[1,5‐a]pyrimidine	PROPN
eurjchem-463	121	2	(	(	PUNCT
eurjchem-463	121	3	25	25	NUM
eurjchem-463	121	4	):	):	PUNCT
eurjchem-463	121	5	colorless	colorless	ADJ
eurjchem-463	121	6	crystals	crystal	NOUN
eurjchem-463	121	7	from	from	ADP
eurjchem-463	121	8	etoh	etoh	PROPN
eurjchem-463	121	9	.	.	PUNCT
eurjchem-463	122	1	yield	yield	NOUN
eurjchem-463	122	2	:	:	PUNCT
eurjchem-463	122	3	76	76	NUM
eurjchem-463	122	4	%	%	NOUN
eurjchem-463	122	5	.	.	PUNCT
eurjchem-463	123	1	m.p	m.p	PROPN
eurjchem-463	123	2	.	.	PROPN
eurjchem-463	123	3	:	:	PUNCT
eurjchem-463	124	1	230‐233	230‐233	NUM
eurjchem-463	124	2	°	°	SYM
eurjchem-463	124	3	c	c	X
eurjchem-463	124	4	.	.	PUNCT
eurjchem-463	125	1	ft‐	ft‐	PROPN
eurjchem-463	125	2	ir	ir	PROPN
eurjchem-463	125	3	(	(	PUNCT
eurjchem-463	125	4	kbr	kbr	PROPN
eurjchem-463	125	5	,	,	PUNCT
eurjchem-463	125	6	cm‐1	cm‐1	PROPN
eurjchem-463	125	7	):	):	PUNCT
eurjchem-463	125	8	3043	3043	NUM
eurjchem-463	125	9	(	(	PUNCT
eurjchem-463	125	10	ch	ch	NOUN
eurjchem-463	125	11	,	,	PUNCT
eurjchem-463	125	12	aromatic	aromatic	NOUN
eurjchem-463	125	13	)	)	PUNCT
eurjchem-463	125	14	,	,	PUNCT
eurjchem-463	125	15	1622	1622	NUM
eurjchem-463	125	16	(	(	PUNCT
eurjchem-463	125	17	c	c	NOUN
eurjchem-463	125	18	=	=	SYM
eurjchem-463	125	19	n	n	NUM
eurjchem-463	125	20	)	)	PUNCT
eurjchem-463	125	21	.	.	PUNCT
eurjchem-463	126	1	1h	1h	NUM
eurjchem-463	126	2	nmr	nmr	NOUN
eurjchem-463	126	3	(	(	PUNCT
eurjchem-463	126	4	300	300	NUM
eurjchem-463	126	5	mhz	mhz	NOUN
eurjchem-463	126	6	,	,	PUNCT
eurjchem-463	126	7	cdcl3	cdcl3	PROPN
eurjchem-463	126	8	,	,	PUNCT
eurjchem-463	126	9	δ	δ	PROPN
eurjchem-463	126	10	,	,	PUNCT
eurjchem-463	126	11	ppm	ppm	NUM
eurjchem-463	126	12	):	):	PUNCT
eurjchem-463	126	13	7.27	7.27	NUM
eurjchem-463	126	14	(	(	PUNCT
eurjchem-463	126	15	t	t	PROPN
eurjchem-463	126	16	,	,	PUNCT
eurjchem-463	126	17	1h	1h	NUM
eurjchem-463	126	18	)	)	PUNCT
eurjchem-463	126	19	,	,	PUNCT
eurjchem-463	126	20	7.40	7.40	NUM
eurjchem-463	126	21	(	(	PUNCT
eurjchem-463	126	22	d	d	PROPN
eurjchem-463	126	23	,	,	PUNCT
eurjchem-463	126	24	1h	1h	NUM
eurjchem-463	126	25	)	)	PUNCT
eurjchem-463	126	26	,	,	PUNCT
eurjchem-463	126	27	7.55	7.55	NUM
eurjchem-463	126	28	(	(	PUNCT
eurjchem-463	126	29	s	s	PROPN
eurjchem-463	126	30	,	,	PUNCT
eurjchem-463	126	31	1h	1h	NUM
eurjchem-463	126	32	)	)	PUNCT
eurjchem-463	126	33	,	,	PUNCT
eurjchem-463	126	34	8.41	8.41	NUM
eurjchem-463	126	35	(	(	PUNCT
eurjchem-463	126	36	s	s	PROPN
eurjchem-463	126	37	,	,	PUNCT
eurjchem-463	126	38	1h	1h	NUM
eurjchem-463	126	39	)	)	PUNCT
eurjchem-463	126	40	,	,	PUNCT
eurjchem-463	126	41	8.66‐8.75	8.66‐8.75	NUM
eurjchem-463	126	42	(	(	PUNCT
eurjchem-463	126	43	m	m	PROPN
eurjchem-463	126	44	,	,	PUNCT
eurjchem-463	126	45	1h	1h	NUM
eurjchem-463	126	46	)	)	PUNCT
eurjchem-463	126	47	,	,	PUNCT
eurjchem-463	126	48	9.12	9.12	NUM
eurjchem-463	126	49	(	(	PUNCT
eurjchem-463	126	50	d	d	PROPN
eurjchem-463	126	51	,	,	PUNCT
eurjchem-463	126	52	1h	1h	NUM
eurjchem-463	126	53	)	)	PUNCT
eurjchem-463	126	54	,	,	PUNCT
eurjchem-463	126	55	9.27	9.27	NUM
eurjchem-463	126	56	(	(	PUNCT
eurjchem-463	126	57	s	s	PROPN
eurjchem-463	126	58	,	,	PUNCT
eurjchem-463	126	59	1h	1h	NUM
eurjchem-463	126	60	)	)	PUNCT
eurjchem-463	126	61	.	.	PUNCT
eurjchem-463	127	1	anal	anal	PROPN
eurjchem-463	127	2	.	.	PUNCT
eurjchem-463	127	3	calcd	calcd	NOUN
eurjchem-463	127	4	.	.	PUNCT
eurjchem-463	128	1	for	for	ADP
eurjchem-463	128	2	c10h7n5	c10h7n5	PROPN
eurjchem-463	128	3	(	(	PUNCT
eurjchem-463	128	4	197.2	197.2	NUM
eurjchem-463	128	5	):	):	PUNCT
eurjchem-463	128	6	c	c	NOUN
eurjchem-463	128	7	,	,	PUNCT
eurjchem-463	128	8	60.91	60.91	NUM
eurjchem-463	128	9	;	;	PUNCT
eurjchem-463	128	10	h	h	NOUN
eurjchem-463	128	11	,	,	PUNCT
eurjchem-463	128	12	3.58	3.58	NUM
eurjchem-463	128	13	;	;	PUNCT
eurjchem-463	128	14	n	n	CCONJ
eurjchem-463	128	15	,	,	PUNCT
eurjchem-463	128	16	35.51	35.51	NUM
eurjchem-463	128	17	.	.	PUNCT
eurjchem-463	129	1	found	find	VERB
eurjchem-463	129	2	:	:	PUNCT
eurjchem-463	130	1	c	c	X
eurjchem-463	130	2	,	,	PUNCT
eurjchem-463	130	3	61.01	61.01	NUM
eurjchem-463	130	4	;	;	PUNCT
eurjchem-463	131	1	h	h	NOUN
eurjchem-463	131	2	,	,	PUNCT
eurjchem-463	131	3	3.62	3.62	NUM
eurjchem-463	131	4	;	;	PUNCT
eurjchem-463	131	5	n	n	CCONJ
eurjchem-463	131	6	,	,	PUNCT
eurjchem-463	131	7	35.61	35.61	NUM
eurjchem-463	131	8	%	%	NOUN
eurjchem-463	131	9	.	.	PUNCT
eurjchem-463	132	1	2‐(3‐pyridyl)‐4a‐hydropyrimidino[1,2‐a]benzimidazole	2‐(3‐pyridyl)‐4a‐hydropyrimidino[1,2‐a]benzimidazole	NUM
eurjchem-463	132	2	(	(	PUNCT
eurjchem-463	132	3	26	26	NUM
eurjchem-463	132	4	):	):	PUNCT
eurjchem-463	132	5	yellow	yellow	ADJ
eurjchem-463	132	6	crystals	crystal	NOUN
eurjchem-463	132	7	from	from	ADP
eurjchem-463	132	8	etoh	etoh	PROPN
eurjchem-463	132	9	.	.	PUNCT
eurjchem-463	133	1	yield	yield	NOUN
eurjchem-463	133	2	:	:	PUNCT
eurjchem-463	133	3	76	76	NUM
eurjchem-463	133	4	%	%	NOUN
eurjchem-463	133	5	.	.	PUNCT
eurjchem-463	134	1	m.p	m.p	PROPN
eurjchem-463	134	2	.	.	PROPN
eurjchem-463	134	3	:	:	PUNCT
eurjchem-463	135	1	310‐312	310‐312	NUM
eurjchem-463	135	2	°	°	NOUN
eurjchem-463	135	3	c	c	X
eurjchem-463	135	4	.	.	PUNCT
eurjchem-463	135	5	ft‐ir	ft‐ir	NOUN
eurjchem-463	135	6	(	(	PUNCT
eurjchem-463	135	7	kbr	kbr	PROPN
eurjchem-463	135	8	,	,	PUNCT
eurjchem-463	135	9	cm‐1	cm‐1	PROPN
eurjchem-463	135	10	):	):	PUNCT
eurjchem-463	135	11	3043	3043	NUM
eurjchem-463	135	12	(	(	PUNCT
eurjchem-463	135	13	ch	ch	NOUN
eurjchem-463	135	14	,	,	PUNCT
eurjchem-463	135	15	aromatic	aromatic	NOUN
eurjchem-463	135	16	)	)	PUNCT
eurjchem-463	135	17	,	,	PUNCT
eurjchem-463	135	18	1626	1626	NUM
eurjchem-463	135	19	(	(	PUNCT
eurjchem-463	135	20	c	c	NOUN
eurjchem-463	135	21	=	=	SYM
eurjchem-463	135	22	n	n	NUM
eurjchem-463	135	23	)	)	PUNCT
eurjchem-463	135	24	.	.	PUNCT
eurjchem-463	136	1	1h	1h	NUM
eurjchem-463	136	2	nmr	nmr	NOUN
eurjchem-463	136	3	(	(	PUNCT
eurjchem-463	136	4	300	300	NUM
eurjchem-463	136	5	mhz	mhz	NOUN
eurjchem-463	136	6	,	,	PUNCT
eurjchem-463	136	7	cdcl3	cdcl3	PROPN
eurjchem-463	136	8	,	,	PUNCT
eurjchem-463	136	9	δ	δ	PROPN
eurjchem-463	136	10	,	,	PUNCT
eurjchem-463	136	11	ppm	ppm	NUM
eurjchem-463	136	12	):	):	PUNCT
eurjchem-463	136	13	7.27	7.27	NUM
eurjchem-463	136	14	(	(	PUNCT
eurjchem-463	136	15	t	t	PROPN
eurjchem-463	136	16	,	,	PUNCT
eurjchem-463	136	17	1h	1h	NUM
eurjchem-463	136	18	)	)	PUNCT
eurjchem-463	136	19	,	,	PUNCT
eurjchem-463	136	20	7.42‐7.58	7.42‐7.58	NUM
eurjchem-463	136	21	(	(	PUNCT
eurjchem-463	136	22	m	m	PROPN
eurjchem-463	136	23	,	,	PUNCT
eurjchem-463	136	24	2h	2h	NUM
eurjchem-463	136	25	)	)	PUNCT
eurjchem-463	136	26	,	,	PUNCT
eurjchem-463	136	27	7.91‐8.00	7.91‐8.00	NUM
eurjchem-463	136	28	(	(	PUNCT
eurjchem-463	136	29	d	d	PROPN
eurjchem-463	136	30	,	,	PUNCT
eurjchem-463	136	31	2h	2h	NUM
eurjchem-463	136	32	)	)	PUNCT
eurjchem-463	136	33	,	,	PUNCT
eurjchem-463	136	34	8.41	8.41	NUM
eurjchem-463	136	35	(	(	PUNCT
eurjchem-463	136	36	d	d	PROPN
eurjchem-463	136	37	,	,	PUNCT
eurjchem-463	136	38	1h	1h	NUM
eurjchem-463	136	39	)	)	PUNCT
eurjchem-463	136	40	,	,	PUNCT
eurjchem-463	136	41	8.66	8.66	NUM
eurjchem-463	136	42	(	(	PUNCT
eurjchem-463	136	43	d	d	NOUN
eurjchem-463	136	44	,	,	PUNCT
eurjchem-463	136	45	2h	2h	NUM
eurjchem-463	136	46	)	)	PUNCT
eurjchem-463	136	47	,	,	PUNCT
eurjchem-463	136	48	8.87	8.87	NUM
eurjchem-463	136	49	(	(	PUNCT
eurjchem-463	136	50	d	d	PROPN
eurjchem-463	136	51	,	,	PUNCT
eurjchem-463	136	52	1h	1h	NUM
eurjchem-463	136	53	)	)	PUNCT
eurjchem-463	136	54	,	,	PUNCT
eurjchem-463	136	55	9.14	9.14	NUM
eurjchem-463	136	56	(	(	PUNCT
eurjchem-463	136	57	d	d	PROPN
eurjchem-463	136	58	,	,	PUNCT
eurjchem-463	136	59	1h	1h	NUM
eurjchem-463	136	60	)	)	PUNCT
eurjchem-463	136	61	.	.	PUNCT
eurjchem-463	137	1	anal	anal	PROPN
eurjchem-463	137	2	.	.	PUNCT
eurjchem-463	137	3	calcd	calcd	NOUN
eurjchem-463	137	4	.	.	PUNCT
eurjchem-463	138	1	for	for	ADP
eurjchem-463	138	2	c15h10n4	c15h10n4	NOUN
eurjchem-463	138	3	(	(	PUNCT
eurjchem-463	138	4	246.27	246.27	NUM
eurjchem-463	138	5	):	):	PUNCT
eurjchem-463	138	6	c	c	X
eurjchem-463	138	7	,	,	PUNCT
eurjchem-463	138	8	73.16	73.16	NUM
eurjchem-463	138	9	;	;	PUNCT
eurjchem-463	138	10	h	h	NOUN
eurjchem-463	138	11	,	,	PUNCT
eurjchem-463	138	12	4.09	4.09	NUM
eurjchem-463	138	13	;	;	PUNCT
eurjchem-463	138	14	n	n	CCONJ
eurjchem-463	138	15	,	,	PUNCT
eurjchem-463	138	16	22.75	22.75	NUM
eurjchem-463	138	17	.	.	PUNCT
eurjchem-463	138	18	found	find	VERB
eurjchem-463	138	19	:	:	PUNCT
eurjchem-463	139	1	c	c	X
eurjchem-463	139	2	,	,	PUNCT
eurjchem-463	139	3	73.05	73.05	NUM
eurjchem-463	139	4	;	;	PUNCT
eurjchem-463	139	5	h	h	NOUN
eurjchem-463	139	6	,	,	PUNCT
eurjchem-463	139	7	4.19	4.19	NUM
eurjchem-463	139	8	;	;	PUNCT
eurjchem-463	139	9	n	n	CCONJ
eurjchem-463	139	10	,	,	PUNCT
eurjchem-463	139	11	22.89	22.89	NUM
eurjchem-463	139	12	%	%	NOUN
eurjchem-463	139	13	.	.	PUNCT
eurjchem-463	140	1	n	n	PROPN
eurjchem-463	140	2	ch3	ch3	PROPN
eurjchem-463	140	3	o	o	PROPN
eurjchem-463	140	4	+	+	CCONJ
eurjchem-463	140	5	hco2c2h5	hco2c2h5	PROPN
eurjchem-463	140	6	ch3ona	ch3ona	PROPN
eurjchem-463	140	7	n	n	CCONJ
eurjchem-463	140	8	o	o	NOUN
eurjchem-463	140	9	ona	ona	PROPN
eurjchem-463	140	10	1	1	NUM
eurjchem-463	140	11	2	2	NUM
eurjchem-463	140	12	ncch2c(s)nh2	ncch2c(s)nh2	NOUN
eurjchem-463	140	13	3	3	NUM
eurjchem-463	140	14	n	n	CCONJ
eurjchem-463	140	15	n	n	NOUN
eurjchem-463	140	16	s	s	NOUN
eurjchem-463	140	17	co2c2h5	co2c2h5	PROPN
eurjchem-463	140	18	nh2	nh2	PROPN
eurjchem-463	140	19	4	4	NUM
eurjchem-463	140	20	n	n	NOUN
eurjchem-463	140	21	n	n	CCONJ
eurjchem-463	140	22	n	n	NOUN
eurjchem-463	140	23	s	s	NOUN
eurjchem-463	140	24	s	s	X
eurjchem-463	140	25	n	n	CCONJ
eurjchem-463	140	26	n	n	CCONJ
eurjchem-463	140	27	n	n	NOUN
eurjchem-463	140	28	clch2cooc2h5	clch2cooc2h5	NOUN
eurjchem-463	140	29	scheme	scheme	NOUN
eurjchem-463	140	30	1	1	NUM
eurjchem-463	140	31	2.4	2.4	NUM
eurjchem-463	140	32	.	.	PUNCT
eurjchem-463	141	1	synthesis	synthesis	NOUN
eurjchem-463	141	2	of	of	ADP
eurjchem-463	141	3	ethyl	ethyl	PROPN
eurjchem-463	141	4	3‐amino‐6‐(2‐pyridyl)thieno[2,3‐	3‐amino‐6‐(2‐pyridyl)thieno[2,3‐	PROPN
eurjchem-463	142	1	b]pyridine‐2‐carboxylate	b]pyridine‐2‐carboxylate	NOUN
eurjchem-463	142	2	(	(	PUNCT
eurjchem-463	142	3	4	4	NUM
eurjchem-463	142	4	)	)	PUNCT
eurjchem-463	142	5	,	,	PUNCT
eurjchem-463	142	6	ethyl	ethyl	PROPN
eurjchem-463	142	7	3‐amino‐6‐(3‐	3‐amino‐6‐(3‐	NUM
eurjchem-463	142	8	pyridyl)thieno[2,3‐b]pyridine‐2‐carboxylate	pyridyl)thieno[2,3‐b]pyridine‐2‐carboxylate	NOUN
eurjchem-463	142	9	(	(	PUNCT
eurjchem-463	142	10	18	18	NUM
eurjchem-463	142	11	)	)	PUNCT
eurjchem-463	142	12	,	,	PUNCT
eurjchem-463	142	13	3‐amino‐	3‐amino‐	NUM
eurjchem-463	142	14	6‐(3‐pyridyl)thieno[2,3‐b]pyridine‐2‐ylphenylketone	6‐(3‐pyridyl)thieno[2,3‐b]pyridine‐2‐ylphenylketone	NUM
eurjchem-463	142	15	(	(	PUNCT
eurjchem-463	142	16	19	19	NUM
eurjchem-463	142	17	)	)	PUNCT
eurjchem-463	142	18	,	,	PUNCT
eurjchem-463	142	19	3‐	3‐	NUM
eurjchem-463	142	20	amino‐6‐(3‐pyridyl)thieno[2,3‐b]pyridine‐2‐carbonitrile	amino‐6‐(3‐pyridyl)thieno[2,3‐b]pyridine‐2‐carbonitrile	NOUN
eurjchem-463	142	21	(	(	PUNCT
eurjchem-463	142	22	20	20	NUM
eurjchem-463	142	23	)	)	PUNCT
eurjchem-463	142	24	and	and	CCONJ
eurjchem-463	142	25	2‐methylthio‐6‐(3‐pyridyl)pyridine‐3‐carbonitrile	2‐methylthio‐6‐(3‐pyridyl)pyridine‐3‐carbonitrile	NUM
eurjchem-463	142	26	(	(	PUNCT
eurjchem-463	142	27	21	21	NUM
eurjchem-463	142	28	)	)	PUNCT
eurjchem-463	142	29	a	a	DET
eurjchem-463	142	30	mixture	mixture	NOUN
eurjchem-463	142	31	of	of	ADP
eurjchem-463	142	32	the	the	DET
eurjchem-463	142	33	appropriate	appropriate	ADJ
eurjchem-463	142	34	3	3	NUM
eurjchem-463	142	35	and	and	CCONJ
eurjchem-463	142	36	7	7	NUM
eurjchem-463	142	37	(	(	PUNCT
eurjchem-463	142	38	2.13	2.13	NUM
eurjchem-463	142	39	g	g	NOUN
eurjchem-463	142	40	,	,	PUNCT
eurjchem-463	142	41	10	10	NUM
eurjchem-463	142	42	mmole	mmole	NOUN
eurjchem-463	142	43	)	)	PUNCT
eurjchem-463	142	44	and	and	CCONJ
eurjchem-463	142	45	potassium	potassium	NOUN
eurjchem-463	142	46	hydroxide	hydroxide	NOUN
eurjchem-463	142	47	(	(	PUNCT
eurjchem-463	142	48	0.56	0.56	NUM
eurjchem-463	142	49	g	g	NOUN
eurjchem-463	142	50	,	,	PUNCT
eurjchem-463	142	51	10	10	NUM
eurjchem-463	142	52	mmole	mmole	NOUN
eurjchem-463	142	53	)	)	PUNCT
eurjchem-463	142	54	in	in	ADP
eurjchem-463	142	55	n	n	CCONJ
eurjchem-463	142	56	,	,	PUNCT
eurjchem-463	142	57	n‐	n‐	NOUN
eurjchem-463	142	58	dimethylformamide	dimethylformamide	NOUN
eurjchem-463	142	59	(	(	PUNCT
eurjchem-463	142	60	20	20	NUM
eurjchem-463	142	61	ml	ml	NOUN
eurjchem-463	142	62	)	)	PUNCT
eurjchem-463	142	63	was	be	AUX
eurjchem-463	142	64	stirred	stir	VERB
eurjchem-463	142	65	for	for	ADP
eurjchem-463	142	66	2	2	NUM
eurjchem-463	142	67	hrs	hrs	NOUN
eurjchem-463	142	68	at	at	ADP
eurjchem-463	142	69	room	room	NOUN
eurjchem-463	142	70	temperature	temperature	NOUN
eurjchem-463	142	71	.	.	PUNCT
eurjchem-463	143	1	each	each	PRON
eurjchem-463	143	2	of	of	ADP
eurjchem-463	143	3	ethyl	ethyl	PROPN
eurjchem-463	143	4	chloroacetate	chloroacetate	NOUN
eurjchem-463	143	5	,	,	PUNCT
eurjchem-463	143	6	ω‐bromoaceto‐	ω‐bromoaceto‐	PROPN
eurjchem-463	143	7	phenonem	phenonem	PROPN
eurjchem-463	143	8	,	,	PUNCT
eurjchem-463	143	9	chloroacetonitrile	chloroacetonitrile	NOUN
eurjchem-463	143	10	and	and	CCONJ
eurjchem-463	143	11	iodomethane	iodomethane	NOUN
eurjchem-463	143	12	(	(	PUNCT
eurjchem-463	143	13	10	10	NUM
eurjchem-463	143	14	mmole	mmole	NOUN
eurjchem-463	143	15	each	each	PRON
eurjchem-463	143	16	)	)	PUNCT
eurjchem-463	143	17	was	be	AUX
eurjchem-463	143	18	added	add	VERB
eurjchem-463	143	19	and	and	CCONJ
eurjchem-463	143	20	stirring	stirring	NOUN
eurjchem-463	143	21	was	be	AUX
eurjchem-463	143	22	continued	continue	VERB
eurjchem-463	143	23	for	for	ADP
eurjchem-463	143	24	2	2	NUM
eurjchem-463	143	25	hrs	hrs	NOUN
eurjchem-463	143	26	.	.	PUNCT
eurjchem-463	144	1	the	the	DET
eurjchem-463	144	2	resulting	result	VERB
eurjchem-463	144	3	solid	solid	NOUN
eurjchem-463	144	4	was	be	AUX
eurjchem-463	144	5	collected	collect	VERB
eurjchem-463	144	6	and	and	CCONJ
eurjchem-463	144	7	recrystallized	recrystallize	VERB
eurjchem-463	144	8	from	from	ADP
eurjchem-463	144	9	the	the	DET
eurjchem-463	144	10	proper	proper	ADJ
eurjchem-463	144	11	solvent	solvent	NOUN
eurjchem-463	144	12	to	to	PART
eurjchem-463	144	13	give	give	VERB
eurjchem-463	144	14	4	4	NUM
eurjchem-463	144	15	,	,	PUNCT
eurjchem-463	144	16	9‐12	9‐12	NUM
eurjchem-463	144	17	,	,	PUNCT
eurjchem-463	144	18	respectively	respectively	ADV
eurjchem-463	144	19	.	.	PUNCT
eurjchem-463	145	1	ethyl	ethyl	PROPN
eurjchem-463	145	2	3‐amino‐6‐(pyridin‐2‐yl)thieno[2,3‐b]pyridine‐	3‐amino‐6‐(pyridin‐2‐yl)thieno[2,3‐b]pyridine‐	PROPN
eurjchem-463	145	3	2‐carboxylate	2‐carboxylate	NUM
eurjchem-463	145	4	(	(	PUNCT
eurjchem-463	145	5	4	4	NUM
eurjchem-463	145	6	):	):	PUNCT
eurjchem-463	145	7	pale	pale	ADJ
eurjchem-463	145	8	yellow	yellow	ADJ
eurjchem-463	145	9	crystals	crystal	NOUN
eurjchem-463	145	10	from	from	ADP
eurjchem-463	145	11	dioxane	dioxane	NOUN
eurjchem-463	145	12	.	.	PUNCT
eurjchem-463	146	1	yield	yield	NOUN
eurjchem-463	146	2	:	:	PUNCT
eurjchem-463	146	3	85	85	NUM
eurjchem-463	146	4	%	%	NOUN
eurjchem-463	146	5	.	.	PUNCT
eurjchem-463	147	1	m.p	m.p	PROPN
eurjchem-463	147	2	.	.	PROPN
eurjchem-463	147	3	:	:	PUNCT
eurjchem-463	148	1	277‐280	277‐280	NUM
eurjchem-463	148	2	°	°	ADP
eurjchem-463	148	3	c	c	PROPN
eurjchem-463	148	4	.	.	PUNCT
eurjchem-463	148	5	ft‐ir	ft‐ir	NOUN
eurjchem-463	148	6	(	(	PUNCT
eurjchem-463	148	7	kbr	kbr	PROPN
eurjchem-463	148	8	,	,	PUNCT
eurjchem-463	148	9	cm‐1	cm‐1	PROPN
eurjchem-463	148	10	):	):	PUNCT
eurjchem-463	148	11	3280	3280	NUM
eurjchem-463	148	12	,	,	PUNCT
eurjchem-463	148	13	3204	3204	NUM
eurjchem-463	148	14	(	(	PUNCT
eurjchem-463	148	15	nh2	nh2	PROPN
eurjchem-463	148	16	)	)	PUNCT
eurjchem-463	148	17	,	,	PUNCT
eurjchem-463	148	18	3077	3077	NUM
eurjchem-463	148	19	(	(	PUNCT
eurjchem-463	148	20	ch	ch	NOUN
eurjchem-463	148	21	,	,	PUNCT
eurjchem-463	148	22	aromatic	aromatic	NOUN
eurjchem-463	148	23	)	)	PUNCT
eurjchem-463	148	24	,	,	PUNCT
eurjchem-463	148	25	1715	1715	NUM
eurjchem-463	148	26	(	(	PUNCT
eurjchem-463	148	27	co	co	NOUN
eurjchem-463	148	28	)	)	PUNCT
eurjchem-463	148	29	,	,	PUNCT
eurjchem-463	148	30	1617	1617	NUM
eurjchem-463	148	31	(	(	PUNCT
eurjchem-463	148	32	c	c	NOUN
eurjchem-463	148	33	=	=	SYM
eurjchem-463	148	34	n	n	NUM
eurjchem-463	148	35	)	)	PUNCT
eurjchem-463	148	36	.	.	PUNCT
eurjchem-463	149	1	mohamed	mohamed	PROPN
eurjchem-463	149	2	et	et	PROPN
eurjchem-463	149	3	al	al	PROPN
eurjchem-463	149	4	.	.	PUNCT
eurjchem-463	149	5	/	/	SYM
eurjchem-463	149	6	european	european	PROPN
eurjchem-463	149	7	journal	journal	PROPN
eurjchem-463	149	8	of	of	ADP
eurjchem-463	149	9	chemistry	chemistry	NOUN
eurjchem-463	149	10	2	2	NUM
eurjchem-463	149	11	(	(	PUNCT
eurjchem-463	149	12	4	4	NUM
eurjchem-463	149	13	)	)	PUNCT
eurjchem-463	149	14	(	(	PUNCT
eurjchem-463	149	15	2011	2011	NUM
eurjchem-463	149	16	)	)	PUNCT
eurjchem-463	149	17	509‐513	509‐513	NUM
eurjchem-463	149	18	511	511	NUM
eurjchem-463	150	1	n	n	NOUN
eurjchem-463	150	2	o	o	X
eurjchem-463	150	3	ona	ona	X
eurjchem-463	150	4	+	+	CCONJ
eurjchem-463	150	5	n	n	CCONJ
eurjchem-463	150	6	h	h	NOUN
eurjchem-463	150	7	n	n	PRON
eurjchem-463	150	8	nh2	nh2	NOUN
eurjchem-463	150	9	ph	ph	VERB
eurjchem-463	150	10	n	n	ADP
eurjchem-463	150	11	o	o	X
eurjchem-463	150	12	ona	ona	PROPN
eurjchem-463	150	13	n	n	CCONJ
eurjchem-463	150	14	n	n	CCONJ
eurjchem-463	150	15	n	n	ADV
eurjchem-463	150	16	ph	ph	NOUN
eurjchem-463	150	17	n	n	ADP
eurjchem-463	150	18	n	n	ADV
eurjchem-463	150	19	o	o	X
eurjchem-463	150	20	ona	ona	PROPN
eurjchem-463	150	21	n	n	PROPN
eurjchem-463	150	22	n	n	PROPN
eurjchem-463	150	23	n	n	PROPN
eurjchem-463	150	24	nh	nh	NOUN
eurjchem-463	151	1	hn	hn	PROPN
eurjchem-463	151	2	n	n	ADV
eurjchem-463	151	3	ph	ph	PROPN
eurjchem-463	151	4	ph	ph	PROPN
eurjchem-463	151	5	nn	nn	PROPN
eurjchem-463	151	6	ch3	ch3	PROPN
eurjchem-463	151	7	o	o	PROPN
eurjchem-463	152	1	+	+	CCONJ
eurjchem-463	152	2	hn	hn	PROPN
eurjchem-463	152	3	n	n	NUM
eurjchem-463	152	4	h2n	h2n	VERB
eurjchem-463	152	5	ph	ph	PROPN
eurjchem-463	152	6	n	n	ADP
eurjchem-463	152	7	o	o	NOUN
eurjchem-463	152	8	n	n	X
eurjchem-463	152	9	ch3	ch3	PROPN
eurjchem-463	152	10	ch3	ch3	PROPN
eurjchem-463	152	11	2	2	NUM
eurjchem-463	152	12	5	5	NUM
eurjchem-463	152	13	6	6	NUM
eurjchem-463	152	14	8	8	NUM
eurjchem-463	152	15	7	7	NUM
eurjchem-463	152	16	9	9	NUM
eurjchem-463	152	17	5	5	NUM
eurjchem-463	152	18	101	101	NUM
eurjchem-463	152	19	11	11	NUM
eurjchem-463	152	20	n	n	NUM
eurjchem-463	152	21	h	h	NOUN
eurjchem-463	152	22	n	n	CCONJ
eurjchem-463	152	23	n	n	ADV
eurjchem-463	152	24	ph	ph	PROPN
eurjchem-463	152	25	n	n	PROPN
eurjchem-463	152	26	ch3	ch3	NOUN
eurjchem-463	152	27	h3c	h3c	VERB
eurjchem-463	152	28	scheme	scheme	NOUN
eurjchem-463	152	29	2	2	NUM
eurjchem-463	152	30	scheme	scheme	NOUN
eurjchem-463	152	31	3	3	NUM
eurjchem-463	152	32	1h	1h	NUM
eurjchem-463	152	33	nmr	nmr	NOUN
eurjchem-463	152	34	(	(	PUNCT
eurjchem-463	152	35	300	300	NUM
eurjchem-463	152	36	mhz	mhz	NOUN
eurjchem-463	152	37	,	,	PUNCT
eurjchem-463	152	38	dmso‐d6	dmso‐d6	PROPN
eurjchem-463	152	39	,	,	PUNCT
eurjchem-463	152	40	δ	δ	PROPN
eurjchem-463	152	41	,	,	PUNCT
eurjchem-463	152	42	ppm	ppm	NOUN
eurjchem-463	152	43	):	):	PUNCT
eurjchem-463	152	44	1.27	1.27	NUM
eurjchem-463	152	45	(	(	PUNCT
eurjchem-463	152	46	t	t	PROPN
eurjchem-463	152	47	,	,	PUNCT
eurjchem-463	152	48	3h	3h	NUM
eurjchem-463	152	49	,	,	PUNCT
eurjchem-463	152	50	ch2ch3	ch2ch3	ADJ
eurjchem-463	152	51	)	)	PUNCT
eurjchem-463	152	52	,	,	PUNCT
eurjchem-463	152	53	4.23	4.23	NUM
eurjchem-463	152	54	(	(	PUNCT
eurjchem-463	152	55	q	q	NOUN
eurjchem-463	152	56	,	,	PUNCT
eurjchem-463	152	57	2h	2h	NUM
eurjchem-463	152	58	,	,	PUNCT
eurjchem-463	152	59	ch2ch3	ch2ch3	ADJ
eurjchem-463	152	60	)	)	PUNCT
eurjchem-463	152	61	,	,	PUNCT
eurjchem-463	152	62	6.82	6.82	NUM
eurjchem-463	152	63	(	(	PUNCT
eurjchem-463	152	64	s	s	PROPN
eurjchem-463	152	65	,	,	PUNCT
eurjchem-463	152	66	br	br	PROPN
eurjchem-463	152	67	,	,	PUNCT
eurjchem-463	152	68	2h	2h	NUM
eurjchem-463	152	69	,	,	PUNCT
eurjchem-463	152	70	nh2	nh2	PROPN
eurjchem-463	152	71	)	)	PUNCT
eurjchem-463	152	72	,	,	PUNCT
eurjchem-463	152	73	7.30	7.30	NUM
eurjchem-463	152	74	(	(	PUNCT
eurjchem-463	152	75	t	t	PROPN
eurjchem-463	152	76	,	,	PUNCT
eurjchem-463	152	77	1h	1h	NUM
eurjchem-463	152	78	)	)	PUNCT
eurjchem-463	152	79	,	,	PUNCT
eurjchem-463	152	80	7.96	7.96	NUM
eurjchem-463	152	81	(	(	PUNCT
eurjchem-463	152	82	d	d	PROPN
eurjchem-463	152	83	,	,	PUNCT
eurjchem-463	152	84	1h	1h	NUM
eurjchem-463	152	85	)	)	PUNCT
eurjchem-463	152	86	,	,	PUNCT
eurjchem-463	152	87	8.02	8.02	NUM
eurjchem-463	152	88	(	(	PUNCT
eurjchem-463	152	89	t	t	PROPN
eurjchem-463	152	90	,	,	PUNCT
eurjchem-463	152	91	1h	1h	NUM
eurjchem-463	152	92	)	)	PUNCT
eurjchem-463	152	93	,	,	PUNCT
eurjchem-463	152	94	8.19	8.19	NUM
eurjchem-463	152	95	(	(	PUNCT
eurjchem-463	152	96	d	d	PROPN
eurjchem-463	152	97	,	,	PUNCT
eurjchem-463	152	98	1h	1h	NUM
eurjchem-463	152	99	)	)	PUNCT
eurjchem-463	152	100	,	,	PUNCT
eurjchem-463	152	101	8.66	8.66	NUM
eurjchem-463	152	102	(	(	PUNCT
eurjchem-463	152	103	d	d	PROPN
eurjchem-463	152	104	,	,	PUNCT
eurjchem-463	152	105	1h	1h	NUM
eurjchem-463	152	106	)	)	PUNCT
eurjchem-463	152	107	,	,	PUNCT
eurjchem-463	152	108	8.87	8.87	NUM
eurjchem-463	152	109	(	(	PUNCT
eurjchem-463	152	110	d	d	PROPN
eurjchem-463	152	111	,	,	PUNCT
eurjchem-463	152	112	1h	1h	NUM
eurjchem-463	152	113	)	)	PUNCT
eurjchem-463	152	114	.	.	PUNCT
eurjchem-463	153	1	anal	anal	PROPN
eurjchem-463	153	2	.	.	PUNCT
eurjchem-463	153	3	calcd	calcd	NOUN
eurjchem-463	153	4	.	.	PUNCT
eurjchem-463	154	1	for	for	SCONJ
eurjchem-463	154	2	c15h13n3o2s	c15h13n3o2s	PROPN
eurjchem-463	154	3	(	(	PUNCT
eurjchem-463	154	4	299.35	299.35	NUM
eurjchem-463	154	5	):	):	PUNCT
eurjchem-463	154	6	c	c	X
eurjchem-463	154	7	,	,	PUNCT
eurjchem-463	154	8	60.18	60.18	NUM
eurjchem-463	154	9	;	;	PUNCT
eurjchem-463	154	10	h	h	NOUN
eurjchem-463	154	11	,	,	PUNCT
eurjchem-463	154	12	4.38	4.38	NUM
eurjchem-463	154	13	;	;	PUNCT
eurjchem-463	154	14	n	n	CCONJ
eurjchem-463	154	15	,	,	PUNCT
eurjchem-463	154	16	14.04	14.04	NUM
eurjchem-463	154	17	;	;	PUNCT
eurjchem-463	154	18	s	s	NOUN
eurjchem-463	154	19	,	,	PUNCT
eurjchem-463	154	20	10.71	10.71	NUM
eurjchem-463	154	21	.	.	PUNCT
eurjchem-463	154	22	found	find	VERB
eurjchem-463	154	23	:	:	PUNCT
eurjchem-463	155	1	c	c	X
eurjchem-463	155	2	,	,	PUNCT
eurjchem-463	155	3	60.00	60.00	NUM
eurjchem-463	155	4	;	;	PUNCT
eurjchem-463	155	5	h	h	X
eurjchem-463	155	6	,	,	PUNCT
eurjchem-463	155	7	4.45	4.45	NUM
eurjchem-463	155	8	;	;	PUNCT
eurjchem-463	155	9	n	n	CCONJ
eurjchem-463	155	10	,	,	PUNCT
eurjchem-463	155	11	14.17	14.17	NUM
eurjchem-463	155	12	;	;	PUNCT
eurjchem-463	155	13	s	s	PROPN
eurjchem-463	155	14	,	,	PUNCT
eurjchem-463	155	15	10.94	10.94	NUM
eurjchem-463	155	16	%	%	NOUN
eurjchem-463	155	17	.	.	PUNCT
eurjchem-463	156	1	ethyl	ethyl	PROPN
eurjchem-463	156	2	3‐amino‐6‐(pyridin‐3‐yl)thieno[2,3‐b]pyridine‐2‐	3‐amino‐6‐(pyridin‐3‐yl)thieno[2,3‐b]pyridine‐2‐	NUM
eurjchem-463	156	3	carboxylate	carboxylate	NOUN
eurjchem-463	156	4	(	(	PUNCT
eurjchem-463	156	5	18	18	NUM
eurjchem-463	156	6	):	):	PUNCT
eurjchem-463	156	7	colorless	colorless	ADJ
eurjchem-463	156	8	crystals	crystal	NOUN
eurjchem-463	156	9	from	from	ADP
eurjchem-463	156	10	dioxane	dioxane	NOUN
eurjchem-463	156	11	.	.	PUNCT
eurjchem-463	157	1	yield	yield	NOUN
eurjchem-463	157	2	:	:	PUNCT
eurjchem-463	157	3	85	85	NUM
eurjchem-463	157	4	%	%	NOUN
eurjchem-463	157	5	.	.	PUNCT
eurjchem-463	158	1	m.p	m.p	PROPN
eurjchem-463	158	2	.	.	PROPN
eurjchem-463	158	3	:	:	PUNCT
eurjchem-463	159	1	270‐272	270‐272	NUM
eurjchem-463	159	2	°	°	SYM
eurjchem-463	159	3	c	c	X
eurjchem-463	159	4	.	.	PUNCT
eurjchem-463	160	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	160	2	(	(	PUNCT
eurjchem-463	160	3	kbr	kbr	PROPN
eurjchem-463	160	4	,	,	PUNCT
eurjchem-463	160	5	cm‐1	cm‐1	PROPN
eurjchem-463	160	6	):	):	PUNCT
eurjchem-463	160	7	3320	3320	NUM
eurjchem-463	160	8	,	,	PUNCT
eurjchem-463	160	9	3180	3180	NUM
eurjchem-463	160	10	(	(	PUNCT
eurjchem-463	160	11	nh2	nh2	PROPN
eurjchem-463	160	12	)	)	PUNCT
eurjchem-463	160	13	,	,	PUNCT
eurjchem-463	160	14	3043	3043	NUM
eurjchem-463	160	15	(	(	PUNCT
eurjchem-463	160	16	ch	ch	NOUN
eurjchem-463	160	17	,	,	PUNCT
eurjchem-463	160	18	aromatic	aromatic	NOUN
eurjchem-463	160	19	)	)	PUNCT
eurjchem-463	160	20	,	,	PUNCT
eurjchem-463	160	21	1715	1715	NUM
eurjchem-463	160	22	(	(	PUNCT
eurjchem-463	160	23	co	co	NOUN
eurjchem-463	160	24	)	)	PUNCT
eurjchem-463	160	25	,	,	PUNCT
eurjchem-463	160	26	1622	1622	NUM
eurjchem-463	160	27	(	(	PUNCT
eurjchem-463	160	28	c	c	NOUN
eurjchem-463	160	29	=	=	SYM
eurjchem-463	160	30	n	n	NUM
eurjchem-463	160	31	)	)	PUNCT
eurjchem-463	160	32	.	.	PUNCT
eurjchem-463	161	1	1h	1h	NUM
eurjchem-463	161	2	nmr	nmr	NOUN
eurjchem-463	161	3	(	(	PUNCT
eurjchem-463	161	4	300	300	NUM
eurjchem-463	161	5	mhz	mhz	NOUN
eurjchem-463	161	6	,	,	PUNCT
eurjchem-463	161	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-463	161	8	,	,	PUNCT
eurjchem-463	161	9	δ	δ	PROPN
eurjchem-463	161	10	,	,	PUNCT
eurjchem-463	161	11	ppm	ppm	NOUN
eurjchem-463	161	12	):	):	PUNCT
eurjchem-463	161	13	1.27	1.27	NUM
eurjchem-463	161	14	(	(	PUNCT
eurjchem-463	161	15	t	t	PROPN
eurjchem-463	161	16	,	,	PUNCT
eurjchem-463	161	17	3h	3h	NUM
eurjchem-463	161	18	,	,	PUNCT
eurjchem-463	161	19	ch2ch3	ch2ch3	ADJ
eurjchem-463	161	20	)	)	PUNCT
eurjchem-463	161	21	,	,	PUNCT
eurjchem-463	161	22	4.23	4.23	NUM
eurjchem-463	161	23	(	(	PUNCT
eurjchem-463	161	24	q	q	NOUN
eurjchem-463	161	25	,	,	PUNCT
eurjchem-463	161	26	2h	2h	NUM
eurjchem-463	161	27	,	,	PUNCT
eurjchem-463	161	28	ch2ch3	ch2ch3	ADJ
eurjchem-463	161	29	)	)	PUNCT
eurjchem-463	161	30	,	,	PUNCT
eurjchem-463	161	31	6.82	6.82	NUM
eurjchem-463	161	32	(	(	PUNCT
eurjchem-463	161	33	s	s	PROPN
eurjchem-463	161	34	,	,	PUNCT
eurjchem-463	161	35	br	br	PROPN
eurjchem-463	161	36	,	,	PUNCT
eurjchem-463	161	37	2h	2h	NUM
eurjchem-463	161	38	,	,	PUNCT
eurjchem-463	161	39	nh2	nh2	PROPN
eurjchem-463	161	40	)	)	PUNCT
eurjchem-463	161	41	,	,	PUNCT
eurjchem-463	161	42	7.30	7.30	NUM
eurjchem-463	161	43	(	(	PUNCT
eurjchem-463	161	44	t	t	PROPN
eurjchem-463	161	45	,	,	PUNCT
eurjchem-463	161	46	1h	1h	NUM
eurjchem-463	161	47	)	)	PUNCT
eurjchem-463	161	48	,	,	PUNCT
eurjchem-463	161	49	7.96	7.96	NUM
eurjchem-463	161	50	(	(	PUNCT
eurjchem-463	161	51	d	d	PROPN
eurjchem-463	161	52	,	,	PUNCT
eurjchem-463	161	53	1h	1h	NUM
eurjchem-463	161	54	)	)	PUNCT
eurjchem-463	161	55	,	,	PUNCT
eurjchem-463	161	56	8.02	8.02	NUM
eurjchem-463	161	57	(	(	PUNCT
eurjchem-463	161	58	t	t	PROPN
eurjchem-463	161	59	,	,	PUNCT
eurjchem-463	161	60	1h	1h	NUM
eurjchem-463	161	61	)	)	PUNCT
eurjchem-463	161	62	,	,	PUNCT
eurjchem-463	161	63	8.19	8.19	NUM
eurjchem-463	161	64	(	(	PUNCT
eurjchem-463	161	65	d	d	PROPN
eurjchem-463	161	66	,	,	PUNCT
eurjchem-463	161	67	1h	1h	NUM
eurjchem-463	161	68	)	)	PUNCT
eurjchem-463	161	69	,	,	PUNCT
eurjchem-463	161	70	8.66	8.66	NUM
eurjchem-463	161	71	(	(	PUNCT
eurjchem-463	161	72	d	d	PROPN
eurjchem-463	161	73	,	,	PUNCT
eurjchem-463	161	74	1h	1h	NUM
eurjchem-463	161	75	)	)	PUNCT
eurjchem-463	161	76	,	,	PUNCT
eurjchem-463	161	77	8.87	8.87	NUM
eurjchem-463	161	78	(	(	PUNCT
eurjchem-463	161	79	d	d	PROPN
eurjchem-463	161	80	,	,	PUNCT
eurjchem-463	161	81	1h	1h	NUM
eurjchem-463	161	82	)	)	PUNCT
eurjchem-463	161	83	.	.	PUNCT
eurjchem-463	162	1	anal	anal	PROPN
eurjchem-463	162	2	.	.	PUNCT
eurjchem-463	162	3	calcd	calcd	NOUN
eurjchem-463	162	4	.	.	PUNCT
eurjchem-463	163	1	for	for	SCONJ
eurjchem-463	163	2	c15h13n3o2s	c15h13n3o2s	PROPN
eurjchem-463	163	3	(	(	PUNCT
eurjchem-463	163	4	299.35	299.35	NUM
eurjchem-463	163	5	):	):	PUNCT
eurjchem-463	163	6	c	c	X
eurjchem-463	163	7	,	,	PUNCT
eurjchem-463	163	8	60.18	60.18	NUM
eurjchem-463	163	9	;	;	PUNCT
eurjchem-463	163	10	h	h	NOUN
eurjchem-463	163	11	,	,	PUNCT
eurjchem-463	163	12	4.38	4.38	NUM
eurjchem-463	163	13	;	;	PUNCT
eurjchem-463	163	14	n	n	CCONJ
eurjchem-463	163	15	,	,	PUNCT
eurjchem-463	163	16	14.04	14.04	NUM
eurjchem-463	163	17	;	;	PUNCT
eurjchem-463	163	18	s	s	NOUN
eurjchem-463	163	19	,	,	PUNCT
eurjchem-463	163	20	10.71	10.71	NUM
eurjchem-463	163	21	.	.	PUNCT
eurjchem-463	163	22	found	find	VERB
eurjchem-463	163	23	:	:	PUNCT
eurjchem-463	164	1	c	c	X
eurjchem-463	164	2	,	,	PUNCT
eurjchem-463	164	3	60.00	60.00	NUM
eurjchem-463	164	4	;	;	PUNCT
eurjchem-463	164	5	h	h	X
eurjchem-463	164	6	,	,	PUNCT
eurjchem-463	164	7	4.45	4.45	NUM
eurjchem-463	164	8	;	;	PUNCT
eurjchem-463	164	9	n	n	CCONJ
eurjchem-463	164	10	,	,	PUNCT
eurjchem-463	164	11	14.17	14.17	NUM
eurjchem-463	164	12	;	;	PUNCT
eurjchem-463	164	13	s	s	PROPN
eurjchem-463	164	14	,	,	PUNCT
eurjchem-463	164	15	10.94	10.94	NUM
eurjchem-463	164	16	%	%	NOUN
eurjchem-463	164	17	.	.	PUNCT
eurjchem-463	165	1	(	(	PUNCT
eurjchem-463	165	2	3‐amino‐6‐(pyridin‐3‐yl)thieno[2,3‐b]pyridin‐2‐yl)(phenyl	3‐amino‐6‐(pyridin‐3‐yl)thieno[2,3‐b]pyridin‐2‐yl)(phenyl	NOUN
eurjchem-463	165	3	)	)	PUNCT
eurjchem-463	165	4	methanone	methanone	NOUN
eurjchem-463	165	5	(	(	PUNCT
eurjchem-463	165	6	19	19	NUM
eurjchem-463	165	7	):	):	PUNCT
eurjchem-463	165	8	colorless	colorless	ADJ
eurjchem-463	165	9	crystals	crystal	NOUN
eurjchem-463	165	10	from	from	ADP
eurjchem-463	165	11	etoh	etoh	PROPN
eurjchem-463	165	12	.	.	PUNCT
eurjchem-463	166	1	yield	yield	NOUN
eurjchem-463	166	2	:	:	PUNCT
eurjchem-463	166	3	78	78	NUM
eurjchem-463	166	4	%	%	NOUN
eurjchem-463	166	5	.	.	PUNCT
eurjchem-463	167	1	m.p	m.p	PROPN
eurjchem-463	167	2	.	.	PROPN
eurjchem-463	167	3	:	:	PUNCT
eurjchem-463	168	1	210‐212	210‐212	NUM
eurjchem-463	168	2	°	°	ADP
eurjchem-463	168	3	c	c	PROPN
eurjchem-463	168	4	.	.	PUNCT
eurjchem-463	168	5	ft‐ir	ft‐ir	NOUN
eurjchem-463	168	6	(	(	PUNCT
eurjchem-463	168	7	kbr	kbr	PROPN
eurjchem-463	168	8	,	,	PUNCT
eurjchem-463	168	9	cm‐1	cm‐1	PROPN
eurjchem-463	168	10	):	):	PUNCT
eurjchem-463	168	11	3360	3360	NUM
eurjchem-463	168	12	,	,	PUNCT
eurjchem-463	168	13	3180	3180	NUM
eurjchem-463	168	14	(	(	PUNCT
eurjchem-463	168	15	nh2	nh2	PROPN
eurjchem-463	168	16	)	)	PUNCT
eurjchem-463	168	17	,	,	PUNCT
eurjchem-463	168	18	3043	3043	NUM
eurjchem-463	168	19	(	(	PUNCT
eurjchem-463	168	20	ch	ch	NOUN
eurjchem-463	168	21	,	,	PUNCT
eurjchem-463	168	22	aromatic	aromatic	NOUN
eurjchem-463	168	23	)	)	PUNCT
eurjchem-463	168	24	,	,	PUNCT
eurjchem-463	168	25	1700	1700	NUM
eurjchem-463	168	26	(	(	PUNCT
eurjchem-463	168	27	co	co	NOUN
eurjchem-463	168	28	)	)	PUNCT
eurjchem-463	168	29	,	,	PUNCT
eurjchem-463	168	30	1622	1622	NUM
eurjchem-463	168	31	(	(	PUNCT
eurjchem-463	168	32	c	c	NOUN
eurjchem-463	168	33	=	=	SYM
eurjchem-463	168	34	n	n	NUM
eurjchem-463	168	35	)	)	PUNCT
eurjchem-463	168	36	.	.	PUNCT
eurjchem-463	169	1	1h	1h	NUM
eurjchem-463	169	2	nmr	nmr	NOUN
eurjchem-463	169	3	(	(	PUNCT
eurjchem-463	169	4	300	300	NUM
eurjchem-463	169	5	mhz	mhz	NOUN
eurjchem-463	169	6	,	,	PUNCT
eurjchem-463	169	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-463	169	8	,	,	PUNCT
eurjchem-463	169	9	δ	δ	PROPN
eurjchem-463	169	10	,	,	PUNCT
eurjchem-463	169	11	ppm	ppm	NUM
eurjchem-463	169	12	):	):	PUNCT
eurjchem-463	169	13	7.01	7.01	NUM
eurjchem-463	169	14	(	(	PUNCT
eurjchem-463	169	15	s	s	PROPN
eurjchem-463	169	16	,	,	PUNCT
eurjchem-463	169	17	br	br	PROPN
eurjchem-463	169	18	,	,	PUNCT
eurjchem-463	169	19	2h	2h	NUM
eurjchem-463	169	20	,	,	PUNCT
eurjchem-463	169	21	nh2	nh2	PROPN
eurjchem-463	169	22	)	)	PUNCT
eurjchem-463	169	23	,	,	PUNCT
eurjchem-463	169	24	7.27‐7.55	7.27‐7.55	NUM
eurjchem-463	169	25	(	(	PUNCT
eurjchem-463	169	26	m	m	PROPN
eurjchem-463	169	27	,	,	PUNCT
eurjchem-463	169	28	6h	6h	NUM
eurjchem-463	169	29	)	)	PUNCT
eurjchem-463	169	30	,	,	PUNCT
eurjchem-463	169	31	7.80	7.80	NUM
eurjchem-463	169	32	(	(	PUNCT
eurjchem-463	169	33	d	d	PROPN
eurjchem-463	169	34	,	,	PUNCT
eurjchem-463	169	35	1h	1h	NUM
eurjchem-463	169	36	)	)	PUNCT
eurjchem-463	169	37	,	,	PUNCT
eurjchem-463	169	38	8.30	8.30	NUM
eurjchem-463	169	39	(	(	PUNCT
eurjchem-463	169	40	t	t	PROPN
eurjchem-463	169	41	,	,	PUNCT
eurjchem-463	169	42	1h	1h	NUM
eurjchem-463	169	43	)	)	PUNCT
eurjchem-463	169	44	,	,	PUNCT
eurjchem-463	169	45	8.12	8.12	NUM
eurjchem-463	169	46	(	(	PUNCT
eurjchem-463	169	47	d	d	PROPN
eurjchem-463	169	48	,	,	PUNCT
eurjchem-463	169	49	1h	1h	NUM
eurjchem-463	169	50	)	)	PUNCT
eurjchem-463	169	51	,	,	PUNCT
eurjchem-463	169	52	8.45	8.45	NUM
eurjchem-463	169	53	(	(	PUNCT
eurjchem-463	169	54	d	d	PROPN
eurjchem-463	169	55	,	,	PUNCT
eurjchem-463	169	56	1h	1h	NUM
eurjchem-463	169	57	)	)	PUNCT
eurjchem-463	169	58	,	,	PUNCT
eurjchem-463	169	59	9.13	9.13	NUM
eurjchem-463	169	60	(	(	PUNCT
eurjchem-463	169	61	d	d	PROPN
eurjchem-463	169	62	,	,	PUNCT
eurjchem-463	169	63	1h	1h	NUM
eurjchem-463	169	64	)	)	PUNCT
eurjchem-463	169	65	.	.	PUNCT
eurjchem-463	170	1	anal	anal	PROPN
eurjchem-463	170	2	.	.	PUNCT
eurjchem-463	170	3	calcd	calcd	NOUN
eurjchem-463	170	4	.	.	PUNCT
eurjchem-463	171	1	for	for	ADP
eurjchem-463	171	2	c19h13n3os	c19h13n3os	NOUN
eurjchem-463	171	3	(	(	PUNCT
eurjchem-463	171	4	331.40	331.40	NUM
eurjchem-463	171	5	)	)	PUNCT
eurjchem-463	171	6	,	,	PUNCT
eurjchem-463	171	7	c	c	X
eurjchem-463	171	8	,	,	PUNCT
eurjchem-463	171	9	68.86	68.86	NUM
eurjchem-463	171	10	;	;	PUNCT
eurjchem-463	171	11	h	h	NOUN
eurjchem-463	171	12	,	,	PUNCT
eurjchem-463	171	13	3.95	3.95	NUM
eurjchem-463	171	14	;	;	PUNCT
eurjchem-463	171	15	n	n	CCONJ
eurjchem-463	171	16	,	,	PUNCT
eurjchem-463	171	17	12.68	12.68	NUM
eurjchem-463	171	18	;	;	PUNCT
eurjchem-463	171	19	s	s	X
eurjchem-463	171	20	,	,	PUNCT
eurjchem-463	171	21	9.68	9.68	NUM
eurjchem-463	171	22	.	.	PUNCT
eurjchem-463	171	23	found	find	VERB
eurjchem-463	171	24	c	c	PROPN
eurjchem-463	171	25	,	,	PUNCT
eurjchem-463	171	26	68.65	68.65	NUM
eurjchem-463	171	27	;	;	PUNCT
eurjchem-463	172	1	h	h	NOUN
eurjchem-463	172	2	,	,	PUNCT
eurjchem-463	172	3	4.13	4.13	NUM
eurjchem-463	172	4	;	;	PUNCT
eurjchem-463	172	5	n	n	CCONJ
eurjchem-463	172	6	,	,	PUNCT
eurjchem-463	172	7	12.74	12.74	NUM
eurjchem-463	172	8	;	;	PUNCT
eurjchem-463	172	9	s	s	NUM
eurjchem-463	172	10	,	,	PUNCT
eurjchem-463	172	11	9.53	9.53	NUM
eurjchem-463	172	12	%	%	NOUN
eurjchem-463	172	13	.	.	PUNCT
eurjchem-463	173	1	3‐amino‐6‐(pyridin‐3‐yl)thieno[2,3‐b]pyridine‐2‐carbonitrile	3‐amino‐6‐(pyridin‐3‐yl)thieno[2,3‐b]pyridine‐2‐carbonitrile	NUM
eurjchem-463	173	2	(	(	PUNCT
eurjchem-463	173	3	20	20	NUM
eurjchem-463	173	4	):	):	PUNCT
eurjchem-463	173	5	colorless	colorless	ADJ
eurjchem-463	173	6	crystals	crystal	NOUN
eurjchem-463	173	7	from	from	ADP
eurjchem-463	173	8	dioxane	dioxane	NOUN
eurjchem-463	173	9	.	.	PUNCT
eurjchem-463	174	1	yield	yield	NOUN
eurjchem-463	174	2	:	:	PUNCT
eurjchem-463	174	3	71	71	NUM
eurjchem-463	174	4	%	%	NOUN
eurjchem-463	174	5	.	.	PUNCT
eurjchem-463	175	1	m.p	m.p	PROPN
eurjchem-463	175	2	.	.	PROPN
eurjchem-463	175	3	:	:	PUNCT
eurjchem-463	176	1	280‐	280‐	NUM
eurjchem-463	176	2	282	282	NUM
eurjchem-463	176	3	°	°	NOUN
eurjchem-463	176	4	c	c	X
eurjchem-463	176	5	.	.	PUNCT
eurjchem-463	177	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	177	2	(	(	PUNCT
eurjchem-463	177	3	kbr	kbr	PROPN
eurjchem-463	177	4	,	,	PUNCT
eurjchem-463	177	5	cm‐1	cm‐1	PROPN
eurjchem-463	177	6	):	):	PUNCT
eurjchem-463	177	7	3320	3320	NUM
eurjchem-463	177	8	,	,	PUNCT
eurjchem-463	177	9	3180	3180	NUM
eurjchem-463	177	10	(	(	PUNCT
eurjchem-463	177	11	nh2	nh2	PROPN
eurjchem-463	177	12	)	)	PUNCT
eurjchem-463	177	13	,	,	PUNCT
eurjchem-463	177	14	3043	3043	NUM
eurjchem-463	177	15	(	(	PUNCT
eurjchem-463	177	16	ch	ch	NOUN
eurjchem-463	177	17	,	,	PUNCT
eurjchem-463	177	18	aromatic	aromatic	NOUN
eurjchem-463	177	19	)	)	PUNCT
eurjchem-463	177	20	,	,	PUNCT
eurjchem-463	177	21	2148	2148	NUM
eurjchem-463	177	22	(	(	PUNCT
eurjchem-463	177	23	cn	cn	PROPN
eurjchem-463	177	24	)	)	PUNCT
eurjchem-463	177	25	,	,	PUNCT
eurjchem-463	177	26	1623	1623	NUM
eurjchem-463	177	27	(	(	PUNCT
eurjchem-463	177	28	c	c	NOUN
eurjchem-463	177	29	=	=	SYM
eurjchem-463	177	30	n	n	NUM
eurjchem-463	177	31	)	)	PUNCT
eurjchem-463	177	32	.	.	PUNCT
eurjchem-463	178	1	1h	1h	NUM
eurjchem-463	178	2	nmr	nmr	NOUN
eurjchem-463	178	3	(	(	PUNCT
eurjchem-463	178	4	300	300	NUM
eurjchem-463	178	5	mhz	mhz	NOUN
eurjchem-463	178	6	,	,	PUNCT
eurjchem-463	178	7	dmso‐	dmso‐	NUM
eurjchem-463	178	8	d6	d6	NOUN
eurjchem-463	178	9	,	,	PUNCT
eurjchem-463	178	10	δ	δ	PROPN
eurjchem-463	178	11	,	,	PUNCT
eurjchem-463	178	12	ppm	ppm	NOUN
eurjchem-463	178	13	):	):	PUNCT
eurjchem-463	178	14	6.92	6.92	NUM
eurjchem-463	178	15	(	(	PUNCT
eurjchem-463	178	16	s	s	PROPN
eurjchem-463	178	17	,	,	PUNCT
eurjchem-463	178	18	br	br	PROPN
eurjchem-463	178	19	,	,	PUNCT
eurjchem-463	178	20	2h	2h	NUM
eurjchem-463	178	21	,	,	PUNCT
eurjchem-463	178	22	nh2	nh2	PROPN
eurjchem-463	178	23	)	)	PUNCT
eurjchem-463	178	24	,	,	PUNCT
eurjchem-463	178	25	7.31	7.31	NUM
eurjchem-463	178	26	(	(	PUNCT
eurjchem-463	178	27	t	t	PROPN
eurjchem-463	178	28	,	,	PUNCT
eurjchem-463	178	29	1h	1h	NUM
eurjchem-463	178	30	)	)	PUNCT
eurjchem-463	178	31	,	,	PUNCT
eurjchem-463	178	32	7.78	7.78	NUM
eurjchem-463	178	33	(	(	PUNCT
eurjchem-463	178	34	d	d	PROPN
eurjchem-463	178	35	,	,	PUNCT
eurjchem-463	178	36	1h	1h	NUM
eurjchem-463	178	37	)	)	PUNCT
eurjchem-463	178	38	,	,	PUNCT
eurjchem-463	178	39	8.21	8.21	NUM
eurjchem-463	178	40	(	(	PUNCT
eurjchem-463	178	41	d	d	PROPN
eurjchem-463	178	42	,	,	PUNCT
eurjchem-463	178	43	1h	1h	NUM
eurjchem-463	178	44	)	)	PUNCT
eurjchem-463	178	45	,	,	PUNCT
eurjchem-463	178	46	8.82	8.82	NUM
eurjchem-463	178	47	(	(	PUNCT
eurjchem-463	178	48	d	d	PROPN
eurjchem-463	178	49	,	,	PUNCT
eurjchem-463	178	50	1h	1h	NUM
eurjchem-463	178	51	)	)	PUNCT
eurjchem-463	178	52	,	,	PUNCT
eurjchem-463	178	53	8.96	8.96	NUM
eurjchem-463	178	54	(	(	PUNCT
eurjchem-463	178	55	d	d	PROPN
eurjchem-463	178	56	,	,	PUNCT
eurjchem-463	178	57	1h	1h	NUM
eurjchem-463	178	58	)	)	PUNCT
eurjchem-463	178	59	,	,	PUNCT
eurjchem-463	178	60	9.23	9.23	NUM
eurjchem-463	178	61	(	(	PUNCT
eurjchem-463	178	62	d	d	PROPN
eurjchem-463	178	63	,	,	PUNCT
eurjchem-463	178	64	1h	1h	NUM
eurjchem-463	178	65	)	)	PUNCT
eurjchem-463	178	66	.	.	PUNCT
eurjchem-463	179	1	anal	anal	PROPN
eurjchem-463	179	2	.	.	PUNCT
eurjchem-463	179	3	calcd	calcd	NOUN
eurjchem-463	179	4	.	.	PUNCT
eurjchem-463	180	1	for	for	ADP
eurjchem-463	180	2	c13h8n4s	c13h8n4s	NOUN
eurjchem-463	180	3	(	(	PUNCT
eurjchem-463	180	4	252.30	252.30	NUM
eurjchem-463	180	5	)	)	PUNCT
eurjchem-463	180	6	,	,	PUNCT
eurjchem-463	180	7	c	c	X
eurjchem-463	180	8	,	,	PUNCT
eurjchem-463	180	9	61.89	61.89	NUM
eurjchem-463	180	10	;	;	PUNCT
eurjchem-463	180	11	h	h	NOUN
eurjchem-463	180	12	,	,	PUNCT
eurjchem-463	180	13	3.20	3.20	NUM
eurjchem-463	180	14	;	;	PUNCT
eurjchem-463	180	15	n	n	CCONJ
eurjchem-463	180	16	,	,	PUNCT
eurjchem-463	180	17	22.21	22.21	NUM
eurjchem-463	180	18	;	;	PUNCT
eurjchem-463	180	19	s	s	PROPN
eurjchem-463	180	20	,	,	PUNCT
eurjchem-463	180	21	12.71	12.71	NUM
eurjchem-463	180	22	.	.	PUNCT
eurjchem-463	180	23	found	find	VERB
eurjchem-463	180	24	:	:	PUNCT
eurjchem-463	181	1	c	c	X
eurjchem-463	181	2	,	,	PUNCT
eurjchem-463	181	3	62.00	62.00	NUM
eurjchem-463	181	4	;	;	PUNCT
eurjchem-463	181	5	h	h	NOUN
eurjchem-463	181	6	,	,	PUNCT
eurjchem-463	181	7	3.33	3.33	NUM
eurjchem-463	181	8	;	;	PUNCT
eurjchem-463	181	9	n	n	CCONJ
eurjchem-463	181	10	,	,	PUNCT
eurjchem-463	181	11	22.12	22.12	NUM
eurjchem-463	181	12	;	;	PUNCT
eurjchem-463	181	13	s	s	X
eurjchem-463	181	14	,	,	PUNCT
eurjchem-463	181	15	12.93	12.93	NUM
eurjchem-463	181	16	%	%	NOUN
eurjchem-463	181	17	.	.	PUNCT
eurjchem-463	182	1	2‐(methylthio)‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	2‐(methylthio)‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	PROPN
eurjchem-463	182	2	(	(	PUNCT
eurjchem-463	182	3	21	21	NUM
eurjchem-463	182	4	):	):	PUNCT
eurjchem-463	182	5	colorless	colorless	ADJ
eurjchem-463	182	6	crystals	crystal	NOUN
eurjchem-463	182	7	from	from	ADP
eurjchem-463	182	8	dioxane	dioxane	NOUN
eurjchem-463	182	9	.	.	PUNCT
eurjchem-463	183	1	yield	yield	NOUN
eurjchem-463	183	2	:	:	PUNCT
eurjchem-463	183	3	71	71	NUM
eurjchem-463	183	4	%	%	NOUN
eurjchem-463	183	5	.	.	PUNCT
eurjchem-463	184	1	m.p	m.p	PROPN
eurjchem-463	184	2	.	.	PROPN
eurjchem-463	184	3	:	:	PUNCT
eurjchem-463	185	1	280‐282	280‐282	PROPN
eurjchem-463	185	2	°	°	NUM
eurjchem-463	185	3	c	c	NOUN
eurjchem-463	185	4	.	.	PUNCT
eurjchem-463	186	1	ft‐ir	ft‐ir	NOUN
eurjchem-463	186	2	(	(	PUNCT
eurjchem-463	186	3	kbr	kbr	PROPN
eurjchem-463	186	4	,	,	PUNCT
eurjchem-463	186	5	cm‐1	cm‐1	PROPN
eurjchem-463	186	6	):	):	PUNCT
eurjchem-463	186	7	3053	3053	NUM
eurjchem-463	186	8	(	(	PUNCT
eurjchem-463	186	9	ch	ch	NOUN
eurjchem-463	186	10	,	,	PUNCT
eurjchem-463	186	11	aromatic	aromatic	NOUN
eurjchem-463	186	12	)	)	PUNCT
eurjchem-463	186	13	,	,	PUNCT
eurjchem-463	186	14	2210	2210	NUM
eurjchem-463	186	15	(	(	PUNCT
eurjchem-463	186	16	cn	cn	PROPN
eurjchem-463	186	17	)	)	PUNCT
eurjchem-463	186	18	,	,	PUNCT
eurjchem-463	186	19	1627	1627	NUM
eurjchem-463	186	20	(	(	PUNCT
eurjchem-463	186	21	c	c	NOUN
eurjchem-463	186	22	=	=	SYM
eurjchem-463	186	23	n	n	NUM
eurjchem-463	186	24	)	)	PUNCT
eurjchem-463	186	25	.	.	PUNCT
eurjchem-463	187	1	1h	1h	NUM
eurjchem-463	187	2	nmr	nmr	NOUN
eurjchem-463	187	3	(	(	PUNCT
eurjchem-463	187	4	300	300	NUM
eurjchem-463	187	5	mhz	mhz	NOUN
eurjchem-463	187	6	,	,	PUNCT
eurjchem-463	187	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-463	187	8	,	,	PUNCT
eurjchem-463	187	9	δ	δ	PROPN
eurjchem-463	187	10	,	,	PUNCT
eurjchem-463	187	11	ppm	ppm	NUM
eurjchem-463	187	12	):	):	PUNCT
eurjchem-463	187	13	2.45	2.45	NUM
eurjchem-463	187	14	(	(	PUNCT
eurjchem-463	187	15	s	s	PROPN
eurjchem-463	187	16	,	,	PUNCT
eurjchem-463	187	17	3h	3h	NUM
eurjchem-463	187	18	,	,	PUNCT
eurjchem-463	187	19	sch3	sch3	PROPN
eurjchem-463	187	20	)	)	PUNCT
eurjchem-463	187	21	,	,	PUNCT
eurjchem-463	187	22	7.43	7.43	NUM
eurjchem-463	187	23	(	(	PUNCT
eurjchem-463	187	24	t	t	PROPN
eurjchem-463	187	25	,	,	PUNCT
eurjchem-463	187	26	1h	1h	NUM
eurjchem-463	187	27	)	)	PUNCT
eurjchem-463	187	28	,	,	PUNCT
eurjchem-463	187	29	7.53	7.53	NUM
eurjchem-463	187	30	(	(	PUNCT
eurjchem-463	187	31	t	t	PROPN
eurjchem-463	187	32	,	,	PUNCT
eurjchem-463	187	33	1h	1h	NUM
eurjchem-463	187	34	)	)	PUNCT
eurjchem-463	187	35	,	,	PUNCT
eurjchem-463	187	36	7.91	7.91	NUM
eurjchem-463	187	37	(	(	PUNCT
eurjchem-463	187	38	d	d	PROPN
eurjchem-463	187	39	,	,	PUNCT
eurjchem-463	187	40	1h	1h	NUM
eurjchem-463	187	41	)	)	PUNCT
eurjchem-463	187	42	,	,	PUNCT
eurjchem-463	187	43	8.38	8.38	NUM
eurjchem-463	187	44	(	(	PUNCT
eurjchem-463	187	45	d	d	PROPN
eurjchem-463	187	46	,	,	PUNCT
eurjchem-463	187	47	1h	1h	NUM
eurjchem-463	187	48	)	)	PUNCT
eurjchem-463	187	49	,	,	PUNCT
eurjchem-463	187	50	8.74	8.74	NUM
eurjchem-463	187	51	(	(	PUNCT
eurjchem-463	187	52	d	d	PROPN
eurjchem-463	187	53	,	,	PUNCT
eurjchem-463	187	54	1h	1h	NUM
eurjchem-463	187	55	)	)	PUNCT
eurjchem-463	187	56	,	,	PUNCT
eurjchem-463	187	57	9.31	9.31	NUM
eurjchem-463	187	58	(	(	PUNCT
eurjchem-463	187	59	d	d	PROPN
eurjchem-463	187	60	,	,	PUNCT
eurjchem-463	187	61	1h	1h	NUM
eurjchem-463	187	62	)	)	PUNCT
eurjchem-463	187	63	.	.	PUNCT
eurjchem-463	188	1	anal	anal	PROPN
eurjchem-463	188	2	.	.	PUNCT
eurjchem-463	188	3	calcd	calcd	NOUN
eurjchem-463	188	4	.	.	PUNCT
eurjchem-463	189	1	for	for	ADP
eurjchem-463	189	2	c12h9n3s	c12h9n3s	NOUN
eurjchem-463	189	3	(	(	PUNCT
eurjchem-463	189	4	227.28	227.28	NUM
eurjchem-463	189	5	):	):	PUNCT
eurjchem-463	189	6	c	c	NOUN
eurjchem-463	189	7	,	,	PUNCT
eurjchem-463	189	8	63.41	63.41	NUM
eurjchem-463	189	9	;	;	PUNCT
eurjchem-463	189	10	h	h	NOUN
eurjchem-463	189	11	,	,	PUNCT
eurjchem-463	189	12	3.99	3.99	NUM
eurjchem-463	189	13	;	;	PUNCT
eurjchem-463	189	14	n	n	CCONJ
eurjchem-463	189	15	,	,	PUNCT
eurjchem-463	189	16	18.49	18.49	NUM
eurjchem-463	189	17	;	;	PUNCT
eurjchem-463	189	18	s	s	X
eurjchem-463	189	19	,	,	PUNCT
eurjchem-463	189	20	14.11	14.11	NUM
eurjchem-463	189	21	.	.	PUNCT
eurjchem-463	189	22	found	find	VERB
eurjchem-463	189	23	:	:	PUNCT
eurjchem-463	190	1	c	c	X
eurjchem-463	190	2	,	,	PUNCT
eurjchem-463	190	3	63.31	63.31	NUM
eurjchem-463	190	4	;	;	PUNCT
eurjchem-463	191	1	h	h	NOUN
eurjchem-463	191	2	,	,	PUNCT
eurjchem-463	191	3	4.12	4.12	NUM
eurjchem-463	191	4	;	;	PUNCT
eurjchem-463	191	5	n	n	CCONJ
eurjchem-463	191	6	,	,	PUNCT
eurjchem-463	191	7	18.35	18.35	NUM
eurjchem-463	191	8	;	;	PUNCT
eurjchem-463	191	9	s	s	NOUN
eurjchem-463	191	10	,	,	PUNCT
eurjchem-463	191	11	14.00	14.00	NUM
eurjchem-463	191	12	%	%	NOUN
eurjchem-463	191	13	.	.	PUNCT
eurjchem-463	192	1	512	512	NUM
eurjchem-463	192	2	mohamed	mohame	VERB
eurjchem-463	192	3	et	et	PROPN
eurjchem-463	192	4	al	al	PROPN
eurjchem-463	192	5	.	.	PUNCT
eurjchem-463	192	6	/	/	SYM
eurjchem-463	192	7	european	european	PROPN
eurjchem-463	192	8	journal	journal	PROPN
eurjchem-463	192	9	of	of	ADP
eurjchem-463	192	10	chemistry	chemistry	NOUN
eurjchem-463	192	11	2	2	NUM
eurjchem-463	192	12	(	(	PUNCT
eurjchem-463	192	13	4	4	NUM
eurjchem-463	192	14	)	)	PUNCT
eurjchem-463	192	15	(	(	PUNCT
eurjchem-463	192	16	2011	2011	NUM
eurjchem-463	192	17	)	)	PUNCT
eurjchem-463	192	18	509‐513	509‐513	NUM
eurjchem-463	192	19	n	n	CCONJ
eurjchem-463	192	20	n	n	PRON
eurjchem-463	192	21	sch3	sch3	PROPN
eurjchem-463	192	22	cn	cn	PROPN
eurjchem-463	192	23	n	n	CCONJ
eurjchem-463	192	24	n	n	PROPN
eurjchem-463	192	25	s	s	VERB
eurjchem-463	192	26	cn	cn	PROPN
eurjchem-463	192	27	nh2	nh2	PROPN
eurjchem-463	192	28	n	n	CCONJ
eurjchem-463	192	29	n	n	NOUN
eurjchem-463	192	30	s	s	PROPN
eurjchem-463	192	31	coc6h5	coc6h5	PROPN
eurjchem-463	192	32	nh2	nh2	PROPN
eurjchem-463	192	33	21	21	NUM
eurjchem-463	192	34	1920	1920	NUM
eurjchem-463	192	35	18	18	NUM
eurjchem-463	192	36	n	n	CCONJ
eurjchem-463	192	37	n	n	CCONJ
eurjchem-463	192	38	n	n	ADV
eurjchem-463	192	39	hn	hn	PROPN
eurjchem-463	192	40	nh2	nh2	PROPN
eurjchem-463	192	41	i	i	PRON
eurjchem-463	192	42	ii	ii	VERB
eurjchem-463	192	43	iii	iii	X
eurjchem-463	193	1	i	i	NOUN
eurjchem-463	193	2	=	=	SYM
eurjchem-463	193	3	clch2cooc2h5	clch2cooc2h5	NUM
eurjchem-463	193	4	;	;	PUNCT
eurjchem-463	193	5	ii	ii	NOUN
eurjchem-463	193	6	=	=	SYM
eurjchem-463	193	7	c6h5coch2br	c6h5coch2br	PROPN
eurjchem-463	193	8	;	;	PUNCT
eurjchem-463	193	9	iii	iii	X
eurjchem-463	193	10	=	=	SYM
eurjchem-463	193	11	clch2cn	clch2cn	ADJ
eurjchem-463	193	12	;	;	PUNCT
eurjchem-463	193	13	iv	iv	NUM
eurjchem-463	193	14	=	=	PROPN
eurjchem-463	193	15	ch3i	ch3i	PROPN
eurjchem-463	193	16	;	;	PUNCT
eurjchem-463	193	17	v	v	NOUN
eurjchem-463	193	18	=	=	NOUN
eurjchem-463	193	19	nh2nh2.h2o	nh2nh2.h2o	NOUN
eurjchem-463	193	20	v	v	ADP
eurjchem-463	193	21	22	22	NUM
eurjchem-463	193	22	n	n	NOUN
eurjchem-463	193	23	ch3	ch3	PROPN
eurjchem-463	193	24	o	o	NOUN
eurjchem-463	194	1	+	+	CCONJ
eurjchem-463	195	1	hco2c2h5	hco2c2h5	PROPN
eurjchem-463	195	2	ch3ona	ch3ona	PROPN
eurjchem-463	195	3	n	n	CCONJ
eurjchem-463	195	4	o	o	NOUN
eurjchem-463	195	5	ona	ona	PROPN
eurjchem-463	195	6	15	15	NUM
eurjchem-463	195	7	ncch2c(s)nh2	ncch2c(s)nh2	NOUN
eurjchem-463	195	8	n	n	CCONJ
eurjchem-463	195	9	n	n	ADV
eurjchem-463	195	10	sh	sh	INTJ
eurjchem-463	195	11	cn	cn	PROPN
eurjchem-463	195	12	17	17	NUM
eurjchem-463	196	1	n	n	CCONJ
eurjchem-463	196	2	hn	hn	NOUN
eurjchem-463	196	3	o	o	INTJ
eurjchem-463	196	4	cn	cn	PROPN
eurjchem-463	197	1	ncch2c(o)nh2	ncch2c(o)nh2	PROPN
eurjchem-463	197	2	16	16	NUM
eurjchem-463	197	3	n	n	CCONJ
eurjchem-463	197	4	n	n	PROPN
eurjchem-463	197	5	s	s	NOUN
eurjchem-463	197	6	co2c2h5	co2c2h5	PROPN
eurjchem-463	197	7	nh2	nh2	PROPN
eurjchem-463	197	8	iv	iv	NUM
eurjchem-463	197	9	scheme	scheme	VERB
eurjchem-463	197	10	4	4	NUM
eurjchem-463	197	11	2.5	2.5	NUM
eurjchem-463	197	12	.	.	PUNCT
eurjchem-463	198	1	6‐(pyridin‐3‐yl)‐1h‐pyrazolo[3,4‐b]pyridin‐3‐amine	6‐(pyridin‐3‐yl)‐1h‐pyrazolo[3,4‐b]pyridin‐3‐amine	NUM
eurjchem-463	198	2	(	(	PUNCT
eurjchem-463	198	3	22	22	NUM
eurjchem-463	198	4	)	)	PUNCT
eurjchem-463	198	5	a	a	DET
eurjchem-463	198	6	mixture	mixture	NOUN
eurjchem-463	198	7	of	of	ADP
eurjchem-463	198	8	compound	compound	NOUN
eurjchem-463	198	9	12	12	NUM
eurjchem-463	198	10	(	(	PUNCT
eurjchem-463	198	11	2.27	2.27	NUM
eurjchem-463	198	12	g	g	NOUN
eurjchem-463	198	13	,	,	PUNCT
eurjchem-463	198	14	10	10	NUM
eurjchem-463	198	15	mmole	mmole	NOUN
eurjchem-463	198	16	)	)	PUNCT
eurjchem-463	198	17	and	and	CCONJ
eurjchem-463	198	18	hydrazine	hydrazine	NOUN
eurjchem-463	198	19	hydrate	hydrate	NOUN
eurjchem-463	198	20	(	(	PUNCT
eurjchem-463	198	21	4	4	NUM
eurjchem-463	198	22	ml	ml	NOUN
eurjchem-463	198	23	,	,	PUNCT
eurjchem-463	198	24	99	99	NUM
eurjchem-463	198	25	%	%	NOUN
eurjchem-463	198	26	)	)	PUNCT
eurjchem-463	198	27	in	in	ADP
eurjchem-463	198	28	absolute	absolute	ADJ
eurjchem-463	198	29	ethanol	ethanol	NOUN
eurjchem-463	198	30	(	(	PUNCT
eurjchem-463	198	31	20	20	NUM
eurjchem-463	198	32	ml	ml	NOUN
eurjchem-463	198	33	)	)	PUNCT
eurjchem-463	198	34	for	for	ADP
eurjchem-463	198	35	2	2	NUM
eurjchem-463	198	36	hrs	hrs	NOUN
eurjchem-463	198	37	was	be	AUX
eurjchem-463	198	38	heated	heat	VERB
eurjchem-463	198	39	under	under	ADP
eurjchem-463	198	40	reflux	reflux	NOUN
eurjchem-463	198	41	.	.	PUNCT
eurjchem-463	199	1	the	the	DET
eurjchem-463	199	2	reaction	reaction	NOUN
eurjchem-463	199	3	mixture	mixture	NOUN
eurjchem-463	199	4	was	be	AUX
eurjchem-463	199	5	cooled	cool	VERB
eurjchem-463	199	6	,	,	PUNCT
eurjchem-463	199	7	and	and	CCONJ
eurjchem-463	199	8	the	the	DET
eurjchem-463	199	9	resulting	result	VERB
eurjchem-463	199	10	solid	solid	NOUN
eurjchem-463	199	11	was	be	AUX
eurjchem-463	199	12	collected	collect	VERB
eurjchem-463	199	13	and	and	CCONJ
eurjchem-463	199	14	washed	wash	VERB
eurjchem-463	199	15	with	with	ADP
eurjchem-463	199	16	ethanol	ethanol	NOUN
eurjchem-463	199	17	/	/	SYM
eurjchem-463	199	18	water	water	NOUN
eurjchem-463	199	19	and	and	CCONJ
eurjchem-463	199	20	recrystallized	recrystallize	VERB
eurjchem-463	199	21	from	from	ADP
eurjchem-463	199	22	water	water	NOUN
eurjchem-463	199	23	to	to	PART
eurjchem-463	199	24	give	give	VERB
eurjchem-463	199	25	13	13	NUM
eurjchem-463	199	26	.	.	PUNCT
eurjchem-463	200	1	colorless	colorless	ADJ
eurjchem-463	200	2	crystals	crystal	NOUN
eurjchem-463	200	3	from	from	ADP
eurjchem-463	200	4	water	water	NOUN
eurjchem-463	200	5	.	.	PUNCT
eurjchem-463	201	1	yield	yield	NOUN
eurjchem-463	201	2	:	:	PUNCT
eurjchem-463	201	3	77	77	NUM
eurjchem-463	201	4	%	%	NOUN
eurjchem-463	201	5	.	.	PUNCT
eurjchem-463	202	1	m.p	m.p	PROPN
eurjchem-463	202	2	.	.	PROPN
eurjchem-463	202	3	:	:	PUNCT
eurjchem-463	203	1	105‐106	105‐106	PROPN
eurjchem-463	203	2	°	°	PROPN
eurjchem-463	203	3	c	c	VERB
eurjchem-463	203	4	.	.	PUNCT
eurjchem-463	204	1	ft‐	ft‐	PROPN
eurjchem-463	204	2	ir	ir	PROPN
eurjchem-463	204	3	(	(	PUNCT
eurjchem-463	204	4	kbr	kbr	PROPN
eurjchem-463	204	5	,	,	PUNCT
eurjchem-463	204	6	cm‐1	cm‐1	PROPN
eurjchem-463	204	7	):	):	PUNCT
eurjchem-463	204	8	3043	3043	NUM
eurjchem-463	204	9	(	(	PUNCT
eurjchem-463	204	10	ch	ch	NOUN
eurjchem-463	204	11	,	,	PUNCT
eurjchem-463	204	12	aromatic	aromatic	NOUN
eurjchem-463	204	13	)	)	PUNCT
eurjchem-463	204	14	,	,	PUNCT
eurjchem-463	204	15	3350	3350	NUM
eurjchem-463	204	16	,	,	PUNCT
eurjchem-463	204	17	2316	2316	NUM
eurjchem-463	204	18	,	,	PUNCT
eurjchem-463	204	19	2189	2189	NUM
eurjchem-463	204	20	(	(	PUNCT
eurjchem-463	204	21	nh	nh	PROPN
eurjchem-463	204	22	,	,	PUNCT
eurjchem-463	204	23	nh2	nh2	PROPN
eurjchem-463	204	24	)	)	PUNCT
eurjchem-463	204	25	,	,	PUNCT
eurjchem-463	204	26	1627	1627	NUM
eurjchem-463	204	27	(	(	PUNCT
eurjchem-463	204	28	c	c	NOUN
eurjchem-463	204	29	=	=	SYM
eurjchem-463	204	30	n	n	NUM
eurjchem-463	204	31	)	)	PUNCT
eurjchem-463	204	32	.	.	PUNCT
eurjchem-463	205	1	1h	1h	NUM
eurjchem-463	205	2	nmr	nmr	NOUN
eurjchem-463	205	3	(	(	PUNCT
eurjchem-463	205	4	300	300	NUM
eurjchem-463	205	5	mhz	mhz	NOUN
eurjchem-463	205	6	,	,	PUNCT
eurjchem-463	205	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-463	205	8	,	,	PUNCT
eurjchem-463	205	9	δ	δ	PROPN
eurjchem-463	205	10	,	,	PUNCT
eurjchem-463	205	11	ppm	ppm	NOUN
eurjchem-463	205	12	):	):	PUNCT
eurjchem-463	205	13	6.52	6.52	NUM
eurjchem-463	205	14	(	(	PUNCT
eurjchem-463	205	15	s	s	PROPN
eurjchem-463	205	16	,	,	PUNCT
eurjchem-463	205	17	br	br	PROPN
eurjchem-463	205	18	.	.	PROPN
eurjchem-463	205	19	,	,	PUNCT
eurjchem-463	205	20	3h	3h	NUM
eurjchem-463	205	21	,	,	PUNCT
eurjchem-463	205	22	nh	nh	PROPN
eurjchem-463	205	23	and	and	CCONJ
eurjchem-463	205	24	nh2	nh2	PROPN
eurjchem-463	205	25	)	)	PUNCT
eurjchem-463	205	26	,	,	PUNCT
eurjchem-463	205	27	7.26	7.26	NUM
eurjchem-463	205	28	(	(	PUNCT
eurjchem-463	205	29	t	t	PROPN
eurjchem-463	205	30	,	,	PUNCT
eurjchem-463	205	31	1h	1h	NUM
eurjchem-463	205	32	)	)	PUNCT
eurjchem-463	205	33	,	,	PUNCT
eurjchem-463	205	34	7.35	7.35	NUM
eurjchem-463	205	35	(	(	PUNCT
eurjchem-463	205	36	d	d	PROPN
eurjchem-463	205	37	,	,	PUNCT
eurjchem-463	205	38	1h	1h	NUM
eurjchem-463	205	39	)	)	PUNCT
eurjchem-463	205	40	,	,	PUNCT
eurjchem-463	205	41	8.45	8.45	NUM
eurjchem-463	205	42	(	(	PUNCT
eurjchem-463	205	43	d	d	PROPN
eurjchem-463	205	44	,	,	PUNCT
eurjchem-463	205	45	1h	1h	NUM
eurjchem-463	205	46	)	)	PUNCT
eurjchem-463	205	47	,	,	PUNCT
eurjchem-463	205	48	8.64	8.64	NUM
eurjchem-463	205	49	(	(	PUNCT
eurjchem-463	205	50	d	d	PROPN
eurjchem-463	205	51	,	,	PUNCT
eurjchem-463	205	52	1h	1h	NUM
eurjchem-463	205	53	)	)	PUNCT
eurjchem-463	205	54	,	,	PUNCT
eurjchem-463	205	55	8.87	8.87	NUM
eurjchem-463	205	56	(	(	PUNCT
eurjchem-463	205	57	d	d	PROPN
eurjchem-463	205	58	,	,	PUNCT
eurjchem-463	205	59	1h	1h	NUM
eurjchem-463	205	60	)	)	PUNCT
eurjchem-463	205	61	,	,	PUNCT
eurjchem-463	205	62	9.63	9.63	NUM
eurjchem-463	205	63	(	(	PUNCT
eurjchem-463	205	64	d	d	PROPN
eurjchem-463	205	65	,	,	PUNCT
eurjchem-463	205	66	1h	1h	NUM
eurjchem-463	205	67	)	)	PUNCT
eurjchem-463	205	68	.	.	PUNCT
eurjchem-463	206	1	anal	anal	PROPN
eurjchem-463	206	2	.	.	PUNCT
eurjchem-463	206	3	calcd	calcd	NOUN
eurjchem-463	206	4	.	.	PUNCT
eurjchem-463	207	1	for	for	ADP
eurjchem-463	207	2	c11h9n5	c11h9n5	PROPN
eurjchem-463	207	3	(	(	PUNCT
eurjchem-463	207	4	211.22	211.22	NUM
eurjchem-463	207	5	):	):	PUNCT
eurjchem-463	207	6	c	c	X
eurjchem-463	207	7	,	,	PUNCT
eurjchem-463	207	8	62.55	62.55	NUM
eurjchem-463	207	9	;	;	PUNCT
eurjchem-463	207	10	h	h	X
eurjchem-463	207	11	,	,	PUNCT
eurjchem-463	207	12	4.29	4.29	NUM
eurjchem-463	207	13	;	;	PUNCT
eurjchem-463	207	14	n	n	CCONJ
eurjchem-463	207	15	,	,	PUNCT
eurjchem-463	207	16	33.16	33.16	NUM
eurjchem-463	207	17	.	.	PUNCT
eurjchem-463	207	18	found	find	VERB
eurjchem-463	207	19	:	:	PUNCT
eurjchem-463	208	1	c	c	X
eurjchem-463	208	2	,	,	PUNCT
eurjchem-463	208	3	62.35	62.35	NUM
eurjchem-463	208	4	;	;	PUNCT
eurjchem-463	208	5	h	h	NOUN
eurjchem-463	208	6	,	,	PUNCT
eurjchem-463	208	7	4.12	4.12	NUM
eurjchem-463	208	8	;	;	PUNCT
eurjchem-463	208	9	n	n	CCONJ
eurjchem-463	208	10	,	,	PUNCT
eurjchem-463	208	11	33.32	33.32	NUM
eurjchem-463	208	12	%	%	NOUN
eurjchem-463	208	13	.	.	PUNCT
eurjchem-463	209	1	3	3	X
eurjchem-463	209	2	.	.	NOUN
eurjchem-463	209	3	results	result	NOUN
eurjchem-463	209	4	and	and	CCONJ
eurjchem-463	209	5	discussion	discussion	NOUN
eurjchem-463	209	6	2‐acetylpyridine	2‐acetylpyridine	NUM
eurjchem-463	209	7	reacted	react	VERB
eurjchem-463	209	8	with	with	ADP
eurjchem-463	209	9	ethyl	ethyl	PROPN
eurjchem-463	209	10	formate	formate	NOUN
eurjchem-463	209	11	in	in	ADP
eurjchem-463	209	12	dry	dry	ADJ
eurjchem-463	209	13	ether	ether	NOUN
eurjchem-463	209	14	containing	contain	VERB
eurjchem-463	209	15	sodium	sodium	NOUN
eurjchem-463	209	16	methoxide	methoxide	NOUN
eurjchem-463	209	17	to	to	PART
eurjchem-463	209	18	give	give	VERB
eurjchem-463	209	19	sodium	sodium	NOUN
eurjchem-463	209	20	salt	salt	NOUN
eurjchem-463	209	21	of	of	ADP
eurjchem-463	209	22	3‐hydroxy‐	3‐hydroxy‐	NUM
eurjchem-463	209	23	1‐(pyridin‐2‐yl)prop‐2‐en‐1‐one	1‐(pyridin‐2‐yl)prop‐2‐en‐1‐one	NUM
eurjchem-463	209	24	(	(	PUNCT
eurjchem-463	209	25	2	2	NUM
eurjchem-463	209	26	)	)	PUNCT
eurjchem-463	209	27	.	.	PUNCT
eurjchem-463	210	1	structure	structure	NOUN
eurjchem-463	210	2	2	2	NUM
eurjchem-463	210	3	was	be	AUX
eurjchem-463	210	4	confirmed	confirm	VERB
eurjchem-463	210	5	by	by	ADP
eurjchem-463	210	6	chemical	chemical	ADJ
eurjchem-463	210	7	transformation	transformation	NOUN
eurjchem-463	210	8	.	.	PUNCT
eurjchem-463	211	1	thus	thus	ADV
eurjchem-463	211	2	,	,	PUNCT
eurjchem-463	211	3	treatment	treatment	NOUN
eurjchem-463	211	4	of	of	ADP
eurjchem-463	211	5	cynothioacetamide	cynothioacetamide	NOUN
eurjchem-463	211	6	with	with	ADP
eurjchem-463	211	7	2	2	NUM
eurjchem-463	211	8	in	in	ADP
eurjchem-463	211	9	piperidenium	piperidenium	ADJ
eurjchem-463	211	10	acetate	acetate	NOUN
eurjchem-463	211	11	gave	give	VERB
eurjchem-463	211	12	2‐(2‐	2‐(2‐	PROPN
eurjchem-463	212	1	(	(	PUNCT
eurjchem-463	212	2	3‐cyano‐6‐(pyridin‐2‐yl)pyridin‐2‐yl)disulfanyl)‐6‐(pyridin‐2‐	3‐cyano‐6‐(pyridin‐2‐yl)pyridin‐2‐yl)disulfanyl)‐6‐(pyridin‐2‐	NUM
eurjchem-463	212	3	yl)pyridine‐3‐carbonitrile	yl)pyridine‐3‐carbonitrile	ADP
eurjchem-463	212	4	(	(	PUNCT
eurjchem-463	212	5	3	3	X
eurjchem-463	212	6	)	)	PUNCT
eurjchem-463	212	7	based	base	VERB
eurjchem-463	212	8	on	on	ADP
eurjchem-463	212	9	elemental	elemental	ADJ
eurjchem-463	212	10	analysis	analysis	NOUN
eurjchem-463	212	11	and	and	CCONJ
eurjchem-463	212	12	spectral	spectral	ADJ
eurjchem-463	212	13	data	datum	NOUN
eurjchem-463	212	14	.	.	PUNCT
eurjchem-463	213	1	1h	1h	NUM
eurjchem-463	213	2	nmr	nmr	NOUN
eurjchem-463	213	3	spectrum	spectrum	NOUN
eurjchem-463	213	4	showed	show	VERB
eurjchem-463	213	5	signals	signal	NOUN
eurjchem-463	213	6	at	at	ADP
eurjchem-463	213	7	δ	δ	X
eurjchem-463	213	8	=	=	SYM
eurjchem-463	213	9	7.44	7.44	NUM
eurjchem-463	213	10	(	(	PUNCT
eurjchem-463	213	11	t	t	PROPN
eurjchem-463	213	12	)	)	PUNCT
eurjchem-463	213	13	,	,	PUNCT
eurjchem-463	213	14	7.48	7.48	NUM
eurjchem-463	213	15	(	(	PUNCT
eurjchem-463	213	16	m	m	PROPN
eurjchem-463	213	17	)	)	PUNCT
eurjchem-463	213	18	,	,	PUNCT
eurjchem-463	213	19	8.05	8.05	NUM
eurjchem-463	213	20	(	(	PUNCT
eurjchem-463	213	21	d	d	NOUN
eurjchem-463	213	22	)	)	PUNCT
eurjchem-463	213	23	,	,	PUNCT
eurjchem-463	213	24	8.45	8.45	NUM
eurjchem-463	213	25	(	(	PUNCT
eurjchem-463	213	26	d	d	NOUN
eurjchem-463	213	27	)	)	PUNCT
eurjchem-463	213	28	,	,	PUNCT
eurjchem-463	213	29	8.66	8.66	NUM
eurjchem-463	213	30	(	(	PUNCT
eurjchem-463	213	31	d	d	NOUN
eurjchem-463	213	32	)	)	PUNCT
eurjchem-463	213	33	as	as	ADP
eurjchem-463	213	34	ratio	ratio	NOUN
eurjchem-463	213	35	1	1	NUM
eurjchem-463	213	36	:	:	SYM
eurjchem-463	213	37	1	1	NUM
eurjchem-463	213	38	:	:	SYM
eurjchem-463	213	39	1	1	NUM
eurjchem-463	213	40	2	2	NUM
eurjchem-463	213	41	:	:	SYM
eurjchem-463	213	42	1	1	NUM
eurjchem-463	213	43	.	.	X
eurjchem-463	213	44	ir	ir	PROPN
eurjchem-463	213	45	spectrum	spectrum	PROPN
eurjchem-463	213	46	revealed	reveal	VERB
eurjchem-463	213	47	band	band	NOUN
eurjchem-463	213	48	at	at	ADP
eurjchem-463	213	49	3054	3054	NUM
eurjchem-463	213	50	(	(	PUNCT
eurjchem-463	213	51	ch	ch	NOUN
eurjchem-463	213	52	,	,	PUNCT
eurjchem-463	213	53	aromatic	aromatic	NOUN
eurjchem-463	213	54	)	)	PUNCT
eurjchem-463	213	55	,	,	PUNCT
eurjchem-463	213	56	2219	2219	NUM
eurjchem-463	213	57	(	(	PUNCT
eurjchem-463	213	58	cn	cn	PROPN
eurjchem-463	213	59	)	)	PUNCT
eurjchem-463	213	60	group	group	NOUN
eurjchem-463	213	61	and	and	CCONJ
eurjchem-463	213	62	its	its	PRON
eurjchem-463	213	63	mass	mass	NOUN
eurjchem-463	213	64	spectrum	spectrum	NOUN
eurjchem-463	213	65	showed	show	VERB
eurjchem-463	213	66	peak	peak	NOUN
eurjchem-463	213	67	at	at	ADP
eurjchem-463	213	68	m	m	PROPN
eurjchem-463	213	69	/	/	SYM
eurjchem-463	213	70	z	z	NOUN
eurjchem-463	213	71	=	=	SYM
eurjchem-463	213	72	425	425	NUM
eurjchem-463	213	73	(	(	PUNCT
eurjchem-463	213	74	0.6	0.6	NUM
eurjchem-463	213	75	,	,	PUNCT
eurjchem-463	213	76	m+1	m+1	NUM
eurjchem-463	213	77	)	)	PUNCT
eurjchem-463	213	78	,	,	PUNCT
eurjchem-463	213	79	424	424	NUM
eurjchem-463	213	80	(	(	PUNCT
eurjchem-463	213	81	1.7	1.7	NUM
eurjchem-463	213	82	%	%	NOUN
eurjchem-463	213	83	,	,	PUNCT
eurjchem-463	213	84	m	m	PROPN
eurjchem-463	213	85	)	)	PUNCT
eurjchem-463	213	86	,	,	PUNCT
eurjchem-463	213	87	215	215	NUM
eurjchem-463	213	88	(	(	PUNCT
eurjchem-463	213	89	6.0	6.0	NUM
eurjchem-463	213	90	%	%	NOUN
eurjchem-463	213	91	)	)	PUNCT
eurjchem-463	213	92	,	,	PUNCT
eurjchem-463	213	93	214	214	NUM
eurjchem-463	213	94	(	(	PUNCT
eurjchem-463	213	95	16.5	16.5	NUM
eurjchem-463	213	96	%	%	NOUN
eurjchem-463	213	97	)	)	PUNCT
eurjchem-463	213	98	,	,	PUNCT
eurjchem-463	213	99	213	213	NUM
eurjchem-463	213	100	(	(	PUNCT
eurjchem-463	213	101	100	100	NUM
eurjchem-463	213	102	%	%	NOUN
eurjchem-463	213	103	,	,	PUNCT
eurjchem-463	213	104	0.5	0.5	NUM
eurjchem-463	213	105	)	)	PUNCT
eurjchem-463	213	106	,	,	PUNCT
eurjchem-463	213	107	212	212	NUM
eurjchem-463	213	108	(	(	PUNCT
eurjchem-463	213	109	25.7	25.7	NUM
eurjchem-463	213	110	%	%	NOUN
eurjchem-463	213	111	)	)	PUNCT
eurjchem-463	213	112	,	,	PUNCT
eurjchem-463	213	113	169	169	NUM
eurjchem-463	213	114	(	(	PUNCT
eurjchem-463	213	115	49.2	49.2	NUM
eurjchem-463	213	116	%	%	NOUN
eurjchem-463	213	117	)	)	PUNCT
eurjchem-463	213	118	,	,	PUNCT
eurjchem-463	213	119	79	79	NUM
eurjchem-463	213	120	(	(	PUNCT
eurjchem-463	213	121	10	10	NUM
eurjchem-463	213	122	%	%	NOUN
eurjchem-463	213	123	)	)	PUNCT
eurjchem-463	213	124	,	,	PUNCT
eurjchem-463	213	125	78	78	NUM
eurjchem-463	213	126	(	(	PUNCT
eurjchem-463	213	127	33.5	33.5	NUM
eurjchem-463	213	128	%	%	NOUN
eurjchem-463	213	129	)	)	PUNCT
eurjchem-463	214	1	and	and	CCONJ
eurjchem-463	214	2	x‐ray	x‐ray	PROPN
eurjchem-463	214	3	single	single	ADJ
eurjchem-463	214	4	crystal	crystal	NOUN
eurjchem-463	214	5	showed	show	VERB
eurjchem-463	214	6	in	in	ADP
eurjchem-463	214	7	figure	figure	NOUN
eurjchem-463	214	8	1	1	NUM
eurjchem-463	214	9	.	.	PUNCT
eurjchem-463	215	1	compound	compound	NOUN
eurjchem-463	215	2	3	3	NUM
eurjchem-463	215	3	reacted	react	VERB
eurjchem-463	215	4	with	with	ADP
eurjchem-463	215	5	ethyl	ethyl	PROPN
eurjchem-463	215	6	chloroacetate	chloroacetate	NOUN
eurjchem-463	215	7	in	in	ADP
eurjchem-463	215	8	n	n	CCONJ
eurjchem-463	215	9	,	,	PUNCT
eurjchem-463	215	10	n‐	n‐	NOUN
eurjchem-463	215	11	dimethylformamide	dimethylformamide	NOUN
eurjchem-463	215	12	in	in	ADP
eurjchem-463	215	13	presence	presence	NOUN
eurjchem-463	215	14	of	of	ADP
eurjchem-463	215	15	potassium	potassium	NOUN
eurjchem-463	215	16	hydroxides	hydroxide	NOUN
eurjchem-463	215	17	to	to	PART
eurjchem-463	215	18	give	give	VERB
eurjchem-463	215	19	ethyl	ethyl	PROPN
eurjchem-463	215	20	3‐amino‐6‐(2‐pyridyl)thieno[2,3‐b]pyridine‐2‐	3‐amino‐6‐(2‐pyridyl)thieno[2,3‐b]pyridine‐2‐	NUM
eurjchem-463	215	21	carboxylate	carboxylate	NOUN
eurjchem-463	215	22	(	(	PUNCT
eurjchem-463	215	23	4	4	NUM
eurjchem-463	215	24	)	)	PUNCT
eurjchem-463	215	25	(	(	PUNCT
eurjchem-463	215	26	scheme	scheme	NOUN
eurjchem-463	215	27	1	1	NUM
eurjchem-463	215	28	)	)	PUNCT
eurjchem-463	215	29	.	.	PUNCT
eurjchem-463	216	1	structure	structure	NOUN
eurjchem-463	216	2	4	4	NUM
eurjchem-463	216	3	was	be	AUX
eurjchem-463	216	4	confirmed	confirm	VERB
eurjchem-463	216	5	by	by	ADP
eurjchem-463	216	6	elemental	elemental	ADJ
eurjchem-463	216	7	analysis	analysis	NOUN
eurjchem-463	216	8	and	and	CCONJ
eurjchem-463	216	9	spectral	spectral	ADJ
eurjchem-463	216	10	data	datum	NOUN
eurjchem-463	216	11	.	.	PUNCT
eurjchem-463	217	1	also	also	ADV
eurjchem-463	217	2	,	,	PUNCT
eurjchem-463	217	3	treatment	treatment	NOUN
eurjchem-463	217	4	of	of	ADP
eurjchem-463	217	5	2	2	NUM
eurjchem-463	217	6	with	with	ADP
eurjchem-463	217	7	3‐amino‐4‐phenylpyrazole	3‐amino‐4‐phenylpyrazole	NUM
eurjchem-463	217	8	in	in	ADP
eurjchem-463	217	9	piperidenium	piperidenium	ADJ
eurjchem-463	217	10	acetate	acetate	NOUN
eurjchem-463	217	11	yielded	yield	VERB
eurjchem-463	217	12	3‐phenyl‐7‐(pyridin‐2‐	3‐phenyl‐7‐(pyridin‐2‐	NUM
eurjchem-463	217	13	yl)pyrazolo[1,5‐a]pyrimidine	yl)pyrazolo[1,5‐a]pyrimidine	NOUN
eurjchem-463	217	14	(	(	PUNCT
eurjchem-463	217	15	9	9	NUM
eurjchem-463	217	16	)	)	PUNCT
eurjchem-463	217	17	(	(	PUNCT
eurjchem-463	217	18	scheme	scheme	NOUN
eurjchem-463	217	19	2	2	NUM
eurjchem-463	217	20	)	)	PUNCT
eurjchem-463	217	21	.	.	PUNCT
eurjchem-463	218	1	structure	structure	NOUN
eurjchem-463	218	2	of	of	ADP
eurjchem-463	218	3	9	9	NUM
eurjchem-463	218	4	was	be	AUX
eurjchem-463	218	5	established	establish	VERB
eurjchem-463	218	6	on	on	ADP
eurjchem-463	218	7	the	the	DET
eurjchem-463	218	8	basis	basis	NOUN
eurjchem-463	218	9	of	of	ADP
eurjchem-463	218	10	their	their	PRON
eurjchem-463	218	11	elemental	elemental	ADJ
eurjchem-463	218	12	analysis	analysis	NOUN
eurjchem-463	218	13	,	,	PUNCT
eurjchem-463	218	14	spectral	spectral	ADJ
eurjchem-463	218	15	data	datum	NOUN
eurjchem-463	218	16	and	and	CCONJ
eurjchem-463	218	17	alternative	alternative	ADJ
eurjchem-463	218	18	synthetic	synthetic	ADJ
eurjchem-463	218	19	routes	route	NOUN
eurjchem-463	218	20	.	.	PUNCT
eurjchem-463	219	1	1h	1h	NUM
eurjchem-463	219	2	nmr	nmr	NOUN
eurjchem-463	219	3	spectrum	spectrum	NOUN
eurjchem-463	219	4	of	of	ADP
eurjchem-463	219	5	9	9	NUM
eurjchem-463	219	6	revealed	reveal	VERB
eurjchem-463	219	7	signals	signal	NOUN
eurjchem-463	219	8	at	at	ADP
eurjchem-463	219	9	δ	δ	X
eurjchem-463	219	10	=	=	PROPN
eurjchem-463	220	1	6.88	6.88	NUM
eurjchem-463	220	2	(	(	PUNCT
eurjchem-463	220	3	d	d	PROPN
eurjchem-463	220	4	,	,	PUNCT
eurjchem-463	220	5	2h	2h	NUM
eurjchem-463	220	6	,	,	PUNCT
eurjchem-463	220	7	j	j	PROPN
eurjchem-463	220	8	=	=	SYM
eurjchem-463	220	9	8	8	NUM
eurjchem-463	220	10	hz	hz	VERB
eurjchem-463	220	11	,	,	PUNCT
eurjchem-463	220	12	arh	arh	PROPN
eurjchem-463	220	13	's	's	PART
eurjchem-463	220	14	)	)	PUNCT
eurjchem-463	220	15	,	,	PUNCT
eurjchem-463	220	16	7.38	7.38	NUM
eurjchem-463	220	17	(	(	PUNCT
eurjchem-463	220	18	d	d	PROPN
eurjchem-463	220	19	,	,	PUNCT
eurjchem-463	220	20	1h	1h	NUM
eurjchem-463	220	21	,	,	PUNCT
eurjchem-463	220	22	j	j	PROPN
eurjchem-463	220	23	=	=	SYM
eurjchem-463	220	24	8	8	NUM
eurjchem-463	220	25	hz	hz	NOUN
eurjchem-463	220	26	,	,	PUNCT
eurjchem-463	220	27	arh	arh	ADJ
eurjchem-463	220	28	)	)	PUNCT
eurjchem-463	220	29	,	,	PUNCT
eurjchem-463	220	30	7.56‐7.65	7.56‐7.65	NUM
eurjchem-463	220	31	(	(	PUNCT
eurjchem-463	220	32	m	m	PROPN
eurjchem-463	220	33	,	,	PUNCT
eurjchem-463	220	34	4h	4h	NUM
eurjchem-463	220	35	,	,	PUNCT
eurjchem-463	220	36	arh	arh	PROPN
eurjchem-463	220	37	's	's	PART
eurjchem-463	220	38	)	)	PUNCT
eurjchem-463	220	39	,	,	PUNCT
eurjchem-463	220	40	7.88	7.88	NUM
eurjchem-463	220	41	(	(	PUNCT
eurjchem-463	220	42	m	m	PROPN
eurjchem-463	220	43	,	,	PUNCT
eurjchem-463	220	44	1h	1h	NUM
eurjchem-463	220	45	,	,	PUNCT
eurjchem-463	220	46	arh	arh	PROPN
eurjchem-463	220	47	)	)	PUNCT
eurjchem-463	220	48	,	,	PUNCT
eurjchem-463	220	49	8.21	8.21	NUM
eurjchem-463	220	50	(	(	PUNCT
eurjchem-463	220	51	s	s	PROPN
eurjchem-463	220	52	,	,	PUNCT
eurjchem-463	220	53	1h	1h	NUM
eurjchem-463	220	54	,	,	PUNCT
eurjchem-463	220	55	pyrazole	pyrazole	NOUN
eurjchem-463	220	56	h‐5	h‐5	ADJ
eurjchem-463	220	57	)	)	PUNCT
eurjchem-463	220	58	,	,	PUNCT
eurjchem-463	220	59	8.62	8.62	NUM
eurjchem-463	220	60	(	(	PUNCT
eurjchem-463	220	61	d	d	PROPN
eurjchem-463	220	62	,	,	PUNCT
eurjchem-463	220	63	1h	1h	NUM
eurjchem-463	220	64	,	,	PUNCT
eurjchem-463	220	65	j	j	PROPN
eurjchem-463	220	66	=	=	SYM
eurjchem-463	220	67	8	8	NUM
eurjchem-463	220	68	hz	hz	VERB
eurjchem-463	220	69	,	,	PUNCT
eurjchem-463	220	70	arh	arh	PROPN
eurjchem-463	220	71	's	's	PART
eurjchem-463	220	72	)	)	PUNCT
eurjchem-463	220	73	,	,	PUNCT
eurjchem-463	220	74	8.75	8.75	NUM
eurjchem-463	220	75	(	(	PUNCT
eurjchem-463	220	76	d	d	PROPN
eurjchem-463	220	77	,	,	PUNCT
eurjchem-463	220	78	1h	1h	NUM
eurjchem-463	220	79	,	,	PUNCT
eurjchem-463	220	80	j	j	PROPN
eurjchem-463	220	81	=	=	SYM
eurjchem-463	220	82	8	8	NUM
eurjchem-463	220	83	hz	hz	VERB
eurjchem-463	220	84	,	,	PUNCT
eurjchem-463	220	85	arh	arh	PROPN
eurjchem-463	220	86	's	's	PART
eurjchem-463	220	87	)	)	PUNCT
eurjchem-463	220	88	,	,	PUNCT
eurjchem-463	220	89	8.93	8.93	NUM
eurjchem-463	220	90	(	(	PUNCT
eurjchem-463	220	91	s	s	PROPN
eurjchem-463	220	92	,	,	PUNCT
eurjchem-463	220	93	1h	1h	NUM
eurjchem-463	220	94	,	,	PUNCT
eurjchem-463	220	95	pyrimidine	pyrimidine	NOUN
eurjchem-463	220	96	h‐4	h‐4	NOUN
eurjchem-463	220	97	)	)	PUNCT
eurjchem-463	220	98	.	.	PUNCT
eurjchem-463	221	1	thus	thus	ADV
eurjchem-463	221	2	,	,	PUNCT
eurjchem-463	221	3	treatment	treatment	NOUN
eurjchem-463	221	4	of	of	ADP
eurjchem-463	221	5	3‐(dimethylamino)‐1‐(pyridin‐2‐	3‐(dimethylamino)‐1‐(pyridin‐2‐	NUM
eurjchem-463	221	6	yl)prop‐2‐en‐1‐one	yl)prop‐2‐en‐1‐one	X
eurjchem-463	221	7	(	(	PUNCT
eurjchem-463	221	8	11	11	NUM
eurjchem-463	221	9	)	)	PUNCT
eurjchem-463	221	10	with	with	ADP
eurjchem-463	221	11	3‐amino‐4‐phenylpyrazole	3‐amino‐4‐phenylpyrazole	NUM
eurjchem-463	221	12	in	in	ADP
eurjchem-463	221	13	boiling	boiling	NOUN
eurjchem-463	221	14	ethanol	ethanol	NOUN
eurjchem-463	221	15	gave	give	VERB
eurjchem-463	221	16	product	product	NOUN
eurjchem-463	221	17	identical	identical	ADJ
eurjchem-463	221	18	in	in	ADP
eurjchem-463	221	19	all	all	DET
eurjchem-463	221	20	respects	respect	NOUN
eurjchem-463	221	21	(	(	PUNCT
eurjchem-463	221	22	m.p	m.p	PROPN
eurjchem-463	221	23	.	.	PROPN
eurjchem-463	221	24	,	,	PUNCT
eurjchem-463	221	25	mixed	mixed	ADJ
eurjchem-463	221	26	m.p	m.p	PROPN
eurjchem-463	221	27	.	.	PROPN
eurjchem-463	221	28	,	,	PUNCT
eurjchem-463	221	29	and	and	CCONJ
eurjchem-463	221	30	spectra	spectra	NOUN
eurjchem-463	221	31	)	)	PUNCT
eurjchem-463	221	32	with	with	ADP
eurjchem-463	221	33	9	9	NUM
eurjchem-463	221	34	.	.	PUNCT
eurjchem-463	222	1	more	more	ADJ
eurjchem-463	222	2	evidence	evidence	NOUN
eurjchem-463	222	3	on	on	ADP
eurjchem-463	222	4	the	the	DET
eurjchem-463	222	5	formation	formation	NOUN
eurjchem-463	222	6	of	of	ADP
eurjchem-463	222	7	9	9	NUM
eurjchem-463	222	8	was	be	AUX
eurjchem-463	222	9	carried	carry	VERB
eurjchem-463	222	10	out	out	ADP
eurjchem-463	222	11	by	by	ADP
eurjchem-463	222	12	boiling	boiling	NOUN
eurjchem-463	222	13	of	of	ADP
eurjchem-463	222	14	n	n	CCONJ
eurjchem-463	222	15	,	,	PUNCT
eurjchem-463	222	16	n‐dimethyl‐n'‐	n‐dimethyl‐n'‐	PROPN
eurjchem-463	222	17	(	(	PUNCT
eurjchem-463	222	18	4‐phenyl‐1h‐pyrazol‐5‐yl)formamidine	4‐phenyl‐1h‐pyrazol‐5‐yl)formamidine	PROPN
eurjchem-463	222	19	(	(	PUNCT
eurjchem-463	222	20	10	10	NUM
eurjchem-463	222	21	)	)	PUNCT
eurjchem-463	222	22	with	with	ADP
eurjchem-463	222	23	2‐acetyl‐	2‐acetyl‐	NUM
eurjchem-463	222	24	pyridine	pyridine	NOUN
eurjchem-463	222	25	gave	give	VERB
eurjchem-463	222	26	product	product	NOUN
eurjchem-463	222	27	identical	identical	ADJ
eurjchem-463	222	28	in	in	ADP
eurjchem-463	222	29	all	all	DET
eurjchem-463	222	30	aspects	aspect	NOUN
eurjchem-463	222	31	(	(	PUNCT
eurjchem-463	222	32	m.p	m.p	PROPN
eurjchem-463	222	33	.	.	PROPN
eurjchem-463	222	34	,	,	PUNCT
eurjchem-463	222	35	mixed	mixed	ADJ
eurjchem-463	222	36	m.p	m.p	PROPN
eurjchem-463	222	37	.	.	PROPN
eurjchem-463	222	38	and	and	CCONJ
eurjchem-463	222	39	spectra	spectra	PROPN
eurjchem-463	222	40	)	)	PUNCT
eurjchem-463	222	41	with	with	ADP
eurjchem-463	222	42	9	9	NUM
eurjchem-463	222	43	.	.	PUNCT
eurjchem-463	222	44	figure	figure	NOUN
eurjchem-463	222	45	1	1	NUM
eurjchem-463	222	46	.	.	PUNCT
eurjchem-463	223	1	molecular	molecular	ADJ
eurjchem-463	223	2	structure	structure	NOUN
eurjchem-463	223	3	of	of	ADP
eurjchem-463	223	4	2‐(2‐(3‐cyano‐6‐(pyridin‐2‐yl)pyridin‐2‐	2‐(2‐(3‐cyano‐6‐(pyridin‐2‐yl)pyridin‐2‐	NUM
eurjchem-463	223	5	yl)disulfanyl)‐6‐(pyridin‐2‐yl)pyridine‐3‐carbonitrile	yl)disulfanyl)‐6‐(pyridin‐2‐yl)pyridine‐3‐carbonitrile	NOUN
eurjchem-463	223	6	(	(	PUNCT
eurjchem-463	223	7	3	3	NUM
eurjchem-463	223	8	)	)	PUNCT
eurjchem-463	223	9	showing	show	VERB
eurjchem-463	223	10	the	the	DET
eurjchem-463	223	11	atom	atom	NOUN
eurjchem-463	223	12	numbering	numbering	NOUN
eurjchem-463	223	13	scheme	scheme	NOUN
eurjchem-463	223	14	.	.	PUNCT
eurjchem-463	224	1	thermal	thermal	ADJ
eurjchem-463	224	2	ellipsoids	ellipsoid	NOUN
eurjchem-463	224	3	are	be	AUX
eurjchem-463	224	4	drawn	draw	VERB
eurjchem-463	224	5	at	at	ADP
eurjchem-463	224	6	the	the	DET
eurjchem-463	224	7	50	50	NUM
eurjchem-463	224	8	%	%	NOUN
eurjchem-463	224	9	probability	probability	NOUN
eurjchem-463	224	10	level	level	NOUN
eurjchem-463	224	11	.	.	PUNCT
eurjchem-463	225	1	mohamed	mohamed	PROPN
eurjchem-463	225	2	et	et	PROPN
eurjchem-463	225	3	al	al	PROPN
eurjchem-463	225	4	.	.	PUNCT
eurjchem-463	225	5	/	/	SYM
eurjchem-463	225	6	european	european	PROPN
eurjchem-463	225	7	journal	journal	PROPN
eurjchem-463	225	8	of	of	ADP
eurjchem-463	225	9	chemistry	chemistry	NOUN
eurjchem-463	225	10	2	2	NUM
eurjchem-463	225	11	(	(	PUNCT
eurjchem-463	225	12	4	4	NUM
eurjchem-463	225	13	)	)	PUNCT
eurjchem-463	225	14	(	(	PUNCT
eurjchem-463	225	15	2011	2011	NUM
eurjchem-463	225	16	)	)	PUNCT
eurjchem-463	225	17	509‐513	509‐513	NUM
eurjchem-463	225	18	513	513	NUM
eurjchem-463	225	19	scheme	scheme	NOUN
eurjchem-463	225	20	5	5	NUM
eurjchem-463	225	21	analogously	analogously	ADV
eurjchem-463	225	22	,	,	PUNCT
eurjchem-463	225	23	compound	compound	NOUN
eurjchem-463	225	24	2	2	NUM
eurjchem-463	225	25	reacted	react	VERB
eurjchem-463	225	26	with	with	ADP
eurjchem-463	225	27	the	the	DET
eurjchem-463	225	28	appropriate	appropriate	ADJ
eurjchem-463	225	29	3‐	3‐	NUM
eurjchem-463	225	30	amino‐4‐cyanopyrazole	amino‐4‐cyanopyrazole	NOUN
eurjchem-463	225	31	,	,	PUNCT
eurjchem-463	225	32	3‐aminotriazole	3‐aminotriazole	NUM
eurjchem-463	225	33	or	or	CCONJ
eurjchem-463	225	34	2‐aminobenzimi‐	2‐aminobenzimi‐	NUM
eurjchem-463	225	35	dazole	dazole	NOUN
eurjchem-463	225	36	gave	give	VERB
eurjchem-463	225	37	5‐(pyridin‐2‐yl)pyrazolo[1,5‐a]pyrimidine‐	5‐(pyridin‐2‐yl)pyrazolo[1,5‐a]pyrimidine‐	NUM
eurjchem-463	225	38	3‐carbonitrile	3‐carbonitrile	NUM
eurjchem-463	225	39	(	(	PUNCT
eurjchem-463	225	40	12	12	NUM
eurjchem-463	225	41	)	)	PUNCT
eurjchem-463	225	42	,	,	PUNCT
eurjchem-463	225	43	5‐(pyridin‐2‐yl)‐[1,2,4]triazolo[1,5‐	5‐(pyridin‐2‐yl)‐[1,2,4]triazolo[1,5‐	NUM
eurjchem-463	225	44	a	a	DET
eurjchem-463	225	45	]	]	X
eurjchem-463	225	46	pyrimidine	pyrimidine	NOUN
eurjchem-463	225	47	(	(	PUNCT
eurjchem-463	225	48	13	13	NUM
eurjchem-463	225	49	)	)	PUNCT
eurjchem-463	225	50	and	and	CCONJ
eurjchem-463	225	51	2‐(2‐pyridyl)‐4a‐hydropyrimidino[1,2‐	2‐(2‐pyridyl)‐4a‐hydropyrimidino[1,2‐	NUM
eurjchem-463	225	52	a	a	DET
eurjchem-463	225	53	]	]	X
eurjchem-463	225	54	benzimidazole	benzimidazole	NOUN
eurjchem-463	225	55	(	(	PUNCT
eurjchem-463	225	56	14	14	NUM
eurjchem-463	225	57	)	)	PUNCT
eurjchem-463	225	58	,	,	PUNCT
eurjchem-463	225	59	respectively	respectively	ADV
eurjchem-463	225	60	(	(	PUNCT
eurjchem-463	225	61	scheme	scheme	NOUN
eurjchem-463	225	62	3	3	NUM
eurjchem-463	225	63	)	)	PUNCT
eurjchem-463	225	64	.	.	PUNCT
eurjchem-463	226	1	meanwhile	meanwhile	ADV
eurjchem-463	226	2	,	,	PUNCT
eurjchem-463	226	3	sodium	sodium	NOUN
eurjchem-463	226	4	salt	salt	NOUN
eurjchem-463	226	5	of	of	ADP
eurjchem-463	226	6	3‐hydroxy‐1‐(pyridin‐3‐yl)prop‐	3‐hydroxy‐1‐(pyridin‐3‐yl)prop‐	NUM
eurjchem-463	226	7	2‐en‐1‐one	2‐en‐1‐one	NUM
eurjchem-463	226	8	(	(	PUNCT
eurjchem-463	226	9	15	15	NUM
eurjchem-463	226	10	)	)	PUNCT
eurjchem-463	226	11	,	,	PUNCT
eurjchem-463	226	12	which	which	PRON
eurjchem-463	226	13	prepared	prepare	VERB
eurjchem-463	226	14	from	from	ADP
eurjchem-463	226	15	3‐acetylpyridine	3‐acetylpyridine	NUM
eurjchem-463	226	16	and	and	CCONJ
eurjchem-463	226	17	ethyl	ethyl	PROPN
eurjchem-463	226	18	formate	formate	NOUN
eurjchem-463	226	19	in	in	ADP
eurjchem-463	226	20	sodium	sodium	NOUN
eurjchem-463	226	21	methoxide	methoxide	NOUN
eurjchem-463	226	22	solution	solution	NOUN
eurjchem-463	226	23	,	,	PUNCT
eurjchem-463	226	24	reacted	react	VERB
eurjchem-463	226	25	with	with	ADP
eurjchem-463	226	26	each	each	PRON
eurjchem-463	226	27	of	of	ADP
eurjchem-463	226	28	cyanoacetamide	cyanoacetamide	NOUN
eurjchem-463	226	29	and	and	CCONJ
eurjchem-463	226	30	cynothioacetamide	cynothioacetamide	VERB
eurjchem-463	226	31	to	to	PART
eurjchem-463	226	32	give	give	VERB
eurjchem-463	226	33	and	and	CCONJ
eurjchem-463	226	34	1,2‐	1,2‐	NUM
eurjchem-463	226	35	dihydro‐2‐oxo‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	dihydro‐2‐oxo‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	NOUN
eurjchem-463	226	36	(	(	PUNCT
eurjchem-463	226	37	16	16	NUM
eurjchem-463	226	38	)	)	PUNCT
eurjchem-463	226	39	and	and	CCONJ
eurjchem-463	226	40	2‐mercapto‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	2‐mercapto‐6‐(pyridin‐3‐yl)pyridine‐3‐carbonitrile	NUM
eurjchem-463	226	41	(	(	PUNCT
eurjchem-463	226	42	17	17	NUM
eurjchem-463	226	43	)	)	PUNCT
eurjchem-463	226	44	,	,	PUNCT
eurjchem-463	226	45	respectively	respectively	ADV
eurjchem-463	226	46	(	(	PUNCT
eurjchem-463	226	47	scheme	scheme	NOUN
eurjchem-463	226	48	4	4	NUM
eurjchem-463	226	49	)	)	PUNCT
eurjchem-463	226	50	.	.	PUNCT
eurjchem-463	227	1	compounds	compound	VERB
eurjchem-463	227	2	16	16	NUM
eurjchem-463	227	3	and	and	CCONJ
eurjchem-463	227	4	17	17	NUM
eurjchem-463	227	5	were	be	AUX
eurjchem-463	227	6	confirmed	confirm	VERB
eurjchem-463	227	7	by	by	ADP
eurjchem-463	227	8	elemental	elemental	ADJ
eurjchem-463	227	9	analysis	analysis	NOUN
eurjchem-463	227	10	,	,	PUNCT
eurjchem-463	227	11	spectral	spectral	ADJ
eurjchem-463	227	12	data	datum	NOUN
eurjchem-463	227	13	and	and	CCONJ
eurjchem-463	227	14	chemical	chemical	NOUN
eurjchem-463	227	15	transformation	transformation	NOUN
eurjchem-463	227	16	.	.	PUNCT
eurjchem-463	228	1	thus	thus	ADV
eurjchem-463	228	2	,	,	PUNCT
eurjchem-463	228	3	1h	1h	NUM
eurjchem-463	228	4	nmr	nmr	NOUN
eurjchem-463	228	5	spectrum	spectrum	NOUN
eurjchem-463	228	6	of	of	ADP
eurjchem-463	228	7	17	17	NUM
eurjchem-463	228	8	showed	show	VERB
eurjchem-463	228	9	δ	δ	X
eurjchem-463	228	10	=	=	PROPN
eurjchem-463	228	11	5.92	5.92	NUM
eurjchem-463	228	12	(	(	PUNCT
eurjchem-463	228	13	s	s	PROPN
eurjchem-463	228	14	,	,	PUNCT
eurjchem-463	228	15	1h	1h	NUM
eurjchem-463	228	16	,	,	PUNCT
eurjchem-463	228	17	sh	sh	PROPN
eurjchem-463	228	18	)	)	PUNCT
eurjchem-463	228	19	,	,	PUNCT
eurjchem-463	228	20	7.01‐7.08	7.01‐7.08	NUM
eurjchem-463	228	21	(	(	PUNCT
eurjchem-463	228	22	d	d	PROPN
eurjchem-463	228	23	,	,	PUNCT
eurjchem-463	228	24	1h	1h	NUM
eurjchem-463	228	25	)	)	PUNCT
eurjchem-463	228	26	,	,	PUNCT
eurjchem-463	228	27	7.86‐7.90	7.86‐7.90	NUM
eurjchem-463	228	28	(	(	PUNCT
eurjchem-463	228	29	m	m	PROPN
eurjchem-463	228	30	,	,	PUNCT
eurjchem-463	228	31	1h	1h	NUM
eurjchem-463	228	32	)	)	PUNCT
eurjchem-463	228	33	,	,	PUNCT
eurjchem-463	228	34	8.00‐8.04	8.00‐8.04	NUM
eurjchem-463	228	35	(	(	PUNCT
eurjchem-463	228	36	m	m	PROPN
eurjchem-463	228	37	,	,	PUNCT
eurjchem-463	228	38	1h	1h	NUM
eurjchem-463	228	39	)	)	PUNCT
eurjchem-463	228	40	,	,	PUNCT
eurjchem-463	228	41	8.29‐8.33	8.29‐8.33	NUM
eurjchem-463	228	42	(	(	PUNCT
eurjchem-463	228	43	d	d	PROPN
eurjchem-463	228	44	,	,	PUNCT
eurjchem-463	228	45	1h	1h	NUM
eurjchem-463	228	46	)	)	PUNCT
eurjchem-463	228	47	,	,	PUNCT
eurjchem-463	228	48	8.72‐8.76	8.72‐8.76	PROPN
eurjchem-463	228	49	(	(	PUNCT
eurjchem-463	228	50	d	d	PROPN
eurjchem-463	228	51	,	,	PUNCT
eurjchem-463	228	52	1h	1h	NUM
eurjchem-463	228	53	)	)	PUNCT
eurjchem-463	228	54	,	,	PUNCT
eurjchem-463	228	55	9.26‐9.26	9.26‐9.26	NUM
eurjchem-463	228	56	(	(	PUNCT
eurjchem-463	228	57	d	d	NOUN
eurjchem-463	228	58	,	,	PUNCT
eurjchem-463	228	59	1h	1h	NUM
eurjchem-463	228	60	)	)	PUNCT
eurjchem-463	228	61	ppm	ppm	NOUN
eurjchem-463	228	62	.	.	PUNCT
eurjchem-463	229	1	its	its	PRON
eurjchem-463	229	2	ir	ir	PROPN
eurjchem-463	229	3	spectrum	spectrum	NOUN
eurjchem-463	229	4	revealed	reveal	VERB
eurjchem-463	229	5	bands	band	NOUN
eurjchem-463	229	6	at	at	ADP
eurjchem-463	229	7	2217	2217	NUM
eurjchem-463	229	8	(	(	PUNCT
eurjchem-463	229	9	cn	cn	PROPN
eurjchem-463	229	10	group	group	PROPN
eurjchem-463	229	11	)	)	PUNCT
eurjchem-463	229	12	.	.	PUNCT
eurjchem-463	230	1	on	on	ADP
eurjchem-463	230	2	the	the	DET
eurjchem-463	230	3	other	other	ADJ
eurjchem-463	230	4	hand	hand	NOUN
eurjchem-463	230	5	,	,	PUNCT
eurjchem-463	230	6	treatment	treatment	NOUN
eurjchem-463	230	7	of	of	ADP
eurjchem-463	230	8	17	17	NUM
eurjchem-463	230	9	with	with	ADP
eurjchem-463	230	10	each	each	PRON
eurjchem-463	230	11	of	of	ADP
eurjchem-463	230	12	ethyl	ethyl	PROPN
eurjchem-463	230	13	chloroaceate	chloroaceate	PROPN
eurjchem-463	230	14	,	,	PUNCT
eurjchem-463	230	15	ω‐bromo	ω‐bromo	NOUN
eurjchem-463	230	16	acetophenone	acetophenone	NOUN
eurjchem-463	230	17	,	,	PUNCT
eurjchem-463	230	18	chloroacetonitrile	chloroacetonitrile	NOUN
eurjchem-463	230	19	or	or	CCONJ
eurjchem-463	230	20	iodomethane	iodomethane	NOUN
eurjchem-463	230	21	afforded	afford	VERB
eurjchem-463	230	22	ethyl	ethyl	PROPN
eurjchem-463	230	23	3‐amino‐6‐(pyridin‐3‐yl)thieno	3‐amino‐6‐(pyridin‐3‐yl)thieno	PROPN
eurjchem-463	231	1	[	[	X
eurjchem-463	231	2	2,3‐b]pyridine‐2‐carboxylate	2,3‐b]pyridine‐2‐carboxylate	NUM
eurjchem-463	231	3	(	(	PUNCT
eurjchem-463	231	4	18	18	NUM
eurjchem-463	231	5	)	)	PUNCT
eurjchem-463	231	6	,	,	PUNCT
eurjchem-463	231	7	(	(	PUNCT
eurjchem-463	231	8	3‐amino‐6‐(pyridin‐3‐	3‐amino‐6‐(pyridin‐3‐	NUM
eurjchem-463	231	9	yl)thieno[2,3‐b]pyridin‐2‐yl)(phenyl)methanone	yl)thieno[2,3‐b]pyridin‐2‐yl)(phenyl)methanone	NOUN
eurjchem-463	231	10	(	(	PUNCT
eurjchem-463	231	11	19	19	NUM
eurjchem-463	231	12	)	)	PUNCT
eurjchem-463	231	13	,	,	PUNCT
eurjchem-463	231	14	3‐amino‐6‐(pyridin‐3‐yl)thieno[2,3‐b]pyridine‐2‐carbonitrile	3‐amino‐6‐(pyridin‐3‐yl)thieno[2,3‐b]pyridine‐2‐carbonitrile	NUM
eurjchem-463	231	15	(	(	PUNCT
eurjchem-463	231	16	20	20	NUM
eurjchem-463	231	17	)	)	PUNCT
eurjchem-463	231	18	and	and	CCONJ
eurjchem-463	231	19	2‐(methylthio)‐6‐(pyridin‐3‐yl)pyridine‐3‐carbo‐	2‐(methylthio)‐6‐(pyridin‐3‐yl)pyridine‐3‐carbo‐	NUM
eurjchem-463	231	20	nitrile	nitrile	ADJ
eurjchem-463	231	21	(	(	PUNCT
eurjchem-463	231	22	21	21	NUM
eurjchem-463	231	23	)	)	PUNCT
eurjchem-463	231	24	,	,	PUNCT
eurjchem-463	231	25	respectively	respectively	ADV
eurjchem-463	231	26	.	.	PUNCT
eurjchem-463	232	1	compound	compound	NOUN
eurjchem-463	232	2	21	21	NUM
eurjchem-463	232	3	could	could	AUX
eurjchem-463	232	4	be	be	AUX
eurjchem-463	232	5	proved	prove	VERB
eurjchem-463	232	6	via	via	ADP
eurjchem-463	232	7	the	the	DET
eurjchem-463	232	8	evolution	evolution	NOUN
eurjchem-463	232	9	of	of	ADP
eurjchem-463	232	10	methanethiol	methanethiol	NOUN
eurjchem-463	232	11	when	when	SCONJ
eurjchem-463	232	12	treated	treat	VERB
eurjchem-463	232	13	with	with	ADP
eurjchem-463	232	14	hydrazine	hydrazine	NOUN
eurjchem-463	232	15	hydrate	hydrate	NOUN
eurjchem-463	232	16	,	,	PUNCT
eurjchem-463	232	17	forming	form	VERB
eurjchem-463	232	18	the	the	DET
eurjchem-463	232	19	sulfur	sulfur	NOUN
eurjchem-463	232	20	free	free	ADJ
eurjchem-463	232	21	6‐(pyridin‐3‐yl)‐1h‐	6‐(pyridin‐3‐yl)‐1h‐	NUM
eurjchem-463	232	22	pyrazolo[3,4‐b]pyridin‐3‐amine	pyrazolo[3,4‐b]pyridin‐3‐amine	NOUN
eurjchem-463	232	23	(	(	PUNCT
eurjchem-463	232	24	22	22	NUM
eurjchem-463	232	25	)	)	PUNCT
eurjchem-463	232	26	.	.	PUNCT
eurjchem-463	233	1	finally	finally	ADV
eurjchem-463	233	2	,	,	PUNCT
eurjchem-463	233	3	treatment	treatment	NOUN
eurjchem-463	233	4	of	of	ADP
eurjchem-463	233	5	15	15	NUM
eurjchem-463	233	6	with	with	ADP
eurjchem-463	233	7	appropriate	appropriate	ADJ
eurjchem-463	233	8	3‐amino‐4‐	3‐amino‐4‐	NUM
eurjchem-463	233	9	phenylpyrazole	phenylpyrazole	NOUN
eurjchem-463	233	10	,	,	PUNCT
eurjchem-463	233	11	3‐amino‐4‐cyanopyrazole	3‐amino‐4‐cyanopyrazole	PROPN
eurjchem-463	233	12	,	,	PUNCT
eurjchem-463	233	13	3‐amino‐1,3,4‐	3‐amino‐1,3,4‐	NUM
eurjchem-463	233	14	triazole	triazole	NOUN
eurjchem-463	233	15	or	or	CCONJ
eurjchem-463	233	16	2‐aminobenzimidazole	2‐aminobenzimidazole	NUM
eurjchem-463	233	17	in	in	ADP
eurjchem-463	233	18	piperidenium	piperidenium	ADJ
eurjchem-463	233	19	acetate	acetate	NOUN
eurjchem-463	233	20	yielded	yield	VERB
eurjchem-463	233	21	3‐phenyl‐5‐(pyridin‐3‐yl)pyrazolo[1,5‐a]pyrimidine	3‐phenyl‐5‐(pyridin‐3‐yl)pyrazolo[1,5‐a]pyrimidine	NUM
eurjchem-463	233	22	(	(	PUNCT
eurjchem-463	233	23	23	23	NUM
eurjchem-463	233	24	)	)	PUNCT
eurjchem-463	233	25	,	,	PUNCT
eurjchem-463	233	26	5‐(pyridin‐3‐yl)pyrazolo[1,5‐a]pyrimidine‐3‐carbonitrile	5‐(pyridin‐3‐yl)pyrazolo[1,5‐a]pyrimidine‐3‐carbonitrile	PROPN
eurjchem-463	233	27	(	(	PUNCT
eurjchem-463	233	28	24	24	NUM
eurjchem-463	233	29	)	)	PUNCT
eurjchem-463	233	30	,	,	PUNCT
eurjchem-463	233	31	5‐(pyridin‐3‐yl)‐[1,2,4]triazolo[1,5‐a]pyrimidine	5‐(pyridin‐3‐yl)‐[1,2,4]triazolo[1,5‐a]pyrimidine	PROPN
eurjchem-463	233	32	(	(	PUNCT
eurjchem-463	233	33	25	25	NUM
eurjchem-463	233	34	)	)	PUNCT
eurjchem-463	233	35	,	,	PUNCT
eurjchem-463	233	36	and	and	CCONJ
eurjchem-463	233	37	2‐(3‐pyridyl)‐4a‐hydropyrimidino[1,2‐a]benzimidazole	2‐(3‐pyridyl)‐4a‐hydropyrimidino[1,2‐a]benzimidazole	NUM
eurjchem-463	233	38	(	(	PUNCT
eurjchem-463	233	39	26	26	NUM
eurjchem-463	233	40	)	)	PUNCT
eurjchem-463	233	41	,	,	PUNCT
eurjchem-463	233	42	respectively	respectively	ADV
eurjchem-463	233	43	(	(	PUNCT
eurjchem-463	233	44	scheme	scheme	NOUN
eurjchem-463	233	45	5	5	NUM
eurjchem-463	233	46	)	)	PUNCT
eurjchem-463	233	47	.	.	PUNCT
eurjchem-463	234	1	4	4	X
eurjchem-463	234	2	.	.	X
eurjchem-463	234	3	conclusion	conclusion	NOUN
eurjchem-463	234	4	the	the	DET
eurjchem-463	234	5	present	present	ADJ
eurjchem-463	234	6	study	study	NOUN
eurjchem-463	234	7	demonstrates	demonstrate	VERB
eurjchem-463	234	8	the	the	DET
eurjchem-463	234	9	synthesis	synthesis	NOUN
eurjchem-463	234	10	of	of	ADP
eurjchem-463	234	11	3‐amino‐	3‐amino‐	NUM
eurjchem-463	234	12	6‐(2‐pyridyl)thieno[2,3‐b]pyridine	6‐(2‐pyridyl)thieno[2,3‐b]pyridine	NUM
eurjchem-463	234	13	derivatives	derivative	NOUN
eurjchem-463	234	14	were	be	AUX
eurjchem-463	234	15	synt‐	synt‐	NOUN
eurjchem-463	234	16	hesized	hesize	VERB
eurjchem-463	234	17	via	via	ADP
eurjchem-463	234	18	reaction	reaction	NOUN
eurjchem-463	234	19	of	of	ADP
eurjchem-463	234	20	pyridine‐2‐thione	pyridine‐2‐thione	NUM
eurjchem-463	234	21	.	.	PUNCT
eurjchem-463	234	22	also	also	ADV
eurjchem-463	234	23	,	,	PUNCT
eurjchem-463	234	24	pyrazolo[1,5‐a	pyrazolo[1,5‐a	PROPN
eurjchem-463	234	25	]	]	PUNCT
eurjchem-463	234	26	pyrimidine	pyrimidine	NOUN
eurjchem-463	234	27	,	,	PUNCT
eurjchem-463	234	28	[	[	X
eurjchem-463	234	29	1,2,4]triazolo[1,5‐a]pyrimidine	1,2,4]triazolo[1,5‐a]pyrimidine	NOUN
eurjchem-463	234	30	and	and	CCONJ
eurjchem-463	234	31	pyrimido	pyrimido	ADJ
eurjchem-463	234	32	[	[	X
eurjchem-463	234	33	1,2‐	1,2‐	NUM
eurjchem-463	234	34	a]benzimidazole	a]benzimidazole	NOUN
eurjchem-463	234	35	were	be	AUX
eurjchem-463	234	36	synthesized	synthesize	VERB
eurjchem-463	234	37	by	by	ADP
eurjchem-463	234	38	reaction	reaction	NOUN
eurjchem-463	234	39	of	of	ADP
eurjchem-463	234	40	sodium	sodium	NOUN
eurjchem-463	234	41	salt	salt	NOUN
eurjchem-463	234	42	of	of	ADP
eurjchem-463	234	43	3‐hydroxy‐(1‐pyridin‐2‐yl)prop‐2‐en‐1‐one	3‐hydroxy‐(1‐pyridin‐2‐yl)prop‐2‐en‐1‐one	NUM
eurjchem-463	234	44	or	or	CCONJ
eurjchem-463	234	45	sodium	sodium	NOUN
eurjchem-463	234	46	salt	salt	NOUN
eurjchem-463	234	47	of	of	ADP
eurjchem-463	234	48	3‐hydroxy‐1‐(pyridin‐3‐yl)prop‐2‐en‐1‐one	3‐hydroxy‐1‐(pyridin‐3‐yl)prop‐2‐en‐1‐one	NUM
eurjchem-463	234	49	with	with	ADP
eurjchem-463	234	50	different	different	ADJ
eurjchem-463	234	51	heterocyclic	heterocyclic	ADJ
eurjchem-463	234	52	amines	amine	NOUN
eurjchem-463	234	53	in	in	ADP
eurjchem-463	234	54	piperidenium	piperidenium	ADJ
eurjchem-463	234	55	acetate	acetate	NOUN
eurjchem-463	234	56	.	.	PUNCT
eurjchem-463	235	1	supplementary	supplementary	ADJ
eurjchem-463	235	2	material	material	PROPN
eurjchem-463	235	3	ccdc‐828284	ccdc‐828284	PROPN
eurjchem-463	235	4	contains	contain	VERB
eurjchem-463	235	5	the	the	DET
eurjchem-463	235	6	supplementary	supplementary	ADJ
eurjchem-463	235	7	crystallographic	crystallographic	ADJ
eurjchem-463	235	8	data	datum	NOUN
eurjchem-463	235	9	for	for	ADP
eurjchem-463	235	10	this	this	DET
eurjchem-463	235	11	paper	paper	NOUN
eurjchem-463	235	12	.	.	PUNCT
eurjchem-463	236	1	these	these	DET
eurjchem-463	236	2	data	datum	NOUN
eurjchem-463	236	3	can	can	AUX
eurjchem-463	236	4	be	be	AUX
eurjchem-463	236	5	obtained	obtain	VERB
eurjchem-463	236	6	free	free	ADJ
eurjchem-463	236	7	of	of	ADP
eurjchem-463	236	8	charge	charge	NOUN
eurjchem-463	236	9	via	via	ADP
eurjchem-463	236	10	www.ccdc.cam.ac.uk/data_request/cif	www.ccdc.cam.ac.uk/data_request/cif	NOUN
eurjchem-463	236	11	,	,	PUNCT
eurjchem-463	236	12	or	or	CCONJ
eurjchem-463	236	13	by	by	ADP
eurjchem-463	236	14	e‐mailing	e‐maile	VERB
eurjchem-463	236	15	data_request@ccdc.cam.ac.uk	data_request@ccdc.cam.ac.uk	VERB
eurjchem-463	236	16	,	,	PUNCT
eurjchem-463	236	17	or	or	CCONJ
eurjchem-463	236	18	by	by	ADP
eurjchem-463	236	19	contacting	contact	VERB
eurjchem-463	236	20	the	the	DET
eurjchem-463	236	21	cambridge	cambridge	PROPN
eurjchem-463	236	22	crystallographic	crystallographic	PROPN
eurjchem-463	236	23	data	data	PROPN
eurjchem-463	236	24	centre	centre	NOUN
eurjchem-463	236	25	,	,	PUNCT
eurjchem-463	236	26	12	12	NUM
eurjchem-463	236	27	union	union	NOUN
eurjchem-463	236	28	road	road	NOUN
eurjchem-463	236	29	,	,	PUNCT
eurjchem-463	236	30	cambridge	cambridge	PROPN
eurjchem-463	236	31	cb2	cb2	PROPN
eurjchem-463	236	32	1ez	1ez	PROPN
eurjchem-463	236	33	,	,	PUNCT
eurjchem-463	236	34	uk	uk	PROPN
eurjchem-463	236	35	;	;	PUNCT
eurjchem-463	236	36	fax	fax	NOUN
eurjchem-463	236	37	:	:	PUNCT
eurjchem-463	236	38	+44(0)1223‐336033	+44(0)1223‐336033	ADJ
eurjchem-463	236	39	.	.	PUNCT
eurjchem-463	236	40	references	reference	NOUN
eurjchem-463	236	41	[	[	X
eurjchem-463	236	42	1	1	NUM
eurjchem-463	236	43	]	]	PUNCT
eurjchem-463	236	44	.	.	PUNCT
eurjchem-463	237	1	highfield	highfield	PROPN
eurjchem-463	237	2	,	,	PUNCT
eurjchem-463	237	3	j.	j.	PROPN
eurjchem-463	237	4	a.	a.	PROPN
eurjchem-463	237	5	;	;	PUNCT
eurjchem-463	237	6	mehta	mehta	PROPN
eurjchem-463	237	7	,	,	PUNCT
eurjchem-463	237	8	l.	l.	PROPN
eurjchem-463	237	9	k.	k.	PROPN
eurjchem-463	237	10	;	;	PUNCT
eurjchem-463	237	11	parrick	parrick	PROPN
eurjchem-463	237	12	,	,	PUNCT
eurjchem-463	237	13	j.	j.	PROPN
eurjchem-463	237	14	;	;	PUNCT
eurjchem-463	237	15	wardman	wardman	NOUN
eurjchem-463	237	16	,	,	PUNCT
eurjchem-463	237	17	p.	p.	NOUN
eurjchem-463	237	18	bioorg	bioorg	PROPN
eurjchem-463	237	19	.	.	PUNCT
eurjchem-463	238	1	med	med	PROPN
eurjchem-463	238	2	.	.	PROPN
eurjchem-463	238	3	chem	chem	PROPN
eurjchem-463	238	4	.	.	PUNCT
eurjchem-463	239	1	2000	2000	NUM
eurjchem-463	239	2	,	,	PUNCT
eurjchem-463	239	3	8	8	NUM
eurjchem-463	239	4	,	,	PUNCT
eurjchem-463	239	5	1065‐1073	1065‐1073	NUM
eurjchem-463	239	6	.	.	PUNCT
eurjchem-463	240	1	[	[	X
eurjchem-463	240	2	2	2	NUM
eurjchem-463	240	3	]	]	PUNCT
eurjchem-463	240	4	.	.	PUNCT
eurjchem-463	241	1	wu	wu	PROPN
eurjchem-463	241	2	,	,	PUNCT
eurjchem-463	241	3	x.	x.	NOUN
eurjchem-463	241	4	m.	m.	NOUN
eurjchem-463	241	5	;	;	PUNCT
eurjchem-463	241	6	wu	wu	PROPN
eurjchem-463	241	7	,	,	PUNCT
eurjchem-463	241	8	x.	x.	PROPN
eurjchem-463	241	9	s.	s.	PROPN
eurjchem-463	241	10	;	;	PUNCT
eurjchem-463	241	11	xu	xu	PROPN
eurjchem-463	241	12	,	,	PUNCT
eurjchem-463	241	13	j.	j.	PROPN
eurjchem-463	241	14	y.	y.	PROPN
eurjchem-463	241	15	j.	j.	PROPN
eurjchem-463	241	16	chin	chin	PROPN
eurjchem-463	241	17	.	.	PUNCT
eurjchem-463	242	1	pharm	pharm	PROPN
eurjchem-463	242	2	.	.	PUNCT
eurjchem-463	243	1	univers	univer	NOUN
eurjchem-463	243	2	.	.	PUNCT
eurjchem-463	244	1	1996	1996	NUM
eurjchem-463	244	2	,	,	PUNCT
eurjchem-463	244	3	27	27	NUM
eurjchem-463	244	4	(	(	PUNCT
eurjchem-463	244	5	1	1	NUM
eurjchem-463	244	6	)	)	PUNCT
eurjchem-463	244	7	,	,	PUNCT
eurjchem-463	244	8	641‐	641‐	NUM
eurjchem-463	244	9	646	646	NUM
eurjchem-463	244	10	.	.	PUNCT
eurjchem-463	245	1	[	[	X
eurjchem-463	245	2	3	3	NUM
eurjchem-463	245	3	]	]	PUNCT
eurjchem-463	245	4	.	.	PUNCT
eurjchem-463	246	1	klimesova	klimesova	PROPN
eurjchem-463	246	2	,	,	PUNCT
eurjchem-463	246	3	v.	v.	PROPN
eurjchem-463	246	4	;	;	PUNCT
eurjchem-463	246	5	otcenasek	otcenasek	NOUN
eurjchem-463	246	6	,	,	PUNCT
eurjchem-463	246	7	m.	m.	NOUN
eurjchem-463	246	8	;	;	PUNCT
eurjchem-463	246	9	waissor	waissor	NOUN
eurjchem-463	246	10	,	,	PUNCT
eurjchem-463	246	11	k.	k.	PROPN
eurjchem-463	246	12	eur	eur	PROPN
eurjchem-463	246	13	.	.	PUNCT
eurjchem-463	247	1	j.	j.	PROPN
eurjchem-463	247	2	med	med	PROPN
eurjchem-463	247	3	.	.	PROPN
eurjchem-463	247	4	chem	chem	PROPN
eurjchem-463	247	5	.	.	PUNCT
eurjchem-463	248	1	1996	1996	NUM
eurjchem-463	248	2	,	,	PUNCT
eurjchem-463	248	3	31	31	NUM
eurjchem-463	248	4	,	,	PUNCT
eurjchem-463	248	5	389‐395	389‐395	NUM
eurjchem-463	248	6	.	.	PUNCT
eurjchem-463	249	1	[	[	X
eurjchem-463	249	2	4	4	NUM
eurjchem-463	249	3	]	]	PUNCT
eurjchem-463	249	4	.	.	PUNCT
eurjchem-463	250	1	son	son	PROPN
eurjchem-463	250	2	,	,	PUNCT
eurjchem-463	250	3	j.	j.	PROPN
eurjchem-463	250	4	;	;	PUNCT
eurjchem-463	250	5	zhao	zhao	PROPN
eurjchem-463	250	6	,	,	PUNCT
eurjchem-463	250	7	l.	l.	PROPN
eurjchem-463	250	8	;	;	PUNCT
eurjchem-463	250	9	basent	basent	NOUN
eurjchem-463	250	10	,	,	PUNCT
eurjchem-463	250	11	a.	a.	NOUN
eurjchem-463	250	12	;	;	PUNCT
eurjchem-463	250	13	thapa	thapa	PROPN
eurjchem-463	250	14	,	,	PUNCT
eurjchem-463	250	15	p.	p.	PROPN
eurjchem-463	250	16	;	;	PUNCT
eurjchem-463	250	17	karki	karki	PROPN
eurjchem-463	250	18	,	,	PUNCT
eurjchem-463	250	19	r.	r.	PROPN
eurjchem-463	250	20	;	;	PUNCT
eurjchem-463	251	1	na	na	PART
eurjchem-463	251	2	,	,	PUNCT
eurjchem-463	251	3	y.	y.	PROPN
eurjchem-463	251	4	;	;	PUNCT
eurjchem-463	251	5	jahng	jahng	PROPN
eurjchem-463	251	6	,	,	PUNCT
eurjchem-463	251	7	y.	y.	PROPN
eurjchem-463	251	8	;	;	PUNCT
eurjchem-463	251	9	jeong	jeong	PROPN
eurjchem-463	251	10	,	,	PUNCT
eurjchem-463	251	11	t.	t.	PROPN
eurjchem-463	251	12	c.	c.	PROPN
eurjchem-463	251	13	;	;	PUNCT
eurjchem-463	251	14	jeong	jeong	PROPN
eurjchem-463	251	15	,	,	PUNCT
eurjchem-463	251	16	b.	b.	PROPN
eurjchem-463	251	17	;	;	PUNCT
eurjchem-463	251	18	lee	lee	PROPN
eurjchem-463	251	19	,	,	PUNCT
eurjchem-463	251	20	c.	c.	PROPN
eurjchem-463	251	21	;	;	PUNCT
eurjchem-463	251	22	lee	lee	PROPN
eurjchem-463	251	23	,	,	PUNCT
eurjchem-463	251	24	e.	e.	PROPN
eurjchem-463	251	25	eur	eur	PROPN
eurjchem-463	251	26	.	.	PUNCT
eurjchem-463	252	1	j.	j.	PROPN
eurjchem-463	252	2	med	med	PROPN
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eurjchem-463	252	4	chem	chem	PROPN
eurjchem-463	252	5	.	.	PUNCT
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eurjchem-463	253	2	,	,	PUNCT
eurjchem-463	253	3	43	43	NUM
eurjchem-463	253	4	,	,	PUNCT
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eurjchem-463	253	6	.	.	PUNCT
eurjchem-463	254	1	[	[	X
eurjchem-463	254	2	5	5	NUM
eurjchem-463	254	3	]	]	PUNCT
eurjchem-463	254	4	.	.	PUNCT
eurjchem-463	254	5	bompart	bompart	PROPN
eurjchem-463	254	6	,	,	PUNCT
eurjchem-463	254	7	j.	j.	PROPN
eurjchem-463	254	8	;	;	PUNCT
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eurjchem-463	254	10	,	,	PUNCT
eurjchem-463	254	11	l.	l.	PROPN
eurjchem-463	254	12	;	;	PUNCT
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eurjchem-463	254	14	,	,	PUNCT
eurjchem-463	254	15	g.	g.	PROPN
eurjchem-463	254	16	;	;	PUNCT
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eurjchem-463	254	18	,	,	PUNCT
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eurjchem-463	254	20	eur	eur	PROPN
eurjchem-463	254	21	.	.	PUNCT
eurjchem-463	255	1	j.	j.	PROPN
eurjchem-463	255	2	med	med	PROPN
eurjchem-463	255	3	.	.	PROPN
eurjchem-463	255	4	chem	chem	PROPN
eurjchem-463	255	5	.	.	PUNCT
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eurjchem-463	256	2	,	,	PUNCT
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eurjchem-463	256	4	,	,	PUNCT
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eurjchem-463	256	6	.	.	PUNCT
eurjchem-463	257	1	[	[	X
eurjchem-463	257	2	6	6	NUM
eurjchem-463	257	3	]	]	PUNCT
eurjchem-463	257	4	.	.	PUNCT
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eurjchem-463	258	2	,	,	PUNCT
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eurjchem-463	258	4	;	;	PUNCT
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eurjchem-463	258	6	,	,	PUNCT
eurjchem-463	258	7	y.	y.	PROPN
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eurjchem-463	258	9	.	.	PUNCT
eurjchem-463	259	1	pat	pat	PROPN
eurjchem-463	259	2	.	.	PROPN
eurjchem-463	259	3	,	,	PUNCT
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eurjchem-463	259	5	,	,	PUNCT
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eurjchem-463	259	7	,	,	PUNCT
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eurjchem-463	259	9	;	;	PUNCT
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eurjchem-463	259	11	.	.	PUNCT
eurjchem-463	260	1	abstr	abstr	PROPN
eurjchem-463	260	2	.	.	PUNCT
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eurjchem-463	261	2	,	,	PUNCT
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eurjchem-463	261	4	,	,	PUNCT
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eurjchem-463	261	6	.	.	PUNCT
eurjchem-463	262	1	[	[	X
eurjchem-463	262	2	7	7	NUM
eurjchem-463	262	3	]	]	PUNCT
eurjchem-463	262	4	.	.	PUNCT
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eurjchem-463	263	4	;	;	PUNCT
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eurjchem-463	263	6	,	,	PUNCT
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eurjchem-463	263	8	;	;	PUNCT
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eurjchem-463	263	10	,	,	PUNCT
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eurjchem-463	263	13	.	.	PUNCT
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eurjchem-463	264	3	,	,	PUNCT
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eurjchem-463	264	5	,	,	PUNCT
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eurjchem-463	264	7	,	,	PUNCT
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eurjchem-463	264	9	;	;	PUNCT
eurjchem-463	264	10	chem	chem	NOUN
eurjchem-463	264	11	.	.	PUNCT
eurjchem-463	265	1	abstr	abstr	PROPN
eurjchem-463	265	2	.	.	PUNCT
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eurjchem-463	266	2	,	,	PUNCT
eurjchem-463	266	3	127	127	NUM
eurjchem-463	266	4	,	,	PUNCT
eurjchem-463	266	5	176416	176416	NUM
eurjchem-463	266	6	.	.	PUNCT
eurjchem-463	267	1	[	[	X
eurjchem-463	267	2	8	8	NUM
eurjchem-463	267	3	]	]	SYM
eurjchem-463	267	4	.	.	PUNCT
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eurjchem-463	267	6	,	,	PUNCT
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eurjchem-463	267	8	;	;	PUNCT
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eurjchem-463	267	10	,	,	PUNCT
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eurjchem-463	267	12	;	;	PUNCT
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eurjchem-463	267	14	,	,	PUNCT
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eurjchem-463	267	22	.	.	PUNCT
eurjchem-463	268	1	appl	appl	PROPN
eurjchem-463	268	2	.	.	PUNCT
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eurjchem-463	269	2	,	,	PUNCT
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eurjchem-463	269	4	,	,	PUNCT
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eurjchem-463	269	6	,	,	PUNCT
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eurjchem-463	269	8	;	;	PUNCT
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eurjchem-463	270	5	,	,	PUNCT
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eurjchem-463	270	7	,	,	PUNCT
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eurjchem-463	271	3	]	]	PUNCT
eurjchem-463	271	4	.	.	PUNCT
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eurjchem-463	272	2	,	,	PUNCT
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eurjchem-463	272	4	;	;	PUNCT
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eurjchem-463	272	6	,	,	PUNCT
eurjchem-463	272	7	g.	g.	PROPN
eurjchem-463	272	8	;	;	PUNCT
eurjchem-463	272	9	guerrera	guerrera	PROPN
eurjchem-463	272	10	,	,	PUNCT
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eurjchem-463	272	14	,	,	PUNCT
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eurjchem-463	272	21	farmaco	farmaco	PROPN
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eurjchem-463	273	4	,	,	PUNCT
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eurjchem-463	273	6	,	,	PUNCT
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eurjchem-463	273	8	.	.	PUNCT
eurjchem-463	274	1	[	[	X
eurjchem-463	274	2	10	10	NUM
eurjchem-463	274	3	]	]	PUNCT
eurjchem-463	274	4	.	.	PUNCT
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eurjchem-463	275	2	,	,	PUNCT
eurjchem-463	275	3	s.	s.	PROPN
eurjchem-463	275	4	;	;	PUNCT
eurjchem-463	275	5	wagener	wagener	NOUN
eurjchem-463	275	6	,	,	PUNCT
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eurjchem-463	275	8	;	;	PUNCT
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eurjchem-463	275	10	,	,	PUNCT
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eurjchem-463	275	18	,	,	PUNCT
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eurjchem-463	276	1	[	[	X
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eurjchem-463	276	3	]	]	PUNCT
eurjchem-463	276	4	.	.	PUNCT
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eurjchem-463	276	8	;	;	PUNCT
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eurjchem-463	276	10	,	,	PUNCT
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eurjchem-463	276	12	;	;	PUNCT
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eurjchem-463	276	14	,	,	PUNCT
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eurjchem-463	276	16	;	;	PUNCT
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eurjchem-463	276	18	,	,	PUNCT
eurjchem-463	276	19	u.	u.	PROPN
eurjchem-463	276	20	;	;	PUNCT
eurjchem-463	276	21	prantz	prantz	PROPN
eurjchem-463	276	22	,	,	PUNCT
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eurjchem-463	276	26	,	,	PUNCT
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eurjchem-463	276	28	,	,	PUNCT
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eurjchem-463	276	30	.	.	PUNCT
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eurjchem-463	277	2	12	12	NUM
eurjchem-463	277	3	]	]	PUNCT
eurjchem-463	277	4	.	.	PUNCT
eurjchem-463	277	5	youssefyeh	youssefyeh	PROPN
eurjchem-463	277	6	,	,	PUNCT
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eurjchem-463	277	9	;	;	PUNCT
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eurjchem-463	277	16	,	,	PUNCT
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eurjchem-463	277	22	;	;	PUNCT
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eurjchem-463	277	26	;	;	PUNCT
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eurjchem-463	277	28	,	,	PUNCT
eurjchem-463	277	29	b.	b.	PROPN
eurjchem-463	277	30	;	;	PUNCT
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eurjchem-463	277	32	,	,	PUNCT
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eurjchem-463	277	34	;	;	PUNCT
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eurjchem-463	277	36	,	,	PUNCT
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eurjchem-463	277	39	;	;	PUNCT
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eurjchem-463	277	41	,	,	PUNCT
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eurjchem-463	277	47	.	.	PUNCT
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eurjchem-463	278	2	,	,	PUNCT
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eurjchem-463	278	4	,	,	PUNCT
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eurjchem-463	278	6	.	.	PUNCT
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eurjchem-463	279	3	]	]	PUNCT
eurjchem-463	279	4	.	.	PUNCT
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eurjchem-463	279	6	,	,	PUNCT
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eurjchem-463	279	8	o.	o.	PROPN
eurjchem-463	279	9	;	;	PUNCT
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eurjchem-463	279	12	z.	z.	PROPN
eurjchem-463	279	13	h.	h.	PROPN
eurjchem-463	279	14	;	;	PUNCT
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eurjchem-463	279	16	,	,	PUNCT
eurjchem-463	279	17	s.	s.	PROPN
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eurjchem-463	279	21	,	,	PUNCT
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eurjchem-463	279	31	,	,	PUNCT
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eurjchem-463	280	3	]	]	PUNCT
eurjchem-463	280	4	.	.	PUNCT
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eurjchem-463	281	2	,	,	PUNCT
eurjchem-463	281	3	a.	a.	NOUN
eurjchem-463	281	4	o.	o.	PROPN
eurjchem-463	281	5	;	;	PUNCT
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eurjchem-463	281	7	,	,	PUNCT
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eurjchem-463	282	6	,	,	PUNCT
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eurjchem-463	282	8	,	,	PUNCT
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eurjchem-463	283	3	]	]	PUNCT
eurjchem-463	283	4	.	.	PUNCT
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eurjchem-463	284	4	a.	a.	PROPN
eurjchem-463	284	5	;	;	PUNCT
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eurjchem-463	284	7	,	,	PUNCT
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eurjchem-463	284	10	;	;	PUNCT
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eurjchem-463	284	12	,	,	PUNCT
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eurjchem-463	284	21	;	;	PUNCT
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eurjchem-463	284	25	o.	o.	PROPN
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eurjchem-463	284	28	.	.	PUNCT
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eurjchem-463	284	30	.	.	PUNCT
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eurjchem-463	285	2	,	,	PUNCT
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eurjchem-463	285	4	,	,	PUNCT
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eurjchem-463	285	6	.	.	PUNCT
eurjchem-463	286	1	[	[	X
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eurjchem-463	286	3	]	]	PUNCT
eurjchem-463	286	4	.	.	PUNCT
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eurjchem-463	287	5	;	;	PUNCT
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eurjchem-463	287	13	.	.	PUNCT
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eurjchem-463	288	2	,	,	PUNCT
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eurjchem-463	288	4	,	,	PUNCT
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eurjchem-463	288	6	.	.	PUNCT
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eurjchem-463	289	4	.	.	PUNCT
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eurjchem-463	290	5	;	;	PUNCT
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eurjchem-463	290	24	,	,	PUNCT
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eurjchem-463	290	28	.	.	PUNCT
eurjchem-463	291	1	[	[	X
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eurjchem-463	291	4	.	.	PUNCT
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eurjchem-463	292	7	.	.	PUNCT
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eurjchem-463	293	2	.	.	PUNCT
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eurjchem-463	294	2	,	,	PUNCT
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eurjchem-463	295	4	.	.	PUNCT
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eurjchem-463	296	4	a.	a.	PROPN
eurjchem-463	296	5	;	;	PUNCT
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eurjchem-463	296	10	;	;	PUNCT
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eurjchem-463	297	2	.	.	PROPN
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