id	sid	tid	token	lemma	pos
eurjchem-900	1	1	untitled	untitle	VERB
eurjchem-900	1	2	european	european	PROPN
eurjchem-900	1	3	journal	journal	PROPN
eurjchem-900	1	4	of	of	ADP
eurjchem-900	1	5	chemistry	chemistry	NOUN
eurjchem-900	1	6	5	5	NUM
eurjchem-900	1	7	(	(	PUNCT
eurjchem-900	1	8	1	1	NUM
eurjchem-900	1	9	)	)	PUNCT
eurjchem-900	1	10	(	(	PUNCT
eurjchem-900	1	11	2014	2014	NUM
eurjchem-900	1	12	)	)	PUNCT
eurjchem-900	1	13	33‐40	33‐40	ADJ
eurjchem-900	1	14	european	european	PROPN
eurjchem-900	1	15	journal	journal	PROPN
eurjchem-900	1	16	of	of	ADP
eurjchem-900	1	17	chemistry	chemistry	NOUN
eurjchem-900	1	18	issn	issn	PROPN
eurjchem-900	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-900	1	20	(	(	PUNCT
eurjchem-900	1	21	print	print	NOUN
eurjchem-900	1	22	)	)	PUNCT
eurjchem-900	1	23	/	/	SYM
eurjchem-900	1	24	issn	issn	PROPN
eurjchem-900	1	25	2153‐2257	2153‐2257	NUM
eurjchem-900	1	26	(	(	PUNCT
eurjchem-900	1	27	online	online	ADJ
eurjchem-900	1	28	)	)	PUNCT
eurjchem-900	1	29			NOUN
eurjchem-900	1	30	2014	2014	NUM
eurjchem-900	2	1	eurjchem	eurjchem	PROPN
eurjchem-900	2	2	publishing	publish	VERB
eurjchem-900	2	3	‐	‐	NOUN
eurjchem-900	2	4	printed	print	VERB
eurjchem-900	2	5	in	in	ADP
eurjchem-900	2	6	the	the	DET
eurjchem-900	2	7	usa	usa	PROPN
eurjchem-900	2	8	http://dx.doi.org/10.5155/eurjchem.5.1.33‐40.900	http://dx.doi.org/10.5155/eurjchem.5.1.33‐40.900	PROPN
eurjchem-900	2	9	european	european	PROPN
eurjchem-900	2	10	journal	journal	PROPN
eurjchem-900	2	11	of	of	ADP
eurjchem-900	2	12	chemistry	chemistry	PROPN
eurjchem-900	2	13	journal	journal	PROPN
eurjchem-900	2	14	homepage	homepage	NOUN
eurjchem-900	2	15	:	:	PUNCT
eurjchem-900	2	16	www.eurjchem.com	www.eurjchem.com	X
eurjchem-900	2	17	facile	facile	ADJ
eurjchem-900	2	18	synthesis	synthesis	NOUN
eurjchem-900	2	19	of	of	ADP
eurjchem-900	2	20	new	new	ADJ
eurjchem-900	2	21	fused	fuse	VERB
eurjchem-900	2	22	and	and	CCONJ
eurjchem-900	2	23	non‐fused	non‐fused	ADJ
eurjchem-900	2	24	heterocyclic	heterocyclic	ADJ
eurjchem-900	2	25	systems	system	NOUN
eurjchem-900	2	26	from	from	ADP
eurjchem-900	2	27	a	a	DET
eurjchem-900	2	28	γ‐ketoacid	γ‐ketoacid	PUNCT
eurjchem-900	2	29	marwa	marwa	PROPN
eurjchem-900	2	30	sayed	say	VERB
eurjchem-900	2	31	salem	salem	PROPN
eurjchem-900	2	32	*	*	PUNCT
eurjchem-900	2	33	,	,	PUNCT
eurjchem-900	2	34	maher	maher	PROPN
eurjchem-900	2	35	abd	abd	PROPN
eurjchem-900	2	36	el‐aziz	el‐aziz	PROPN
eurjchem-900	2	37	mahmoud	mahmoud	PROPN
eurjchem-900	2	38	el‐hashash	el‐hashash	PROPN
eurjchem-900	2	39	,	,	PUNCT
eurjchem-900	2	40	al‐shimaa	al‐shimaa	NOUN
eurjchem-900	2	41	omar	omar	PROPN
eurjchem-900	2	42	ali	ali	PROPN
eurjchem-900	2	43	mahmoud	mahmoud	PROPN
eurjchem-900	2	44	,	,	PUNCT
eurjchem-900	2	45	and	and	CCONJ
eurjchem-900	2	46	hassan	hassan	PROPN
eurjchem-900	2	47	mohamed	mohamed	PROPN
eurjchem-900	2	48	fawzy	fawzy	PROPN
eurjchem-900	2	49	madkour	madkour	PROPN
eurjchem-900	2	50	synthetic	synthetic	ADJ
eurjchem-900	2	51	organic	organic	ADJ
eurjchem-900	2	52	chemistry	chemistry	NOUN
eurjchem-900	2	53	laboratory	laboratory	NOUN
eurjchem-900	2	54	,	,	PUNCT
eurjchem-900	2	55	chemistry	chemistry	NOUN
eurjchem-900	2	56	department	department	NOUN
eurjchem-900	2	57	,	,	PUNCT
eurjchem-900	2	58	faculty	faculty	NOUN
eurjchem-900	2	59	of	of	ADP
eurjchem-900	2	60	science	science	NOUN
eurjchem-900	2	61	,	,	PUNCT
eurjchem-900	2	62	ain	ain	PROPN
eurjchem-900	2	63	shams	shams	PROPN
eurjchem-900	2	64	university	university	PROPN
eurjchem-900	2	65	,	,	PUNCT
eurjchem-900	2	66	abbasiya	abbasiya	NOUN
eurjchem-900	2	67	,	,	PUNCT
eurjchem-900	2	68	cairo	cairo	PROPN
eurjchem-900	2	69	,	,	PUNCT
eurjchem-900	2	70	11566	11566	NUM
eurjchem-900	2	71	,	,	PUNCT
eurjchem-900	2	72	egypt	egypt	PROPN
eurjchem-900	2	73	*	*	PUNCT
eurjchem-900	2	74	corresponding	correspond	VERB
eurjchem-900	2	75	author	author	NOUN
eurjchem-900	2	76	at	at	ADP
eurjchem-900	2	77	:	:	PUNCT
eurjchem-900	2	78	synthetic	synthetic	ADJ
eurjchem-900	2	79	organic	organic	ADJ
eurjchem-900	2	80	chemistry	chemistry	NOUN
eurjchem-900	2	81	laboratory	laboratory	NOUN
eurjchem-900	2	82	,	,	PUNCT
eurjchem-900	2	83	chemistry	chemistry	NOUN
eurjchem-900	2	84	department	department	NOUN
eurjchem-900	2	85	,	,	PUNCT
eurjchem-900	2	86	faculty	faculty	NOUN
eurjchem-900	2	87	of	of	ADP
eurjchem-900	2	88	science	science	NOUN
eurjchem-900	2	89	,	,	PUNCT
eurjchem-900	2	90	ain	ain	PROPN
eurjchem-900	2	91	shams	shams	PROPN
eurjchem-900	2	92	university	university	PROPN
eurjchem-900	2	93	,	,	PUNCT
eurjchem-900	2	94	abbasiya	abbasiya	NOUN
eurjchem-900	2	95	,	,	PUNCT
eurjchem-900	2	96	cairo	cairo	PROPN
eurjchem-900	2	97	,	,	PUNCT
eurjchem-900	2	98	11566	11566	NUM
eurjchem-900	2	99	,	,	PUNCT
eurjchem-900	2	100	egypt	egypt	PROPN
eurjchem-900	2	101	.	.	PUNCT
eurjchem-900	3	1	tel	tel	PROPN
eurjchem-900	3	2	.	.	PUNCT
eurjchem-900	3	3	:	:	PUNCT
eurjchem-900	4	1	+2.02.24831836	+2.02.24831836	PROPN
eurjchem-900	4	2	.	.	PUNCT
eurjchem-900	5	1	fax	fax	NOUN
eurjchem-900	5	2	:	:	PUNCT
eurjchem-900	5	3	+2.02.24831836	+2.02.24831836	PROPN
eurjchem-900	5	4	.	.	PUNCT
eurjchem-900	5	5	e‐mail	e‐mail	PUNCT
eurjchem-900	6	1	address	address	NOUN
eurjchem-900	6	2	:	:	PUNCT
eurjchem-900	6	3	marwa_k@sci.asu.edu.eg	marwa_k@sci.asu.edu.eg	X
eurjchem-900	6	4	(	(	PUNCT
eurjchem-900	6	5	m.s	m.s	PROPN
eurjchem-900	6	6	.	.	PROPN
eurjchem-900	6	7	salem	salem	PROPN
eurjchem-900	6	8	)	)	PUNCT
eurjchem-900	6	9	.	.	PUNCT
eurjchem-900	7	1	article	article	NOUN
eurjchem-900	7	2	information	information	PROPN
eurjchem-900	7	3	abstract	abstract	ADJ
eurjchem-900	7	4	doi	doi	NOUN
eurjchem-900	7	5	:	:	PUNCT
eurjchem-900	7	6	10.5155	10.5155	NUM
eurjchem-900	7	7	/	/	SYM
eurjchem-900	7	8	eurjchem.5.1.33‐40.900	eurjchem.5.1.33‐40.900	PROPN
eurjchem-900	7	9	received	receive	VERB
eurjchem-900	7	10	:	:	PUNCT
eurjchem-900	7	11	30	30	NUM
eurjchem-900	7	12	july	july	PROPN
eurjchem-900	7	13	2013	2013	NUM
eurjchem-900	7	14	received	receive	VERB
eurjchem-900	7	15	in	in	ADP
eurjchem-900	7	16	revised	revise	VERB
eurjchem-900	7	17	form	form	NOUN
eurjchem-900	7	18	:	:	PUNCT
eurjchem-900	7	19	24	24	NUM
eurjchem-900	7	20	august	august	PROPN
eurjchem-900	7	21	2013	2013	NUM
eurjchem-900	7	22	accepted	accept	VERB
eurjchem-900	7	23	:	:	PUNCT
eurjchem-900	7	24	30	30	NUM
eurjchem-900	7	25	august	august	PROPN
eurjchem-900	7	26	20113	20113	NUM
eurjchem-900	7	27	online	online	NOUN
eurjchem-900	7	28	:	:	PUNCT
eurjchem-900	7	29	31	31	NUM
eurjchem-900	7	30	march	march	NOUN
eurjchem-900	7	31	2014	2014	NUM
eurjchem-900	7	32	keywords	keyword	VERB
eurjchem-900	7	33	the	the	DET
eurjchem-900	7	34	chemical	chemical	NOUN
eurjchem-900	7	35	reactivity	reactivity	NOUN
eurjchem-900	7	36	of	of	ADP
eurjchem-900	7	37	4‐(2‐tetryl)‐4‐oxobut‐2‐enoic	4‐(2‐tetryl)‐4‐oxobut‐2‐enoic	NOUN
eurjchem-900	7	38	acid	acid	NOUN
eurjchem-900	7	39	towards	towards	ADP
eurjchem-900	7	40	carbon	carbon	NOUN
eurjchem-900	7	41	,	,	PUNCT
eurjchem-900	7	42	nitrogen	nitrogen	NOUN
eurjchem-900	7	43	,	,	PUNCT
eurjchem-900	7	44	oxygen	oxygen	NOUN
eurjchem-900	7	45	,	,	PUNCT
eurjchem-900	7	46	sulfur	sulfur	NOUN
eurjchem-900	7	47	nucleophiles	nucleophile	NOUN
eurjchem-900	7	48	and	and	CCONJ
eurjchem-900	7	49	binucleophiles	binucleophile	NOUN
eurjchem-900	7	50	namely	namely	ADV
eurjchem-900	7	51	o‐phenylenediamine	o‐phenylenediamine	NUM
eurjchem-900	7	52	,	,	PUNCT
eurjchem-900	7	53	o‐aminophenol	o‐aminophenol	NUM
eurjchem-900	7	54	,	,	PUNCT
eurjchem-900	7	55	and	and	CCONJ
eurjchem-900	7	56	o‐aminothiophenol	o‐aminothiophenol	NUM
eurjchem-900	7	57	has	have	AUX
eurjchem-900	7	58	been	be	AUX
eurjchem-900	7	59	studied	study	VERB
eurjchem-900	7	60	.	.	PUNCT
eurjchem-900	8	1	the	the	DET
eurjchem-900	8	2	investigated	investigate	VERB
eurjchem-900	8	3	nucleophilic	nucleophilic	ADJ
eurjchem-900	8	4	reactions	reaction	NOUN
eurjchem-900	8	5	result	result	VERB
eurjchem-900	8	6	in	in	ADP
eurjchem-900	8	7	the	the	DET
eurjchem-900	8	8	formation	formation	NOUN
eurjchem-900	8	9	of	of	ADP
eurjchem-900	8	10	heterocyclic	heterocyclic	ADJ
eurjchem-900	8	11	compounds	compound	NOUN
eurjchem-900	8	12	with	with	ADP
eurjchem-900	8	13	fused	fused	ADJ
eurjchem-900	8	14	and	and	CCONJ
eurjchem-900	8	15	non‐fused	non‐fuse	VERB
eurjchem-900	8	16	systems	system	NOUN
eurjchem-900	8	17	namely	namely	ADV
eurjchem-900	8	18	,	,	PUNCT
eurjchem-900	8	19	pyridazinone	pyridazinone	NOUN
eurjchem-900	8	20	,	,	PUNCT
eurjchem-900	8	21	tetrhydroquinoline	tetrhydroquinoline	NOUN
eurjchem-900	8	22	,	,	PUNCT
eurjchem-900	8	23	quinoxalone	quinoxalone	NOUN
eurjchem-900	8	24	,	,	PUNCT
eurjchem-900	8	25	oxazinone	oxazinone	NOUN
eurjchem-900	8	26	,	,	PUNCT
eurjchem-900	8	27	thiazole	thiazole	NOUN
eurjchem-900	8	28	and	and	CCONJ
eurjchem-900	8	29	benzocoumarin	benzocoumarin	NOUN
eurjchem-900	8	30	.	.	PUNCT
eurjchem-900	9	1	thiazole	thiazole	NOUN
eurjchem-900	9	2	quinoxalone	quinoxalone	NOUN
eurjchem-900	9	3	pyridazinone	pyridazinone	VERB
eurjchem-900	9	4	benzocoumarin	benzocoumarin	ADJ
eurjchem-900	9	5	pyrazolothiazole	pyrazolothiazole	PROPN
eurjchem-900	9	6	thiazolopyridazine	thiazolopyridazine	NOUN
eurjchem-900	9	7	1	1	NUM
eurjchem-900	9	8	.	.	PUNCT
eurjchem-900	10	1	introduction	introduction	NOUN
eurjchem-900	10	2	4‐aryl‐4‐oxobut‐2‐enoic	4‐aryl‐4‐oxobut‐2‐enoic	NUM
eurjchem-900	10	3	acids	acid	NOUN
eurjchem-900	10	4	(	(	PUNCT
eurjchem-900	10	5	also	also	ADV
eurjchem-900	10	6	considered	consider	VERB
eurjchem-900	10	7	as	as	ADP
eurjchem-900	10	8	β‐	β‐	ADJ
eurjchem-900	10	9	aroylacrylic	aroylacrylic	ADJ
eurjchem-900	10	10	acids	acid	NOUN
eurjchem-900	10	11	)	)	PUNCT
eurjchem-900	10	12	,	,	PUNCT
eurjchem-900	10	13	their	their	PRON
eurjchem-900	10	14	derivatives	derivative	NOUN
eurjchem-900	10	15	represent	represent	VERB
eurjchem-900	10	16	an	an	DET
eurjchem-900	10	17	important	important	ADJ
eurjchem-900	10	18	class	class	NOUN
eurjchem-900	10	19	of	of	ADP
eurjchem-900	10	20	compounds	compound	NOUN
eurjchem-900	10	21	with	with	ADP
eurjchem-900	10	22	wide	wide	ADJ
eurjchem-900	10	23	spectrum	spectrum	NOUN
eurjchem-900	10	24	of	of	ADP
eurjchem-900	10	25	biological	biological	ADJ
eurjchem-900	10	26	activities	activity	NOUN
eurjchem-900	10	27	including	include	VERB
eurjchem-900	10	28	antibacterial	antibacterial	ADJ
eurjchem-900	10	29	activity	activity	NOUN
eurjchem-900	10	30	[	[	X
eurjchem-900	10	31	1‐5	1‐5	X
eurjchem-900	10	32	]	]	X
eurjchem-900	10	33	,	,	PUNCT
eurjchem-900	10	34	anti‐ulcer	anti‐ulcer	NOUN
eurjchem-900	10	35	and	and	CCONJ
eurjchem-900	10	36	cytoprotective	cytoprotective	ADJ
eurjchem-900	10	37	properties	property	NOUN
eurjchem-900	10	38	[	[	X
eurjchem-900	10	39	6,7	6,7	NUM
eurjchem-900	10	40	]	]	PUNCT
eurjchem-900	10	41	,	,	PUNCT
eurjchem-900	10	42	kynurenine‐3‐hydroxylase	kynurenine‐3‐hydroxylase	PROPN
eurjchem-900	10	43	[	[	X
eurjchem-900	10	44	8	8	NUM
eurjchem-900	10	45	]	]	PUNCT
eurjchem-900	10	46	and	and	CCONJ
eurjchem-900	10	47	antiproliferative	antiproliferative	ADJ
eurjchem-900	10	48	activity	activity	NOUN
eurjchem-900	10	49	toward	toward	ADP
eurjchem-900	10	50	human	human	ADJ
eurjchem-900	10	51	cervix	cervix	NOUN
eurjchem-900	10	52	carcinoma	carcinoma	NOUN
eurjchem-900	10	53	(	(	PUNCT
eurjchem-900	10	54	hela	hela	PROPN
eurjchem-900	10	55	)	)	PUNCT
eurjchem-900	11	1	[	[	X
eurjchem-900	11	2	9,10	9,10	NUM
eurjchem-900	11	3	]	]	X
eurjchem-900	11	4	.	.	PUNCT
eurjchem-900	12	1	moreover	moreover	ADV
eurjchem-900	12	2	,	,	PUNCT
eurjchem-900	12	3	the	the	DET
eurjchem-900	12	4	β‐aroylacrylic	β‐aroylacrylic	SYM
eurjchem-900	12	5	acids	acid	NOUN
eurjchem-900	12	6	have	have	AUX
eurjchem-900	12	7	been	be	AUX
eurjchem-900	12	8	attracting	attract	VERB
eurjchem-900	12	9	increasing	increase	VERB
eurjchem-900	12	10	attention	attention	NOUN
eurjchem-900	12	11	in	in	ADP
eurjchem-900	12	12	view	view	NOUN
eurjchem-900	12	13	of	of	ADP
eurjchem-900	12	14	their	their	PRON
eurjchem-900	12	15	high	high	ADJ
eurjchem-900	12	16	reactivity	reactivity	NOUN
eurjchem-900	12	17	as	as	ADP
eurjchem-900	12	18	building	build	VERB
eurjchem-900	12	19	blocks	block	NOUN
eurjchem-900	12	20	for	for	ADP
eurjchem-900	12	21	the	the	DET
eurjchem-900	12	22	synthesis	synthesis	NOUN
eurjchem-900	12	23	of	of	ADP
eurjchem-900	12	24	wide	wide	ADJ
eurjchem-900	12	25	variety	variety	NOUN
eurjchem-900	12	26	of	of	ADP
eurjchem-900	12	27	compounds	compound	NOUN
eurjchem-900	12	28	of	of	ADP
eurjchem-900	12	29	various	various	ADJ
eurjchem-900	12	30	classes	class	NOUN
eurjchem-900	12	31	due	due	ADP
eurjchem-900	12	32	to	to	ADP
eurjchem-900	12	33	their	their	PRON
eurjchem-900	12	34	selective	selective	ADJ
eurjchem-900	12	35	transformations	transformation	NOUN
eurjchem-900	12	36	with	with	ADP
eurjchem-900	12	37	different	different	ADJ
eurjchem-900	12	38	reagents	reagent	NOUN
eurjchem-900	12	39	.	.	PUNCT
eurjchem-900	13	1	in	in	ADP
eurjchem-900	13	2	continuation	continuation	NOUN
eurjchem-900	13	3	of	of	ADP
eurjchem-900	13	4	our	our	PRON
eurjchem-900	13	5	previous	previous	ADJ
eurjchem-900	13	6	works	work	NOUN
eurjchem-900	13	7	[	[	X
eurjchem-900	13	8	11‐19	11‐19	NUM
eurjchem-900	13	9	]	]	PUNCT
eurjchem-900	13	10	,	,	PUNCT
eurjchem-900	13	11	the	the	DET
eurjchem-900	13	12	present	present	ADJ
eurjchem-900	13	13	work	work	NOUN
eurjchem-900	13	14	aimed	aim	VERB
eurjchem-900	13	15	at	at	ADP
eurjchem-900	13	16	utilization	utilization	NOUN
eurjchem-900	13	17	of	of	ADP
eurjchem-900	13	18	the	the	DET
eurjchem-900	13	19	reactivity	reactivity	NOUN
eurjchem-900	13	20	of	of	ADP
eurjchem-900	13	21	4‐(2‐tetryl)‐4‐	4‐(2‐tetryl)‐4‐	NUM
eurjchem-900	13	22	oxobut‐2‐enoic	oxobut‐2‐enoic	PROPN
eurjchem-900	13	23	acid	acid	NOUN
eurjchem-900	13	24	(	(	PUNCT
eurjchem-900	13	25	1	1	NUM
eurjchem-900	13	26	)	)	PUNCT
eurjchem-900	13	27	towards	towards	ADP
eurjchem-900	13	28	different	different	ADJ
eurjchem-900	13	29	nucleophiles	nucleophile	NOUN
eurjchem-900	13	30	such	such	ADJ
eurjchem-900	13	31	as	as	ADP
eurjchem-900	13	32	carbon	carbon	NOUN
eurjchem-900	13	33	,	,	PUNCT
eurjchem-900	13	34	nitrogen	nitrogen	NOUN
eurjchem-900	13	35	,	,	PUNCT
eurjchem-900	13	36	oxygen	oxygen	NOUN
eurjchem-900	13	37	,	,	PUNCT
eurjchem-900	13	38	sulfur	sulfur	NOUN
eurjchem-900	13	39	nucleophiles	nucleophile	NOUN
eurjchem-900	13	40	and	and	CCONJ
eurjchem-900	13	41	binucleo‐	binucleo‐	ADP
eurjchem-900	13	42	philes	phile	NOUN
eurjchem-900	13	43	(	(	PUNCT
eurjchem-900	13	44	o‐phenylenediamine	o‐phenylenediamine	X
eurjchem-900	13	45	,	,	PUNCT
eurjchem-900	13	46	o‐aminophenol	o‐aminophenol	NUM
eurjchem-900	13	47	,	,	PUNCT
eurjchem-900	13	48	and	and	CCONJ
eurjchem-900	13	49	o‐aminothio‐	o‐aminothio‐	X
eurjchem-900	13	50	phenol	phenol	NOUN
eurjchem-900	13	51	)	)	PUNCT
eurjchem-900	13	52	to	to	PART
eurjchem-900	13	53	construct	construct	VERB
eurjchem-900	13	54	mixed	mixed	ADJ
eurjchem-900	13	55	and	and	CCONJ
eurjchem-900	13	56	non‐mixed	non‐mixe	VERB
eurjchem-900	13	57	heterocyclic	heterocyclic	ADJ
eurjchem-900	13	58	systems	system	NOUN
eurjchem-900	13	59	.	.	PUNCT
eurjchem-900	14	1	several	several	ADJ
eurjchem-900	14	2	electrophilic	electrophilic	ADJ
eurjchem-900	14	3	centers	center	NOUN
eurjchem-900	14	4	are	be	AUX
eurjchem-900	14	5	present	present	ADJ
eurjchem-900	14	6	in	in	ADP
eurjchem-900	14	7	acid	acid	PROPN
eurjchem-900	14	8	(	(	PUNCT
eurjchem-900	14	9	1	1	NUM
eurjchem-900	14	10	)	)	PUNCT
eurjchem-900	14	11	(	(	PUNCT
eurjchem-900	14	12	α	α	NOUN
eurjchem-900	14	13	,	,	PUNCT
eurjchem-900	14	14	β‐unsaturated‐γ‐ketoacid	β‐unsaturated‐γ‐ketoacid	NOUN
eurjchem-900	14	15	)	)	PUNCT
eurjchem-900	14	16	,	,	PUNCT
eurjchem-900	14	17	viz	viz	NUM
eurjchem-900	14	18	atoms	atom	NOUN
eurjchem-900	14	19	c(2	c(2	PROPN
eurjchem-900	14	20	)	)	PUNCT
eurjchem-900	14	21	and	and	CCONJ
eurjchem-900	14	22	c(4	c(4	PROPN
eurjchem-900	14	23	)	)	PUNCT
eurjchem-900	14	24	which	which	PRON
eurjchem-900	14	25	are	be	AUX
eurjchem-900	14	26	hopeful	hopeful	ADJ
eurjchem-900	14	27	for	for	ADP
eurjchem-900	14	28	many	many	ADJ
eurjchem-900	14	29	reaction	reaction	NOUN
eurjchem-900	14	30	routes	route	NOUN
eurjchem-900	14	31	with	with	ADP
eurjchem-900	14	32	nucleophilic	nucleophilic	ADJ
eurjchem-900	14	33	reagents	reagent	NOUN
eurjchem-900	14	34	.	.	PUNCT
eurjchem-900	15	1	2	2	X
eurjchem-900	15	2	.	.	X
eurjchem-900	15	3	experimental	experimental	ADJ
eurjchem-900	15	4	2.1	2.1	NUM
eurjchem-900	15	5	.	.	PUNCT
eurjchem-900	15	6	instrumentation	instrumentation	NOUN
eurjchem-900	15	7	all	all	DET
eurjchem-900	15	8	melting	melt	VERB
eurjchem-900	15	9	points	point	NOUN
eurjchem-900	15	10	were	be	AUX
eurjchem-900	15	11	measured	measure	VERB
eurjchem-900	15	12	on	on	ADP
eurjchem-900	15	13	a	a	DET
eurjchem-900	15	14	gallenkamp	gallenkamp	NOUN
eurjchem-900	15	15	melting	melting	NOUN
eurjchem-900	15	16	point	point	NOUN
eurjchem-900	15	17	apparatus	apparatus	NOUN
eurjchem-900	15	18	and	and	CCONJ
eurjchem-900	15	19	are	be	AUX
eurjchem-900	15	20	uncorrected	uncorrecte	VERB
eurjchem-900	15	21	.	.	PUNCT
eurjchem-900	16	1	the	the	DET
eurjchem-900	16	2	infrared	infrared	ADJ
eurjchem-900	16	3	spectra	spectra	NOUN
eurjchem-900	16	4	were	be	AUX
eurjchem-900	16	5	recorded	record	VERB
eurjchem-900	16	6	using	use	VERB
eurjchem-900	16	7	kbr	kbr	PROPN
eurjchem-900	16	8	disks	disk	NOUN
eurjchem-900	16	9	on	on	ADP
eurjchem-900	16	10	a	a	DET
eurjchem-900	16	11	pye	pye	NOUN
eurjchem-900	16	12	unicam	unicam	VERB
eurjchem-900	17	1	sp‐3‐300	sp‐3‐300	PROPN
eurjchem-900	17	2	infrared	infrared	ADJ
eurjchem-900	17	3	spectrophotometer	spectrophotometer	NOUN
eurjchem-900	17	4	.	.	PUNCT
eurjchem-900	18	1	1h	1h	NUM
eurjchem-900	18	2	nmr	nmr	NOUN
eurjchem-900	18	3	experiments	experiment	NOUN
eurjchem-900	18	4	were	be	AUX
eurjchem-900	18	5	run	run	VERB
eurjchem-900	18	6	at	at	ADP
eurjchem-900	18	7	300	300	NUM
eurjchem-900	18	8	mhz	mhz	NOUN
eurjchem-900	18	9	on	on	ADP
eurjchem-900	18	10	a	a	DET
eurjchem-900	18	11	varian	varian	NOUN
eurjchem-900	18	12	mercury	mercury	NOUN
eurjchem-900	18	13	vx‐300	vx‐300	PROPN
eurjchem-900	18	14	nmr	nmr	NOUN
eurjchem-900	18	15	spectrometer	spectrometer	NOUN
eurjchem-900	18	16	using	use	VERB
eurjchem-900	18	17	tms	tms	PROPN
eurjchem-900	18	18	as	as	ADP
eurjchem-900	18	19	internal	internal	ADJ
eurjchem-900	18	20	standard	standard	NOUN
eurjchem-900	18	21	in	in	ADP
eurjchem-900	18	22	deuterated	deuterate	VERB
eurjchem-900	18	23	chloroform	chloroform	NOUN
eurjchem-900	18	24	(	(	PUNCT
eurjchem-900	18	25	cdcl3	cdcl3	PROPN
eurjchem-900	18	26	)	)	PUNCT
eurjchem-900	18	27	or	or	CCONJ
eurjchem-900	18	28	deuterated	deuterate	VERB
eurjchem-900	18	29	dimethylsulphoxide	dimethylsulphoxide	NOUN
eurjchem-900	18	30	(	(	PUNCT
eurjchem-900	18	31	dmso‐d6	dmso‐d6	NOUN
eurjchem-900	18	32	)	)	PUNCT
eurjchem-900	18	33	.	.	PUNCT
eurjchem-900	19	1	chemical	chemical	ADJ
eurjchem-900	19	2	shifts	shift	NOUN
eurjchem-900	19	3	δ	δ	PRON
eurjchem-900	19	4	are	be	AUX
eurjchem-900	19	5	quoted	quote	VERB
eurjchem-900	19	6	.	.	PUNCT
eurjchem-900	20	1	the	the	DET
eurjchem-900	20	2	mass	mass	ADJ
eurjchem-900	20	3	spectra	spectra	NOUN
eurjchem-900	20	4	were	be	AUX
eurjchem-900	20	5	recorded	record	VERB
eurjchem-900	20	6	on	on	ADP
eurjchem-900	20	7	shimadzu	shimadzu	PROPN
eurjchem-900	20	8	gcms‐qp‐1000ex	gcms‐qp‐1000ex	PROPN
eurjchem-900	20	9	mass	mass	ADJ
eurjchem-900	20	10	spectrometers	spectrometer	NOUN
eurjchem-900	20	11	at	at	ADP
eurjchem-900	20	12	70	70	NUM
eurjchem-900	20	13	ev	ev	NOUN
eurjchem-900	20	14	.	.	PUNCT
eurjchem-900	21	1	all	all	DET
eurjchem-900	21	2	the	the	DET
eurjchem-900	21	3	spectral	spectral	ADJ
eurjchem-900	21	4	measurements	measurement	NOUN
eurjchem-900	21	5	as	as	ADV
eurjchem-900	21	6	well	well	ADV
eurjchem-900	21	7	as	as	ADP
eurjchem-900	21	8	elemental	elemental	ADJ
eurjchem-900	21	9	analyses	analysis	NOUN
eurjchem-900	21	10	were	be	AUX
eurjchem-900	21	11	carried	carry	VERB
eurjchem-900	21	12	out	out	ADP
eurjchem-900	21	13	at	at	ADP
eurjchem-900	21	14	the	the	DET
eurjchem-900	21	15	micro	micro	ADJ
eurjchem-900	21	16	analytical	analytical	ADJ
eurjchem-900	21	17	center	center	NOUN
eurjchem-900	21	18	of	of	ADP
eurjchem-900	21	19	cairo	cairo	PROPN
eurjchem-900	21	20	university	university	PROPN
eurjchem-900	21	21	.	.	PUNCT
eurjchem-900	22	1	all	all	DET
eurjchem-900	22	2	the	the	DET
eurjchem-900	22	3	newly	newly	ADV
eurjchem-900	22	4	synthesized	synthesize	VERB
eurjchem-900	22	5	compounds	compound	NOUN
eurjchem-900	22	6	gave	give	VERB
eurjchem-900	22	7	satisfactory	satisfactory	ADJ
eurjchem-900	22	8	elemental	elemental	ADJ
eurjchem-900	22	9	analyses	analysis	NOUN
eurjchem-900	22	10	.	.	PUNCT
eurjchem-900	23	1	2.2	2.2	NUM
eurjchem-900	23	2	.	.	PUNCT
eurjchem-900	24	1	synthesis	synthesis	NOUN
eurjchem-900	24	2	2.2.1	2.2.1	NUM
eurjchem-900	24	3	.	.	PUNCT
eurjchem-900	25	1	reaction	reaction	NOUN
eurjchem-900	25	2	of	of	ADP
eurjchem-900	25	3	4‐oxo‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐	4‐oxo‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐	NUM
eurjchem-900	25	4	yl)‐but‐2‐enoic	yl)‐but‐2‐enoic	NOUN
eurjchem-900	25	5	acid	acid	NOUN
eurjchem-900	25	6	(	(	PUNCT
eurjchem-900	25	7	1	1	NUM
eurjchem-900	25	8	)	)	PUNCT
eurjchem-900	26	1	[	[	X
eurjchem-900	26	2	20	20	NUM
eurjchem-900	26	3	]	]	PUNCT
eurjchem-900	26	4	with	with	ADP
eurjchem-900	26	5	cyclohexanone	cyclohexanone	ADJ
eurjchem-900	26	6	and	and	CCONJ
eurjchem-900	26	7	/	/	SYM
eurjchem-900	26	8	or	or	CCONJ
eurjchem-900	26	9	camphor	camphor	NOUN
eurjchem-900	26	10	34	34	NUM
eurjchem-900	26	11	salem	salem	NOUN
eurjchem-900	26	12	et	et	PROPN
eurjchem-900	26	13	al	al	PROPN
eurjchem-900	26	14	.	.	PUNCT
eurjchem-900	26	15	/	/	SYM
eurjchem-900	26	16	european	european	PROPN
eurjchem-900	26	17	journal	journal	PROPN
eurjchem-900	26	18	of	of	ADP
eurjchem-900	26	19	chemistry	chemistry	NOUN
eurjchem-900	26	20	5	5	NUM
eurjchem-900	26	21	(	(	PUNCT
eurjchem-900	26	22	1	1	NUM
eurjchem-900	26	23	)	)	PUNCT
eurjchem-900	26	24	(	(	PUNCT
eurjchem-900	26	25	2014	2014	NUM
eurjchem-900	26	26	)	)	PUNCT
eurjchem-900	26	27	33‐40	33‐40	NOUN
eurjchem-900	26	28	ar	ar	PROPN
eurjchem-900	26	29	o	o	PROPN
eurjchem-900	26	30	cooh	cooh	NOUN
eurjchem-900	26	31	o	o	INTJ
eurjchem-900	26	32	ar1o	ar1o	PROPN
eurjchem-900	26	33	coohar	coohar	NOUN
eurjchem-900	26	34	(	(	PUNCT
eurjchem-900	26	35	2a	2a	NUM
eurjchem-900	26	36	,	,	PUNCT
eurjchem-900	26	37	b	b	NOUN
eurjchem-900	26	38	)	)	PUNCT
eurjchem-900	26	39	(	(	PUNCT
eurjchem-900	26	40	1	1	X
eurjchem-900	26	41	)	)	PUNCT
eurjchem-900	26	42	o	o	NOUN
eurjchem-900	26	43	(	(	PUNCT
eurjchem-900	26	44	i	i	NOUN
eurjchem-900	26	45	)	)	PUNCT
eurjchem-900	26	46	cyclohexanone	cyclohexanone	PROPN
eurjchem-900	26	47	and/	and/	NOUN
eurjchem-900	26	48	or	or	CCONJ
eurjchem-900	26	49	champhor	champhor	NOUN
eurjchem-900	26	50	,	,	PUNCT
eurjchem-900	26	51	naoh	naoh	NOUN
eurjchem-900	26	52	,	,	PUNCT
eurjchem-900	26	53	etoh	etoh	PROPN
eurjchem-900	26	54	(	(	PUNCT
eurjchem-900	26	55	ii	ii	NOUN
eurjchem-900	26	56	)	)	PUNCT
eurjchem-900	26	57	n2h4.h2o	n2h4.h2o	NOUN
eurjchem-900	26	58	(	(	PUNCT
eurjchem-900	26	59	1:1	1:1	NUM
eurjchem-900	26	60	)	)	PUNCT
eurjchem-900	26	61	,	,	PUNCT
eurjchem-900	26	62	etoh	etoh	PROPN
eurjchem-900	26	63	(	(	PUNCT
eurjchem-900	26	64	iii	iii	NOUN
eurjchem-900	26	65	)	)	PUNCT
eurjchem-900	26	66	excess	excess	ADJ
eurjchem-900	26	67	n2h4.h2o	n2h4.h2o	NOUN
eurjchem-900	26	68	,	,	PUNCT
eurjchem-900	26	69	etoh	etoh	NOUN
eurjchem-900	26	70	(	(	PUNCT
eurjchem-900	26	71	iv	iv	X
eurjchem-900	26	72	)	)	PUNCT
eurjchem-900	26	73	ethyl	ethyl	PROPN
eurjchem-900	26	74	cyanoacetate	cyanoacetate	NOUN
eurjchem-900	26	75	,	,	PUNCT
eurjchem-900	26	76	malononitrile	malononitrile	NOUN
eurjchem-900	26	77	,	,	PUNCT
eurjchem-900	26	78	and/or	and/or	CCONJ
eurjchem-900	26	79	cyclohexanone	cyclohexanone	VERB
eurjchem-900	26	80	,	,	PUNCT
eurjchem-900	26	81	aconh4	aconh4	PUNCT
eurjchem-900	27	1	(	(	PUNCT
eurjchem-900	27	2	v	v	NOUN
eurjchem-900	27	3	)	)	PUNCT
eurjchem-900	27	4	n2h4.h2o	n2h4.h2o	NOUN
eurjchem-900	27	5	,	,	PUNCT
eurjchem-900	27	6	etoh	etoh	PROPN
eurjchem-900	27	7	(	(	PUNCT
eurjchem-900	27	8	i	i	NOUN
eurjchem-900	27	9	)	)	PUNCT
eurjchem-900	27	10	2a	2a	NUM
eurjchem-900	27	11	,	,	PUNCT
eurjchem-900	27	12	ar1	ar1	PROPN
eurjchem-900	27	13	=	=	SYM
eurjchem-900	27	14	2b	2b	NOUN
eurjchem-900	27	15	,	,	PUNCT
eurjchem-900	27	16	ar1	ar1	PROPN
eurjchem-900	27	17	=	=	SYM
eurjchem-900	27	18	n	n	PRON
eurjchem-900	28	1	cooh	cooh	NOUN
eurjchem-900	28	2	x	x	X
eurjchem-900	28	3	yar	yar	PROPN
eurjchem-900	28	4	(	(	PUNCT
eurjchem-900	28	5	5a	5a	NUM
eurjchem-900	28	6	-	-	PUNCT
eurjchem-900	28	7	c	c	NOUN
eurjchem-900	28	8	)	)	PUNCT
eurjchem-900	28	9	(	(	PUNCT
eurjchem-900	28	10	iv	iv	X
eurjchem-900	28	11	)	)	PUNCT
eurjchem-900	28	12	ar	ar	NOUN
eurjchem-900	28	13	=	=	SYM
eurjchem-900	28	14	(	(	PUNCT
eurjchem-900	28	15	6	6	X
eurjchem-900	28	16	)	)	PUNCT
eurjchem-900	28	17	nar	nar	NOUN
eurjchem-900	28	18	cooh	cooh	NOUN
eurjchem-900	28	19	conhnh2	conhnh2	NOUN
eurjchem-900	28	20	nh2	nh2	NOUN
eurjchem-900	28	21	no	no	INTJ
eurjchem-900	28	22	.	.	PUNCT
eurjchem-900	29	1	x	x	X
eurjchem-900	29	2	y	y	PROPN
eurjchem-900	29	3	5a	5a	NUM
eurjchem-900	29	4	cooet	cooet	NOUN
eurjchem-900	29	5	nh2	nh2	PROPN
eurjchem-900	29	6	5b	5b	PROPN
eurjchem-900	29	7	cn	cn	PROPN
eurjchem-900	29	8	nh2	nh2	PROPN
eurjchem-900	29	9	5c	5c	NUM
eurjchem-900	29	10	-(ch2)4(v	-(ch2)4(v	NOUN
eurjchem-900	29	11	)	)	PUNCT
eurjchem-900	29	12	o	o	PROPN
eurjchem-900	29	13	ar	ar	PROPN
eurjchem-900	29	14	n	n	PROPN
eurjchem-900	29	15	h	h	NOUN
eurjchem-900	29	16	n	n	ADV
eurjchem-900	29	17	o	o	X
eurjchem-900	29	18	(	(	PUNCT
eurjchem-900	29	19	4a	4a	NUM
eurjchem-900	29	20	)	)	PUNCT
eurjchem-900	30	1	n	n	CCONJ
eurjchem-900	30	2	cooh	cooh	NOUN
eurjchem-900	30	3	ar	ar	PROPN
eurjchem-900	30	4	h2nhn	h2nhn	PROPN
eurjchem-900	30	5	h2n	h2n	PROPN
eurjchem-900	30	6	(	(	PUNCT
eurjchem-900	30	7	3a	3a	NUM
eurjchem-900	30	8	)	)	PUNCT
eurjchem-900	30	9	o	o	PROPN
eurjchem-900	30	10	ar	ar	PROPN
eurjchem-900	30	11	n	n	PROPN
eurjchem-900	30	12	h	h	NOUN
eurjchem-900	30	13	n	n	ADV
eurjchem-900	30	14	o	o	NOUN
eurjchem-900	30	15	(	(	PUNCT
eurjchem-900	30	16	3b	3b	NUM
eurjchem-900	30	17	)	)	PUNCT
eurjchem-900	31	1	n	n	CCONJ
eurjchem-900	31	2	cooh	cooh	PROPN
eurjchem-900	31	3	ar	ar	PROPN
eurjchem-900	31	4	h2nhn	h2nhn	PROPN
eurjchem-900	31	5	h2n	h2n	PROPN
eurjchem-900	31	6	(	(	PUNCT
eurjchem-900	31	7	4b	4b	PROPN
eurjchem-900	31	8	)	)	PUNCT
eurjchem-900	31	9	(	(	PUNCT
eurjchem-900	31	10	ii	ii	NOUN
eurjchem-900	31	11	)	)	PUNCT
eurjchem-900	31	12	(	(	PUNCT
eurjchem-900	31	13	ii	ii	NOUN
eurjchem-900	31	14	)	)	PUNCT
eurjchem-900	31	15	(	(	PUNCT
eurjchem-900	31	16	iii	iii	NOUN
eurjchem-900	31	17	)	)	PUNCT
eurjchem-900	31	18	(	(	PUNCT
eurjchem-900	31	19	iii	iii	X
eurjchem-900	31	20	)	)	PUNCT
eurjchem-900	31	21	5a	5a	NUM
eurjchem-900	31	22	scheme	scheme	NOUN
eurjchem-900	31	23	1	1	NUM
eurjchem-900	31	24	a	a	DET
eurjchem-900	31	25	mixture	mixture	NOUN
eurjchem-900	31	26	of	of	ADP
eurjchem-900	31	27	acid	acid	PROPN
eurjchem-900	31	28	1	1	NUM
eurjchem-900	31	29	(	(	PUNCT
eurjchem-900	31	30	0.01	0.01	NUM
eurjchem-900	31	31	mmol	mmol	NOUN
eurjchem-900	31	32	,	,	PUNCT
eurjchem-900	31	33	2.30	2.30	NUM
eurjchem-900	31	34	g	g	NOUN
eurjchem-900	31	35	)	)	PUNCT
eurjchem-900	31	36	,	,	PUNCT
eurjchem-900	31	37	cyclohexanone	cyclohexanone	NOUN
eurjchem-900	31	38	and/or	and/or	CCONJ
eurjchem-900	31	39	camphor	camphor	NOUN
eurjchem-900	31	40	(	(	PUNCT
eurjchem-900	31	41	0.01	0.01	NUM
eurjchem-900	31	42	mmol	mmol	NOUN
eurjchem-900	31	43	)	)	PUNCT
eurjchem-900	31	44	in	in	ADP
eurjchem-900	31	45	ethanol	ethanol	NOUN
eurjchem-900	31	46	(	(	PUNCT
eurjchem-900	31	47	30	30	NUM
eurjchem-900	31	48	ml	ml	NOUN
eurjchem-900	31	49	)	)	PUNCT
eurjchem-900	31	50	and	and	CCONJ
eurjchem-900	31	51	50	50	NUM
eurjchem-900	31	52	%	%	NOUN
eurjchem-900	31	53	sodium	sodium	NOUN
eurjchem-900	31	54	hydroxide	hydroxide	NOUN
eurjchem-900	31	55	(	(	PUNCT
eurjchem-900	31	56	2	2	NUM
eurjchem-900	31	57	ml	ml	NOUN
eurjchem-900	31	58	)	)	PUNCT
eurjchem-900	31	59	was	be	AUX
eurjchem-900	31	60	stirred	stir	VERB
eurjchem-900	31	61	at	at	ADP
eurjchem-900	31	62	reflux	reflux	NOUN
eurjchem-900	31	63	temperature	temperature	NOUN
eurjchem-900	31	64	for	for	ADP
eurjchem-900	31	65	6	6	NUM
eurjchem-900	31	66	h.	h.	NOUN
eurjchem-900	31	67	the	the	PRON
eurjchem-900	31	68	precipitated	precipitate	VERB
eurjchem-900	31	69	solid	solid	ADJ
eurjchem-900	31	70	that	that	SCONJ
eurjchem-900	31	71	formed	form	VERB
eurjchem-900	31	72	after	after	SCONJ
eurjchem-900	31	73	cooling	cool	VERB
eurjchem-900	31	74	was	be	AUX
eurjchem-900	31	75	dissolved	dissolve	VERB
eurjchem-900	31	76	in	in	ADP
eurjchem-900	31	77	water	water	NOUN
eurjchem-900	31	78	then	then	ADV
eurjchem-900	31	79	acidified	acidify	VERB
eurjchem-900	31	80	with	with	ADP
eurjchem-900	31	81	hydrochloric	hydrochloric	ADJ
eurjchem-900	31	82	acid	acid	NOUN
eurjchem-900	31	83	.	.	PUNCT
eurjchem-900	32	1	the	the	DET
eurjchem-900	32	2	crude	crude	ADJ
eurjchem-900	32	3	solid	solid	ADJ
eurjchem-900	32	4	product	product	NOUN
eurjchem-900	32	5	that	that	PRON
eurjchem-900	32	6	deposited	deposit	VERB
eurjchem-900	32	7	was	be	AUX
eurjchem-900	32	8	collected	collect	VERB
eurjchem-900	32	9	by	by	ADP
eurjchem-900	32	10	filtration	filtration	NOUN
eurjchem-900	32	11	and	and	CCONJ
eurjchem-900	32	12	washed	wash	VERB
eurjchem-900	32	13	with	with	ADP
eurjchem-900	32	14	water	water	NOUN
eurjchem-900	32	15	,	,	PUNCT
eurjchem-900	32	16	dried	dry	VERB
eurjchem-900	32	17	and	and	CCONJ
eurjchem-900	32	18	recrystallized	recrystallize	VERB
eurjchem-900	32	19	from	from	ADP
eurjchem-900	32	20	light	light	ADJ
eurjchem-900	32	21	petroleum	petroleum	NOUN
eurjchem-900	32	22	ether	ether	NOUN
eurjchem-900	32	23	(	(	PUNCT
eurjchem-900	32	24	80‐100	80‐100	NOUN
eurjchem-900	32	25	c	c	NUM
eurjchem-900	32	26	):	):	PUNCT
eurjchem-900	32	27	ethanol	ethanol	NOUN
eurjchem-900	32	28	(	(	PUNCT
eurjchem-900	32	29	2:1	2:1	NUM
eurjchem-900	32	30	)	)	PUNCT
eurjchem-900	32	31	to	to	PART
eurjchem-900	32	32	give	give	VERB
eurjchem-900	32	33	compound	compound	NOUN
eurjchem-900	32	34	2a	2a	NUM
eurjchem-900	32	35	,	,	PUNCT
eurjchem-900	32	36	b	b	NOUN
eurjchem-900	32	37	respectively	respectively	ADV
eurjchem-900	32	38	(	(	PUNCT
eurjchem-900	32	39	scheme	scheme	NOUN
eurjchem-900	32	40	1	1	NUM
eurjchem-900	32	41	)	)	PUNCT
eurjchem-900	32	42	.	.	PUNCT
eurjchem-900	33	1	4‐oxo‐2‐(2‐oxocyclohexyl)‐4‐(5,6,7,8‐tetrahydronaphthalen‐	4‐oxo‐2‐(2‐oxocyclohexyl)‐4‐(5,6,7,8‐tetrahydronaphthalen‐	PROPN
eurjchem-900	33	2	2‐yl)butanoic	2‐yl)butanoic	PROPN
eurjchem-900	33	3	acid	acid	NOUN
eurjchem-900	33	4	(	(	PUNCT
eurjchem-900	33	5	2a	2a	NUM
eurjchem-900	33	6	):	):	PUNCT
eurjchem-900	33	7	color	color	NOUN
eurjchem-900	33	8	:	:	PUNCT
eurjchem-900	33	9	orange	orange	ADJ
eurjchem-900	33	10	.	.	PUNCT
eurjchem-900	34	1	yield	yield	NOUN
eurjchem-900	34	2	:	:	PUNCT
eurjchem-900	34	3	57	57	NUM
eurjchem-900	34	4	%	%	NOUN
eurjchem-900	34	5	.	.	PUNCT
eurjchem-900	35	1	m.p	m.p	PROPN
eurjchem-900	35	2	.	.	PROPN
eurjchem-900	35	3	:	:	PUNCT
eurjchem-900	36	1	100‐	100‐	NUM
eurjchem-900	36	2	102	102	NUM
eurjchem-900	36	3	°	°	NOUN
eurjchem-900	36	4	c	c	NOUN
eurjchem-900	36	5	.	.	PUNCT
eurjchem-900	37	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	37	2	(	(	PUNCT
eurjchem-900	37	3	kbr	kbr	PROPN
eurjchem-900	37	4	,	,	PUNCT
eurjchem-900	37	5	ν	ν	PROPN
eurjchem-900	37	6	,	,	PUNCT
eurjchem-900	37	7	cm‐1	cm‐1	PROPN
eurjchem-900	37	8	):	):	PUNCT
eurjchem-900	37	9	2858‐2660	2858‐2660	NUM
eurjchem-900	37	10	(	(	PUNCT
eurjchem-900	37	11	νoh	νoh	NOUN
eurjchem-900	37	12	)	)	PUNCT
eurjchem-900	37	13	,	,	PUNCT
eurjchem-900	37	14	1790	1790	NUM
eurjchem-900	37	15	(	(	PUNCT
eurjchem-900	37	16	νc	νc	X
eurjchem-900	37	17	=	=	ADJ
eurjchem-900	37	18	o	o	NOUN
eurjchem-900	37	19	,	,	PUNCT
eurjchem-900	37	20	cyclic	cyclic	ADJ
eurjchem-900	37	21	ketone	ketone	NOUN
eurjchem-900	37	22	)	)	PUNCT
eurjchem-900	37	23	,	,	PUNCT
eurjchem-900	37	24	1708	1708	NUM
eurjchem-900	37	25	(	(	PUNCT
eurjchem-900	37	26	νc	νc	NOUN
eurjchem-900	37	27	=	=	NOUN
eurjchem-900	37	28	o	o	NOUN
eurjchem-900	37	29	,	,	PUNCT
eurjchem-900	37	30	acid	acid	NOUN
eurjchem-900	37	31	)	)	PUNCT
eurjchem-900	37	32	,	,	PUNCT
eurjchem-900	37	33	1679	1679	NUM
eurjchem-900	37	34	(	(	PUNCT
eurjchem-900	37	35	νc	νc	NOUN
eurjchem-900	37	36	=	=	ADJ
eurjchem-900	37	37	o	o	NOUN
eurjchem-900	37	38	,	,	PUNCT
eurjchem-900	37	39	ketone	ketone	NOUN
eurjchem-900	37	40	)	)	PUNCT
eurjchem-900	37	41	,	,	PUNCT
eurjchem-900	37	42	1604	1604	NUM
eurjchem-900	37	43	(	(	PUNCT
eurjchem-900	37	44	νc	νc	X
eurjchem-900	37	45	=	=	SYM
eurjchem-900	37	46	c	c	NOUN
eurjchem-900	37	47	)	)	PUNCT
eurjchem-900	37	48	.	.	PUNCT
eurjchem-900	38	1	1h	1h	NUM
eurjchem-900	38	2	nmr	nmr	NOUN
eurjchem-900	38	3	(	(	PUNCT
eurjchem-900	38	4	300	300	NUM
eurjchem-900	38	5	mhz	mhz	NOUN
eurjchem-900	38	6	,	,	PUNCT
eurjchem-900	38	7	cdcl3	cdcl3	PROPN
eurjchem-900	38	8	,	,	PUNCT
eurjchem-900	38	9	δ	δ	PROPN
eurjchem-900	38	10	,	,	PUNCT
eurjchem-900	38	11	ppm	ppm	NUM
eurjchem-900	38	12	):	):	PUNCT
eurjchem-900	38	13	7.68‐7.11	7.68‐7.11	NUM
eurjchem-900	38	14	(	(	PUNCT
eurjchem-900	38	15	m	m	PROPN
eurjchem-900	38	16	,	,	PUNCT
eurjchem-900	38	17	3h	3h	NUM
eurjchem-900	38	18	,	,	PUNCT
eurjchem-900	38	19	ar‐h	ar‐h	NOUN
eurjchem-900	38	20	)	)	PUNCT
eurjchem-900	38	21	,	,	PUNCT
eurjchem-900	38	22	3.04‐	3.04‐	NUM
eurjchem-900	38	23	2.82	2.82	NUM
eurjchem-900	38	24	(	(	PUNCT
eurjchem-900	38	25	m	m	PROPN
eurjchem-900	38	26	,	,	PUNCT
eurjchem-900	38	27	10h	10h	NUM
eurjchem-900	38	28	,	,	PUNCT
eurjchem-900	38	29	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	38	30	,	,	PUNCT
eurjchem-900	38	31	cyclohexanone	cyclohexanone	ADJ
eurjchem-900	38	32	moiety	moiety	NOUN
eurjchem-900	38	33	,	,	PUNCT
eurjchem-900	38	34	‐	‐	ADJ
eurjchem-900	38	35	ch2ch‐cooh	ch2ch‐cooh	NOUN
eurjchem-900	38	36	)	)	PUNCT
eurjchem-900	38	37	,	,	PUNCT
eurjchem-900	38	38	2.31‐1.27	2.31‐1.27	NUM
eurjchem-900	38	39	(	(	PUNCT
eurjchem-900	38	40	m	m	PROPN
eurjchem-900	38	41	,	,	PUNCT
eurjchem-900	38	42	10h	10h	NUM
eurjchem-900	38	43	,	,	PUNCT
eurjchem-900	38	44	cyclohexanone	cyclohexanone	ADJ
eurjchem-900	38	45	moiety	moiety	NOUN
eurjchem-900	38	46	,	,	PUNCT
eurjchem-900	38	47	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	38	48	moiety	moiety	NOUN
eurjchem-900	38	49	)	)	PUNCT
eurjchem-900	38	50	.	.	PUNCT
eurjchem-900	39	1	ms	ms	NOUN
eurjchem-900	39	2	(	(	PUNCT
eurjchem-900	39	3	ei	ei	PROPN
eurjchem-900	39	4	,	,	PUNCT
eurjchem-900	39	5	m	m	PROPN
eurjchem-900	39	6	/	/	SYM
eurjchem-900	39	7	z	z	PROPN
eurjchem-900	39	8	(	(	PUNCT
eurjchem-900	39	9	%	%	NOUN
eurjchem-900	39	10	)	)	PUNCT
eurjchem-900	39	11	):	):	PUNCT
eurjchem-900	39	12	330	330	NUM
eurjchem-900	39	13	(	(	PUNCT
eurjchem-900	39	14	[	[	X
eurjchem-900	39	15	m+2	m+2	X
eurjchem-900	39	16	]	]	PUNCT
eurjchem-900	39	17	,	,	PUNCT
eurjchem-900	39	18	13.6	13.6	NUM
eurjchem-900	39	19	)	)	PUNCT
eurjchem-900	39	20	,	,	PUNCT
eurjchem-900	39	21	216	216	NUM
eurjchem-900	39	22	(	(	PUNCT
eurjchem-900	39	23	33.3	33.3	NUM
eurjchem-900	39	24	)	)	PUNCT
eurjchem-900	39	25	,	,	PUNCT
eurjchem-900	39	26	159	159	NUM
eurjchem-900	39	27	(	(	PUNCT
eurjchem-900	39	28	100.0	100.0	NUM
eurjchem-900	39	29	)	)	PUNCT
eurjchem-900	39	30	,	,	PUNCT
eurjchem-900	39	31	131	131	NUM
eurjchem-900	39	32	(	(	PUNCT
eurjchem-900	39	33	50.0	50.0	NUM
eurjchem-900	39	34	)	)	PUNCT
eurjchem-900	39	35	.	.	PUNCT
eurjchem-900	40	1	4‐oxo‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)‐2‐(4,7,7‐tri	4‐oxo‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)‐2‐(4,7,7‐tri	NUM
eurjchem-900	40	2	methyl‐3‐oxobicyclo[2.2.1]heptan‐2‐yl)butanoic	methyl‐3‐oxobicyclo[2.2.1]heptan‐2‐yl)butanoic	PROPN
eurjchem-900	40	3	acid	acid	NOUN
eurjchem-900	40	4	(	(	PUNCT
eurjchem-900	40	5	2b	2b	NUM
eurjchem-900	40	6	):	):	PUNCT
eurjchem-900	40	7	color	color	NOUN
eurjchem-900	40	8	:	:	PUNCT
eurjchem-900	40	9	yellow	yellow	ADJ
eurjchem-900	40	10	.	.	PUNCT
eurjchem-900	40	11	yield	yield	NOUN
eurjchem-900	40	12	:	:	PUNCT
eurjchem-900	40	13	49	49	NUM
eurjchem-900	40	14	%	%	NOUN
eurjchem-900	40	15	.	.	PUNCT
eurjchem-900	41	1	m.p	m.p	PROPN
eurjchem-900	41	2	.	.	PROPN
eurjchem-900	41	3	:	:	PUNCT
eurjchem-900	42	1	173	173	NUM
eurjchem-900	42	2	°	°	NUM
eurjchem-900	42	3	c	c	NOUN
eurjchem-900	42	4	decomp	decomp	NOUN
eurjchem-900	42	5	.	.	PUNCT
eurjchem-900	43	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	43	2	(	(	PUNCT
eurjchem-900	43	3	kbr	kbr	PROPN
eurjchem-900	43	4	,	,	PUNCT
eurjchem-900	43	5	ν	ν	PROPN
eurjchem-900	43	6	,	,	PUNCT
eurjchem-900	43	7	cm‐1	cm‐1	PROPN
eurjchem-900	43	8	):	):	PUNCT
eurjchem-900	43	9	2858‐2660	2858‐2660	NUM
eurjchem-900	43	10	(	(	PUNCT
eurjchem-900	43	11	νoh	νoh	NOUN
eurjchem-900	43	12	)	)	PUNCT
eurjchem-900	43	13	,	,	PUNCT
eurjchem-900	43	14	1791	1791	NUM
eurjchem-900	43	15	(	(	PUNCT
eurjchem-900	43	16	νc	νc	X
eurjchem-900	43	17	=	=	SYM
eurjchem-900	43	18	o	o	NOUN
eurjchem-900	43	19	,	,	PUNCT
eurjchem-900	43	20	cyclic	cyclic	ADJ
eurjchem-900	43	21	ketone	ketone	NOUN
eurjchem-900	43	22	)	)	PUNCT
eurjchem-900	43	23	,	,	PUNCT
eurjchem-900	43	24	1708	1708	NUM
eurjchem-900	43	25	(	(	PUNCT
eurjchem-900	43	26	νc	νc	NOUN
eurjchem-900	43	27	=	=	NOUN
eurjchem-900	43	28	o	o	NOUN
eurjchem-900	43	29	,	,	PUNCT
eurjchem-900	43	30	acid	acid	NOUN
eurjchem-900	43	31	)	)	PUNCT
eurjchem-900	43	32	,	,	PUNCT
eurjchem-900	43	33	1678	1678	NUM
eurjchem-900	43	34	(	(	PUNCT
eurjchem-900	43	35	νc	νc	NOUN
eurjchem-900	43	36	=	=	NOUN
eurjchem-900	43	37	o	o	NOUN
eurjchem-900	43	38	,	,	PUNCT
eurjchem-900	43	39	ketone	ketone	NOUN
eurjchem-900	43	40	)	)	PUNCT
eurjchem-900	43	41	.	.	PUNCT
eurjchem-900	44	1	1h	1h	NUM
eurjchem-900	44	2	nmr	nmr	NOUN
eurjchem-900	44	3	(	(	PUNCT
eurjchem-900	44	4	300	300	NUM
eurjchem-900	44	5	mhz	mhz	NOUN
eurjchem-900	44	6	,	,	PUNCT
eurjchem-900	44	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	44	8	,	,	PUNCT
eurjchem-900	44	9	δ	δ	PROPN
eurjchem-900	44	10	,	,	PUNCT
eurjchem-900	44	11	ppm	ppm	NOUN
eurjchem-900	44	12	):	):	PUNCT
eurjchem-900	44	13	7.67‐	7.67‐	NUM
eurjchem-900	44	14	7.17	7.17	NUM
eurjchem-900	44	15	(	(	PUNCT
eurjchem-900	44	16	m	m	PROPN
eurjchem-900	44	17	,	,	PUNCT
eurjchem-900	44	18	3h	3h	NUM
eurjchem-900	44	19	,	,	PUNCT
eurjchem-900	44	20	ar‐h	ar‐h	NOUN
eurjchem-900	44	21	)	)	PUNCT
eurjchem-900	44	22	,	,	PUNCT
eurjchem-900	44	23	2.99‐2.77	2.99‐2.77	NUM
eurjchem-900	44	24	(	(	PUNCT
eurjchem-900	44	25	m	m	PROPN
eurjchem-900	44	26	,	,	PUNCT
eurjchem-900	44	27	8h	8h	NUM
eurjchem-900	44	28	,	,	PUNCT
eurjchem-900	44	29	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	44	30	moiety	moiety	NOUN
eurjchem-900	44	31	,	,	PUNCT
eurjchem-900	44	32	camphor	camphor	NOUN
eurjchem-900	44	33	moiety	moiety	NOUN
eurjchem-900	44	34	,	,	PUNCT
eurjchem-900	44	35	‐ch2ch‐cooh	‐ch2ch‐cooh	PROPN
eurjchem-900	44	36	)	)	PUNCT
eurjchem-900	44	37	,	,	PUNCT
eurjchem-900	44	38	2.09‐1.75	2.09‐1.75	NUM
eurjchem-900	44	39	(	(	PUNCT
eurjchem-900	44	40	m	m	PROPN
eurjchem-900	44	41	,	,	PUNCT
eurjchem-900	44	42	9h	9h	NUM
eurjchem-900	44	43	,	,	PUNCT
eurjchem-900	44	44	camphor	camphor	NOUN
eurjchem-900	44	45	,	,	PUNCT
eurjchem-900	44	46	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	44	47	moiety	moiety	NOUN
eurjchem-900	44	48	)	)	PUNCT
eurjchem-900	44	49	,	,	PUNCT
eurjchem-900	44	50	1.24	1.24	NUM
eurjchem-900	44	51	(	(	PUNCT
eurjchem-900	44	52	s	s	PROPN
eurjchem-900	44	53	,	,	PUNCT
eurjchem-900	44	54	3h	3h	NUM
eurjchem-900	44	55	,	,	PUNCT
eurjchem-900	44	56	ch3	ch3	PROPN
eurjchem-900	44	57	)	)	PUNCT
eurjchem-900	44	58	,	,	PUNCT
eurjchem-900	44	59	1.08	1.08	NUM
eurjchem-900	44	60	(	(	PUNCT
eurjchem-900	44	61	s	s	PROPN
eurjchem-900	44	62	,	,	PUNCT
eurjchem-900	44	63	3h	3h	NUM
eurjchem-900	44	64	,	,	PUNCT
eurjchem-900	44	65	ch3	ch3	PROPN
eurjchem-900	44	66	)	)	PUNCT
eurjchem-900	44	67	,	,	PUNCT
eurjchem-900	44	68	1.03	1.03	NUM
eurjchem-900	44	69	(	(	PUNCT
eurjchem-900	44	70	s	s	PROPN
eurjchem-900	44	71	,	,	PUNCT
eurjchem-900	44	72	3h	3h	NUM
eurjchem-900	44	73	,	,	PUNCT
eurjchem-900	44	74	ch3	ch3	PROPN
eurjchem-900	44	75	)	)	PUNCT
eurjchem-900	44	76	.	.	PUNCT
eurjchem-900	45	1	ms	ms	PROPN
eurjchem-900	45	2	(	(	PUNCT
eurjchem-900	45	3	ei	ei	PROPN
eurjchem-900	45	4	,	,	PUNCT
eurjchem-900	45	5	m	m	PROPN
eurjchem-900	45	6	/	/	SYM
eurjchem-900	45	7	z	z	PROPN
eurjchem-900	45	8	(	(	PUNCT
eurjchem-900	45	9	%	%	NOUN
eurjchem-900	45	10	)	)	PUNCT
eurjchem-900	45	11	):	):	PUNCT
eurjchem-900	45	12	384	384	NUM
eurjchem-900	45	13	(	(	PUNCT
eurjchem-900	45	14	[	[	X
eurjchem-900	45	15	m+2	m+2	X
eurjchem-900	45	16	]	]	PUNCT
eurjchem-900	45	17	,	,	PUNCT
eurjchem-900	45	18	3.7	3.7	NUM
eurjchem-900	45	19	)	)	PUNCT
eurjchem-900	45	20	,	,	PUNCT
eurjchem-900	45	21	356	356	NUM
eurjchem-900	45	22	(	(	PUNCT
eurjchem-900	45	23	4.8	4.8	NUM
eurjchem-900	45	24	)	)	PUNCT
eurjchem-900	45	25	,	,	PUNCT
eurjchem-900	45	26	159	159	NUM
eurjchem-900	45	27	(	(	PUNCT
eurjchem-900	45	28	100.0	100.0	NUM
eurjchem-900	45	29	)	)	PUNCT
eurjchem-900	45	30	,	,	PUNCT
eurjchem-900	45	31	131	131	NUM
eurjchem-900	45	32	(	(	PUNCT
eurjchem-900	45	33	22.7	22.7	NUM
eurjchem-900	45	34	)	)	PUNCT
eurjchem-900	45	35	.	.	PUNCT
eurjchem-900	46	1	2.2.2	2.2.2	X
eurjchem-900	46	2	.	.	PUNCT
eurjchem-900	47	1	reaction	reaction	NOUN
eurjchem-900	47	2	of	of	ADP
eurjchem-900	47	3	michael	michael	PROPN
eurjchem-900	47	4	adducts	adducts	PROPN
eurjchem-900	47	5	(	(	PUNCT
eurjchem-900	47	6	2a	2a	NUM
eurjchem-900	47	7	,	,	PUNCT
eurjchem-900	47	8	b	b	NOUN
eurjchem-900	47	9	)	)	PUNCT
eurjchem-900	47	10	with	with	ADP
eurjchem-900	47	11	hydrazine	hydrazine	NOUN
eurjchem-900	47	12	hydrate	hydrate	VERB
eurjchem-900	47	13	a	a	DET
eurjchem-900	47	14	mixture	mixture	NOUN
eurjchem-900	47	15	of	of	ADP
eurjchem-900	47	16	michael	michael	PROPN
eurjchem-900	47	17	adduct	adduct	VERB
eurjchem-900	47	18	2a	2a	NUM
eurjchem-900	47	19	,	,	PUNCT
eurjchem-900	47	20	b	b	X
eurjchem-900	47	21	(	(	PUNCT
eurjchem-900	47	22	0.005	0.005	NUM
eurjchem-900	47	23	mmol	mmol	NOUN
eurjchem-900	47	24	,	,	PUNCT
eurjchem-900	47	25	1.89	1.89	NUM
eurjchem-900	47	26	g	g	NOUN
eurjchem-900	47	27	)	)	PUNCT
eurjchem-900	47	28	and	and	CCONJ
eurjchem-900	47	29	hydrazine	hydrazine	NOUN
eurjchem-900	47	30	hydrate	hydrate	NOUN
eurjchem-900	47	31	(	(	PUNCT
eurjchem-900	47	32	0.005	0.005	NUM
eurjchem-900	47	33	mmol	mmol	NOUN
eurjchem-900	47	34	,	,	PUNCT
eurjchem-900	47	35	0.25	0.25	NUM
eurjchem-900	47	36	ml	ml	NOUN
eurjchem-900	47	37	)	)	PUNCT
eurjchem-900	47	38	in	in	ADP
eurjchem-900	47	39	ethanol	ethanol	NOUN
eurjchem-900	47	40	(	(	PUNCT
eurjchem-900	47	41	20	20	NUM
eurjchem-900	47	42	ml	ml	NOUN
eurjchem-900	47	43	)	)	PUNCT
eurjchem-900	47	44	was	be	AUX
eurjchem-900	47	45	heated	heat	VERB
eurjchem-900	47	46	at	at	ADP
eurjchem-900	47	47	reflux	reflux	NOUN
eurjchem-900	47	48	for	for	ADP
eurjchem-900	47	49	8	8	NUM
eurjchem-900	47	50	h.	h.	NOUN
eurjchem-900	47	51	the	the	DET
eurjchem-900	47	52	solid	solid	ADJ
eurjchem-900	47	53	product	product	NOUN
eurjchem-900	47	54	which	which	PRON
eurjchem-900	47	55	was	be	AUX
eurjchem-900	47	56	separated	separate	VERB
eurjchem-900	47	57	out	out	ADP
eurjchem-900	47	58	on	on	ADP
eurjchem-900	47	59	hot	hot	ADJ
eurjchem-900	47	60	was	be	AUX
eurjchem-900	47	61	collected	collect	VERB
eurjchem-900	47	62	,	,	PUNCT
eurjchem-900	47	63	dried	dry	VERB
eurjchem-900	47	64	and	and	CCONJ
eurjchem-900	47	65	recrystallized	recrystallize	VERB
eurjchem-900	47	66	from	from	ADP
eurjchem-900	47	67	n‐butanol	n‐butanol	ADV
eurjchem-900	47	68	and/or	and/or	CCONJ
eurjchem-900	47	69	dimethylformamide	dimethylformamide	NOUN
eurjchem-900	47	70	(	(	PUNCT
eurjchem-900	47	71	dmf	dmf	PROPN
eurjchem-900	47	72	)	)	PUNCT
eurjchem-900	47	73	to	to	PART
eurjchem-900	47	74	give	give	VERB
eurjchem-900	47	75	compounds	compound	NOUN
eurjchem-900	47	76	3a	3a	NUM
eurjchem-900	47	77	,	,	PUNCT
eurjchem-900	47	78	b	b	NOUN
eurjchem-900	47	79	,	,	PUNCT
eurjchem-900	47	80	respectively	respectively	ADV
eurjchem-900	47	81	(	(	PUNCT
eurjchem-900	47	82	scheme	scheme	NOUN
eurjchem-900	47	83	1	1	NUM
eurjchem-900	47	84	)	)	PUNCT
eurjchem-900	47	85	.	.	PUNCT
eurjchem-900	48	1	4‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl)‐4,4a	4‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl)‐4,4a	PROPN
eurjchem-900	48	2	,	,	PUNCT
eurjchem-900	48	3	5,6,7,8‐hexahydrocinnolin‐3(2h)‐one	5,6,7,8‐hexahydrocinnolin‐3(2h)‐one	NUM
eurjchem-900	48	4	(	(	PUNCT
eurjchem-900	48	5	3a	3a	NUM
eurjchem-900	48	6	):	):	PUNCT
eurjchem-900	48	7	color	color	NOUN
eurjchem-900	48	8	:	:	PUNCT
eurjchem-900	48	9	red	red	ADJ
eurjchem-900	48	10	.	.	PUNCT
eurjchem-900	48	11	yield	yield	NOUN
eurjchem-900	48	12	:	:	PUNCT
eurjchem-900	48	13	32	32	NUM
eurjchem-900	48	14	%	%	NOUN
eurjchem-900	48	15	.	.	PUNCT
eurjchem-900	49	1	m.p	m.p	PROPN
eurjchem-900	49	2	.	.	PROPN
eurjchem-900	49	3	:	:	PUNCT
eurjchem-900	50	1	201‐202	201‐202	PROPN
eurjchem-900	50	2	°	°	PRON
eurjchem-900	50	3	c	c	PROPN
eurjchem-900	50	4	.	.	PUNCT
eurjchem-900	51	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	51	2	(	(	PUNCT
eurjchem-900	51	3	kbr	kbr	PROPN
eurjchem-900	51	4	,	,	PUNCT
eurjchem-900	51	5	ν	ν	PROPN
eurjchem-900	51	6	,	,	PUNCT
eurjchem-900	51	7	cm‐1	cm‐1	PROPN
eurjchem-900	51	8	):	):	PUNCT
eurjchem-900	51	9	3334	3334	NUM
eurjchem-900	51	10	(	(	PUNCT
eurjchem-900	51	11	νnh	νnh	NOUN
eurjchem-900	51	12	)	)	PUNCT
eurjchem-900	51	13	,	,	PUNCT
eurjchem-900	51	14	1667	1667	NUM
eurjchem-900	51	15	(	(	PUNCT
eurjchem-900	51	16	νc	νc	X
eurjchem-900	51	17	=	=	NOUN
eurjchem-900	51	18	o	o	NOUN
eurjchem-900	51	19	)	)	PUNCT
eurjchem-900	51	20	.	.	PUNCT
eurjchem-900	52	1	1h	1h	NUM
eurjchem-900	52	2	nmr	nmr	NOUN
eurjchem-900	52	3	(	(	PUNCT
eurjchem-900	52	4	300	300	NUM
eurjchem-900	52	5	mhz	mhz	NOUN
eurjchem-900	52	6	,	,	PUNCT
eurjchem-900	52	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	52	8	,	,	PUNCT
eurjchem-900	52	9	δ	δ	PROPN
eurjchem-900	52	10	,	,	PUNCT
eurjchem-900	52	11	ppm	ppm	NOUN
eurjchem-900	52	12	):	):	PUNCT
eurjchem-900	52	13	7.82‐7.01	7.82‐7.01	NUM
eurjchem-900	52	14	(	(	PUNCT
eurjchem-900	52	15	m	m	PROPN
eurjchem-900	52	16	,	,	PUNCT
eurjchem-900	52	17	3h	3h	NUM
eurjchem-900	52	18	,	,	PUNCT
eurjchem-900	52	19	ar‐h	ar‐h	NOUN
eurjchem-900	52	20	)	)	PUNCT
eurjchem-900	52	21	,	,	PUNCT
eurjchem-900	52	22	6.87	6.87	NUM
eurjchem-900	52	23	(	(	PUNCT
eurjchem-900	52	24	s	s	PROPN
eurjchem-900	52	25	,	,	PUNCT
eurjchem-900	52	26	1h	1h	NUM
eurjchem-900	52	27	,	,	PUNCT
eurjchem-900	52	28	exchangeable	exchangeable	ADJ
eurjchem-900	52	29	,	,	PUNCT
eurjchem-900	52	30	nh	nh	PROPN
eurjchem-900	52	31	)	)	PUNCT
eurjchem-900	52	32	,	,	PUNCT
eurjchem-900	52	33	3.11‐2.78	3.11‐2.78	PROPN
eurjchem-900	52	34	(	(	PUNCT
eurjchem-900	52	35	m	m	PROPN
eurjchem-900	52	36	,	,	PUNCT
eurjchem-900	52	37	7h	7h	PROPN
eurjchem-900	52	38	,	,	PUNCT
eurjchem-900	52	39	tetrahdronaphthalene	tetrahdronaphthalene	NOUN
eurjchem-900	52	40	,	,	PUNCT
eurjchem-900	52	41	pyridazinone	pyridazinone	VERB
eurjchem-900	52	42	moiety	moiety	NOUN
eurjchem-900	52	43	,	,	PUNCT
eurjchem-900	52	44	‐coch2	‐coch2	NOUN
eurjchem-900	52	45	)	)	PUNCT
eurjchem-900	52	46	,	,	PUNCT
eurjchem-900	52	47	2.31‐1.27	2.31‐1.27	NUM
eurjchem-900	52	48	(	(	PUNCT
eurjchem-900	52	49	m	m	PROPN
eurjchem-900	52	50	,	,	PUNCT
eurjchem-900	52	51	13h	13h	NOUN
eurjchem-900	52	52	,	,	PUNCT
eurjchem-900	52	53	cyclohexanone	cyclohexanone	ADJ
eurjchem-900	52	54	moiety	moiety	NOUN
eurjchem-900	52	55	,	,	PUNCT
eurjchem-900	52	56	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	52	57	moiety	moiety	NOUN
eurjchem-900	52	58	,	,	PUNCT
eurjchem-900	52	59	pyridazinone	pyridazinone	VERB
eurjchem-900	52	60	moiety).ms	moiety).ms	PROPN
eurjchem-900	52	61	(	(	PUNCT
eurjchem-900	52	62	ei	ei	PROPN
eurjchem-900	52	63	,	,	PUNCT
eurjchem-900	52	64	m	m	PROPN
eurjchem-900	52	65	/	/	SYM
eurjchem-900	52	66	z	z	PROPN
eurjchem-900	52	67	(	(	PUNCT
eurjchem-900	52	68	%	%	NOUN
eurjchem-900	52	69	)	)	PUNCT
eurjchem-900	52	70	):	):	PUNCT
eurjchem-900	53	1	326	326	NUM
eurjchem-900	53	2	(	(	PUNCT
eurjchem-900	53	3	[	[	X
eurjchem-900	53	4	m+2	m+2	X
eurjchem-900	53	5	]	]	PUNCT
eurjchem-900	53	6	,	,	PUNCT
eurjchem-900	53	7	0.43	0.43	NUM
eurjchem-900	53	8	)	)	PUNCT
eurjchem-900	53	9	,	,	PUNCT
eurjchem-900	53	10	salem	salem	PROPN
eurjchem-900	53	11	et	et	PROPN
eurjchem-900	53	12	al	al	PROPN
eurjchem-900	53	13	.	.	PUNCT
eurjchem-900	53	14	/	/	SYM
eurjchem-900	53	15	european	european	PROPN
eurjchem-900	53	16	journal	journal	PROPN
eurjchem-900	53	17	of	of	ADP
eurjchem-900	53	18	chemistry	chemistry	NOUN
eurjchem-900	53	19	5	5	NUM
eurjchem-900	53	20	(	(	PUNCT
eurjchem-900	53	21	1	1	NUM
eurjchem-900	53	22	)	)	PUNCT
eurjchem-900	53	23	(	(	PUNCT
eurjchem-900	53	24	2014	2014	NUM
eurjchem-900	53	25	)	)	PUNCT
eurjchem-900	53	26	33‐40	33‐40	NOUN
eurjchem-900	53	27	35	35	NUM
eurjchem-900	53	28	325	325	NUM
eurjchem-900	53	29	(	(	PUNCT
eurjchem-900	53	30	[	[	X
eurjchem-900	53	31	m+1	m+1	X
eurjchem-900	53	32	]	]	PUNCT
eurjchem-900	53	33	,	,	PUNCT
eurjchem-900	53	34	0.23	0.23	NUM
eurjchem-900	53	35	)	)	PUNCT
eurjchem-900	53	36	,	,	PUNCT
eurjchem-900	53	37	324	324	NUM
eurjchem-900	53	38	(	(	PUNCT
eurjchem-900	53	39	m	m	PROPN
eurjchem-900	53	40	,	,	PUNCT
eurjchem-900	53	41	00.15	00.15	NUM
eurjchem-900	53	42	)	)	PUNCT
eurjchem-900	53	43	,	,	PUNCT
eurjchem-900	53	44	159	159	NUM
eurjchem-900	53	45	(	(	PUNCT
eurjchem-900	53	46	2.39	2.39	NUM
eurjchem-900	53	47	)	)	PUNCT
eurjchem-900	53	48	,	,	PUNCT
eurjchem-900	53	49	131(3.29	131(3.29	NUM
eurjchem-900	53	50	)	)	PUNCT
eurjchem-900	53	51	,	,	PUNCT
eurjchem-900	53	52	83	83	NUM
eurjchem-900	53	53	(	(	PUNCT
eurjchem-900	53	54	18.04	18.04	NUM
eurjchem-900	53	55	)	)	PUNCT
eurjchem-900	53	56	,	,	PUNCT
eurjchem-900	53	57	82	82	NUM
eurjchem-900	53	58	(	(	PUNCT
eurjchem-900	53	59	13.34	13.34	NUM
eurjchem-900	53	60	)	)	PUNCT
eurjchem-900	53	61	,	,	PUNCT
eurjchem-900	53	62	81	81	NUM
eurjchem-900	53	63	(	(	PUNCT
eurjchem-900	53	64	16.37	16.37	NUM
eurjchem-900	53	65	)	)	PUNCT
eurjchem-900	53	66	,	,	PUNCT
eurjchem-900	53	67	80	80	NUM
eurjchem-900	53	68	(	(	PUNCT
eurjchem-900	53	69	100.0	100.0	NUM
eurjchem-900	53	70	)	)	PUNCT
eurjchem-900	53	71	.	.	PUNCT
eurjchem-900	54	1	6‐[2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl]‐1,11	6‐[2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl]‐1,11	NUM
eurjchem-900	54	2	,	,	PUNCT
eurjchem-900	54	3	11‐trimethyl‐3,4‐diazatricyclo[6.2.1.02,7]undec‐2‐en‐5‐one	11‐trimethyl‐3,4‐diazatricyclo[6.2.1.02,7]undec‐2‐en‐5‐one	NUM
eurjchem-900	54	4	(	(	PUNCT
eurjchem-900	54	5	3b	3b	NUM
eurjchem-900	54	6	):	):	PUNCT
eurjchem-900	54	7	color	color	NOUN
eurjchem-900	54	8	:	:	PUNCT
eurjchem-900	55	1	red	red	ADJ
eurjchem-900	55	2	.	.	PUNCT
eurjchem-900	55	3	yield	yield	NOUN
eurjchem-900	55	4	:	:	PUNCT
eurjchem-900	55	5	42	42	NUM
eurjchem-900	55	6	%	%	NOUN
eurjchem-900	55	7	.	.	PUNCT
eurjchem-900	56	1	m.p	m.p	PROPN
eurjchem-900	56	2	.	.	PROPN
eurjchem-900	56	3	:	:	PUNCT
eurjchem-900	56	4	223	223	NUM
eurjchem-900	56	5	°	°	NUM
eurjchem-900	56	6	c	c	NOUN
eurjchem-900	56	7	decomp	decomp	NOUN
eurjchem-900	56	8	.	.	PUNCT
eurjchem-900	57	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	57	2	(	(	PUNCT
eurjchem-900	57	3	kbr	kbr	PROPN
eurjchem-900	57	4	,	,	PUNCT
eurjchem-900	57	5	ν	ν	PROPN
eurjchem-900	57	6	,	,	PUNCT
eurjchem-900	57	7	cm‐	cm‐	NOUN
eurjchem-900	57	8	1	1	NUM
eurjchem-900	57	9	):	):	PUNCT
eurjchem-900	57	10	3341	3341	NUM
eurjchem-900	57	11	(	(	PUNCT
eurjchem-900	57	12	νnh	νnh	NOUN
eurjchem-900	57	13	)	)	PUNCT
eurjchem-900	57	14	,	,	PUNCT
eurjchem-900	57	15	1665	1665	NUM
eurjchem-900	57	16	(	(	PUNCT
eurjchem-900	57	17	νc	νc	X
eurjchem-900	57	18	=	=	NOUN
eurjchem-900	57	19	o	o	NOUN
eurjchem-900	57	20	)	)	PUNCT
eurjchem-900	57	21	,	,	PUNCT
eurjchem-900	57	22	1608	1608	NUM
eurjchem-900	57	23	(	(	PUNCT
eurjchem-900	57	24	νc	νc	NOUN
eurjchem-900	57	25	=	=	NOUN
eurjchem-900	57	26	n	n	NUM
eurjchem-900	57	27	)	)	PUNCT
eurjchem-900	57	28	.	.	PUNCT
eurjchem-900	58	1	1h	1h	NUM
eurjchem-900	58	2	nmr	nmr	NOUN
eurjchem-900	58	3	(	(	PUNCT
eurjchem-900	58	4	300	300	NUM
eurjchem-900	58	5	mhz	mhz	NOUN
eurjchem-900	58	6	,	,	PUNCT
eurjchem-900	58	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	58	8	,	,	PUNCT
eurjchem-900	58	9	δ	δ	PROPN
eurjchem-900	58	10	,	,	PUNCT
eurjchem-900	58	11	ppm	ppm	NOUN
eurjchem-900	58	12	):	):	PUNCT
eurjchem-900	58	13	7.78‐7.02	7.78‐7.02	NUM
eurjchem-900	58	14	(	(	PUNCT
eurjchem-900	58	15	m	m	PROPN
eurjchem-900	58	16	,	,	PUNCT
eurjchem-900	58	17	3h	3h	NUM
eurjchem-900	58	18	,	,	PUNCT
eurjchem-900	58	19	ar‐h	ar‐h	NOUN
eurjchem-900	58	20	)	)	PUNCT
eurjchem-900	58	21	,	,	PUNCT
eurjchem-900	58	22	6.93	6.93	NUM
eurjchem-900	58	23	(	(	PUNCT
eurjchem-900	58	24	s	s	PROPN
eurjchem-900	58	25	,	,	PUNCT
eurjchem-900	58	26	1h	1h	NUM
eurjchem-900	58	27	,	,	PUNCT
eurjchem-900	58	28	exchangeable	exchangeable	ADJ
eurjchem-900	58	29	,	,	PUNCT
eurjchem-900	58	30	nh	nh	PROPN
eurjchem-900	58	31	)	)	PUNCT
eurjchem-900	58	32	,	,	PUNCT
eurjchem-900	58	33	3.30‐2.57	3.30‐2.57	NUM
eurjchem-900	58	34	(	(	PUNCT
eurjchem-900	58	35	m	m	PROPN
eurjchem-900	58	36	,	,	PUNCT
eurjchem-900	58	37	7h	7h	NUM
eurjchem-900	58	38	,	,	PUNCT
eurjchem-900	58	39	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	58	40	,	,	PUNCT
eurjchem-900	58	41	pyridazinone	pyridazinone	VERB
eurjchem-900	58	42	moiety	moiety	NOUN
eurjchem-900	58	43	,	,	PUNCT
eurjchem-900	58	44	‐coch2	‐coch2	NOUN
eurjchem-900	58	45	)	)	PUNCT
eurjchem-900	58	46	,	,	PUNCT
eurjchem-900	58	47	2.07‐1.51	2.07‐1.51	NUM
eurjchem-900	58	48	(	(	PUNCT
eurjchem-900	58	49	m	m	PROPN
eurjchem-900	58	50	,	,	PUNCT
eurjchem-900	58	51	10h	10h	NUM
eurjchem-900	58	52	,	,	PUNCT
eurjchem-900	58	53	camphor	camphor	NOUN
eurjchem-900	58	54	,	,	PUNCT
eurjchem-900	58	55	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	58	56	,	,	PUNCT
eurjchem-900	58	57	pyridazinone	pyridazinone	VERB
eurjchem-900	58	58	moiety	moiety	NOUN
eurjchem-900	58	59	)	)	PUNCT
eurjchem-900	58	60	,	,	PUNCT
eurjchem-900	58	61	1.24	1.24	NUM
eurjchem-900	58	62	(	(	PUNCT
eurjchem-900	58	63	s	s	PROPN
eurjchem-900	58	64	,	,	PUNCT
eurjchem-900	58	65	3h	3h	NUM
eurjchem-900	58	66	,	,	PUNCT
eurjchem-900	58	67	ch3	ch3	PROPN
eurjchem-900	58	68	)	)	PUNCT
eurjchem-900	58	69	,	,	PUNCT
eurjchem-900	58	70	1.08	1.08	NUM
eurjchem-900	58	71	(	(	PUNCT
eurjchem-900	58	72	s	s	PROPN
eurjchem-900	58	73	,	,	PUNCT
eurjchem-900	58	74	3h	3h	NUM
eurjchem-900	58	75	,	,	PUNCT
eurjchem-900	58	76	ch3	ch3	PROPN
eurjchem-900	58	77	)	)	PUNCT
eurjchem-900	58	78	,	,	PUNCT
eurjchem-900	58	79	0.83	0.83	NUM
eurjchem-900	58	80	(	(	PUNCT
eurjchem-900	58	81	s	s	PROPN
eurjchem-900	58	82	,	,	PUNCT
eurjchem-900	58	83	3h	3h	NUM
eurjchem-900	58	84	,	,	PUNCT
eurjchem-900	58	85	ch3	ch3	PROPN
eurjchem-900	58	86	)	)	PUNCT
eurjchem-900	58	87	.	.	PUNCT
eurjchem-900	59	1	ms	ms	PROPN
eurjchem-900	59	2	(	(	PUNCT
eurjchem-900	59	3	ei	ei	PROPN
eurjchem-900	59	4	,	,	PUNCT
eurjchem-900	59	5	m	m	PROPN
eurjchem-900	59	6	/	/	SYM
eurjchem-900	59	7	z	z	PROPN
eurjchem-900	59	8	(	(	PUNCT
eurjchem-900	59	9	%	%	NOUN
eurjchem-900	59	10	)	)	PUNCT
eurjchem-900	59	11	):	):	PUNCT
eurjchem-900	59	12	377	377	NUM
eurjchem-900	59	13	(	(	PUNCT
eurjchem-900	59	14	m	m	PROPN
eurjchem-900	59	15	,	,	PUNCT
eurjchem-900	59	16	2.73	2.73	NUM
eurjchem-900	59	17	)	)	PUNCT
eurjchem-900	59	18	,	,	PUNCT
eurjchem-900	59	19	227	227	NUM
eurjchem-900	59	20	(	(	PUNCT
eurjchem-900	59	21	100.0	100.0	NUM
eurjchem-900	59	22	)	)	PUNCT
eurjchem-900	59	23	,	,	PUNCT
eurjchem-900	59	24	186	186	NUM
eurjchem-900	59	25	(	(	PUNCT
eurjchem-900	59	26	9.56	9.56	NUM
eurjchem-900	59	27	)	)	PUNCT
eurjchem-900	59	28	,	,	PUNCT
eurjchem-900	59	29	185	185	NUM
eurjchem-900	59	30	(	(	PUNCT
eurjchem-900	59	31	5.19	5.19	NUM
eurjchem-900	59	32	)	)	PUNCT
eurjchem-900	59	33	,	,	PUNCT
eurjchem-900	59	34	184	184	NUM
eurjchem-900	59	35	(	(	PUNCT
eurjchem-900	59	36	2.19	2.19	NUM
eurjchem-900	59	37	)	)	PUNCT
eurjchem-900	59	38	,	,	PUNCT
eurjchem-900	59	39	159	159	NUM
eurjchem-900	59	40	(	(	PUNCT
eurjchem-900	59	41	21.58	21.58	NUM
eurjchem-900	59	42	)	)	PUNCT
eurjchem-900	59	43	,	,	PUNCT
eurjchem-900	59	44	131	131	NUM
eurjchem-900	59	45	(	(	PUNCT
eurjchem-900	59	46	53.83	53.83	NUM
eurjchem-900	59	47	)	)	PUNCT
eurjchem-900	59	48	.	.	PUNCT
eurjchem-900	60	1	2.2.3	2.2.3	X
eurjchem-900	60	2	.	.	PUNCT
eurjchem-900	61	1	reaction	reaction	NOUN
eurjchem-900	61	2	of	of	ADP
eurjchem-900	61	3	michael	michael	PROPN
eurjchem-900	61	4	adducts	adducts	PROPN
eurjchem-900	61	5	(	(	PUNCT
eurjchem-900	61	6	2a	2a	NUM
eurjchem-900	61	7	,	,	PUNCT
eurjchem-900	61	8	b	b	NOUN
eurjchem-900	61	9	)	)	PUNCT
eurjchem-900	61	10	with	with	ADP
eurjchem-900	61	11	excessive	excessive	ADJ
eurjchem-900	61	12	hydrazine	hydrazine	NOUN
eurjchem-900	61	13	hydrate	hydrate	NOUN
eurjchem-900	61	14	a	a	DET
eurjchem-900	61	15	mixture	mixture	NOUN
eurjchem-900	61	16	of	of	ADP
eurjchem-900	61	17	michael	michael	PROPN
eurjchem-900	61	18	adduct	adduct	VERB
eurjchem-900	61	19	2a	2a	NUM
eurjchem-900	61	20	,	,	PUNCT
eurjchem-900	61	21	b	b	X
eurjchem-900	61	22	(	(	PUNCT
eurjchem-900	61	23	1	1	NUM
eurjchem-900	61	24	g	g	NOUN
eurjchem-900	61	25	)	)	PUNCT
eurjchem-900	61	26	and	and	CCONJ
eurjchem-900	61	27	hydrazine	hydrazine	NOUN
eurjchem-900	61	28	hydrate	hydrate	NOUN
eurjchem-900	61	29	(	(	PUNCT
eurjchem-900	61	30	2	2	NUM
eurjchem-900	61	31	ml	ml	NOUN
eurjchem-900	61	32	)	)	PUNCT
eurjchem-900	61	33	in	in	ADP
eurjchem-900	61	34	ethanol	ethanol	NOUN
eurjchem-900	61	35	(	(	PUNCT
eurjchem-900	61	36	20	20	NUM
eurjchem-900	61	37	ml	ml	NOUN
eurjchem-900	61	38	)	)	PUNCT
eurjchem-900	61	39	was	be	AUX
eurjchem-900	61	40	heated	heat	VERB
eurjchem-900	61	41	at	at	ADP
eurjchem-900	61	42	reflux	reflux	NOUN
eurjchem-900	61	43	for	for	ADP
eurjchem-900	61	44	3	3	NUM
eurjchem-900	61	45	h	h	NOUN
eurjchem-900	61	46	and	and	CCONJ
eurjchem-900	61	47	left	leave	VERB
eurjchem-900	61	48	to	to	PART
eurjchem-900	61	49	cool	cool	ADJ
eurjchem-900	61	50	.	.	PUNCT
eurjchem-900	62	1	then	then	ADV
eurjchem-900	62	2	the	the	DET
eurjchem-900	62	3	mixture	mixture	NOUN
eurjchem-900	62	4	was	be	AUX
eurjchem-900	62	5	poured	pour	VERB
eurjchem-900	62	6	in	in	ADP
eurjchem-900	62	7	ice	ice	NOUN
eurjchem-900	62	8	and	and	CCONJ
eurjchem-900	62	9	acidified	acidify	VERB
eurjchem-900	62	10	with	with	ADP
eurjchem-900	62	11	hydrochloric	hydrochloric	ADJ
eurjchem-900	62	12	acid	acid	NOUN
eurjchem-900	62	13	.	.	PUNCT
eurjchem-900	63	1	the	the	DET
eurjchem-900	63	2	crude	crude	ADJ
eurjchem-900	63	3	solid	solid	ADJ
eurjchem-900	63	4	product	product	NOUN
eurjchem-900	63	5	that	that	PRON
eurjchem-900	63	6	deposited	deposit	VERB
eurjchem-900	63	7	was	be	AUX
eurjchem-900	63	8	collected	collect	VERB
eurjchem-900	63	9	by	by	ADP
eurjchem-900	63	10	filtration	filtration	NOUN
eurjchem-900	63	11	and	and	CCONJ
eurjchem-900	63	12	washed	wash	VERB
eurjchem-900	63	13	with	with	ADP
eurjchem-900	63	14	water	water	NOUN
eurjchem-900	63	15	,	,	PUNCT
eurjchem-900	63	16	dried	dry	VERB
eurjchem-900	63	17	and	and	CCONJ
eurjchem-900	63	18	recrystallized	recrystallize	VERB
eurjchem-900	63	19	from	from	ADP
eurjchem-900	63	20	ethanol	ethanol	NOUN
eurjchem-900	63	21	to	to	PART
eurjchem-900	63	22	afford	afford	VERB
eurjchem-900	63	23	compound	compound	NOUN
eurjchem-900	63	24	4a	4a	NOUN
eurjchem-900	63	25	,	,	PUNCT
eurjchem-900	63	26	b	b	NOUN
eurjchem-900	63	27	,	,	PUNCT
eurjchem-900	63	28	respectively	respectively	ADV
eurjchem-900	63	29	(	(	PUNCT
eurjchem-900	63	30	scheme	scheme	NOUN
eurjchem-900	63	31	1	1	NUM
eurjchem-900	63	32	)	)	PUNCT
eurjchem-900	63	33	.	.	PUNCT
eurjchem-900	64	1	4‐hydrazono‐2‐(2‐hydrazinocyclohex‐1‐enyl)‐4‐(5,6,7,8‐tetra	4‐hydrazono‐2‐(2‐hydrazinocyclohex‐1‐enyl)‐4‐(5,6,7,8‐tetra	NUM
eurjchem-900	65	1	hydronaphthalen‐2‐yl)but‐2‐enoic	hydronaphthalen‐2‐yl)but‐2‐enoic	NUM
eurjchem-900	65	2	acid	acid	NOUN
eurjchem-900	65	3	(	(	PUNCT
eurjchem-900	65	4	4a	4a	NOUN
eurjchem-900	65	5	):	):	PUNCT
eurjchem-900	65	6	color	color	NOUN
eurjchem-900	65	7	:	:	PUNCT
eurjchem-900	65	8	pale	pale	ADJ
eurjchem-900	65	9	red	red	PROPN
eurjchem-900	65	10	.	.	PUNCT
eurjchem-900	65	11	yield	yield	NOUN
eurjchem-900	65	12	:	:	PUNCT
eurjchem-900	65	13	43	43	NUM
eurjchem-900	65	14	%	%	NOUN
eurjchem-900	65	15	.	.	PUNCT
eurjchem-900	66	1	m.p	m.p	PROPN
eurjchem-900	66	2	.	.	PROPN
eurjchem-900	66	3	:	:	PUNCT
eurjchem-900	67	1	201‐202	201‐202	PROPN
eurjchem-900	67	2	°	°	PRON
eurjchem-900	67	3	c	c	PROPN
eurjchem-900	67	4	.	.	PUNCT
eurjchem-900	68	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	68	2	(	(	PUNCT
eurjchem-900	68	3	kbr	kbr	PROPN
eurjchem-900	68	4	,	,	PUNCT
eurjchem-900	68	5	ν	ν	PROPN
eurjchem-900	68	6	,	,	PUNCT
eurjchem-900	68	7	cm‐1	cm‐1	PROPN
eurjchem-900	68	8	):	):	PUNCT
eurjchem-900	68	9	3332	3332	NUM
eurjchem-900	68	10	(	(	PUNCT
eurjchem-900	68	11	νnh	νnh	PROPN
eurjchem-900	68	12	,	,	PUNCT
eurjchem-900	68	13	νnh2	νnh2	PROPN
eurjchem-900	68	14	&	&	CCONJ
eurjchem-900	68	15	νoh	νoh	PROPN
eurjchem-900	68	16	)	)	PUNCT
eurjchem-900	68	17	,	,	PUNCT
eurjchem-900	68	18	1675	1675	NUM
eurjchem-900	68	19	(	(	PUNCT
eurjchem-900	68	20	νc	νc	NOUN
eurjchem-900	68	21	=	=	NOUN
eurjchem-900	68	22	o	o	NOUN
eurjchem-900	68	23	)	)	PUNCT
eurjchem-900	68	24	,	,	PUNCT
eurjchem-900	68	25	1606	1606	NUM
eurjchem-900	68	26	(	(	PUNCT
eurjchem-900	68	27	νc	νc	NOUN
eurjchem-900	68	28	=	=	NOUN
eurjchem-900	68	29	n	n	NUM
eurjchem-900	68	30	)	)	PUNCT
eurjchem-900	68	31	.	.	PUNCT
eurjchem-900	69	1	1h	1h	NUM
eurjchem-900	69	2	nmr	nmr	NOUN
eurjchem-900	69	3	(	(	PUNCT
eurjchem-900	69	4	300	300	NUM
eurjchem-900	69	5	mhz	mhz	NOUN
eurjchem-900	69	6	,	,	PUNCT
eurjchem-900	69	7	cdcl3	cdcl3	PROPN
eurjchem-900	69	8	,	,	PUNCT
eurjchem-900	69	9	δ	δ	PROPN
eurjchem-900	69	10	,	,	PUNCT
eurjchem-900	69	11	ppm	ppm	NUM
eurjchem-900	69	12	):	):	PUNCT
eurjchem-900	69	13	8.85	8.85	NUM
eurjchem-900	69	14	(	(	PUNCT
eurjchem-900	69	15	s	s	PROPN
eurjchem-900	69	16	,	,	PUNCT
eurjchem-900	69	17	2h	2h	NUM
eurjchem-900	69	18	,	,	PUNCT
eurjchem-900	69	19	exchangeable	exchangeable	ADJ
eurjchem-900	69	20	,	,	PUNCT
eurjchem-900	69	21	nh2	nh2	PROPN
eurjchem-900	69	22	)	)	PUNCT
eurjchem-900	69	23	,	,	PUNCT
eurjchem-900	69	24	7.77‐7.00	7.77‐7.00	NUM
eurjchem-900	69	25	(	(	PUNCT
eurjchem-900	69	26	m	m	PROPN
eurjchem-900	69	27	,	,	PUNCT
eurjchem-900	69	28	4h	4h	NOUN
eurjchem-900	69	29	,	,	PUNCT
eurjchem-900	69	30	ar‐h	ar‐h	PROPN
eurjchem-900	69	31	,	,	PUNCT
eurjchem-900	69	32	ch	ch	NOUN
eurjchem-900	69	33	=	=	PROPN
eurjchem-900	69	34	c‐c	c‐c	PROPN
eurjchem-900	69	35	=	=	NOUN
eurjchem-900	69	36	o	o	NOUN
eurjchem-900	69	37	)	)	PUNCT
eurjchem-900	69	38	,	,	PUNCT
eurjchem-900	69	39	3.04‐2.70	3.04‐2.70	NUM
eurjchem-900	69	40	(	(	PUNCT
eurjchem-900	69	41	m	m	PROPN
eurjchem-900	69	42	,	,	PUNCT
eurjchem-900	69	43	4h	4h	NUM
eurjchem-900	69	44	,	,	PUNCT
eurjchem-900	69	45	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	69	46	moiety	moiety	NOUN
eurjchem-900	69	47	)	)	PUNCT
eurjchem-900	69	48	,	,	PUNCT
eurjchem-900	69	49	2.36‐2.20	2.36‐2.20	NUM
eurjchem-900	69	50	(	(	PUNCT
eurjchem-900	69	51	br	br	NOUN
eurjchem-900	69	52	.	.	PUNCT
eurjchem-900	69	53	s	s	PART
eurjchem-900	69	54	,	,	PUNCT
eurjchem-900	69	55	3h	3h	NUM
eurjchem-900	69	56	,	,	PUNCT
eurjchem-900	69	57	exchangeable	exchangeable	ADJ
eurjchem-900	69	58	,	,	PUNCT
eurjchem-900	69	59	‐nh‐nh2	‐nh‐nh2	NUM
eurjchem-900	69	60	)	)	PUNCT
eurjchem-900	69	61	,	,	PUNCT
eurjchem-900	69	62	1.79‐1.62	1.79‐1.62	NUM
eurjchem-900	69	63	(	(	PUNCT
eurjchem-900	69	64	m	m	PROPN
eurjchem-900	69	65	,	,	PUNCT
eurjchem-900	69	66	4h	4h	NUM
eurjchem-900	69	67	,	,	PUNCT
eurjchem-900	69	68	cyclohexenylhydrazine	cyclohexenylhydrazine	NOUN
eurjchem-900	69	69	moiety	moiety	PROPN
eurjchem-900	69	70	)	)	PUNCT
eurjchem-900	69	71	,	,	PUNCT
eurjchem-900	69	72	1.44‐1.27	1.44‐1.27	NUM
eurjchem-900	69	73	(	(	PUNCT
eurjchem-900	69	74	m	m	PROPN
eurjchem-900	69	75	,	,	PUNCT
eurjchem-900	69	76	8h	8h	PROPN
eurjchem-900	69	77	,	,	PUNCT
eurjchem-900	69	78	tetrahydro	tetrahydro	NOUN
eurjchem-900	69	79	naphthalene	naphthalene	NOUN
eurjchem-900	69	80	,	,	PUNCT
eurjchem-900	69	81	cyclohexenylhydrazine	cyclohexenylhydrazine	NOUN
eurjchem-900	69	82	moiety	moiety	PROPN
eurjchem-900	69	83	)	)	PUNCT
eurjchem-900	69	84	.	.	PUNCT
eurjchem-900	70	1	ms	ms	NOUN
eurjchem-900	70	2	(	(	PUNCT
eurjchem-900	70	3	ei	ei	PROPN
eurjchem-900	70	4	,	,	PUNCT
eurjchem-900	70	5	m	m	PROPN
eurjchem-900	70	6	/	/	SYM
eurjchem-900	70	7	z	z	PROPN
eurjchem-900	70	8	(	(	PUNCT
eurjchem-900	70	9	%	%	NOUN
eurjchem-900	70	10	)	)	PUNCT
eurjchem-900	70	11	):	):	PUNCT
eurjchem-900	70	12	354	354	NUM
eurjchem-900	70	13	(	(	PUNCT
eurjchem-900	70	14	m	m	PROPN
eurjchem-900	70	15	,	,	PUNCT
eurjchem-900	70	16	100.0	100.0	NUM
eurjchem-900	70	17	)	)	PUNCT
eurjchem-900	70	18	,	,	PUNCT
eurjchem-900	70	19	247	247	NUM
eurjchem-900	70	20	(	(	PUNCT
eurjchem-900	70	21	61.3	61.3	NUM
eurjchem-900	70	22	)	)	PUNCT
eurjchem-900	70	23	,	,	PUNCT
eurjchem-900	70	24	221	221	NUM
eurjchem-900	70	25	(	(	PUNCT
eurjchem-900	70	26	41.9	41.9	NUM
eurjchem-900	70	27	)	)	PUNCT
eurjchem-900	70	28	,	,	PUNCT
eurjchem-900	70	29	177	177	NUM
eurjchem-900	70	30	(	(	PUNCT
eurjchem-900	70	31	27.4	27.4	NUM
eurjchem-900	70	32	)	)	PUNCT
eurjchem-900	70	33	,	,	PUNCT
eurjchem-900	70	34	149	149	NUM
eurjchem-900	70	35	(	(	PUNCT
eurjchem-900	70	36	14.5	14.5	NUM
eurjchem-900	70	37	)	)	PUNCT
eurjchem-900	70	38	,	,	PUNCT
eurjchem-900	70	39	129	129	NUM
eurjchem-900	70	40	(	(	PUNCT
eurjchem-900	70	41	12.9	12.9	NUM
eurjchem-900	70	42	)	)	PUNCT
eurjchem-900	70	43	,	,	PUNCT
eurjchem-900	70	44	76	76	NUM
eurjchem-900	70	45	(	(	PUNCT
eurjchem-900	70	46	64.5	64.5	NUM
eurjchem-900	70	47	)	)	PUNCT
eurjchem-900	70	48	.	.	PUNCT
eurjchem-900	71	1	4‐hydrazono‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)‐2‐(3‐	4‐hydrazono‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)‐2‐(3‐	NUM
eurjchem-900	72	1	hydrazino‐4,7,7‐trimethylbicyclo[2.2.1]hept‐2‐en‐2‐yl)but‐2‐	hydrazino‐4,7,7‐trimethylbicyclo[2.2.1]hept‐2‐en‐2‐yl)but‐2‐	PROPN
eurjchem-900	72	2	enoic	enoic	ADJ
eurjchem-900	72	3	acid	acid	PROPN
eurjchem-900	72	4	(	(	PUNCT
eurjchem-900	72	5	4b	4b	PROPN
eurjchem-900	72	6	):	):	PUNCT
eurjchem-900	72	7	color	color	NOUN
eurjchem-900	72	8	:	:	PUNCT
eurjchem-900	72	9	brown	brown	ADJ
eurjchem-900	72	10	.	.	PUNCT
eurjchem-900	73	1	yield	yield	NOUN
eurjchem-900	73	2	:	:	PUNCT
eurjchem-900	73	3	64	64	NUM
eurjchem-900	73	4	%	%	NOUN
eurjchem-900	73	5	.	.	PUNCT
eurjchem-900	74	1	m.p	m.p	PROPN
eurjchem-900	74	2	.	.	PROPN
eurjchem-900	74	3	:	:	PUNCT
eurjchem-900	75	1	240‐242	240‐242	PROPN
eurjchem-900	75	2	°	°	ADP
eurjchem-900	75	3	c	c	NOUN
eurjchem-900	75	4	.	.	PUNCT
eurjchem-900	76	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	76	2	(	(	PUNCT
eurjchem-900	76	3	kbr	kbr	PROPN
eurjchem-900	76	4	,	,	PUNCT
eurjchem-900	76	5	ν	ν	PROPN
eurjchem-900	76	6	,	,	PUNCT
eurjchem-900	76	7	cm‐1	cm‐1	PROPN
eurjchem-900	76	8	):	):	PUNCT
eurjchem-900	76	9	3350	3350	NUM
eurjchem-900	76	10	(	(	PUNCT
eurjchem-900	76	11	br	br	PROPN
eurjchem-900	76	12	.	.	PUNCT
eurjchem-900	76	13	νnh	νnh	PROPN
eurjchem-900	76	14	,	,	PUNCT
eurjchem-900	76	15	νnh2	νnh2	PROPN
eurjchem-900	76	16	,	,	PUNCT
eurjchem-900	76	17	νoh	νoh	NOUN
eurjchem-900	76	18	)	)	PUNCT
eurjchem-900	76	19	,	,	PUNCT
eurjchem-900	76	20	1677	1677	NUM
eurjchem-900	76	21	(	(	PUNCT
eurjchem-900	76	22	νc	νc	X
eurjchem-900	76	23	=	=	SYM
eurjchem-900	76	24	o	o	PROPN
eurjchem-900	76	25	,	,	PUNCT
eurjchem-900	76	26	α	α	PROPN
eurjchem-900	76	27	,	,	PUNCT
eurjchem-900	76	28	β‐	β‐	ADJ
eurjchem-900	76	29	unsaturated	unsaturate	VERB
eurjchem-900	76	30	acid	acid	NOUN
eurjchem-900	76	31	)	)	PUNCT
eurjchem-900	76	32	.	.	PUNCT
eurjchem-900	77	1	1h	1h	NUM
eurjchem-900	77	2	nmr	nmr	NOUN
eurjchem-900	77	3	(	(	PUNCT
eurjchem-900	77	4	300	300	NUM
eurjchem-900	77	5	mhz	mhz	NOUN
eurjchem-900	77	6	,	,	PUNCT
eurjchem-900	77	7	cdcl3	cdcl3	PROPN
eurjchem-900	77	8	,	,	PUNCT
eurjchem-900	77	9	δ	δ	PROPN
eurjchem-900	77	10	,	,	PUNCT
eurjchem-900	77	11	ppm	ppm	NUM
eurjchem-900	77	12	):	):	PUNCT
eurjchem-900	77	13	8.23	8.23	NUM
eurjchem-900	77	14	(	(	PUNCT
eurjchem-900	77	15	s	s	PROPN
eurjchem-900	77	16	,	,	PUNCT
eurjchem-900	77	17	2h	2h	NUM
eurjchem-900	77	18	,	,	PUNCT
eurjchem-900	77	19	exchangeable	exchangeable	ADJ
eurjchem-900	77	20	,	,	PUNCT
eurjchem-900	77	21	nh2	nh2	PROPN
eurjchem-900	77	22	)	)	PUNCT
eurjchem-900	77	23	,	,	PUNCT
eurjchem-900	77	24	7.78‐6.99	7.78‐6.99	NUM
eurjchem-900	77	25	(	(	PUNCT
eurjchem-900	77	26	m	m	PROPN
eurjchem-900	77	27	,	,	PUNCT
eurjchem-900	77	28	4h	4h	NOUN
eurjchem-900	77	29	,	,	PUNCT
eurjchem-900	77	30	ar‐h	ar‐h	PROPN
eurjchem-900	77	31	,	,	PUNCT
eurjchem-900	77	32	ch	ch	NOUN
eurjchem-900	77	33	=	=	PROPN
eurjchem-900	77	34	c‐c	c‐c	PROPN
eurjchem-900	77	35	=	=	NOUN
eurjchem-900	77	36	o	o	NOUN
eurjchem-900	77	37	)	)	PUNCT
eurjchem-900	77	38	,	,	PUNCT
eurjchem-900	77	39	3.04‐2.76	3.04‐2.76	PROPN
eurjchem-900	77	40	(	(	PUNCT
eurjchem-900	77	41	m	m	PROPN
eurjchem-900	77	42	,	,	PUNCT
eurjchem-900	77	43	5h	5h	NUM
eurjchem-900	77	44	,	,	PUNCT
eurjchem-900	77	45	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	77	46	,	,	PUNCT
eurjchem-900	77	47	camphor	camphor	NOUN
eurjchem-900	77	48	moiety	moiety	NOUN
eurjchem-900	77	49	)	)	PUNCT
eurjchem-900	77	50	,	,	PUNCT
eurjchem-900	77	51	2.23	2.23	NUM
eurjchem-900	77	52	(	(	PUNCT
eurjchem-900	77	53	br	br	NOUN
eurjchem-900	77	54	.	.	PUNCT
eurjchem-900	77	55	s	s	PART
eurjchem-900	77	56	,	,	PUNCT
eurjchem-900	77	57	3h	3h	NUM
eurjchem-900	77	58	,	,	PUNCT
eurjchem-900	77	59	exchangeable	exchangeable	ADJ
eurjchem-900	77	60	,	,	PUNCT
eurjchem-900	77	61	‐nh‐nh2	‐nh‐nh2	NUM
eurjchem-900	77	62	)	)	PUNCT
eurjchem-900	77	63	,	,	PUNCT
eurjchem-900	77	64	1.79	1.79	NUM
eurjchem-900	77	65	(	(	PUNCT
eurjchem-900	77	66	m	m	PROPN
eurjchem-900	77	67	,	,	PUNCT
eurjchem-900	77	68	8h	8h	PROPN
eurjchem-900	77	69	,	,	PUNCT
eurjchem-900	77	70	tetrahydro	tetrahydro	NOUN
eurjchem-900	77	71	naphthalene	naphthalene	NOUN
eurjchem-900	77	72	,	,	PUNCT
eurjchem-900	77	73	camphor	camphor	NOUN
eurjchem-900	77	74	moiety	moiety	NOUN
eurjchem-900	77	75	)	)	PUNCT
eurjchem-900	77	76	,	,	PUNCT
eurjchem-900	77	77	1.27	1.27	NUM
eurjchem-900	77	78	(	(	PUNCT
eurjchem-900	77	79	s	s	PROPN
eurjchem-900	77	80	,	,	PUNCT
eurjchem-900	77	81	3h	3h	NUM
eurjchem-900	77	82	,	,	PUNCT
eurjchem-900	77	83	ch3	ch3	PROPN
eurjchem-900	77	84	)	)	PUNCT
eurjchem-900	77	85	,	,	PUNCT
eurjchem-900	77	86	0.89	0.89	NUM
eurjchem-900	77	87	(	(	PUNCT
eurjchem-900	77	88	s	s	PROPN
eurjchem-900	77	89	,	,	PUNCT
eurjchem-900	77	90	3h	3h	NUM
eurjchem-900	77	91	,	,	PUNCT
eurjchem-900	77	92	ch3	ch3	PROPN
eurjchem-900	77	93	)	)	PUNCT
eurjchem-900	77	94	,	,	PUNCT
eurjchem-900	77	95	0.87	0.87	NUM
eurjchem-900	77	96	(	(	PUNCT
eurjchem-900	77	97	s	s	PROPN
eurjchem-900	77	98	,	,	PUNCT
eurjchem-900	77	99	3h	3h	NUM
eurjchem-900	77	100	,	,	PUNCT
eurjchem-900	77	101	ch3	ch3	PROPN
eurjchem-900	77	102	)	)	PUNCT
eurjchem-900	77	103	.	.	PUNCT
eurjchem-900	78	1	ms	ms	PROPN
eurjchem-900	78	2	(	(	PUNCT
eurjchem-900	78	3	ei	ei	PROPN
eurjchem-900	78	4	,	,	PUNCT
eurjchem-900	78	5	m	m	PROPN
eurjchem-900	78	6	/	/	SYM
eurjchem-900	78	7	z	z	PROPN
eurjchem-900	78	8	(	(	PUNCT
eurjchem-900	78	9	%	%	NOUN
eurjchem-900	78	10	)	)	PUNCT
eurjchem-900	78	11	):	):	PUNCT
eurjchem-900	78	12	408	408	NUM
eurjchem-900	78	13	(	(	PUNCT
eurjchem-900	78	14	m	m	PROPN
eurjchem-900	78	15	,	,	PUNCT
eurjchem-900	78	16	18.8	18.8	NUM
eurjchem-900	78	17	)	)	PUNCT
eurjchem-900	78	18	,	,	PUNCT
eurjchem-900	78	19	364	364	NUM
eurjchem-900	78	20	(	(	PUNCT
eurjchem-900	78	21	12.9	12.9	NUM
eurjchem-900	78	22	)	)	PUNCT
eurjchem-900	78	23	,	,	PUNCT
eurjchem-900	78	24	227	227	NUM
eurjchem-900	78	25	(	(	PUNCT
eurjchem-900	78	26	69.4	69.4	NUM
eurjchem-900	78	27	)	)	PUNCT
eurjchem-900	78	28	,	,	PUNCT
eurjchem-900	78	29	226	226	NUM
eurjchem-900	78	30	(	(	PUNCT
eurjchem-900	78	31	95.3	95.3	NUM
eurjchem-900	78	32	)	)	PUNCT
eurjchem-900	78	33	,	,	PUNCT
eurjchem-900	78	34	225	225	NUM
eurjchem-900	78	35	(	(	PUNCT
eurjchem-900	78	36	100.0	100.0	NUM
eurjchem-900	78	37	)	)	PUNCT
eurjchem-900	78	38	,	,	PUNCT
eurjchem-900	78	39	174	174	NUM
eurjchem-900	78	40	(	(	PUNCT
eurjchem-900	78	41	12.9	12.9	NUM
eurjchem-900	78	42	)	)	PUNCT
eurjchem-900	78	43	,	,	PUNCT
eurjchem-900	78	44	173	173	NUM
eurjchem-900	78	45	(	(	PUNCT
eurjchem-900	78	46	12.9	12.9	NUM
eurjchem-900	78	47	)	)	PUNCT
eurjchem-900	78	48	,	,	PUNCT
eurjchem-900	78	49	165	165	NUM
eurjchem-900	78	50	(	(	PUNCT
eurjchem-900	78	51	9.4	9.4	NUM
eurjchem-900	78	52	)	)	PUNCT
eurjchem-900	78	53	,	,	PUNCT
eurjchem-900	78	54	160	160	NUM
eurjchem-900	78	55	(	(	PUNCT
eurjchem-900	78	56	17.6	17.6	NUM
eurjchem-900	78	57	)	)	PUNCT
eurjchem-900	78	58	,	,	PUNCT
eurjchem-900	78	59	159	159	NUM
eurjchem-900	78	60	(	(	PUNCT
eurjchem-900	78	61	72.9	72.9	NUM
eurjchem-900	78	62	)	)	PUNCT
eurjchem-900	78	63	.	.	PUNCT
eurjchem-900	79	1	2.2.4	2.2.4	NUM
eurjchem-900	79	2	.	.	X
eurjchem-900	79	3	reaction	reaction	NOUN
eurjchem-900	79	4	of	of	ADP
eurjchem-900	79	5	acid	acid	NOUN
eurjchem-900	79	6	1	1	NUM
eurjchem-900	79	7	with	with	ADP
eurjchem-900	79	8	ethyl	ethyl	PROPN
eurjchem-900	79	9	cyanoacetate	cyanoacetate	NOUN
eurjchem-900	79	10	,	,	PUNCT
eurjchem-900	79	11	malononitrile	malononitrile	NOUN
eurjchem-900	79	12	and	and	CCONJ
eurjchem-900	79	13	/	/	SYM
eurjchem-900	79	14	or	or	CCONJ
eurjchem-900	79	15	cyclohexanone	cyclohexanone	ADJ
eurjchem-900	79	16	in	in	ADP
eurjchem-900	79	17	presence	presence	NOUN
eurjchem-900	79	18	of	of	ADP
eurjchem-900	79	19	ammonium	ammonium	NOUN
eurjchem-900	79	20	acetate	acetate	NOUN
eurjchem-900	79	21	a	a	DET
eurjchem-900	79	22	mixture	mixture	NOUN
eurjchem-900	79	23	of	of	ADP
eurjchem-900	79	24	acid	acid	PROPN
eurjchem-900	79	25	1	1	NUM
eurjchem-900	79	26	(	(	PUNCT
eurjchem-900	79	27	0.01	0.01	NUM
eurjchem-900	79	28	mmol	mmol	NOUN
eurjchem-900	79	29	,	,	PUNCT
eurjchem-900	79	30	2.30	2.30	NUM
eurjchem-900	79	31	g	g	NOUN
eurjchem-900	79	32	)	)	PUNCT
eurjchem-900	79	33	,	,	PUNCT
eurjchem-900	79	34	ethyl	ethyl	PROPN
eurjchem-900	79	35	cyanoacetate	cyanoacetate	NOUN
eurjchem-900	79	36	,	,	PUNCT
eurjchem-900	79	37	malononitrile	malononitrile	NOUN
eurjchem-900	79	38	and	and	CCONJ
eurjchem-900	79	39	/	/	SYM
eurjchem-900	79	40	or	or	CCONJ
eurjchem-900	79	41	cyclohexanone	cyclohexanone	ADJ
eurjchem-900	79	42	(	(	PUNCT
eurjchem-900	79	43	0.01	0.01	NUM
eurjchem-900	79	44	mmol	mmol	NOUN
eurjchem-900	79	45	)	)	PUNCT
eurjchem-900	79	46	and	and	CCONJ
eurjchem-900	79	47	5	5	NUM
eurjchem-900	79	48	g	g	NOUN
eurjchem-900	79	49	of	of	ADP
eurjchem-900	79	50	ammonium	ammonium	NOUN
eurjchem-900	79	51	acetate	acetate	NOUN
eurjchem-900	79	52	were	be	AUX
eurjchem-900	79	53	fused	fuse	VERB
eurjchem-900	79	54	in	in	ADP
eurjchem-900	79	55	water	water	NOUN
eurjchem-900	79	56	bath	bath	NOUN
eurjchem-900	79	57	for	for	ADP
eurjchem-900	79	58	3‐5	3‐5	PROPN
eurjchem-900	79	59	h.	h.	NOUN
eurjchem-900	79	60	then	then	ADV
eurjchem-900	79	61	the	the	DET
eurjchem-900	79	62	mixture	mixture	NOUN
eurjchem-900	79	63	was	be	AUX
eurjchem-900	79	64	poured	pour	VERB
eurjchem-900	79	65	in	in	ADP
eurjchem-900	79	66	ice	ice	NOUN
eurjchem-900	79	67	,	,	PUNCT
eurjchem-900	79	68	the	the	DET
eurjchem-900	79	69	crude	crude	ADJ
eurjchem-900	79	70	solid	solid	ADJ
eurjchem-900	79	71	product	product	NOUN
eurjchem-900	79	72	that	that	PRON
eurjchem-900	79	73	deposited	deposit	VERB
eurjchem-900	79	74	was	be	AUX
eurjchem-900	79	75	collected	collect	VERB
eurjchem-900	79	76	by	by	ADP
eurjchem-900	79	77	filtration	filtration	NOUN
eurjchem-900	79	78	and	and	CCONJ
eurjchem-900	79	79	washed	wash	VERB
eurjchem-900	79	80	with	with	ADP
eurjchem-900	79	81	water	water	NOUN
eurjchem-900	79	82	,	,	PUNCT
eurjchem-900	79	83	dried	dry	VERB
eurjchem-900	79	84	and	and	CCONJ
eurjchem-900	79	85	recrystallized	recrystallize	VERB
eurjchem-900	79	86	from	from	ADP
eurjchem-900	79	87	ethanol	ethanol	NOUN
eurjchem-900	79	88	to	to	PART
eurjchem-900	79	89	give	give	VERB
eurjchem-900	79	90	isonicotinic	isonicotinic	ADJ
eurjchem-900	79	91	acid	acid	NOUN
eurjchem-900	79	92	derivative	derivative	ADJ
eurjchem-900	79	93	5a	5a	NUM
eurjchem-900	79	94	,	,	PUNCT
eurjchem-900	79	95	recrystallized	recrystallize	VERB
eurjchem-900	79	96	from	from	ADP
eurjchem-900	79	97	acetic	acetic	ADJ
eurjchem-900	79	98	acid	acid	NOUN
eurjchem-900	79	99	to	to	PART
eurjchem-900	79	100	give	give	VERB
eurjchem-900	79	101	isonicotinic	isonicotinic	ADJ
eurjchem-900	79	102	acid	acid	NOUN
eurjchem-900	79	103	derivative	derivative	ADJ
eurjchem-900	79	104	5b	5b	NOUN
eurjchem-900	79	105	and/or	and/or	CCONJ
eurjchem-900	79	106	recrystallized	recrystallize	VERB
eurjchem-900	79	107	from	from	ADP
eurjchem-900	79	108	benzene	benzene	NOUN
eurjchem-900	79	109	to	to	PART
eurjchem-900	79	110	give	give	VERB
eurjchem-900	79	111	tetrahydroquinoline	tetrahydroquinoline	ADJ
eurjchem-900	79	112	derivative	derivative	ADJ
eurjchem-900	79	113	5c	5c	NOUN
eurjchem-900	79	114	(	(	PUNCT
eurjchem-900	79	115	scheme	scheme	NOUN
eurjchem-900	79	116	1	1	NUM
eurjchem-900	79	117	)	)	PUNCT
eurjchem-900	79	118	.	.	PUNCT
eurjchem-900	80	1	2‐amino‐3‐(ethoxycarbonyl)‐6‐(5,6,7,8‐tetrahydronaphtha‐	2‐amino‐3‐(ethoxycarbonyl)‐6‐(5,6,7,8‐tetrahydronaphtha‐	NUM
eurjchem-900	80	2	len‐2‐yl)isonicotinic	len‐2‐yl)isonicotinic	PUNCT
eurjchem-900	80	3	acid	acid	NOUN
eurjchem-900	80	4	(	(	PUNCT
eurjchem-900	80	5	5a	5a	NUM
eurjchem-900	80	6	):	):	PUNCT
eurjchem-900	80	7	color	color	NOUN
eurjchem-900	80	8	:	:	PUNCT
eurjchem-900	80	9	red	red	ADJ
eurjchem-900	80	10	.	.	PUNCT
eurjchem-900	80	11	yield	yield	NOUN
eurjchem-900	80	12	:	:	PUNCT
eurjchem-900	80	13	56	56	NUM
eurjchem-900	80	14	%	%	NOUN
eurjchem-900	80	15	.	.	PUNCT
eurjchem-900	81	1	m.p	m.p	PROPN
eurjchem-900	81	2	.	.	PROPN
eurjchem-900	81	3	:	:	PUNCT
eurjchem-900	82	1	200	200	NUM
eurjchem-900	82	2	°	°	NOUN
eurjchem-900	82	3	c	c	NOUN
eurjchem-900	82	4	decomp	decomp	NOUN
eurjchem-900	82	5	.	.	PUNCT
eurjchem-900	83	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	83	2	(	(	PUNCT
eurjchem-900	83	3	kbr	kbr	PROPN
eurjchem-900	83	4	,	,	PUNCT
eurjchem-900	83	5	ν	ν	PROPN
eurjchem-900	83	6	,	,	PUNCT
eurjchem-900	83	7	cm‐1	cm‐1	PROPN
eurjchem-900	83	8	):	):	PUNCT
eurjchem-900	83	9	3395(νoh	3395(νoh	NUM
eurjchem-900	83	10	,	,	PUNCT
eurjchem-900	83	11	νnh2	νnh2	PROPN
eurjchem-900	83	12	)	)	PUNCT
eurjchem-900	83	13	,	,	PUNCT
eurjchem-900	83	14	1713	1713	NUM
eurjchem-900	83	15	(	(	PUNCT
eurjchem-900	83	16	νc	νc	X
eurjchem-900	83	17	=	=	SYM
eurjchem-900	83	18	o	o	NOUN
eurjchem-900	83	19	,	,	PUNCT
eurjchem-900	83	20	ester	ester	NOUN
eurjchem-900	83	21	)	)	PUNCT
eurjchem-900	83	22	,	,	PUNCT
eurjchem-900	83	23	1681	1681	NUM
eurjchem-900	83	24	(	(	PUNCT
eurjchem-900	83	25	νc	νc	NOUN
eurjchem-900	83	26	=	=	SYM
eurjchem-900	83	27	o	o	NOUN
eurjchem-900	83	28	,	,	PUNCT
eurjchem-900	83	29	acid	acid	NOUN
eurjchem-900	83	30	)	)	PUNCT
eurjchem-900	83	31	,	,	PUNCT
eurjchem-900	83	32	1604	1604	NUM
eurjchem-900	83	33	(	(	PUNCT
eurjchem-900	83	34	νc	νc	X
eurjchem-900	83	35	=	=	SYM
eurjchem-900	83	36	c	c	NOUN
eurjchem-900	83	37	)	)	PUNCT
eurjchem-900	83	38	.	.	PUNCT
eurjchem-900	84	1	1h	1h	NUM
eurjchem-900	84	2	nmr	nmr	NOUN
eurjchem-900	84	3	(	(	PUNCT
eurjchem-900	84	4	300	300	NUM
eurjchem-900	84	5	mhz	mhz	NOUN
eurjchem-900	84	6	,	,	PUNCT
eurjchem-900	84	7	dmso‐	dmso‐	NUM
eurjchem-900	84	8	d6	d6	NOUN
eurjchem-900	84	9	,	,	PUNCT
eurjchem-900	84	10	δ	δ	PROPN
eurjchem-900	84	11	,	,	PUNCT
eurjchem-900	84	12	ppm	ppm	NOUN
eurjchem-900	84	13	):	):	PUNCT
eurjchem-900	84	14	7.70‐7.15	7.70‐7.15	NUM
eurjchem-900	84	15	(	(	PUNCT
eurjchem-900	84	16	m	m	PROPN
eurjchem-900	84	17	,	,	PUNCT
eurjchem-900	84	18	4h	4h	NUM
eurjchem-900	84	19	,	,	PUNCT
eurjchem-900	84	20	ar‐h	ar‐h	PROPN
eurjchem-900	84	21	)	)	PUNCT
eurjchem-900	84	22	,	,	PUNCT
eurjchem-900	84	23	4.91	4.91	NUM
eurjchem-900	84	24	(	(	PUNCT
eurjchem-900	84	25	q	q	NOUN
eurjchem-900	84	26	,	,	PUNCT
eurjchem-900	84	27	2h	2h	NUM
eurjchem-900	84	28	,	,	PUNCT
eurjchem-900	84	29	‐ch2‐ch3	‐ch2‐ch3	NOUN
eurjchem-900	84	30	)	)	PUNCT
eurjchem-900	84	31	,	,	PUNCT
eurjchem-900	84	32	3.19	3.19	NUM
eurjchem-900	84	33	(	(	PUNCT
eurjchem-900	84	34	s	s	PROPN
eurjchem-900	84	35	,	,	PUNCT
eurjchem-900	84	36	2h	2h	NUM
eurjchem-900	84	37	,	,	PUNCT
eurjchem-900	84	38	exchangeable	exchangeable	ADJ
eurjchem-900	84	39	,	,	PUNCT
eurjchem-900	84	40	nh2	nh2	PROPN
eurjchem-900	84	41	)	)	PUNCT
eurjchem-900	84	42	,	,	PUNCT
eurjchem-900	84	43	2.73	2.73	NUM
eurjchem-900	84	44	(	(	PUNCT
eurjchem-900	84	45	m	m	PROPN
eurjchem-900	84	46	,	,	PUNCT
eurjchem-900	84	47	4h	4h	NUM
eurjchem-900	84	48	,	,	PUNCT
eurjchem-900	84	49	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	84	50	moiety	moiety	NOUN
eurjchem-900	84	51	)	)	PUNCT
eurjchem-900	84	52	,	,	PUNCT
eurjchem-900	84	53	1.74	1.74	NUM
eurjchem-900	84	54	(	(	PUNCT
eurjchem-900	84	55	m	m	PROPN
eurjchem-900	84	56	,	,	PUNCT
eurjchem-900	84	57	4h	4h	NUM
eurjchem-900	84	58	,	,	PUNCT
eurjchem-900	84	59	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	84	60	moiety	moiety	NOUN
eurjchem-900	84	61	)	)	PUNCT
eurjchem-900	84	62	,	,	PUNCT
eurjchem-900	84	63	1.24	1.24	NUM
eurjchem-900	84	64	(	(	PUNCT
eurjchem-900	84	65	t	t	PROPN
eurjchem-900	84	66	,	,	PUNCT
eurjchem-900	84	67	3h	3h	NUM
eurjchem-900	84	68	,	,	PUNCT
eurjchem-900	84	69	‐ch2ch3	‐ch2ch3	NOUN
eurjchem-900	84	70	)	)	PUNCT
eurjchem-900	84	71	.	.	PUNCT
eurjchem-900	85	1	ms	ms	NOUN
eurjchem-900	85	2	(	(	PUNCT
eurjchem-900	85	3	ei	ei	PROPN
eurjchem-900	85	4	,	,	PUNCT
eurjchem-900	85	5	m	m	PROPN
eurjchem-900	85	6	/	/	SYM
eurjchem-900	85	7	z	z	PROPN
eurjchem-900	85	8	(	(	PUNCT
eurjchem-900	85	9	%	%	NOUN
eurjchem-900	85	10	)	)	PUNCT
eurjchem-900	85	11	):	):	PUNCT
eurjchem-900	85	12	341	341	NUM
eurjchem-900	85	13	(	(	PUNCT
eurjchem-900	85	14	[	[	X
eurjchem-900	85	15	m+1	m+1	X
eurjchem-900	85	16	]	]	PUNCT
eurjchem-900	85	17	,	,	PUNCT
eurjchem-900	85	18	2.9	2.9	NUM
eurjchem-900	85	19	)	)	PUNCT
eurjchem-900	85	20	,	,	PUNCT
eurjchem-900	85	21	248	248	NUM
eurjchem-900	85	22	(	(	PUNCT
eurjchem-900	85	23	4.7	4.7	NUM
eurjchem-900	85	24	)	)	PUNCT
eurjchem-900	85	25	,	,	PUNCT
eurjchem-900	85	26	158	158	NUM
eurjchem-900	85	27	(	(	PUNCT
eurjchem-900	85	28	14.1	14.1	NUM
eurjchem-900	85	29	)	)	PUNCT
eurjchem-900	85	30	,	,	PUNCT
eurjchem-900	85	31	96(27.1	96(27.1	NUM
eurjchem-900	85	32	)	)	PUNCT
eurjchem-900	85	33	,	,	PUNCT
eurjchem-900	85	34	55	55	NUM
eurjchem-900	85	35	(	(	PUNCT
eurjchem-900	85	36	100.0	100.0	NUM
eurjchem-900	85	37	)	)	PUNCT
eurjchem-900	85	38	.	.	PUNCT
eurjchem-900	86	1	2‐amino‐3‐cyano‐6‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	2‐amino‐3‐cyano‐6‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	NUM
eurjchem-900	86	2	)	)	PUNCT
eurjchem-900	86	3	iso‐	iso‐	VERB
eurjchem-900	86	4	nicotinic	nicotinic	ADJ
eurjchem-900	86	5	acid	acid	NOUN
eurjchem-900	86	6	(	(	PUNCT
eurjchem-900	86	7	5b	5b	NUM
eurjchem-900	86	8	):	):	PUNCT
eurjchem-900	86	9	color	color	NOUN
eurjchem-900	86	10	:	:	PUNCT
eurjchem-900	86	11	pale	pale	ADJ
eurjchem-900	86	12	green	green	NOUN
eurjchem-900	86	13	.	.	PUNCT
eurjchem-900	87	1	yield	yield	NOUN
eurjchem-900	87	2	:	:	PUNCT
eurjchem-900	87	3	52	52	NUM
eurjchem-900	87	4	%	%	NOUN
eurjchem-900	87	5	.	.	PUNCT
eurjchem-900	88	1	m.p	m.p	PROPN
eurjchem-900	88	2	.	.	PROPN
eurjchem-900	88	3	:	:	PUNCT
eurjchem-900	89	1	191‐192	191‐192	NUM
eurjchem-900	89	2	°	°	ADP
eurjchem-900	89	3	c	c	NOUN
eurjchem-900	89	4	.	.	PUNCT
eurjchem-900	90	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	90	2	(	(	PUNCT
eurjchem-900	90	3	kbr	kbr	PROPN
eurjchem-900	90	4	,	,	PUNCT
eurjchem-900	90	5	ν	ν	PROPN
eurjchem-900	90	6	,	,	PUNCT
eurjchem-900	90	7	cm‐1	cm‐1	PROPN
eurjchem-900	90	8	):	):	PUNCT
eurjchem-900	90	9	3457	3457	NUM
eurjchem-900	90	10	(	(	PUNCT
eurjchem-900	90	11	νoh	νoh	NOUN
eurjchem-900	90	12	)	)	PUNCT
eurjchem-900	90	13	,	,	PUNCT
eurjchem-900	90	14	3345	3345	NUM
eurjchem-900	90	15	,	,	PUNCT
eurjchem-900	90	16	3210	3210	NUM
eurjchem-900	90	17	(	(	PUNCT
eurjchem-900	90	18	νnh2	νnh2	PROPN
eurjchem-900	90	19	)	)	PUNCT
eurjchem-900	90	20	,	,	PUNCT
eurjchem-900	90	21	2209	2209	NUM
eurjchem-900	90	22	(	(	PUNCT
eurjchem-900	90	23	νc≡n	νc≡n	NOUN
eurjchem-900	90	24	)	)	PUNCT
eurjchem-900	90	25	,	,	PUNCT
eurjchem-900	90	26	1699	1699	NUM
eurjchem-900	90	27	(	(	PUNCT
eurjchem-900	90	28	νc	νc	NOUN
eurjchem-900	90	29	=	=	NOUN
eurjchem-900	90	30	o	o	NOUN
eurjchem-900	90	31	,	,	PUNCT
eurjchem-900	90	32	acid	acid	NOUN
eurjchem-900	90	33	)	)	PUNCT
eurjchem-900	90	34	,	,	PUNCT
eurjchem-900	90	35	1678	1678	NUM
eurjchem-900	90	36	(	(	PUNCT
eurjchem-900	90	37	νc	νc	NOUN
eurjchem-900	90	38	=	=	SYM
eurjchem-900	90	39	n	n	NUM
eurjchem-900	90	40	)	)	PUNCT
eurjchem-900	90	41	,	,	PUNCT
eurjchem-900	90	42	1603	1603	NUM
eurjchem-900	90	43	(	(	PUNCT
eurjchem-900	90	44	νc	νc	X
eurjchem-900	90	45	=	=	SYM
eurjchem-900	90	46	c	c	NOUN
eurjchem-900	90	47	)	)	PUNCT
eurjchem-900	90	48	.	.	PUNCT
eurjchem-900	91	1	1h	1h	NUM
eurjchem-900	91	2	nmr	nmr	NOUN
eurjchem-900	91	3	(	(	PUNCT
eurjchem-900	91	4	300	300	NUM
eurjchem-900	91	5	mhz	mhz	NOUN
eurjchem-900	91	6	,	,	PUNCT
eurjchem-900	91	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	91	8	,	,	PUNCT
eurjchem-900	91	9	δ	δ	PROPN
eurjchem-900	91	10	,	,	PUNCT
eurjchem-900	91	11	ppm	ppm	NUM
eurjchem-900	91	12	):	):	PUNCT
eurjchem-900	91	13	7.78‐7.23	7.78‐7.23	NUM
eurjchem-900	91	14	(	(	PUNCT
eurjchem-900	91	15	m	m	PROPN
eurjchem-900	91	16	,	,	PUNCT
eurjchem-900	91	17	4h	4h	NUM
eurjchem-900	91	18	,	,	PUNCT
eurjchem-900	91	19	ar‐h	ar‐h	PROPN
eurjchem-900	91	20	)	)	PUNCT
eurjchem-900	91	21	,	,	PUNCT
eurjchem-900	91	22	3.30	3.30	NUM
eurjchem-900	91	23	(	(	PUNCT
eurjchem-900	91	24	s	s	PROPN
eurjchem-900	91	25	,	,	PUNCT
eurjchem-900	91	26	2h	2h	NUM
eurjchem-900	91	27	,	,	PUNCT
eurjchem-900	91	28	exchangeable	exchangeable	ADJ
eurjchem-900	91	29	,	,	PUNCT
eurjchem-900	91	30	nh2	nh2	PROPN
eurjchem-900	91	31	)	)	PUNCT
eurjchem-900	91	32	,	,	PUNCT
eurjchem-900	91	33	2.99	2.99	NUM
eurjchem-900	91	34	(	(	PUNCT
eurjchem-900	91	35	m	m	PROPN
eurjchem-900	91	36	,	,	PUNCT
eurjchem-900	91	37	4h	4h	NUM
eurjchem-900	91	38	,	,	PUNCT
eurjchem-900	91	39	tetrahdronaphthalene	tetrahdronaphthalene	ADJ
eurjchem-900	91	40	moiety	moiety	NOUN
eurjchem-900	91	41	)	)	PUNCT
eurjchem-900	91	42	,	,	PUNCT
eurjchem-900	91	43	1.75	1.75	NUM
eurjchem-900	91	44	(	(	PUNCT
eurjchem-900	91	45	m	m	PROPN
eurjchem-900	91	46	,	,	PUNCT
eurjchem-900	91	47	4h	4h	NUM
eurjchem-900	91	48	,	,	PUNCT
eurjchem-900	91	49	tetrahdronaphthalene	tetrahdronaphthalene	ADJ
eurjchem-900	91	50	moiety	moiety	NOUN
eurjchem-900	91	51	)	)	PUNCT
eurjchem-900	91	52	.	.	PUNCT
eurjchem-900	92	1	ms	ms	NOUN
eurjchem-900	92	2	(	(	PUNCT
eurjchem-900	92	3	ei	ei	PROPN
eurjchem-900	92	4	,	,	PUNCT
eurjchem-900	92	5	m	m	PROPN
eurjchem-900	92	6	/	/	SYM
eurjchem-900	92	7	z	z	PROPN
eurjchem-900	92	8	(	(	PUNCT
eurjchem-900	92	9	%	%	NOUN
eurjchem-900	92	10	)	)	PUNCT
eurjchem-900	92	11	):	):	PUNCT
eurjchem-900	92	12	294	294	NUM
eurjchem-900	92	13	(	(	PUNCT
eurjchem-900	92	14	[	[	X
eurjchem-900	92	15	m+1	m+1	X
eurjchem-900	92	16	]	]	X
eurjchem-900	92	17	,	,	PUNCT
eurjchem-900	92	18	27.7	27.7	NUM
eurjchem-900	92	19	)	)	PUNCT
eurjchem-900	92	20	,	,	PUNCT
eurjchem-900	92	21	280	280	NUM
eurjchem-900	92	22	(	(	PUNCT
eurjchem-900	92	23	35.8	35.8	NUM
eurjchem-900	92	24	)	)	PUNCT
eurjchem-900	92	25	,	,	PUNCT
eurjchem-900	92	26	226	226	NUM
eurjchem-900	92	27	(	(	PUNCT
eurjchem-900	92	28	23.6	23.6	NUM
eurjchem-900	92	29	)	)	PUNCT
eurjchem-900	92	30	,	,	PUNCT
eurjchem-900	92	31	127	127	NUM
eurjchem-900	92	32	(	(	PUNCT
eurjchem-900	92	33	44.2	44.2	NUM
eurjchem-900	92	34	)	)	PUNCT
eurjchem-900	92	35	,	,	PUNCT
eurjchem-900	92	36	110	110	NUM
eurjchem-900	92	37	(	(	PUNCT
eurjchem-900	92	38	65.5	65.5	NUM
eurjchem-900	92	39	)	)	PUNCT
eurjchem-900	92	40	,	,	PUNCT
eurjchem-900	92	41	76	76	NUM
eurjchem-900	92	42	(	(	PUNCT
eurjchem-900	92	43	78.0	78.0	NUM
eurjchem-900	92	44	)	)	PUNCT
eurjchem-900	92	45	,	,	PUNCT
eurjchem-900	92	46	56	56	NUM
eurjchem-900	92	47	(	(	PUNCT
eurjchem-900	92	48	100.0	100.0	NUM
eurjchem-900	92	49	)	)	PUNCT
eurjchem-900	92	50	.	.	PUNCT
eurjchem-900	93	1	2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)‐5,6,7,8‐tetrahydro	2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)‐5,6,7,8‐tetrahydro	NUM
eurjchem-900	93	2	quinoline‐4‐carboxylic	quinoline‐4‐carboxylic	ADJ
eurjchem-900	93	3	acid	acid	NOUN
eurjchem-900	93	4	(	(	PUNCT
eurjchem-900	93	5	5c	5c	NUM
eurjchem-900	93	6	):	):	PUNCT
eurjchem-900	93	7	color	color	NOUN
eurjchem-900	93	8	:	:	PUNCT
eurjchem-900	93	9	pale	pale	ADJ
eurjchem-900	93	10	brown	brown	NOUN
eurjchem-900	93	11	.	.	PUNCT
eurjchem-900	94	1	yield	yield	NOUN
eurjchem-900	94	2	:	:	PUNCT
eurjchem-900	94	3	67	67	NUM
eurjchem-900	94	4	%	%	NOUN
eurjchem-900	94	5	.	.	PUNCT
eurjchem-900	95	1	m.p	m.p	PROPN
eurjchem-900	95	2	.	.	PROPN
eurjchem-900	95	3	:	:	PUNCT
eurjchem-900	96	1	183‐185	183‐185	NUM
eurjchem-900	96	2	°	°	SYM
eurjchem-900	96	3	c	c	X
eurjchem-900	96	4	.	.	PUNCT
eurjchem-900	97	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	97	2	(	(	PUNCT
eurjchem-900	97	3	kbr	kbr	PROPN
eurjchem-900	97	4	,	,	PUNCT
eurjchem-900	97	5	ν	ν	PROPN
eurjchem-900	97	6	,	,	PUNCT
eurjchem-900	97	7	cm‐1	cm‐1	PROPN
eurjchem-900	97	8	):	):	PUNCT
eurjchem-900	97	9	3386	3386	NUM
eurjchem-900	97	10	(	(	PUNCT
eurjchem-900	97	11	νoh	νoh	NOUN
eurjchem-900	97	12	)	)	PUNCT
eurjchem-900	97	13	,	,	PUNCT
eurjchem-900	97	14	1724	1724	NUM
eurjchem-900	97	15	(	(	PUNCT
eurjchem-900	97	16	νc	νc	NOUN
eurjchem-900	97	17	=	=	NOUN
eurjchem-900	97	18	o	o	NOUN
eurjchem-900	97	19	acid	acid	NOUN
eurjchem-900	97	20	)	)	PUNCT
eurjchem-900	97	21	,	,	PUNCT
eurjchem-900	97	22	1682	1682	NUM
eurjchem-900	97	23	(	(	PUNCT
eurjchem-900	97	24	νc	νc	NOUN
eurjchem-900	97	25	=	=	SYM
eurjchem-900	97	26	n	n	NUM
eurjchem-900	97	27	)	)	PUNCT
eurjchem-900	97	28	,	,	PUNCT
eurjchem-900	97	29	1603	1603	NUM
eurjchem-900	97	30	(	(	PUNCT
eurjchem-900	97	31	νc	νc	X
eurjchem-900	97	32	=	=	SYM
eurjchem-900	97	33	c	c	NOUN
eurjchem-900	97	34	)	)	PUNCT
eurjchem-900	97	35	.	.	PUNCT
eurjchem-900	98	1	1h	1h	NUM
eurjchem-900	98	2	nmr	nmr	NOUN
eurjchem-900	98	3	(	(	PUNCT
eurjchem-900	98	4	300	300	NUM
eurjchem-900	98	5	mhz	mhz	NOUN
eurjchem-900	98	6	,	,	PUNCT
eurjchem-900	98	7	cdcl3	cdcl3	PROPN
eurjchem-900	98	8	,	,	PUNCT
eurjchem-900	98	9	δ	δ	PROPN
eurjchem-900	98	10	,	,	PUNCT
eurjchem-900	98	11	ppm	ppm	NOUN
eurjchem-900	98	12	):	):	PUNCT
eurjchem-900	98	13	7.65‐7.16(m	7.65‐7.16(m	NUM
eurjchem-900	98	14	,	,	PUNCT
eurjchem-900	98	15	4h	4h	NUM
eurjchem-900	98	16	,	,	PUNCT
eurjchem-900	98	17	ar‐h	ar‐h	PROPN
eurjchem-900	98	18	)	)	PUNCT
eurjchem-900	98	19	,	,	PUNCT
eurjchem-900	98	20	2.79	2.79	NUM
eurjchem-900	98	21	(	(	PUNCT
eurjchem-900	98	22	m	m	PROPN
eurjchem-900	98	23	,	,	PUNCT
eurjchem-900	98	24	8h	8h	NUM
eurjchem-900	98	25	,	,	PUNCT
eurjchem-900	98	26	tetrahdro	tetrahdro	NOUN
eurjchem-900	98	27	naphthalene	naphthalene	NOUN
eurjchem-900	98	28	,	,	PUNCT
eurjchem-900	98	29	cyclohexane	cyclohexane	NOUN
eurjchem-900	98	30	moiety	moiety	NOUN
eurjchem-900	98	31	)	)	PUNCT
eurjchem-900	98	32	,	,	PUNCT
eurjchem-900	98	33	1.82	1.82	NUM
eurjchem-900	98	34	(	(	PUNCT
eurjchem-900	98	35	m	m	PROPN
eurjchem-900	98	36	,	,	PUNCT
eurjchem-900	98	37	8h	8h	NUM
eurjchem-900	98	38	,	,	PUNCT
eurjchem-900	98	39	cyclohaxane	cyclohaxane	ADJ
eurjchem-900	98	40	,	,	PUNCT
eurjchem-900	98	41	tetrahdronaphthalene	tetrahdronaphthalene	ADJ
eurjchem-900	98	42	moiety	moiety	NOUN
eurjchem-900	98	43	)	)	PUNCT
eurjchem-900	98	44	.	.	PUNCT
eurjchem-900	99	1	ms	ms	NOUN
eurjchem-900	99	2	(	(	PUNCT
eurjchem-900	99	3	ei	ei	PROPN
eurjchem-900	99	4	,	,	PUNCT
eurjchem-900	99	5	m	m	PROPN
eurjchem-900	99	6	/	/	SYM
eurjchem-900	99	7	z	z	PROPN
eurjchem-900	99	8	(	(	PUNCT
eurjchem-900	99	9	%	%	NOUN
eurjchem-900	99	10	)	)	PUNCT
eurjchem-900	99	11	):	):	PUNCT
eurjchem-900	99	12	307	307	NUM
eurjchem-900	99	13	(	(	PUNCT
eurjchem-900	99	14	m	m	PROPN
eurjchem-900	99	15	,	,	PUNCT
eurjchem-900	99	16	34.2	34.2	NUM
eurjchem-900	99	17	)	)	PUNCT
eurjchem-900	99	18	,	,	PUNCT
eurjchem-900	99	19	263	263	NUM
eurjchem-900	99	20	(	(	PUNCT
eurjchem-900	99	21	34.2	34.2	NUM
eurjchem-900	99	22	)	)	PUNCT
eurjchem-900	99	23	,	,	PUNCT
eurjchem-900	99	24	230	230	NUM
eurjchem-900	99	25	(	(	PUNCT
eurjchem-900	99	26	21.1	21.1	NUM
eurjchem-900	99	27	)	)	PUNCT
eurjchem-900	99	28	,	,	PUNCT
eurjchem-900	99	29	185	185	NUM
eurjchem-900	99	30	(	(	PUNCT
eurjchem-900	99	31	34.2	34.2	NUM
eurjchem-900	99	32	)	)	PUNCT
eurjchem-900	99	33	,	,	PUNCT
eurjchem-900	99	34	159	159	NUM
eurjchem-900	99	35	(	(	PUNCT
eurjchem-900	99	36	100.0	100.0	NUM
eurjchem-900	99	37	)	)	PUNCT
eurjchem-900	99	38	,	,	PUNCT
eurjchem-900	99	39	131(18.4	131(18.4	X
eurjchem-900	99	40	)	)	PUNCT
eurjchem-900	99	41	,	,	PUNCT
eurjchem-900	99	42	129	129	NUM
eurjchem-900	99	43	(	(	PUNCT
eurjchem-900	99	44	39.5	39.5	NUM
eurjchem-900	99	45	)	)	PUNCT
eurjchem-900	99	46	,	,	PUNCT
eurjchem-900	99	47	91	91	NUM
eurjchem-900	99	48	(	(	PUNCT
eurjchem-900	99	49	73.7	73.7	NUM
eurjchem-900	99	50	)	)	PUNCT
eurjchem-900	99	51	.	.	PUNCT
eurjchem-900	100	1	2.2.5	2.2.5	NUM
eurjchem-900	100	2	.	.	X
eurjchem-900	100	3	2‐amino‐4‐(carboxy)‐6‐(5,6,7,8‐tetrahydro	2‐amino‐4‐(carboxy)‐6‐(5,6,7,8‐tetrahydro	NUM
eurjchem-900	100	4	naphthalen‐2‐yl)nicotinohydrazide	naphthalen‐2‐yl)nicotinohydrazide	X
eurjchem-900	100	5	(	(	PUNCT
eurjchem-900	100	6	6	6	NUM
eurjchem-900	100	7	)	)	PUNCT
eurjchem-900	100	8	a	a	DET
eurjchem-900	100	9	mixture	mixture	NOUN
eurjchem-900	100	10	of	of	ADP
eurjchem-900	100	11	isonicotinic	isonicotinic	ADJ
eurjchem-900	100	12	acid	acid	NOUN
eurjchem-900	100	13	derivative	derivative	ADJ
eurjchem-900	100	14	5a	5a	NUM
eurjchem-900	100	15	(	(	PUNCT
eurjchem-900	100	16	0.005	0.005	NUM
eurjchem-900	100	17	mmol	mmol	NOUN
eurjchem-900	100	18	,	,	PUNCT
eurjchem-900	100	19	1.7	1.7	NUM
eurjchem-900	100	20	g	g	NOUN
eurjchem-900	100	21	)	)	PUNCT
eurjchem-900	100	22	and	and	CCONJ
eurjchem-900	100	23	hydrazine	hydrazine	NOUN
eurjchem-900	100	24	hydrate	hydrate	NOUN
eurjchem-900	100	25	(	(	PUNCT
eurjchem-900	100	26	0.005	0.005	NUM
eurjchem-900	100	27	mmol	mmol	NOUN
eurjchem-900	100	28	,	,	PUNCT
eurjchem-900	100	29	0.25	0.25	NUM
eurjchem-900	100	30	ml	ml	NOUN
eurjchem-900	100	31	)	)	PUNCT
eurjchem-900	100	32	in	in	ADP
eurjchem-900	100	33	ethanol	ethanol	NOUN
eurjchem-900	100	34	(	(	PUNCT
eurjchem-900	100	35	20	20	NUM
eurjchem-900	100	36	ml	ml	NOUN
eurjchem-900	100	37	)	)	PUNCT
eurjchem-900	100	38	was	be	AUX
eurjchem-900	100	39	refluxed	refluxe	VERB
eurjchem-900	100	40	for	for	ADP
eurjchem-900	100	41	14h	14h	NUM
eurjchem-900	100	42	,	,	PUNCT
eurjchem-900	100	43	left	leave	VERB
eurjchem-900	100	44	to	to	ADP
eurjchem-900	100	45	cool	cool	ADJ
eurjchem-900	100	46	.	.	PUNCT
eurjchem-900	101	1	the	the	DET
eurjchem-900	101	2	crude	crude	ADJ
eurjchem-900	101	3	solid	solid	ADJ
eurjchem-900	101	4	product	product	NOUN
eurjchem-900	101	5	that	that	PRON
eurjchem-900	101	6	deposited	deposit	VERB
eurjchem-900	101	7	after	after	SCONJ
eurjchem-900	101	8	cooling	cool	VERB
eurjchem-900	101	9	was	be	AUX
eurjchem-900	101	10	collected	collect	VERB
eurjchem-900	101	11	by	by	ADP
eurjchem-900	101	12	filtration	filtration	NOUN
eurjchem-900	101	13	,	,	PUNCT
eurjchem-900	101	14	dried	dry	VERB
eurjchem-900	101	15	and	and	CCONJ
eurjchem-900	101	16	recrystallized	recrystallize	VERB
eurjchem-900	101	17	from	from	ADP
eurjchem-900	101	18	light	light	ADJ
eurjchem-900	101	19	petroleum	petroleum	NOUN
eurjchem-900	101	20	ether	ether	NOUN
eurjchem-900	101	21	(	(	PUNCT
eurjchem-900	101	22	80‐100c	80‐100c	NOUN
eurjchem-900	101	23	):	):	PUNCT
eurjchem-900	101	24	ethanol	ethanol	NOUN
eurjchem-900	101	25	(	(	PUNCT
eurjchem-900	101	26	3:1	3:1	NUM
eurjchem-900	101	27	)	)	PUNCT
eurjchem-900	101	28	to	to	PART
eurjchem-900	101	29	give	give	VERB
eurjchem-900	101	30	compound	compound	NOUN
eurjchem-900	101	31	6	6	NUM
eurjchem-900	101	32	(	(	PUNCT
eurjchem-900	101	33	scheme	scheme	NOUN
eurjchem-900	101	34	1	1	NUM
eurjchem-900	101	35	)	)	PUNCT
eurjchem-900	101	36	.	.	PUNCT
eurjchem-900	102	1	color	color	NOUN
eurjchem-900	102	2	:	:	PUNCT
eurjchem-900	102	3	pale	pale	ADJ
eurjchem-900	102	4	brown	brown	NOUN
eurjchem-900	102	5	.	.	PUNCT
eurjchem-900	103	1	yield	yield	NOUN
eurjchem-900	103	2	:	:	PUNCT
eurjchem-900	103	3	52	52	NUM
eurjchem-900	103	4	%	%	NOUN
eurjchem-900	103	5	.	.	PUNCT
eurjchem-900	104	1	m.p	m.p	PROPN
eurjchem-900	104	2	.	.	PROPN
eurjchem-900	104	3	:	:	PUNCT
eurjchem-900	104	4	260	260	NUM
eurjchem-900	104	5	c	c	VERB
eurjchem-900	104	6	decomp	decomp	NOUN
eurjchem-900	104	7	.	.	PUNCT
eurjchem-900	105	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	105	2	(	(	PUNCT
eurjchem-900	105	3	kbr	kbr	PROPN
eurjchem-900	105	4	,	,	PUNCT
eurjchem-900	105	5	cm‐1	cm‐1	PROPN
eurjchem-900	105	6	):	):	PUNCT
eurjchem-900	105	7	3401	3401	NUM
eurjchem-900	105	8	(	(	PUNCT
eurjchem-900	105	9	νoh	νoh	NOUN
eurjchem-900	105	10	)	)	PUNCT
eurjchem-900	105	11	,	,	PUNCT
eurjchem-900	105	12	1713	1713	NUM
eurjchem-900	105	13	(	(	PUNCT
eurjchem-900	105	14	νc	νc	X
eurjchem-900	105	15	=	=	SYM
eurjchem-900	105	16	o	o	NOUN
eurjchem-900	105	17	,	,	PUNCT
eurjchem-900	105	18	acid	acid	NOUN
eurjchem-900	105	19	)	)	PUNCT
eurjchem-900	105	20	,	,	PUNCT
eurjchem-900	105	21	1672	1672	NUM
eurjchem-900	105	22	(	(	PUNCT
eurjchem-900	105	23	νc	νc	X
eurjchem-900	105	24	=	=	ADJ
eurjchem-900	105	25	o	o	NOUN
eurjchem-900	105	26	,	,	PUNCT
eurjchem-900	105	27	amide	amide	NOUN
eurjchem-900	105	28	)	)	PUNCT
eurjchem-900	105	29	,	,	PUNCT
eurjchem-900	105	30	1613	1613	NUM
eurjchem-900	105	31	(	(	PUNCT
eurjchem-900	105	32	νc	νc	X
eurjchem-900	105	33	=	=	SYM
eurjchem-900	105	34	c	c	NOUN
eurjchem-900	105	35	)	)	PUNCT
eurjchem-900	105	36	.	.	PUNCT
eurjchem-900	106	1	1h	1h	NUM
eurjchem-900	106	2	nmr	nmr	NOUN
eurjchem-900	106	3	(	(	PUNCT
eurjchem-900	106	4	300	300	NUM
eurjchem-900	106	5	mhz	mhz	NOUN
eurjchem-900	106	6	,	,	PUNCT
eurjchem-900	106	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	106	8	,	,	PUNCT
eurjchem-900	106	9	δ	δ	PROPN
eurjchem-900	106	10	,	,	PUNCT
eurjchem-900	106	11	ppm	ppm	NUM
eurjchem-900	106	12	):	):	PUNCT
eurjchem-900	106	13	8.30	8.30	NUM
eurjchem-900	106	14	(	(	PUNCT
eurjchem-900	106	15	s	s	PROPN
eurjchem-900	106	16	,	,	PUNCT
eurjchem-900	106	17	1h	1h	NUM
eurjchem-900	106	18	,	,	PUNCT
eurjchem-900	106	19	exchangeable	exchangeable	ADJ
eurjchem-900	106	20	,	,	PUNCT
eurjchem-900	106	21	nh	nh	PROPN
eurjchem-900	106	22	)	)	PUNCT
eurjchem-900	106	23	,	,	PUNCT
eurjchem-900	106	24	7.72‐7.03	7.72‐7.03	NUM
eurjchem-900	106	25	(	(	PUNCT
eurjchem-900	106	26	m	m	PROPN
eurjchem-900	106	27	,	,	PUNCT
eurjchem-900	106	28	4h	4h	NOUN
eurjchem-900	106	29	,	,	PUNCT
eurjchem-900	106	30	ar‐h	ar‐h	PROPN
eurjchem-900	106	31	)	)	PUNCT
eurjchem-900	106	32	,	,	PUNCT
eurjchem-900	106	33	3.68	3.68	NUM
eurjchem-900	106	34	(	(	PUNCT
eurjchem-900	106	35	br.s	br.s	PROPN
eurjchem-900	106	36	,	,	PUNCT
eurjchem-900	106	37	4h	4h	NUM
eurjchem-900	106	38	,	,	PUNCT
eurjchem-900	106	39	exchangeable	exchangeable	ADJ
eurjchem-900	106	40	,	,	PUNCT
eurjchem-900	106	41	nh2	nh2	PROPN
eurjchem-900	106	42	&	&	CCONJ
eurjchem-900	106	43	‐nhnh2	‐nhnh2	NUM
eurjchem-900	106	44	)	)	PUNCT
eurjchem-900	106	45	,	,	PUNCT
eurjchem-900	106	46	2.81(m	2.81(m	PROPN
eurjchem-900	106	47	,	,	PUNCT
eurjchem-900	106	48	4h	4h	NUM
eurjchem-900	106	49	,	,	PUNCT
eurjchem-900	106	50	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	106	51	moiety	moiety	NOUN
eurjchem-900	106	52	)	)	PUNCT
eurjchem-900	106	53	,	,	PUNCT
eurjchem-900	106	54	1.65	1.65	NUM
eurjchem-900	106	55	(	(	PUNCT
eurjchem-900	106	56	m	m	PROPN
eurjchem-900	106	57	,	,	PUNCT
eurjchem-900	106	58	4h	4h	NUM
eurjchem-900	106	59	,	,	PUNCT
eurjchem-900	106	60	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	106	61	moiety	moiety	NOUN
eurjchem-900	106	62	)	)	PUNCT
eurjchem-900	106	63	.	.	PUNCT
eurjchem-900	107	1	ms	ms	NOUN
eurjchem-900	107	2	(	(	PUNCT
eurjchem-900	107	3	ei	ei	PROPN
eurjchem-900	107	4	,	,	PUNCT
eurjchem-900	107	5	m	m	PROPN
eurjchem-900	107	6	/	/	SYM
eurjchem-900	107	7	z	z	PROPN
eurjchem-900	107	8	(	(	PUNCT
eurjchem-900	107	9	%	%	NOUN
eurjchem-900	107	10	)	)	PUNCT
eurjchem-900	107	11	):	):	PUNCT
eurjchem-900	107	12	325	325	NUM
eurjchem-900	107	13	(	(	PUNCT
eurjchem-900	107	14	[	[	X
eurjchem-900	107	15	m‐1	m‐1	X
eurjchem-900	107	16	]	]	X
eurjchem-900	107	17	,	,	PUNCT
eurjchem-900	107	18	20.0	20.0	NUM
eurjchem-900	107	19	)	)	PUNCT
eurjchem-900	107	20	,	,	PUNCT
eurjchem-900	107	21	226	226	NUM
eurjchem-900	107	22	(	(	PUNCT
eurjchem-900	107	23	57.5	57.5	NUM
eurjchem-900	107	24	)	)	PUNCT
eurjchem-900	107	25	,	,	PUNCT
eurjchem-900	107	26	159	159	NUM
eurjchem-900	107	27	(	(	PUNCT
eurjchem-900	107	28	57.5	57.5	NUM
eurjchem-900	107	29	)	)	PUNCT
eurjchem-900	107	30	,	,	PUNCT
eurjchem-900	107	31	127(57.5	127(57.5	NUM
eurjchem-900	107	32	)	)	PUNCT
eurjchem-900	107	33	,	,	PUNCT
eurjchem-900	107	34	91	91	NUM
eurjchem-900	107	35	(	(	PUNCT
eurjchem-900	107	36	75.0	75.0	NUM
eurjchem-900	107	37	)	)	PUNCT
eurjchem-900	107	38	,	,	PUNCT
eurjchem-900	107	39	64	64	NUM
eurjchem-900	107	40	(	(	PUNCT
eurjchem-900	107	41	100.0	100.0	NUM
eurjchem-900	107	42	)	)	PUNCT
eurjchem-900	107	43	.	.	PUNCT
eurjchem-900	108	1	2.2.6	2.2.6	NUM
eurjchem-900	108	2	.	.	X
eurjchem-900	108	3	2‐amino‐4‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐	2‐amino‐4‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐	NUM
eurjchem-900	108	4	yl)ethyl)thiazol‐5(4h)‐one	yl)ethyl)thiazol‐5(4h)‐one	PROPN
eurjchem-900	108	5	(	(	PUNCT
eurjchem-900	108	6	7	7	NUM
eurjchem-900	108	7	)	)	PUNCT
eurjchem-900	108	8	a	a	DET
eurjchem-900	108	9	mixture	mixture	NOUN
eurjchem-900	108	10	of	of	ADP
eurjchem-900	108	11	acid	acid	PROPN
eurjchem-900	108	12	1	1	NUM
eurjchem-900	108	13	(	(	PUNCT
eurjchem-900	108	14	0.01	0.01	NUM
eurjchem-900	108	15	mmol	mmol	NOUN
eurjchem-900	108	16	,	,	PUNCT
eurjchem-900	108	17	2.30	2.30	NUM
eurjchem-900	108	18	g	g	NOUN
eurjchem-900	108	19	)	)	PUNCT
eurjchem-900	108	20	and	and	CCONJ
eurjchem-900	108	21	thiourea	thiourea	NOUN
eurjchem-900	108	22	(	(	PUNCT
eurjchem-900	108	23	0.01	0.01	NUM
eurjchem-900	108	24	mmol	mmol	NOUN
eurjchem-900	108	25	,	,	PUNCT
eurjchem-900	108	26	0.76	0.76	NUM
eurjchem-900	108	27	g	g	NOUN
eurjchem-900	108	28	)	)	PUNCT
eurjchem-900	108	29	in	in	ADP
eurjchem-900	108	30	dry	dry	ADJ
eurjchem-900	108	31	ethanol	ethanol	NOUN
eurjchem-900	108	32	(	(	PUNCT
eurjchem-900	108	33	20	20	NUM
eurjchem-900	108	34	ml	ml	NOUN
eurjchem-900	108	35	)	)	PUNCT
eurjchem-900	108	36	with	with	ADP
eurjchem-900	108	37	2	2	NUM
eurjchem-900	108	38	drops	drop	NOUN
eurjchem-900	108	39	of	of	ADP
eurjchem-900	108	40	glacial	glacial	ADJ
eurjchem-900	108	41	acetic	acetic	ADJ
eurjchem-900	108	42	acid	acid	NOUN
eurjchem-900	108	43	was	be	AUX
eurjchem-900	108	44	refluxed	refluxe	VERB
eurjchem-900	108	45	for	for	ADP
eurjchem-900	108	46	4h	4h	NUM
eurjchem-900	108	47	,	,	PUNCT
eurjchem-900	108	48	left	leave	VERB
eurjchem-900	108	49	to	to	ADP
eurjchem-900	108	50	cool	cool	VERB
eurjchem-900	108	51	,	,	PUNCT
eurjchem-900	108	52	the	the	DET
eurjchem-900	108	53	precipitated	precipitate	VERB
eurjchem-900	108	54	solid	solid	ADJ
eurjchem-900	108	55	was	be	AUX
eurjchem-900	108	56	collected	collect	VERB
eurjchem-900	108	57	,	,	PUNCT
eurjchem-900	108	58	dried	dry	VERB
eurjchem-900	108	59	and	and	CCONJ
eurjchem-900	108	60	recrystallized	recrystallize	VERB
eurjchem-900	108	61	from	from	ADP
eurjchem-900	108	62	ethanol	ethanol	NOUN
eurjchem-900	108	63	to	to	PART
eurjchem-900	108	64	afford	afford	VERB
eurjchem-900	108	65	compound	compound	VERB
eurjchem-900	108	66	7	7	NUM
eurjchem-900	108	67	(	(	PUNCT
eurjchem-900	108	68	scheme	scheme	NOUN
eurjchem-900	108	69	2	2	NUM
eurjchem-900	108	70	)	)	PUNCT
eurjchem-900	108	71	.	.	PUNCT
eurjchem-900	109	1	color	color	NOUN
eurjchem-900	109	2	:	:	PUNCT
eurjchem-900	109	3	pale	pale	ADJ
eurjchem-900	109	4	yellow	yellow	ADJ
eurjchem-900	109	5	.	.	PUNCT
eurjchem-900	110	1	yield	yield	NOUN
eurjchem-900	110	2	:	:	PUNCT
eurjchem-900	110	3	83	83	NUM
eurjchem-900	110	4	%	%	NOUN
eurjchem-900	110	5	.	.	PUNCT
eurjchem-900	111	1	m.p	m.p	PROPN
eurjchem-900	111	2	.	.	PROPN
eurjchem-900	111	3	:	:	PUNCT
eurjchem-900	111	4	192‐193	192‐193	NUM
eurjchem-900	111	5	c	c	ADJ
eurjchem-900	111	6	.	.	PUNCT
eurjchem-900	112	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	112	2	(	(	PUNCT
eurjchem-900	112	3	kbr	kbr	PROPN
eurjchem-900	112	4	,	,	PUNCT
eurjchem-900	112	5	ν	ν	PROPN
eurjchem-900	112	6	,	,	PUNCT
eurjchem-900	112	7	cm‐1	cm‐1	PROPN
eurjchem-900	112	8	):	):	PUNCT
eurjchem-900	112	9	3381	3381	NUM
eurjchem-900	112	10	,	,	PUNCT
eurjchem-900	112	11	3273	3273	NUM
eurjchem-900	112	12	(	(	PUNCT
eurjchem-900	112	13	νnh	νnh	NOUN
eurjchem-900	112	14	)	)	PUNCT
eurjchem-900	112	15	,	,	PUNCT
eurjchem-900	112	16	1672	1672	NUM
eurjchem-900	112	17	(	(	PUNCT
eurjchem-900	112	18	νc	νc	NOUN
eurjchem-900	112	19	=	=	NOUN
eurjchem-900	112	20	o	o	NOUN
eurjchem-900	112	21	acid	acid	NOUN
eurjchem-900	112	22	)	)	PUNCT
eurjchem-900	112	23	,	,	PUNCT
eurjchem-900	112	24	1610	1610	NUM
eurjchem-900	112	25	(	(	PUNCT
eurjchem-900	112	26	νc	νc	X
eurjchem-900	112	27	=	=	SYM
eurjchem-900	112	28	c	c	NOUN
eurjchem-900	112	29	)	)	PUNCT
eurjchem-900	112	30	.	.	PUNCT
eurjchem-900	113	1	1h	1h	NUM
eurjchem-900	113	2	nmr	nmr	PROPN
eurjchem-900	113	3	spectrum	spectrum	NOUN
eurjchem-900	113	4	(	(	PUNCT
eurjchem-900	113	5	300	300	NUM
eurjchem-900	113	6	mhz	mhz	NOUN
eurjchem-900	113	7	,	,	PUNCT
eurjchem-900	113	8	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	113	9	,	,	PUNCT
eurjchem-900	113	10	δ	δ	PROPN
eurjchem-900	113	11	,	,	PUNCT
eurjchem-900	113	12	ppm	ppm	NOUN
eurjchem-900	113	13	):	):	PUNCT
eurjchem-900	113	14	8.95	8.95	NUM
eurjchem-900	113	15	(	(	PUNCT
eurjchem-900	113	16	s	s	PROPN
eurjchem-900	113	17	,	,	PUNCT
eurjchem-900	113	18	1h	1h	NUM
eurjchem-900	113	19	,	,	PUNCT
eurjchem-900	113	20	nh	nh	PROPN
eurjchem-900	113	21	,	,	PUNCT
eurjchem-900	113	22	d2o‐exchangeable	d2o‐exchangeable	PROPN
eurjchem-900	113	23	)	)	PUNCT
eurjchem-900	113	24	,	,	PUNCT
eurjchem-900	113	25	8.79	8.79	NUM
eurjchem-900	113	26	(	(	PUNCT
eurjchem-900	113	27	s	s	PROPN
eurjchem-900	113	28	,	,	PUNCT
eurjchem-900	113	29	1h	1h	NUM
eurjchem-900	113	30	,	,	PUNCT
eurjchem-900	113	31	nh	nh	PROPN
eurjchem-900	113	32	,	,	PUNCT
eurjchem-900	113	33	d2o‐exchangeable	d2o‐exchangeable	PROPN
eurjchem-900	113	34	)	)	PUNCT
eurjchem-900	113	35	,	,	PUNCT
eurjchem-900	113	36	7.69‐7.19	7.69‐7.19	NUM
eurjchem-900	113	37	(	(	PUNCT
eurjchem-900	113	38	m	m	PROPN
eurjchem-900	113	39	,	,	PUNCT
eurjchem-900	113	40	3h	3h	NUM
eurjchem-900	113	41	,	,	PUNCT
eurjchem-900	113	42	ar‐h	ar‐h	NOUN
eurjchem-900	113	43	)	)	PUNCT
eurjchem-900	113	44	,	,	PUNCT
eurjchem-900	113	45	7.03	7.03	NUM
eurjchem-900	113	46	(	(	PUNCT
eurjchem-900	113	47	br.s	br.s	PROPN
eurjchem-900	113	48	2h	2h	NUM
eurjchem-900	113	49	,	,	PUNCT
eurjchem-900	113	50	nh2	nh2	PROPN
eurjchem-900	113	51	,	,	PUNCT
eurjchem-900	113	52	d2o‐exchangeable	d2o‐exchangeable	PROPN
eurjchem-900	113	53	)	)	PUNCT
eurjchem-900	113	54	,	,	PUNCT
eurjchem-900	113	55	4.39	4.39	NUM
eurjchem-900	113	56	(	(	PUNCT
eurjchem-900	113	57	dd	dd	PROPN
eurjchem-900	113	58	,	,	PUNCT
eurjchem-900	113	59	1h	1h	NUM
eurjchem-900	113	60	,	,	PUNCT
eurjchem-900	113	61	jvic	jvic	ADJ
eurjchem-900	113	62	,	,	PUNCT
eurjchem-900	113	63	cis	cis	NOUN
eurjchem-900	113	64	=	=	SYM
eurjchem-900	113	65	10.8	10.8	NUM
eurjchem-900	113	66	hz	hz	NOUN
eurjchem-900	113	67	,	,	PUNCT
eurjchem-900	113	68	jvic	jvic	PROPN
eurjchem-900	113	69	,	,	PUNCT
eurjchem-900	113	70	tr	tr	VERB
eurjchem-900	113	71	.	.	PUNCT
eurjchem-900	114	1	=	=	SYM
eurjchem-900	114	2	3.3	3.3	NUM
eurjchem-900	114	3	hz	hz	NOUN
eurjchem-900	114	4	,	,	PUNCT
eurjchem-900	114	5	hc	hc	PROPN
eurjchem-900	114	6	)	)	PUNCT
eurjchem-900	114	7	,	,	PUNCT
eurjchem-900	114	8	3.89	3.89	NUM
eurjchem-900	114	9	(	(	PUNCT
eurjchem-900	114	10	dd	dd	PROPN
eurjchem-900	114	11	,	,	PUNCT
eurjchem-900	114	12	1h	1h	NUM
eurjchem-900	114	13	,	,	PUNCT
eurjchem-900	114	14	jgem	jgem	NOUN
eurjchem-900	114	15	.	.	PUNCT
eurjchem-900	115	1	=	=	NOUN
eurjchem-900	115	2	18.6	18.6	NUM
eurjchem-900	115	3	hz	hz	VERB
eurjchem-900	115	4	,	,	PUNCT
eurjchem-900	115	5	jvic	jvic	PROPN
eurjchem-900	115	6	,	,	PUNCT
eurjchem-900	115	7	tr	tr	VERB
eurjchem-900	115	8	=	=	NOUN
eurjchem-900	115	9	3.0	3.0	NUM
eurjchem-900	115	10	hz	hz	NOUN
eurjchem-900	115	11	,	,	PUNCT
eurjchem-900	115	12	ha	ha	INTJ
eurjchem-900	115	13	)	)	PUNCT
eurjchem-900	115	14	3.40(dd	3.40(dd	PROPN
eurjchem-900	115	15	,	,	PUNCT
eurjchem-900	115	16	1h	1h	NUM
eurjchem-900	115	17	,	,	PUNCT
eurjchem-900	115	18	jgem	jgem	NOUN
eurjchem-900	115	19	.	.	PUNCT
eurjchem-900	116	1	=	=	NOUN
eurjchem-900	116	2	18.6	18.6	NUM
eurjchem-900	116	3	hz	hz	VERB
eurjchem-900	116	4	,	,	PUNCT
eurjchem-900	116	5	jvic	jvic	ADJ
eurjchem-900	116	6	,	,	PUNCT
eurjchem-900	116	7	cis	cis	NOUN
eurjchem-900	116	8	=	=	SYM
eurjchem-900	116	9	10.8	10.8	NUM
eurjchem-900	116	10	hz	hz	NOUN
eurjchem-900	116	11	,	,	PUNCT
eurjchem-900	116	12	hb	hb	PROPN
eurjchem-900	116	13	)	)	PUNCT
eurjchem-900	116	14	,	,	PUNCT
eurjchem-900	116	15	2.78	2.78	NUM
eurjchem-900	116	16	(	(	PUNCT
eurjchem-900	116	17	m	m	PROPN
eurjchem-900	116	18	,	,	PUNCT
eurjchem-900	116	19	4h	4h	NUM
eurjchem-900	116	20	,	,	PUNCT
eurjchem-900	116	21	tetrahydro	tetrahydro	PROPN
eurjchem-900	116	22	naphthalene	naphthalene	NOUN
eurjchem-900	116	23	moiety	moiety	PROPN
eurjchem-900	116	24	)	)	PUNCT
eurjchem-900	116	25	,	,	PUNCT
eurjchem-900	116	26	1.75	1.75	NUM
eurjchem-900	116	27	(	(	PUNCT
eurjchem-900	116	28	m	m	PROPN
eurjchem-900	116	29	,	,	PUNCT
eurjchem-900	116	30	4h	4h	NUM
eurjchem-900	116	31	,	,	PUNCT
eurjchem-900	116	32	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	116	33	moiety	moiety	NOUN
eurjchem-900	116	34	)	)	PUNCT
eurjchem-900	116	35	.	.	PUNCT
eurjchem-900	117	1	ms	ms	NOUN
eurjchem-900	117	2	(	(	PUNCT
eurjchem-900	117	3	ei	ei	PROPN
eurjchem-900	117	4	,	,	PUNCT
eurjchem-900	117	5	m	m	PROPN
eurjchem-900	117	6	/	/	SYM
eurjchem-900	117	7	z	z	PROPN
eurjchem-900	117	8	(	(	PUNCT
eurjchem-900	117	9	%	%	NOUN
eurjchem-900	117	10	)	)	PUNCT
eurjchem-900	117	11	):	):	PUNCT
eurjchem-900	117	12	288	288	NUM
eurjchem-900	117	13	(	(	PUNCT
eurjchem-900	117	14	m	m	PROPN
eurjchem-900	117	15	,	,	PUNCT
eurjchem-900	117	16	27.3	27.3	NUM
eurjchem-900	117	17	)	)	PUNCT
eurjchem-900	117	18	,	,	PUNCT
eurjchem-900	117	19	159	159	NUM
eurjchem-900	117	20	(	(	PUNCT
eurjchem-900	117	21	100.0	100.0	NUM
eurjchem-900	117	22	)	)	PUNCT
eurjchem-900	117	23	,	,	PUNCT
eurjchem-900	117	24	131	131	NUM
eurjchem-900	117	25	(	(	PUNCT
eurjchem-900	117	26	30.3	30.3	NUM
eurjchem-900	117	27	)	)	PUNCT
eurjchem-900	117	28	,	,	PUNCT
eurjchem-900	117	29	129	129	NUM
eurjchem-900	117	30	(	(	PUNCT
eurjchem-900	117	31	79.8	79.8	NUM
eurjchem-900	117	32	)	)	PUNCT
eurjchem-900	117	33	.	.	PUNCT
eurjchem-900	118	1	2.2.7	2.2.7	X
eurjchem-900	118	2	.	.	PUNCT
eurjchem-900	119	1	reaction	reaction	NOUN
eurjchem-900	119	2	of	of	ADP
eurjchem-900	119	3	acid	acid	NOUN
eurjchem-900	119	4	1	1	NUM
eurjchem-900	119	5	with	with	ADP
eurjchem-900	119	6	o‐phenylendiamine	o‐phenylendiamine	ADP
eurjchem-900	119	7	,	,	PUNCT
eurjchem-900	119	8	o‐amino	o‐amino	PUNCT
eurjchem-900	119	9	phenol	phenol	NOUN
eurjchem-900	119	10	and	and	CCONJ
eurjchem-900	119	11	/or	/or	NOUN
eurjchem-900	119	12	o‐aminothiophenol	o‐aminothiophenol	PROPN
eurjchem-900	119	13	a	a	DET
eurjchem-900	119	14	mixture	mixture	NOUN
eurjchem-900	119	15	of	of	ADP
eurjchem-900	119	16	acid	acid	PROPN
eurjchem-900	119	17	1	1	NUM
eurjchem-900	119	18	(	(	PUNCT
eurjchem-900	119	19	0.01	0.01	NUM
eurjchem-900	119	20	mmol	mmol	NOUN
eurjchem-900	119	21	,	,	PUNCT
eurjchem-900	119	22	2.30	2.30	NUM
eurjchem-900	119	23	g	g	NOUN
eurjchem-900	119	24	)	)	PUNCT
eurjchem-900	119	25	and	and	CCONJ
eurjchem-900	119	26	o‐	o‐	NUM
eurjchem-900	119	27	phenylenediamine	phenylenediamine	NOUN
eurjchem-900	119	28	,	,	PUNCT
eurjchem-900	119	29	o‐aminophenol	o‐aminophenol	PROPN
eurjchem-900	119	30	and	and	CCONJ
eurjchem-900	119	31	/	/	SYM
eurjchem-900	119	32	or	or	CCONJ
eurjchem-900	119	33	o‐aminothiophenol	o‐aminothiophenol	NUM
eurjchem-900	119	34	(	(	PUNCT
eurjchem-900	119	35	0.01	0.01	NUM
eurjchem-900	119	36	mmol	mmol	NOUN
eurjchem-900	119	37	)	)	PUNCT
eurjchem-900	119	38	in	in	ADP
eurjchem-900	119	39	ethanol	ethanol	NOUN
eurjchem-900	119	40	(	(	PUNCT
eurjchem-900	119	41	20	20	NUM
eurjchem-900	119	42	ml	ml	NOUN
eurjchem-900	119	43	)	)	PUNCT
eurjchem-900	119	44	containing	contain	VERB
eurjchem-900	119	45	few	few	ADJ
eurjchem-900	119	46	drops	drop	NOUN
eurjchem-900	119	47	of	of	ADP
eurjchem-900	119	48	glacial	glacial	ADJ
eurjchem-900	119	49	acetic	acetic	ADJ
eurjchem-900	119	50	acid	acid	NOUN
eurjchem-900	119	51	,	,	PUNCT
eurjchem-900	119	52	was	be	AUX
eurjchem-900	119	53	heated	heat	VERB
eurjchem-900	119	54	at	at	ADP
eurjchem-900	119	55	reflux	reflux	NOUN
eurjchem-900	119	56	for	for	ADP
eurjchem-900	119	57	4‐7h	4‐7h	PROPN
eurjchem-900	119	58	.	.	PUNCT
eurjchem-900	120	1	after	after	ADP
eurjchem-900	120	2	cooling	cool	VERB
eurjchem-900	120	3	,	,	PUNCT
eurjchem-900	120	4	the	the	DET
eurjchem-900	120	5	precipitated	precipitate	VERB
eurjchem-900	120	6	solid	solid	ADJ
eurjchem-900	120	7	was	be	AUX
eurjchem-900	120	8	collected	collect	VERB
eurjchem-900	120	9	,	,	PUNCT
eurjchem-900	120	10	dried	dry	VERB
eurjchem-900	120	11	and	and	CCONJ
eurjchem-900	120	12	recrystallized	recrystallize	VERB
eurjchem-900	120	13	from	from	ADP
eurjchem-900	120	14	dmf	dmf	PROPN
eurjchem-900	120	15	,	,	PUNCT
eurjchem-900	120	16	ethanol	ethanol	NOUN
eurjchem-900	120	17	and/or	and/or	CCONJ
eurjchem-900	120	18	benzene	benzene	NOUN
eurjchem-900	120	19	:	:	PUNCT
eurjchem-900	120	20	ethanol	ethanol	NOUN
eurjchem-900	120	21	(	(	PUNCT
eurjchem-900	120	22	2:1	2:1	NUM
eurjchem-900	120	23	)	)	PUNCT
eurjchem-900	120	24	to	to	PART
eurjchem-900	120	25	give	give	VERB
eurjchem-900	120	26	compounds	compound	NOUN
eurjchem-900	120	27	8a	8a	NUM
eurjchem-900	120	28	,	,	PUNCT
eurjchem-900	120	29	b	b	NOUN
eurjchem-900	120	30	and	and	CCONJ
eurjchem-900	120	31	c	c	PROPN
eurjchem-900	120	32	(	(	PUNCT
eurjchem-900	120	33	scheme	scheme	NOUN
eurjchem-900	120	34	2	2	NUM
eurjchem-900	120	35	)	)	PUNCT
eurjchem-900	120	36	.	.	PUNCT
eurjchem-900	121	1	3‐(2‐oxo‐2‐(5,6,7,8‐tetrahydro‐naphthalen‐2‐yl)ethyl)‐3,4‐	3‐(2‐oxo‐2‐(5,6,7,8‐tetrahydro‐naphthalen‐2‐yl)ethyl)‐3,4‐	NUM
eurjchem-900	121	2	dihydroquinoxalin‐2(1h)‐one	dihydroquinoxalin‐2(1h)‐one	NOUN
eurjchem-900	121	3	(	(	PUNCT
eurjchem-900	121	4	8a	8a	NUM
eurjchem-900	121	5	):	):	PUNCT
eurjchem-900	121	6	color	color	NOUN
eurjchem-900	121	7	:	:	PUNCT
eurjchem-900	121	8	reddish	reddish	PROPN
eurjchem-900	121	9	brown	brown	NOUN
eurjchem-900	121	10	.	.	PUNCT
eurjchem-900	122	1	yield	yield	NOUN
eurjchem-900	122	2	:	:	PUNCT
eurjchem-900	122	3	73	73	NUM
eurjchem-900	122	4	%	%	NOUN
eurjchem-900	122	5	.	.	PUNCT
eurjchem-900	123	1	m.p	m.p	PROPN
eurjchem-900	123	2	.	.	PROPN
eurjchem-900	123	3	:	:	PUNCT
eurjchem-900	124	1	>	>	PUNCT
eurjchem-900	124	2	300	300	NUM
eurjchem-900	124	3	c	c	VERB
eurjchem-900	124	4	.	.	PUNCT
eurjchem-900	125	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	125	2	(	(	PUNCT
eurjchem-900	125	3	kbr	kbr	PROPN
eurjchem-900	125	4	,	,	PUNCT
eurjchem-900	125	5	ν	ν	PROPN
eurjchem-900	125	6	,	,	PUNCT
eurjchem-900	125	7	cm‐1	cm‐1	PROPN
eurjchem-900	125	8	):	):	PUNCT
eurjchem-900	125	9	3349	3349	NUM
eurjchem-900	125	10	(	(	PUNCT
eurjchem-900	125	11	νnh	νnh	NOUN
eurjchem-900	125	12	)	)	PUNCT
eurjchem-900	125	13	,	,	PUNCT
eurjchem-900	125	14	1724	1724	NUM
eurjchem-900	125	15	(	(	PUNCT
eurjchem-900	125	16	νc	νc	X
eurjchem-900	125	17	=	=	SYM
eurjchem-900	125	18	o	o	NOUN
eurjchem-900	125	19	,	,	PUNCT
eurjchem-900	125	20	quinoxalinone	quinoxalinone	NOUN
eurjchem-900	125	21	)	)	PUNCT
eurjchem-900	125	22	,	,	PUNCT
eurjchem-900	125	23	1676	1676	NUM
eurjchem-900	125	24	(	(	PUNCT
eurjchem-900	125	25	νc	νc	X
eurjchem-900	125	26	=	=	ADJ
eurjchem-900	125	27	o	o	NOUN
eurjchem-900	125	28	,	,	PUNCT
eurjchem-900	125	29	ketone	ketone	NOUN
eurjchem-900	125	30	)	)	PUNCT
eurjchem-900	125	31	,	,	PUNCT
eurjchem-900	125	32	1603	1603	NUM
eurjchem-900	125	33	(	(	PUNCT
eurjchem-900	125	34	νc	νc	X
eurjchem-900	125	35	=	=	SYM
eurjchem-900	125	36	c	c	NOUN
eurjchem-900	125	37	)	)	PUNCT
eurjchem-900	125	38	.	.	PUNCT
eurjchem-900	126	1	36	36	NUM
eurjchem-900	126	2	salem	salem	NOUN
eurjchem-900	126	3	et	et	PROPN
eurjchem-900	126	4	al	al	PROPN
eurjchem-900	126	5	.	.	PUNCT
eurjchem-900	126	6	/	/	SYM
eurjchem-900	126	7	european	european	PROPN
eurjchem-900	126	8	journal	journal	PROPN
eurjchem-900	126	9	of	of	ADP
eurjchem-900	126	10	chemistry	chemistry	NOUN
eurjchem-900	126	11	5	5	NUM
eurjchem-900	126	12	(	(	PUNCT
eurjchem-900	126	13	1	1	NUM
eurjchem-900	126	14	)	)	PUNCT
eurjchem-900	126	15	(	(	PUNCT
eurjchem-900	126	16	2014	2014	NUM
eurjchem-900	126	17	)	)	PUNCT
eurjchem-900	126	18	33‐40	33‐40	NOUN
eurjchem-900	126	19	scheme	scheme	NOUN
eurjchem-900	126	20	2	2	NUM
eurjchem-900	126	21	1h	1h	NUM
eurjchem-900	126	22	nmr	nmr	NOUN
eurjchem-900	126	23	(	(	PUNCT
eurjchem-900	126	24	300	300	NUM
eurjchem-900	126	25	mhz	mhz	NOUN
eurjchem-900	126	26	,	,	PUNCT
eurjchem-900	126	27	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	126	28	,	,	PUNCT
eurjchem-900	126	29	δ	δ	PROPN
eurjchem-900	126	30	,	,	PUNCT
eurjchem-900	126	31	ppm	ppm	NUM
eurjchem-900	126	32	):	):	PUNCT
eurjchem-900	126	33	8.56	8.56	NUM
eurjchem-900	126	34	(	(	PUNCT
eurjchem-900	126	35	s	s	PROPN
eurjchem-900	126	36	,	,	PUNCT
eurjchem-900	126	37	1h	1h	NUM
eurjchem-900	126	38	,	,	PUNCT
eurjchem-900	126	39	exchangeable	exchangeable	ADJ
eurjchem-900	126	40	,	,	PUNCT
eurjchem-900	126	41	‐conh	‐conh	NOUN
eurjchem-900	126	42	)	)	PUNCT
eurjchem-900	126	43	,	,	PUNCT
eurjchem-900	126	44	7.68‐6.54	7.68‐6.54	PROPN
eurjchem-900	126	45	(	(	PUNCT
eurjchem-900	126	46	m	m	PROPN
eurjchem-900	126	47	,	,	PUNCT
eurjchem-900	126	48	7h	7h	PROPN
eurjchem-900	126	49	,	,	PUNCT
eurjchem-900	126	50	ar‐h	ar‐h	PROPN
eurjchem-900	126	51	)	)	PUNCT
eurjchem-900	126	52	,	,	PUNCT
eurjchem-900	126	53	4.26	4.26	NUM
eurjchem-900	126	54	(	(	PUNCT
eurjchem-900	126	55	s	s	PROPN
eurjchem-900	126	56	,	,	PUNCT
eurjchem-900	126	57	1h	1h	NUM
eurjchem-900	126	58	,	,	PUNCT
eurjchem-900	126	59	exchangeable	exchangeable	ADJ
eurjchem-900	126	60	,	,	PUNCT
eurjchem-900	126	61	nh	nh	PROPN
eurjchem-900	126	62	)	)	PUNCT
eurjchem-900	126	63	,	,	PUNCT
eurjchem-900	126	64	4.05	4.05	NUM
eurjchem-900	126	65	(	(	PUNCT
eurjchem-900	126	66	t	t	PROPN
eurjchem-900	126	67	,	,	PUNCT
eurjchem-900	126	68	1h	1h	NUM
eurjchem-900	126	69	,	,	PUNCT
eurjchem-900	126	70	quinoxalinone	quinoxalinone	NOUN
eurjchem-900	126	71	moiety	moiety	NOUN
eurjchem-900	126	72	)	)	PUNCT
eurjchem-900	126	73	,	,	PUNCT
eurjchem-900	126	74	3.15	3.15	NUM
eurjchem-900	126	75	(	(	PUNCT
eurjchem-900	126	76	d	d	NOUN
eurjchem-900	126	77	,	,	PUNCT
eurjchem-900	126	78	2h	2h	NUM
eurjchem-900	126	79	,	,	PUNCT
eurjchem-900	126	80	ch2co	ch2co	NOUN
eurjchem-900	126	81	)	)	PUNCT
eurjchem-900	126	82	,	,	PUNCT
eurjchem-900	126	83	2.79	2.79	NUM
eurjchem-900	126	84	(	(	PUNCT
eurjchem-900	126	85	m	m	PROPN
eurjchem-900	126	86	,	,	PUNCT
eurjchem-900	126	87	4h	4h	NUM
eurjchem-900	126	88	,	,	PUNCT
eurjchem-900	126	89	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	126	90	moiety	moiety	NOUN
eurjchem-900	126	91	)	)	PUNCT
eurjchem-900	126	92	,	,	PUNCT
eurjchem-900	126	93	1.68	1.68	NUM
eurjchem-900	126	94	(	(	PUNCT
eurjchem-900	126	95	m	m	PROPN
eurjchem-900	126	96	,	,	PUNCT
eurjchem-900	126	97	4h	4h	NUM
eurjchem-900	126	98	,	,	PUNCT
eurjchem-900	126	99	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	126	100	moiety	moiety	NOUN
eurjchem-900	126	101	)	)	PUNCT
eurjchem-900	126	102	.	.	PUNCT
eurjchem-900	127	1	ms	ms	NOUN
eurjchem-900	127	2	(	(	PUNCT
eurjchem-900	127	3	ei	ei	PROPN
eurjchem-900	127	4	,	,	PUNCT
eurjchem-900	127	5	m	m	PROPN
eurjchem-900	127	6	/	/	SYM
eurjchem-900	127	7	z	z	PROPN
eurjchem-900	127	8	(	(	PUNCT
eurjchem-900	127	9	%	%	NOUN
eurjchem-900	127	10	)	)	PUNCT
eurjchem-900	127	11	):	):	PUNCT
eurjchem-900	127	12	320	320	NUM
eurjchem-900	127	13	(	(	PUNCT
eurjchem-900	127	14	m	m	PROPN
eurjchem-900	127	15	,	,	PUNCT
eurjchem-900	127	16	42.9	42.9	NUM
eurjchem-900	127	17	)	)	PUNCT
eurjchem-900	127	18	,	,	PUNCT
eurjchem-900	127	19	285	285	NUM
eurjchem-900	127	20	(	(	PUNCT
eurjchem-900	127	21	35.7	35.7	NUM
eurjchem-900	127	22	)	)	PUNCT
eurjchem-900	127	23	,	,	PUNCT
eurjchem-900	127	24	179(28.6	179(28.6	NUM
eurjchem-900	127	25	)	)	PUNCT
eurjchem-900	127	26	,	,	PUNCT
eurjchem-900	127	27	159	159	NUM
eurjchem-900	127	28	(	(	PUNCT
eurjchem-900	127	29	42.9	42.9	NUM
eurjchem-900	127	30	)	)	PUNCT
eurjchem-900	127	31	,	,	PUNCT
eurjchem-900	127	32	149	149	NUM
eurjchem-900	127	33	(	(	PUNCT
eurjchem-900	127	34	50.0	50.0	NUM
eurjchem-900	127	35	)	)	PUNCT
eurjchem-900	127	36	,	,	PUNCT
eurjchem-900	127	37	55	55	NUM
eurjchem-900	127	38	(	(	PUNCT
eurjchem-900	127	39	100.0	100.0	NUM
eurjchem-900	127	40	)	)	PUNCT
eurjchem-900	127	41	.	.	PUNCT
eurjchem-900	128	1	3‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl)‐3,4‐	3‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl)‐3,4‐	NUM
eurjchem-900	128	2	dihydrobenzo[b][1,4]oxazin‐2‐one	dihydrobenzo[b][1,4]oxazin‐2‐one	NOUN
eurjchem-900	128	3	(	(	PUNCT
eurjchem-900	128	4	8b	8b	NUM
eurjchem-900	128	5	):	):	PUNCT
eurjchem-900	128	6	color	color	NOUN
eurjchem-900	128	7	:	:	PUNCT
eurjchem-900	128	8	dark	dark	PROPN
eurjchem-900	128	9	brown	brown	PROPN
eurjchem-900	128	10	.	.	PUNCT
eurjchem-900	128	11	yield	yield	NOUN
eurjchem-900	128	12	:	:	PUNCT
eurjchem-900	128	13	34	34	NUM
eurjchem-900	128	14	%	%	NOUN
eurjchem-900	128	15	.	.	PUNCT
eurjchem-900	129	1	m.p	m.p	PROPN
eurjchem-900	129	2	.	.	PROPN
eurjchem-900	129	3	:	:	PUNCT
eurjchem-900	130	1	181	181	NUM
eurjchem-900	130	2	c	c	VERB
eurjchem-900	130	3	decomp	decomp	NOUN
eurjchem-900	130	4	.	.	PUNCT
eurjchem-900	131	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	131	2	(	(	PUNCT
eurjchem-900	131	3	kbr	kbr	PROPN
eurjchem-900	131	4	,	,	PUNCT
eurjchem-900	131	5	ν	ν	PROPN
eurjchem-900	131	6	,	,	PUNCT
eurjchem-900	131	7	cm‐1	cm‐1	PROPN
eurjchem-900	131	8	):	):	PUNCT
eurjchem-900	131	9	3338	3338	NUM
eurjchem-900	131	10	(	(	PUNCT
eurjchem-900	131	11	νnh	νnh	NOUN
eurjchem-900	131	12	)	)	PUNCT
eurjchem-900	131	13	,	,	PUNCT
eurjchem-900	131	14	1713	1713	NUM
eurjchem-900	131	15	(	(	PUNCT
eurjchem-900	131	16	νc	νc	NOUN
eurjchem-900	131	17	=	=	NOUN
eurjchem-900	131	18	o	o	NOUN
eurjchem-900	131	19	oxazinone	oxazinone	NOUN
eurjchem-900	131	20	)	)	PUNCT
eurjchem-900	131	21	,	,	PUNCT
eurjchem-900	131	22	1678	1678	NUM
eurjchem-900	131	23	(	(	PUNCT
eurjchem-900	131	24	νc	νc	NOUN
eurjchem-900	131	25	=	=	NOUN
eurjchem-900	131	26	o	o	NOUN
eurjchem-900	131	27	ketone	ketone	NOUN
eurjchem-900	131	28	)	)	PUNCT
eurjchem-900	131	29	,	,	PUNCT
eurjchem-900	131	30	1603	1603	NUM
eurjchem-900	131	31	(	(	PUNCT
eurjchem-900	131	32	νc	νc	X
eurjchem-900	131	33	=	=	SYM
eurjchem-900	131	34	c	c	NOUN
eurjchem-900	131	35	)	)	PUNCT
eurjchem-900	131	36	.	.	PUNCT
eurjchem-900	132	1	1h	1h	NUM
eurjchem-900	132	2	nmr	nmr	NOUN
eurjchem-900	132	3	(	(	PUNCT
eurjchem-900	132	4	300	300	NUM
eurjchem-900	132	5	mhz	mhz	NOUN
eurjchem-900	132	6	,	,	PUNCT
eurjchem-900	132	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	132	8	,	,	PUNCT
eurjchem-900	132	9	δ	δ	PROPN
eurjchem-900	132	10	,	,	PUNCT
eurjchem-900	132	11	ppm	ppm	NUM
eurjchem-900	132	12	):	):	PUNCT
eurjchem-900	132	13	7.72‐6.65	7.72‐6.65	NUM
eurjchem-900	132	14	(	(	PUNCT
eurjchem-900	132	15	m	m	PROPN
eurjchem-900	132	16	,	,	PUNCT
eurjchem-900	132	17	7h	7h	PROPN
eurjchem-900	132	18	,	,	PUNCT
eurjchem-900	132	19	ar‐h	ar‐h	PROPN
eurjchem-900	132	20	)	)	PUNCT
eurjchem-900	132	21	,	,	PUNCT
eurjchem-900	132	22	4.32	4.32	NUM
eurjchem-900	132	23	(	(	PUNCT
eurjchem-900	132	24	s	s	PROPN
eurjchem-900	132	25	,	,	PUNCT
eurjchem-900	132	26	1h	1h	NUM
eurjchem-900	132	27	,	,	PUNCT
eurjchem-900	132	28	exchangeable	exchangeable	ADJ
eurjchem-900	132	29	,	,	PUNCT
eurjchem-900	132	30	nh	nh	PROPN
eurjchem-900	132	31	)	)	PUNCT
eurjchem-900	132	32	,	,	PUNCT
eurjchem-900	132	33	4.00	4.00	NUM
eurjchem-900	132	34	(	(	PUNCT
eurjchem-900	132	35	t	t	PROPN
eurjchem-900	132	36	,	,	PUNCT
eurjchem-900	132	37	1h	1h	NUM
eurjchem-900	132	38	,	,	PUNCT
eurjchem-900	132	39	oxazinone	oxazinone	ADJ
eurjchem-900	132	40	moiety	moiety	NOUN
eurjchem-900	132	41	)	)	PUNCT
eurjchem-900	132	42	,	,	PUNCT
eurjchem-900	132	43	3.20	3.20	NUM
eurjchem-900	132	44	(	(	PUNCT
eurjchem-900	132	45	d	d	NOUN
eurjchem-900	132	46	,	,	PUNCT
eurjchem-900	132	47	2h	2h	NUM
eurjchem-900	132	48	,	,	PUNCT
eurjchem-900	132	49	‐ch2co	‐ch2co	PROPN
eurjchem-900	132	50	)	)	PUNCT
eurjchem-900	132	51	,	,	PUNCT
eurjchem-900	132	52	2.82	2.82	NUM
eurjchem-900	132	53	(	(	PUNCT
eurjchem-900	132	54	m	m	PROPN
eurjchem-900	132	55	,	,	PUNCT
eurjchem-900	132	56	4h	4h	NUM
eurjchem-900	132	57	,	,	PUNCT
eurjchem-900	132	58	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	132	59	moiety	moiety	NOUN
eurjchem-900	132	60	)	)	PUNCT
eurjchem-900	132	61	,	,	PUNCT
eurjchem-900	132	62	1.64	1.64	NUM
eurjchem-900	132	63	(	(	PUNCT
eurjchem-900	132	64	m	m	PROPN
eurjchem-900	132	65	,	,	PUNCT
eurjchem-900	132	66	4h	4h	NUM
eurjchem-900	132	67	,	,	PUNCT
eurjchem-900	132	68	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	132	69	moiety	moiety	NOUN
eurjchem-900	132	70	)	)	PUNCT
eurjchem-900	132	71	.	.	PUNCT
eurjchem-900	133	1	ms	ms	NOUN
eurjchem-900	133	2	(	(	PUNCT
eurjchem-900	133	3	ei	ei	PROPN
eurjchem-900	133	4	,	,	PUNCT
eurjchem-900	133	5	m	m	PROPN
eurjchem-900	133	6	/	/	SYM
eurjchem-900	133	7	z	z	PROPN
eurjchem-900	133	8	(	(	PUNCT
eurjchem-900	133	9	%	%	NOUN
eurjchem-900	133	10	)	)	PUNCT
eurjchem-900	133	11	):	):	PUNCT
eurjchem-900	133	12	324	324	NUM
eurjchem-900	133	13	(	(	PUNCT
eurjchem-900	133	14	[	[	X
eurjchem-900	133	15	m+3	m+3	X
eurjchem-900	133	16	]	]	X
eurjchem-900	133	17	,	,	PUNCT
eurjchem-900	133	18	23.5	23.5	NUM
eurjchem-900	133	19	)	)	PUNCT
eurjchem-900	133	20	,	,	PUNCT
eurjchem-900	133	21	303	303	NUM
eurjchem-900	133	22	(	(	PUNCT
eurjchem-900	133	23	76.5	76.5	NUM
eurjchem-900	133	24	)	)	PUNCT
eurjchem-900	133	25	,	,	PUNCT
eurjchem-900	133	26	275	275	NUM
eurjchem-900	133	27	(	(	PUNCT
eurjchem-900	133	28	35.3	35.3	NUM
eurjchem-900	133	29	)	)	PUNCT
eurjchem-900	133	30	,	,	PUNCT
eurjchem-900	133	31	254	254	NUM
eurjchem-900	133	32	(	(	PUNCT
eurjchem-900	133	33	23.5	23.5	NUM
eurjchem-900	133	34	)	)	PUNCT
eurjchem-900	133	35	,	,	PUNCT
eurjchem-900	133	36	185(58.8	185(58.8	PROPN
eurjchem-900	133	37	)	)	PUNCT
eurjchem-900	133	38	,	,	PUNCT
eurjchem-900	133	39	159	159	NUM
eurjchem-900	133	40	(	(	PUNCT
eurjchem-900	133	41	88.2	88.2	NUM
eurjchem-900	133	42	)	)	PUNCT
eurjchem-900	133	43	,	,	PUNCT
eurjchem-900	133	44	129(23.5	129(23.5	NUM
eurjchem-900	133	45	)	)	PUNCT
eurjchem-900	133	46	,	,	PUNCT
eurjchem-900	133	47	91(64.7	91(64.7	NUM
eurjchem-900	133	48	)	)	PUNCT
eurjchem-900	133	49	,	,	PUNCT
eurjchem-900	133	50	63	63	NUM
eurjchem-900	133	51	(	(	PUNCT
eurjchem-900	133	52	100.0	100.0	NUM
eurjchem-900	133	53	)	)	PUNCT
eurjchem-900	133	54	.	.	PUNCT
eurjchem-900	134	1	3‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl)‐3,4‐	3‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl)‐3,4‐	NUM
eurjchem-900	134	2	dihydrobenzo[b][1,4]thiazin‐2‐one	dihydrobenzo[b][1,4]thiazin‐2‐one	X
eurjchem-900	134	3	(	(	PUNCT
eurjchem-900	134	4	8c	8c	NUM
eurjchem-900	134	5	):	):	PUNCT
eurjchem-900	134	6	color	color	NOUN
eurjchem-900	134	7	:	:	PUNCT
eurjchem-900	134	8	pale	pale	ADJ
eurjchem-900	134	9	brown	brown	NOUN
eurjchem-900	134	10	.	.	PUNCT
eurjchem-900	135	1	yield	yield	NOUN
eurjchem-900	135	2	:	:	PUNCT
eurjchem-900	135	3	32	32	NUM
eurjchem-900	135	4	%	%	NOUN
eurjchem-900	135	5	.	.	PUNCT
eurjchem-900	136	1	m.p	m.p	PROPN
eurjchem-900	136	2	.	.	PROPN
eurjchem-900	136	3	:	:	PUNCT
eurjchem-900	136	4	252	252	NUM
eurjchem-900	136	5	decomp	decomp	NOUN
eurjchem-900	136	6	.	.	PUNCT
eurjchem-900	137	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	137	2	(	(	PUNCT
eurjchem-900	137	3	kbr	kbr	PROPN
eurjchem-900	137	4	,	,	PUNCT
eurjchem-900	137	5	ν	ν	PROPN
eurjchem-900	137	6	,	,	PUNCT
eurjchem-900	137	7	cm‐1	cm‐1	PROPN
eurjchem-900	137	8	):	):	PUNCT
eurjchem-900	137	9	3375	3375	NUM
eurjchem-900	137	10	(	(	PUNCT
eurjchem-900	137	11	νnh	νnh	NOUN
eurjchem-900	137	12	)	)	PUNCT
eurjchem-900	137	13	,	,	PUNCT
eurjchem-900	137	14	1713	1713	NUM
eurjchem-900	137	15	(	(	PUNCT
eurjchem-900	137	16	νc	νc	X
eurjchem-900	137	17	=	=	NOUN
eurjchem-900	137	18	o	o	NOUN
eurjchem-900	137	19	,	,	PUNCT
eurjchem-900	137	20	thiazinone	thiazinone	NOUN
eurjchem-900	137	21	)	)	PUNCT
eurjchem-900	137	22	,	,	PUNCT
eurjchem-900	137	23	1678	1678	NUM
eurjchem-900	137	24	(	(	PUNCT
eurjchem-900	137	25	νc	νc	NOUN
eurjchem-900	137	26	=	=	NOUN
eurjchem-900	137	27	o	o	NOUN
eurjchem-900	137	28	,	,	PUNCT
eurjchem-900	137	29	ketone	ketone	NOUN
eurjchem-900	137	30	)	)	PUNCT
eurjchem-900	137	31	,	,	PUNCT
eurjchem-900	137	32	1608(νc	1608(νc	PROPN
eurjchem-900	137	33	=	=	SYM
eurjchem-900	137	34	c	c	NOUN
eurjchem-900	137	35	)	)	PUNCT
eurjchem-900	137	36	.	.	PUNCT
eurjchem-900	138	1	1h	1h	NUM
eurjchem-900	138	2	nmr	nmr	NOUN
eurjchem-900	138	3	(	(	PUNCT
eurjchem-900	138	4	300	300	NUM
eurjchem-900	138	5	mhz	mhz	NOUN
eurjchem-900	138	6	,	,	PUNCT
eurjchem-900	138	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	138	8	,	,	PUNCT
eurjchem-900	138	9	δ	δ	PROPN
eurjchem-900	138	10	,	,	PUNCT
eurjchem-900	138	11	ppm	ppm	NOUN
eurjchem-900	138	12	):	):	PUNCT
eurjchem-900	138	13	7.59‐6.32	7.59‐6.32	NUM
eurjchem-900	138	14	(	(	PUNCT
eurjchem-900	138	15	m	m	PROPN
eurjchem-900	138	16	,	,	PUNCT
eurjchem-900	138	17	7h	7h	PROPN
eurjchem-900	138	18	,	,	PUNCT
eurjchem-900	138	19	ar‐h	ar‐h	PROPN
eurjchem-900	138	20	)	)	PUNCT
eurjchem-900	138	21	,	,	PUNCT
eurjchem-900	138	22	4.30	4.30	NUM
eurjchem-900	138	23	(	(	PUNCT
eurjchem-900	138	24	s	s	PROPN
eurjchem-900	138	25	,	,	PUNCT
eurjchem-900	138	26	1h	1h	NUM
eurjchem-900	138	27	,	,	PUNCT
eurjchem-900	138	28	exchangeable	exchangeable	ADJ
eurjchem-900	138	29	,	,	PUNCT
eurjchem-900	138	30	nh	nh	PROPN
eurjchem-900	138	31	)	)	PUNCT
eurjchem-900	138	32	,	,	PUNCT
eurjchem-900	138	33	4.08	4.08	NUM
eurjchem-900	138	34	(	(	PUNCT
eurjchem-900	138	35	t	t	PROPN
eurjchem-900	138	36	,	,	PUNCT
eurjchem-900	138	37	1h	1h	NUM
eurjchem-900	138	38	,	,	PUNCT
eurjchem-900	138	39	thiazinone	thiazinone	ADJ
eurjchem-900	138	40	moiety	moiety	NOUN
eurjchem-900	138	41	)	)	PUNCT
eurjchem-900	138	42	,	,	PUNCT
eurjchem-900	138	43	3.21	3.21	NUM
eurjchem-900	138	44	(	(	PUNCT
eurjchem-900	138	45	d	d	PROPN
eurjchem-900	138	46	,	,	PUNCT
eurjchem-900	138	47	2h	2h	NUM
eurjchem-900	138	48	,	,	PUNCT
eurjchem-900	138	49	‐ch2co	‐ch2co	PROPN
eurjchem-900	138	50	)	)	PUNCT
eurjchem-900	138	51	,	,	PUNCT
eurjchem-900	138	52	2.80	2.80	NUM
eurjchem-900	138	53	(	(	PUNCT
eurjchem-900	138	54	m	m	PROPN
eurjchem-900	138	55	,	,	PUNCT
eurjchem-900	138	56	4h	4h	NUM
eurjchem-900	138	57	,	,	PUNCT
eurjchem-900	138	58	tetrahdronaphthalene	tetrahdronaphthalene	ADJ
eurjchem-900	138	59	moiety	moiety	NOUN
eurjchem-900	138	60	)	)	PUNCT
eurjchem-900	138	61	,	,	PUNCT
eurjchem-900	138	62	1.60	1.60	NUM
eurjchem-900	138	63	(	(	PUNCT
eurjchem-900	138	64	m	m	PROPN
eurjchem-900	138	65	,	,	PUNCT
eurjchem-900	138	66	4h	4h	NUM
eurjchem-900	138	67	,	,	PUNCT
eurjchem-900	138	68	tetrahdronaphthalene	tetrahdronaphthalene	ADJ
eurjchem-900	138	69	moiety	moiety	NOUN
eurjchem-900	138	70	)	)	PUNCT
eurjchem-900	138	71	.	.	PUNCT
eurjchem-900	139	1	ms	ms	NOUN
eurjchem-900	139	2	(	(	PUNCT
eurjchem-900	139	3	ei	ei	PROPN
eurjchem-900	139	4	,	,	PUNCT
eurjchem-900	139	5	m	m	PROPN
eurjchem-900	139	6	/	/	SYM
eurjchem-900	139	7	z	z	PROPN
eurjchem-900	139	8	(	(	PUNCT
eurjchem-900	139	9	%	%	NOUN
eurjchem-900	139	10	)	)	PUNCT
eurjchem-900	139	11	):	):	PUNCT
eurjchem-900	139	12	337	337	NUM
eurjchem-900	139	13	(	(	PUNCT
eurjchem-900	139	14	m	m	PROPN
eurjchem-900	139	15	,	,	PUNCT
eurjchem-900	139	16	35.7	35.7	NUM
eurjchem-900	139	17	)	)	PUNCT
eurjchem-900	139	18	,	,	PUNCT
eurjchem-900	139	19	277	277	NUM
eurjchem-900	139	20	(	(	PUNCT
eurjchem-900	139	21	42.9	42.9	NUM
eurjchem-900	139	22	)	)	PUNCT
eurjchem-900	139	23	,	,	PUNCT
eurjchem-900	139	24	262	262	NUM
eurjchem-900	139	25	(	(	PUNCT
eurjchem-900	139	26	64.3	64.3	NUM
eurjchem-900	139	27	)	)	PUNCT
eurjchem-900	139	28	,	,	PUNCT
eurjchem-900	139	29	228	228	NUM
eurjchem-900	139	30	(	(	PUNCT
eurjchem-900	139	31	50.0	50.0	NUM
eurjchem-900	139	32	)	)	PUNCT
eurjchem-900	139	33	,	,	PUNCT
eurjchem-900	139	34	211	211	NUM
eurjchem-900	139	35	(	(	PUNCT
eurjchem-900	139	36	50.0	50.0	NUM
eurjchem-900	139	37	)	)	PUNCT
eurjchem-900	139	38	,	,	PUNCT
eurjchem-900	139	39	191	191	NUM
eurjchem-900	139	40	(	(	PUNCT
eurjchem-900	139	41	50.0	50.0	NUM
eurjchem-900	139	42	)	)	PUNCT
eurjchem-900	139	43	,	,	PUNCT
eurjchem-900	139	44	177	177	NUM
eurjchem-900	139	45	(	(	PUNCT
eurjchem-900	139	46	57.1	57.1	NUM
eurjchem-900	139	47	)	)	PUNCT
eurjchem-900	139	48	,	,	PUNCT
eurjchem-900	139	49	164	164	NUM
eurjchem-900	139	50	(	(	PUNCT
eurjchem-900	139	51	64.3	64.3	NUM
eurjchem-900	139	52	)	)	PUNCT
eurjchem-900	139	53	,	,	PUNCT
eurjchem-900	139	54	155	155	NUM
eurjchem-900	139	55	(	(	PUNCT
eurjchem-900	139	56	50.0	50.0	NUM
eurjchem-900	139	57	)	)	PUNCT
eurjchem-900	139	58	,	,	PUNCT
eurjchem-900	139	59	148	148	NUM
eurjchem-900	139	60	(	(	PUNCT
eurjchem-900	139	61	100.0	100.0	NUM
eurjchem-900	139	62	)	)	PUNCT
eurjchem-900	139	63	,	,	PUNCT
eurjchem-900	139	64	138	138	NUM
eurjchem-900	139	65	(	(	PUNCT
eurjchem-900	139	66	57.1	57.1	NUM
eurjchem-900	139	67	)	)	PUNCT
eurjchem-900	139	68	,	,	PUNCT
eurjchem-900	139	69	124	124	NUM
eurjchem-900	139	70	(	(	PUNCT
eurjchem-900	139	71	71.4	71.4	NUM
eurjchem-900	139	72	)	)	PUNCT
eurjchem-900	139	73	.	.	PUNCT
eurjchem-900	140	1	2.2.8	2.2.8	X
eurjchem-900	140	2	.	.	PUNCT
eurjchem-900	141	1	reaction	reaction	NOUN
eurjchem-900	141	2	of	of	ADP
eurjchem-900	141	3	acid	acid	NOUN
eurjchem-900	141	4	1	1	NUM
eurjchem-900	141	5	with	with	ADP
eurjchem-900	141	6	piperidine	piperidine	NOUN
eurjchem-900	141	7	and/or	and/or	CCONJ
eurjchem-900	141	8	morpholin	morpholin	VERB
eurjchem-900	141	9	a	a	DET
eurjchem-900	141	10	mixture	mixture	NOUN
eurjchem-900	141	11	of	of	ADP
eurjchem-900	141	12	acid	acid	PROPN
eurjchem-900	141	13	1	1	NUM
eurjchem-900	141	14	(	(	PUNCT
eurjchem-900	141	15	0.01	0.01	NUM
eurjchem-900	141	16	mmol	mmol	NOUN
eurjchem-900	141	17	,	,	PUNCT
eurjchem-900	141	18	2.3	2.3	NUM
eurjchem-900	141	19	g	g	NOUN
eurjchem-900	141	20	)	)	PUNCT
eurjchem-900	141	21	and	and	CCONJ
eurjchem-900	141	22	piperidine	piperidine	NOUN
eurjchem-900	141	23	and/or	and/or	CCONJ
eurjchem-900	141	24	morpholin	morpholin	PROPN
eurjchem-900	141	25	(	(	PUNCT
eurjchem-900	141	26	0.01	0.01	NUM
eurjchem-900	141	27	mmol	mmol	NOUN
eurjchem-900	141	28	)	)	PUNCT
eurjchem-900	141	29	in	in	ADP
eurjchem-900	141	30	ethanol	ethanol	NOUN
eurjchem-900	141	31	(	(	PUNCT
eurjchem-900	141	32	20	20	NUM
eurjchem-900	141	33	ml	ml	NOUN
eurjchem-900	141	34	)	)	PUNCT
eurjchem-900	141	35	was	be	AUX
eurjchem-900	141	36	heated	heat	VERB
eurjchem-900	141	37	at	at	ADP
eurjchem-900	141	38	reflux	reflux	NOUN
eurjchem-900	141	39	temperature	temperature	NOUN
eurjchem-900	141	40	for	for	ADP
eurjchem-900	141	41	14‐19	14‐19	NUM
eurjchem-900	141	42	h	h	NOUN
eurjchem-900	141	43	,	,	PUNCT
eurjchem-900	141	44	left	leave	VERB
eurjchem-900	141	45	to	to	ADP
eurjchem-900	141	46	cool	cool	VERB
eurjchem-900	141	47	,	,	PUNCT
eurjchem-900	141	48	the	the	DET
eurjchem-900	141	49	precipitated	precipitate	VERB
eurjchem-900	141	50	solid	solid	ADJ
eurjchem-900	141	51	was	be	AUX
eurjchem-900	141	52	collected	collect	VERB
eurjchem-900	141	53	,	,	PUNCT
eurjchem-900	141	54	dried	dry	VERB
eurjchem-900	141	55	and	and	CCONJ
eurjchem-900	141	56	recrystallized	recrystallize	VERB
eurjchem-900	141	57	from	from	ADP
eurjchem-900	141	58	ethanol	ethanol	NOUN
eurjchem-900	141	59	and/or	and/or	CCONJ
eurjchem-900	141	60	diluted	dilute	VERB
eurjchem-900	141	61	dioxane	dioxane	NOUN
eurjchem-900	141	62	to	to	PART
eurjchem-900	141	63	give	give	VERB
eurjchem-900	141	64	compound	compound	NOUN
eurjchem-900	141	65	9a	9a	NOUN
eurjchem-900	141	66	,	,	PUNCT
eurjchem-900	141	67	b	b	NOUN
eurjchem-900	141	68	,	,	PUNCT
eurjchem-900	141	69	respectively	respectively	ADV
eurjchem-900	141	70	(	(	PUNCT
eurjchem-900	141	71	scheme	scheme	NOUN
eurjchem-900	141	72	2	2	NUM
eurjchem-900	141	73	)	)	PUNCT
eurjchem-900	141	74	.	.	PUNCT
eurjchem-900	142	1	4‐oxo‐2‐(piperidin‐1‐yl)‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐	4‐oxo‐2‐(piperidin‐1‐yl)‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐	NUM
eurjchem-900	142	2	yl)butanoic	yl)butanoic	ADJ
eurjchem-900	142	3	acid	acid	NOUN
eurjchem-900	142	4	(	(	PUNCT
eurjchem-900	142	5	9a	9a	NOUN
eurjchem-900	142	6	):	):	PUNCT
eurjchem-900	142	7	color	color	NOUN
eurjchem-900	142	8	:	:	PUNCT
eurjchem-900	142	9	yellow	yellow	ADJ
eurjchem-900	142	10	crystals	crystal	NOUN
eurjchem-900	142	11	.	.	PUNCT
eurjchem-900	143	1	yield	yield	NOUN
eurjchem-900	143	2	:	:	PUNCT
eurjchem-900	143	3	47	47	NUM
eurjchem-900	143	4	%	%	NOUN
eurjchem-900	143	5	.	.	PUNCT
eurjchem-900	144	1	m.p	m.p	PROPN
eurjchem-900	144	2	.	.	PROPN
eurjchem-900	144	3	:	:	PUNCT
eurjchem-900	145	1	162	162	NUM
eurjchem-900	145	2	°	°	NUM
eurjchem-900	145	3	c	c	NOUN
eurjchem-900	145	4	decomp	decomp	NOUN
eurjchem-900	145	5	.	.	PUNCT
eurjchem-900	146	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	146	2	(	(	PUNCT
eurjchem-900	146	3	kbr	kbr	PROPN
eurjchem-900	146	4	,	,	PUNCT
eurjchem-900	146	5	ν	ν	PROPN
eurjchem-900	146	6	,	,	PUNCT
eurjchem-900	146	7	cm‐1	cm‐1	PROPN
eurjchem-900	146	8	):	):	PUNCT
eurjchem-900	146	9	3400	3400	NUM
eurjchem-900	146	10	(	(	PUNCT
eurjchem-900	146	11	νoh	νoh	NOUN
eurjchem-900	146	12	)	)	PUNCT
eurjchem-900	146	13	,	,	PUNCT
eurjchem-900	146	14	(	(	PUNCT
eurjchem-900	146	15	1730	1730	NUM
eurjchem-900	146	16	(	(	PUNCT
eurjchem-900	146	17	νc	νc	X
eurjchem-900	146	18	=	=	ADJ
eurjchem-900	146	19	o	o	NOUN
eurjchem-900	146	20	,	,	PUNCT
eurjchem-900	146	21	acid	acid	NOUN
eurjchem-900	146	22	)	)	PUNCT
eurjchem-900	146	23	,	,	PUNCT
eurjchem-900	146	24	1678	1678	NUM
eurjchem-900	146	25	(	(	PUNCT
eurjchem-900	146	26	νc	νc	NOUN
eurjchem-900	146	27	=	=	NOUN
eurjchem-900	146	28	o	o	NOUN
eurjchem-900	146	29	,	,	PUNCT
eurjchem-900	146	30	ketone	ketone	NOUN
eurjchem-900	146	31	)	)	PUNCT
eurjchem-900	146	32	,	,	PUNCT
eurjchem-900	146	33	1604	1604	NUM
eurjchem-900	146	34	(	(	PUNCT
eurjchem-900	146	35	νc	νc	X
eurjchem-900	146	36	=	=	SYM
eurjchem-900	146	37	c	c	NOUN
eurjchem-900	146	38	)	)	PUNCT
eurjchem-900	146	39	.	.	PUNCT
eurjchem-900	147	1	1h	1h	NUM
eurjchem-900	147	2	nmr	nmr	NOUN
eurjchem-900	147	3	(	(	PUNCT
eurjchem-900	147	4	300	300	NUM
eurjchem-900	147	5	mhz	mhz	NOUN
eurjchem-900	147	6	,	,	PUNCT
eurjchem-900	147	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	147	8	,	,	PUNCT
eurjchem-900	147	9	δ	δ	PROPN
eurjchem-900	147	10	,	,	PUNCT
eurjchem-900	147	11	ppm	ppm	NOUN
eurjchem-900	147	12	):	):	PUNCT
eurjchem-900	147	13	7.47‐7.09	7.47‐7.09	NUM
eurjchem-900	147	14	(	(	PUNCT
eurjchem-900	147	15	m	m	PROPN
eurjchem-900	147	16	,	,	PUNCT
eurjchem-900	147	17	3h	3h	NUM
eurjchem-900	147	18	,	,	PUNCT
eurjchem-900	147	19	ar‐h	ar‐h	NOUN
eurjchem-900	147	20	)	)	PUNCT
eurjchem-900	147	21	,	,	PUNCT
eurjchem-900	147	22	4.12	4.12	NUM
eurjchem-900	147	23	(	(	PUNCT
eurjchem-900	147	24	t	t	PROPN
eurjchem-900	147	25	,	,	PUNCT
eurjchem-900	147	26	1h	1h	NUM
eurjchem-900	147	27	,	,	PUNCT
eurjchem-900	147	28	ch2‐ch‐	ch2‐ch‐	NOUN
eurjchem-900	147	29	n‐	n‐	NOUN
eurjchem-900	147	30	)	)	PUNCT
eurjchem-900	147	31	,	,	PUNCT
eurjchem-900	147	32	3.02	3.02	NUM
eurjchem-900	147	33	(	(	PUNCT
eurjchem-900	147	34	d	d	NOUN
eurjchem-900	147	35	,	,	PUNCT
eurjchem-900	147	36	2h	2h	NUM
eurjchem-900	147	37	,	,	PUNCT
eurjchem-900	147	38	ch2‐ch‐n‐	ch2‐ch‐n‐	NOUN
eurjchem-900	147	39	)	)	PUNCT
eurjchem-900	147	40	,	,	PUNCT
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eurjchem-900	147	42	(	(	PUNCT
eurjchem-900	147	43	m	m	PROPN
eurjchem-900	147	44	,	,	PUNCT
eurjchem-900	147	45	4h	4h	NUM
eurjchem-900	147	46	,	,	PUNCT
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eurjchem-900	147	48	moiety	moiety	NOUN
eurjchem-900	147	49	)	)	PUNCT
eurjchem-900	147	50	,	,	PUNCT
eurjchem-900	147	51	2.20	2.20	NUM
eurjchem-900	147	52	(	(	PUNCT
eurjchem-900	147	53	t	t	PROPN
eurjchem-900	147	54	,	,	PUNCT
eurjchem-900	147	55	4h	4h	NOUN
eurjchem-900	147	56	,	,	PUNCT
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eurjchem-900	147	58	moiety	moiety	NOUN
eurjchem-900	147	59	)	)	PUNCT
eurjchem-900	147	60	,	,	PUNCT
eurjchem-900	147	61	1.58	1.58	NUM
eurjchem-900	147	62	(	(	PUNCT
eurjchem-900	147	63	m	m	PROPN
eurjchem-900	147	64	,	,	PUNCT
eurjchem-900	147	65	10h	10h	NUM
eurjchem-900	147	66	,	,	PUNCT
eurjchem-900	147	67	tetrahydro	tetrahydro	NOUN
eurjchem-900	147	68	naphthalene	naphthalene	NOUN
eurjchem-900	147	69	,	,	PUNCT
eurjchem-900	147	70	piperidine	piperidine	NOUN
eurjchem-900	147	71	moiety	moiety	NOUN
eurjchem-900	147	72	)	)	PUNCT
eurjchem-900	147	73	.	.	PUNCT
eurjchem-900	148	1	ms	ms	NOUN
eurjchem-900	148	2	(	(	PUNCT
eurjchem-900	148	3	ei	ei	PROPN
eurjchem-900	148	4	,	,	PUNCT
eurjchem-900	148	5	m	m	PROPN
eurjchem-900	148	6	/	/	SYM
eurjchem-900	148	7	z	z	PROPN
eurjchem-900	148	8	(	(	PUNCT
eurjchem-900	148	9	%	%	NOUN
eurjchem-900	148	10	)	)	PUNCT
eurjchem-900	148	11	):	):	PUNCT
eurjchem-900	148	12	314	314	NUM
eurjchem-900	148	13	(	(	PUNCT
eurjchem-900	148	14	[	[	X
eurjchem-900	148	15	m‐1	m‐1	X
eurjchem-900	148	16	]	]	X
eurjchem-900	148	17	,	,	PUNCT
eurjchem-900	148	18	18.5	18.5	NUM
eurjchem-900	148	19	)	)	PUNCT
eurjchem-900	148	20	,	,	PUNCT
eurjchem-900	148	21	290	290	NUM
eurjchem-900	148	22	(	(	PUNCT
eurjchem-900	148	23	44.4	44.4	NUM
eurjchem-900	148	24	)	)	PUNCT
eurjchem-900	148	25	,	,	PUNCT
eurjchem-900	148	26	264	264	NUM
eurjchem-900	148	27	(	(	PUNCT
eurjchem-900	148	28	25.9	25.9	NUM
eurjchem-900	148	29	)	)	PUNCT
eurjchem-900	148	30	,	,	PUNCT
eurjchem-900	148	31	236	236	NUM
eurjchem-900	148	32	(	(	PUNCT
eurjchem-900	148	33	55.6	55.6	NUM
eurjchem-900	148	34	)	)	PUNCT
eurjchem-900	148	35	,	,	PUNCT
eurjchem-900	148	36	224	224	NUM
eurjchem-900	148	37	(	(	PUNCT
eurjchem-900	148	38	37.0	37.0	NUM
eurjchem-900	148	39	)	)	PUNCT
eurjchem-900	148	40	,	,	PUNCT
eurjchem-900	148	41	215(25.9	215(25.9	NUM
eurjchem-900	148	42	)	)	PUNCT
eurjchem-900	148	43	,	,	PUNCT
eurjchem-900	148	44	159	159	NUM
eurjchem-900	148	45	(	(	PUNCT
eurjchem-900	148	46	66.7	66.7	NUM
eurjchem-900	148	47	)	)	PUNCT
eurjchem-900	148	48	,	,	PUNCT
eurjchem-900	148	49	144	144	NUM
eurjchem-900	148	50	(	(	PUNCT
eurjchem-900	148	51	55.6	55.6	NUM
eurjchem-900	148	52	)	)	PUNCT
eurjchem-900	148	53	,	,	PUNCT
eurjchem-900	148	54	129	129	NUM
eurjchem-900	148	55	(	(	PUNCT
eurjchem-900	148	56	81.5	81.5	NUM
eurjchem-900	148	57	)	)	PUNCT
eurjchem-900	148	58	,	,	PUNCT
eurjchem-900	148	59	118	118	NUM
eurjchem-900	148	60	(	(	PUNCT
eurjchem-900	148	61	74.1	74.1	NUM
eurjchem-900	148	62	)	)	PUNCT
eurjchem-900	148	63	,	,	PUNCT
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eurjchem-900	148	65	(	(	PUNCT
eurjchem-900	148	66	100.0	100.0	NUM
eurjchem-900	148	67	)	)	PUNCT
eurjchem-900	148	68	.	.	PUNCT
eurjchem-900	149	1	2‐morpholino‐4‐oxo‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	2‐morpholino‐4‐oxo‐4‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	X
eurjchem-900	149	2	)	)	PUNCT
eurjchem-900	149	3	butanoic	butanoic	NOUN
eurjchem-900	149	4	acid	acid	NOUN
eurjchem-900	149	5	(	(	PUNCT
eurjchem-900	149	6	9b	9b	NUM
eurjchem-900	149	7	):	):	PUNCT
eurjchem-900	149	8	color	color	NOUN
eurjchem-900	149	9	:	:	PUNCT
eurjchem-900	149	10	pale	pale	ADJ
eurjchem-900	149	11	brown	brown	NOUN
eurjchem-900	149	12	.	.	PUNCT
eurjchem-900	150	1	yield	yield	NOUN
eurjchem-900	150	2	:	:	PUNCT
eurjchem-900	150	3	49	49	NUM
eurjchem-900	150	4	%	%	NOUN
eurjchem-900	150	5	.	.	PUNCT
eurjchem-900	151	1	m.p	m.p	PROPN
eurjchem-900	151	2	.	.	PROPN
eurjchem-900	151	3	:	:	PUNCT
eurjchem-900	152	1	>	>	X
eurjchem-900	152	2	300	300	NUM
eurjchem-900	152	3	°	°	SYM
eurjchem-900	152	4	c	c	NOUN
eurjchem-900	152	5	.	.	PUNCT
eurjchem-900	153	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	153	2	(	(	PUNCT
eurjchem-900	153	3	kbr	kbr	PROPN
eurjchem-900	153	4	,	,	PUNCT
eurjchem-900	153	5	ν	ν	PROPN
eurjchem-900	153	6	,	,	PUNCT
eurjchem-900	153	7	cm‐1	cm‐1	PROPN
eurjchem-900	153	8	):	):	PUNCT
eurjchem-900	153	9	3424	3424	NUM
eurjchem-900	153	10	(	(	PUNCT
eurjchem-900	153	11	νoh	νoh	NOUN
eurjchem-900	153	12	)	)	PUNCT
eurjchem-900	153	13	,	,	PUNCT
eurjchem-900	153	14	1707	1707	NUM
eurjchem-900	153	15	(	(	PUNCT
eurjchem-900	153	16	νc	νc	NOUN
eurjchem-900	153	17	=	=	NOUN
eurjchem-900	153	18	o	o	NOUN
eurjchem-900	153	19	,	,	PUNCT
eurjchem-900	153	20	acid	acid	NOUN
eurjchem-900	153	21	)	)	PUNCT
eurjchem-900	153	22	,	,	PUNCT
eurjchem-900	153	23	1679	1679	NUM
eurjchem-900	153	24	(	(	PUNCT
eurjchem-900	153	25	νc	νc	NOUN
eurjchem-900	153	26	=	=	ADJ
eurjchem-900	153	27	o	o	NOUN
eurjchem-900	153	28	,	,	PUNCT
eurjchem-900	153	29	ketone	ketone	NOUN
eurjchem-900	153	30	)	)	PUNCT
eurjchem-900	153	31	,	,	PUNCT
eurjchem-900	153	32	1603	1603	NUM
eurjchem-900	153	33	(	(	PUNCT
eurjchem-900	153	34	νc	νc	X
eurjchem-900	153	35	=	=	SYM
eurjchem-900	153	36	c	c	NOUN
eurjchem-900	153	37	)	)	PUNCT
eurjchem-900	153	38	.	.	PUNCT
eurjchem-900	154	1	1h	1h	NUM
eurjchem-900	154	2	nmr	nmr	NOUN
eurjchem-900	154	3	(	(	PUNCT
eurjchem-900	154	4	300	300	NUM
eurjchem-900	154	5	mhz	mhz	NOUN
eurjchem-900	154	6	,	,	PUNCT
eurjchem-900	154	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	154	8	,	,	PUNCT
eurjchem-900	154	9	δ	δ	PROPN
eurjchem-900	154	10	,	,	PUNCT
eurjchem-900	154	11	ppm	ppm	NOUN
eurjchem-900	154	12	):	):	PUNCT
eurjchem-900	154	13	7.50‐7.10	7.50‐7.10	NUM
eurjchem-900	154	14	(	(	PUNCT
eurjchem-900	154	15	m	m	PROPN
eurjchem-900	154	16	,	,	PUNCT
eurjchem-900	154	17	3h	3h	NUM
eurjchem-900	154	18	,	,	PUNCT
eurjchem-900	154	19	ar‐h	ar‐h	NOUN
eurjchem-900	154	20	)	)	PUNCT
eurjchem-900	154	21	,	,	PUNCT
eurjchem-900	154	22	4.00	4.00	NUM
eurjchem-900	154	23	(	(	PUNCT
eurjchem-900	154	24	t	t	PROPN
eurjchem-900	154	25	,	,	PUNCT
eurjchem-900	154	26	1h	1h	NUM
eurjchem-900	154	27	,	,	PUNCT
eurjchem-900	154	28	ch2‐ch‐n‐	ch2‐ch‐n‐	NOUN
eurjchem-900	154	29	)	)	PUNCT
eurjchem-900	154	30	,	,	PUNCT
eurjchem-900	154	31	3.56	3.56	NUM
eurjchem-900	154	32	(	(	PUNCT
eurjchem-900	154	33	t	t	PROPN
eurjchem-900	154	34	,	,	PUNCT
eurjchem-900	154	35	4h	4h	NUM
eurjchem-900	154	36	,	,	PUNCT
eurjchem-900	154	37	morpholine	morpholine	ADJ
eurjchem-900	154	38	moiety	moiety	NOUN
eurjchem-900	154	39	)	)	PUNCT
eurjchem-900	154	40	,	,	PUNCT
eurjchem-900	154	41	2.98	2.98	NUM
eurjchem-900	154	42	(	(	PUNCT
eurjchem-900	154	43	d	d	NOUN
eurjchem-900	154	44	,	,	PUNCT
eurjchem-900	154	45	2h	2h	NUM
eurjchem-900	154	46	,	,	PUNCT
eurjchem-900	154	47	ch2‐ch‐n‐	ch2‐ch‐n‐	NOUN
eurjchem-900	154	48	)	)	PUNCT
eurjchem-900	154	49	,	,	PUNCT
eurjchem-900	154	50	2.79	2.79	NUM
eurjchem-900	154	51	(	(	PUNCT
eurjchem-900	154	52	m	m	PROPN
eurjchem-900	154	53	,	,	PUNCT
eurjchem-900	154	54	4h	4h	NUM
eurjchem-900	154	55	,	,	PUNCT
eurjchem-900	154	56	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	154	57	moiety	moiety	NOUN
eurjchem-900	154	58	)	)	PUNCT
eurjchem-900	154	59	,	,	PUNCT
eurjchem-900	154	60	2.35	2.35	NUM
eurjchem-900	154	61	(	(	PUNCT
eurjchem-900	154	62	t	t	PROPN
eurjchem-900	154	63	,	,	PUNCT
eurjchem-900	154	64	4h	4h	NUM
eurjchem-900	154	65	,	,	PUNCT
eurjchem-900	154	66	morpholine	morpholine	ADJ
eurjchem-900	154	67	moiety	moiety	NOUN
eurjchem-900	154	68	)	)	PUNCT
eurjchem-900	154	69	,	,	PUNCT
eurjchem-900	154	70	1.63	1.63	NUM
eurjchem-900	154	71	(	(	PUNCT
eurjchem-900	154	72	m	m	PROPN
eurjchem-900	154	73	,	,	PUNCT
eurjchem-900	154	74	4h	4h	NUM
eurjchem-900	154	75	,	,	PUNCT
eurjchem-900	154	76	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	154	77	moiety	moiety	NOUN
eurjchem-900	154	78	)	)	PUNCT
eurjchem-900	154	79	.	.	PUNCT
eurjchem-900	155	1	ms	ms	NOUN
eurjchem-900	155	2	(	(	PUNCT
eurjchem-900	155	3	ei	ei	PROPN
eurjchem-900	155	4	,	,	PUNCT
eurjchem-900	155	5	m	m	PROPN
eurjchem-900	155	6	/	/	SYM
eurjchem-900	155	7	z	z	PROPN
eurjchem-900	155	8	(	(	PUNCT
eurjchem-900	155	9	%	%	NOUN
eurjchem-900	155	10	)	)	PUNCT
eurjchem-900	155	11	):	):	PUNCT
eurjchem-900	155	12	317	317	NUM
eurjchem-900	155	13	(	(	PUNCT
eurjchem-900	155	14	m	m	PROPN
eurjchem-900	155	15	,	,	PUNCT
eurjchem-900	155	16	18.2	18.2	NUM
eurjchem-900	155	17	)	)	PUNCT
eurjchem-900	155	18	,	,	PUNCT
eurjchem-900	155	19	185	185	NUM
eurjchem-900	155	20	(	(	PUNCT
eurjchem-900	155	21	45.5	45.5	NUM
eurjchem-900	155	22	)	)	PUNCT
eurjchem-900	155	23	,	,	PUNCT
eurjchem-900	155	24	159	159	NUM
eurjchem-900	155	25	(	(	PUNCT
eurjchem-900	155	26	100.0	100.0	NUM
eurjchem-900	155	27	)	)	PUNCT
eurjchem-900	155	28	,	,	PUNCT
eurjchem-900	155	29	129(54.5	129(54.5	PROPN
eurjchem-900	155	30	)	)	PUNCT
eurjchem-900	155	31	,	,	PUNCT
eurjchem-900	155	32	91(40.9	91(40.9	NOUN
eurjchem-900	155	33	)	)	PUNCT
eurjchem-900	155	34	,	,	PUNCT
eurjchem-900	155	35	57	57	NUM
eurjchem-900	155	36	(	(	PUNCT
eurjchem-900	155	37	77.3	77.3	NUM
eurjchem-900	155	38	)	)	PUNCT
eurjchem-900	155	39	.	.	PUNCT
eurjchem-900	156	1	2.2.9	2.2.9	X
eurjchem-900	156	2	.	.	NOUN
eurjchem-900	156	3	2‐[5‐(acetyloxy)‐2‐amino‐1,3‐thiazol‐4‐yl]‐1‐(5,6,7,8‐	2‐[5‐(acetyloxy)‐2‐amino‐1,3‐thiazol‐4‐yl]‐1‐(5,6,7,8‐	NUM
eurjchem-900	156	4	tetrahydronaphthalen‐2‐yl)vinyl	tetrahydronaphthalen‐2‐yl)vinyl	NOUN
eurjchem-900	156	5	acetate	acetate	NOUN
eurjchem-900	156	6	(	(	PUNCT
eurjchem-900	156	7	10	10	NUM
eurjchem-900	156	8	)	)	PUNCT
eurjchem-900	156	9	a	a	DET
eurjchem-900	156	10	solution	solution	NOUN
eurjchem-900	156	11	of	of	ADP
eurjchem-900	156	12	thiazolone	thiazolone	NOUN
eurjchem-900	156	13	7	7	NUM
eurjchem-900	156	14	(	(	PUNCT
eurjchem-900	156	15	0.005	0.005	NUM
eurjchem-900	156	16	mmol	mmol	NOUN
eurjchem-900	156	17	,	,	PUNCT
eurjchem-900	156	18	1.44	1.44	NUM
eurjchem-900	156	19	g	g	NOUN
eurjchem-900	156	20	)	)	PUNCT
eurjchem-900	156	21	in	in	ADP
eurjchem-900	156	22	acetic	acetic	ADJ
eurjchem-900	156	23	anhydride	anhydride	NOUN
eurjchem-900	156	24	(	(	PUNCT
eurjchem-900	156	25	10	10	NUM
eurjchem-900	156	26	ml	ml	NOUN
eurjchem-900	156	27	)	)	PUNCT
eurjchem-900	156	28	was	be	AUX
eurjchem-900	156	29	refluxed	refluxe	VERB
eurjchem-900	156	30	on	on	ADP
eurjchem-900	156	31	water	water	NOUN
eurjchem-900	156	32	bath	bath	NOUN
eurjchem-900	156	33	for	for	ADP
eurjchem-900	156	34	10	10	NUM
eurjchem-900	156	35	h	h	NOUN
eurjchem-900	156	36	,	,	PUNCT
eurjchem-900	156	37	then	then	ADV
eurjchem-900	156	38	poured	pour	VERB
eurjchem-900	156	39	into	into	ADP
eurjchem-900	156	40	ice	ice	NOUN
eurjchem-900	156	41	/	/	SYM
eurjchem-900	156	42	cold	cold	ADJ
eurjchem-900	156	43	water	water	NOUN
eurjchem-900	156	44	with	with	ADP
eurjchem-900	156	45	stirring	stirring	NOUN
eurjchem-900	156	46	.	.	PUNCT
eurjchem-900	157	1	the	the	DET
eurjchem-900	157	2	crude	crude	ADJ
eurjchem-900	157	3	solid	solid	ADJ
eurjchem-900	157	4	product	product	NOUN
eurjchem-900	157	5	that	that	PRON
eurjchem-900	157	6	deposited	deposit	VERB
eurjchem-900	157	7	was	be	AUX
eurjchem-900	157	8	collected	collect	VERB
eurjchem-900	157	9	by	by	ADP
eurjchem-900	157	10	filtration	filtration	NOUN
eurjchem-900	157	11	,	,	PUNCT
eurjchem-900	157	12	washed	wash	VERB
eurjchem-900	157	13	with	with	ADP
eurjchem-900	157	14	water	water	NOUN
eurjchem-900	157	15	,	,	PUNCT
eurjchem-900	157	16	dried	dry	VERB
eurjchem-900	157	17	and	and	CCONJ
eurjchem-900	157	18	recrystallized	recrystallize	VERB
eurjchem-900	157	19	from	from	ADP
eurjchem-900	157	20	aqueous	aqueous	ADJ
eurjchem-900	157	21	dioxane	dioxane	NOUN
eurjchem-900	157	22	to	to	PART
eurjchem-900	157	23	give	give	VERB
eurjchem-900	157	24	compound	compound	NOUN
eurjchem-900	157	25	10	10	NUM
eurjchem-900	157	26	(	(	PUNCT
eurjchem-900	157	27	scheme	scheme	NOUN
eurjchem-900	157	28	3	3	NUM
eurjchem-900	157	29	)	)	PUNCT
eurjchem-900	157	30	.	.	PUNCT
eurjchem-900	158	1	color	color	NOUN
eurjchem-900	158	2	:	:	PUNCT
eurjchem-900	158	3	pale	pale	ADJ
eurjchem-900	158	4	yellow	yellow	ADJ
eurjchem-900	158	5	.	.	PUNCT
eurjchem-900	159	1	yield	yield	NOUN
eurjchem-900	159	2	:	:	PUNCT
eurjchem-900	159	3	43	43	NUM
eurjchem-900	159	4	%	%	NOUN
eurjchem-900	159	5	.	.	PUNCT
eurjchem-900	160	1	m.p	m.p	PROPN
eurjchem-900	160	2	.	.	PROPN
eurjchem-900	160	3	:	:	PUNCT
eurjchem-900	161	1	147	147	NUM
eurjchem-900	161	2	c	c	VERB
eurjchem-900	161	3	decomp	decomp	NOUN
eurjchem-900	161	4	.	.	PUNCT
eurjchem-900	162	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	162	2	(	(	PUNCT
eurjchem-900	162	3	kbr	kbr	PROPN
eurjchem-900	162	4	,	,	PUNCT
eurjchem-900	162	5	ν	ν	PROPN
eurjchem-900	162	6	,	,	PUNCT
eurjchem-900	162	7	cm‐1	cm‐1	PROPN
eurjchem-900	162	8	):	):	PUNCT
eurjchem-900	162	9	3244	3244	NUM
eurjchem-900	162	10	,	,	PUNCT
eurjchem-900	162	11	3197	3197	NUM
eurjchem-900	162	12	(	(	PUNCT
eurjchem-900	162	13	νnh2	νnh2	PROPN
eurjchem-900	162	14	)	)	PUNCT
eurjchem-900	162	15	,	,	PUNCT
eurjchem-900	162	16	1764	1764	NUM
eurjchem-900	162	17	,	,	PUNCT
eurjchem-900	162	18	1707	1707	NUM
eurjchem-900	162	19	(	(	PUNCT
eurjchem-900	162	20	νc	νc	NOUN
eurjchem-900	162	21	=	=	ADJ
eurjchem-900	162	22	o	o	NOUN
eurjchem-900	162	23	esters	ester	NOUN
eurjchem-900	162	24	)	)	PUNCT
eurjchem-900	162	25	.	.	PUNCT
eurjchem-900	163	1	1h	1h	NUM
eurjchem-900	163	2	nmr	nmr	NOUN
eurjchem-900	163	3	(	(	PUNCT
eurjchem-900	163	4	300	300	NUM
eurjchem-900	163	5	mhz	mhz	NOUN
eurjchem-900	163	6	,	,	PUNCT
eurjchem-900	163	7	cdcl3	cdcl3	PROPN
eurjchem-900	163	8	,	,	PUNCT
eurjchem-900	163	9	δ	δ	PROPN
eurjchem-900	163	10	,	,	PUNCT
eurjchem-900	163	11	ppm	ppm	NOUN
eurjchem-900	163	12	):	):	PUNCT
eurjchem-900	163	13	7.66‐7.10	7.66‐7.10	PROPN
eurjchem-900	163	14	(	(	PUNCT
eurjchem-900	163	15	m	m	PROPN
eurjchem-900	163	16	,	,	PUNCT
eurjchem-900	163	17	3h	3h	NUM
eurjchem-900	163	18	,	,	PUNCT
eurjchem-900	163	19	arh	arh	PROPN
eurjchem-900	163	20	)	)	PUNCT
eurjchem-900	163	21	,	,	PUNCT
eurjchem-900	163	22	6.78	6.78	NUM
eurjchem-900	163	23	(	(	PUNCT
eurjchem-900	163	24	s	s	PROPN
eurjchem-900	163	25	,	,	PUNCT
eurjchem-900	163	26	1h	1h	NUM
eurjchem-900	163	27	,	,	PUNCT
eurjchem-900	163	28	ch	ch	NOUN
eurjchem-900	163	29	=	=	NOUN
eurjchem-900	163	30	c‐ococh3	c‐ococh3	NOUN
eurjchem-900	163	31	)	)	PUNCT
eurjchem-900	163	32	,	,	PUNCT
eurjchem-900	163	33	4.26	4.26	NUM
eurjchem-900	163	34	(	(	PUNCT
eurjchem-900	163	35	s	s	PROPN
eurjchem-900	163	36	,	,	PUNCT
eurjchem-900	163	37	2h	2h	NUM
eurjchem-900	163	38	,	,	PUNCT
eurjchem-900	163	39	nh2	nh2	PROPN
eurjchem-900	163	40	,	,	PUNCT
eurjchem-900	163	41	d2o‐	d2o‐	PROPN
eurjchem-900	163	42	exchangeable	exchangeable	ADJ
eurjchem-900	163	43	)	)	PUNCT
eurjchem-900	163	44	,	,	PUNCT
eurjchem-900	163	45	3.03‐2.23	3.03‐2.23	NUM
eurjchem-900	163	46	(	(	PUNCT
eurjchem-900	163	47	m	m	PROPN
eurjchem-900	163	48	,	,	PUNCT
eurjchem-900	163	49	4h	4h	NUM
eurjchem-900	163	50	,	,	PUNCT
eurjchem-900	163	51	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	163	52	moiety	moiety	NOUN
eurjchem-900	163	53	)	)	PUNCT
eurjchem-900	163	54	,	,	PUNCT
eurjchem-900	163	55	1.82	1.82	NUM
eurjchem-900	163	56	(	(	PUNCT
eurjchem-900	163	57	s	s	PROPN
eurjchem-900	163	58	,	,	PUNCT
eurjchem-900	163	59	6h	6h	NUM
eurjchem-900	163	60	,	,	PUNCT
eurjchem-900	163	61	‐2coch3	‐2coch3	PROPN
eurjchem-900	163	62	)	)	PUNCT
eurjchem-900	163	63	,	,	PUNCT
eurjchem-900	163	64	1.49‐1.33	1.49‐1.33	NUM
eurjchem-900	163	65	(	(	PUNCT
eurjchem-900	163	66	m	m	PROPN
eurjchem-900	163	67	,	,	PUNCT
eurjchem-900	163	68	4h	4h	NOUN
eurjchem-900	163	69	,	,	PUNCT
eurjchem-900	163	70	tetrahydro	tetrahydro	PROPN
eurjchem-900	163	71	naphthalene	naphthalene	NOUN
eurjchem-900	163	72	moiety	moiety	PROPN
eurjchem-900	163	73	)	)	PUNCT
eurjchem-900	163	74	.	.	PUNCT
eurjchem-900	164	1	ms	ms	NOUN
eurjchem-900	164	2	(	(	PUNCT
eurjchem-900	164	3	ei	ei	PROPN
eurjchem-900	164	4	,	,	PUNCT
eurjchem-900	164	5	m	m	PROPN
eurjchem-900	164	6	/	/	SYM
eurjchem-900	164	7	z	z	PROPN
eurjchem-900	164	8	(	(	PUNCT
eurjchem-900	164	9	%	%	NOUN
eurjchem-900	164	10	)	)	PUNCT
eurjchem-900	164	11	):	):	PUNCT
eurjchem-900	164	12	374	374	NUM
eurjchem-900	164	13	(	(	PUNCT
eurjchem-900	164	14	[	[	X
eurjchem-900	164	15	m+2	m+2	X
eurjchem-900	164	16	]	]	PUNCT
eurjchem-900	164	17	,	,	PUNCT
eurjchem-900	164	18	17.49	17.49	NUM
eurjchem-900	164	19	)	)	PUNCT
eurjchem-900	164	20	,	,	PUNCT
eurjchem-900	164	21	373	373	NUM
eurjchem-900	164	22	(	(	PUNCT
eurjchem-900	164	23	[	[	X
eurjchem-900	164	24	m+1	m+1	X
eurjchem-900	164	25	]	]	PUNCT
eurjchem-900	164	26	,	,	PUNCT
eurjchem-900	164	27	13.39	13.39	NUM
eurjchem-900	164	28	)	)	PUNCT
eurjchem-900	164	29	,	,	PUNCT
eurjchem-900	164	30	372	372	NUM
eurjchem-900	164	31	(	(	PUNCT
eurjchem-900	164	32	[	[	X
eurjchem-900	164	33	m	m	X
eurjchem-900	164	34	]	]	X
eurjchem-900	164	35	,	,	PUNCT
eurjchem-900	164	36	12.31	12.31	NUM
eurjchem-900	164	37	)	)	PUNCT
eurjchem-900	164	38	,	,	PUNCT
eurjchem-900	164	39	159	159	NUM
eurjchem-900	164	40	(	(	PUNCT
eurjchem-900	164	41	16.41	16.41	NUM
eurjchem-900	164	42	)	)	PUNCT
eurjchem-900	164	43	,	,	PUNCT
eurjchem-900	164	44	131	131	NUM
eurjchem-900	164	45	(	(	PUNCT
eurjchem-900	164	46	14.25	14.25	NUM
eurjchem-900	164	47	)	)	PUNCT
eurjchem-900	164	48	,	,	PUNCT
eurjchem-900	164	49	129	129	NUM
eurjchem-900	164	50	(	(	PUNCT
eurjchem-900	164	51	17.09	17.09	NUM
eurjchem-900	164	52	)	)	PUNCT
eurjchem-900	164	53	,	,	PUNCT
eurjchem-900	164	54	80	80	NUM
eurjchem-900	164	55	(	(	PUNCT
eurjchem-900	164	56	81.64	81.64	NUM
eurjchem-900	164	57	)	)	PUNCT
eurjchem-900	164	58	,	,	PUNCT
eurjchem-900	164	59	64	64	NUM
eurjchem-900	164	60	(	(	PUNCT
eurjchem-900	164	61	100.0	100.0	NUM
eurjchem-900	164	62	)	)	PUNCT
eurjchem-900	164	63	.	.	PUNCT
eurjchem-900	165	1	2.2.10	2.2.10	NUM
eurjchem-900	165	2	.	.	PUNCT
eurjchem-900	166	1	3‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)‐1,4‐	3‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)‐1,4‐	PROPN
eurjchem-900	166	2	dihydrothiazolo[5,4‐c]pyridazin‐6‐amine	dihydrothiazolo[5,4‐c]pyridazin‐6‐amine	PROPN
eurjchem-900	166	3	(	(	PUNCT
eurjchem-900	166	4	11	11	NUM
eurjchem-900	166	5	)	)	PUNCT
eurjchem-900	166	6	a	a	DET
eurjchem-900	166	7	mixture	mixture	NOUN
eurjchem-900	166	8	of	of	ADP
eurjchem-900	166	9	thiazolone	thiazolone	NOUN
eurjchem-900	166	10	7	7	NUM
eurjchem-900	166	11	(	(	PUNCT
eurjchem-900	166	12	0.005	0.005	NUM
eurjchem-900	166	13	mmol	mmol	NOUN
eurjchem-900	166	14	,	,	PUNCT
eurjchem-900	166	15	1.44	1.44	NUM
eurjchem-900	166	16	g	g	NOUN
eurjchem-900	166	17	)	)	PUNCT
eurjchem-900	166	18	and	and	CCONJ
eurjchem-900	166	19	hydrazine	hydrazine	NOUN
eurjchem-900	166	20	hydrate	hydrate	NOUN
eurjchem-900	166	21	(	(	PUNCT
eurjchem-900	166	22	0.005	0.005	NUM
eurjchem-900	166	23	mmol	mmol	NOUN
eurjchem-900	166	24	,	,	PUNCT
eurjchem-900	166	25	0.25	0.25	NUM
eurjchem-900	166	26	ml	ml	NOUN
eurjchem-900	166	27	)	)	PUNCT
eurjchem-900	166	28	in	in	ADP
eurjchem-900	166	29	ethanol	ethanol	NOUN
eurjchem-900	166	30	(	(	PUNCT
eurjchem-900	166	31	20	20	NUM
eurjchem-900	166	32	ml	ml	NOUN
eurjchem-900	166	33	)	)	PUNCT
eurjchem-900	166	34	was	be	AUX
eurjchem-900	166	35	heated	heat	VERB
eurjchem-900	166	36	at	at	ADP
eurjchem-900	166	37	reflux	reflux	NOUN
eurjchem-900	166	38	temperature	temperature	NOUN
eurjchem-900	166	39	for	for	SCONJ
eurjchem-900	166	40	3	3	NUM
eurjchem-900	166	41	h	h	NOUN
eurjchem-900	166	42	left	leave	VERB
eurjchem-900	166	43	to	to	PART
eurjchem-900	166	44	cool	cool	VERB
eurjchem-900	166	45	the	the	DET
eurjchem-900	166	46	solid	solid	ADJ
eurjchem-900	166	47	product	product	NOUN
eurjchem-900	166	48	was	be	AUX
eurjchem-900	166	49	collected	collect	VERB
eurjchem-900	166	50	,	,	PUNCT
eurjchem-900	166	51	dried	dry	VERB
eurjchem-900	166	52	and	and	CCONJ
eurjchem-900	166	53	recrystallized	recrystallize	VERB
eurjchem-900	166	54	from	from	ADP
eurjchem-900	166	55	dmf	dmf	PROPN
eurjchem-900	166	56	to	to	PART
eurjchem-900	166	57	give	give	VERB
eurjchem-900	166	58	compound	compound	NOUN
eurjchem-900	166	59	11	11	NUM
eurjchem-900	166	60	(	(	PUNCT
eurjchem-900	166	61	scheme	scheme	NOUN
eurjchem-900	166	62	3	3	NUM
eurjchem-900	166	63	)	)	PUNCT
eurjchem-900	166	64	.	.	PUNCT
eurjchem-900	167	1	color	color	NOUN
eurjchem-900	167	2	:	:	PUNCT
eurjchem-900	167	3	red	red	ADJ
eurjchem-900	167	4	.	.	PUNCT
eurjchem-900	167	5	yield	yield	NOUN
eurjchem-900	167	6	:	:	PUNCT
eurjchem-900	167	7	60	60	NUM
eurjchem-900	167	8	%	%	NOUN
eurjchem-900	167	9	.	.	PUNCT
eurjchem-900	168	1	m.p	m.p	PROPN
eurjchem-900	168	2	.	.	PROPN
eurjchem-900	168	3	:	:	PUNCT
eurjchem-900	169	1	238	238	NUM
eurjchem-900	169	2	c	c	VERB
eurjchem-900	169	3	decomp	decomp	NOUN
eurjchem-900	169	4	.	.	PUNCT
eurjchem-900	170	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	170	2	(	(	PUNCT
eurjchem-900	170	3	kbr	kbr	PROPN
eurjchem-900	170	4	,	,	PUNCT
eurjchem-900	170	5	ν	ν	PROPN
eurjchem-900	170	6	,	,	PUNCT
eurjchem-900	170	7	cm‐1	cm‐1	PROPN
eurjchem-900	170	8	):	):	PUNCT
eurjchem-900	170	9	3414	3414	NUM
eurjchem-900	170	10	&	&	CCONJ
eurjchem-900	170	11	3310	3310	NUM
eurjchem-900	170	12	(	(	PUNCT
eurjchem-900	170	13	νnh2	νnh2	PROPN
eurjchem-900	170	14	,	,	PUNCT
eurjchem-900	170	15	νnh	νnh	NOUN
eurjchem-900	170	16	)	)	PUNCT
eurjchem-900	170	17	,	,	PUNCT
eurjchem-900	170	18	1658	1658	NUM
eurjchem-900	170	19	(	(	PUNCT
eurjchem-900	170	20	νc	νc	NOUN
eurjchem-900	170	21	=	=	NOUN
eurjchem-900	170	22	n	n	NUM
eurjchem-900	170	23	)	)	PUNCT
eurjchem-900	170	24	.	.	PUNCT
eurjchem-900	171	1	salem	salem	PROPN
eurjchem-900	171	2	et	et	PROPN
eurjchem-900	171	3	al	al	PROPN
eurjchem-900	171	4	.	.	PUNCT
eurjchem-900	171	5	/	/	SYM
eurjchem-900	171	6	european	european	PROPN
eurjchem-900	171	7	journal	journal	PROPN
eurjchem-900	171	8	of	of	ADP
eurjchem-900	171	9	chemistry	chemistry	NOUN
eurjchem-900	171	10	5	5	NUM
eurjchem-900	171	11	(	(	PUNCT
eurjchem-900	171	12	1	1	NUM
eurjchem-900	171	13	)	)	PUNCT
eurjchem-900	171	14	(	(	PUNCT
eurjchem-900	171	15	2014	2014	NUM
eurjchem-900	171	16	)	)	PUNCT
eurjchem-900	171	17	33‐40	33‐40	NOUN
eurjchem-900	171	18	37	37	NUM
eurjchem-900	171	19	scheme	scheme	NOUN
eurjchem-900	171	20	3	3	NUM
eurjchem-900	171	21	1h	1h	NUM
eurjchem-900	171	22	nmr	nmr	NOUN
eurjchem-900	171	23	(	(	PUNCT
eurjchem-900	171	24	300	300	NUM
eurjchem-900	171	25	mhz	mhz	NOUN
eurjchem-900	171	26	,	,	PUNCT
eurjchem-900	171	27	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	171	28	,	,	PUNCT
eurjchem-900	171	29	δ	δ	PROPN
eurjchem-900	171	30	,	,	PUNCT
eurjchem-900	171	31	ppm	ppm	NOUN
eurjchem-900	171	32	):	):	PUNCT
eurjchem-900	171	33	8.01	8.01	NUM
eurjchem-900	171	34	(	(	PUNCT
eurjchem-900	171	35	s	s	PROPN
eurjchem-900	171	36	,	,	PUNCT
eurjchem-900	171	37	1h	1h	NUM
eurjchem-900	171	38	,	,	PUNCT
eurjchem-900	171	39	nh	nh	PROPN
eurjchem-900	171	40	,	,	PUNCT
eurjchem-900	171	41	d2o‐	d2o‐	PROPN
eurjchem-900	171	42	exchangeable	exchangeable	ADJ
eurjchem-900	171	43	)	)	PUNCT
eurjchem-900	171	44	,	,	PUNCT
eurjchem-900	171	45	7.80‐7.08	7.80‐7.08	NUM
eurjchem-900	171	46	(	(	PUNCT
eurjchem-900	171	47	m	m	PROPN
eurjchem-900	171	48	,	,	PUNCT
eurjchem-900	171	49	3h	3h	NUM
eurjchem-900	171	50	,	,	PUNCT
eurjchem-900	171	51	arh	arh	PROPN
eurjchem-900	171	52	)	)	PUNCT
eurjchem-900	171	53	,	,	PUNCT
eurjchem-900	171	54	4.20	4.20	NUM
eurjchem-900	171	55	(	(	PUNCT
eurjchem-900	171	56	s	s	PROPN
eurjchem-900	171	57	,	,	PUNCT
eurjchem-900	171	58	2h	2h	NUM
eurjchem-900	171	59	,	,	PUNCT
eurjchem-900	171	60	nh2	nh2	PROPN
eurjchem-900	171	61	,	,	PUNCT
eurjchem-900	171	62	d2o‐	d2o‐	PROPN
eurjchem-900	171	63	exchangeable	exchangeable	ADJ
eurjchem-900	171	64	)	)	PUNCT
eurjchem-900	171	65	,	,	PUNCT
eurjchem-900	171	66	2.82‐2.72	2.82‐2.72	NUM
eurjchem-900	171	67	(	(	PUNCT
eurjchem-900	171	68	m	m	PROPN
eurjchem-900	171	69	,	,	PUNCT
eurjchem-900	171	70	4h	4h	NUM
eurjchem-900	171	71	,	,	PUNCT
eurjchem-900	171	72	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	171	73	moiety	moiety	NOUN
eurjchem-900	171	74	)	)	PUNCT
eurjchem-900	171	75	,	,	PUNCT
eurjchem-900	171	76	2.44(s	2.44(s	PROPN
eurjchem-900	171	77	,	,	PUNCT
eurjchem-900	171	78	2h	2h	NUM
eurjchem-900	171	79	,	,	PUNCT
eurjchem-900	171	80	pyridazine	pyridazine	NOUN
eurjchem-900	171	81	moiety	moiety	NOUN
eurjchem-900	171	82	)	)	PUNCT
eurjchem-900	171	83	,	,	PUNCT
eurjchem-900	171	84	1.90‐1.70	1.90‐1.70	NUM
eurjchem-900	171	85	(	(	PUNCT
eurjchem-900	171	86	m	m	PROPN
eurjchem-900	171	87	,	,	PUNCT
eurjchem-900	171	88	4h	4h	NUM
eurjchem-900	171	89	,	,	PUNCT
eurjchem-900	171	90	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	171	91	moiety	moiety	NOUN
eurjchem-900	171	92	)	)	PUNCT
eurjchem-900	171	93	.	.	PUNCT
eurjchem-900	172	1	ms	ms	NOUN
eurjchem-900	172	2	(	(	PUNCT
eurjchem-900	172	3	ei	ei	PROPN
eurjchem-900	172	4	,	,	PUNCT
eurjchem-900	172	5	m	m	PROPN
eurjchem-900	172	6	/	/	SYM
eurjchem-900	172	7	z	z	PROPN
eurjchem-900	172	8	(	(	PUNCT
eurjchem-900	172	9	%	%	NOUN
eurjchem-900	172	10	)	)	PUNCT
eurjchem-900	172	11	):	):	PUNCT
eurjchem-900	172	12	284	284	NUM
eurjchem-900	172	13	(	(	PUNCT
eurjchem-900	172	14	m	m	PROPN
eurjchem-900	172	15	,	,	PUNCT
eurjchem-900	172	16	10.0	10.0	NUM
eurjchem-900	172	17	)	)	PUNCT
eurjchem-900	172	18	,	,	PUNCT
eurjchem-900	172	19	283	283	NUM
eurjchem-900	172	20	(	(	PUNCT
eurjchem-900	172	21	[	[	X
eurjchem-900	172	22	m‐1	m‐1	X
eurjchem-900	172	23	]	]	X
eurjchem-900	172	24	,	,	PUNCT
eurjchem-900	172	25	20.0	20.0	NUM
eurjchem-900	172	26	)	)	PUNCT
eurjchem-900	172	27	,	,	PUNCT
eurjchem-900	172	28	228	228	NUM
eurjchem-900	172	29	(	(	PUNCT
eurjchem-900	172	30	20.0	20.0	NUM
eurjchem-900	172	31	)	)	PUNCT
eurjchem-900	172	32	,	,	PUNCT
eurjchem-900	172	33	157	157	NUM
eurjchem-900	172	34	(	(	PUNCT
eurjchem-900	172	35	23.3	23.3	NUM
eurjchem-900	172	36	)	)	PUNCT
eurjchem-900	172	37	,	,	PUNCT
eurjchem-900	172	38	131(73.3	131(73.3	NUM
eurjchem-900	172	39	)	)	PUNCT
eurjchem-900	172	40	,	,	PUNCT
eurjchem-900	172	41	114	114	NUM
eurjchem-900	172	42	(	(	PUNCT
eurjchem-900	172	43	46.7	46.7	NUM
eurjchem-900	172	44	)	)	PUNCT
eurjchem-900	172	45	,	,	PUNCT
eurjchem-900	172	46	64	64	NUM
eurjchem-900	172	47	(	(	PUNCT
eurjchem-900	172	48	100.0	100.0	NUM
eurjchem-900	172	49	)	)	PUNCT
eurjchem-900	172	50	.	.	PUNCT
eurjchem-900	173	1	2.2.11	2.2.11	NUM
eurjchem-900	173	2	.	.	PUNCT
eurjchem-900	174	1	2‐amino‐4‐(2‐(hydroxyimino)‐2‐(5,6,7,8‐tetrahydro	2‐amino‐4‐(2‐(hydroxyimino)‐2‐(5,6,7,8‐tetrahydro	NUM
eurjchem-900	174	2	naphthalen‐2‐yl)ethyl)thiazol‐5(4h)‐one	naphthalen‐2‐yl)ethyl)thiazol‐5(4h)‐one	PROPN
eurjchem-900	174	3	(	(	PUNCT
eurjchem-900	174	4	12	12	NUM
eurjchem-900	174	5	)	)	PUNCT
eurjchem-900	174	6	a	a	DET
eurjchem-900	174	7	mixture	mixture	NOUN
eurjchem-900	174	8	of	of	ADP
eurjchem-900	174	9	thiazolone	thiazolone	NOUN
eurjchem-900	174	10	7	7	NUM
eurjchem-900	174	11	(	(	PUNCT
eurjchem-900	174	12	0.005	0.005	NUM
eurjchem-900	174	13	mmol	mmol	NOUN
eurjchem-900	174	14	,	,	PUNCT
eurjchem-900	174	15	1.44	1.44	NUM
eurjchem-900	174	16	g	g	NOUN
eurjchem-900	174	17	)	)	PUNCT
eurjchem-900	174	18	and	and	CCONJ
eurjchem-900	174	19	hydroxylamine	hydroxylamine	ADJ
eurjchem-900	174	20	hydrochloride	hydrochloride	NOUN
eurjchem-900	174	21	(	(	PUNCT
eurjchem-900	174	22	0.005	0.005	NUM
eurjchem-900	174	23	mmol	mmol	NOUN
eurjchem-900	174	24	,	,	PUNCT
eurjchem-900	174	25	0.35	0.35	NUM
eurjchem-900	174	26	g	g	NOUN
eurjchem-900	174	27	)	)	PUNCT
eurjchem-900	174	28	and	and	CCONJ
eurjchem-900	174	29	naoh	naoh	NOUN
eurjchem-900	174	30	(	(	PUNCT
eurjchem-900	174	31	0.02	0.02	NUM
eurjchem-900	174	32	mmol	mmol	NOUN
eurjchem-900	174	33	,	,	PUNCT
eurjchem-900	174	34	0.8	0.8	NUM
eurjchem-900	174	35	g	g	NOUN
eurjchem-900	174	36	)	)	PUNCT
eurjchem-900	174	37	in	in	ADP
eurjchem-900	174	38	ethanol	ethanol	NOUN
eurjchem-900	174	39	(	(	PUNCT
eurjchem-900	174	40	20	20	NUM
eurjchem-900	174	41	ml	ml	NOUN
eurjchem-900	174	42	)	)	PUNCT
eurjchem-900	174	43	was	be	AUX
eurjchem-900	174	44	refluxed	refluxe	VERB
eurjchem-900	174	45	for	for	ADP
eurjchem-900	174	46	8	8	NUM
eurjchem-900	174	47	h.	h.	NOUN
eurjchem-900	174	48	the	the	DET
eurjchem-900	174	49	solid	solid	ADJ
eurjchem-900	174	50	product	product	NOUN
eurjchem-900	174	51	that	that	PRON
eurjchem-900	174	52	deposited	deposit	VERB
eurjchem-900	174	53	on	on	ADP
eurjchem-900	174	54	hot	hot	ADJ
eurjchem-900	174	55	was	be	AUX
eurjchem-900	174	56	collected	collect	VERB
eurjchem-900	174	57	by	by	ADP
eurjchem-900	174	58	filtration	filtration	NOUN
eurjchem-900	174	59	,	,	PUNCT
eurjchem-900	174	60	dried	dry	VERB
eurjchem-900	174	61	and	and	CCONJ
eurjchem-900	174	62	recrystallized	recrystallize	VERB
eurjchem-900	174	63	with	with	ADP
eurjchem-900	174	64	dmf	dmf	PROPN
eurjchem-900	174	65	to	to	PART
eurjchem-900	174	66	give	give	VERB
eurjchem-900	174	67	compound	compound	NOUN
eurjchem-900	174	68	12	12	NUM
eurjchem-900	174	69	(	(	PUNCT
eurjchem-900	174	70	scheme	scheme	NOUN
eurjchem-900	174	71	3	3	NUM
eurjchem-900	174	72	)	)	PUNCT
eurjchem-900	174	73	.	.	PUNCT
eurjchem-900	175	1	color	color	NOUN
eurjchem-900	175	2	:	:	PUNCT
eurjchem-900	175	3	pale	pale	ADJ
eurjchem-900	175	4	brown	brown	NOUN
eurjchem-900	175	5	.	.	PUNCT
eurjchem-900	176	1	yield	yield	NOUN
eurjchem-900	176	2	:	:	PUNCT
eurjchem-900	176	3	15	15	NUM
eurjchem-900	176	4	%	%	NOUN
eurjchem-900	176	5	.	.	PUNCT
eurjchem-900	177	1	m.p	m.p	PROPN
eurjchem-900	177	2	.	.	PROPN
eurjchem-900	177	3	:	:	PUNCT
eurjchem-900	178	1	>	>	X
eurjchem-900	178	2	300	300	NUM
eurjchem-900	178	3	c	c	NUM
eurjchem-900	178	4	.	.	PUNCT
eurjchem-900	179	1	ft‐	ft‐	PROPN
eurjchem-900	179	2	ir	ir	PROPN
eurjchem-900	179	3	(	(	PUNCT
eurjchem-900	179	4	kbr	kbr	PROPN
eurjchem-900	179	5	,	,	PUNCT
eurjchem-900	179	6	ν	ν	PROPN
eurjchem-900	179	7	,	,	PUNCT
eurjchem-900	179	8	cm‐1	cm‐1	PROPN
eurjchem-900	179	9	):	):	PUNCT
eurjchem-900	179	10	3369	3369	NUM
eurjchem-900	179	11	(	(	PUNCT
eurjchem-900	179	12	νoh	νoh	NOUN
eurjchem-900	179	13	&	&	CCONJ
eurjchem-900	179	14	νnh2	νnh2	PROPN
eurjchem-900	179	15	)	)	PUNCT
eurjchem-900	179	16	,	,	PUNCT
eurjchem-900	179	17	1674	1674	NUM
eurjchem-900	179	18	(	(	PUNCT
eurjchem-900	179	19	νc	νc	X
eurjchem-900	179	20	=	=	NOUN
eurjchem-900	179	21	o	o	NOUN
eurjchem-900	179	22	)	)	PUNCT
eurjchem-900	179	23	,	,	PUNCT
eurjchem-900	179	24	1599	1599	NUM
eurjchem-900	179	25	(	(	PUNCT
eurjchem-900	179	26	νc	νc	NOUN
eurjchem-900	179	27	=	=	NOUN
eurjchem-900	179	28	n	n	NUM
eurjchem-900	179	29	)	)	PUNCT
eurjchem-900	179	30	.	.	PUNCT
eurjchem-900	180	1	1h	1h	NUM
eurjchem-900	180	2	nmr	nmr	PROPN
eurjchem-900	180	3	spectrum	spectrum	NOUN
eurjchem-900	180	4	(	(	PUNCT
eurjchem-900	180	5	300	300	NUM
eurjchem-900	180	6	mhz	mhz	NOUN
eurjchem-900	180	7	,	,	PUNCT
eurjchem-900	180	8	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	180	9	,	,	PUNCT
eurjchem-900	180	10	δ	δ	PROPN
eurjchem-900	180	11	,	,	PUNCT
eurjchem-900	180	12	ppm	ppm	NUM
eurjchem-900	180	13	):	):	PUNCT
eurjchem-900	180	14	7.77‐7.56	7.77‐7.56	NUM
eurjchem-900	180	15	(	(	PUNCT
eurjchem-900	180	16	m	m	PROPN
eurjchem-900	180	17	,	,	PUNCT
eurjchem-900	180	18	3h	3h	NUM
eurjchem-900	180	19	,	,	PUNCT
eurjchem-900	180	20	arh	arh	PROPN
eurjchem-900	180	21	)	)	PUNCT
eurjchem-900	180	22	,	,	PUNCT
eurjchem-900	180	23	4.36	4.36	NUM
eurjchem-900	180	24	(	(	PUNCT
eurjchem-900	180	25	s	s	PROPN
eurjchem-900	180	26	,	,	PUNCT
eurjchem-900	180	27	2h	2h	NUM
eurjchem-900	180	28	,	,	PUNCT
eurjchem-900	180	29	nh2	nh2	PROPN
eurjchem-900	180	30	,	,	PUNCT
eurjchem-900	180	31	d2o‐exchangeable	d2o‐exchangeable	PROPN
eurjchem-900	180	32	)	)	PUNCT
eurjchem-900	180	33	,	,	PUNCT
eurjchem-900	180	34	3.85	3.85	NUM
eurjchem-900	180	35	(	(	PUNCT
eurjchem-900	180	36	s	s	NOUN
eurjchem-900	180	37	,	,	PUNCT
eurjchem-900	180	38	2h	2h	NUM
eurjchem-900	180	39	,	,	PUNCT
eurjchem-900	180	40	n	n	CCONJ
eurjchem-900	180	41	=	=	NOUN
eurjchem-900	180	42	c‐	c‐	NOUN
eurjchem-900	180	43	ch2	ch2	NOUN
eurjchem-900	180	44	)	)	PUNCT
eurjchem-900	180	45	,	,	PUNCT
eurjchem-900	180	46	2.85‐2.78	2.85‐2.78	NUM
eurjchem-900	180	47	(	(	PUNCT
eurjchem-900	180	48	m	m	PROPN
eurjchem-900	180	49	,	,	PUNCT
eurjchem-900	180	50	4h	4h	NUM
eurjchem-900	180	51	,	,	PUNCT
eurjchem-900	180	52	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	180	53	moiety	moiety	NOUN
eurjchem-900	180	54	)	)	PUNCT
eurjchem-900	180	55	,	,	PUNCT
eurjchem-900	180	56	2.52	2.52	NUM
eurjchem-900	180	57	(	(	PUNCT
eurjchem-900	180	58	s	s	PROPN
eurjchem-900	180	59	,	,	PUNCT
eurjchem-900	180	60	1h	1h	NUM
eurjchem-900	180	61	,	,	PUNCT
eurjchem-900	180	62	ch	ch	NOUN
eurjchem-900	180	63	,	,	PUNCT
eurjchem-900	180	64	thiazolone	thiazolone	NOUN
eurjchem-900	180	65	moiety	moiety	NOUN
eurjchem-900	180	66	)	)	PUNCT
eurjchem-900	180	67	,	,	PUNCT
eurjchem-900	180	68	2.31	2.31	NUM
eurjchem-900	180	69	(	(	PUNCT
eurjchem-900	180	70	s	s	PROPN
eurjchem-900	180	71	,	,	PUNCT
eurjchem-900	180	72	1h	1h	NUM
eurjchem-900	180	73	,	,	PUNCT
eurjchem-900	180	74	oh	oh	INTJ
eurjchem-900	180	75	,	,	PUNCT
eurjchem-900	180	76	d2o‐exchangeable	d2o‐exchangeable	PROPN
eurjchem-900	180	77	)	)	PUNCT
eurjchem-900	180	78	,	,	PUNCT
eurjchem-900	180	79	1.66‐1.54	1.66‐1.54	NUM
eurjchem-900	180	80	(	(	PUNCT
eurjchem-900	180	81	m	m	PROPN
eurjchem-900	180	82	,	,	PUNCT
eurjchem-900	180	83	4h	4h	NUM
eurjchem-900	180	84	,	,	PUNCT
eurjchem-900	180	85	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	180	86	moiety	moiety	NOUN
eurjchem-900	180	87	)	)	PUNCT
eurjchem-900	180	88	.	.	PUNCT
eurjchem-900	181	1	ms	ms	NOUN
eurjchem-900	181	2	(	(	PUNCT
eurjchem-900	181	3	ei	ei	PROPN
eurjchem-900	181	4	,	,	PUNCT
eurjchem-900	181	5	m	m	PROPN
eurjchem-900	181	6	/	/	SYM
eurjchem-900	181	7	z	z	PROPN
eurjchem-900	181	8	(	(	PUNCT
eurjchem-900	181	9	%	%	NOUN
eurjchem-900	181	10	)	)	PUNCT
eurjchem-900	181	11	):	):	PUNCT
eurjchem-900	181	12	305	305	NUM
eurjchem-900	181	13	(	(	PUNCT
eurjchem-900	181	14	[	[	X
eurjchem-900	181	15	m+2	m+2	X
eurjchem-900	181	16	]	]	PUNCT
eurjchem-900	181	17	,	,	PUNCT
eurjchem-900	181	18	12.2	12.2	NUM
eurjchem-900	181	19	)	)	PUNCT
eurjchem-900	181	20	,	,	PUNCT
eurjchem-900	181	21	258	258	NUM
eurjchem-900	181	22	(	(	PUNCT
eurjchem-900	181	23	14.6	14.6	NUM
eurjchem-900	181	24	)	)	PUNCT
eurjchem-900	181	25	,	,	PUNCT
eurjchem-900	181	26	199	199	NUM
eurjchem-900	181	27	(	(	PUNCT
eurjchem-900	181	28	12.2	12.2	NUM
eurjchem-900	181	29	)	)	PUNCT
eurjchem-900	181	30	,	,	PUNCT
eurjchem-900	181	31	159(100.0	159(100.0	NUM
eurjchem-900	181	32	)	)	PUNCT
eurjchem-900	181	33	,	,	PUNCT
eurjchem-900	181	34	144	144	NUM
eurjchem-900	181	35	(	(	PUNCT
eurjchem-900	181	36	24.4	24.4	NUM
eurjchem-900	181	37	)	)	PUNCT
eurjchem-900	181	38	,	,	PUNCT
eurjchem-900	181	39	129	129	NUM
eurjchem-900	181	40	(	(	PUNCT
eurjchem-900	181	41	43.9	43.9	NUM
eurjchem-900	181	42	)	)	PUNCT
eurjchem-900	181	43	,	,	PUNCT
eurjchem-900	181	44	115	115	NUM
eurjchem-900	181	45	(	(	PUNCT
eurjchem-900	181	46	34.1	34.1	NUM
eurjchem-900	181	47	)	)	PUNCT
eurjchem-900	181	48	,	,	PUNCT
eurjchem-900	181	49	98	98	NUM
eurjchem-900	181	50	(	(	PUNCT
eurjchem-900	181	51	43.9	43.9	NUM
eurjchem-900	181	52	)	)	PUNCT
eurjchem-900	181	53	.	.	PUNCT
eurjchem-900	182	1	2.2.12	2.2.12	NUM
eurjchem-900	182	2	.	.	X
eurjchem-900	182	3	2‐diacetylamino‐4‐(2‐(hydroxyimino)‐2‐(5,6,7,8‐	2‐diacetylamino‐4‐(2‐(hydroxyimino)‐2‐(5,6,7,8‐	NUM
eurjchem-900	182	4	tetrahydronaphthalen‐2‐yl)ethyl)thiazol‐5‐yl	tetrahydronaphthalen‐2‐yl)ethyl)thiazol‐5‐yl	NOUN
eurjchem-900	182	5	acetate	acetate	NOUN
eurjchem-900	182	6	(	(	PUNCT
eurjchem-900	182	7	13	13	NUM
eurjchem-900	182	8	)	)	PUNCT
eurjchem-900	182	9	a	a	DET
eurjchem-900	182	10	mixture	mixture	NOUN
eurjchem-900	182	11	of	of	ADP
eurjchem-900	182	12	compound	compound	NOUN
eurjchem-900	182	13	12	12	NUM
eurjchem-900	182	14	(	(	PUNCT
eurjchem-900	182	15	0.25	0.25	NUM
eurjchem-900	182	16	g	g	NOUN
eurjchem-900	182	17	)	)	PUNCT
eurjchem-900	182	18	and	and	CCONJ
eurjchem-900	182	19	acetic	acetic	ADJ
eurjchem-900	182	20	anhydride	anhydride	NOUN
eurjchem-900	182	21	(	(	PUNCT
eurjchem-900	182	22	10	10	NUM
eurjchem-900	182	23	ml	ml	NOUN
eurjchem-900	182	24	)	)	PUNCT
eurjchem-900	182	25	was	be	AUX
eurjchem-900	182	26	heated	heat	VERB
eurjchem-900	182	27	at	at	ADP
eurjchem-900	182	28	reflux	reflux	NOUN
eurjchem-900	182	29	for	for	ADP
eurjchem-900	182	30	2h	2h	NUM
eurjchem-900	182	31	,	,	PUNCT
eurjchem-900	182	32	then	then	ADV
eurjchem-900	182	33	poured	pour	VERB
eurjchem-900	182	34	in	in	ADP
eurjchem-900	182	35	ice	ice	NOUN
eurjchem-900	182	36	/	/	SYM
eurjchem-900	182	37	cold	cold	ADJ
eurjchem-900	182	38	water	water	NOUN
eurjchem-900	182	39	with	with	ADP
eurjchem-900	182	40	stirring	stirring	NOUN
eurjchem-900	182	41	.	.	PUNCT
eurjchem-900	183	1	the	the	DET
eurjchem-900	183	2	crude	crude	ADJ
eurjchem-900	183	3	solid	solid	ADJ
eurjchem-900	183	4	product	product	NOUN
eurjchem-900	183	5	that	that	PRON
eurjchem-900	183	6	deposited	deposit	VERB
eurjchem-900	183	7	was	be	AUX
eurjchem-900	183	8	collected	collect	VERB
eurjchem-900	183	9	by	by	ADP
eurjchem-900	183	10	filtration	filtration	NOUN
eurjchem-900	183	11	,	,	PUNCT
eurjchem-900	183	12	washed	wash	VERB
eurjchem-900	183	13	with	with	ADP
eurjchem-900	183	14	water	water	NOUN
eurjchem-900	183	15	,	,	PUNCT
eurjchem-900	183	16	dried	dry	VERB
eurjchem-900	183	17	and	and	CCONJ
eurjchem-900	183	18	recrystallized	recrystallize	VERB
eurjchem-900	183	19	from	from	ADP
eurjchem-900	183	20	dioxane	dioxane	NOUN
eurjchem-900	183	21	to	to	PART
eurjchem-900	183	22	give	give	VERB
eurjchem-900	183	23	compound	compound	NOUN
eurjchem-900	183	24	13	13	NUM
eurjchem-900	183	25	(	(	PUNCT
eurjchem-900	183	26	scheme	scheme	NOUN
eurjchem-900	183	27	3	3	NUM
eurjchem-900	183	28	)	)	PUNCT
eurjchem-900	183	29	.	.	PUNCT
eurjchem-900	184	1	color	color	NOUN
eurjchem-900	184	2	:	:	PUNCT
eurjchem-900	184	3	black	black	ADJ
eurjchem-900	184	4	.	.	PUNCT
eurjchem-900	185	1	yield	yield	NOUN
eurjchem-900	185	2	:	:	PUNCT
eurjchem-900	185	3	42	42	NUM
eurjchem-900	185	4	%	%	NOUN
eurjchem-900	185	5	.	.	PUNCT
eurjchem-900	186	1	m.p	m.p	PROPN
eurjchem-900	186	2	.	.	PROPN
eurjchem-900	186	3	:	:	PUNCT
eurjchem-900	186	4	263	263	NUM
eurjchem-900	186	5	°	°	NUM
eurjchem-900	186	6	c	c	NOUN
eurjchem-900	186	7	decomp	decomp	NOUN
eurjchem-900	186	8	.	.	PUNCT
eurjchem-900	187	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	187	2	(	(	PUNCT
eurjchem-900	187	3	kbr	kbr	PROPN
eurjchem-900	187	4	,	,	PUNCT
eurjchem-900	187	5	ν	ν	PROPN
eurjchem-900	187	6	,	,	PUNCT
eurjchem-900	187	7	cm‐1	cm‐1	PROPN
eurjchem-900	187	8	):	):	PUNCT
eurjchem-900	187	9	3438	3438	NUM
eurjchem-900	187	10	(	(	PUNCT
eurjchem-900	187	11	νoh	νoh	NOUN
eurjchem-900	187	12	)	)	PUNCT
eurjchem-900	187	13	,	,	PUNCT
eurjchem-900	187	14	1766	1766	NUM
eurjchem-900	187	15	(	(	PUNCT
eurjchem-900	187	16	νc	νc	NOUN
eurjchem-900	187	17	=	=	NOUN
eurjchem-900	187	18	o	o	NOUN
eurjchem-900	187	19	ester	ester	NOUN
eurjchem-900	187	20	)	)	PUNCT
eurjchem-900	187	21	,	,	PUNCT
eurjchem-900	187	22	1716	1716	NUM
eurjchem-900	187	23	(	(	PUNCT
eurjchem-900	187	24	νc	νc	NOUN
eurjchem-900	187	25	=	=	NOUN
eurjchem-900	187	26	o	o	NOUN
eurjchem-900	187	27	imide	imide	NOUN
eurjchem-900	187	28	)	)	PUNCT
eurjchem-900	187	29	,	,	PUNCT
eurjchem-900	187	30	1605	1605	NUM
eurjchem-900	187	31	(	(	PUNCT
eurjchem-900	187	32	νc	νc	X
eurjchem-900	187	33	=	=	SYM
eurjchem-900	187	34	c	c	NOUN
eurjchem-900	187	35	)	)	PUNCT
eurjchem-900	187	36	.	.	PUNCT
eurjchem-900	188	1	1h	1h	NUM
eurjchem-900	188	2	nmr	nmr	NOUN
eurjchem-900	188	3	(	(	PUNCT
eurjchem-900	188	4	300	300	NUM
eurjchem-900	188	5	mhz	mhz	NOUN
eurjchem-900	188	6	,	,	PUNCT
eurjchem-900	188	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	188	8	,	,	PUNCT
eurjchem-900	188	9	δ	δ	PROPN
eurjchem-900	188	10	,	,	PUNCT
eurjchem-900	188	11	ppm	ppm	NUM
eurjchem-900	188	12	):	):	PUNCT
eurjchem-900	188	13	7.72‐7.23	7.72‐7.23	PROPN
eurjchem-900	188	14	(	(	PUNCT
eurjchem-900	188	15	m	m	PROPN
eurjchem-900	188	16	,	,	PUNCT
eurjchem-900	188	17	3h	3h	NUM
eurjchem-900	188	18	,	,	PUNCT
eurjchem-900	188	19	ar‐h	ar‐h	NOUN
eurjchem-900	188	20	)	)	PUNCT
eurjchem-900	188	21	,	,	PUNCT
eurjchem-900	188	22	4.05	4.05	NUM
eurjchem-900	188	23	(	(	PUNCT
eurjchem-900	188	24	s	s	PROPN
eurjchem-900	188	25	,	,	PUNCT
eurjchem-900	188	26	2h	2h	NUM
eurjchem-900	188	27	,	,	PUNCT
eurjchem-900	188	28	noh	noh	PROPN
eurjchem-900	188	29	=	=	PROPN
eurjchem-900	188	30	c‐ch2	c‐ch2	PROPN
eurjchem-900	188	31	)	)	PUNCT
eurjchem-900	188	32	,	,	PUNCT
eurjchem-900	188	33	2.80‐2.69	2.80‐2.69	NUM
eurjchem-900	188	34	(	(	PUNCT
eurjchem-900	188	35	m	m	PROPN
eurjchem-900	188	36	,	,	PUNCT
eurjchem-900	188	37	4h	4h	NUM
eurjchem-900	188	38	,	,	PUNCT
eurjchem-900	188	39	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	188	40	moiety	moiety	NOUN
eurjchem-900	188	41	)	)	PUNCT
eurjchem-900	188	42	,	,	PUNCT
eurjchem-900	188	43	2.26	2.26	NUM
eurjchem-900	188	44	(	(	PUNCT
eurjchem-900	188	45	s	s	PROPN
eurjchem-900	188	46	,	,	PUNCT
eurjchem-900	188	47	1h	1h	NUM
eurjchem-900	188	48	,	,	PUNCT
eurjchem-900	188	49	oh	oh	INTJ
eurjchem-900	188	50	,	,	PUNCT
eurjchem-900	188	51	d2o‐	d2o‐	PROPN
eurjchem-900	188	52	exchangeable	exchangeable	ADJ
eurjchem-900	188	53	)	)	PUNCT
eurjchem-900	188	54	,	,	PUNCT
eurjchem-900	188	55	2.20	2.20	NUM
eurjchem-900	188	56	(	(	PUNCT
eurjchem-900	188	57	s	s	PROPN
eurjchem-900	188	58	,	,	PUNCT
eurjchem-900	188	59	6h	6h	NOUN
eurjchem-900	188	60	,	,	PUNCT
eurjchem-900	188	61	‐n(coch3)2	‐n(coch3)2	NOUN
eurjchem-900	188	62	)	)	PUNCT
eurjchem-900	188	63	,	,	PUNCT
eurjchem-900	188	64	1.98	1.98	NUM
eurjchem-900	188	65	(	(	PUNCT
eurjchem-900	188	66	s	s	PROPN
eurjchem-900	188	67	,	,	PUNCT
eurjchem-900	188	68	3h	3h	NUM
eurjchem-900	188	69	,	,	PUNCT
eurjchem-900	188	70	ch3coo	ch3coo	NOUN
eurjchem-900	188	71	)	)	PUNCT
eurjchem-900	188	72	,	,	PUNCT
eurjchem-900	188	73	1.67‐1.60	1.67‐1.60	NUM
eurjchem-900	188	74	(	(	PUNCT
eurjchem-900	188	75	m	m	PROPN
eurjchem-900	188	76	,	,	PUNCT
eurjchem-900	188	77	4h	4h	NUM
eurjchem-900	188	78	,	,	PUNCT
eurjchem-900	188	79	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	188	80	moiety	moiety	NOUN
eurjchem-900	188	81	)	)	PUNCT
eurjchem-900	188	82	.	.	PUNCT
eurjchem-900	189	1	ms	ms	NOUN
eurjchem-900	189	2	(	(	PUNCT
eurjchem-900	189	3	ei	ei	PROPN
eurjchem-900	189	4	,	,	PUNCT
eurjchem-900	189	5	m	m	PROPN
eurjchem-900	189	6	/	/	SYM
eurjchem-900	189	7	z	z	PROPN
eurjchem-900	189	8	(	(	PUNCT
eurjchem-900	189	9	%	%	NOUN
eurjchem-900	189	10	)	)	PUNCT
eurjchem-900	189	11	):	):	PUNCT
eurjchem-900	189	12	370	370	NUM
eurjchem-900	189	13	(	(	PUNCT
eurjchem-900	189	14	[	[	X
eurjchem-900	189	15	m‐ococh3	m‐ococh3	NOUN
eurjchem-900	189	16	]	]	X
eurjchem-900	189	17	,	,	PUNCT
eurjchem-900	189	18	31.6	31.6	NUM
eurjchem-900	189	19	)	)	PUNCT
eurjchem-900	189	20	,	,	PUNCT
eurjchem-900	189	21	233	233	NUM
eurjchem-900	189	22	(	(	PUNCT
eurjchem-900	189	23	31.6	31.6	NUM
eurjchem-900	189	24	)	)	PUNCT
eurjchem-900	189	25	,	,	PUNCT
eurjchem-900	189	26	227	227	NUM
eurjchem-900	189	27	(	(	PUNCT
eurjchem-900	189	28	42.1	42.1	NUM
eurjchem-900	189	29	)	)	PUNCT
eurjchem-900	189	30	,	,	PUNCT
eurjchem-900	189	31	186	186	NUM
eurjchem-900	189	32	(	(	PUNCT
eurjchem-900	189	33	36.8	36.8	NUM
eurjchem-900	189	34	)	)	PUNCT
eurjchem-900	189	35	,	,	PUNCT
eurjchem-900	189	36	162	162	NUM
eurjchem-900	189	37	(	(	PUNCT
eurjchem-900	189	38	36.8	36.8	NUM
eurjchem-900	189	39	)	)	PUNCT
eurjchem-900	189	40	,	,	PUNCT
eurjchem-900	189	41	129	129	NUM
eurjchem-900	189	42	(	(	PUNCT
eurjchem-900	189	43	47.4	47.4	NUM
eurjchem-900	189	44	)	)	PUNCT
eurjchem-900	189	45	,	,	PUNCT
eurjchem-900	189	46	121	121	NUM
eurjchem-900	189	47	(	(	PUNCT
eurjchem-900	189	48	68.4	68.4	NUM
eurjchem-900	189	49	)	)	PUNCT
eurjchem-900	189	50	,	,	PUNCT
eurjchem-900	189	51	105	105	NUM
eurjchem-900	189	52	(	(	PUNCT
eurjchem-900	189	53	31.6	31.6	NUM
eurjchem-900	189	54	)	)	PUNCT
eurjchem-900	189	55	,	,	PUNCT
eurjchem-900	189	56	55	55	NUM
eurjchem-900	189	57	(	(	PUNCT
eurjchem-900	189	58	100.0	100.0	NUM
eurjchem-900	189	59	)	)	PUNCT
eurjchem-900	189	60	.	.	PUNCT
eurjchem-900	190	1	2.2.13	2.2.13	NUM
eurjchem-900	190	2	.	.	PUNCT
eurjchem-900	191	1	6‐imino‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	6‐imino‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	NOUN
eurjchem-900	191	2	)	)	PUNCT
eurjchem-900	192	1	pyrazolo[1,5‐c]thiazol‐4(6h)‐one	pyrazolo[1,5‐c]thiazol‐4(6h)‐one	NOUN
eurjchem-900	192	2	(	(	PUNCT
eurjchem-900	192	3	14	14	NUM
eurjchem-900	192	4	)	)	PUNCT
eurjchem-900	192	5	a	a	DET
eurjchem-900	192	6	mixture	mixture	NOUN
eurjchem-900	192	7	of	of	ADP
eurjchem-900	192	8	thiazolone	thiazolone	NOUN
eurjchem-900	192	9	7	7	NUM
eurjchem-900	192	10	(	(	PUNCT
eurjchem-900	192	11	0.005	0.005	NUM
eurjchem-900	192	12	mmol	mmol	NOUN
eurjchem-900	192	13	,	,	PUNCT
eurjchem-900	192	14	1.44	1.44	NUM
eurjchem-900	192	15	g	g	NOUN
eurjchem-900	192	16	)	)	PUNCT
eurjchem-900	192	17	and	and	CCONJ
eurjchem-900	192	18	hydroxylamine	hydroxylamine	ADJ
eurjchem-900	192	19	hydrochloride	hydrochloride	NOUN
eurjchem-900	192	20	(	(	PUNCT
eurjchem-900	192	21	0.005	0.005	NUM
eurjchem-900	192	22	mmol	mmol	NOUN
eurjchem-900	192	23	,	,	PUNCT
eurjchem-900	192	24	0.35	0.35	NUM
eurjchem-900	192	25	g	g	NOUN
eurjchem-900	192	26	)	)	PUNCT
eurjchem-900	192	27	in	in	ADP
eurjchem-900	192	28	pyridine	pyridine	NOUN
eurjchem-900	192	29	(	(	PUNCT
eurjchem-900	192	30	15	15	NUM
eurjchem-900	192	31	ml	ml	NOUN
eurjchem-900	192	32	)	)	PUNCT
eurjchem-900	192	33	was	be	AUX
eurjchem-900	192	34	refluxed	refluxe	VERB
eurjchem-900	192	35	for	for	ADP
eurjchem-900	192	36	6	6	NUM
eurjchem-900	192	37	h.	h.	NOUN
eurjchem-900	192	38	then	then	ADV
eurjchem-900	192	39	the	the	DET
eurjchem-900	192	40	reaction	reaction	NOUN
eurjchem-900	192	41	mixture	mixture	NOUN
eurjchem-900	192	42	was	be	AUX
eurjchem-900	192	43	poured	pour	VERB
eurjchem-900	192	44	into	into	ADP
eurjchem-900	192	45	cold	cold	ADJ
eurjchem-900	192	46	water	water	NOUN
eurjchem-900	192	47	the	the	DET
eurjchem-900	192	48	crude	crude	ADJ
eurjchem-900	192	49	product	product	NOUN
eurjchem-900	192	50	that	that	PRON
eurjchem-900	192	51	deposited	deposit	VERB
eurjchem-900	192	52	was	be	AUX
eurjchem-900	192	53	filtered	filter	VERB
eurjchem-900	192	54	off	off	ADP
eurjchem-900	192	55	,	,	PUNCT
eurjchem-900	192	56	washed	wash	VERB
eurjchem-900	192	57	with	with	ADP
eurjchem-900	192	58	water	water	NOUN
eurjchem-900	192	59	,	,	PUNCT
eurjchem-900	192	60	dried	dry	VERB
eurjchem-900	192	61	and	and	CCONJ
eurjchem-900	192	62	recrystallized	recrystallize	VERB
eurjchem-900	192	63	from	from	ADP
eurjchem-900	192	64	ethanol	ethanol	NOUN
eurjchem-900	192	65	to	to	PART
eurjchem-900	192	66	give	give	VERB
eurjchem-900	192	67	compound	compound	NOUN
eurjchem-900	192	68	14	14	NUM
eurjchem-900	192	69	(	(	PUNCT
eurjchem-900	192	70	scheme	scheme	NOUN
eurjchem-900	192	71	3	3	NUM
eurjchem-900	192	72	)	)	PUNCT
eurjchem-900	192	73	.	.	PUNCT
eurjchem-900	193	1	color	color	NOUN
eurjchem-900	193	2	:	:	PUNCT
eurjchem-900	193	3	pale	pale	ADJ
eurjchem-900	193	4	green	green	NOUN
eurjchem-900	193	5	.	.	PUNCT
eurjchem-900	194	1	yield	yield	NOUN
eurjchem-900	194	2	:	:	PUNCT
eurjchem-900	194	3	45	45	NUM
eurjchem-900	194	4	%	%	NOUN
eurjchem-900	194	5	.	.	PUNCT
eurjchem-900	195	1	m.p	m.p	PROPN
eurjchem-900	195	2	.	.	PROPN
eurjchem-900	195	3	:	:	PUNCT
eurjchem-900	195	4	193‐195	193‐195	PROPN
eurjchem-900	195	5	c	c	PROPN
eurjchem-900	195	6	.	.	PUNCT
eurjchem-900	196	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	196	2	(	(	PUNCT
eurjchem-900	196	3	kbr	kbr	PROPN
eurjchem-900	196	4	,	,	PUNCT
eurjchem-900	196	5	ν	ν	PROPN
eurjchem-900	196	6	,	,	PUNCT
eurjchem-900	196	7	cm‐1	cm‐1	PROPN
eurjchem-900	196	8	):	):	PUNCT
eurjchem-900	196	9	3285	3285	NUM
eurjchem-900	196	10	(	(	PUNCT
eurjchem-900	196	11	νnh	νnh	NOUN
eurjchem-900	196	12	)	)	PUNCT
eurjchem-900	196	13	,	,	PUNCT
eurjchem-900	196	14	1706	1706	NUM
eurjchem-900	196	15	(	(	PUNCT
eurjchem-900	196	16	νc	νc	X
eurjchem-900	196	17	=	=	NOUN
eurjchem-900	196	18	o	o	NOUN
eurjchem-900	196	19	)	)	PUNCT
eurjchem-900	196	20	,	,	PUNCT
eurjchem-900	196	21	1640	1640	NUM
eurjchem-900	196	22	(	(	PUNCT
eurjchem-900	196	23	νc	νc	NOUN
eurjchem-900	196	24	=	=	NOUN
eurjchem-900	196	25	n	n	NUM
eurjchem-900	196	26	)	)	PUNCT
eurjchem-900	196	27	,	,	PUNCT
eurjchem-900	196	28	1607	1607	NUM
eurjchem-900	196	29	(	(	PUNCT
eurjchem-900	196	30	νc	νc	X
eurjchem-900	196	31	=	=	SYM
eurjchem-900	196	32	c	c	NOUN
eurjchem-900	196	33	)	)	PUNCT
eurjchem-900	196	34	.	.	PUNCT
eurjchem-900	197	1	1h	1h	NUM
eurjchem-900	197	2	nmr	nmr	NOUN
eurjchem-900	197	3	(	(	PUNCT
eurjchem-900	197	4	300	300	NUM
eurjchem-900	197	5	mhz	mhz	NOUN
eurjchem-900	197	6	,	,	PUNCT
eurjchem-900	197	7	dmso‐	dmso‐	NUM
eurjchem-900	197	8	d6	d6	NOUN
eurjchem-900	197	9	,	,	PUNCT
eurjchem-900	197	10	δ	δ	PROPN
eurjchem-900	197	11	,	,	PUNCT
eurjchem-900	197	12	ppm	ppm	NUM
eurjchem-900	197	13	):	):	PUNCT
eurjchem-900	197	14	7.25‐6.99	7.25‐6.99	PROPN
eurjchem-900	197	15	(	(	PUNCT
eurjchem-900	197	16	m	m	PROPN
eurjchem-900	197	17	,	,	PUNCT
eurjchem-900	197	18	4h	4h	NUM
eurjchem-900	197	19	,	,	PUNCT
eurjchem-900	197	20	ar‐h	ar‐h	PROPN
eurjchem-900	197	21	)	)	PUNCT
eurjchem-900	197	22	,	,	PUNCT
eurjchem-900	197	23	4.50	4.50	NUM
eurjchem-900	197	24	(	(	PUNCT
eurjchem-900	197	25	s	s	PROPN
eurjchem-900	197	26	,	,	PUNCT
eurjchem-900	197	27	1h	1h	NUM
eurjchem-900	197	28	,	,	PUNCT
eurjchem-900	197	29	nh	nh	PROPN
eurjchem-900	197	30	,	,	PUNCT
eurjchem-900	197	31	d2o‐	d2o‐	PROPN
eurjchem-900	197	32	exchangeable	exchangeable	ADJ
eurjchem-900	197	33	)	)	PUNCT
eurjchem-900	197	34	,	,	PUNCT
eurjchem-900	197	35	2.81‐2.72	2.81‐2.72	NUM
eurjchem-900	197	36	(	(	PUNCT
eurjchem-900	197	37	m	m	PROPN
eurjchem-900	197	38	,	,	PUNCT
eurjchem-900	197	39	4h	4h	NUM
eurjchem-900	197	40	,	,	PUNCT
eurjchem-900	197	41	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	197	42	moiety	moiety	NOUN
eurjchem-900	197	43	)	)	PUNCT
eurjchem-900	197	44	,	,	PUNCT
eurjchem-900	197	45	1.65‐1.58	1.65‐1.58	NUM
eurjchem-900	197	46	(	(	PUNCT
eurjchem-900	197	47	m	m	PROPN
eurjchem-900	197	48	,	,	PUNCT
eurjchem-900	197	49	4h	4h	NUM
eurjchem-900	197	50	,	,	PUNCT
eurjchem-900	197	51	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	197	52	moiety	moiety	NOUN
eurjchem-900	197	53	)	)	PUNCT
eurjchem-900	197	54	.	.	PUNCT
eurjchem-900	198	1	ms	ms	NOUN
eurjchem-900	198	2	(	(	PUNCT
eurjchem-900	198	3	ei	ei	PROPN
eurjchem-900	198	4	,	,	PUNCT
eurjchem-900	198	5	m	m	PROPN
eurjchem-900	198	6	/	/	SYM
eurjchem-900	198	7	z	z	PROPN
eurjchem-900	198	8	(	(	PUNCT
eurjchem-900	198	9	%	%	NOUN
eurjchem-900	198	10	)	)	PUNCT
eurjchem-900	198	11	):	):	PUNCT
eurjchem-900	198	12	281	281	NUM
eurjchem-900	198	13	(	(	PUNCT
eurjchem-900	198	14	m‐2	m‐2	NOUN
eurjchem-900	198	15	]	]	PUNCT
eurjchem-900	198	16	,	,	PUNCT
eurjchem-900	198	17	84.2	84.2	NUM
eurjchem-900	198	18	)	)	PUNCT
eurjchem-900	198	19	,	,	PUNCT
eurjchem-900	198	20	280	280	NUM
eurjchem-900	198	21	(	(	PUNCT
eurjchem-900	198	22	68.4	68.4	NUM
eurjchem-900	198	23	)	)	PUNCT
eurjchem-900	198	24	,	,	PUNCT
eurjchem-900	198	25	265	265	NUM
eurjchem-900	198	26	(	(	PUNCT
eurjchem-900	198	27	42.1	42.1	NUM
eurjchem-900	198	28	)	)	PUNCT
eurjchem-900	198	29	,	,	PUNCT
eurjchem-900	198	30	238	238	NUM
eurjchem-900	198	31	(	(	PUNCT
eurjchem-900	198	32	47.4	47.4	NUM
eurjchem-900	198	33	)	)	PUNCT
eurjchem-900	198	34	,	,	PUNCT
eurjchem-900	198	35	224	224	NUM
eurjchem-900	198	36	(	(	PUNCT
eurjchem-900	198	37	36.8	36.8	NUM
eurjchem-900	198	38	)	)	PUNCT
eurjchem-900	198	39	,	,	PUNCT
eurjchem-900	198	40	210	210	NUM
eurjchem-900	198	41	(	(	PUNCT
eurjchem-900	198	42	47.4	47.4	NUM
eurjchem-900	198	43	)	)	PUNCT
eurjchem-900	198	44	,	,	PUNCT
eurjchem-900	198	45	194	194	NUM
eurjchem-900	198	46	(	(	PUNCT
eurjchem-900	198	47	42.1	42.1	NUM
eurjchem-900	198	48	)	)	PUNCT
eurjchem-900	198	49	,	,	PUNCT
eurjchem-900	198	50	177	177	NUM
eurjchem-900	198	51	(	(	PUNCT
eurjchem-900	198	52	26.2	26.2	NUM
eurjchem-900	198	53	)	)	PUNCT
eurjchem-900	198	54	,	,	PUNCT
eurjchem-900	198	55	128	128	NUM
eurjchem-900	198	56	(	(	PUNCT
eurjchem-900	198	57	68.4	68.4	NUM
eurjchem-900	198	58	)	)	PUNCT
eurjchem-900	198	59	,	,	PUNCT
eurjchem-900	198	60	112	112	NUM
eurjchem-900	198	61	(	(	PUNCT
eurjchem-900	198	62	42.1	42.1	NUM
eurjchem-900	198	63	)	)	PUNCT
eurjchem-900	198	64	,	,	PUNCT
eurjchem-900	198	65	96	96	NUM
eurjchem-900	198	66	(	(	PUNCT
eurjchem-900	198	67	63.2	63.2	NUM
eurjchem-900	198	68	)	)	PUNCT
eurjchem-900	198	69	,	,	PUNCT
eurjchem-900	198	70	54	54	NUM
eurjchem-900	198	71	(	(	PUNCT
eurjchem-900	198	72	100.0	100.0	NUM
eurjchem-900	198	73	)	)	PUNCT
eurjchem-900	198	74	.	.	PUNCT
eurjchem-900	199	1	2.2.14	2.2.14	X
eurjchem-900	199	2	.	.	PUNCT
eurjchem-900	200	1	reaction	reaction	NOUN
eurjchem-900	200	2	of	of	ADP
eurjchem-900	200	3	acid	acid	NOUN
eurjchem-900	200	4	1	1	NUM
eurjchem-900	200	5	with	with	ADP
eurjchem-900	200	6	benzylamine	benzylamine	NOUN
eurjchem-900	200	7	and/or	and/or	CCONJ
eurjchem-900	200	8	p‐toluidine	p‐toluidine	PUNCT
eurjchem-900	200	9	in	in	ADP
eurjchem-900	200	10	presence	presence	NOUN
eurjchem-900	200	11	of	of	ADP
eurjchem-900	200	12	carbon	carbon	NOUN
eurjchem-900	200	13	disulphide	disulphide	ADV
eurjchem-900	200	14	to	to	ADP
eurjchem-900	200	15	a	a	DET
eurjchem-900	200	16	solution	solution	NOUN
eurjchem-900	200	17	of	of	ADP
eurjchem-900	200	18	benzylamine	benzylamine	NOUN
eurjchem-900	200	19	and/or	and/or	CCONJ
eurjchem-900	200	20	p‐toulidine	p‐toulidine	X
eurjchem-900	200	21	(	(	PUNCT
eurjchem-900	200	22	0.015	0.015	NUM
eurjchem-900	200	23	mmol	mmol	NOUN
eurjchem-900	200	24	)	)	PUNCT
eurjchem-900	200	25	in	in	ADP
eurjchem-900	200	26	thf	thf	NOUN
eurjchem-900	200	27	(	(	PUNCT
eurjchem-900	200	28	20	20	NUM
eurjchem-900	200	29	ml	ml	NOUN
eurjchem-900	200	30	)	)	PUNCT
eurjchem-900	200	31	and	and	CCONJ
eurjchem-900	200	32	carbon	carbon	NOUN
eurjchem-900	200	33	disulphide	disulphide	ADV
eurjchem-900	200	34	(	(	PUNCT
eurjchem-900	200	35	0.03	0.03	NUM
eurjchem-900	200	36	mmol	mmol	NOUN
eurjchem-900	200	37	,	,	PUNCT
eurjchem-900	200	38	2.28	2.28	NUM
eurjchem-900	200	39	ml	ml	NOUN
eurjchem-900	200	40	)	)	PUNCT
eurjchem-900	200	41	,	,	PUNCT
eurjchem-900	200	42	compound	compound	NOUN
eurjchem-900	200	43	1	1	NUM
eurjchem-900	200	44	(	(	PUNCT
eurjchem-900	200	45	0.01	0.01	NUM
eurjchem-900	200	46	mmol	mmol	NOUN
eurjchem-900	200	47	,	,	PUNCT
eurjchem-900	200	48	2.3	2.3	NUM
eurjchem-900	200	49	g	g	NOUN
eurjchem-900	200	50	)	)	PUNCT
eurjchem-900	200	51	was	be	AUX
eurjchem-900	200	52	added	add	VERB
eurjchem-900	200	53	and	and	CCONJ
eurjchem-900	200	54	continuously	continuously	ADV
eurjchem-900	200	55	stirred	stir	VERB
eurjchem-900	200	56	at	at	ADP
eurjchem-900	200	57	room	room	NOUN
eurjchem-900	200	58	temperature	temperature	NOUN
eurjchem-900	200	59	for	for	ADP
eurjchem-900	200	60	4h	4h	NUM
eurjchem-900	200	61	,	,	PUNCT
eurjchem-900	200	62	the	the	DET
eurjchem-900	200	63	crude	crude	ADJ
eurjchem-900	200	64	product	product	NOUN
eurjchem-900	200	65	was	be	AUX
eurjchem-900	200	66	filtered	filter	VERB
eurjchem-900	200	67	off	off	ADP
eurjchem-900	200	68	,	,	PUNCT
eurjchem-900	200	69	dried	dry	VERB
eurjchem-900	200	70	and	and	CCONJ
eurjchem-900	200	71	recrystallized	recrystallize	VERB
eurjchem-900	200	72	from	from	ADP
eurjchem-900	200	73	ethanol	ethanol	NOUN
eurjchem-900	200	74	,	,	PUNCT
eurjchem-900	200	75	to	to	PART
eurjchem-900	200	76	give	give	VERB
eurjchem-900	200	77	compounds	compound	NOUN
eurjchem-900	200	78	15a	15a	NOUN
eurjchem-900	200	79	,	,	PUNCT
eurjchem-900	200	80	b	b	NOUN
eurjchem-900	200	81	,	,	PUNCT
eurjchem-900	200	82	respectively	respectively	ADV
eurjchem-900	200	83	(	(	PUNCT
eurjchem-900	200	84	scheme	scheme	NOUN
eurjchem-900	200	85	4	4	NUM
eurjchem-900	200	86	)	)	PUNCT
eurjchem-900	200	87	.	.	PUNCT
eurjchem-900	201	1	3‐benzyl‐5‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	3‐benzyl‐5‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	X
eurjchem-900	201	2	)	)	PUNCT
eurjchem-900	201	3	ethyl)‐2‐thioxothiazolidin‐4‐one	ethyl)‐2‐thioxothiazolidin‐4‐one	NOUN
eurjchem-900	201	4	(	(	PUNCT
eurjchem-900	201	5	15a	15a	NOUN
eurjchem-900	201	6	):	):	PUNCT
eurjchem-900	201	7	color	color	NOUN
eurjchem-900	201	8	:	:	PUNCT
eurjchem-900	201	9	yellow	yellow	ADJ
eurjchem-900	201	10	crystals	crystal	NOUN
eurjchem-900	201	11	.	.	PUNCT
eurjchem-900	202	1	yield	yield	NOUN
eurjchem-900	202	2	:	:	PUNCT
eurjchem-900	202	3	43	43	NUM
eurjchem-900	202	4	%	%	NOUN
eurjchem-900	202	5	.	.	PUNCT
eurjchem-900	203	1	m.p	m.p	PROPN
eurjchem-900	203	2	.	.	PROPN
eurjchem-900	203	3	:	:	PUNCT
eurjchem-900	204	1	184‐186	184‐186	NUM
eurjchem-900	204	2	c	c	NOUN
eurjchem-900	204	3	.	.	PUNCT
eurjchem-900	204	4	ft‐ir	ft‐ir	NOUN
eurjchem-900	204	5	(	(	PUNCT
eurjchem-900	204	6	kbr	kbr	PROPN
eurjchem-900	204	7	,	,	PUNCT
eurjchem-900	204	8	ν	ν	PROPN
eurjchem-900	204	9	,	,	PUNCT
eurjchem-900	204	10	cm‐1	cm‐1	PROPN
eurjchem-900	204	11	):	):	PUNCT
eurjchem-900	204	12	1724	1724	NUM
eurjchem-900	204	13	(	(	PUNCT
eurjchem-900	204	14	νc	νc	X
eurjchem-900	204	15	=	=	SYM
eurjchem-900	204	16	o	o	NOUN
eurjchem-900	204	17	,	,	PUNCT
eurjchem-900	204	18	thiazolidinone	thiazolidinone	PROPN
eurjchem-900	204	19	)	)	PUNCT
eurjchem-900	204	20	,	,	PUNCT
eurjchem-900	204	21	1677	1677	NUM
eurjchem-900	204	22	(	(	PUNCT
eurjchem-900	204	23	νc	νc	NOUN
eurjchem-900	204	24	=	=	ADJ
eurjchem-900	204	25	o	o	NOUN
eurjchem-900	204	26	,	,	PUNCT
eurjchem-900	204	27	ketone	ketone	NOUN
eurjchem-900	204	28	)	)	PUNCT
eurjchem-900	204	29	,	,	PUNCT
eurjchem-900	204	30	1603	1603	NUM
eurjchem-900	204	31	(	(	PUNCT
eurjchem-900	204	32	νc	νc	X
eurjchem-900	204	33	=	=	SYM
eurjchem-900	204	34	c	c	NOUN
eurjchem-900	204	35	)	)	PUNCT
eurjchem-900	204	36	.	.	PUNCT
eurjchem-900	205	1	38	38	NUM
eurjchem-900	205	2	salem	salem	NOUN
eurjchem-900	205	3	et	et	PROPN
eurjchem-900	205	4	al	al	PROPN
eurjchem-900	205	5	.	.	PUNCT
eurjchem-900	205	6	/	/	SYM
eurjchem-900	205	7	european	european	PROPN
eurjchem-900	205	8	journal	journal	PROPN
eurjchem-900	205	9	of	of	ADP
eurjchem-900	205	10	chemistry	chemistry	NOUN
eurjchem-900	205	11	5	5	NUM
eurjchem-900	205	12	(	(	PUNCT
eurjchem-900	205	13	1	1	NUM
eurjchem-900	205	14	)	)	PUNCT
eurjchem-900	205	15	(	(	PUNCT
eurjchem-900	205	16	2014	2014	NUM
eurjchem-900	205	17	)	)	PUNCT
eurjchem-900	205	18	33‐40	33‐40	NOUN
eurjchem-900	205	19	scheme	scheme	NOUN
eurjchem-900	205	20	4	4	NUM
eurjchem-900	205	21	1h	1h	NUM
eurjchem-900	205	22	nmr	nmr	NOUN
eurjchem-900	205	23	(	(	PUNCT
eurjchem-900	205	24	300	300	NUM
eurjchem-900	205	25	mhz	mhz	NOUN
eurjchem-900	205	26	,	,	PUNCT
eurjchem-900	205	27	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	205	28	,	,	PUNCT
eurjchem-900	205	29	δ	δ	PROPN
eurjchem-900	205	30	,	,	PUNCT
eurjchem-900	205	31	ppm	ppm	NOUN
eurjchem-900	205	32	):	):	PUNCT
eurjchem-900	205	33	7.65‐7.06	7.65‐7.06	NUM
eurjchem-900	205	34	(	(	PUNCT
eurjchem-900	205	35	m	m	PROPN
eurjchem-900	205	36	,	,	PUNCT
eurjchem-900	205	37	8h	8h	PROPN
eurjchem-900	205	38	,	,	PUNCT
eurjchem-900	205	39	ar‐	ar‐	PROPN
eurjchem-900	205	40	h	h	NOUN
eurjchem-900	205	41	)	)	PUNCT
eurjchem-900	205	42	,	,	PUNCT
eurjchem-900	205	43	4.50	4.50	NUM
eurjchem-900	205	44	(	(	PUNCT
eurjchem-900	205	45	s	s	PROPN
eurjchem-900	205	46	,	,	PUNCT
eurjchem-900	205	47	2h	2h	NUM
eurjchem-900	205	48	,	,	PUNCT
eurjchem-900	205	49	‐nch2	‐nch2	NOUN
eurjchem-900	205	50	)	)	PUNCT
eurjchem-900	205	51	,	,	PUNCT
eurjchem-900	205	52	4.02	4.02	NUM
eurjchem-900	205	53	(	(	PUNCT
eurjchem-900	205	54	dd	dd	PROPN
eurjchem-900	205	55	,	,	PUNCT
eurjchem-900	205	56	1h	1h	NUM
eurjchem-900	205	57	,	,	PUNCT
eurjchem-900	205	58	jvic	jvic	PROPN
eurjchem-900	205	59	,	,	PUNCT
eurjchem-900	205	60	cis=	cis=	PROPN
eurjchem-900	205	61	10.6	10.6	NUM
eurjchem-900	205	62	hz	hz	NOUN
eurjchem-900	205	63	,	,	PUNCT
eurjchem-900	205	64	jvic	jvic	PROPN
eurjchem-900	205	65	,	,	PUNCT
eurjchem-900	205	66	tr	tr	VERB
eurjchem-900	205	67	.	.	PUNCT
eurjchem-900	206	1	=	=	SYM
eurjchem-900	206	2	3.0	3.0	NUM
eurjchem-900	206	3	hz	hz	NOUN
eurjchem-900	206	4	,	,	PUNCT
eurjchem-900	206	5	hc	hc	PROPN
eurjchem-900	206	6	,	,	PUNCT
eurjchem-900	206	7	thioxothiazolidinone	thioxothiazolidinone	NOUN
eurjchem-900	206	8	moiety	moiety	NOUN
eurjchem-900	206	9	)	)	PUNCT
eurjchem-900	206	10	,	,	PUNCT
eurjchem-900	206	11	3.67	3.67	NUM
eurjchem-900	206	12	(	(	PUNCT
eurjchem-900	206	13	dd	dd	PROPN
eurjchem-900	206	14	,	,	PUNCT
eurjchem-900	206	15	1h	1h	NUM
eurjchem-900	206	16	,	,	PUNCT
eurjchem-900	206	17	jgem	jgem	NOUN
eurjchem-900	206	18	.	.	PUNCT
eurjchem-900	207	1	=	=	NOUN
eurjchem-900	207	2	18.8	18.8	NUM
eurjchem-900	207	3	hz	hz	VERB
eurjchem-900	207	4	,	,	PUNCT
eurjchem-900	207	5	jvic	jvic	PROPN
eurjchem-900	207	6	,	,	PUNCT
eurjchem-900	207	7	tr	tr	VERB
eurjchem-900	207	8	=	=	NOUN
eurjchem-900	207	9	3.0	3.0	NUM
eurjchem-900	207	10	hz	hz	NOUN
eurjchem-900	207	11	,	,	PUNCT
eurjchem-900	207	12	ha	ha	INTJ
eurjchem-900	207	13	,	,	PUNCT
eurjchem-900	207	14	coch2	coch2	NOUN
eurjchem-900	207	15	)	)	PUNCT
eurjchem-900	207	16	,	,	PUNCT
eurjchem-900	207	17	3.30	3.30	NUM
eurjchem-900	207	18	(	(	PUNCT
eurjchem-900	207	19	dd	dd	PROPN
eurjchem-900	207	20	,	,	PUNCT
eurjchem-900	207	21	1h	1h	NUM
eurjchem-900	207	22	,	,	PUNCT
eurjchem-900	207	23	jgem	jgem	NOUN
eurjchem-900	207	24	.	.	PUNCT
eurjchem-900	208	1	=	=	NOUN
eurjchem-900	208	2	18.8	18.8	NUM
eurjchem-900	208	3	hz	hz	VERB
eurjchem-900	208	4	,	,	PUNCT
eurjchem-900	208	5	jvic	jvic	ADJ
eurjchem-900	208	6	,	,	PUNCT
eurjchem-900	208	7	cis	cis	NOUN
eurjchem-900	208	8	=	=	SYM
eurjchem-900	208	9	10.6	10.6	NUM
eurjchem-900	208	10	hz	hz	NOUN
eurjchem-900	208	11	,	,	PUNCT
eurjchem-900	208	12	hb	hb	PROPN
eurjchem-900	208	13	,	,	PUNCT
eurjchem-900	208	14	coch2	coch2	NOUN
eurjchem-900	208	15	)	)	PUNCT
eurjchem-900	208	16	,	,	PUNCT
eurjchem-900	208	17	2.82	2.82	NUM
eurjchem-900	208	18	(	(	PUNCT
eurjchem-900	208	19	m	m	PROPN
eurjchem-900	208	20	,	,	PUNCT
eurjchem-900	208	21	4h	4h	NUM
eurjchem-900	208	22	,	,	PUNCT
eurjchem-900	208	23	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	208	24	moiety	moiety	NOUN
eurjchem-900	208	25	)	)	PUNCT
eurjchem-900	208	26	,	,	PUNCT
eurjchem-900	208	27	1.67	1.67	NUM
eurjchem-900	208	28	(	(	PUNCT
eurjchem-900	208	29	m	m	PROPN
eurjchem-900	208	30	,	,	PUNCT
eurjchem-900	208	31	4h	4h	NUM
eurjchem-900	208	32	,	,	PUNCT
eurjchem-900	208	33	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	208	34	moiety	moiety	NOUN
eurjchem-900	208	35	)	)	PUNCT
eurjchem-900	208	36	.	.	PUNCT
eurjchem-900	209	1	ms	ms	NOUN
eurjchem-900	209	2	(	(	PUNCT
eurjchem-900	209	3	ei	ei	PROPN
eurjchem-900	209	4	,	,	PUNCT
eurjchem-900	209	5	m	m	PROPN
eurjchem-900	209	6	/	/	SYM
eurjchem-900	209	7	z	z	PROPN
eurjchem-900	209	8	(	(	PUNCT
eurjchem-900	209	9	%	%	NOUN
eurjchem-900	209	10	)	)	PUNCT
eurjchem-900	209	11	):	):	PUNCT
eurjchem-900	209	12	304	304	NUM
eurjchem-900	209	13	(	(	PUNCT
eurjchem-900	209	14	[	[	X
eurjchem-900	209	15	m‐c6h5‐ch2‐	m‐c6h5‐ch2‐	X
eurjchem-900	209	16	]	]	X
eurjchem-900	209	17	,	,	PUNCT
eurjchem-900	209	18	1.29	1.29	NUM
eurjchem-900	209	19	)	)	PUNCT
eurjchem-900	209	20	,	,	PUNCT
eurjchem-900	209	21	172	172	NUM
eurjchem-900	209	22	(	(	PUNCT
eurjchem-900	209	23	0.99	0.99	NUM
eurjchem-900	209	24	)	)	PUNCT
eurjchem-900	209	25	,	,	PUNCT
eurjchem-900	209	26	159	159	NUM
eurjchem-900	209	27	(	(	PUNCT
eurjchem-900	209	28	45.05	45.05	NUM
eurjchem-900	209	29	)	)	PUNCT
eurjchem-900	209	30	,	,	PUNCT
eurjchem-900	209	31	131	131	NUM
eurjchem-900	209	32	(	(	PUNCT
eurjchem-900	209	33	13.25	13.25	NUM
eurjchem-900	209	34	)	)	PUNCT
eurjchem-900	209	35	,	,	PUNCT
eurjchem-900	209	36	91	91	NUM
eurjchem-900	209	37	(	(	PUNCT
eurjchem-900	209	38	100.0	100.0	NUM
eurjchem-900	209	39	)	)	PUNCT
eurjchem-900	209	40	.	.	PUNCT
eurjchem-900	210	1	5‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl)‐2‐	5‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl)ethyl)‐2‐	NUM
eurjchem-900	210	2	thioxo‐3‐p‐tolylthiazolidin‐4‐one	thioxo‐3‐p‐tolylthiazolidin‐4‐one	NOUN
eurjchem-900	210	3	(	(	PUNCT
eurjchem-900	210	4	15b	15b	NUM
eurjchem-900	210	5	):	):	PUNCT
eurjchem-900	210	6	color	color	NOUN
eurjchem-900	210	7	:	:	PUNCT
eurjchem-900	210	8	brownish	brownish	ADJ
eurjchem-900	210	9	yellow	yellow	ADJ
eurjchem-900	210	10	.	.	PUNCT
eurjchem-900	210	11	yield	yield	NOUN
eurjchem-900	210	12	:	:	PUNCT
eurjchem-900	210	13	64	64	NUM
eurjchem-900	210	14	%	%	NOUN
eurjchem-900	210	15	.	.	PUNCT
eurjchem-900	211	1	m.p	m.p	PROPN
eurjchem-900	211	2	.	.	PROPN
eurjchem-900	211	3	:	:	PUNCT
eurjchem-900	211	4	222	222	NUM
eurjchem-900	211	5	c	c	VERB
eurjchem-900	211	6	decomp	decomp	NOUN
eurjchem-900	211	7	.	.	PUNCT
eurjchem-900	212	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	212	2	(	(	PUNCT
eurjchem-900	212	3	kbr	kbr	PROPN
eurjchem-900	212	4	,	,	PUNCT
eurjchem-900	212	5	ν	ν	PROPN
eurjchem-900	212	6	,	,	PUNCT
eurjchem-900	212	7	cm‐1	cm‐1	PROPN
eurjchem-900	212	8	):	):	PUNCT
eurjchem-900	212	9	1730(νc	1730(νc	NUM
eurjchem-900	212	10	=	=	SYM
eurjchem-900	212	11	o	o	NOUN
eurjchem-900	212	12	,	,	PUNCT
eurjchem-900	212	13	thiazolidinone	thiazolidinone	PROPN
eurjchem-900	212	14	)	)	PUNCT
eurjchem-900	212	15	,	,	PUNCT
eurjchem-900	212	16	1677(νc	1677(νc	PROPN
eurjchem-900	212	17	=	=	SYM
eurjchem-900	212	18	o	o	NOUN
eurjchem-900	212	19	,	,	PUNCT
eurjchem-900	212	20	ketone	ketone	NOUN
eurjchem-900	212	21	)	)	PUNCT
eurjchem-900	212	22	,	,	PUNCT
eurjchem-900	212	23	1603	1603	NUM
eurjchem-900	212	24	(	(	PUNCT
eurjchem-900	212	25	νc	νc	X
eurjchem-900	212	26	=	=	SYM
eurjchem-900	212	27	c	c	NOUN
eurjchem-900	212	28	)	)	PUNCT
eurjchem-900	212	29	.	.	PUNCT
eurjchem-900	213	1	1h	1h	NUM
eurjchem-900	213	2	nmr	nmr	NOUN
eurjchem-900	213	3	(	(	PUNCT
eurjchem-900	213	4	300	300	NUM
eurjchem-900	213	5	mhz	mhz	NOUN
eurjchem-900	213	6	,	,	PUNCT
eurjchem-900	213	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-900	213	8	,	,	PUNCT
eurjchem-900	213	9	δ	δ	PROPN
eurjchem-900	213	10	,	,	PUNCT
eurjchem-900	213	11	ppm	ppm	NUM
eurjchem-900	213	12	):	):	PUNCT
eurjchem-900	213	13	7.73‐7.00	7.73‐7.00	NUM
eurjchem-900	213	14	(	(	PUNCT
eurjchem-900	213	15	m	m	PROPN
eurjchem-900	213	16	,	,	PUNCT
eurjchem-900	213	17	7h	7h	PROPN
eurjchem-900	213	18	,	,	PUNCT
eurjchem-900	213	19	ar‐h	ar‐h	NOUN
eurjchem-900	213	20	)	)	PUNCT
eurjchem-900	213	21	,	,	PUNCT
eurjchem-900	213	22	4.05	4.05	NUM
eurjchem-900	213	23	(	(	PUNCT
eurjchem-900	213	24	dd	dd	PROPN
eurjchem-900	213	25	,	,	PUNCT
eurjchem-900	213	26	1h	1h	NUM
eurjchem-900	213	27	,	,	PUNCT
eurjchem-900	213	28	jvic	jvic	ADJ
eurjchem-900	213	29	,	,	PUNCT
eurjchem-900	213	30	cis	cis	NOUN
eurjchem-900	213	31	=	=	SYM
eurjchem-900	213	32	10.3	10.3	NUM
eurjchem-900	213	33	hz	hz	NOUN
eurjchem-900	213	34	,	,	PUNCT
eurjchem-900	213	35	jvic	jvic	PROPN
eurjchem-900	213	36	,	,	PUNCT
eurjchem-900	213	37	tr	tr	VERB
eurjchem-900	213	38	.	.	PUNCT
eurjchem-900	214	1	=	=	SYM
eurjchem-900	214	2	3.1	3.1	NUM
eurjchem-900	214	3	hz	hz	NOUN
eurjchem-900	214	4	,	,	PUNCT
eurjchem-900	214	5	hc	hc	PROPN
eurjchem-900	214	6	,	,	PUNCT
eurjchem-900	214	7	thiazolidinone	thiazolidinone	NOUN
eurjchem-900	214	8	moiety	moiety	NOUN
eurjchem-900	214	9	)	)	PUNCT
eurjchem-900	214	10	,	,	PUNCT
eurjchem-900	214	11	3.69	3.69	NUM
eurjchem-900	214	12	(	(	PUNCT
eurjchem-900	214	13	dd	dd	NOUN
eurjchem-900	214	14	,	,	PUNCT
eurjchem-900	214	15	jgem	jgem	NOUN
eurjchem-900	214	16	=	=	SYM
eurjchem-900	214	17	18.4	18.4	NUM
eurjchem-900	214	18	hz	hz	NOUN
eurjchem-900	214	19	,	,	PUNCT
eurjchem-900	214	20	jvic	jvic	PROPN
eurjchem-900	214	21	,	,	PUNCT
eurjchem-900	214	22	tr	tr	VERB
eurjchem-900	214	23	=	=	SYM
eurjchem-900	214	24	3.1	3.1	NUM
eurjchem-900	214	25	hz	hz	NOUN
eurjchem-900	214	26	,	,	PUNCT
eurjchem-900	214	27	1h	1h	NUM
eurjchem-900	214	28	,	,	PUNCT
eurjchem-900	214	29	ha	ha	INTJ
eurjchem-900	214	30	,	,	PUNCT
eurjchem-900	214	31	coch2	coch2	NOUN
eurjchem-900	214	32	)	)	PUNCT
eurjchem-900	214	33	,	,	PUNCT
eurjchem-900	214	34	3.41	3.41	NUM
eurjchem-900	214	35	(	(	PUNCT
eurjchem-900	214	36	dd	dd	NOUN
eurjchem-900	214	37	,	,	PUNCT
eurjchem-900	214	38	jgem	jgem	NOUN
eurjchem-900	214	39	.	.	PUNCT
eurjchem-900	215	1	=	=	PRON
eurjchem-900	215	2	18.4	18.4	NUM
eurjchem-900	215	3	hz	hz	NOUN
eurjchem-900	215	4	,	,	PUNCT
eurjchem-900	215	5	jvic	jvic	ADJ
eurjchem-900	215	6	,	,	PUNCT
eurjchem-900	215	7	cis	cis	NOUN
eurjchem-900	215	8	=	=	SYM
eurjchem-900	215	9	10.3	10.3	NUM
eurjchem-900	215	10	hz	hz	NOUN
eurjchem-900	215	11	,	,	PUNCT
eurjchem-900	215	12	1h	1h	NUM
eurjchem-900	215	13	,	,	PUNCT
eurjchem-900	215	14	hb	hb	X
eurjchem-900	215	15	,	,	PUNCT
eurjchem-900	215	16	coch2	coch2	NOUN
eurjchem-900	215	17	)	)	PUNCT
eurjchem-900	215	18	,	,	PUNCT
eurjchem-900	215	19	2.85	2.85	NUM
eurjchem-900	215	20	(	(	PUNCT
eurjchem-900	215	21	m	m	PROPN
eurjchem-900	215	22	,	,	PUNCT
eurjchem-900	215	23	4h	4h	NUM
eurjchem-900	215	24	,	,	PUNCT
eurjchem-900	215	25	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	215	26	moiety	moiety	NOUN
eurjchem-900	215	27	)	)	PUNCT
eurjchem-900	215	28	,	,	PUNCT
eurjchem-900	215	29	2.41	2.41	NUM
eurjchem-900	215	30	(	(	PUNCT
eurjchem-900	215	31	s	s	PROPN
eurjchem-900	215	32	,	,	PUNCT
eurjchem-900	215	33	3h	3h	NUM
eurjchem-900	215	34	,	,	PUNCT
eurjchem-900	215	35	ch3	ch3	PROPN
eurjchem-900	215	36	)	)	PUNCT
eurjchem-900	215	37	,	,	PUNCT
eurjchem-900	215	38	1.65	1.65	NUM
eurjchem-900	215	39	(	(	PUNCT
eurjchem-900	215	40	m	m	PROPN
eurjchem-900	215	41	,	,	PUNCT
eurjchem-900	215	42	4h	4h	NUM
eurjchem-900	215	43	,	,	PUNCT
eurjchem-900	215	44	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	215	45	moiety	moiety	NOUN
eurjchem-900	215	46	)	)	PUNCT
eurjchem-900	215	47	.	.	PUNCT
eurjchem-900	216	1	ms	ms	NOUN
eurjchem-900	216	2	(	(	PUNCT
eurjchem-900	216	3	ei	ei	PROPN
eurjchem-900	216	4	,	,	PUNCT
eurjchem-900	216	5	m	m	PROPN
eurjchem-900	216	6	/	/	SYM
eurjchem-900	216	7	z	z	PROPN
eurjchem-900	216	8	(	(	PUNCT
eurjchem-900	216	9	%	%	NOUN
eurjchem-900	216	10	)	)	PUNCT
eurjchem-900	216	11	):	):	PUNCT
eurjchem-900	216	12	304	304	NUM
eurjchem-900	216	13	(	(	PUNCT
eurjchem-900	216	14	[	[	X
eurjchem-900	216	15	m‐	m‐	X
eurjchem-900	216	16	c6h4ch3	c6h4ch3	PROPN
eurjchem-900	216	17	(	(	PUNCT
eurjchem-900	216	18	4	4	NUM
eurjchem-900	216	19	)	)	PUNCT
eurjchem-900	216	20	]	]	PUNCT
eurjchem-900	216	21	,	,	PUNCT
eurjchem-900	216	22	0.65	0.65	NUM
eurjchem-900	216	23	)	)	PUNCT
eurjchem-900	216	24	,	,	PUNCT
eurjchem-900	216	25	159	159	NUM
eurjchem-900	216	26	(	(	PUNCT
eurjchem-900	216	27	100.0	100.0	NUM
eurjchem-900	216	28	)	)	PUNCT
eurjchem-900	216	29	,	,	PUNCT
eurjchem-900	216	30	131	131	NUM
eurjchem-900	216	31	(	(	PUNCT
eurjchem-900	216	32	17.05	17.05	NUM
eurjchem-900	216	33	)	)	PUNCT
eurjchem-900	216	34	,	,	PUNCT
eurjchem-900	216	35	91	91	NUM
eurjchem-900	216	36	(	(	PUNCT
eurjchem-900	216	37	17.05	17.05	NUM
eurjchem-900	216	38	)	)	PUNCT
eurjchem-900	216	39	.	.	PUNCT
eurjchem-900	217	1	2.2.15	2.2.15	X
eurjchem-900	217	2	.	.	PUNCT
eurjchem-900	218	1	reaction	reaction	NOUN
eurjchem-900	218	2	of	of	ADP
eurjchem-900	218	3	acid	acid	NOUN
eurjchem-900	218	4	1	1	NUM
eurjchem-900	218	5	with	with	ADP
eurjchem-900	218	6	phenol	phenol	NOUN
eurjchem-900	218	7	,	,	PUNCT
eurjchem-900	218	8	α‐	α‐	PROPN
eurjchem-900	218	9	and	and	CCONJ
eurjchem-900	218	10	/	/	SYM
eurjchem-900	218	11	or	or	CCONJ
eurjchem-900	218	12	β‐	β‐	PROPN
eurjchem-900	218	13	naphthols	naphthol	NOUN
eurjchem-900	218	14	to	to	ADP
eurjchem-900	218	15	a	a	DET
eurjchem-900	218	16	solution	solution	NOUN
eurjchem-900	218	17	of	of	ADP
eurjchem-900	218	18	acid	acid	PROPN
eurjchem-900	218	19	1	1	NUM
eurjchem-900	218	20	(	(	PUNCT
eurjchem-900	218	21	0.005	0.005	NUM
eurjchem-900	218	22	mmol	mmol	NOUN
eurjchem-900	218	23	,	,	PUNCT
eurjchem-900	218	24	1.15	1.15	NUM
eurjchem-900	218	25	g	g	NOUN
eurjchem-900	218	26	)	)	PUNCT
eurjchem-900	218	27	in	in	ADP
eurjchem-900	218	28	ethanol	ethanol	NOUN
eurjchem-900	218	29	(	(	PUNCT
eurjchem-900	218	30	30	30	NUM
eurjchem-900	218	31	ml	ml	NOUN
eurjchem-900	218	32	)	)	PUNCT
eurjchem-900	218	33	,	,	PUNCT
eurjchem-900	218	34	phenol	phenol	NOUN
eurjchem-900	218	35	α‐	α‐	PROPN
eurjchem-900	218	36	and/or	and/or	CCONJ
eurjchem-900	218	37	β‐naphthols	β‐naphthols	PUNCT
eurjchem-900	218	38	(	(	PUNCT
eurjchem-900	218	39	0.005	0.005	NUM
eurjchem-900	218	40	mmol	mmol	NOUN
eurjchem-900	218	41	)	)	PUNCT
eurjchem-900	218	42	and	and	CCONJ
eurjchem-900	218	43	(	(	PUNCT
eurjchem-900	218	44	1	1	NUM
eurjchem-900	218	45	ml	ml	NOUN
eurjchem-900	218	46	)	)	PUNCT
eurjchem-900	218	47	of	of	ADP
eurjchem-900	218	48	glacial	glacial	ADJ
eurjchem-900	218	49	acetic	acetic	ADJ
eurjchem-900	218	50	acid	acid	NOUN
eurjchem-900	218	51	was	be	AUX
eurjchem-900	218	52	added	add	VERB
eurjchem-900	218	53	.	.	PUNCT
eurjchem-900	219	1	the	the	DET
eurjchem-900	219	2	mixture	mixture	NOUN
eurjchem-900	219	3	reaction	reaction	NOUN
eurjchem-900	219	4	was	be	AUX
eurjchem-900	219	5	refluxed	refluxe	VERB
eurjchem-900	219	6	for	for	ADP
eurjchem-900	219	7	4	4	NUM
eurjchem-900	219	8	h.	h.	NOUN
eurjchem-900	219	9	left	leave	VERB
eurjchem-900	219	10	to	to	PART
eurjchem-900	219	11	cool	cool	VERB
eurjchem-900	219	12	the	the	DET
eurjchem-900	219	13	precipitated	precipitate	VERB
eurjchem-900	219	14	solid	solid	NOUN
eurjchem-900	219	15	was	be	AUX
eurjchem-900	219	16	filtered	filter	VERB
eurjchem-900	219	17	off	off	ADP
eurjchem-900	219	18	,	,	PUNCT
eurjchem-900	219	19	dried	dry	VERB
eurjchem-900	219	20	and	and	CCONJ
eurjchem-900	219	21	recrystallized	recrystallize	VERB
eurjchem-900	219	22	from	from	ADP
eurjchem-900	219	23	diluted	diluted	ADJ
eurjchem-900	219	24	dioxane	dioxane	NOUN
eurjchem-900	219	25	&	&	CCONJ
eurjchem-900	219	26	benzene	benzene	PROPN
eurjchem-900	219	27	and/or	and/or	CCONJ
eurjchem-900	219	28	dioxane	dioxane	NOUN
eurjchem-900	219	29	to	to	PART
eurjchem-900	219	30	give	give	VERB
eurjchem-900	219	31	compounds	compound	NOUN
eurjchem-900	219	32	16‐18	16‐18	NUM
eurjchem-900	219	33	,	,	PUNCT
eurjchem-900	219	34	respectively	respectively	ADV
eurjchem-900	219	35	(	(	PUNCT
eurjchem-900	219	36	scheme	scheme	NOUN
eurjchem-900	219	37	4	4	NUM
eurjchem-900	219	38	)	)	PUNCT
eurjchem-900	219	39	.	.	PUNCT
eurjchem-900	220	1	4‐(1,2,3,4‐tetrahydronaphthalene‐6‐carbonyl)‐3,4‐dihydro	4‐(1,2,3,4‐tetrahydronaphthalene‐6‐carbonyl)‐3,4‐dihydro	NUM
eurjchem-900	220	2	chromen‐2‐one	chromen‐2‐one	NUM
eurjchem-900	221	1	(	(	PUNCT
eurjchem-900	221	2	16	16	NUM
eurjchem-900	221	3	):	):	PUNCT
eurjchem-900	221	4	color	color	NOUN
eurjchem-900	221	5	:	:	PUNCT
eurjchem-900	221	6	brown	brown	ADJ
eurjchem-900	221	7	.	.	PUNCT
eurjchem-900	221	8	yield	yield	NOUN
eurjchem-900	221	9	:	:	PUNCT
eurjchem-900	221	10	42	42	NUM
eurjchem-900	221	11	%	%	NOUN
eurjchem-900	221	12	.	.	PUNCT
eurjchem-900	222	1	m.p	m.p	PROPN
eurjchem-900	222	2	.	.	PROPN
eurjchem-900	222	3	:	:	PUNCT
eurjchem-900	223	1	152	152	NUM
eurjchem-900	223	2	c	c	VERB
eurjchem-900	223	3	decomp	decomp	NOUN
eurjchem-900	223	4	.	.	PUNCT
eurjchem-900	224	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	224	2	(	(	PUNCT
eurjchem-900	224	3	kbr	kbr	PROPN
eurjchem-900	224	4	,	,	PUNCT
eurjchem-900	224	5	ν	ν	PROPN
eurjchem-900	224	6	,	,	PUNCT
eurjchem-900	224	7	cm‐1	cm‐1	PROPN
eurjchem-900	224	8	):	):	PUNCT
eurjchem-900	224	9	1730	1730	NUM
eurjchem-900	224	10	(	(	PUNCT
eurjchem-900	224	11	νc	νc	X
eurjchem-900	224	12	=	=	ADJ
eurjchem-900	224	13	o	o	NOUN
eurjchem-900	224	14	,	,	PUNCT
eurjchem-900	224	15	coumarin	coumarin	NOUN
eurjchem-900	224	16	)	)	PUNCT
eurjchem-900	224	17	,	,	PUNCT
eurjchem-900	224	18	1679	1679	NUM
eurjchem-900	224	19	(	(	PUNCT
eurjchem-900	224	20	νc	νc	NOUN
eurjchem-900	224	21	=	=	ADJ
eurjchem-900	224	22	o	o	NOUN
eurjchem-900	224	23	,	,	PUNCT
eurjchem-900	224	24	ketone	ketone	NOUN
eurjchem-900	224	25	)	)	PUNCT
eurjchem-900	224	26	,	,	PUNCT
eurjchem-900	224	27	1604	1604	NUM
eurjchem-900	224	28	(	(	PUNCT
eurjchem-900	224	29	νc	νc	X
eurjchem-900	224	30	=	=	SYM
eurjchem-900	224	31	c	c	NOUN
eurjchem-900	224	32	)	)	PUNCT
eurjchem-900	224	33	.	.	PUNCT
eurjchem-900	225	1	1h	1h	NUM
eurjchem-900	225	2	nmr	nmr	NOUN
eurjchem-900	225	3	(	(	PUNCT
eurjchem-900	225	4	300	300	NUM
eurjchem-900	225	5	mhz	mhz	NOUN
eurjchem-900	225	6	,	,	PUNCT
eurjchem-900	225	7	cdcl3	cdcl3	PROPN
eurjchem-900	225	8	,	,	PUNCT
eurjchem-900	225	9	δ	δ	PROPN
eurjchem-900	225	10	,	,	PUNCT
eurjchem-900	225	11	ppm	ppm	NUM
eurjchem-900	225	12	):	):	PUNCT
eurjchem-900	225	13	7.62‐	7.62‐	NUM
eurjchem-900	225	14	7.13	7.13	NUM
eurjchem-900	225	15	(	(	PUNCT
eurjchem-900	225	16	m	m	PROPN
eurjchem-900	225	17	,	,	PUNCT
eurjchem-900	225	18	7h	7h	PROPN
eurjchem-900	225	19	,	,	PUNCT
eurjchem-900	225	20	ar‐h	ar‐h	PROPN
eurjchem-900	225	21	)	)	PUNCT
eurjchem-900	225	22	,	,	PUNCT
eurjchem-900	225	23	4.02	4.02	NUM
eurjchem-900	225	24	(	(	PUNCT
eurjchem-900	225	25	t	t	PROPN
eurjchem-900	225	26	,	,	PUNCT
eurjchem-900	225	27	1h	1h	NUM
eurjchem-900	225	28	,	,	PUNCT
eurjchem-900	225	29	coumarin	coumarin	NOUN
eurjchem-900	225	30	moiety	moiety	NOUN
eurjchem-900	225	31	)	)	PUNCT
eurjchem-900	225	32	,	,	PUNCT
eurjchem-900	225	33	2.79	2.79	NUM
eurjchem-900	225	34	(	(	PUNCT
eurjchem-900	225	35	d	d	PROPN
eurjchem-900	225	36	,	,	PUNCT
eurjchem-900	225	37	2h	2h	NUM
eurjchem-900	225	38	,	,	PUNCT
eurjchem-900	225	39	coumarin	coumarin	NOUN
eurjchem-900	225	40	moiety	moiety	NOUN
eurjchem-900	225	41	)	)	PUNCT
eurjchem-900	225	42	,	,	PUNCT
eurjchem-900	225	43	1.80	1.80	NUM
eurjchem-900	225	44	(	(	PUNCT
eurjchem-900	225	45	m	m	PROPN
eurjchem-900	225	46	,	,	PUNCT
eurjchem-900	225	47	4h	4h	NUM
eurjchem-900	225	48	,	,	PUNCT
eurjchem-900	225	49	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	225	50	moiety	moiety	NOUN
eurjchem-900	225	51	)	)	PUNCT
eurjchem-900	225	52	,	,	PUNCT
eurjchem-900	225	53	1.25	1.25	NUM
eurjchem-900	225	54	(	(	PUNCT
eurjchem-900	225	55	m	m	PROPN
eurjchem-900	225	56	,	,	PUNCT
eurjchem-900	225	57	4h	4h	NUM
eurjchem-900	225	58	,	,	PUNCT
eurjchem-900	225	59	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	225	60	moiety	moiety	NOUN
eurjchem-900	225	61	)	)	PUNCT
eurjchem-900	225	62	.	.	PUNCT
eurjchem-900	226	1	ms	ms	NOUN
eurjchem-900	226	2	(	(	PUNCT
eurjchem-900	226	3	ei	ei	PROPN
eurjchem-900	226	4	,	,	PUNCT
eurjchem-900	226	5	m	m	PROPN
eurjchem-900	226	6	/	/	SYM
eurjchem-900	226	7	z	z	PROPN
eurjchem-900	226	8	(	(	PUNCT
eurjchem-900	226	9	%	%	NOUN
eurjchem-900	226	10	)	)	PUNCT
eurjchem-900	226	11	):	):	PUNCT
eurjchem-900	226	12	306	306	NUM
eurjchem-900	226	13	(	(	PUNCT
eurjchem-900	226	14	m	m	PROPN
eurjchem-900	226	15	,	,	PUNCT
eurjchem-900	226	16	20.98	20.98	NUM
eurjchem-900	226	17	)	)	PUNCT
eurjchem-900	226	18	,	,	PUNCT
eurjchem-900	226	19	159	159	NUM
eurjchem-900	226	20	(	(	PUNCT
eurjchem-900	226	21	100.0	100.0	NUM
eurjchem-900	226	22	)	)	PUNCT
eurjchem-900	226	23	,	,	PUNCT
eurjchem-900	226	24	147	147	NUM
eurjchem-900	226	25	(	(	PUNCT
eurjchem-900	226	26	20.40	20.40	NUM
eurjchem-900	226	27	)	)	PUNCT
eurjchem-900	226	28	,	,	PUNCT
eurjchem-900	226	29	131	131	NUM
eurjchem-900	226	30	(	(	PUNCT
eurjchem-900	226	31	3.74	3.74	NUM
eurjchem-900	226	32	)	)	PUNCT
eurjchem-900	226	33	,	,	PUNCT
eurjchem-900	226	34	119	119	NUM
eurjchem-900	226	35	(	(	PUNCT
eurjchem-900	226	36	6.90	6.90	NUM
eurjchem-900	226	37	)	)	PUNCT
eurjchem-900	226	38	.	.	PUNCT
eurjchem-900	227	1	4‐(1,2,3,4‐tetrahydronaphthalene‐7‐carbonyl)‐3,4‐dihydro	4‐(1,2,3,4‐tetrahydronaphthalene‐7‐carbonyl)‐3,4‐dihydro	NUM
eurjchem-900	227	2	benzo[h]chromen‐2‐one	benzo[h]chromen‐2‐one	NUM
eurjchem-900	227	3	(	(	PUNCT
eurjchem-900	227	4	17	17	NUM
eurjchem-900	227	5	):	):	PUNCT
eurjchem-900	227	6	color	color	NOUN
eurjchem-900	227	7	:	:	PUNCT
eurjchem-900	227	8	brownish	brownish	ADJ
eurjchem-900	227	9	yellow	yellow	ADJ
eurjchem-900	227	10	.	.	PUNCT
eurjchem-900	228	1	yield	yield	NOUN
eurjchem-900	228	2	:	:	PUNCT
eurjchem-900	228	3	31	31	NUM
eurjchem-900	228	4	%	%	NOUN
eurjchem-900	228	5	.	.	PUNCT
eurjchem-900	229	1	m.p	m.p	PROPN
eurjchem-900	229	2	.	.	PROPN
eurjchem-900	229	3	:	:	PUNCT
eurjchem-900	230	1	>	>	X
eurjchem-900	230	2	300	300	NUM
eurjchem-900	230	3	c	c	VERB
eurjchem-900	230	4	.	.	PUNCT
eurjchem-900	231	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	231	2	(	(	PUNCT
eurjchem-900	231	3	kbr	kbr	PROPN
eurjchem-900	231	4	,	,	PUNCT
eurjchem-900	231	5	ν	ν	PROPN
eurjchem-900	231	6	,	,	PUNCT
eurjchem-900	231	7	cm‐1	cm‐1	PROPN
eurjchem-900	231	8	):	):	PUNCT
eurjchem-900	231	9	1724	1724	NUM
eurjchem-900	231	10	(	(	PUNCT
eurjchem-900	231	11	νc	νc	NOUN
eurjchem-900	231	12	=	=	NOUN
eurjchem-900	231	13	o	o	NOUN
eurjchem-900	231	14	coumarin	coumarin	NOUN
eurjchem-900	231	15	)	)	PUNCT
eurjchem-900	231	16	,	,	PUNCT
eurjchem-900	231	17	1677	1677	NUM
eurjchem-900	231	18	(	(	PUNCT
eurjchem-900	231	19	νc	νc	NOUN
eurjchem-900	231	20	=	=	NOUN
eurjchem-900	231	21	o	o	NOUN
eurjchem-900	231	22	ketone	ketone	NOUN
eurjchem-900	231	23	)	)	PUNCT
eurjchem-900	231	24	,	,	PUNCT
eurjchem-900	231	25	1603	1603	NUM
eurjchem-900	231	26	(	(	PUNCT
eurjchem-900	231	27	νc	νc	X
eurjchem-900	231	28	=	=	SYM
eurjchem-900	231	29	c	c	NOUN
eurjchem-900	231	30	)	)	PUNCT
eurjchem-900	231	31	.	.	PUNCT
eurjchem-900	232	1	1h	1h	NUM
eurjchem-900	232	2	nmr	nmr	NOUN
eurjchem-900	232	3	(	(	PUNCT
eurjchem-900	232	4	300	300	NUM
eurjchem-900	232	5	mhz	mhz	NOUN
eurjchem-900	232	6	,	,	PUNCT
eurjchem-900	232	7	cdcl3	cdcl3	PROPN
eurjchem-900	232	8	,	,	PUNCT
eurjchem-900	232	9	δ	δ	PROPN
eurjchem-900	232	10	,	,	PUNCT
eurjchem-900	232	11	ppm	ppm	NUM
eurjchem-900	232	12	):	):	PUNCT
eurjchem-900	232	13	7.90‐7.22	7.90‐7.22	NUM
eurjchem-900	232	14	(	(	PUNCT
eurjchem-900	232	15	m	m	PROPN
eurjchem-900	232	16	,	,	PUNCT
eurjchem-900	232	17	9h	9h	NUM
eurjchem-900	232	18	,	,	PUNCT
eurjchem-900	232	19	ar‐h	ar‐h	NOUN
eurjchem-900	232	20	)	)	PUNCT
eurjchem-900	232	21	,	,	PUNCT
eurjchem-900	232	22	4.32	4.32	NUM
eurjchem-900	232	23	(	(	PUNCT
eurjchem-900	232	24	t	t	PROPN
eurjchem-900	232	25	,	,	PUNCT
eurjchem-900	232	26	1h	1h	NUM
eurjchem-900	232	27	,	,	PUNCT
eurjchem-900	232	28	coumarin	coumarin	NOUN
eurjchem-900	232	29	moiety	moiety	NOUN
eurjchem-900	232	30	)	)	PUNCT
eurjchem-900	232	31	,	,	PUNCT
eurjchem-900	232	32	2.82	2.82	NUM
eurjchem-900	232	33	(	(	PUNCT
eurjchem-900	232	34	d	d	NOUN
eurjchem-900	232	35	,	,	PUNCT
eurjchem-900	232	36	2h	2h	NUM
eurjchem-900	232	37	,	,	PUNCT
eurjchem-900	232	38	coumarin	coumarin	NOUN
eurjchem-900	232	39	moiety	moiety	NOUN
eurjchem-900	232	40	)	)	PUNCT
eurjchem-900	232	41	,	,	PUNCT
eurjchem-900	232	42	2.06	2.06	NUM
eurjchem-900	232	43	(	(	PUNCT
eurjchem-900	232	44	m	m	PROPN
eurjchem-900	232	45	,	,	PUNCT
eurjchem-900	232	46	4h	4h	NOUN
eurjchem-900	232	47	,	,	PUNCT
eurjchem-900	232	48	tetrahydronapht	tetrahydronapht	VERB
eurjchem-900	232	49	halene	halene	NOUN
eurjchem-900	232	50	moiety	moiety	PROPN
eurjchem-900	232	51	)	)	PUNCT
eurjchem-900	232	52	,	,	PUNCT
eurjchem-900	232	53	1.58	1.58	NUM
eurjchem-900	232	54	(	(	PUNCT
eurjchem-900	232	55	m	m	PROPN
eurjchem-900	232	56	,	,	PUNCT
eurjchem-900	232	57	4h	4h	NUM
eurjchem-900	232	58	,	,	PUNCT
eurjchem-900	232	59	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	232	60	moiety	moiety	NOUN
eurjchem-900	232	61	)	)	PUNCT
eurjchem-900	232	62	.	.	PUNCT
eurjchem-900	233	1	ms	ms	NOUN
eurjchem-900	233	2	(	(	PUNCT
eurjchem-900	233	3	ei	ei	PROPN
eurjchem-900	233	4	,	,	PUNCT
eurjchem-900	233	5	m	m	PROPN
eurjchem-900	233	6	/	/	SYM
eurjchem-900	233	7	z	z	PROPN
eurjchem-900	233	8	(	(	PUNCT
eurjchem-900	233	9	%	%	NOUN
eurjchem-900	233	10	)	)	PUNCT
eurjchem-900	233	11	):	):	PUNCT
eurjchem-900	233	12	356	356	NUM
eurjchem-900	233	13	(	(	PUNCT
eurjchem-900	233	14	m	m	PROPN
eurjchem-900	233	15	,	,	PUNCT
eurjchem-900	233	16	23.1	23.1	NUM
eurjchem-900	233	17	)	)	PUNCT
eurjchem-900	233	18	,	,	PUNCT
eurjchem-900	233	19	230	230	NUM
eurjchem-900	233	20	(	(	PUNCT
eurjchem-900	233	21	20.5	20.5	NUM
eurjchem-900	233	22	)	)	PUNCT
eurjchem-900	233	23	,	,	PUNCT
eurjchem-900	233	24	184	184	NUM
eurjchem-900	233	25	(	(	PUNCT
eurjchem-900	233	26	25.1	25.1	NUM
eurjchem-900	233	27	)	)	PUNCT
eurjchem-900	233	28	,	,	PUNCT
eurjchem-900	233	29	159	159	NUM
eurjchem-900	233	30	(	(	PUNCT
eurjchem-900	233	31	100.0	100.0	NUM
eurjchem-900	233	32	)	)	PUNCT
eurjchem-900	233	33	,	,	PUNCT
eurjchem-900	233	34	131	131	NUM
eurjchem-900	233	35	(	(	PUNCT
eurjchem-900	233	36	42.2	42.2	NUM
eurjchem-900	233	37	)	)	PUNCT
eurjchem-900	233	38	,	,	PUNCT
eurjchem-900	233	39	91	91	NUM
eurjchem-900	233	40	(	(	PUNCT
eurjchem-900	233	41	53.1	53.1	NUM
eurjchem-900	233	42	)	)	PUNCT
eurjchem-900	233	43	.	.	PUNCT
eurjchem-900	234	1	1‐(1,2,3,4‐tetrahydronaphthalene‐7‐carbonyl)‐1,2‐di‐hydro	1‐(1,2,3,4‐tetrahydronaphthalene‐7‐carbonyl)‐1,2‐di‐hydro	NUM
eurjchem-900	234	2	benzo[f]chromen‐3‐one	benzo[f]chromen‐3‐one	NOUN
eurjchem-900	234	3	(	(	PUNCT
eurjchem-900	234	4	18	18	NUM
eurjchem-900	234	5	):	):	PUNCT
eurjchem-900	234	6	color	color	NOUN
eurjchem-900	234	7	:	:	PUNCT
eurjchem-900	234	8	pale	pale	ADJ
eurjchem-900	234	9	brown	brown	NOUN
eurjchem-900	234	10	.	.	PUNCT
eurjchem-900	235	1	yield	yield	NOUN
eurjchem-900	235	2	:	:	PUNCT
eurjchem-900	235	3	30	30	NUM
eurjchem-900	235	4	%	%	NOUN
eurjchem-900	235	5	.	.	PUNCT
eurjchem-900	236	1	m.p	m.p	PROPN
eurjchem-900	236	2	.	.	PROPN
eurjchem-900	236	3	:	:	PUNCT
eurjchem-900	237	1	>	>	X
eurjchem-900	237	2	300	300	NUM
eurjchem-900	237	3	c	c	VERB
eurjchem-900	237	4	.	.	PUNCT
eurjchem-900	238	1	ft‐ir	ft‐ir	NOUN
eurjchem-900	238	2	(	(	PUNCT
eurjchem-900	238	3	kbr	kbr	PROPN
eurjchem-900	238	4	,	,	PUNCT
eurjchem-900	238	5	ν	ν	PROPN
eurjchem-900	238	6	,	,	PUNCT
eurjchem-900	238	7	cm‐1	cm‐1	PROPN
eurjchem-900	238	8	):	):	PUNCT
eurjchem-900	238	9	1738	1738	NUM
eurjchem-900	238	10	(	(	PUNCT
eurjchem-900	238	11	νc	νc	NOUN
eurjchem-900	238	12	=	=	NOUN
eurjchem-900	238	13	o	o	NOUN
eurjchem-900	238	14	coumarin	coumarin	NOUN
eurjchem-900	238	15	)	)	PUNCT
eurjchem-900	238	16	,	,	PUNCT
eurjchem-900	238	17	1679	1679	NUM
eurjchem-900	238	18	(	(	PUNCT
eurjchem-900	238	19	νc	νc	NOUN
eurjchem-900	238	20	=	=	NOUN
eurjchem-900	238	21	o	o	NOUN
eurjchem-900	238	22	ketone	ketone	NOUN
eurjchem-900	238	23	)	)	PUNCT
eurjchem-900	238	24	,	,	PUNCT
eurjchem-900	238	25	1603	1603	NUM
eurjchem-900	238	26	(	(	PUNCT
eurjchem-900	238	27	νc	νc	X
eurjchem-900	238	28	=	=	SYM
eurjchem-900	238	29	c	c	NOUN
eurjchem-900	238	30	)	)	PUNCT
eurjchem-900	238	31	.	.	PUNCT
eurjchem-900	239	1	1h	1h	NUM
eurjchem-900	239	2	nmr	nmr	NOUN
eurjchem-900	239	3	(	(	PUNCT
eurjchem-900	239	4	300	300	NUM
eurjchem-900	239	5	mhz	mhz	NOUN
eurjchem-900	239	6	,	,	PUNCT
eurjchem-900	239	7	cdcl3	cdcl3	PROPN
eurjchem-900	239	8	,	,	PUNCT
eurjchem-900	239	9	δ	δ	PROPN
eurjchem-900	239	10	,	,	PUNCT
eurjchem-900	239	11	ppm	ppm	NOUN
eurjchem-900	239	12	):	):	PUNCT
eurjchem-900	239	13	7.85‐7.09	7.85‐7.09	NUM
eurjchem-900	239	14	(	(	PUNCT
eurjchem-900	239	15	m	m	PROPN
eurjchem-900	239	16	,	,	PUNCT
eurjchem-900	239	17	9h	9h	NUM
eurjchem-900	239	18	,	,	PUNCT
eurjchem-900	239	19	arh	arh	PROPN
eurjchem-900	239	20	)	)	PUNCT
eurjchem-900	239	21	,	,	PUNCT
eurjchem-900	239	22	4.52	4.52	NUM
eurjchem-900	239	23	(	(	PUNCT
eurjchem-900	239	24	t	t	PROPN
eurjchem-900	239	25	,	,	PUNCT
eurjchem-900	239	26	1h	1h	NUM
eurjchem-900	239	27	,	,	PUNCT
eurjchem-900	239	28	chromenone	chromenone	PROPN
eurjchem-900	239	29	moiety	moiety	NOUN
eurjchem-900	239	30	)	)	PUNCT
eurjchem-900	239	31	,	,	PUNCT
eurjchem-900	239	32	2.77	2.77	NUM
eurjchem-900	239	33	(	(	PUNCT
eurjchem-900	239	34	d	d	PROPN
eurjchem-900	239	35	,	,	PUNCT
eurjchem-900	239	36	2h	2h	NUM
eurjchem-900	239	37	,	,	PUNCT
eurjchem-900	239	38	chromenone	chromenone	PROPN
eurjchem-900	239	39	moiety	moiety	NOUN
eurjchem-900	239	40	)	)	PUNCT
eurjchem-900	239	41	,	,	PUNCT
eurjchem-900	239	42	2.10	2.10	NUM
eurjchem-900	239	43	(	(	PUNCT
eurjchem-900	239	44	m	m	PROPN
eurjchem-900	239	45	,	,	PUNCT
eurjchem-900	239	46	4h	4h	NOUN
eurjchem-900	239	47	,	,	PUNCT
eurjchem-900	239	48	tetrahydro	tetrahydro	PROPN
eurjchem-900	239	49	naphthalene	naphthalene	NOUN
eurjchem-900	239	50	moiety	moiety	PROPN
eurjchem-900	239	51	)	)	PUNCT
eurjchem-900	239	52	,	,	PUNCT
eurjchem-900	239	53	1.64	1.64	NUM
eurjchem-900	239	54	(	(	PUNCT
eurjchem-900	239	55	m	m	PROPN
eurjchem-900	239	56	,	,	PUNCT
eurjchem-900	239	57	4h	4h	NUM
eurjchem-900	239	58	,	,	PUNCT
eurjchem-900	239	59	tetrahydronaphthalene	tetrahydronaphthalene	NOUN
eurjchem-900	239	60	moiety	moiety	NOUN
eurjchem-900	239	61	)	)	PUNCT
eurjchem-900	239	62	.	.	PUNCT
eurjchem-900	240	1	ms	ms	NOUN
eurjchem-900	240	2	(	(	PUNCT
eurjchem-900	240	3	ei	ei	PROPN
eurjchem-900	240	4	,	,	PUNCT
eurjchem-900	240	5	m	m	PROPN
eurjchem-900	240	6	/	/	SYM
eurjchem-900	240	7	z	z	PROPN
eurjchem-900	240	8	(	(	PUNCT
eurjchem-900	240	9	%	%	NOUN
eurjchem-900	240	10	)	)	PUNCT
eurjchem-900	240	11	):	):	PUNCT
eurjchem-900	240	12	356	356	NUM
eurjchem-900	240	13	(	(	PUNCT
eurjchem-900	240	14	m	m	PROPN
eurjchem-900	240	15	,	,	PUNCT
eurjchem-900	240	16	3.1	3.1	NUM
eurjchem-900	240	17	)	)	PUNCT
eurjchem-900	240	18	,	,	PUNCT
eurjchem-900	240	19	230	230	NUM
eurjchem-900	240	20	(	(	PUNCT
eurjchem-900	240	21	17.4	17.4	NUM
eurjchem-900	240	22	)	)	PUNCT
eurjchem-900	240	23	,	,	PUNCT
eurjchem-900	240	24	184	184	NUM
eurjchem-900	240	25	(	(	PUNCT
eurjchem-900	240	26	15.1	15.1	NUM
eurjchem-900	240	27	)	)	PUNCT
eurjchem-900	240	28	,	,	PUNCT
eurjchem-900	240	29	159	159	NUM
eurjchem-900	240	30	(	(	PUNCT
eurjchem-900	240	31	100.0	100.0	NUM
eurjchem-900	240	32	)	)	PUNCT
eurjchem-900	240	33	,	,	PUNCT
eurjchem-900	240	34	131	131	NUM
eurjchem-900	240	35	(	(	PUNCT
eurjchem-900	240	36	31.8	31.8	NUM
eurjchem-900	240	37	)	)	PUNCT
eurjchem-900	240	38	,	,	PUNCT
eurjchem-900	240	39	91	91	NUM
eurjchem-900	240	40	(	(	PUNCT
eurjchem-900	240	41	33.7	33.7	NUM
eurjchem-900	240	42	)	)	PUNCT
eurjchem-900	240	43	.	.	PUNCT
eurjchem-900	241	1	salem	salem	PROPN
eurjchem-900	241	2	et	et	PROPN
eurjchem-900	241	3	al	al	PROPN
eurjchem-900	241	4	.	.	PUNCT
eurjchem-900	241	5	/	/	SYM
eurjchem-900	241	6	european	european	PROPN
eurjchem-900	241	7	journal	journal	PROPN
eurjchem-900	241	8	of	of	ADP
eurjchem-900	241	9	chemistry	chemistry	NOUN
eurjchem-900	241	10	5	5	NUM
eurjchem-900	241	11	(	(	PUNCT
eurjchem-900	241	12	1	1	NUM
eurjchem-900	241	13	)	)	PUNCT
eurjchem-900	241	14	(	(	PUNCT
eurjchem-900	241	15	2014	2014	NUM
eurjchem-900	241	16	)	)	PUNCT
eurjchem-900	241	17	33‐40	33‐40	NOUN
eurjchem-900	241	18	39	39	NUM
eurjchem-900	241	19	h2n	h2n	PROPN
eurjchem-900	241	20	s	s	PART
eurjchem-900	241	21	nh2	nh2	NOUN
eurjchem-900	241	22	etoh	etoh	PROPN
eurjchem-900	242	1	n	n	CCONJ
eurjchem-900	242	2	h	h	NOUN
eurjchem-900	242	3	nh2	nh2	PROPN
eurjchem-900	243	1	o	o	NOUN
eurjchem-900	243	2	o	o	INTJ
eurjchem-900	243	3	ar	ar	NOUN
eurjchem-900	244	1	oh	oh	INTJ
eurjchem-900	244	2	s	s	NOUN
eurjchem-900	244	3	n	n	PRON
eurjchem-900	244	4	nh2	nh2	NOUN
eurjchem-900	244	5	o	o	NOUN
eurjchem-900	245	1	o	o	X
eurjchem-900	245	2	ar	ar	NOUN
eurjchem-900	246	1	oh	oh	INTJ
eurjchem-900	246	2	sh	sh	INTJ
eurjchem-900	246	3	+	+	NOUN
eurjchem-900	246	4	h+	h+	X
eurjchem-900	246	5	n	n	CCONJ
eurjchem-900	246	6	nh2	nh2	PROPN
eurjchem-900	246	7	o	o	NOUN
eurjchem-900	246	8	o	o	X
eurjchem-900	246	9	ar	ar	PROPN
eurjchem-900	247	1	+	+	NOUN
eurjchem-900	247	2	oh2	oh2	NOUN
eurjchem-900	247	3	:	:	PUNCT
eurjchem-900	247	4	sh	sh	PROPN
eurjchem-900	247	5	-h+	-h+	PROPN
eurjchem-900	247	6	-h2o	-h2o	NOUN
eurjchem-900	247	7	s	s	NOUN
eurjchem-900	247	8	n	n	PRON
eurjchem-900	247	9	o	o	NOUN
eurjchem-900	247	10	arn	arn	NOUN
eurjchem-900	247	11	nh2	nh2	PROPN
eurjchem-900	247	12	oo	oo	INTJ
eurjchem-900	247	13	ar	ar	PROPN
eurjchem-900	247	14	h2o	h2o	PROPN
eurjchem-900	247	15	+	+	CCONJ
eurjchem-900	247	16	s	s	PART
eurjchem-900	247	17	ar	ar	NOUN
eurjchem-900	247	18	o	o	NOUN
eurjchem-900	248	1	oh	oh	INTJ
eurjchem-900	248	2	o	o	INTJ
eurjchem-900	249	1	nh2	nh2	PROPN
eurjchem-900	249	2	o	o	NOUN
eurjchem-900	249	3	7	7	NUM
eurjchem-900	249	4	scheme	scheme	NOUN
eurjchem-900	249	5	5	5	NUM
eurjchem-900	249	6	scheme	scheme	NOUN
eurjchem-900	249	7	6	6	NUM
eurjchem-900	249	8	3	3	NUM
eurjchem-900	249	9	.	.	PUNCT
eurjchem-900	249	10	results	result	NOUN
eurjchem-900	249	11	and	and	CCONJ
eurjchem-900	249	12	discussion	discussion	NOUN
eurjchem-900	249	13	3.1	3.1	NUM
eurjchem-900	249	14	.	.	PUNCT
eurjchem-900	250	1	chemistry	chemistry	NOUN
eurjchem-900	250	2	when	when	SCONJ
eurjchem-900	250	3	acid	acid	PROPN
eurjchem-900	250	4	1	1	NUM
eurjchem-900	250	5	was	be	AUX
eurjchem-900	250	6	submitted	submit	VERB
eurjchem-900	250	7	to	to	PART
eurjchem-900	250	8	react	react	VERB
eurjchem-900	250	9	with	with	ADP
eurjchem-900	250	10	cyclohexanone	cyclohexanone	ADJ
eurjchem-900	250	11	and/or	and/or	CCONJ
eurjchem-900	250	12	camphor	camphor	NOUN
eurjchem-900	250	13	in	in	ADP
eurjchem-900	250	14	the	the	DET
eurjchem-900	250	15	presence	presence	NOUN
eurjchem-900	250	16	of	of	ADP
eurjchem-900	250	17	alcoholic	alcoholic	ADJ
eurjchem-900	250	18	sodium	sodium	NOUN
eurjchem-900	250	19	hydroxide	hydroxide	NOUN
eurjchem-900	250	20	,	,	PUNCT
eurjchem-900	250	21	it	it	PRON
eurjchem-900	250	22	underwent	undergo	VERB
eurjchem-900	250	23	carba‐michael	carba‐michael	VERB
eurjchem-900	250	24	addition	addition	NOUN
eurjchem-900	250	25	to	to	PART
eurjchem-900	250	26	yield	yield	VERB
eurjchem-900	250	27	4‐oxobutanoic	4‐oxobutanoic	ADJ
eurjchem-900	250	28	acid	acid	NOUN
eurjchem-900	250	29	derivatives	derivative	NOUN
eurjchem-900	250	30	2a	2a	NUM
eurjchem-900	250	31	,	,	PUNCT
eurjchem-900	250	32	b	b	NOUN
eurjchem-900	250	33	,	,	PUNCT
eurjchem-900	250	34	respectively	respectively	ADV
eurjchem-900	250	35	.	.	PUNCT
eurjchem-900	251	1	michael	michael	PROPN
eurjchem-900	251	2	adduct	adduct	VERB
eurjchem-900	251	3	2a	2a	NUM
eurjchem-900	251	4	,	,	PUNCT
eurjchem-900	251	5	b	b	PROPN
eurjchem-900	251	6	has	have	AUX
eurjchem-900	251	7	been	be	AUX
eurjchem-900	251	8	allowed	allow	VERB
eurjchem-900	251	9	to	to	PART
eurjchem-900	251	10	react	react	VERB
eurjchem-900	251	11	with	with	ADP
eurjchem-900	251	12	hydrazine	hydrazine	NOUN
eurjchem-900	251	13	hydrate	hydrate	NOUN
eurjchem-900	251	14	in	in	ADP
eurjchem-900	251	15	1:1	1:1	NUM
eurjchem-900	251	16	molar	molar	ADJ
eurjchem-900	251	17	ratio	ratio	NOUN
eurjchem-900	251	18	in	in	ADP
eurjchem-900	251	19	boiling	boiling	NOUN
eurjchem-900	251	20	ethanol	ethanol	NOUN
eurjchem-900	251	21	to	to	PART
eurjchem-900	251	22	afford	afford	VERB
eurjchem-900	251	23	the	the	DET
eurjchem-900	251	24	pyridazinone	pyridazinone	NOUN
eurjchem-900	251	25	derivatives	derivative	NOUN
eurjchem-900	251	26	,	,	PUNCT
eurjchem-900	251	27	3a	3a	NUM
eurjchem-900	251	28	,	,	PUNCT
eurjchem-900	251	29	b.	b.	PROPN
eurjchem-900	251	30	on	on	ADP
eurjchem-900	251	31	the	the	DET
eurjchem-900	251	32	other	other	ADJ
eurjchem-900	251	33	hand	hand	NOUN
eurjchem-900	251	34	,	,	PUNCT
eurjchem-900	251	35	when	when	SCONJ
eurjchem-900	251	36	the	the	DET
eurjchem-900	251	37	reaction	reaction	NOUN
eurjchem-900	251	38	was	be	AUX
eurjchem-900	251	39	conducted	conduct	VERB
eurjchem-900	251	40	in	in	ADP
eurjchem-900	251	41	the	the	DET
eurjchem-900	251	42	presence	presence	NOUN
eurjchem-900	251	43	of	of	ADP
eurjchem-900	251	44	excessive	excessive	ADJ
eurjchem-900	251	45	hydrazine	hydrazine	NOUN
eurjchem-900	251	46	hydrate	hydrate	NOUN
eurjchem-900	251	47	it	it	PRON
eurjchem-900	251	48	yielded	yield	VERB
eurjchem-900	251	49	the	the	DET
eurjchem-900	251	50	bis‐	bis‐	ADJ
eurjchem-900	251	51	hydrazone	hydrazone	NOUN
eurjchem-900	251	52	derivative	derivative	NOUN
eurjchem-900	251	53	,	,	PUNCT
eurjchem-900	251	54	followed	follow	VERB
eurjchem-900	251	55	by	by	ADP
eurjchem-900	251	56	dehydrogenation	dehydrogenation	NOUN
eurjchem-900	251	57	to	to	PART
eurjchem-900	251	58	yield	yield	VERB
eurjchem-900	251	59	the	the	DET
eurjchem-900	251	60	more	more	ADV
eurjchem-900	251	61	thermodynamically	thermodynamically	ADV
eurjchem-900	251	62	stable	stable	ADJ
eurjchem-900	251	63	products	product	NOUN
eurjchem-900	251	64	4a	4a	NOUN
eurjchem-900	251	65	,	,	PUNCT
eurjchem-900	251	66	b.	b.	PROPN
eurjchem-900	251	67	as	as	ADP
eurjchem-900	251	68	a	a	DET
eurjchem-900	251	69	part	part	NOUN
eurjchem-900	251	70	of	of	ADP
eurjchem-900	251	71	our	our	PRON
eurjchem-900	251	72	programme	programme	NOUN
eurjchem-900	251	73	involving	involve	VERB
eurjchem-900	251	74	utility	utility	NOUN
eurjchem-900	251	75	of	of	ADP
eurjchem-900	251	76	4‐(2‐tetryl)‐	4‐(2‐tetryl)‐	PROPN
eurjchem-900	251	77	4‐oxo‐but‐2‐enoic	4‐oxo‐but‐2‐enoic	PROPN
eurjchem-900	251	78	acid	acid	NOUN
eurjchem-900	251	79	(	(	PUNCT
eurjchem-900	251	80	1	1	NUM
eurjchem-900	251	81	)	)	PUNCT
eurjchem-900	251	82	in	in	ADP
eurjchem-900	251	83	the	the	DET
eurjchem-900	251	84	synthesis	synthesis	NOUN
eurjchem-900	251	85	of	of	ADP
eurjchem-900	251	86	some	some	DET
eurjchem-900	251	87	interesting	interesting	ADJ
eurjchem-900	251	88	heterocyclic	heterocyclic	ADJ
eurjchem-900	251	89	compounds	compound	NOUN
eurjchem-900	251	90	,	,	PUNCT
eurjchem-900	251	91	the	the	DET
eurjchem-900	251	92	authors	author	NOUN
eurjchem-900	251	93	sought	seek	VERB
eurjchem-900	251	94	to	to	PART
eurjchem-900	251	95	investigate	investigate	VERB
eurjchem-900	251	96	the	the	DET
eurjchem-900	251	97	behaviour	behaviour	NOUN
eurjchem-900	251	98	of	of	ADP
eurjchem-900	251	99	the	the	DET
eurjchem-900	251	100	acid	acid	NOUN
eurjchem-900	251	101	1	1	NUM
eurjchem-900	251	102	with	with	ADP
eurjchem-900	251	103	ethyl	ethyl	PROPN
eurjchem-900	251	104	cyanoacetate	cyanoacetate	NOUN
eurjchem-900	251	105	,	,	PUNCT
eurjchem-900	251	106	malononitrile	malononitrile	NOUN
eurjchem-900	251	107	and/or	and/or	CCONJ
eurjchem-900	251	108	cyclohexanone	cyclohexanone	ADJ
eurjchem-900	251	109	in	in	ADP
eurjchem-900	251	110	the	the	DET
eurjchem-900	251	111	presence	presence	NOUN
eurjchem-900	251	112	of	of	ADP
eurjchem-900	251	113	ammonium	ammonium	NOUN
eurjchem-900	251	114	acetate	acetate	NOUN
eurjchem-900	251	115	as	as	ADP
eurjchem-900	251	116	basic	basic	ADJ
eurjchem-900	251	117	catalyst	catalyst	NOUN
eurjchem-900	251	118	.	.	PUNCT
eurjchem-900	252	1	the	the	DET
eurjchem-900	252	2	isolated	isolated	ADJ
eurjchem-900	252	3	products	product	NOUN
eurjchem-900	252	4	have	have	AUX
eurjchem-900	252	5	been	be	AUX
eurjchem-900	252	6	identified	identify	VERB
eurjchem-900	252	7	as	as	ADP
eurjchem-900	252	8	2‐	2‐	NUM
eurjchem-900	252	9	amino‐3‐ethoxycarbonyl‐6‐(tetryl‐2‐yl)‐pyridine‐4‐carboxy‐lic	amino‐3‐ethoxycarbonyl‐6‐(tetryl‐2‐yl)‐pyridine‐4‐carboxy‐lic	ADJ
eurjchem-900	252	10	acid	acid	NOUN
eurjchem-900	252	11	(	(	PUNCT
eurjchem-900	252	12	5a	5a	NUM
eurjchem-900	252	13	)	)	PUNCT
eurjchem-900	252	14	,	,	PUNCT
eurjchem-900	252	15	2‐amino‐6‐tetryl‐3‐cyano‐4‐carboxylic	2‐amino‐6‐tetryl‐3‐cyano‐4‐carboxylic	PROPN
eurjchem-900	252	16	acid	acid	NOUN
eurjchem-900	252	17	(	(	PUNCT
eurjchem-900	252	18	5b	5b	NUM
eurjchem-900	252	19	)	)	PUNCT
eurjchem-900	252	20	and	and	CCONJ
eurjchem-900	252	21	2‐(2‐tetryl)‐4‐carboxy‐5,6,7,8‐tetrhydroquinoline	2‐(2‐tetryl)‐4‐carboxy‐5,6,7,8‐tetrhydroquinoline	NUM
eurjchem-900	252	22	(	(	PUNCT
eurjchem-900	252	23	5c	5c	NUM
eurjchem-900	252	24	)	)	PUNCT
eurjchem-900	252	25	,	,	PUNCT
eurjchem-900	252	26	respect‐	respect‐	VERB
eurjchem-900	252	27	tively	tively	ADV
eurjchem-900	252	28	.	.	PUNCT
eurjchem-900	253	1	when	when	SCONJ
eurjchem-900	253	2	the	the	DET
eurjchem-900	253	3	enaminoester	enaminoester	NOUN
eurjchem-900	253	4	5a	5a	NUM
eurjchem-900	253	5	reacted	react	VERB
eurjchem-900	253	6	with	with	ADP
eurjchem-900	253	7	hydrazine	hydrazine	NOUN
eurjchem-900	253	8	hydrate	hydrate	NOUN
eurjchem-900	253	9	in	in	ADP
eurjchem-900	253	10	boiling	boiling	NOUN
eurjchem-900	253	11	ethanol	ethanol	NOUN
eurjchem-900	253	12	,	,	PUNCT
eurjchem-900	253	13	the	the	DET
eurjchem-900	253	14	corresponding	corresponding	ADJ
eurjchem-900	253	15	hydrazide	hydrazide	ADJ
eurjchem-900	253	16	6	6	NUM
eurjchem-900	253	17	(	(	PUNCT
eurjchem-900	253	18	scheme	scheme	NOUN
eurjchem-900	253	19	1	1	NUM
eurjchem-900	253	20	)	)	PUNCT
eurjchem-900	253	21	was	be	AUX
eurjchem-900	253	22	obtained	obtain	VERB
eurjchem-900	253	23	.	.	PUNCT
eurjchem-900	254	1	2‐amino‐4‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	2‐amino‐4‐(2‐oxo‐2‐(5,6,7,8‐tetrahydronaphthalen‐2‐yl	NUM
eurjchem-900	254	2	)	)	PUNCT
eurjchem-900	254	3	ethyl)thiazol‐5(4h)‐one	ethyl)thiazol‐5(4h)‐one	X
eurjchem-900	254	4	(	(	PUNCT
eurjchem-900	254	5	7	7	X
eurjchem-900	254	6	)	)	PUNCT
eurjchem-900	254	7	was	be	AUX
eurjchem-900	254	8	obtained	obtain	VERB
eurjchem-900	254	9	when	when	SCONJ
eurjchem-900	254	10	acid	acid	PROPN
eurjchem-900	254	11	1	1	NUM
eurjchem-900	254	12	was	be	AUX
eurjchem-900	254	13	allowed	allow	VERB
eurjchem-900	254	14	to	to	PART
eurjchem-900	254	15	react	react	VERB
eurjchem-900	254	16	with	with	ADP
eurjchem-900	254	17	thiourea	thiourea	NOUN
eurjchem-900	254	18	,	,	PUNCT
eurjchem-900	254	19	as	as	ADP
eurjchem-900	254	20	nitrogen	nitrogen	NOUN
eurjchem-900	254	21	nucleophile	nucleophile	NOUN
eurjchem-900	254	22	,	,	PUNCT
eurjchem-900	254	23	in	in	ADP
eurjchem-900	254	24	boiling	boiling	NOUN
eurjchem-900	254	25	ethanol	ethanol	NOUN
eurjchem-900	254	26	.	.	PUNCT
eurjchem-900	255	1	plausible	plausible	ADJ
eurjchem-900	255	2	mechanism	mechanism	NOUN
eurjchem-900	255	3	of	of	ADP
eurjchem-900	255	4	the	the	DET
eurjchem-900	255	5	reaction	reaction	NOUN
eurjchem-900	255	6	is	be	AUX
eurjchem-900	255	7	shown	show	VERB
eurjchem-900	255	8	in	in	ADP
eurjchem-900	255	9	scheme	scheme	NOUN
eurjchem-900	255	10	5	5	NUM
eurjchem-900	255	11	.	.	PUNCT
eurjchem-900	256	1	the	the	DET
eurjchem-900	256	2	1h	1h	NUM
eurjchem-900	256	3	nmr	nmr	NOUN
eurjchem-900	256	4	spectrum	spectrum	NOUN
eurjchem-900	256	5	of	of	ADP
eurjchem-900	256	6	product	product	NOUN
eurjchem-900	256	7	7	7	NUM
eurjchem-900	256	8	revealed	reveal	VERB
eurjchem-900	256	9	that	that	SCONJ
eurjchem-900	256	10	it	it	PRON
eurjchem-900	256	11	is	be	AUX
eurjchem-900	256	12	present	present	ADJ
eurjchem-900	256	13	in	in	ADP
eurjchem-900	256	14	solution	solution	NOUN
eurjchem-900	256	15	,	,	PUNCT
eurjchem-900	256	16	in	in	ADP
eurjchem-900	256	17	dynamic	dynamic	ADJ
eurjchem-900	256	18	equilibrium	equilibrium	NOUN
eurjchem-900	256	19	of	of	ADP
eurjchem-900	256	20	two	two	NUM
eurjchem-900	256	21	forms	form	NOUN
eurjchem-900	256	22	(	(	PUNCT
eurjchem-900	256	23	a	a	NOUN
eurjchem-900	256	24	)	)	PUNCT
eurjchem-900	256	25	and	and	CCONJ
eurjchem-900	256	26	(	(	PUNCT
eurjchem-900	256	27	b	b	NOUN
eurjchem-900	256	28	)	)	PUNCT
eurjchem-900	256	29	with	with	ADP
eurjchem-900	256	30	a	a	DET
eurjchem-900	256	31	ratio	ratio	NOUN
eurjchem-900	256	32	of	of	ADP
eurjchem-900	256	33	54.65	54.65	NUM
eurjchem-900	256	34	and	and	CCONJ
eurjchem-900	256	35	45.35	45.35	NUM
eurjchem-900	256	36	%	%	NOUN
eurjchem-900	256	37	,	,	PUNCT
eurjchem-900	256	38	respectively	respectively	ADV
eurjchem-900	256	39	(	(	PUNCT
eurjchem-900	256	40	scheme	scheme	NOUN
eurjchem-900	256	41	6	6	NUM
eurjchem-900	256	42	)	)	PUNCT
eurjchem-900	256	43	.	.	PUNCT
eurjchem-900	257	1	the	the	DET
eurjchem-900	257	2	very	very	ADV
eurjchem-900	257	3	thorough	thorough	ADJ
eurjchem-900	257	4	study	study	NOUN
eurjchem-900	257	5	of	of	ADP
eurjchem-900	257	6	1h	1h	NUM
eurjchem-900	257	7	nmr	nmr	NOUN
eurjchem-900	257	8	spectrum	spectrum	NOUN
eurjchem-900	257	9	of	of	ADP
eurjchem-900	257	10	compound	compound	NOUN
eurjchem-900	257	11	7	7	NUM
eurjchem-900	257	12	showed	show	VERB
eurjchem-900	257	13	a	a	DET
eurjchem-900	257	14	multiplet	multiplet	NOUN
eurjchem-900	257	15	due	due	ADP
eurjchem-900	257	16	to	to	ADP
eurjchem-900	257	17	the	the	DET
eurjchem-900	257	18	presence	presence	NOUN
eurjchem-900	257	19	of	of	ADP
eurjchem-900	257	20	two	two	NUM
eurjchem-900	257	21	diastereotopic	diastereotopic	ADJ
eurjchem-900	257	22	protons	proton	NOUN
eurjchem-900	257	23	of	of	ADP
eurjchem-900	257	24	methylene	methylene	NOUN
eurjchem-900	257	25	group	group	NOUN
eurjchem-900	257	26	flanked	flank	VERB
eurjchem-900	257	27	between	between	ADP
eurjchem-900	257	28	the	the	DET
eurjchem-900	257	29	carbonyl	carbonyl	NOUN
eurjchem-900	257	30	functionality	functionality	NOUN
eurjchem-900	257	31	of	of	ADP
eurjchem-900	257	32	the	the	DET
eurjchem-900	257	33	tetroyl	tetroyl	NOUN
eurjchem-900	257	34	moiety	moiety	NOUN
eurjchem-900	257	35	and	and	CCONJ
eurjchem-900	257	36	the	the	DET
eurjchem-900	257	37	methine	methine	ADJ
eurjchem-900	257	38	group	group	NOUN
eurjchem-900	257	39	of	of	ADP
eurjchem-900	257	40	thiazole	thiazole	NOUN
eurjchem-900	257	41	nucleus	nucleus	PROPN
eurjchem-900	257	42	.	.	PUNCT
eurjchem-900	258	1	due	due	ADP
eurjchem-900	258	2	to	to	ADP
eurjchem-900	258	3	the	the	DET
eurjchem-900	258	4	non‐equivalence	non‐equivalence	NOUN
eurjchem-900	258	5	of	of	ADP
eurjchem-900	258	6	protons	proton	NOUN
eurjchem-900	258	7	ha	ha	INTJ
eurjchem-900	258	8	and	and	CCONJ
eurjchem-900	258	9	hb	hb	PROPN
eurjchem-900	258	10	,	,	PUNCT
eurjchem-900	258	11	they	they	PRON
eurjchem-900	258	12	undergo	undergo	VERB
eurjchem-900	258	13	geminal	geminal	ADJ
eurjchem-900	258	14	coupling	coupling	NOUN
eurjchem-900	258	15	with	with	ADP
eurjchem-900	258	16	each	each	DET
eurjchem-900	258	17	other	other	ADJ
eurjchem-900	258	18	and	and	CCONJ
eurjchem-900	258	19	each	each	DET
eurjchem-900	258	20	line	line	NOUN
eurjchem-900	258	21	of	of	ADP
eurjchem-900	258	22	the	the	DET
eurjchem-900	258	23	two	two	NUM
eurjchem-900	258	24	doublets	doublet	NOUN
eurjchem-900	258	25	couples	couple	NOUN
eurjchem-900	258	26	with	with	ADP
eurjchem-900	258	27	the	the	DET
eurjchem-900	258	28	stereogenic	stereogenic	NOUN
eurjchem-900	258	29	proton	proton	NOUN
eurjchem-900	258	30	hc	hc	PROPN
eurjchem-900	258	31	to	to	PART
eurjchem-900	258	32	give	give	VERB
eurjchem-900	258	33	the	the	DET
eurjchem-900	258	34	multiplet	multiplet	NOUN
eurjchem-900	258	35	.	.	PUNCT
eurjchem-900	259	1	the	the	DET
eurjchem-900	259	2	stereogenic	stereogenic	NOUN
eurjchem-900	259	3	proton	proton	NOUN
eurjchem-900	259	4	hc	hc	NOUN
eurjchem-900	259	5	undergoes	undergo	VERB
eurjchem-900	259	6	the	the	DET
eurjchem-900	259	7	vicinal	vicinal	ADJ
eurjchem-900	259	8	coupling	coupling	NOUN
eurjchem-900	259	9	with	with	ADP
eurjchem-900	259	10	the	the	DET
eurjchem-900	259	11	two	two	NUM
eurjchem-900	259	12	diastereotopic	diastereotopic	NOUN
eurjchem-900	259	13	protons	proton	NOUN
eurjchem-900	259	14	ha	ha	INTJ
eurjchem-900	259	15	and	and	CCONJ
eurjchem-900	259	16	hb	hb	NOUN
eurjchem-900	259	17	to	to	PART
eurjchem-900	259	18	give	give	VERB
eurjchem-900	259	19	d	d	PROPN
eurjchem-900	259	20	×	×	PROPN
eurjchem-900	259	21	d	d	PROPN
eurjchem-900	259	22	signal	signal	NOUN
eurjchem-900	259	23	.	.	PUNCT
eurjchem-900	260	1	refluxing	refluxing	NOUN
eurjchem-900	260	2	acid	acid	NOUN
eurjchem-900	260	3	1	1	NUM
eurjchem-900	260	4	with	with	ADP
eurjchem-900	260	5	bidentate	bidentate	ADJ
eurjchem-900	260	6	nucleophiles	nucleophile	NOUN
eurjchem-900	260	7	namely	namely	ADV
eurjchem-900	260	8	o‐	o‐	PROPN
eurjchem-900	260	9	phenylenediamine	phenylenediamine	NOUN
eurjchem-900	260	10	,	,	PUNCT
eurjchem-900	260	11	o‐aminophenol	o‐aminophenol	ADP
eurjchem-900	260	12	and/or	and/or	CCONJ
eurjchem-900	260	13	o‐aminothiophenol	o‐aminothiophenol	PROPN
eurjchem-900	260	14	in	in	ADP
eurjchem-900	260	15	alcohol	alcohol	NOUN
eurjchem-900	260	16	afforded	afford	VERB
eurjchem-900	260	17	satisfactory	satisfactory	ADJ
eurjchem-900	260	18	yields	yield	NOUN
eurjchem-900	260	19	of	of	ADP
eurjchem-900	260	20	quinoxalone	quinoxalone	NOUN
eurjchem-900	260	21	(	(	PUNCT
eurjchem-900	260	22	8a	8a	NUM
eurjchem-900	260	23	)	)	PUNCT
eurjchem-900	260	24	,	,	PUNCT
eurjchem-900	260	25	3(2‐	3(2‐	PROPN
eurjchem-900	260	26	tetroylmethyl)3,4‐dihydrobenzo‐1,4‐oxazin‐2‐one	tetroylmethyl)3,4‐dihydrobenzo‐1,4‐oxazin‐2‐one	PROPN
eurjchem-900	260	27	(	(	PUNCT
eurjchem-900	260	28	8b	8b	NUM
eurjchem-900	260	29	)	)	PUNCT
eurjchem-900	260	30	and	and	CCONJ
eurjchem-900	260	31	(	(	PUNCT
eurjchem-900	260	32	8c	8c	NUM
eurjchem-900	260	33	)	)	PUNCT
eurjchem-900	260	34	,	,	PUNCT
eurjchem-900	260	35	respectively	respectively	ADV
eurjchem-900	260	36	.	.	PUNCT
eurjchem-900	261	1	acid	acid	NOUN
eurjchem-900	261	2	1	1	NUM
eurjchem-900	261	3	added	add	VERB
eurjchem-900	261	4	amines	amine	NOUN
eurjchem-900	261	5	(	(	PUNCT
eurjchem-900	261	6	piperidine	piperidine	NOUN
eurjchem-900	261	7	and/or	and/or	CCONJ
eurjchem-900	261	8	morpholine	morpholine	NOUN
eurjchem-900	261	9	,	,	PUNCT
eurjchem-900	261	10	)	)	PUNCT
eurjchem-900	261	11	to	to	ADP
eurjchem-900	261	12	the	the	DET
eurjchem-900	261	13	more	more	ADV
eurjchem-900	261	14	reactive	reactive	ADJ
eurjchem-900	261	15	vinylic	vinylic	ADJ
eurjchem-900	261	16	carbon	carbon	NOUN
eurjchem-900	261	17	(	(	PUNCT
eurjchem-900	261	18	alpha	alpha	NOUN
eurjchem-900	261	19	carbon	carbon	NOUN
eurjchem-900	261	20	to	to	ADP
eurjchem-900	261	21	the	the	DET
eurjchem-900	261	22	carboxyl	carboxyl	NOUN
eurjchem-900	261	23	group	group	NOUN
eurjchem-900	261	24	)	)	PUNCT
eurjchem-900	261	25	to	to	PART
eurjchem-900	261	26	produce	produce	VERB
eurjchem-900	261	27	the	the	DET
eurjchem-900	261	28	α‐amino‐γ‐ketoacids	α‐amino‐γ‐ketoacid	NOUN
eurjchem-900	261	29	9a	9a	NOUN
eurjchem-900	261	30	,	,	PUNCT
eurjchem-900	261	31	b	b	PROPN
eurjchem-900	261	32	(	(	PUNCT
eurjchem-900	261	33	scheme	scheme	NOUN
eurjchem-900	261	34	2	2	NUM
eurjchem-900	261	35	)	)	PUNCT
eurjchem-900	261	36	.	.	PUNCT
eurjchem-900	262	1	the	the	DET
eurjchem-900	262	2	structure	structure	NOUN
eurjchem-900	262	3	of	of	ADP
eurjchem-900	262	4	2‐aminothiazolone	2‐aminothiazolone	NOUN
eurjchem-900	262	5	7	7	NUM
eurjchem-900	262	6	was	be	AUX
eurjchem-900	262	7	chemically	chemically	ADV
eurjchem-900	262	8	verified	verify	VERB
eurjchem-900	262	9	via	via	ADP
eurjchem-900	262	10	acetylating	acetylate	VERB
eurjchem-900	262	11	with	with	ADP
eurjchem-900	262	12	acetic	acetic	ADJ
eurjchem-900	262	13	anhydride	anhydride	NOUN
eurjchem-900	262	14	in	in	ADP
eurjchem-900	262	15	which	which	PRON
eurjchem-900	262	16	all	all	DET
eurjchem-900	262	17	active	active	ADJ
eurjchem-900	262	18	oh	oh	INTJ
eurjchem-900	262	19	hydrogens	hydrogen	NOUN
eurjchem-900	262	20	have	have	AUX
eurjchem-900	262	21	been	be	AUX
eurjchem-900	262	22	acetylated	acetylate	VERB
eurjchem-900	262	23	to	to	PART
eurjchem-900	262	24	afford	afford	VERB
eurjchem-900	262	25	derivative	derivative	NOUN
eurjchem-900	262	26	10	10	NUM
eurjchem-900	262	27	(	(	PUNCT
eurjchem-900	262	28	scheme	scheme	NOUN
eurjchem-900	262	29	3	3	NUM
eurjchem-900	262	30	)	)	PUNCT
eurjchem-900	262	31	.	.	PUNCT
eurjchem-900	263	1	the	the	DET
eurjchem-900	263	2	reaction	reaction	NOUN
eurjchem-900	263	3	of	of	ADP
eurjchem-900	263	4	thiazole	thiazole	NOUN
eurjchem-900	263	5	derivative	derivative	ADJ
eurjchem-900	263	6	7	7	NUM
eurjchem-900	263	7	with	with	ADP
eurjchem-900	263	8	hydrazine	hydrazine	NOUN
eurjchem-900	263	9	hydrate	hydrate	NOUN
eurjchem-900	263	10	in	in	ADP
eurjchem-900	263	11	boiling	boiling	NOUN
eurjchem-900	263	12	ethanol	ethanol	NOUN
eurjchem-900	263	13	resulted	result	VERB
eurjchem-900	263	14	in	in	ADP
eurjchem-900	263	15	annulation	annulation	NOUN
eurjchem-900	263	16	reaction	reaction	NOUN
eurjchem-900	263	17	and	and	CCONJ
eurjchem-900	263	18	afforded	afford	VERB
eurjchem-900	263	19	the	the	DET
eurjchem-900	263	20	thiazolopyridazine	thiazolopyridazine	NOUN
eurjchem-900	263	21	derivative	derivative	ADJ
eurjchem-900	263	22	11	11	NUM
eurjchem-900	263	23	as	as	ADP
eurjchem-900	263	24	a	a	DET
eurjchem-900	263	25	bicyclic	bicyclic	NOUN
eurjchem-900	263	26	fused	fuse	VERB
eurjchem-900	263	27	heterocyclic	heterocyclic	ADJ
eurjchem-900	263	28	system	system	NOUN
eurjchem-900	263	29	.	.	PUNCT
eurjchem-900	264	1	interactions	interaction	NOUN
eurjchem-900	264	2	of	of	ADP
eurjchem-900	264	3	thiazole	thiazole	NOUN
eurjchem-900	264	4	derivative	derivative	ADJ
eurjchem-900	264	5	7	7	NUM
eurjchem-900	264	6	with	with	ADP
eurjchem-900	264	7	hydroxyl	hydroxyl	NOUN
eurjchem-900	264	8	amine	amine	ADJ
eurjchem-900	264	9	hydrochloride	hydrochloride	NOUN
eurjchem-900	264	10	in	in	ADP
eurjchem-900	264	11	boiling	boil	VERB
eurjchem-900	264	12	ethanol	ethanol	NOUN
eurjchem-900	264	13	in	in	ADP
eurjchem-900	264	14	the	the	DET
eurjchem-900	264	15	presence	presence	NOUN
eurjchem-900	264	16	of	of	ADP
eurjchem-900	264	17	naoh	naoh	NOUN
eurjchem-900	264	18	and/or	and/or	CCONJ
eurjchem-900	264	19	in	in	ADP
eurjchem-900	264	20	boiling	boiling	NOUN
eurjchem-900	264	21	pyridine	pyridine	NOUN
eurjchem-900	264	22	yield	yield	NOUN
eurjchem-900	264	23	the	the	DET
eurjchem-900	264	24	corresponding	corresponding	ADJ
eurjchem-900	264	25	oxime	oxime	NOUN
eurjchem-900	264	26	12	12	NUM
eurjchem-900	264	27	and	and	CCONJ
eurjchem-900	264	28	pyrazolothiazole	pyrazolothiazole	NOUN
eurjchem-900	264	29	14	14	NUM
eurjchem-900	264	30	as	as	ADP
eurjchem-900	264	31	a	a	DET
eurjchem-900	264	32	second	second	ADJ
eurjchem-900	264	33	bicyclic	bicyclic	NOUN
eurjchem-900	264	34	fused	fuse	VERB
eurjchem-900	264	35	heterocycle	heterocycle	NOUN
eurjchem-900	264	36	.	.	PUNCT
eurjchem-900	265	1	acetylation	acetylation	NOUN
eurjchem-900	265	2	of	of	ADP
eurjchem-900	265	3	oxime	oxime	NOUN
eurjchem-900	265	4	12	12	NUM
eurjchem-900	265	5	via	via	ADP
eurjchem-900	265	6	acetic	acetic	ADJ
eurjchem-900	265	7	anhydride	anhydride	NOUN
eurjchem-900	265	8	yielded	yield	VERB
eurjchem-900	265	9	the	the	DET
eurjchem-900	265	10	acetoxy	acetoxy	PROPN
eurjchem-900	265	11	derivative	derivative	NOUN
eurjchem-900	265	12	13	13	NUM
eurjchem-900	265	13	[	[	X
eurjchem-900	265	14	21‐23	21‐23	X
eurjchem-900	265	15	]	]	PUNCT
eurjchem-900	265	16	.	.	PUNCT
eurjchem-900	266	1	thiazole	thiazole	NOUN
eurjchem-900	266	2	derivatives	derivative	NOUN
eurjchem-900	266	3	represent	represent	VERB
eurjchem-900	266	4	an	an	DET
eurjchem-900	266	5	important	important	ADJ
eurjchem-900	266	6	class	class	NOUN
eurjchem-900	266	7	of	of	ADP
eurjchem-900	266	8	heterocyclic	heterocyclic	ADJ
eurjchem-900	266	9	compounds	compound	NOUN
eurjchem-900	266	10	with	with	ADP
eurjchem-900	266	11	expected	expect	VERB
eurjchem-900	266	12	biological	biological	ADJ
eurjchem-900	266	13	activity	activity	NOUN
eurjchem-900	266	14	and	and	CCONJ
eurjchem-900	266	15	have	have	VERB
eurjchem-900	266	16	considerable	considerable	ADJ
eurjchem-900	266	17	chemical	chemical	NOUN
eurjchem-900	266	18	and	and	CCONJ
eurjchem-900	266	19	pharmacological	pharmacological	ADJ
eurjchem-900	266	20	importance	importance	NOUN
eurjchem-900	266	21	.	.	PUNCT
eurjchem-900	267	1	particularly	particularly	ADV
eurjchem-900	267	2	,	,	PUNCT
eurjchem-900	267	3	they	they	PRON
eurjchem-900	267	4	are	be	AUX
eurjchem-900	267	5	useful	useful	ADJ
eurjchem-900	267	6	as	as	ADP
eurjchem-900	267	7	anticonvulsant	anticonvulsant	ADJ
eurjchem-900	267	8	activity	activity	NOUN
eurjchem-900	267	9	[	[	X
eurjchem-900	267	10	24	24	NUM
eurjchem-900	267	11	]	]	PUNCT
eurjchem-900	267	12	,	,	PUNCT
eurjchem-900	267	13	antimicrobial	antimicrobial	ADJ
eurjchem-900	267	14	[	[	X
eurjchem-900	267	15	25,26	25,26	NUM
eurjchem-900	267	16	]	]	PUNCT
eurjchem-900	267	17	,	,	PUNCT
eurjchem-900	267	18	anticancer	anticancer	NOUN
eurjchem-900	268	1	[	[	X
eurjchem-900	268	2	27	27	NUM
eurjchem-900	268	3	]	]	PUNCT
eurjchem-900	268	4	and	and	CCONJ
eurjchem-900	268	5	anti‐inflammatory	anti‐inflammatory	VERB
eurjchem-900	269	1	[	[	X
eurjchem-900	269	2	28	28	NUM
eurjchem-900	269	3	]	]	PUNCT
eurjchem-900	269	4	.	.	PUNCT
eurjchem-900	270	1	this	this	PRON
eurjchem-900	270	2	prompted	prompt	VERB
eurjchem-900	270	3	us	we	PRON
eurjchem-900	270	4	to	to	PART
eurjchem-900	270	5	synthesize	synthesize	VERB
eurjchem-900	270	6	new	new	ADJ
eurjchem-900	270	7	thiazole	thiazole	NOUN
eurjchem-900	270	8	derivatives	derivative	NOUN
eurjchem-900	270	9	bearing	bear	VERB
eurjchem-900	270	10	a	a	DET
eurjchem-900	270	11	tetryl	tetryl	NOUN
eurjchem-900	270	12	moiety	moiety	NOUN
eurjchem-900	270	13	with	with	ADP
eurjchem-900	270	14	the	the	DET
eurjchem-900	270	15	aim	aim	NOUN
eurjchem-900	270	16	of	of	ADP
eurjchem-900	270	17	decreasing	decrease	VERB
eurjchem-900	270	18	polarity	polarity	NOUN
eurjchem-900	270	19	of	of	ADP
eurjchem-900	270	20	the	the	DET
eurjchem-900	270	21	thiazole	thiazole	NOUN
eurjchem-900	270	22	derivatives	derivative	NOUN
eurjchem-900	270	23	.	.	PUNCT
eurjchem-900	271	1	thus	thus	ADV
eurjchem-900	271	2	,	,	PUNCT
eurjchem-900	271	3	when	when	SCONJ
eurjchem-900	271	4	acid	acid	PROPN
eurjchem-900	271	5	1	1	NUM
eurjchem-900	271	6	was	be	AUX
eurjchem-900	271	7	submitted	submit	VERB
eurjchem-900	271	8	to	to	PART
eurjchem-900	271	9	react	react	VERB
eurjchem-900	271	10	with	with	ADP
eurjchem-900	271	11	ammonium	ammonium	NOUN
eurjchem-900	271	12	benzyldithiocarbamate	benzyldithiocarbamate	NOUN
eurjchem-900	271	13	,	,	PUNCT
eurjchem-900	271	14	and	and	CCONJ
eurjchem-900	271	15	4‐tolyldithio	4‐tolyldithio	NUM
eurjchem-900	271	16	carbamate	carbamate	NOUN
eurjchem-900	271	17	in	in	ADP
eurjchem-900	271	18	tetrahydrofuran	tetrahydrofuran	NOUN
eurjchem-900	271	19	,	,	PUNCT
eurjchem-900	271	20	the	the	DET
eurjchem-900	271	21	corresponding	correspond	VERB
eurjchem-900	271	22	2‐thioxo‐1,3‐	2‐thioxo‐1,3‐	PROPN
eurjchem-900	271	23	thiazolidin‐4‐one	thiazolidin‐4‐one	NUM
eurjchem-900	271	24	derivatives	derivative	NOUN
eurjchem-900	271	25	15a	15a	NOUN
eurjchem-900	271	26	and	and	CCONJ
eurjchem-900	271	27	15b	15b	NOUN
eurjchem-900	271	28	were	be	AUX
eurjchem-900	271	29	obtained	obtain	VERB
eurjchem-900	271	30	40	40	NUM
eurjchem-900	271	31	salem	salem	NOUN
eurjchem-900	271	32	et	et	PROPN
eurjchem-900	271	33	al	al	PROPN
eurjchem-900	271	34	.	.	PUNCT
eurjchem-900	271	35	/	/	SYM
eurjchem-900	271	36	european	european	PROPN
eurjchem-900	271	37	journal	journal	PROPN
eurjchem-900	271	38	of	of	ADP
eurjchem-900	271	39	chemistry	chemistry	NOUN
eurjchem-900	271	40	5	5	NUM
eurjchem-900	271	41	(	(	PUNCT
eurjchem-900	271	42	1	1	NUM
eurjchem-900	271	43	)	)	PUNCT
eurjchem-900	271	44	(	(	PUNCT
eurjchem-900	271	45	2014	2014	NUM
eurjchem-900	271	46	)	)	PUNCT
eurjchem-900	271	47	33‐40	33‐40	NOUN
eurjchem-900	271	48	(	(	PUNCT
eurjchem-900	271	49	scheme	scheme	NOUN
eurjchem-900	271	50	4	4	NUM
eurjchem-900	271	51	)	)	PUNCT
eurjchem-900	271	52	.	.	PUNCT
eurjchem-900	272	1	the	the	DET
eurjchem-900	272	2	present	present	ADJ
eurjchem-900	272	3	work	work	NOUN
eurjchem-900	272	4	describes	describe	VERB
eurjchem-900	272	5	the	the	DET
eurjchem-900	272	6	reaction	reaction	NOUN
eurjchem-900	272	7	of	of	ADP
eurjchem-900	272	8	4‐(2‐	4‐(2‐	NOUN
eurjchem-900	272	9	tetryl)‐4‐oxo‐but‐2‐enoic	tetryl)‐4‐oxo‐but‐2‐enoic	VERB
eurjchem-900	272	10	acid	acid	NOUN
eurjchem-900	272	11	(	(	PUNCT
eurjchem-900	272	12	1	1	NUM
eurjchem-900	272	13	)	)	PUNCT
eurjchem-900	272	14	with	with	ADP
eurjchem-900	272	15	phenol	phenol	NOUN
eurjchem-900	272	16	,	,	PUNCT
eurjchem-900	272	17	α	α	NOUN
eurjchem-900	272	18	and	and	CCONJ
eurjchem-900	272	19	/	/	SYM
eurjchem-900	272	20	or	or	CCONJ
eurjchem-900	272	21	β‐	β‐	ADJ
eurjchem-900	272	22	naphthols	naphthol	NOUN
eurjchem-900	272	23	in	in	ADP
eurjchem-900	272	24	ethanol	ethanol	NOUN
eurjchem-900	272	25	containing	contain	VERB
eurjchem-900	272	26	drops	drop	NOUN
eurjchem-900	272	27	of	of	ADP
eurjchem-900	272	28	glacial	glacial	ADJ
eurjchem-900	272	29	acetic	acetic	ADJ
eurjchem-900	272	30	acid	acid	NOUN
eurjchem-900	272	31	to	to	PART
eurjchem-900	272	32	give	give	VERB
eurjchem-900	272	33	4‐tetroyl‐3,4‐dihydrocoumarine	4‐tetroyl‐3,4‐dihydrocoumarine	PROPN
eurjchem-900	272	34	16	16	NUM
eurjchem-900	272	35	,	,	PUNCT
eurjchem-900	272	36	4(2‐tetryoyl)‐3,4‐	4(2‐tetryoyl)‐3,4‐	NUM
eurjchem-900	272	37	dihydrobenzocoumarine	dihydrobenzocoumarine	ADJ
eurjchem-900	272	38	derivatives	derivative	NOUN
eurjchem-900	272	39	17	17	NUM
eurjchem-900	272	40	and	and	CCONJ
eurjchem-900	272	41	18	18	NUM
eurjchem-900	272	42	,	,	PUNCT
eurjchem-900	272	43	respectively	respectively	ADV
eurjchem-900	272	44	.	.	PUNCT
eurjchem-900	273	1	4	4	X
eurjchem-900	273	2	.	.	X
eurjchem-900	273	3	conclusion	conclusion	NOUN
eurjchem-900	273	4	γ‐ketoacids	γ‐ketoacids	PUNCT
eurjchem-900	273	5	could	could	AUX
eurjchem-900	273	6	be	be	AUX
eurjchem-900	273	7	utilized	utilize	VERB
eurjchem-900	273	8	in	in	ADP
eurjchem-900	273	9	heterocyclic	heterocyclic	ADJ
eurjchem-900	273	10	synthesis	synthesis	NOUN
eurjchem-900	273	11	of	of	ADP
eurjchem-900	273	12	fused	fused	ADJ
eurjchem-900	273	13	and	and	CCONJ
eurjchem-900	273	14	non‐fused	non‐fuse	VERB
eurjchem-900	273	15	systems	system	NOUN
eurjchem-900	273	16	via	via	ADP
eurjchem-900	273	17	facile	facile	ADJ
eurjchem-900	273	18	reactions	reaction	NOUN
eurjchem-900	273	19	with	with	ADP
eurjchem-900	273	20	different	different	ADJ
eurjchem-900	273	21	mono	mono	NOUN
eurjchem-900	273	22	and	and	CCONJ
eurjchem-900	273	23	bi‐dentate	bi‐dentate	ADJ
eurjchem-900	273	24	carbon	carbon	NOUN
eurjchem-900	273	25	,	,	PUNCT
eurjchem-900	273	26	nitrogen	nitrogen	NOUN
eurjchem-900	273	27	,	,	PUNCT
eurjchem-900	273	28	oxygen	oxygen	NOUN
eurjchem-900	273	29	,	,	PUNCT
eurjchem-900	273	30	sulfur	sulfur	NOUN
eurjchem-900	273	31	nucleophiles	nucleophile	NOUN
eurjchem-900	273	32	.	.	PUNCT
eurjchem-900	274	1	acknowledgement	acknowledgement	PROPN
eurjchem-900	274	2	technical	technical	ADJ
eurjchem-900	274	3	support	support	NOUN
eurjchem-900	274	4	from	from	ADP
eurjchem-900	274	5	department	department	NOUN
eurjchem-900	274	6	of	of	ADP
eurjchem-900	274	7	chemistry	chemistry	NOUN
eurjchem-900	274	8	,	,	PUNCT
eurjchem-900	274	9	faculty	faculty	NOUN
eurjchem-900	274	10	of	of	ADP
eurjchem-900	274	11	science	science	NOUN
eurjchem-900	274	12	,	,	PUNCT
eurjchem-900	274	13	ain	ain	PROPN
eurjchem-900	274	14	shams	sham	NOUN
eurjchem-900	274	15	university	university	PROPN
eurjchem-900	274	16	is	be	AUX
eurjchem-900	274	17	gratefully	gratefully	ADV
eurjchem-900	274	18	acknowledged	acknowledge	VERB
eurjchem-900	274	19	.	.	PUNCT
eurjchem-900	275	1	references	reference	NOUN
eurjchem-900	275	2	[	[	X
eurjchem-900	275	3	1	1	NUM
eurjchem-900	275	4	]	]	PUNCT
eurjchem-900	275	5	.	.	PUNCT
eurjchem-900	276	1	kirchner	kirchner	PROPN
eurjchem-900	276	2	,	,	PUNCT
eurjchem-900	276	3	f.	f.	PROPN
eurjchem-900	276	4	k.	k.	PROPN
eurjchem-900	276	5	;	;	PUNCT
eurjchem-900	276	6	bailey	bailey	PROPN
eurjchem-900	276	7	,	,	PUNCT
eurjchem-900	276	8	j.	j.	PROPN
eurjchem-900	276	9	h.	h.	PROPN
eurjchem-900	276	10	;	;	PUNCT
eurjchem-900	276	11	cavallito	cavallito	PROPN
eurjchem-900	276	12	,	,	PUNCT
eurjchem-900	276	13	c.	c.	PROPN
eurjchem-900	276	14	j.	j.	PROPN
eurjchem-900	276	15	j.	j.	PROPN
eurjchem-900	276	16	am	am	PROPN
eurjchem-900	276	17	.	.	PUNCT
eurjchem-900	277	1	chem	chem	PROPN
eurjchem-900	277	2	.	.	PUNCT
eurjchem-900	278	1	soc	soc	PROPN
eurjchem-900	278	2	.	.	PUNCT
eurjchem-900	279	1	1949	1949	NUM
eurjchem-900	279	2	,	,	PUNCT
eurjchem-900	279	3	71	71	NUM
eurjchem-900	279	4	,	,	PUNCT
eurjchem-900	279	5	1210‐1213	1210‐1213	NUM
eurjchem-900	279	6	.	.	PUNCT
eurjchem-900	280	1	[	[	X
eurjchem-900	280	2	2	2	NUM
eurjchem-900	280	3	]	]	PUNCT
eurjchem-900	280	4	.	.	PUNCT
eurjchem-900	280	5	dal	dal	PROPN
eurjchem-900	280	6	pozzo	pozzo	PROPN
eurjchem-900	280	7	,	,	PUNCT
eurjchem-900	280	8	a.	a.	PROPN
eurjchem-900	280	9	;	;	PUNCT
eurjchem-900	280	10	acquasaliante	acquasaliante	PROPN
eurjchem-900	280	11	,	,	PUNCT
eurjchem-900	280	12	m.	m.	NOUN
eurjchem-900	280	13	;	;	PUNCT
eurjchem-900	280	14	donezzeli	donezzeli	PROPN
eurjchem-900	280	15	,	,	PUNCT
eurjchem-900	280	16	g.	g.	PROPN
eurjchem-900	280	17	;	;	PUNCT
eurjchem-900	280	18	de	de	X
eurjchem-900	280	19	maria	maria	PROPN
eurjchem-900	280	20	,	,	PUNCT
eurjchem-900	280	21	p.	p.	PROPN
eurjchem-900	280	22	;	;	PUNCT
eurjchem-900	280	23	nicoli	nicoli	NOUN
eurjchem-900	280	24	,	,	PUNCT
eurjchem-900	280	25	c.	c.	PROPN
eurjchem-900	280	26	j.	j.	PROPN
eurjchem-900	280	27	med	med	PROPN
eurjchem-900	280	28	.	.	PROPN
eurjchem-900	280	29	chem	chem	PROPN
eurjchem-900	280	30	.	.	PUNCT
eurjchem-900	281	1	1987	1987	NUM
eurjchem-900	281	2	,	,	PUNCT
eurjchem-900	281	3	30(9	30(9	NOUN
eurjchem-900	281	4	)	)	PUNCT
eurjchem-900	281	5	,	,	PUNCT
eurjchem-900	281	6	1674‐1677	1674‐1677	NUM
eurjchem-900	281	7	.	.	PUNCT
eurjchem-900	282	1	[	[	X
eurjchem-900	282	2	3	3	NUM
eurjchem-900	282	3	]	]	PUNCT
eurjchem-900	282	4	.	.	PUNCT
eurjchem-900	283	1	bowden	bowden	PROPN
eurjchem-900	283	2	,	,	PUNCT
eurjchem-900	283	3	k.	k.	PROPN
eurjchem-900	283	4	;	;	PUNCT
eurjchem-900	283	5	dal	dal	NOUN
eurjchem-900	283	6	pozzo	pozzo	PROPN
eurjchem-900	283	7	,	,	PUNCT
eurjchem-900	283	8	a.	a.	NOUN
eurjchem-900	283	9	;	;	PUNCT
eurjchem-900	283	10	duah	duah	NOUN
eurjchem-900	283	11	,	,	PUNCT
eurjchem-900	283	12	c.	c.	PROPN
eurjchem-900	283	13	k.	k.	PROPN
eurjchem-900	283	14	j.	j.	PROPN
eurjchem-900	283	15	chem	chem	PROPN
eurjchem-900	283	16	.	.	PUNCT
eurjchem-900	284	1	res	re	NOUN
eurjchem-900	284	2	.	.	PUNCT
eurjchem-900	285	1	(	(	PUNCT
eurjchem-900	285	2	s	s	X
eurjchem-900	285	3	)	)	PUNCT
eurjchem-900	285	4	1990,12	1990,12	NUM
eurjchem-900	285	5	,	,	PUNCT
eurjchem-900	285	6	2801‐	2801‐	NUM
eurjchem-900	285	7	2830	2830	NUM
eurjchem-900	285	8	.	.	PUNCT
eurjchem-900	286	1	[	[	X
eurjchem-900	286	2	4	4	NUM
eurjchem-900	286	3	]	]	PUNCT
eurjchem-900	286	4	.	.	PUNCT
eurjchem-900	287	1	teichert	teichert	PROPN
eurjchem-900	287	2	,	,	PUNCT
eurjchem-900	287	3	a.	a.	NOUN
eurjchem-900	287	4	;	;	PUNCT
eurjchem-900	287	5	lubken	lubken	PROPN
eurjchem-900	287	6	,	,	PUNCT
eurjchem-900	287	7	t.	t.	PROPN
eurjchem-900	287	8	;	;	PUNCT
eurjchem-900	287	9	schmidt	schmidt	PROPN
eurjchem-900	287	10	,	,	PUNCT
eurjchem-900	287	11	j.	j.	PROPN
eurjchem-900	287	12	;	;	PUNCT
eurjchem-900	287	13	porzel	porzel	PROPN
eurjchem-900	287	14	,	,	PUNCT
eurjchem-900	287	15	a.	a.	NOUN
eurjchem-900	287	16	;	;	PUNCT
eurjchem-900	287	17	arnold	arnold	PROPN
eurjchem-900	287	18	,	,	PUNCT
eurjchem-900	287	19	n.	n.	PROPN
eurjchem-900	287	20	;	;	PUNCT
eurjchem-900	287	21	wessjohann	wessjohann	PROPN
eurjchem-900	287	22	,	,	PUNCT
eurjchem-900	287	23	l.	l.	PROPN
eurjchem-900	287	24	z.	z.	PROPN
eurjchem-900	287	25	naturforsch	naturforsch	PROPN
eurjchem-900	287	26	.	.	PUNCT
eurjchem-900	288	1	b	b	NOUN
eurjchem-900	288	2	2005	2005	NUM
eurjchem-900	288	3	,	,	PUNCT
eurjchem-900	288	4	60	60	NUM
eurjchem-900	288	5	,	,	PUNCT
eurjchem-900	288	6	25‐32	25‐32	NUM
eurjchem-900	288	7	.	.	PUNCT
eurjchem-900	289	1	[	[	X
eurjchem-900	289	2	5	5	NUM
eurjchem-900	289	3	]	]	PUNCT
eurjchem-900	289	4	.	.	PUNCT
eurjchem-900	290	1	cramer	cramer	PROPN
eurjchem-900	290	2	,	,	PUNCT
eurjchem-900	290	3	b.j	b.j	PROPN
eurjchem-900	290	4	.	.	PROPN
eurjchem-900	290	5	;	;	PUNCT
eurjchem-900	290	6	schroeder	schroeder	PROPN
eurjchem-900	290	7	,	,	PUNCT
eurjchem-900	290	8	w.	w.	PROPN
eurjchem-900	290	9	;	;	PUNCT
eurjchem-900	290	10	moran	moran	PROPN
eurjchem-900	290	11	,	,	PUNCT
eurjchem-900	290	12	w.j	w.j	PROPN
eurjchem-900	290	13	.	.	PROPN
eurjchem-900	290	14	;	;	PUNCT
eurjchem-900	290	15	nield	nield	PROPN
eurjchem-900	290	16	,	,	PUNCT
eurjchem-900	290	17	c.h	c.h	PROPN
eurjchem-900	290	18	.	.	PROPN
eurjchem-900	290	19	;	;	PUNCT
eurjchem-900	290	20	edwards	edwards	PROPN
eurjchem-900	290	21	,	,	PUNCT
eurjchem-900	290	22	m.	m.	NOUN
eurjchem-900	290	23	;	;	PUNCT
eurjchem-900	290	24	jarowski	jarowski	PROPN
eurjchem-900	290	25	,	,	PUNCT
eurjchem-900	290	26	c.i	c.i	PROPN
eurjchem-900	290	27	.	.	PROPN
eurjchem-900	290	28	;	;	PUNCT
eurjchem-900	290	29	puetzer	puetzer	NOUN
eurjchem-900	290	30	,	,	PUNCT
eurjchem-900	290	31	b.	b.	PROPN
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eurjchem-900	293	2	.	.	PROPN
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eurjchem-900	293	4	,	,	PUNCT
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eurjchem-900	293	6	)	)	PUNCT
eurjchem-900	293	7	,	,	PUNCT
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eurjchem-900	293	9	449	449	NUM
eurjchem-900	293	10	.	.	PUNCT
eurjchem-900	294	1	[	[	X
eurjchem-900	294	2	6	6	NUM
eurjchem-900	294	3	]	]	PUNCT
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eurjchem-900	295	2	,	,	PUNCT
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eurjchem-900	295	29	.	.	PUNCT
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eurjchem-900	297	2	,	,	PUNCT
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eurjchem-900	297	4	,	,	PUNCT
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eurjchem-900	297	6	.	.	PUNCT
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eurjchem-900	298	3	]	]	PUNCT
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eurjchem-900	298	37	.	.	PUNCT
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eurjchem-900	299	5	.	.	PUNCT
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eurjchem-900	300	2	,	,	PUNCT
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eurjchem-900	300	4	,	,	PUNCT
eurjchem-900	300	5	40‐50	40‐50	NUM
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eurjchem-900	301	3	]	]	PUNCT
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eurjchem-900	302	2	,	,	PUNCT
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eurjchem-900	303	2	.	.	PUNCT
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eurjchem-900	304	2	.	.	PUNCT
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eurjchem-900	305	2	.	.	PROPN
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eurjchem-900	305	4	,	,	PUNCT
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eurjchem-900	305	6	)	)	PUNCT
eurjchem-900	305	7	,	,	PUNCT
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eurjchem-900	305	9	.	.	PUNCT
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eurjchem-900	306	3	]	]	PUNCT
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eurjchem-900	307	2	,	,	PUNCT
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eurjchem-900	307	27	.	.	PUNCT
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eurjchem-900	309	2	.	.	PUNCT
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eurjchem-900	310	2	,	,	PUNCT
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eurjchem-900	310	4	,	,	PUNCT
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eurjchem-900	310	6	.	.	PUNCT
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eurjchem-900	313	2	,	,	PUNCT
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eurjchem-900	318	2	,	,	PUNCT
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eurjchem-900	322	2	.	.	PROPN
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eurjchem-900	327	2	,	,	PUNCT
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eurjchem-900	329	3	.	.	PUNCT
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eurjchem-900	330	2	,	,	PUNCT
eurjchem-900	330	3	3(2	3(2	NUM
eurjchem-900	330	4	)	)	PUNCT
eurjchem-900	330	5	,	,	PUNCT
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eurjchem-900	331	2	.	.	PUNCT
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eurjchem-900	332	3	]	]	PUNCT
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eurjchem-900	333	2	,	,	PUNCT
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eurjchem-900	333	4	m.	m.	PROPN
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eurjchem-900	333	8	,	,	PUNCT
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eurjchem-900	334	3	]	]	PUNCT
eurjchem-900	334	4	.	.	PUNCT
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eurjchem-900	335	2	,	,	PUNCT
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eurjchem-900	335	4	m.	m.	PROPN
eurjchem-900	335	5	s.	s.	PROPN
eurjchem-900	335	6	a.	a.	PROPN
eurjchem-900	335	7	;	;	PUNCT
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eurjchem-900	335	9	,	,	PUNCT
eurjchem-900	335	10	h.	h.	PROPN
eurjchem-900	335	11	m.	m.	PROPN
eurjchem-900	335	12	f.	f.	PROPN
eurjchem-900	335	13	;	;	PUNCT
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eurjchem-900	335	17	;	;	PUNCT
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eurjchem-900	335	19	m.	m.	NOUN
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eurjchem-900	335	22	,	,	PUNCT
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eurjchem-900	335	24	,	,	PUNCT
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eurjchem-900	335	26	.	.	PUNCT
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eurjchem-900	336	3	]	]	PUNCT
eurjchem-900	336	4	.	.	PUNCT
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eurjchem-900	337	2	,	,	PUNCT
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eurjchem-900	337	4	m	m	VERB
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eurjchem-900	337	6	.	.	PUNCT
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eurjchem-900	338	2	,	,	PUNCT
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eurjchem-900	338	4	m.	m.	PROPN
eurjchem-900	338	5	f.	f.	PROPN
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eurjchem-900	338	8	,	,	PUNCT
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eurjchem-900	338	14	k.	k.	PROPN
eurjchem-900	338	15	;	;	PUNCT
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eurjchem-900	338	17	,	,	PUNCT
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eurjchem-900	338	19	;	;	PUNCT
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eurjchem-900	338	21	,	,	PUNCT
eurjchem-900	338	22	m.	m.	NOUN
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eurjchem-900	338	24	j.	j.	PROPN
eurjchem-900	338	25	chem	chem	PROPN
eurjchem-900	338	26	.	.	PUNCT
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eurjchem-900	339	2	,	,	PUNCT
eurjchem-900	339	3	6(1	6(1	NUM
eurjchem-900	339	4	)	)	PUNCT
eurjchem-900	339	5	,	,	PUNCT
eurjchem-900	339	6	19‐24	19‐24	NUM
eurjchem-900	339	7	.	.	PUNCT
eurjchem-900	340	1	[	[	X
eurjchem-900	340	2	19	19	NUM
eurjchem-900	340	3	]	]	PUNCT
eurjchem-900	340	4	.	.	PUNCT
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eurjchem-900	341	2	,	,	PUNCT
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eurjchem-900	341	4	m.	m.	PROPN
eurjchem-900	341	5	f.	f.	PROPN
eurjchem-900	341	6	;	;	PUNCT
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eurjchem-900	341	8	,	,	PUNCT
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eurjchem-900	341	10	w.	w.	PROPN
eurjchem-900	341	11	;	;	PUNCT
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eurjchem-900	341	13	,	,	PUNCT
eurjchem-900	341	14	a.	a.	PROPN
eurjchem-900	341	15	f.	f.	PROPN
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eurjchem-900	341	17	;	;	PUNCT
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eurjchem-900	341	19	,	,	PUNCT
eurjchem-900	341	20	a.	a.	NOUN
eurjchem-900	341	21	a.	a.	PROPN
eurjchem-900	341	22	middle‐	middle‐	PROPN
eurjchem-900	341	23	east	east	PROPN
eurjchem-900	341	24	j.	j.	PROPN
eurjchem-900	341	25	sci	sci	PROPN
eurjchem-900	341	26	.	.	PUNCT
eurjchem-900	342	1	res	res	PROPN
eurjchem-900	342	2	.	.	PROPN
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eurjchem-900	342	4	,	,	PUNCT
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eurjchem-900	342	6	)	)	PUNCT
eurjchem-900	342	7	,	,	PUNCT
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eurjchem-900	342	9	.	.	PUNCT
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eurjchem-900	343	3	]	]	PUNCT
eurjchem-900	343	4	.	.	PUNCT
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eurjchem-900	343	6	,	,	PUNCT
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eurjchem-900	343	8	;	;	PUNCT
eurjchem-900	343	9	schwenk	schwenk	PROPN
eurjchem-900	343	10	,	,	PUNCT
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eurjchem-900	343	12	;	;	PUNCT
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eurjchem-900	343	14	,	,	PUNCT
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eurjchem-900	343	16	;	;	PUNCT
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eurjchem-900	343	18	,	,	PUNCT
eurjchem-900	343	19	e.	e.	PROPN
eurjchem-900	343	20	j.	j.	PROPN
eurjchem-900	343	21	am	am	PROPN
eurjchem-900	343	22	.	.	PUNCT
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eurjchem-900	344	2	.	.	PUNCT
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eurjchem-900	345	2	.	.	PUNCT
eurjchem-900	345	3	,	,	PUNCT
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eurjchem-900	345	5	,	,	PUNCT
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eurjchem-900	345	7	(	(	PUNCT
eurjchem-900	345	8	10	10	NUM
eurjchem-900	345	9	)	)	PUNCT
eurjchem-900	345	10	,	,	PUNCT
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eurjchem-900	346	1	[	[	X
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eurjchem-900	346	3	]	]	PUNCT
eurjchem-900	346	4	.	.	PUNCT
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eurjchem-900	347	2	,	,	PUNCT
eurjchem-900	347	3	v.	v.	PROPN
eurjchem-900	347	4	d.	d.	PROPN
eurjchem-900	347	5	;	;	PUNCT
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eurjchem-900	347	7	,	,	PUNCT
eurjchem-900	347	8	n.	n.	PROPN
eurjchem-900	347	9	n.	n.	PROPN
eurjchem-900	347	10	;	;	PUNCT
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eurjchem-900	347	12	,	,	PUNCT
eurjchem-900	347	13	f.	f.	PROPN
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eurjchem-900	347	15	;	;	PUNCT
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eurjchem-900	347	17	,	,	PUNCT
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eurjchem-900	347	19	f.	f.	PROPN
eurjchem-900	347	20	khim	khim	PROPN
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eurjchem-900	347	22	.	.	PUNCT
eurjchem-900	348	1	1980	1980	NUM
eurjchem-900	348	2	,	,	PUNCT
eurjchem-900	348	3	5	5	NUM
eurjchem-900	348	4	,	,	PUNCT
eurjchem-900	348	5	697‐700	697‐700	NUM
eurjchem-900	349	1	[	[	NOUN
eurjchem-900	349	2	chem	chem	NOUN
eurjchem-900	349	3	.	.	PUNCT
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eurjchem-900	349	5	.	.	PUNCT
eurjchem-900	350	1	compd	compd	PROPN
eurjchem-900	350	2	.	.	PUNCT
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eurjchem-900	351	2	,	,	PUNCT
eurjchem-900	351	3	(	(	PUNCT
eurjchem-900	351	4	1980	1980	NUM
eurjchem-900	351	5	)	)	PUNCT
eurjchem-900	351	6	(	(	PUNCT
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eurjchem-900	352	4	.	.	PUNCT
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eurjchem-900	353	2	,	,	PUNCT
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eurjchem-900	353	4	d.	d.	PROPN
eurjchem-900	353	5	;	;	PUNCT
eurjchem-900	353	6	kolos	kolos	PROPN
eurjchem-900	353	7	,	,	PUNCT
eurjchem-900	353	8	n.	n.	PROPN
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eurjchem-900	353	10	;	;	PUNCT
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eurjchem-900	353	13	l.	l.	PROPN
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eurjchem-900	353	15	;	;	PUNCT
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eurjchem-900	354	2	,	,	PUNCT
eurjchem-900	354	3	f.	f.	PROPN
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eurjchem-900	354	5	;	;	PUNCT
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eurjchem-900	354	7	,	,	PUNCT
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eurjchem-900	354	10	;	;	PUNCT
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eurjchem-900	354	12	,	,	PUNCT
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eurjchem-900	354	14	f.	f.	PROPN
eurjchem-900	354	15	khim	khim	PROPN
eurjchem-900	354	16	.	.	PUNCT
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eurjchem-900	355	2	.	.	PROPN
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eurjchem-900	356	2	,	,	PUNCT
eurjchem-900	356	3	6	6	NUM
eurjchem-900	356	4	,	,	PUNCT
eurjchem-900	356	5	747‐755	747‐755	NUM
eurjchem-900	357	1	[	[	NOUN
eurjchem-900	357	2	chem	chem	NOUN
eurjchem-900	357	3	.	.	PUNCT
eurjchem-900	357	4	heterocyc	heterocyc	PROPN
eurjchem-900	357	5	.	.	PUNCT
eurjchem-900	358	1	compd	compd	PROPN
eurjchem-900	358	2	.	.	PUNCT
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eurjchem-900	359	2	,	,	PUNCT
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eurjchem-900	359	4	(	(	PUNCT
eurjchem-900	359	5	engl	engl	PROPN
eurjchem-900	359	6	)	)	PUNCT
eurjchem-900	359	7	]	]	PUNCT
eurjchem-900	359	8	.	.	PUNCT
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eurjchem-900	360	3	]	]	PUNCT
eurjchem-900	360	4	.	.	PUNCT
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eurjchem-900	361	2	,	,	PUNCT
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eurjchem-900	361	4	;	;	PUNCT
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eurjchem-900	361	6	,	,	PUNCT
eurjchem-900	361	7	t.	t.	PROPN
eurjchem-900	361	8	;	;	PUNCT
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eurjchem-900	361	10	,	,	PUNCT
eurjchem-900	361	11	s.	s.	PROPN
eurjchem-900	361	12	j.	j.	PROPN
eurjchem-900	361	13	am	am	PROPN
eurjchem-900	361	14	.	.	PUNCT
eurjchem-900	362	1	chem	chem	PROPN
eurjchem-900	362	2	.	.	PUNCT
eurjchem-900	363	1	soc	soc	PROPN
eurjchem-900	363	2	.	.	PUNCT
eurjchem-900	364	1	1951	1951	NUM
eurjchem-900	364	2	,	,	PUNCT
eurjchem-900	364	3	73	73	NUM
eurjchem-900	364	4	,	,	PUNCT
eurjchem-900	364	5	1832‐1834	1832‐1834	NUM
eurjchem-900	364	6	.	.	PUNCT
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eurjchem-900	365	4	.	.	PUNCT
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eurjchem-900	366	2	,	,	PUNCT
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eurjchem-900	366	4	;	;	PUNCT
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eurjchem-900	366	6	,	,	PUNCT
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eurjchem-900	366	8	;	;	PUNCT
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eurjchem-900	366	10	,	,	PUNCT
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eurjchem-900	366	12	;	;	PUNCT
eurjchem-900	366	13	saito	saito	PROPN
eurjchem-900	366	14	,	,	PUNCT
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eurjchem-900	366	16	;	;	PUNCT
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eurjchem-900	366	18	,	,	PUNCT
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eurjchem-900	366	20	;	;	PUNCT
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eurjchem-900	366	22	,	,	PUNCT
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eurjchem-900	366	25	;	;	PUNCT
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eurjchem-900	366	28	k.	k.	PROPN
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eurjchem-900	366	30	.	.	PUNCT
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eurjchem-900	367	2	.	.	PUNCT
eurjchem-900	368	1	bull	bull	PROPN
eurjchem-900	368	2	.	.	PUNCT
eurjchem-900	369	1	1985	1985	NUM
eurjchem-900	369	2	,	,	PUNCT
eurjchem-900	369	3	33(6	33(6	NUM
eurjchem-900	369	4	)	)	PUNCT
eurjchem-900	369	5	,	,	PUNCT
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eurjchem-900	370	1	[	[	X
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eurjchem-900	370	3	]	]	PUNCT
eurjchem-900	370	4	.	.	PUNCT
eurjchem-900	371	1	kameo	kameo	PROPN
eurjchem-900	371	2	,	,	PUNCT
eurjchem-900	371	3	k.	k.	PROPN
eurjchem-900	371	4	;	;	PUNCT
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eurjchem-900	371	6	,	,	PUNCT
eurjchem-900	371	7	yu	yu	PROPN
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eurjchem-900	371	9	;	;	PUNCT
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eurjchem-900	371	11	,	,	PUNCT
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eurjchem-900	371	13	;	;	PUNCT
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eurjchem-900	371	15	,	,	PUNCT
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eurjchem-900	371	17	;	;	PUNCT
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eurjchem-900	371	19	,	,	PUNCT
eurjchem-900	371	20	s.	s.	PROPN
eurjchem-900	371	21	;	;	PUNCT
eurjchem-900	371	22	tomisawa	tomisawa	PROPN
eurjchem-900	371	23	,	,	PUNCT
eurjchem-900	371	24	k.	k.	PROPN
eurjchem-900	371	25	;	;	PUNCT
eurjchem-900	371	26	sota	sota	PROPN
eurjchem-900	371	27	,	,	PUNCT
eurjchem-900	371	28	k.	k.	PROPN
eurjchem-900	371	29	chem	chem	PROPN
eurjchem-900	371	30	.	.	PUNCT
eurjchem-900	372	1	pharm	pharm	NOUN
eurjchem-900	372	2	.	.	PUNCT
eurjchem-900	373	1	bull	bull	PROPN
eurjchem-900	373	2	.	.	PUNCT
eurjchem-900	374	1	1988	1988	NUM
eurjchem-900	374	2	,	,	PUNCT
eurjchem-900	374	3	36(6	36(6	NUM
eurjchem-900	374	4	)	)	PUNCT
eurjchem-900	374	5	,	,	PUNCT
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eurjchem-900	374	7	.	.	PUNCT
eurjchem-900	375	1	[	[	X
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eurjchem-900	375	3	]	]	PUNCT
eurjchem-900	375	4	.	.	PUNCT
eurjchem-900	376	1	kameo	kameo	PROPN
eurjchem-900	376	2	,	,	PUNCT
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eurjchem-900	376	4	;	;	PUNCT
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eurjchem-900	376	6	,	,	PUNCT
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