id	sid	tid	token	lemma	pos
eurjchem-582	1	1	untitled	untitle	VERB
eurjchem-582	1	2	european	european	PROPN
eurjchem-582	1	3	journal	journal	PROPN
eurjchem-582	1	4	of	of	ADP
eurjchem-582	1	5	chemistry	chemistry	NOUN
eurjchem-582	1	6	3	3	NUM
eurjchem-582	1	7	(	(	PUNCT
eurjchem-582	1	8	2	2	NUM
eurjchem-582	1	9	)	)	PUNCT
eurjchem-582	1	10	(	(	PUNCT
eurjchem-582	1	11	2012	2012	NUM
eurjchem-582	1	12	)	)	PUNCT
eurjchem-582	1	13	172‐178	172‐178	NUM
eurjchem-582	1	14	european	european	PROPN
eurjchem-582	1	15	journal	journal	PROPN
eurjchem-582	1	16	of	of	ADP
eurjchem-582	1	17	chemistry	chemistry	NOUN
eurjchem-582	1	18	issn	issn	PROPN
eurjchem-582	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-582	1	20	(	(	PUNCT
eurjchem-582	1	21	print	print	NOUN
eurjchem-582	1	22	)	)	PUNCT
eurjchem-582	1	23	/	/	SYM
eurjchem-582	1	24	issn	issn	PROPN
eurjchem-582	1	25	2153‐2257	2153‐2257	NUM
eurjchem-582	1	26	(	(	PUNCT
eurjchem-582	1	27	online	online	ADJ
eurjchem-582	1	28	)	)	PUNCT
eurjchem-582	1	29			NOUN
eurjchem-582	1	30	2012	2012	NUM
eurjchem-582	1	31	eurjchem	eurjchem	PROPN
eurjchem-582	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-582	1	33	/	/	SYM
eurjchem-582	1	34	eurjchem.3.2.172‐178.582	eurjchem.3.2.172‐178.582	ADJ
eurjchem-582	1	35	european	european	PROPN
eurjchem-582	1	36	journal	journal	PROPN
eurjchem-582	1	37	of	of	ADP
eurjchem-582	1	38	chemistry	chemistry	PROPN
eurjchem-582	1	39	journal	journal	PROPN
eurjchem-582	1	40	homepage	homepage	NOUN
eurjchem-582	1	41	:	:	PUNCT
eurjchem-582	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-582	2	1	an	an	DET
eurjchem-582	2	2	efficient	efficient	ADJ
eurjchem-582	2	3	cyclocondensation	cyclocondensation	NOUN
eurjchem-582	2	4	reactions	reaction	NOUN
eurjchem-582	2	5	,	,	PUNCT
eurjchem-582	2	6	antimicrobial	antimicrobial	ADJ
eurjchem-582	2	7	activity	activity	NOUN
eurjchem-582	2	8	and	and	CCONJ
eurjchem-582	2	9	molecular	molecular	ADJ
eurjchem-582	2	10	orbital	orbital	ADJ
eurjchem-582	2	11	calculations	calculation	NOUN
eurjchem-582	2	12	of	of	ADP
eurjchem-582	2	13	α‐benzopyrone	α‐benzopyrone	NUM
eurjchem-582	2	14	derivatives	derivative	NOUN
eurjchem-582	2	15	hafez	hafez	PROPN
eurjchem-582	2	16	mohamed	mohamed	PROPN
eurjchem-582	2	17	el‐shaaer	el‐shaaer	PROPN
eurjchem-582	2	18	*	*	PROPN
eurjchem-582	2	19	,	,	PUNCT
eurjchem-582	2	20	salah	salah	PROPN
eurjchem-582	2	21	sayed	sayed	PROPN
eurjchem-582	2	22	ibrahim	ibrahim	PROPN
eurjchem-582	2	23	,	,	PUNCT
eurjchem-582	2	24	wafaa	wafaa	PROPN
eurjchem-582	2	25	ramzy	ramzy	PROPN
eurjchem-582	2	26	abd‐elmonem	abd‐elmonem	PROPN
eurjchem-582	2	27	and	and	CCONJ
eurjchem-582	2	28	christine	christine	PROPN
eurjchem-582	2	29	gamal	gamal	PROPN
eurjchem-582	2	30	ibrahim	ibrahim	PROPN
eurjchem-582	2	31	department	department	PROPN
eurjchem-582	2	32	of	of	ADP
eurjchem-582	2	33	chemistry	chemistry	NOUN
eurjchem-582	2	34	,	,	PUNCT
eurjchem-582	2	35	faculty	faculty	NOUN
eurjchem-582	2	36	of	of	ADP
eurjchem-582	2	37	education	education	NOUN
eurjchem-582	2	38	,	,	PUNCT
eurjchem-582	2	39	ain	ain	PROPN
eurjchem-582	2	40	shams	shams	PROPN
eurjchem-582	2	41	university	university	PROPN
eurjchem-582	2	42	,	,	PUNCT
eurjchem-582	2	43	roxy	roxy	PROPN
eurjchem-582	2	44	,	,	PUNCT
eurjchem-582	2	45	11711	11711	NUM
eurjchem-582	2	46	,	,	PUNCT
eurjchem-582	2	47	cairo	cairo	PROPN
eurjchem-582	2	48	,	,	PUNCT
eurjchem-582	2	49	egypt	egypt	PROPN
eurjchem-582	2	50	*	*	PUNCT
eurjchem-582	2	51	corresponding	correspond	VERB
eurjchem-582	2	52	author	author	NOUN
eurjchem-582	2	53	at	at	ADP
eurjchem-582	2	54	:	:	PUNCT
eurjchem-582	2	55	department	department	NOUN
eurjchem-582	2	56	of	of	ADP
eurjchem-582	2	57	chemistry	chemistry	NOUN
eurjchem-582	2	58	,	,	PUNCT
eurjchem-582	2	59	faculty	faculty	NOUN
eurjchem-582	2	60	of	of	ADP
eurjchem-582	2	61	education	education	NOUN
eurjchem-582	2	62	,	,	PUNCT
eurjchem-582	2	63	ain	ain	PROPN
eurjchem-582	2	64	shams	shams	PROPN
eurjchem-582	2	65	university	university	PROPN
eurjchem-582	2	66	,	,	PUNCT
eurjchem-582	2	67	roxy	roxy	PROPN
eurjchem-582	2	68	,	,	PUNCT
eurjchem-582	2	69	11711	11711	NUM
eurjchem-582	2	70	,	,	PUNCT
eurjchem-582	2	71	cairo	cairo	PROPN
eurjchem-582	2	72	,	,	PUNCT
eurjchem-582	2	73	egypt	egypt	PROPN
eurjchem-582	2	74	.	.	PUNCT
eurjchem-582	3	1	tel	tel	PROPN
eurjchem-582	3	2	.	.	PUNCT
eurjchem-582	3	3	:	:	PUNCT
eurjchem-582	4	1	+2.02.0112627069	+2.02.0112627069	NOUN
eurjchem-582	4	2	;	;	PUNCT
eurjchem-582	4	3	fax	fax	NOUN
eurjchem-582	4	4	:	:	PUNCT
eurjchem-582	4	5	+2.02.2581243	+2.02.2581243	PROPN
eurjchem-582	4	6	.	.	PUNCT
eurjchem-582	4	7	e‐mail	e‐mail	PUNCT
eurjchem-582	5	1	address	address	NOUN
eurjchem-582	5	2	:	:	PUNCT
eurjchem-582	5	3	elshaaer@hotmail.com	elshaaer@hotmail.com	X
eurjchem-582	5	4	(	(	PUNCT
eurjchem-582	5	5	h.m	h.m	PROPN
eurjchem-582	5	6	.	.	PROPN
eurjchem-582	5	7	el‐shaaer	el‐shaaer	PROPN
eurjchem-582	5	8	)	)	PUNCT
eurjchem-582	5	9	.	.	PUNCT
eurjchem-582	6	1	article	article	NOUN
eurjchem-582	6	2	information	information	PROPN
eurjchem-582	6	3	abstract	abstract	ADV
eurjchem-582	6	4	received	receive	VERB
eurjchem-582	6	5	:	:	PUNCT
eurjchem-582	6	6	15	15	NUM
eurjchem-582	6	7	october	october	PROPN
eurjchem-582	6	8	2011	2011	NUM
eurjchem-582	6	9	received	receive	VERB
eurjchem-582	6	10	in	in	ADP
eurjchem-582	6	11	revised	revise	VERB
eurjchem-582	6	12	form	form	NOUN
eurjchem-582	6	13	:	:	PUNCT
eurjchem-582	6	14	11	11	NUM
eurjchem-582	6	15	december	december	PROPN
eurjchem-582	6	16	2011	2011	NUM
eurjchem-582	6	17	accepted	accept	VERB
eurjchem-582	6	18	:	:	PUNCT
eurjchem-582	6	19	26	26	NUM
eurjchem-582	6	20	december	december	PROPN
eurjchem-582	6	21	2011	2011	NUM
eurjchem-582	6	22	online	online	NOUN
eurjchem-582	6	23	:	:	PUNCT
eurjchem-582	6	24	30	30	NUM
eurjchem-582	6	25	june	june	PROPN
eurjchem-582	6	26	2012	2012	NUM
eurjchem-582	6	27	keywords	keyword	VERB
eurjchem-582	6	28	an	an	DET
eurjchem-582	6	29	efficient	efficient	ADJ
eurjchem-582	6	30	synthesis	synthesis	NOUN
eurjchem-582	6	31	of	of	ADP
eurjchem-582	6	32	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	NUM
eurjchem-582	6	33	(	(	PUNCT
eurjchem-582	6	34	2	2	NUM
eurjchem-582	6	35	)	)	PUNCT
eurjchem-582	6	36	via	via	ADP
eurjchem-582	6	37	claisen	claisen	NOUN
eurjchem-582	6	38	condensation	condensation	NOUN
eurjchem-582	6	39	of	of	ADP
eurjchem-582	6	40	3,5‐dimethyl‐2‐hydroxyacetophenone	3,5‐dimethyl‐2‐hydroxyacetophenone	NUM
eurjchem-582	6	41	with	with	ADP
eurjchem-582	6	42	ethyl	ethyl	PROPN
eurjchem-582	6	43	cyanoacetate	cyanoacetate	NOUN
eurjchem-582	6	44	in	in	ADP
eurjchem-582	6	45	the	the	DET
eurjchem-582	6	46	presence	presence	NOUN
eurjchem-582	6	47	of	of	ADP
eurjchem-582	6	48	sodium	sodium	NOUN
eurjchem-582	6	49	metal	metal	NOUN
eurjchem-582	6	50	is	be	AUX
eurjchem-582	6	51	reported	report	VERB
eurjchem-582	6	52	.	.	PUNCT
eurjchem-582	7	1	cyclocondensation	cyclocondensation	NOUN
eurjchem-582	7	2	reactions	reaction	NOUN
eurjchem-582	7	3	of	of	ADP
eurjchem-582	7	4	compound	compound	NOUN
eurjchem-582	7	5	(	(	PUNCT
eurjchem-582	7	6	2	2	NUM
eurjchem-582	7	7	)	)	PUNCT
eurjchem-582	7	8	with	with	ADP
eurjchem-582	7	9	ethyl	ethyl	PROPN
eurjchem-582	7	10	acetate	acetate	NOUN
eurjchem-582	7	11	or	or	CCONJ
eurjchem-582	7	12	with	with	ADP
eurjchem-582	7	13	ethyl	ethyl	PROPN
eurjchem-582	7	14	cyanoacetate	cyanoacetate	NOUN
eurjchem-582	7	15	in	in	ADP
eurjchem-582	7	16	the	the	DET
eurjchem-582	7	17	presence	presence	NOUN
eurjchem-582	7	18	of	of	ADP
eurjchem-582	7	19	ethoxide	ethoxide	NOUN
eurjchem-582	7	20	gave	give	VERB
eurjchem-582	7	21	sodium	sodium	NOUN
eurjchem-582	7	22	salt	salt	NOUN
eurjchem-582	7	23	of	of	ADP
eurjchem-582	7	24	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	NUM
eurjchem-582	7	25	derivatives	derivative	NOUN
eurjchem-582	7	26	(	(	PUNCT
eurjchem-582	7	27	3	3	NUM
eurjchem-582	7	28	)	)	PUNCT
eurjchem-582	7	29	and	and	CCONJ
eurjchem-582	7	30	(	(	PUNCT
eurjchem-582	7	31	4	4	X
eurjchem-582	7	32	)	)	PUNCT
eurjchem-582	7	33	respectively	respectively	ADV
eurjchem-582	7	34	,	,	PUNCT
eurjchem-582	7	35	which	which	PRON
eurjchem-582	7	36	upon	upon	SCONJ
eurjchem-582	7	37	neutralization	neutralization	NOUN
eurjchem-582	7	38	with	with	ADP
eurjchem-582	7	39	10	10	NUM
eurjchem-582	7	40	%	%	NOUN
eurjchem-582	7	41	hydrochloric	hydrochloric	ADJ
eurjchem-582	7	42	acid	acid	NOUN
eurjchem-582	7	43	gave	give	VERB
eurjchem-582	7	44	7‐amino‐9‐	7‐amino‐9‐	PROPN
eurjchem-582	7	45	hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	PROPN
eurjchem-582	7	46	(	(	PUNCT
eurjchem-582	7	47	5	5	NUM
eurjchem-582	7	48	)	)	PUNCT
eurjchem-582	7	49	.	.	PUNCT
eurjchem-582	8	1	hydrolysis	hydrolysis	NOUN
eurjchem-582	8	2	of	of	ADP
eurjchem-582	8	3	compound	compound	NOUN
eurjchem-582	8	4	(	(	PUNCT
eurjchem-582	8	5	2	2	NUM
eurjchem-582	8	6	)	)	PUNCT
eurjchem-582	8	7	with	with	ADP
eurjchem-582	8	8	ethanolic	ethanolic	ADJ
eurjchem-582	8	9	sodium	sodium	NOUN
eurjchem-582	8	10	hydroxide	hydroxide	NOUN
eurjchem-582	8	11	solution	solution	NOUN
eurjchem-582	8	12	gave	give	VERB
eurjchem-582	8	13	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carboxylic	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carboxylic	NUM
eurjchem-582	8	14	acid	acid	NOUN
eurjchem-582	8	15	(	(	PUNCT
eurjchem-582	8	16	6	6	NUM
eurjchem-582	8	17	)	)	PUNCT
eurjchem-582	8	18	.	.	PUNCT
eurjchem-582	9	1	treatment	treatment	NOUN
eurjchem-582	9	2	of	of	ADP
eurjchem-582	9	3	compound	compound	NOUN
eurjchem-582	9	4	(	(	PUNCT
eurjchem-582	9	5	2	2	NUM
eurjchem-582	9	6	)	)	PUNCT
eurjchem-582	9	7	with	with	ADP
eurjchem-582	9	8	vilsmier	vilsmier	NOUN
eurjchem-582	9	9	reagent	reagent	NOUN
eurjchem-582	9	10	using	use	VERB
eurjchem-582	9	11	excess	excess	ADJ
eurjchem-582	9	12	pocl3	pocl3	NOUN
eurjchem-582	9	13	gave	give	VERB
eurjchem-582	9	14	4‐(chloro(formyl)methyl‐6,8‐dimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	4‐(chloro(formyl)methyl‐6,8‐dimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	NUM
eurjchem-582	9	15	(	(	PUNCT
eurjchem-582	9	16	7	7	NUM
eurjchem-582	9	17	)	)	PUNCT
eurjchem-582	9	18	.	.	PUNCT
eurjchem-582	10	1	also	also	ADV
eurjchem-582	10	2	,	,	PUNCT
eurjchem-582	10	3	conden‐	conden‐	NOUN
eurjchem-582	10	4	sation	sation	NOUN
eurjchem-582	10	5	of	of	ADP
eurjchem-582	10	6	compound	compound	NOUN
eurjchem-582	10	7	(	(	PUNCT
eurjchem-582	10	8	2	2	NUM
eurjchem-582	10	9	)	)	PUNCT
eurjchem-582	10	10	with	with	ADP
eurjchem-582	10	11	dmf‐dma	dmf‐dma	NOUN
eurjchem-582	10	12	in	in	ADP
eurjchem-582	10	13	xylene	xylene	NOUN
eurjchem-582	10	14	or	or	CCONJ
eurjchem-582	10	15	with	with	ADP
eurjchem-582	10	16	pocl3	pocl3	PROPN
eurjchem-582	10	17	/	/	SYM
eurjchem-582	10	18	dmf	dmf	PROPN
eurjchem-582	10	19	in	in	ADP
eurjchem-582	10	20	pyridine	pyridine	NOUN
eurjchem-582	10	21	gave	give	VERB
eurjchem-582	10	22	the	the	DET
eurjchem-582	10	23	same	same	ADJ
eurjchem-582	10	24	product	product	NOUN
eurjchem-582	10	25	4‐((e)‐2‐(dimethylamino)vinyl)‐6,8‐dimethyl‐2‐oxo‐2h‐chromene‐3‐carbo‐	4‐((e)‐2‐(dimethylamino)vinyl)‐6,8‐dimethyl‐2‐oxo‐2h‐chromene‐3‐carbo‐	NUM
eurjchem-582	10	26	nitrile	nitrile	ADJ
eurjchem-582	10	27	(	(	PUNCT
eurjchem-582	10	28	8)	8)	NUM
eurjchem-582	10	29	.	.	PUNCT
eurjchem-582	11	1	the	the	DET
eurjchem-582	11	2	cyclocondensation	cyclocondensation	NOUN
eurjchem-582	11	3	reactions	reaction	NOUN
eurjchem-582	11	4	of	of	ADP
eurjchem-582	11	5	compound	compound	NOUN
eurjchem-582	11	6	(	(	PUNCT
eurjchem-582	11	7	8)	8)	NUM
eurjchem-582	11	8	with	with	ADP
eurjchem-582	11	9	hydroxylamine	hydroxylamine	ADJ
eurjchem-582	11	10	hydrochloride	hydrochloride	NOUN
eurjchem-582	11	11	,	,	PUNCT
eurjchem-582	11	12	urea	urea	NOUN
eurjchem-582	11	13	,	,	PUNCT
eurjchem-582	11	14	and	and	CCONJ
eurjchem-582	11	15	with	with	ADP
eurjchem-582	11	16	hydrazinecarbodithioic	hydrazinecarbodithioic	ADJ
eurjchem-582	11	17	acid	acid	NOUN
eurjchem-582	11	18	gave	give	VERB
eurjchem-582	11	19	3,4‐dihydro‐3‐hydroxy‐4‐	3,4‐dihydro‐3‐hydroxy‐4‐	NUM
eurjchem-582	11	20	imino‐7,9‐dimethylchromeno[3,4‐c]pyridin‐5‐one	imino‐7,9‐dimethylchromeno[3,4‐c]pyridin‐5‐one	NOUN
eurjchem-582	11	21	(	(	PUNCT
eurjchem-582	11	22	9	9	NUM
eurjchem-582	11	23	)	)	PUNCT
eurjchem-582	11	24	,	,	PUNCT
eurjchem-582	11	25	4‐imino‐7,9‐dimethyl‐5‐oxo‐4h‐chro‐	4‐imino‐7,9‐dimethyl‐5‐oxo‐4h‐chro‐	NUM
eurjchem-582	11	26	meno[3,4‐c]pyridine‐3(5h)‐carboxamide	meno[3,4‐c]pyridine‐3(5h)‐carboxamide	NOUN
eurjchem-582	11	27	(	(	PUNCT
eurjchem-582	11	28	10	10	NUM
eurjchem-582	11	29	)	)	PUNCT
eurjchem-582	11	30	and	and	CCONJ
eurjchem-582	11	31	3‐amino‐3,4‐dihydro‐4‐imino‐7,9‐dimethyl	3‐amino‐3,4‐dihydro‐4‐imino‐7,9‐dimethyl	NUM
eurjchem-582	11	32	chromeno[3,4‐c]pyridin‐5‐one	chromeno[3,4‐c]pyridin‐5‐one	NOUN
eurjchem-582	11	33	(	(	PUNCT
eurjchem-582	11	34	11	11	NUM
eurjchem-582	11	35	)	)	PUNCT
eurjchem-582	11	36	,	,	PUNCT
eurjchem-582	11	37	respectively	respectively	ADV
eurjchem-582	11	38	.	.	PUNCT
eurjchem-582	12	1	also	also	ADV
eurjchem-582	12	2	,	,	PUNCT
eurjchem-582	12	3	acid	acid	ADJ
eurjchem-582	12	4	hydrolysis	hydrolysis	NOUN
eurjchem-582	12	5	of	of	ADP
eurjchem-582	12	6	compound	compound	NOUN
eurjchem-582	12	7	(	(	PUNCT
eurjchem-582	12	8	8)	8)	NUM
eurjchem-582	12	9	gave	give	VERB
eurjchem-582	12	10	7,9‐dimethyl‐3h‐chromeno[3,4‐c]pyridine‐4,5‐dione	7,9‐dimethyl‐3h‐chromeno[3,4‐c]pyridine‐4,5‐dione	NUM
eurjchem-582	12	11	(	(	PUNCT
eurjchem-582	12	12	12	12	NUM
eurjchem-582	12	13	)	)	PUNCT
eurjchem-582	12	14	.	.	PUNCT
eurjchem-582	13	1	structures	structure	NOUN
eurjchem-582	13	2	of	of	ADP
eurjchem-582	13	3	the	the	DET
eurjchem-582	13	4	products	product	NOUN
eurjchem-582	13	5	were	be	AUX
eurjchem-582	13	6	established	establish	VERB
eurjchem-582	13	7	on	on	ADP
eurjchem-582	13	8	the	the	DET
eurjchem-582	13	9	basis	basis	NOUN
eurjchem-582	13	10	of	of	ADP
eurjchem-582	13	11	elemental	elemental	ADJ
eurjchem-582	13	12	analysis	analysis	NOUN
eurjchem-582	13	13	,	,	PUNCT
eurjchem-582	13	14	ir	ir	PROPN
eurjchem-582	13	15	,	,	PUNCT
eurjchem-582	13	16	1h	1h	NUM
eurjchem-582	13	17	and	and	CCONJ
eurjchem-582	13	18	13c	13c	NOUN
eurjchem-582	13	19	nmr	nmr	NOUN
eurjchem-582	13	20	,	,	PUNCT
eurjchem-582	13	21	mass	mass	NOUN
eurjchem-582	13	22	spectra	spectra	NOUN
eurjchem-582	13	23	and	and	CCONJ
eurjchem-582	13	24	semi‐	semi‐	CCONJ
eurjchem-582	13	25	empirical	empirical	ADJ
eurjchem-582	13	26	am1‐mo	am1‐mo	ADP
eurjchem-582	13	27	calculations	calculation	NOUN
eurjchem-582	13	28	.	.	PUNCT
eurjchem-582	14	1	the	the	DET
eurjchem-582	14	2	antimicrobial	antimicrobial	ADJ
eurjchem-582	14	3	activities	activity	NOUN
eurjchem-582	14	4	of	of	ADP
eurjchem-582	14	5	the	the	DET
eurjchem-582	14	6	synthesized	synthesize	VERB
eurjchem-582	14	7	products	product	NOUN
eurjchem-582	14	8	were	be	AUX
eurjchem-582	14	9	also	also	ADV
eurjchem-582	14	10	studied	study	VERB
eurjchem-582	14	11	.	.	PUNCT
eurjchem-582	15	1	synthesis	synthesis	NOUN
eurjchem-582	15	2	α‐benzopyrone	α‐benzopyrone	NUM
eurjchem-582	15	3	cyclocondensation	cyclocondensation	NOUN
eurjchem-582	15	4	antimicrobial	antimicrobial	ADJ
eurjchem-582	15	5	activity	activity	NOUN
eurjchem-582	15	6	chromeno[3,4‐c]pyridinones	chromeno[3,4‐c]pyridinone	NOUN
eurjchem-582	15	7	molecular	molecular	ADJ
eurjchem-582	15	8	orbital	orbital	ADJ
eurjchem-582	15	9	calculations	calculation	NOUN
eurjchem-582	15	10	1	1	NUM
eurjchem-582	15	11	.	.	PUNCT
eurjchem-582	16	1	introduction	introduction	NOUN
eurjchem-582	16	2	‐benzopyrone	‐benzopyrone	NOUN
eurjchem-582	16	3	derivatives	derivative	NOUN
eurjchem-582	16	4	constitute	constitute	VERB
eurjchem-582	16	5	an	an	DET
eurjchem-582	16	6	important	important	ADJ
eurjchem-582	16	7	class	class	NOUN
eurjchem-582	16	8	of	of	ADP
eurjchem-582	16	9	oxygenated	oxygenated	ADJ
eurjchem-582	16	10	heterocycles	heterocycle	NOUN
eurjchem-582	16	11	[	[	X
eurjchem-582	16	12	1	1	NUM
eurjchem-582	16	13	]	]	PUNCT
eurjchem-582	16	14	.	.	PUNCT
eurjchem-582	17	1	many	many	ADJ
eurjchem-582	17	2	compounds	compound	NOUN
eurjchem-582	17	3	containing	contain	VERB
eurjchem-582	17	4	the	the	DET
eurjchem-582	17	5	benzopyrone	benzopyrone	NOUN
eurjchem-582	17	6	nucleus	nucleus	NOUN
eurjchem-582	17	7	,	,	PUNCT
eurjchem-582	17	8	both	both	PRON
eurjchem-582	17	9	naturally	naturally	ADV
eurjchem-582	17	10	occurring	occur	VERB
eurjchem-582	17	11	and	and	CCONJ
eurjchem-582	17	12	synthetic	synthetic	ADJ
eurjchem-582	17	13	,	,	PUNCT
eurjchem-582	17	14	are	be	AUX
eurjchem-582	17	15	known	know	VERB
eurjchem-582	17	16	to	to	PART
eurjchem-582	17	17	exhibit	exhibit	VERB
eurjchem-582	17	18	pharmacological	pharmacological	ADJ
eurjchem-582	17	19	activity	activity	NOUN
eurjchem-582	17	20	such	such	ADJ
eurjchem-582	17	21	as	as	ADP
eurjchem-582	17	22	antifungal	antifungal	ADJ
eurjchem-582	18	1	[	[	X
eurjchem-582	18	2	2‐4	2‐4	NUM
eurjchem-582	18	3	]	]	PUNCT
eurjchem-582	18	4	,	,	PUNCT
eurjchem-582	18	5	antibacterial	antibacterial	ADJ
eurjchem-582	18	6	[	[	X
eurjchem-582	18	7	5	5	NUM
eurjchem-582	18	8	]	]	PUNCT
eurjchem-582	18	9	,	,	PUNCT
eurjchem-582	18	10	anti‐mycobacterial	anti‐mycobacterial	PROPN
eurjchem-582	19	1	[	[	X
eurjchem-582	19	2	6,7	6,7	NUM
eurjchem-582	19	3	]	]	PUNCT
eurjchem-582	19	4	,	,	PUNCT
eurjchem-582	19	5	anticoagulants	anticoagulant	NOUN
eurjchem-582	19	6	[	[	X
eurjchem-582	19	7	8,9	8,9	NUM
eurjchem-582	19	8	]	]	PUNCT
eurjchem-582	19	9	,	,	PUNCT
eurjchem-582	19	10	inhibitors	inhibitor	NOUN
eurjchem-582	19	11	of	of	ADP
eurjchem-582	19	12	some	some	DET
eurjchem-582	19	13	enzymes	enzyme	NOUN
eurjchem-582	19	14	[	[	X
eurjchem-582	19	15	10,11	10,11	NOUN
eurjchem-582	19	16	]	]	PUNCT
eurjchem-582	19	17	,	,	PUNCT
eurjchem-582	19	18	and	and	CCONJ
eurjchem-582	19	19	antitumor	antitumor	PROPN
eurjchem-582	19	20	[	[	X
eurjchem-582	19	21	12‐14	12‐14	X
eurjchem-582	19	22	]	]	PUNCT
eurjchem-582	19	23	.	.	PUNCT
eurjchem-582	20	1	with	with	ADP
eurjchem-582	20	2	the	the	DET
eurjchem-582	20	3	expectations	expectation	NOUN
eurjchem-582	20	4	to	to	PART
eurjchem-582	20	5	find	find	VERB
eurjchem-582	20	6	biological	biological	ADJ
eurjchem-582	20	7	activity	activity	NOUN
eurjchem-582	20	8	,	,	PUNCT
eurjchem-582	20	9	we	we	PRON
eurjchem-582	20	10	decided	decide	VERB
eurjchem-582	20	11	to	to	PART
eurjchem-582	20	12	investigate	investigate	VERB
eurjchem-582	20	13	the	the	DET
eurjchem-582	20	14	synthesis	synthesis	NOUN
eurjchem-582	20	15	of	of	ADP
eurjchem-582	20	16	some	some	DET
eurjchem-582	20	17	novel	novel	ADJ
eurjchem-582	20	18	systems	system	NOUN
eurjchem-582	20	19	of	of	ADP
eurjchem-582	20	20	‐benzopyrone	‐benzopyrone	NOUN
eurjchem-582	20	21	derivatives	derivative	NOUN
eurjchem-582	20	22	bearing	bear	VERB
eurjchem-582	20	23	fused	fuse	VERB
eurjchem-582	20	24	and	and	CCONJ
eurjchem-582	20	25	isolated	isolated	ADJ
eurjchem-582	20	26	moiety	moiety	NOUN
eurjchem-582	20	27	.	.	PUNCT
eurjchem-582	21	1	recently	recently	ADV
eurjchem-582	21	2	,	,	PUNCT
eurjchem-582	21	3	the	the	DET
eurjchem-582	21	4	synthesis	synthesis	NOUN
eurjchem-582	21	5	[	[	X
eurjchem-582	21	6	15	15	NUM
eurjchem-582	21	7	]	]	PUNCT
eurjchem-582	21	8	,	,	PUNCT
eurjchem-582	21	9	photochemical	photochemical	ADJ
eurjchem-582	21	10	[	[	X
eurjchem-582	21	11	16	16	NUM
eurjchem-582	21	12	]	]	PUNCT
eurjchem-582	21	13	and	and	CCONJ
eurjchem-582	21	14	theoretical	theoretical	ADJ
eurjchem-582	21	15	[	[	X
eurjchem-582	21	16	1,2,17	1,2,17	NUM
eurjchem-582	21	17	]	]	X
eurjchem-582	21	18	properties	property	NOUN
eurjchem-582	21	19	of	of	ADP
eurjchem-582	21	20	‐benzopyrone	‐benzopyrone	NOUN
eurjchem-582	21	21	derivatives	derivative	NOUN
eurjchem-582	21	22	were	be	AUX
eurjchem-582	21	23	investigated	investigate	VERB
eurjchem-582	21	24	.	.	PUNCT
eurjchem-582	22	1	the	the	DET
eurjchem-582	22	2	aim	aim	NOUN
eurjchem-582	22	3	of	of	ADP
eurjchem-582	22	4	the	the	DET
eurjchem-582	22	5	present	present	ADJ
eurjchem-582	22	6	paper	paper	NOUN
eurjchem-582	22	7	is	be	AUX
eurjchem-582	22	8	to	to	PART
eurjchem-582	22	9	investigate	investigate	VERB
eurjchem-582	22	10	an	an	DET
eurjchem-582	22	11	efficient	efficient	ADJ
eurjchem-582	22	12	synthesis	synthesis	NOUN
eurjchem-582	22	13	of	of	ADP
eurjchem-582	22	14	coumarin	coumarin	NOUN
eurjchem-582	22	15	derivatives	derivative	NOUN
eurjchem-582	22	16	containing	contain	VERB
eurjchem-582	22	17	active	active	ADJ
eurjchem-582	22	18	methyl	methyl	NOUN
eurjchem-582	22	19	and	and	CCONJ
eurjchem-582	22	20	cyano	cyano	NOUN
eurjchem-582	22	21	groups	group	NOUN
eurjchem-582	22	22	and	and	CCONJ
eurjchem-582	22	23	study	study	VERB
eurjchem-582	22	24	their	their	PRON
eurjchem-582	22	25	cyclocondensation	cyclocondensation	NOUN
eurjchem-582	22	26	reactions	reaction	NOUN
eurjchem-582	22	27	with	with	ADP
eurjchem-582	22	28	ethyl	ethyl	PROPN
eurjchem-582	22	29	acetate	acetate	PROPN
eurjchem-582	22	30	,	,	PUNCT
eurjchem-582	22	31	ethyl	ethyl	PROPN
eurjchem-582	22	32	cyanoacetate	cyanoacetate	NOUN
eurjchem-582	22	33	,	,	PUNCT
eurjchem-582	22	34	hydroxylamine	hydroxylamine	ADJ
eurjchem-582	22	35	hydro‐	hydro‐	X
eurjchem-582	22	36	chloride	chloride	NOUN
eurjchem-582	22	37	,	,	PUNCT
eurjchem-582	22	38	urea	urea	NOUN
eurjchem-582	22	39	,	,	PUNCT
eurjchem-582	22	40	and	and	CCONJ
eurjchem-582	22	41	with	with	ADP
eurjchem-582	22	42	hydrazine	hydrazine	NOUN
eurjchem-582	22	43	carbodithioic	carbodithioic	VERB
eurjchem-582	22	44	acid	acid	NOUN
eurjchem-582	22	45	.	.	PUNCT
eurjchem-582	23	1	the	the	DET
eurjchem-582	23	2	condensations	condensation	NOUN
eurjchem-582	23	3	of	of	ADP
eurjchem-582	23	4	4‐methyl	4‐methyl	PROPN
eurjchem-582	23	5	group	group	NOUN
eurjchem-582	23	6	of	of	ADP
eurjchem-582	23	7	coumarin	coumarin	NOUN
eurjchem-582	23	8	derivatives	derivative	NOUN
eurjchem-582	23	9	with	with	ADP
eurjchem-582	23	10	vilsmier	vilsmier	NOUN
eurjchem-582	23	11	reagents	reagent	NOUN
eurjchem-582	23	12	at	at	ADP
eurjchem-582	23	13	different	different	ADJ
eurjchem-582	23	14	conditions	condition	NOUN
eurjchem-582	23	15	and	and	CCONJ
eurjchem-582	23	16	with	with	ADP
eurjchem-582	23	17	dmf‐dma	dmf‐dma	NOUN
eurjchem-582	23	18	were	be	AUX
eurjchem-582	23	19	also	also	ADV
eurjchem-582	23	20	studied	study	VERB
eurjchem-582	23	21	.	.	PUNCT
eurjchem-582	24	1	the	the	DET
eurjchem-582	24	2	antimicrobial	antimicrobial	ADJ
eurjchem-582	24	3	activities	activity	NOUN
eurjchem-582	24	4	for	for	ADP
eurjchem-582	24	5	the	the	DET
eurjchem-582	24	6	prepared	prepare	VERB
eurjchem-582	24	7	compounds	compound	NOUN
eurjchem-582	24	8	were	be	AUX
eurjchem-582	24	9	investigated	investigate	VERB
eurjchem-582	24	10	.	.	PUNCT
eurjchem-582	25	1	also	also	ADV
eurjchem-582	25	2	,	,	PUNCT
eurjchem-582	25	3	semi‐empirical	semi‐empirical	PROPN
eurjchem-582	25	4	am1	am1	PROPN
eurjchem-582	25	5	and	and	CCONJ
eurjchem-582	25	6	ab	ab	PROPN
eurjchem-582	25	7	initio	initio	NOUN
eurjchem-582	25	8	(	(	PUNCT
eurjchem-582	25	9	sto‐3	sto‐3	NOUN
eurjchem-582	25	10	g	g	NOUN
eurjchem-582	25	11	)	)	PUNCT
eurjchem-582	25	12	molecular	molecular	ADJ
eurjchem-582	25	13	orbital	orbital	ADJ
eurjchem-582	25	14	calculations	calculation	NOUN
eurjchem-582	25	15	for	for	ADP
eurjchem-582	25	16	the	the	DET
eurjchem-582	25	17	new	new	ADJ
eurjchem-582	25	18	compounds	compound	NOUN
eurjchem-582	25	19	were	be	AUX
eurjchem-582	25	20	performed	perform	VERB
eurjchem-582	25	21	and	and	CCONJ
eurjchem-582	25	22	compared	compare	VERB
eurjchem-582	25	23	with	with	ADP
eurjchem-582	25	24	their	their	PRON
eurjchem-582	25	25	experimental	experimental	ADJ
eurjchem-582	25	26	data	datum	NOUN
eurjchem-582	25	27	.	.	PUNCT
eurjchem-582	26	1	2	2	X
eurjchem-582	26	2	.	.	X
eurjchem-582	26	3	experimental	experimental	ADJ
eurjchem-582	26	4	2.1	2.1	NUM
eurjchem-582	26	5	.	.	PUNCT
eurjchem-582	27	1	instrumentation	instrumentation	NOUN
eurjchem-582	27	2	the	the	DET
eurjchem-582	27	3	uncorrected	uncorrected	ADJ
eurjchem-582	27	4	melting	melting	NOUN
eurjchem-582	27	5	point	point	NOUN
eurjchem-582	27	6	was	be	AUX
eurjchem-582	27	7	determined	determine	VERB
eurjchem-582	27	8	in	in	ADP
eurjchem-582	27	9	an	an	DET
eurjchem-582	27	10	open	open	ADJ
eurjchem-582	27	11	capillary	capillary	ADJ
eurjchem-582	27	12	tube	tube	NOUN
eurjchem-582	27	13	on	on	ADP
eurjchem-582	27	14	a	a	DET
eurjchem-582	27	15	digital	digital	ADJ
eurjchem-582	27	16	stuart	stuart	PROPN
eurjchem-582	27	17	smp‐3	smp‐3	PROPN
eurjchem-582	27	18	apparatus	apparatus	PROPN
eurjchem-582	27	19	.	.	PUNCT
eurjchem-582	28	1	1h	1h	NUM
eurjchem-582	28	2	nmr/13c	nmr/13c	X
eurjchem-582	28	3	nmr	nmr	PROPN
eurjchem-582	28	4	spectra	spectra	NOUN
eurjchem-582	28	5	were	be	AUX
eurjchem-582	28	6	obtained	obtain	VERB
eurjchem-582	28	7	on	on	ADP
eurjchem-582	28	8	a	a	DET
eurjchem-582	28	9	300	300	NUM
eurjchem-582	28	10	mhz/75.46	mhz/75.46	PROPN
eurjchem-582	28	11	mhz	mhz	ADJ
eurjchem-582	28	12	varian	varian	PROPN
eurjchem-582	28	13	mercury	mercury	PROPN
eurjchem-582	28	14	vx‐300	vx‐300	PROPN
eurjchem-582	28	15	nmr	nmr	NOUN
eurjchem-582	28	16	spectrometer	spectrometer	NOUN
eurjchem-582	28	17	in	in	ADP
eurjchem-582	28	18	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	28	19	with	with	ADP
eurjchem-582	28	20	tetramethylsilane	tetramethylsilane	NOUN
eurjchem-582	28	21	as	as	ADP
eurjchem-582	28	22	an	an	DET
eurjchem-582	28	23	internal	internal	ADJ
eurjchem-582	28	24	standard	standard	NOUN
eurjchem-582	28	25	.	.	PUNCT
eurjchem-582	29	1	elemental	elemental	ADJ
eurjchem-582	29	2	analyses	analysis	NOUN
eurjchem-582	29	3	were	be	AUX
eurjchem-582	29	4	performed	perform	VERB
eurjchem-582	29	5	on	on	ADP
eurjchem-582	29	6	vario	vario	PROPN
eurjchem-582	29	7	el	el	PROPN
eurjchem-582	29	8	elementar	elementar	PROPN
eurjchem-582	29	9	apparatus	apparatus	PROPN
eurjchem-582	29	10	.	.	PUNCT
eurjchem-582	30	1	ir	ir	PROPN
eurjchem-582	30	2	spectra	spectra	PROPN
eurjchem-582	30	3	were	be	AUX
eurjchem-582	30	4	recorded	record	VERB
eurjchem-582	30	5	on	on	ADP
eurjchem-582	30	6	ftir	ftir	PROPN
eurjchem-582	30	7	nicolet	nicolet	PROPN
eurjchem-582	30	8	is10	is10	PROPN
eurjchem-582	30	9	spectrophotometer	spectrophotometer	NOUN
eurjchem-582	30	10	(	(	PUNCT
eurjchem-582	30	11	cm‐1	cm‐1	NOUN
eurjchem-582	30	12	)	)	PUNCT
eurjchem-582	30	13	,	,	PUNCT
eurjchem-582	30	14	using	use	VERB
eurjchem-582	30	15	kbr	kbr	PROPN
eurjchem-582	30	16	disks	disk	NOUN
eurjchem-582	30	17	.	.	PUNCT
eurjchem-582	31	1	mass	mass	PROPN
eurjchem-582	31	2	spectra	spectra	PROPN
eurjchem-582	31	3	recorded	record	VERB
eurjchem-582	31	4	on	on	ADP
eurjchem-582	31	5	a	a	DET
eurjchem-582	31	6	gas	gas	NOUN
eurjchem-582	31	7	chromatographic	chromatographic	ADJ
eurjchem-582	31	8	gcmsqp	gcmsqp	NOUN
eurjchem-582	31	9	1000	1000	NUM
eurjchem-582	31	10	ex	ex	PRON
eurjchem-582	31	11	shimadzu	shimadzu	ADJ
eurjchem-582	31	12	instrument	instrument	NOUN
eurjchem-582	31	13	at	at	ADP
eurjchem-582	31	14	70	70	NUM
eurjchem-582	31	15	ev	ev	NOUN
eurjchem-582	31	16	.	.	PUNCT
eurjchem-582	32	1	the	the	DET
eurjchem-582	32	2	chemicals	chemical	NOUN
eurjchem-582	32	3	were	be	AUX
eurjchem-582	32	4	purchased	purchase	VERB
eurjchem-582	32	5	from	from	ADP
eurjchem-582	32	6	the	the	DET
eurjchem-582	32	7	suppliers	supplier	NOUN
eurjchem-582	32	8	as	as	ADP
eurjchem-582	32	9	the	the	DET
eurjchem-582	32	10	highest	high	ADJ
eurjchem-582	32	11	purity	purity	NOUN
eurjchem-582	32	12	grade	grade	NOUN
eurjchem-582	32	13	.	.	PUNCT
eurjchem-582	33	1	the	the	DET
eurjchem-582	33	2	theoretical	theoretical	ADJ
eurjchem-582	33	3	data	datum	NOUN
eurjchem-582	33	4	which	which	PRON
eurjchem-582	33	5	were	be	AUX
eurjchem-582	33	6	obtained	obtain	VERB
eurjchem-582	33	7	from	from	ADP
eurjchem-582	33	8	molecular	molecular	ADJ
eurjchem-582	33	9	mechanical	mechanical	ADJ
eurjchem-582	33	10	calculations	calculation	NOUN
eurjchem-582	33	11	on	on	ADP
eurjchem-582	33	12	the	the	DET
eurjchem-582	33	13	basis	basis	NOUN
eurjchem-582	33	14	of	of	ADP
eurjchem-582	33	15	the	the	DET
eurjchem-582	33	16	semi‐empirical	semi‐empirical	PROPN
eurjchem-582	33	17	am1	am1	PROPN
eurjchem-582	33	18	and	and	CCONJ
eurjchem-582	33	19	ab	ab	PROPN
eurjchem-582	33	20	initio	initio	NOUN
eurjchem-582	33	21	(	(	PUNCT
eurjchem-582	33	22	sto‐3	sto‐3	PROPN
eurjchem-582	33	23	g	g	NOUN
eurjchem-582	33	24	)	)	PUNCT
eurjchem-582	33	25	methods	method	NOUN
eurjchem-582	33	26	of	of	ADP
eurjchem-582	33	27	hyperchem	hyperchem	NOUN
eurjchem-582	33	28	8.03	8.03	NUM
eurjchem-582	33	29	computer	computer	NOUN
eurjchem-582	33	30	program	program	NOUN
eurjchem-582	33	31	.	.	PUNCT
eurjchem-582	34	1	el‐shaaer	el‐shaaer	NOUN
eurjchem-582	34	2	et	et	PROPN
eurjchem-582	34	3	al	al	PROPN
eurjchem-582	34	4	.	.	PUNCT
eurjchem-582	34	5	/	/	SYM
eurjchem-582	34	6	european	european	PROPN
eurjchem-582	34	7	journal	journal	PROPN
eurjchem-582	34	8	of	of	ADP
eurjchem-582	34	9	chemistry	chemistry	NOUN
eurjchem-582	34	10	3	3	NUM
eurjchem-582	34	11	(	(	PUNCT
eurjchem-582	34	12	2	2	NUM
eurjchem-582	34	13	)	)	PUNCT
eurjchem-582	34	14	(	(	PUNCT
eurjchem-582	34	15	2012	2012	NUM
eurjchem-582	34	16	)	)	PUNCT
eurjchem-582	34	17	172‐178	172‐178	NUM
eurjchem-582	34	18	173	173	NUM
eurjchem-582	35	1	oh	oh	INTJ
eurjchem-582	35	2	coch3	coch3	NOUN
eurjchem-582	36	1	o	o	X
eurjchem-582	36	2	o	o	X
eurjchem-582	37	1	cn	cn	INTJ
eurjchem-582	38	1	+	+	CCONJ
eurjchem-582	38	2	o	o	X
eurjchem-582	38	3	ona	ona	PROPN
eurjchem-582	38	4	nh2	nh2	PROPN
eurjchem-582	39	1	o	o	NOUN
eurjchem-582	39	2	r	r	NOUN
eurjchem-582	39	3	o	o	NOUN
eurjchem-582	39	4	o	o	X
eurjchem-582	39	5	nh2	nh2	PROPN
eurjchem-582	39	6	ona	ona	PROPN
eurjchem-582	39	7	r	r	NOUN
eurjchem-582	39	8	o	o	X
eurjchem-582	40	1	o	o	X
eurjchem-582	41	1	nh2	nh2	NOUN
eurjchem-582	42	1	o	o	INTJ
eurjchem-582	42	2	o	o	INTJ
eurjchem-582	43	1	oh	oh	INTJ
eurjchem-582	43	2	nh2	nh2	PROPN
eurjchem-582	43	3	o	o	NOUN
eurjchem-582	43	4	21	21	NUM
eurjchem-582	43	5	3a	3a	NUM
eurjchem-582	43	6	r	r	NOUN
eurjchem-582	43	7	=	=	SYM
eurjchem-582	43	8	h	h	NOUN
eurjchem-582	43	9	4a	4a	NOUN
eurjchem-582	43	10	r	r	NOUN
eurjchem-582	43	11	=	=	PUNCT
eurjchem-582	43	12	cn	cn	NOUN
eurjchem-582	43	13	3b	3b	NOUN
eurjchem-582	43	14	r	r	NOUN
eurjchem-582	43	15	=	=	PUNCT
eurjchem-582	43	16	h	h	NOUN
eurjchem-582	43	17	4b	4b	NOUN
eurjchem-582	43	18	r	r	NOUN
eurjchem-582	43	19	=	=	PUNCT
eurjchem-582	43	20	cn	cn	PROPN
eurjchem-582	43	21	dil	dil	PROPN
eurjchem-582	43	22	.	.	PUNCT
eurjchem-582	44	1	hcl	hcl	PROPN
eurjchem-582	44	2	r	r	NOUN
eurjchem-582	44	3	=	=	PUNCT
eurjchem-582	44	4	h	h	NOUN
eurjchem-582	44	5	5b	5b	NUM
eurjchem-582	44	6	5a	5a	NUM
eurjchem-582	44	7	rch2co2c2h5	rch2co2c2h5	PROPN
eurjchem-582	44	8	ncch2co2c2h5	ncch2co2c2h5	PROPN
eurjchem-582	44	9	etona	etona	PROPN
eurjchem-582	44	10	na	na	PART
eurjchem-582	44	11	scheme	scheme	VERB
eurjchem-582	44	12	1	1	NUM
eurjchem-582	44	13	2.2	2.2	NUM
eurjchem-582	44	14	.	.	PUNCT
eurjchem-582	45	1	synthesis	synthesis	NOUN
eurjchem-582	45	2	2.2.1	2.2.1	NUM
eurjchem-582	45	3	.	.	PUNCT
eurjchem-582	46	1	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	NUM
eurjchem-582	46	2	(	(	PUNCT
eurjchem-582	46	3	2	2	NUM
eurjchem-582	46	4	)	)	PUNCT
eurjchem-582	46	5	sodium	sodium	NOUN
eurjchem-582	46	6	metal	metal	NOUN
eurjchem-582	46	7	(	(	PUNCT
eurjchem-582	46	8	2	2	NUM
eurjchem-582	46	9	g	g	NOUN
eurjchem-582	46	10	,	,	PUNCT
eurjchem-582	46	11	8.6	8.6	NUM
eurjchem-582	46	12	mmol	mmol	NOUN
eurjchem-582	46	13	)	)	PUNCT
eurjchem-582	46	14	was	be	AUX
eurjchem-582	46	15	added	add	VERB
eurjchem-582	46	16	in	in	ADP
eurjchem-582	46	17	small	small	ADJ
eurjchem-582	46	18	portion	portion	NOUN
eurjchem-582	46	19	to	to	ADP
eurjchem-582	46	20	a	a	DET
eurjchem-582	46	21	solution	solution	NOUN
eurjchem-582	46	22	of	of	ADP
eurjchem-582	46	23	3,5‐dimethyl‐2‐hydroxyacetophenone	3,5‐dimethyl‐2‐hydroxyacetophenone	NUM
eurjchem-582	46	24	(	(	PUNCT
eurjchem-582	46	25	1	1	NUM
eurjchem-582	46	26	)	)	PUNCT
eurjchem-582	46	27	(	(	PUNCT
eurjchem-582	46	28	4	4	NUM
eurjchem-582	46	29	g	g	NOUN
eurjchem-582	46	30	,	,	PUNCT
eurjchem-582	46	31	2.4	2.4	NUM
eurjchem-582	46	32	mmol	mmol	NOUN
eurjchem-582	46	33	)	)	PUNCT
eurjchem-582	46	34	in	in	ADP
eurjchem-582	46	35	ethyl	ethyl	PROPN
eurjchem-582	46	36	cyanoacetate	cyanoacetate	NOUN
eurjchem-582	46	37	(	(	PUNCT
eurjchem-582	46	38	30	30	NUM
eurjchem-582	46	39	cm3	cm3	NOUN
eurjchem-582	46	40	)	)	PUNCT
eurjchem-582	46	41	.	.	PUNCT
eurjchem-582	47	1	the	the	DET
eurjchem-582	47	2	reaction	reaction	NOUN
eurjchem-582	47	3	mixture	mixture	NOUN
eurjchem-582	47	4	was	be	AUX
eurjchem-582	47	5	heated	heat	VERB
eurjchem-582	47	6	on	on	ADP
eurjchem-582	47	7	water‐bath	water‐bath	NOUN
eurjchem-582	47	8	for	for	ADP
eurjchem-582	47	9	3	3	NUM
eurjchem-582	47	10	h	h	NOUN
eurjchem-582	47	11	,	,	PUNCT
eurjchem-582	47	12	and	and	CCONJ
eurjchem-582	47	13	then	then	ADV
eurjchem-582	47	14	cooled	cool	VERB
eurjchem-582	47	15	to	to	ADP
eurjchem-582	47	16	room	room	NOUN
eurjchem-582	47	17	temperature	temperature	NOUN
eurjchem-582	47	18	,	,	PUNCT
eurjchem-582	47	19	treated	treat	VERB
eurjchem-582	47	20	with	with	ADP
eurjchem-582	47	21	ethanol	ethanol	NOUN
eurjchem-582	47	22	(	(	PUNCT
eurjchem-582	47	23	10	10	NUM
eurjchem-582	47	24	cm3	cm3	NOUN
eurjchem-582	47	25	)	)	PUNCT
eurjchem-582	47	26	and	and	CCONJ
eurjchem-582	47	27	refluxed	refluxe	VERB
eurjchem-582	47	28	for	for	ADP
eurjchem-582	47	29	1	1	NUM
eurjchem-582	47	30	h.	h.	NOUN
eurjchem-582	47	31	the	the	DET
eurjchem-582	47	32	solid	solid	ADJ
eurjchem-582	47	33	obtained	obtain	VERB
eurjchem-582	47	34	was	be	AUX
eurjchem-582	47	35	filtered	filter	VERB
eurjchem-582	47	36	,	,	PUNCT
eurjchem-582	47	37	and	and	CCONJ
eurjchem-582	47	38	crystallized	crystallize	VERB
eurjchem-582	47	39	from	from	ADP
eurjchem-582	47	40	ethanol	ethanol	NOUN
eurjchem-582	47	41	to	to	PART
eurjchem-582	47	42	give	give	VERB
eurjchem-582	47	43	(	(	PUNCT
eurjchem-582	47	44	2	2	NUM
eurjchem-582	47	45	)	)	PUNCT
eurjchem-582	47	46	as	as	ADP
eurjchem-582	47	47	pale	pale	ADJ
eurjchem-582	47	48	green	green	ADJ
eurjchem-582	47	49	crystals	crystal	NOUN
eurjchem-582	47	50	(	(	PUNCT
eurjchem-582	47	51	scheme	scheme	NOUN
eurjchem-582	47	52	1	1	NUM
eurjchem-582	47	53	)	)	PUNCT
eurjchem-582	47	54	.	.	PUNCT
eurjchem-582	48	1	yield	yield	NOUN
eurjchem-582	48	2	:	:	PUNCT
eurjchem-582	48	3	62	62	NUM
eurjchem-582	48	4	%	%	NOUN
eurjchem-582	48	5	.	.	PUNCT
eurjchem-582	49	1	m.p	m.p	PROPN
eurjchem-582	49	2	.	.	PROPN
eurjchem-582	49	3	:	:	PUNCT
eurjchem-582	50	1	200‐202	200‐202	PROPN
eurjchem-582	50	2	°	°	PROPN
eurjchem-582	50	3	c	c	X
eurjchem-582	50	4	.	.	PUNCT
eurjchem-582	51	1	ft‐ir	ft‐ir	NOUN
eurjchem-582	51	2	(	(	PUNCT
eurjchem-582	51	3	kbr	kbr	PROPN
eurjchem-582	51	4	,	,	PUNCT
eurjchem-582	51	5	cm‐1	cm‐1	PROPN
eurjchem-582	51	6	):	):	PUNCT
eurjchem-582	51	7	3072	3072	NUM
eurjchem-582	51	8	(	(	PUNCT
eurjchem-582	51	9	charom	charom	NOUN
eurjchem-582	51	10	.	.	PUNCT
eurjchem-582	51	11	)	)	PUNCT
eurjchem-582	51	12	,	,	PUNCT
eurjchem-582	51	13	2921	2921	NUM
eurjchem-582	51	14	,	,	PUNCT
eurjchem-582	51	15	2953	2953	NUM
eurjchem-582	51	16	(	(	PUNCT
eurjchem-582	51	17	chaleph	chaleph	NOUN
eurjchem-582	51	18	.	.	PUNCT
eurjchem-582	51	19	)	)	PUNCT
eurjchem-582	51	20	,	,	PUNCT
eurjchem-582	51	21	2230	2230	NUM
eurjchem-582	51	22	(	(	PUNCT
eurjchem-582	51	23	cn	cn	PROPN
eurjchem-582	51	24	)	)	PUNCT
eurjchem-582	51	25	,	,	PUNCT
eurjchem-582	51	26	1721	1721	NUM
eurjchem-582	51	27	(	(	PUNCT
eurjchem-582	51	28	c	c	NOUN
eurjchem-582	51	29	=	=	NOUN
eurjchem-582	51	30	o	o	NOUN
eurjchem-582	51	31	)	)	PUNCT
eurjchem-582	51	32	,	,	PUNCT
eurjchem-582	51	33	1608	1608	NUM
eurjchem-582	51	34	(	(	PUNCT
eurjchem-582	51	35	c	c	NOUN
eurjchem-582	51	36	=	=	SYM
eurjchem-582	51	37	c	c	NOUN
eurjchem-582	51	38	)	)	PUNCT
eurjchem-582	51	39	.	.	PUNCT
eurjchem-582	52	1	1h	1h	NUM
eurjchem-582	52	2	nmr	nmr	NOUN
eurjchem-582	52	3	(	(	PUNCT
eurjchem-582	52	4	300	300	NUM
eurjchem-582	52	5	mhz	mhz	NOUN
eurjchem-582	52	6	,	,	PUNCT
eurjchem-582	52	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	52	8	,	,	PUNCT
eurjchem-582	52	9	δ	δ	PROPN
eurjchem-582	52	10	,	,	PUNCT
eurjchem-582	52	11	ppm	ppm	NOUN
eurjchem-582	52	12	):	):	PUNCT
eurjchem-582	52	13	2.26	2.26	NUM
eurjchem-582	52	14	(	(	PUNCT
eurjchem-582	52	15	s	s	PROPN
eurjchem-582	52	16	,	,	PUNCT
eurjchem-582	52	17	3h	3h	NUM
eurjchem-582	52	18	,	,	PUNCT
eurjchem-582	52	19	ch3	ch3	PROPN
eurjchem-582	52	20	)	)	PUNCT
eurjchem-582	52	21	,	,	PUNCT
eurjchem-582	52	22	2.31	2.31	NUM
eurjchem-582	52	23	(	(	PUNCT
eurjchem-582	52	24	s	s	PROPN
eurjchem-582	52	25	,	,	PUNCT
eurjchem-582	52	26	3h	3h	NUM
eurjchem-582	52	27	,	,	PUNCT
eurjchem-582	52	28	ch3	ch3	PROPN
eurjchem-582	52	29	)	)	PUNCT
eurjchem-582	52	30	,	,	PUNCT
eurjchem-582	52	31	2.61	2.61	NUM
eurjchem-582	52	32	(	(	PUNCT
eurjchem-582	52	33	s	s	PROPN
eurjchem-582	52	34	,	,	PUNCT
eurjchem-582	52	35	3h	3h	NUM
eurjchem-582	52	36	,	,	PUNCT
eurjchem-582	52	37	ch3	ch3	PROPN
eurjchem-582	52	38	)	)	PUNCT
eurjchem-582	52	39	,	,	PUNCT
eurjchem-582	52	40	7.42	7.42	NUM
eurjchem-582	52	41	(	(	PUNCT
eurjchem-582	52	42	s	s	PROPN
eurjchem-582	52	43	,	,	PUNCT
eurjchem-582	52	44	1h	1h	NUM
eurjchem-582	52	45	,	,	PUNCT
eurjchem-582	52	46	h‐7	h‐7	PROPN
eurjchem-582	52	47	)	)	PUNCT
eurjchem-582	52	48	,	,	PUNCT
eurjchem-582	52	49	7.49	7.49	NUM
eurjchem-582	52	50	(	(	PUNCT
eurjchem-582	52	51	s	s	PROPN
eurjchem-582	52	52	,	,	PUNCT
eurjchem-582	52	53	1h	1h	NUM
eurjchem-582	52	54	,	,	PUNCT
eurjchem-582	52	55	h‐5	h‐5	PROPN
eurjchem-582	52	56	)	)	PUNCT
eurjchem-582	52	57	.	.	PUNCT
eurjchem-582	53	1	13c	13c	NOUN
eurjchem-582	53	2	nmr	nmr	NOUN
eurjchem-582	53	3	(	(	PUNCT
eurjchem-582	53	4	75	75	NUM
eurjchem-582	53	5	mhz	mhz	NOUN
eurjchem-582	53	6	,	,	PUNCT
eurjchem-582	53	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	53	8	,	,	PUNCT
eurjchem-582	53	9	δ	δ	PROPN
eurjchem-582	53	10	,	,	PUNCT
eurjchem-582	53	11	ppm	ppm	NOUN
eurjchem-582	53	12	):	):	PUNCT
eurjchem-582	53	13	24.2	24.2	NUM
eurjchem-582	53	14	,	,	PUNCT
eurjchem-582	53	15	27.7	27.7	NUM
eurjchem-582	53	16	,	,	PUNCT
eurjchem-582	53	17	29.6	29.6	NUM
eurjchem-582	53	18	,	,	PUNCT
eurjchem-582	53	19	109.9	109.9	NUM
eurjchem-582	53	20	,	,	PUNCT
eurjchem-582	53	21	123.5	123.5	NUM
eurjchem-582	53	22	,	,	PUNCT
eurjchem-582	53	23	126.7	126.7	NUM
eurjchem-582	53	24	,	,	PUNCT
eurjchem-582	53	25	133.6	133.6	NUM
eurjchem-582	53	26	,	,	PUNCT
eurjchem-582	53	27	134.9	134.9	NUM
eurjchem-582	53	28	,	,	PUNCT
eurjchem-582	53	29	143.6	143.6	NUM
eurjchem-582	53	30	,	,	PUNCT
eurjchem-582	53	31	146.7	146.7	NUM
eurjchem-582	53	32	,	,	PUNCT
eurjchem-582	53	33	158.3	158.3	NUM
eurjchem-582	53	34	,	,	PUNCT
eurjchem-582	53	35	165.9	165.9	NUM
eurjchem-582	53	36	,	,	PUNCT
eurjchem-582	53	37	172.9	172.9	NUM
eurjchem-582	53	38	.	.	PUNCT
eurjchem-582	54	1	ms	ms	PROPN
eurjchem-582	54	2	(	(	PUNCT
eurjchem-582	54	3	ei	ei	PROPN
eurjchem-582	54	4	,	,	PUNCT
eurjchem-582	54	5	m	m	PROPN
eurjchem-582	54	6	/	/	SYM
eurjchem-582	54	7	z	z	PROPN
eurjchem-582	54	8	(	(	PUNCT
eurjchem-582	54	9	%	%	NOUN
eurjchem-582	54	10	)	)	PUNCT
eurjchem-582	54	11	):	):	PUNCT
eurjchem-582	54	12	212.4	212.4	NUM
eurjchem-582	54	13	(	(	PUNCT
eurjchem-582	54	14	m‐1	m‐1	NOUN
eurjchem-582	54	15	,	,	PUNCT
eurjchem-582	54	16	86.9	86.9	NUM
eurjchem-582	54	17	)	)	PUNCT
eurjchem-582	54	18	,	,	PUNCT
eurjchem-582	54	19	212.8	212.8	NUM
eurjchem-582	54	20	(	(	PUNCT
eurjchem-582	54	21	m+	m+	NUM
eurjchem-582	54	22	,	,	PUNCT
eurjchem-582	54	23	100	100	NUM
eurjchem-582	54	24	)	)	PUNCT
eurjchem-582	54	25	,	,	PUNCT
eurjchem-582	54	26	213.8	213.8	NUM
eurjchem-582	54	27	(	(	PUNCT
eurjchem-582	54	28	m+1	m+1	PROPN
eurjchem-582	54	29	,	,	PUNCT
eurjchem-582	54	30	14.5	14.5	NUM
eurjchem-582	54	31	)	)	PUNCT
eurjchem-582	54	32	.	.	PUNCT
eurjchem-582	55	1	anal	anal	PROPN
eurjchem-582	55	2	.	.	PUNCT
eurjchem-582	55	3	calcd	calcd	NOUN
eurjchem-582	55	4	.	.	PUNCT
eurjchem-582	56	1	for	for	ADP
eurjchem-582	56	2	c13h11no2	c13h11no2	NOUN
eurjchem-582	56	3	:	:	PUNCT
eurjchem-582	56	4	c	c	X
eurjchem-582	56	5	,	,	PUNCT
eurjchem-582	56	6	73.23	73.23	NUM
eurjchem-582	56	7	;	;	PUNCT
eurjchem-582	56	8	h	h	NOUN
eurjchem-582	56	9	,	,	PUNCT
eurjchem-582	56	10	5.20	5.20	NUM
eurjchem-582	56	11	;	;	PUNCT
eurjchem-582	56	12	n	n	CCONJ
eurjchem-582	56	13	,	,	PUNCT
eurjchem-582	56	14	6.57	6.57	NUM
eurjchem-582	56	15	.	.	PUNCT
eurjchem-582	56	16	found	find	VERB
eurjchem-582	56	17	:	:	PUNCT
eurjchem-582	57	1	c	c	X
eurjchem-582	57	2	,	,	PUNCT
eurjchem-582	57	3	73.10	73.10	NUM
eurjchem-582	57	4	;	;	PUNCT
eurjchem-582	57	5	h	h	NOUN
eurjchem-582	57	6	,	,	PUNCT
eurjchem-582	57	7	5.00	5.00	NUM
eurjchem-582	57	8	;	;	PUNCT
eurjchem-582	57	9	n	n	CCONJ
eurjchem-582	57	10	,	,	PUNCT
eurjchem-582	57	11	6.60	6.60	NUM
eurjchem-582	57	12	%	%	NOUN
eurjchem-582	57	13	.	.	PUNCT
eurjchem-582	58	1	2.2.2	2.2.2	X
eurjchem-582	58	2	.	.	X
eurjchem-582	58	3	sodium	sodium	NOUN
eurjchem-582	58	4	salt	salt	NOUN
eurjchem-582	58	5	of	of	ADP
eurjchem-582	58	6	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐	PROPN
eurjchem-582	58	7	benzo[c]chromen‐6‐one	benzo[c]chromen‐6‐one	NOUN
eurjchem-582	58	8	derivatives	derivative	NOUN
eurjchem-582	58	9	(	(	PUNCT
eurjchem-582	58	10	3	3	NUM
eurjchem-582	58	11	)	)	PUNCT
eurjchem-582	58	12	and	and	CCONJ
eurjchem-582	58	13	7‐amino‐9‐	7‐amino‐9‐	NUM
eurjchem-582	58	14	hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	PROPN
eurjchem-582	58	15	(	(	PUNCT
eurjchem-582	58	16	5	5	NUM
eurjchem-582	58	17	)	)	PUNCT
eurjchem-582	58	18	a	a	DET
eurjchem-582	58	19	solution	solution	NOUN
eurjchem-582	58	20	of	of	ADP
eurjchem-582	58	21	compound	compound	NOUN
eurjchem-582	58	22	(	(	PUNCT
eurjchem-582	58	23	2	2	NUM
eurjchem-582	58	24	)	)	PUNCT
eurjchem-582	58	25	(	(	PUNCT
eurjchem-582	58	26	2.0	2.0	NUM
eurjchem-582	58	27	g	g	NOUN
eurjchem-582	58	28	,	,	PUNCT
eurjchem-582	58	29	0.93	0.93	NUM
eurjchem-582	58	30	mmol	mmol	NOUN
eurjchem-582	58	31	)	)	PUNCT
eurjchem-582	58	32	in	in	ADP
eurjchem-582	58	33	ethoxide	ethoxide	NOUN
eurjchem-582	58	34	(	(	PUNCT
eurjchem-582	58	35	1.0	1.0	NUM
eurjchem-582	58	36	g	g	NOUN
eurjchem-582	58	37	sodium	sodium	NOUN
eurjchem-582	58	38	,	,	PUNCT
eurjchem-582	58	39	40	40	NUM
eurjchem-582	58	40	cm3	cm3	NOUN
eurjchem-582	58	41	absolute	absolute	ADJ
eurjchem-582	58	42	ethanol	ethanol	NOUN
eurjchem-582	58	43	)	)	PUNCT
eurjchem-582	58	44	,	,	PUNCT
eurjchem-582	58	45	and	and	CCONJ
eurjchem-582	58	46	then	then	ADV
eurjchem-582	58	47	ethyl	ethyl	PROPN
eurjchem-582	58	48	acetate	acetate	PROPN
eurjchem-582	58	49	(	(	PUNCT
eurjchem-582	58	50	24	24	NUM
eurjchem-582	58	51	cm3	cm3	NOUN
eurjchem-582	58	52	)	)	PUNCT
eurjchem-582	58	53	was	be	AUX
eurjchem-582	58	54	added	add	VERB
eurjchem-582	58	55	and	and	CCONJ
eurjchem-582	58	56	the	the	DET
eurjchem-582	58	57	mixture	mixture	NOUN
eurjchem-582	58	58	was	be	AUX
eurjchem-582	58	59	refluxed	refluxe	VERB
eurjchem-582	58	60	on	on	ADP
eurjchem-582	58	61	water‐	water‐	NOUN
eurjchem-582	58	62	bath	bath	NOUN
eurjchem-582	58	63	for	for	ADP
eurjchem-582	58	64	3	3	NUM
eurjchem-582	58	65	h	h	NOUN
eurjchem-582	58	66	,	,	PUNCT
eurjchem-582	58	67	cooled	cool	VERB
eurjchem-582	58	68	to	to	ADP
eurjchem-582	58	69	room	room	NOUN
eurjchem-582	58	70	temperature	temperature	NOUN
eurjchem-582	58	71	,	,	PUNCT
eurjchem-582	58	72	treated	treat	VERB
eurjchem-582	58	73	with	with	ADP
eurjchem-582	58	74	diethyl	diethyl	NOUN
eurjchem-582	58	75	ether	ether	NOUN
eurjchem-582	58	76	(	(	PUNCT
eurjchem-582	58	77	40	40	NUM
eurjchem-582	58	78	cm3	cm3	NOUN
eurjchem-582	58	79	)	)	PUNCT
eurjchem-582	58	80	.	.	PUNCT
eurjchem-582	59	1	the	the	DET
eurjchem-582	59	2	solid	solid	ADJ
eurjchem-582	59	3	obtained	obtain	VERB
eurjchem-582	59	4	was	be	AUX
eurjchem-582	59	5	filtered	filter	VERB
eurjchem-582	59	6	,	,	PUNCT
eurjchem-582	59	7	and	and	CCONJ
eurjchem-582	59	8	crystallized	crystallize	VERB
eurjchem-582	59	9	from	from	ADP
eurjchem-582	59	10	diethyl	diethyl	NOUN
eurjchem-582	59	11	ether	ether	NOUN
eurjchem-582	59	12	to	to	PART
eurjchem-582	59	13	give	give	VERB
eurjchem-582	59	14	(	(	PUNCT
eurjchem-582	59	15	3	3	NUM
eurjchem-582	59	16	)	)	PUNCT
eurjchem-582	59	17	as	as	ADP
eurjchem-582	59	18	pall‐yellow	pall‐yellow	NOUN
eurjchem-582	59	19	crystals	crystal	NOUN
eurjchem-582	59	20	(	(	PUNCT
eurjchem-582	59	21	scheme	scheme	NOUN
eurjchem-582	59	22	1	1	NUM
eurjchem-582	59	23	and	and	CCONJ
eurjchem-582	59	24	2	2	NUM
eurjchem-582	59	25	)	)	PUNCT
eurjchem-582	59	26	.	.	PUNCT
eurjchem-582	60	1	yield	yield	NOUN
eurjchem-582	60	2	:	:	PUNCT
eurjchem-582	60	3	89	89	NUM
eurjchem-582	60	4	%	%	NOUN
eurjchem-582	60	5	.	.	PUNCT
eurjchem-582	61	1	m.p	m.p	PROPN
eurjchem-582	61	2	.	.	PROPN
eurjchem-582	61	3	:	:	PUNCT
eurjchem-582	62	1	168‐170	168‐170	NUM
eurjchem-582	62	2	°	°	PROPN
eurjchem-582	62	3	c	c	VERB
eurjchem-582	62	4	.	.	PUNCT
eurjchem-582	63	1	the	the	DET
eurjchem-582	63	2	compound	compound	NOUN
eurjchem-582	63	3	(	(	PUNCT
eurjchem-582	63	4	3	3	NUM
eurjchem-582	63	5	)	)	PUNCT
eurjchem-582	63	6	(	(	PUNCT
eurjchem-582	63	7	0.5	0.5	NUM
eurjchem-582	63	8	g	g	NOUN
eurjchem-582	63	9	,	,	PUNCT
eurjchem-582	63	10	0.18	0.18	NUM
eurjchem-582	63	11	mmol	mmol	NOUN
eurjchem-582	63	12	)	)	PUNCT
eurjchem-582	63	13	was	be	AUX
eurjchem-582	63	14	acidified	acidify	VERB
eurjchem-582	63	15	with	with	ADP
eurjchem-582	63	16	10	10	NUM
eurjchem-582	63	17	%	%	NOUN
eurjchem-582	63	18	hcl	hcl	PROPN
eurjchem-582	63	19	and	and	CCONJ
eurjchem-582	63	20	the	the	DET
eurjchem-582	63	21	solid	solid	ADJ
eurjchem-582	63	22	obtained	obtain	VERB
eurjchem-582	63	23	was	be	AUX
eurjchem-582	63	24	filtered	filter	VERB
eurjchem-582	63	25	,	,	PUNCT
eurjchem-582	63	26	and	and	CCONJ
eurjchem-582	63	27	crystallized	crystallize	VERB
eurjchem-582	63	28	from	from	ADP
eurjchem-582	63	29	water	water	NOUN
eurjchem-582	63	30	to	to	PART
eurjchem-582	63	31	give	give	VERB
eurjchem-582	63	32	(	(	PUNCT
eurjchem-582	63	33	5	5	NUM
eurjchem-582	63	34	)	)	PUNCT
eurjchem-582	63	35	as	as	ADP
eurjchem-582	63	36	pall‐	pall‐	NUM
eurjchem-582	63	37	yellow	yellow	ADJ
eurjchem-582	63	38	crystals	crystal	NOUN
eurjchem-582	63	39	(	(	PUNCT
eurjchem-582	63	40	scheme	scheme	NOUN
eurjchem-582	63	41	1	1	NUM
eurjchem-582	63	42	and	and	CCONJ
eurjchem-582	63	43	2	2	NUM
eurjchem-582	63	44	)	)	PUNCT
eurjchem-582	63	45	.	.	PUNCT
eurjchem-582	64	1	yield	yield	NOUN
eurjchem-582	64	2	:	:	PUNCT
eurjchem-582	64	3	89	89	NUM
eurjchem-582	64	4	%	%	NOUN
eurjchem-582	64	5	.	.	PUNCT
eurjchem-582	65	1	m.p	m.p	PROPN
eurjchem-582	65	2	.	.	PROPN
eurjchem-582	65	3	:	:	PUNCT
eurjchem-582	66	1	166‐169	166‐169	NUM
eurjchem-582	66	2	°	°	SYM
eurjchem-582	66	3	c	c	NOUN
eurjchem-582	66	4	.	.	PUNCT
eurjchem-582	67	1	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	NUM
eurjchem-582	67	2	derivatives	derivative	NOUN
eurjchem-582	67	3	(	(	PUNCT
eurjchem-582	67	4	3	3	NUM
eurjchem-582	67	5	):	):	PUNCT
eurjchem-582	67	6	ft‐ir	ft‐ir	NOUN
eurjchem-582	67	7	(	(	PUNCT
eurjchem-582	67	8	kbr	kbr	PROPN
eurjchem-582	67	9	,	,	PUNCT
eurjchem-582	67	10	cm‐1	cm‐1	PROPN
eurjchem-582	67	11	):	):	PUNCT
eurjchem-582	67	12	3309	3309	NUM
eurjchem-582	67	13	,	,	PUNCT
eurjchem-582	67	14	3489	3489	NUM
eurjchem-582	67	15	(	(	PUNCT
eurjchem-582	67	16	br	br	PROPN
eurjchem-582	67	17	.	.	PROPN
eurjchem-582	67	18	,	,	PUNCT
eurjchem-582	67	19	nh2	nh2	PROPN
eurjchem-582	67	20	)	)	PUNCT
eurjchem-582	67	21	,	,	PUNCT
eurjchem-582	67	22	2921	2921	NUM
eurjchem-582	67	23	(	(	PUNCT
eurjchem-582	67	24	chaleph	chaleph	NOUN
eurjchem-582	67	25	.	.	PUNCT
eurjchem-582	67	26	)	)	PUNCT
eurjchem-582	67	27	,	,	PUNCT
eurjchem-582	67	28	1721	1721	NUM
eurjchem-582	67	29	(	(	PUNCT
eurjchem-582	67	30	w	w	PROPN
eurjchem-582	67	31	,	,	PUNCT
eurjchem-582	67	32	c	c	NOUN
eurjchem-582	67	33	=	=	NOUN
eurjchem-582	67	34	ocoumarin	ocoumarin	NOUN
eurjchem-582	67	35	)	)	PUNCT
eurjchem-582	67	36	,	,	PUNCT
eurjchem-582	67	37	1655	1655	NUM
eurjchem-582	67	38	(	(	PUNCT
eurjchem-582	67	39	s	s	PROPN
eurjchem-582	67	40	,	,	PUNCT
eurjchem-582	67	41	c	c	NOUN
eurjchem-582	67	42	=	=	ADJ
eurjchem-582	67	43	ocyclic	ocyclic	ADJ
eurjchem-582	67	44	ketone	ketone	NOUN
eurjchem-582	67	45	)	)	PUNCT
eurjchem-582	67	46	.	.	PUNCT
eurjchem-582	68	1	1h	1h	NUM
eurjchem-582	68	2	nmr	nmr	NOUN
eurjchem-582	68	3	(	(	PUNCT
eurjchem-582	68	4	300	300	NUM
eurjchem-582	68	5	mhz	mhz	NOUN
eurjchem-582	68	6	,	,	PUNCT
eurjchem-582	68	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	68	8	,	,	PUNCT
eurjchem-582	68	9	δ	δ	PROPN
eurjchem-582	68	10	,	,	PUNCT
eurjchem-582	68	11	ppm	ppm	NUM
eurjchem-582	68	12	):	):	PUNCT
eurjchem-582	68	13	1.63	1.63	NUM
eurjchem-582	68	14	(	(	PUNCT
eurjchem-582	68	15	s	s	PROPN
eurjchem-582	68	16	,	,	PUNCT
eurjchem-582	68	17	2h	2h	NUM
eurjchem-582	68	18	,	,	PUNCT
eurjchem-582	68	19	nh2	nh2	PROPN
eurjchem-582	68	20	,	,	PUNCT
eurjchem-582	68	21	exchangeable	exchangeable	ADJ
eurjchem-582	68	22	with	with	ADP
eurjchem-582	68	23	d2o	d2o	NOUN
eurjchem-582	68	24	)	)	PUNCT
eurjchem-582	68	25	,	,	PUNCT
eurjchem-582	68	26	2.22	2.22	NUM
eurjchem-582	68	27	(	(	PUNCT
eurjchem-582	68	28	s	s	PROPN
eurjchem-582	68	29	,	,	PUNCT
eurjchem-582	68	30	3h	3h	NUM
eurjchem-582	68	31	,	,	PUNCT
eurjchem-582	68	32	ch3	ch3	PROPN
eurjchem-582	68	33	)	)	PUNCT
eurjchem-582	68	34	,	,	PUNCT
eurjchem-582	68	35	2.28	2.28	NUM
eurjchem-582	68	36	(	(	PUNCT
eurjchem-582	68	37	s	s	PROPN
eurjchem-582	68	38	,	,	PUNCT
eurjchem-582	68	39	3h	3h	NUM
eurjchem-582	68	40	,	,	PUNCT
eurjchem-582	68	41	ch3	ch3	PROPN
eurjchem-582	68	42	)	)	PUNCT
eurjchem-582	68	43	,	,	PUNCT
eurjchem-582	68	44	6.23	6.23	NUM
eurjchem-582	68	45	(	(	PUNCT
eurjchem-582	68	46	s	s	PROPN
eurjchem-582	68	47	,	,	PUNCT
eurjchem-582	68	48	1h	1h	NUM
eurjchem-582	68	49	,	,	PUNCT
eurjchem-582	68	50	h‐8	h‐8	NOUN
eurjchem-582	68	51	)	)	PUNCT
eurjchem-582	68	52	,	,	PUNCT
eurjchem-582	68	53	7.09	7.09	NUM
eurjchem-582	68	54	(	(	PUNCT
eurjchem-582	68	55	s	s	PROPN
eurjchem-582	68	56	,	,	PUNCT
eurjchem-582	68	57	1h	1h	NUM
eurjchem-582	68	58	,	,	PUNCT
eurjchem-582	68	59	h‐3	h‐3	NOUN
eurjchem-582	68	60	)	)	PUNCT
eurjchem-582	68	61	,	,	PUNCT
eurjchem-582	68	62	7.19	7.19	NUM
eurjchem-582	68	63	(	(	PUNCT
eurjchem-582	68	64	s	s	PROPN
eurjchem-582	68	65	,	,	PUNCT
eurjchem-582	68	66	1h	1h	NUM
eurjchem-582	68	67	,	,	PUNCT
eurjchem-582	68	68	h‐1	h‐1	PROPN
eurjchem-582	68	69	)	)	PUNCT
eurjchem-582	68	70	,	,	PUNCT
eurjchem-582	68	71	7.31	7.31	NUM
eurjchem-582	68	72	(	(	PUNCT
eurjchem-582	68	73	s	s	PROPN
eurjchem-582	68	74	,	,	PUNCT
eurjchem-582	68	75	1h	1h	NUM
eurjchem-582	68	76	,	,	PUNCT
eurjchem-582	68	77	h‐10	h‐10	NOUN
eurjchem-582	68	78	)	)	PUNCT
eurjchem-582	68	79	.	.	PUNCT
eurjchem-582	69	1	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	NUM
eurjchem-582	69	2	(	(	PUNCT
eurjchem-582	69	3	5	5	NUM
eurjchem-582	69	4	):	):	PUNCT
eurjchem-582	69	5	ft‐ir	ft‐ir	NOUN
eurjchem-582	69	6	(	(	PUNCT
eurjchem-582	69	7	kbr	kbr	PROPN
eurjchem-582	69	8	,	,	PUNCT
eurjchem-582	69	9	cm‐1	cm‐1	PROPN
eurjchem-582	69	10	):	):	PUNCT
eurjchem-582	69	11	2922	2922	NUM
eurjchem-582	69	12	,	,	PUNCT
eurjchem-582	69	13	3455	3455	NUM
eurjchem-582	69	14	(	(	PUNCT
eurjchem-582	69	15	br	br	PROPN
eurjchem-582	69	16	.	.	PROPN
eurjchem-582	69	17	,	,	PUNCT
eurjchem-582	69	18	oh	oh	INTJ
eurjchem-582	69	19	,	,	PUNCT
eurjchem-582	69	20	nh2	nh2	PROPN
eurjchem-582	69	21	)	)	PUNCT
eurjchem-582	69	22	,	,	PUNCT
eurjchem-582	69	23	1725	1725	NUM
eurjchem-582	69	24	(	(	PUNCT
eurjchem-582	69	25	m	m	PROPN
eurjchem-582	69	26	,	,	PUNCT
eurjchem-582	69	27	c	c	NOUN
eurjchem-582	69	28	=	=	NOUN
eurjchem-582	69	29	ocoumarin	ocoumarin	NOUN
eurjchem-582	69	30	)	)	PUNCT
eurjchem-582	69	31	,	,	PUNCT
eurjchem-582	69	32	1666	1666	NUM
eurjchem-582	69	33	(	(	PUNCT
eurjchem-582	69	34	s	s	PROPN
eurjchem-582	69	35	,	,	PUNCT
eurjchem-582	69	36	c	c	NOUN
eurjchem-582	69	37	=	=	ADJ
eurjchem-582	69	38	ocyclic	ocyclic	ADJ
eurjchem-582	69	39	ketone	ketone	NOUN
eurjchem-582	69	40	)	)	PUNCT
eurjchem-582	69	41	.	.	PUNCT
eurjchem-582	70	1	1h	1h	NUM
eurjchem-582	70	2	nmr	nmr	NOUN
eurjchem-582	70	3	(	(	PUNCT
eurjchem-582	70	4	300	300	NUM
eurjchem-582	70	5	mhz	mhz	NOUN
eurjchem-582	70	6	,	,	PUNCT
eurjchem-582	70	7	dmso‐	dmso‐	NUM
eurjchem-582	70	8	d6	d6	NOUN
eurjchem-582	70	9	,	,	PUNCT
eurjchem-582	70	10	δ	δ	PROPN
eurjchem-582	70	11	,	,	PUNCT
eurjchem-582	70	12	ppm	ppm	NUM
eurjchem-582	70	13	):	):	PUNCT
eurjchem-582	70	14	2.29	2.29	NUM
eurjchem-582	70	15	(	(	PUNCT
eurjchem-582	70	16	s	s	PROPN
eurjchem-582	70	17	,	,	PUNCT
eurjchem-582	70	18	3h	3h	NUM
eurjchem-582	70	19	,	,	PUNCT
eurjchem-582	70	20	ch3	ch3	PROPN
eurjchem-582	70	21	)	)	PUNCT
eurjchem-582	70	22	,	,	PUNCT
eurjchem-582	70	23	2.33	2.33	NUM
eurjchem-582	70	24	(	(	PUNCT
eurjchem-582	70	25	s	s	PROPN
eurjchem-582	70	26	,	,	PUNCT
eurjchem-582	70	27	3h	3h	NUM
eurjchem-582	70	28	,	,	PUNCT
eurjchem-582	70	29	ch3	ch3	PROPN
eurjchem-582	70	30	)	)	PUNCT
eurjchem-582	70	31	,	,	PUNCT
eurjchem-582	70	32	3.83	3.83	NUM
eurjchem-582	70	33	(	(	PUNCT
eurjchem-582	70	34	s	s	PROPN
eurjchem-582	70	35	,	,	PUNCT
eurjchem-582	70	36	2h	2h	NUM
eurjchem-582	70	37	,	,	PUNCT
eurjchem-582	70	38	nh2	nh2	PROPN
eurjchem-582	70	39	,	,	PUNCT
eurjchem-582	70	40	exchangeable	exchangeable	ADJ
eurjchem-582	70	41	with	with	ADP
eurjchem-582	70	42	d2o	d2o	NOUN
eurjchem-582	70	43	)	)	PUNCT
eurjchem-582	70	44	,	,	PUNCT
eurjchem-582	70	45	6.22	6.22	NUM
eurjchem-582	70	46	(	(	PUNCT
eurjchem-582	70	47	s	s	PROPN
eurjchem-582	70	48	,	,	PUNCT
eurjchem-582	70	49	1h	1h	NUM
eurjchem-582	70	50	,	,	PUNCT
eurjchem-582	70	51	oh	oh	INTJ
eurjchem-582	70	52	,	,	PUNCT
eurjchem-582	70	53	exchangeable	exchangeable	ADJ
eurjchem-582	70	54	with	with	ADP
eurjchem-582	70	55	d2o	d2o	NOUN
eurjchem-582	70	56	)	)	PUNCT
eurjchem-582	70	57	,	,	PUNCT
eurjchem-582	70	58	7.21	7.21	NUM
eurjchem-582	70	59	(	(	PUNCT
eurjchem-582	70	60	s	s	PROPN
eurjchem-582	70	61	,	,	PUNCT
eurjchem-582	70	62	1h	1h	NUM
eurjchem-582	70	63	,	,	PUNCT
eurjchem-582	70	64	h‐8	h‐8	NOUN
eurjchem-582	70	65	)	)	PUNCT
eurjchem-582	70	66	,	,	PUNCT
eurjchem-582	70	67	7.26	7.26	NUM
eurjchem-582	70	68	(	(	PUNCT
eurjchem-582	70	69	s	s	PROPN
eurjchem-582	70	70	,	,	PUNCT
eurjchem-582	70	71	1h	1h	NUM
eurjchem-582	70	72	,	,	PUNCT
eurjchem-582	70	73	h‐3	h‐3	NOUN
eurjchem-582	70	74	)	)	PUNCT
eurjchem-582	70	75	,	,	PUNCT
eurjchem-582	70	76	7.28	7.28	NUM
eurjchem-582	70	77	(	(	PUNCT
eurjchem-582	70	78	s	s	PROPN
eurjchem-582	70	79	,	,	PUNCT
eurjchem-582	70	80	1h	1h	NUM
eurjchem-582	70	81	,	,	PUNCT
eurjchem-582	70	82	h‐1	h‐1	PROPN
eurjchem-582	70	83	)	)	PUNCT
eurjchem-582	70	84	,	,	PUNCT
eurjchem-582	70	85	7.37	7.37	NUM
eurjchem-582	70	86	(	(	PUNCT
eurjchem-582	70	87	s	s	PROPN
eurjchem-582	70	88	,	,	PUNCT
eurjchem-582	70	89	1h	1h	NUM
eurjchem-582	70	90	,	,	PUNCT
eurjchem-582	70	91	h‐10	h‐10	NOUN
eurjchem-582	70	92	)	)	PUNCT
eurjchem-582	70	93	.	.	PUNCT
eurjchem-582	71	1	13c	13c	NOUN
eurjchem-582	71	2	nmr	nmr	NOUN
eurjchem-582	71	3	(	(	PUNCT
eurjchem-582	71	4	75	75	NUM
eurjchem-582	71	5	mhz	mhz	NOUN
eurjchem-582	71	6	,	,	PUNCT
eurjchem-582	71	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	71	8	,	,	PUNCT
eurjchem-582	71	9	δ	δ	PROPN
eurjchem-582	71	10	,	,	PUNCT
eurjchem-582	71	11	ppm	ppm	NOUN
eurjchem-582	71	12	):	):	PUNCT
eurjchem-582	71	13	24.5	24.5	NUM
eurjchem-582	71	14	,	,	PUNCT
eurjchem-582	71	15	25.3	25.3	NUM
eurjchem-582	71	16	,	,	PUNCT
eurjchem-582	71	17	27.7	27.7	NUM
eurjchem-582	71	18	,	,	PUNCT
eurjchem-582	71	19	29.8	29.8	NUM
eurjchem-582	71	20	,	,	PUNCT
eurjchem-582	71	21	52.5	52.5	NUM
eurjchem-582	71	22	,	,	PUNCT
eurjchem-582	71	23	53.8	53.8	NUM
eurjchem-582	71	24	,	,	PUNCT
eurjchem-582	71	25	123.4	123.4	NUM
eurjchem-582	71	26	,	,	PUNCT
eurjchem-582	71	27	127.8	127.8	NUM
eurjchem-582	71	28	,	,	PUNCT
eurjchem-582	71	29	132.1	132.1	NUM
eurjchem-582	71	30	,	,	PUNCT
eurjchem-582	71	31	132.7	132.7	NUM
eurjchem-582	71	32	,	,	PUNCT
eurjchem-582	71	33	134.3	134.3	NUM
eurjchem-582	71	34	,	,	PUNCT
eurjchem-582	71	35	142.7	142.7	NUM
eurjchem-582	71	36	,	,	PUNCT
eurjchem-582	71	37	143.3	143.3	NUM
eurjchem-582	71	38	,	,	PUNCT
eurjchem-582	71	39	143.9	143.9	NUM
eurjchem-582	71	40	,	,	PUNCT
eurjchem-582	71	41	157.9	157.9	NUM
eurjchem-582	71	42	,	,	PUNCT
eurjchem-582	71	43	166.8	166.8	NUM
eurjchem-582	71	44	,	,	PUNCT
eurjchem-582	71	45	175.5	175.5	NUM
eurjchem-582	71	46	.	.	PUNCT
eurjchem-582	72	1	ms	ms	PROPN
eurjchem-582	72	2	(	(	PUNCT
eurjchem-582	72	3	ei	ei	PROPN
eurjchem-582	72	4	,	,	PUNCT
eurjchem-582	72	5	m	m	PROPN
eurjchem-582	72	6	/	/	SYM
eurjchem-582	72	7	z	z	PROPN
eurjchem-582	72	8	(	(	PUNCT
eurjchem-582	72	9	%	%	NOUN
eurjchem-582	72	10	)	)	PUNCT
eurjchem-582	72	11	):	):	PUNCT
eurjchem-582	72	12	255.7	255.7	NUM
eurjchem-582	72	13	(	(	PUNCT
eurjchem-582	72	14	m+	m+	NUM
eurjchem-582	72	15	,	,	PUNCT
eurjchem-582	72	16	6.5	6.5	NUM
eurjchem-582	72	17	)	)	PUNCT
eurjchem-582	72	18	.	.	PUNCT
eurjchem-582	73	1	anal	anal	PROPN
eurjchem-582	73	2	.	.	PUNCT
eurjchem-582	73	3	calcd	calcd	NOUN
eurjchem-582	73	4	.	.	PUNCT
eurjchem-582	74	1	for	for	SCONJ
eurjchem-582	74	2	c15h13no3	c15h13no3	PROPN
eurjchem-582	74	3	:	:	PUNCT
eurjchem-582	74	4	c	c	X
eurjchem-582	74	5	,	,	PUNCT
eurjchem-582	74	6	70.58	70.58	NUM
eurjchem-582	74	7	;	;	PUNCT
eurjchem-582	74	8	h	h	NOUN
eurjchem-582	74	9	,	,	PUNCT
eurjchem-582	74	10	5.13	5.13	NUM
eurjchem-582	74	11	;	;	PUNCT
eurjchem-582	74	12	n	n	CCONJ
eurjchem-582	74	13	,	,	PUNCT
eurjchem-582	74	14	5.49	5.49	NUM
eurjchem-582	74	15	.	.	PUNCT
eurjchem-582	74	16	found	find	VERB
eurjchem-582	74	17	:	:	PUNCT
eurjchem-582	75	1	c	c	X
eurjchem-582	75	2	,	,	PUNCT
eurjchem-582	75	3	70.30	70.30	NUM
eurjchem-582	75	4	;	;	PUNCT
eurjchem-582	76	1	h	h	NOUN
eurjchem-582	76	2	,	,	PUNCT
eurjchem-582	76	3	4.90	4.90	NUM
eurjchem-582	76	4	;	;	PUNCT
eurjchem-582	76	5	n	n	CCONJ
eurjchem-582	76	6	,	,	PUNCT
eurjchem-582	76	7	5.40	5.40	NUM
eurjchem-582	76	8	%	%	NOUN
eurjchem-582	76	9	.	.	PUNCT
eurjchem-582	77	1	2.2.3	2.2.3	X
eurjchem-582	77	2	.	.	X
eurjchem-582	77	3	sodium	sodium	NOUN
eurjchem-582	77	4	salt	salt	NOUN
eurjchem-582	77	5	of	of	ADP
eurjchem-582	77	6	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6‐oxo‐	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6‐oxo‐	NUM
eurjchem-582	77	7	6h‐benzo[c]chromene‐8‐carbonitrile	6h‐benzo[c]chromene‐8‐carbonitrile	NOUN
eurjchem-582	77	8	(	(	PUNCT
eurjchem-582	77	9	4	4	X
eurjchem-582	77	10	)	)	PUNCT
eurjchem-582	77	11	a	a	DET
eurjchem-582	77	12	solution	solution	NOUN
eurjchem-582	77	13	of	of	ADP
eurjchem-582	77	14	compound	compound	NOUN
eurjchem-582	77	15	(	(	PUNCT
eurjchem-582	77	16	2	2	NUM
eurjchem-582	77	17	)	)	PUNCT
eurjchem-582	77	18	(	(	PUNCT
eurjchem-582	77	19	2	2	NUM
eurjchem-582	77	20	g	g	NOUN
eurjchem-582	77	21	,	,	PUNCT
eurjchem-582	77	22	0.93	0.93	NUM
eurjchem-582	77	23	mmol	mmol	NOUN
eurjchem-582	77	24	)	)	PUNCT
eurjchem-582	77	25	in	in	ADP
eurjchem-582	77	26	ethoxide	ethoxide	NOUN
eurjchem-582	77	27	(	(	PUNCT
eurjchem-582	77	28	0.8	0.8	NUM
eurjchem-582	77	29	g	g	NOUN
eurjchem-582	77	30	sodium	sodium	NOUN
eurjchem-582	77	31	,	,	PUNCT
eurjchem-582	77	32	40	40	NUM
eurjchem-582	77	33	cm3	cm3	NOUN
eurjchem-582	77	34	absolute	absolute	ADJ
eurjchem-582	77	35	ethanol	ethanol	NOUN
eurjchem-582	77	36	)	)	PUNCT
eurjchem-582	77	37	,	,	PUNCT
eurjchem-582	77	38	and	and	CCONJ
eurjchem-582	77	39	then	then	ADV
eurjchem-582	77	40	ethyl	ethyl	PROPN
eurjchem-582	77	41	cyanoacetate	cyanoacetate	NOUN
eurjchem-582	77	42	(	(	PUNCT
eurjchem-582	77	43	9	9	NUM
eurjchem-582	77	44	cm3	cm3	NOUN
eurjchem-582	77	45	)	)	PUNCT
eurjchem-582	77	46	was	be	AUX
eurjchem-582	77	47	added	add	VERB
eurjchem-582	77	48	and	and	CCONJ
eurjchem-582	77	49	the	the	DET
eurjchem-582	77	50	mixture	mixture	NOUN
eurjchem-582	77	51	was	be	AUX
eurjchem-582	77	52	refluxed	refluxe	VERB
eurjchem-582	77	53	on	on	ADP
eurjchem-582	77	54	water‐bath	water‐bath	NOUN
eurjchem-582	77	55	for	for	ADP
eurjchem-582	77	56	3	3	NUM
eurjchem-582	77	57	h	h	NOUN
eurjchem-582	77	58	,	,	PUNCT
eurjchem-582	77	59	cooled	cool	VERB
eurjchem-582	77	60	to	to	ADP
eurjchem-582	77	61	room	room	NOUN
eurjchem-582	77	62	temperature	temperature	NOUN
eurjchem-582	77	63	.	.	PUNCT
eurjchem-582	78	1	the	the	DET
eurjchem-582	78	2	solid	solid	ADJ
eurjchem-582	78	3	obtained	obtain	VERB
eurjchem-582	78	4	was	be	AUX
eurjchem-582	78	5	filtered	filter	VERB
eurjchem-582	78	6	,	,	PUNCT
eurjchem-582	78	7	and	and	CCONJ
eurjchem-582	78	8	crystallized	crystallize	VERB
eurjchem-582	78	9	from	from	ADP
eurjchem-582	78	10	ethanol	ethanol	NOUN
eurjchem-582	78	11	to	to	PART
eurjchem-582	78	12	give	give	VERB
eurjchem-582	78	13	(	(	PUNCT
eurjchem-582	78	14	4	4	NUM
eurjchem-582	78	15	)	)	PUNCT
eurjchem-582	78	16	as	as	ADP
eurjchem-582	78	17	white	white	ADJ
eurjchem-582	78	18	crystals	crystal	NOUN
eurjchem-582	78	19	(	(	PUNCT
eurjchem-582	78	20	scheme	scheme	NOUN
eurjchem-582	78	21	1	1	NUM
eurjchem-582	78	22	and	and	CCONJ
eurjchem-582	78	23	2	2	NUM
eurjchem-582	78	24	)	)	PUNCT
eurjchem-582	78	25	.	.	PUNCT
eurjchem-582	79	1	yield	yield	NOUN
eurjchem-582	79	2	:	:	PUNCT
eurjchem-582	79	3	31	31	NUM
eurjchem-582	79	4	%	%	NOUN
eurjchem-582	79	5	.	.	PUNCT
eurjchem-582	80	1	m.p	m.p	PROPN
eurjchem-582	80	2	.	.	PROPN
eurjchem-582	80	3	:	:	PUNCT
eurjchem-582	81	1	183‐185	183‐185	NUM
eurjchem-582	81	2	°	°	SYM
eurjchem-582	81	3	c	c	X
eurjchem-582	81	4	.	.	PUNCT
eurjchem-582	82	1	ft‐ir	ft‐ir	NOUN
eurjchem-582	82	2	(	(	PUNCT
eurjchem-582	82	3	kbr	kbr	PROPN
eurjchem-582	82	4	,	,	PUNCT
eurjchem-582	82	5	cm‐1	cm‐1	PROPN
eurjchem-582	82	6	):	):	PUNCT
eurjchem-582	82	7	3397	3397	NUM
eurjchem-582	82	8	(	(	PUNCT
eurjchem-582	82	9	br	br	PROPN
eurjchem-582	82	10	.	.	PROPN
eurjchem-582	82	11	,	,	PUNCT
eurjchem-582	82	12	nh2	nh2	PROPN
eurjchem-582	82	13	)	)	PUNCT
eurjchem-582	82	14	,	,	PUNCT
eurjchem-582	82	15	2976	2976	NUM
eurjchem-582	82	16	(	(	PUNCT
eurjchem-582	82	17	chaleph	chaleph	NOUN
eurjchem-582	82	18	.	.	PUNCT
eurjchem-582	82	19	)	)	PUNCT
eurjchem-582	82	20	,	,	PUNCT
eurjchem-582	82	21	2263	2263	NUM
eurjchem-582	82	22	(	(	PUNCT
eurjchem-582	82	23	cn	cn	PROPN
eurjchem-582	82	24	)	)	PUNCT
eurjchem-582	82	25	,	,	PUNCT
eurjchem-582	82	26	1623	1623	NUM
eurjchem-582	82	27	(	(	PUNCT
eurjchem-582	82	28	br	br	PROPN
eurjchem-582	82	29	.	.	PROPN
eurjchem-582	82	30	,	,	PUNCT
eurjchem-582	82	31	c	c	X
eurjchem-582	82	32	=	=	NOUN
eurjchem-582	82	33	o	o	NOUN
eurjchem-582	82	34	)	)	PUNCT
eurjchem-582	82	35	.	.	PUNCT
eurjchem-582	83	1	ms	ms	NOUN
eurjchem-582	83	2	(	(	PUNCT
eurjchem-582	83	3	ei	ei	PROPN
eurjchem-582	83	4	,	,	PUNCT
eurjchem-582	83	5	m	m	PROPN
eurjchem-582	83	6	/	/	SYM
eurjchem-582	83	7	z	z	PROPN
eurjchem-582	83	8	(	(	PUNCT
eurjchem-582	83	9	%	%	NOUN
eurjchem-582	83	10	)	)	PUNCT
eurjchem-582	83	11	):	):	PUNCT
eurjchem-582	83	12	301.0	301.0	NUM
eurjchem-582	83	13	(	(	PUNCT
eurjchem-582	83	14	m‐1	m‐1	NOUN
eurjchem-582	83	15	,	,	PUNCT
eurjchem-582	83	16	16.7	16.7	NUM
eurjchem-582	83	17	)	)	PUNCT
eurjchem-582	83	18	.	.	PUNCT
eurjchem-582	84	1	anal	anal	PROPN
eurjchem-582	84	2	.	.	PUNCT
eurjchem-582	84	3	calcd	calcd	NOUN
eurjchem-582	84	4	.	.	PUNCT
eurjchem-582	85	1	for	for	ADP
eurjchem-582	85	2	c16h11n2nao3	c16h11n2nao3	PROPN
eurjchem-582	85	3	:	:	PUNCT
eurjchem-582	85	4	c	c	X
eurjchem-582	85	5	,	,	PUNCT
eurjchem-582	85	6	63.58	63.58	NUM
eurjchem-582	85	7	;	;	PUNCT
eurjchem-582	85	8	h	h	X
eurjchem-582	85	9	,	,	PUNCT
eurjchem-582	85	10	3.67	3.67	NUM
eurjchem-582	85	11	;	;	PUNCT
eurjchem-582	85	12	n	n	CCONJ
eurjchem-582	85	13	,	,	PUNCT
eurjchem-582	85	14	9.27	9.27	NUM
eurjchem-582	85	15	.	.	PUNCT
eurjchem-582	85	16	found	find	VERB
eurjchem-582	85	17	:	:	PUNCT
eurjchem-582	86	1	c	c	X
eurjchem-582	86	2	,	,	PUNCT
eurjchem-582	86	3	63.10	63.10	NUM
eurjchem-582	86	4	;	;	PUNCT
eurjchem-582	87	1	h	h	NOUN
eurjchem-582	87	2	,	,	PUNCT
eurjchem-582	87	3	3.20	3.20	NUM
eurjchem-582	87	4	;	;	PUNCT
eurjchem-582	87	5	n	n	CCONJ
eurjchem-582	87	6	,	,	PUNCT
eurjchem-582	87	7	9.10	9.10	NUM
eurjchem-582	87	8	%	%	NOUN
eurjchem-582	87	9	.	.	PUNCT
eurjchem-582	88	1	2.2.4	2.2.4	NUM
eurjchem-582	88	2	.	.	X
eurjchem-582	88	3	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carboxylic	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carboxylic	ADJ
eurjchem-582	88	4	acid	acid	NOUN
eurjchem-582	88	5	(	(	PUNCT
eurjchem-582	88	6	6	6	NUM
eurjchem-582	88	7	)	)	PUNCT
eurjchem-582	88	8	a	a	DET
eurjchem-582	88	9	solution	solution	NOUN
eurjchem-582	88	10	of	of	ADP
eurjchem-582	88	11	compound	compound	NOUN
eurjchem-582	88	12	(	(	PUNCT
eurjchem-582	88	13	2	2	NUM
eurjchem-582	88	14	)	)	PUNCT
eurjchem-582	88	15	(	(	PUNCT
eurjchem-582	88	16	0.5	0.5	NUM
eurjchem-582	88	17	g	g	NOUN
eurjchem-582	88	18	,	,	PUNCT
eurjchem-582	88	19	0.23	0.23	NUM
eurjchem-582	88	20	mmol	mmol	NOUN
eurjchem-582	88	21	)	)	PUNCT
eurjchem-582	88	22	in	in	ADP
eurjchem-582	88	23	ethanol	ethanol	NOUN
eurjchem-582	88	24	(	(	PUNCT
eurjchem-582	88	25	2	2	NUM
eurjchem-582	88	26	cm3	cm3	NOUN
eurjchem-582	88	27	)	)	PUNCT
eurjchem-582	88	28	,	,	PUNCT
eurjchem-582	88	29	sodium	sodium	NOUN
eurjchem-582	88	30	hydroxide	hydroxide	NOUN
eurjchem-582	88	31	solution	solution	NOUN
eurjchem-582	88	32	(	(	PUNCT
eurjchem-582	88	33	0.09	0.09	NUM
eurjchem-582	88	34	g	g	PROPN
eurjchem-582	88	35	sodium	sodium	NOUN
eurjchem-582	88	36	hydroxide	hydroxide	NOUN
eurjchem-582	88	37	,	,	PUNCT
eurjchem-582	88	38	2	2	NUM
eurjchem-582	88	39	cm3	cm3	NOUN
eurjchem-582	88	40	water	water	NOUN
eurjchem-582	88	41	)	)	PUNCT
eurjchem-582	88	42	was	be	AUX
eurjchem-582	88	43	added	add	VERB
eurjchem-582	88	44	and	and	CCONJ
eurjchem-582	88	45	the	the	DET
eurjchem-582	88	46	mixture	mixture	NOUN
eurjchem-582	88	47	was	be	AUX
eurjchem-582	88	48	refluxed	refluxe	VERB
eurjchem-582	88	49	for	for	ADP
eurjchem-582	88	50	2	2	NUM
eurjchem-582	88	51	h	h	NOUN
eurjchem-582	88	52	,	,	PUNCT
eurjchem-582	88	53	cooled	cool	VERB
eurjchem-582	88	54	to	to	ADP
eurjchem-582	88	55	room	room	NOUN
eurjchem-582	88	56	temperature	temperature	NOUN
eurjchem-582	88	57	.	.	PUNCT
eurjchem-582	89	1	the	the	DET
eurjchem-582	89	2	solid	solid	ADJ
eurjchem-582	89	3	obtained	obtain	VERB
eurjchem-582	89	4	was	be	AUX
eurjchem-582	89	5	filtered	filter	VERB
eurjchem-582	89	6	,	,	PUNCT
eurjchem-582	89	7	and	and	CCONJ
eurjchem-582	89	8	crystallized	crystallize	VERB
eurjchem-582	89	9	from	from	ADP
eurjchem-582	89	10	ethanol	ethanol	NOUN
eurjchem-582	89	11	to	to	PART
eurjchem-582	89	12	give	give	VERB
eurjchem-582	89	13	(	(	PUNCT
eurjchem-582	89	14	6	6	NUM
eurjchem-582	89	15	)	)	PUNCT
eurjchem-582	89	16	as	as	ADP
eurjchem-582	89	17	dark	dark	ADJ
eurjchem-582	89	18	brown	brown	ADJ
eurjchem-582	89	19	crystals	crystal	NOUN
eurjchem-582	89	20	(	(	PUNCT
eurjchem-582	89	21	scheme	scheme	NOUN
eurjchem-582	89	22	3	3	NUM
eurjchem-582	89	23	)	)	PUNCT
eurjchem-582	89	24	.	.	PUNCT
eurjchem-582	90	1	m.p	m.p	PROPN
eurjchem-582	90	2	.	.	PROPN
eurjchem-582	90	3	:	:	PUNCT
eurjchem-582	91	1	206‐207	206‐207	NUM
eurjchem-582	91	2	°	°	ADP
eurjchem-582	91	3	c	c	X
eurjchem-582	91	4	.	.	PUNCT
eurjchem-582	91	5	yield	yield	NOUN
eurjchem-582	91	6	:	:	PUNCT
eurjchem-582	91	7	87	87	NUM
eurjchem-582	91	8	%	%	NOUN
eurjchem-582	91	9	.	.	PUNCT
eurjchem-582	92	1	ft‐ir	ft‐ir	NOUN
eurjchem-582	92	2	(	(	PUNCT
eurjchem-582	92	3	kbr	kbr	PROPN
eurjchem-582	92	4	,	,	PUNCT
eurjchem-582	92	5	cm‐1	cm‐1	PROPN
eurjchem-582	92	6	):	):	PUNCT
eurjchem-582	92	7	3081	3081	NUM
eurjchem-582	92	8	(	(	PUNCT
eurjchem-582	92	9	br	br	PROPN
eurjchem-582	92	10	.	.	PROPN
eurjchem-582	92	11	,	,	PUNCT
eurjchem-582	92	12	oh	oh	INTJ
eurjchem-582	92	13	)	)	PUNCT
eurjchem-582	92	14	,	,	PUNCT
eurjchem-582	92	15	2920	2920	NUM
eurjchem-582	92	16	,	,	PUNCT
eurjchem-582	92	17	2959	2959	NUM
eurjchem-582	92	18	(	(	PUNCT
eurjchem-582	92	19	chaleph	chaleph	NOUN
eurjchem-582	92	20	.	.	PUNCT
eurjchem-582	92	21	)	)	PUNCT
eurjchem-582	92	22	,	,	PUNCT
eurjchem-582	92	23	1742	1742	NUM
eurjchem-582	92	24	(	(	PUNCT
eurjchem-582	92	25	s	s	X
eurjchem-582	92	26	,	,	PUNCT
eurjchem-582	92	27	c	c	NOUN
eurjchem-582	92	28	=	=	NOUN
eurjchem-582	92	29	oacid	oacid	NOUN
eurjchem-582	92	30	)	)	PUNCT
eurjchem-582	92	31	,	,	PUNCT
eurjchem-582	92	32	1660	1660	NUM
eurjchem-582	92	33	(	(	PUNCT
eurjchem-582	92	34	br	br	PROPN
eurjchem-582	92	35	.	.	PROPN
eurjchem-582	92	36	,	,	PUNCT
eurjchem-582	92	37	c	c	X
eurjchem-582	92	38	=	=	NOUN
eurjchem-582	92	39	ocoumarin	ocoumarin	NOUN
eurjchem-582	92	40	)	)	PUNCT
eurjchem-582	92	41	.	.	PUNCT
eurjchem-582	93	1	174	174	NUM
eurjchem-582	93	2	el‐shaaer	el‐shaaer	NOUN
eurjchem-582	93	3	et	et	PROPN
eurjchem-582	93	4	al	al	PROPN
eurjchem-582	93	5	.	.	PUNCT
eurjchem-582	93	6	/	/	SYM
eurjchem-582	93	7	european	european	PROPN
eurjchem-582	93	8	journal	journal	PROPN
eurjchem-582	93	9	of	of	ADP
eurjchem-582	93	10	chemistry	chemistry	NOUN
eurjchem-582	93	11	3	3	NUM
eurjchem-582	93	12	(	(	PUNCT
eurjchem-582	93	13	2	2	NUM
eurjchem-582	93	14	)	)	PUNCT
eurjchem-582	93	15	(	(	PUNCT
eurjchem-582	93	16	2012	2012	NUM
eurjchem-582	93	17	)	)	PUNCT
eurjchem-582	94	1	172‐178	172‐178	NUM
eurjchem-582	94	2	scheme	scheme	NOUN
eurjchem-582	94	3	2	2	NUM
eurjchem-582	94	4	scheme	scheme	NOUN
eurjchem-582	94	5	3	3	NUM
eurjchem-582	94	6	1h	1h	NUM
eurjchem-582	94	7	nmr	nmr	NOUN
eurjchem-582	94	8	(	(	PUNCT
eurjchem-582	94	9	300	300	NUM
eurjchem-582	94	10	mhz	mhz	NOUN
eurjchem-582	94	11	,	,	PUNCT
eurjchem-582	94	12	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	94	13	,	,	PUNCT
eurjchem-582	94	14	δ	δ	PROPN
eurjchem-582	94	15	,	,	PUNCT
eurjchem-582	94	16	ppm	ppm	NOUN
eurjchem-582	94	17	):	):	PUNCT
eurjchem-582	94	18	2.19	2.19	NUM
eurjchem-582	94	19	(	(	PUNCT
eurjchem-582	94	20	s	s	PROPN
eurjchem-582	94	21	,	,	PUNCT
eurjchem-582	94	22	3h	3h	NUM
eurjchem-582	94	23	,	,	PUNCT
eurjchem-582	94	24	ch3	ch3	PROPN
eurjchem-582	94	25	)	)	PUNCT
eurjchem-582	94	26	,	,	PUNCT
eurjchem-582	94	27	2.25	2.25	NUM
eurjchem-582	94	28	(	(	PUNCT
eurjchem-582	94	29	s	s	PROPN
eurjchem-582	94	30	,	,	PUNCT
eurjchem-582	94	31	3h	3h	NUM
eurjchem-582	94	32	,	,	PUNCT
eurjchem-582	94	33	ch3	ch3	PROPN
eurjchem-582	94	34	)	)	PUNCT
eurjchem-582	94	35	,	,	PUNCT
eurjchem-582	94	36	2.31	2.31	NUM
eurjchem-582	94	37	(	(	PUNCT
eurjchem-582	94	38	s	s	PROPN
eurjchem-582	94	39	,	,	PUNCT
eurjchem-582	94	40	3h	3h	NUM
eurjchem-582	94	41	,	,	PUNCT
eurjchem-582	94	42	ch3	ch3	PROPN
eurjchem-582	94	43	)	)	PUNCT
eurjchem-582	94	44	,	,	PUNCT
eurjchem-582	94	45	6.17	6.17	NUM
eurjchem-582	94	46	(	(	PUNCT
eurjchem-582	94	47	s	s	PROPN
eurjchem-582	94	48	,	,	PUNCT
eurjchem-582	94	49	1h	1h	NUM
eurjchem-582	94	50	,	,	PUNCT
eurjchem-582	94	51	oh	oh	INTJ
eurjchem-582	94	52	,	,	PUNCT
eurjchem-582	94	53	exchangeable	exchangeable	ADJ
eurjchem-582	94	54	with	with	ADP
eurjchem-582	94	55	d2o	d2o	NOUN
eurjchem-582	94	56	)	)	PUNCT
eurjchem-582	94	57	,	,	PUNCT
eurjchem-582	94	58	7.18	7.18	NUM
eurjchem-582	94	59	(	(	PUNCT
eurjchem-582	94	60	s	s	PROPN
eurjchem-582	94	61	,	,	PUNCT
eurjchem-582	94	62	1h	1h	NUM
eurjchem-582	94	63	,	,	PUNCT
eurjchem-582	94	64	h‐7	h‐7	PROPN
eurjchem-582	94	65	)	)	PUNCT
eurjchem-582	94	66	,	,	PUNCT
eurjchem-582	94	67	7.28	7.28	NUM
eurjchem-582	94	68	(	(	PUNCT
eurjchem-582	94	69	s	s	PROPN
eurjchem-582	94	70	,	,	PUNCT
eurjchem-582	94	71	1h	1h	NUM
eurjchem-582	94	72	,	,	PUNCT
eurjchem-582	94	73	h‐5	h‐5	PROPN
eurjchem-582	94	74	)	)	PUNCT
eurjchem-582	94	75	.	.	PUNCT
eurjchem-582	95	1	13c	13c	NOUN
eurjchem-582	95	2	nmr	nmr	NOUN
eurjchem-582	95	3	(	(	PUNCT
eurjchem-582	95	4	75	75	NUM
eurjchem-582	95	5	mhz	mhz	NOUN
eurjchem-582	95	6	,	,	PUNCT
eurjchem-582	95	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	95	8	,	,	PUNCT
eurjchem-582	95	9	δ	δ	PROPN
eurjchem-582	95	10	,	,	PUNCT
eurjchem-582	95	11	ppm	ppm	NUM
eurjchem-582	95	12	):	):	PUNCT
eurjchem-582	95	13	24.3	24.3	NUM
eurjchem-582	95	14	,	,	PUNCT
eurjchem-582	95	15	25.3	25.3	NUM
eurjchem-582	95	16	,	,	PUNCT
eurjchem-582	95	17	29.8	29.8	NUM
eurjchem-582	95	18	,	,	PUNCT
eurjchem-582	95	19	127.5	127.5	NUM
eurjchem-582	95	20	,	,	PUNCT
eurjchem-582	95	21	130.8	130.8	NUM
eurjchem-582	95	22	,	,	PUNCT
eurjchem-582	95	23	132.7	132.7	NUM
eurjchem-582	95	24	,	,	PUNCT
eurjchem-582	95	25	134.3	134.3	NUM
eurjchem-582	95	26	,	,	PUNCT
eurjchem-582	95	27	142.7	142.7	NUM
eurjchem-582	95	28	,	,	PUNCT
eurjchem-582	95	29	144.1	144.1	NUM
eurjchem-582	95	30	,	,	PUNCT
eurjchem-582	95	31	157.8	157.8	NUM
eurjchem-582	95	32	,	,	PUNCT
eurjchem-582	95	33	158.3	158.3	NUM
eurjchem-582	95	34	,	,	PUNCT
eurjchem-582	95	35	166.6	166.6	NUM
eurjchem-582	95	36	,	,	PUNCT
eurjchem-582	95	37	175.3	175.3	NUM
eurjchem-582	95	38	.	.	PUNCT
eurjchem-582	96	1	ms	ms	PROPN
eurjchem-582	96	2	(	(	PUNCT
eurjchem-582	96	3	ei	ei	PROPN
eurjchem-582	96	4	,	,	PUNCT
eurjchem-582	96	5	m	m	PROPN
eurjchem-582	96	6	/	/	SYM
eurjchem-582	96	7	z	z	PROPN
eurjchem-582	96	8	(	(	PUNCT
eurjchem-582	96	9	%	%	NOUN
eurjchem-582	96	10	)	)	PUNCT
eurjchem-582	96	11	):	):	PUNCT
eurjchem-582	96	12	231.0	231.0	NUM
eurjchem-582	96	13	(	(	PUNCT
eurjchem-582	96	14	m‐1	m‐1	NOUN
eurjchem-582	96	15	,	,	PUNCT
eurjchem-582	96	16	32.6	32.6	NUM
eurjchem-582	96	17	)	)	PUNCT
eurjchem-582	96	18	,	,	PUNCT
eurjchem-582	96	19	232.0	232.0	NUM
eurjchem-582	96	20	(	(	PUNCT
eurjchem-582	96	21	m+	m+	NUM
eurjchem-582	96	22	,	,	PUNCT
eurjchem-582	96	23	42.7	42.7	NUM
eurjchem-582	96	24	)	)	PUNCT
eurjchem-582	96	25	,	,	PUNCT
eurjchem-582	96	26	233.0	233.0	NUM
eurjchem-582	96	27	(	(	PUNCT
eurjchem-582	96	28	m+1	m+1	NUM
eurjchem-582	96	29	,	,	PUNCT
eurjchem-582	96	30	14.6	14.6	NUM
eurjchem-582	96	31	)	)	PUNCT
eurjchem-582	96	32	.	.	PUNCT
eurjchem-582	97	1	anal	anal	PROPN
eurjchem-582	97	2	.	.	PUNCT
eurjchem-582	97	3	calcd	calcd	NOUN
eurjchem-582	97	4	.	.	PUNCT
eurjchem-582	98	1	for	for	ADP
eurjchem-582	98	2	c13h12o4	c13h12o4	NOUN
eurjchem-582	98	3	:	:	PUNCT
eurjchem-582	98	4	c	c	X
eurjchem-582	98	5	,	,	PUNCT
eurjchem-582	98	6	67.23	67.23	NUM
eurjchem-582	98	7	;	;	PUNCT
eurjchem-582	98	8	h	h	NOUN
eurjchem-582	98	9	,	,	PUNCT
eurjchem-582	98	10	5.21	5.21	NUM
eurjchem-582	98	11	.	.	PUNCT
eurjchem-582	98	12	found	find	VERB
eurjchem-582	98	13	:	:	PUNCT
eurjchem-582	99	1	c	c	X
eurjchem-582	99	2	,	,	PUNCT
eurjchem-582	99	3	67.20	67.20	NUM
eurjchem-582	99	4	;	;	PUNCT
eurjchem-582	99	5	h	h	NOUN
eurjchem-582	99	6	,	,	PUNCT
eurjchem-582	99	7	5.50	5.50	NUM
eurjchem-582	99	8	%	%	NOUN
eurjchem-582	99	9	.	.	PUNCT
eurjchem-582	100	1	2.2.5	2.2.5	X
eurjchem-582	100	2	.	.	X
eurjchem-582	100	3	4‐(chloro(formyl)methyl‐6,8‐dimethyl‐2‐oxo‐2h‐	4‐(chloro(formyl)methyl‐6,8‐dimethyl‐2‐oxo‐2h‐	PROPN
eurjchem-582	100	4	chromene‐3‐carbonitrile	chromene‐3‐carbonitrile	NUM
eurjchem-582	100	5	(	(	PUNCT
eurjchem-582	100	6	7	7	X
eurjchem-582	100	7	)	)	PUNCT
eurjchem-582	100	8	phosphorusoxy	phosphorusoxy	ADJ
eurjchem-582	100	9	chloride	chloride	NOUN
eurjchem-582	100	10	(	(	PUNCT
eurjchem-582	100	11	2.4	2.4	NUM
eurjchem-582	100	12	cm3	cm3	NOUN
eurjchem-582	100	13	)	)	PUNCT
eurjchem-582	100	14	was	be	AUX
eurjchem-582	100	15	added	add	VERB
eurjchem-582	100	16	dropwise	dropwise	NOUN
eurjchem-582	100	17	to	to	ADP
eurjchem-582	100	18	dmf	dmf	PROPN
eurjchem-582	100	19	(	(	PUNCT
eurjchem-582	100	20	6	6	NUM
eurjchem-582	100	21	cm3	cm3	NOUN
eurjchem-582	100	22	)	)	PUNCT
eurjchem-582	100	23	with	with	ADP
eurjchem-582	100	24	stirring	stir	VERB
eurjchem-582	100	25	at	at	ADP
eurjchem-582	100	26	30‐35	30‐35	NUM
eurjchem-582	100	27	°	°	ADP
eurjchem-582	100	28	c	c	NOUN
eurjchem-582	100	29	,	,	PUNCT
eurjchem-582	100	30	after	after	SCONJ
eurjchem-582	100	31	the	the	DET
eurjchem-582	100	32	addition	addition	NOUN
eurjchem-582	100	33	was	be	AUX
eurjchem-582	100	34	completed	complete	VERB
eurjchem-582	100	35	,	,	PUNCT
eurjchem-582	100	36	the	the	DET
eurjchem-582	100	37	solution	solution	NOUN
eurjchem-582	100	38	was	be	AUX
eurjchem-582	100	39	stirred	stir	VERB
eurjchem-582	100	40	at	at	ADP
eurjchem-582	100	41	50‐60	50‐60	NUM
eurjchem-582	100	42	°	°	ADP
eurjchem-582	100	43	c	c	NOUN
eurjchem-582	100	44	for	for	ADP
eurjchem-582	100	45	30	30	NUM
eurjchem-582	100	46	min	min	NOUN
eurjchem-582	100	47	.	.	PUNCT
eurjchem-582	101	1	a	a	DET
eurjchem-582	101	2	solution	solution	NOUN
eurjchem-582	101	3	of	of	ADP
eurjchem-582	101	4	compound	compound	NOUN
eurjchem-582	101	5	(	(	PUNCT
eurjchem-582	101	6	2	2	NUM
eurjchem-582	101	7	)	)	PUNCT
eurjchem-582	101	8	(	(	PUNCT
eurjchem-582	101	9	1	1	NUM
eurjchem-582	101	10	g	g	NOUN
eurjchem-582	101	11	,	,	PUNCT
eurjchem-582	101	12	0.46	0.46	NUM
eurjchem-582	101	13	mmol	mmol	NOUN
eurjchem-582	101	14	)	)	PUNCT
eurjchem-582	101	15	in	in	ADP
eurjchem-582	101	16	dry	dry	ADJ
eurjchem-582	101	17	pyridine	pyridine	NOUN
eurjchem-582	101	18	(	(	PUNCT
eurjchem-582	101	19	6	6	NUM
eurjchem-582	101	20	cm3	cm3	NOUN
eurjchem-582	101	21	)	)	PUNCT
eurjchem-582	101	22	was	be	AUX
eurjchem-582	101	23	added	add	VERB
eurjchem-582	101	24	to	to	ADP
eurjchem-582	101	25	the	the	DET
eurjchem-582	101	26	above	above	ADJ
eurjchem-582	101	27	mixture	mixture	NOUN
eurjchem-582	101	28	dropwise	dropwise	NOUN
eurjchem-582	101	29	at	at	ADP
eurjchem-582	101	30	30‐35	30‐35	NUM
eurjchem-582	101	31	°	°	ADP
eurjchem-582	101	32	c	c	NOUN
eurjchem-582	101	33	and	and	CCONJ
eurjchem-582	101	34	after	after	SCONJ
eurjchem-582	101	35	the	the	DET
eurjchem-582	101	36	addition	addition	NOUN
eurjchem-582	101	37	was	be	AUX
eurjchem-582	101	38	completed	complete	VERB
eurjchem-582	101	39	,	,	PUNCT
eurjchem-582	101	40	the	the	DET
eurjchem-582	101	41	mixture	mixture	NOUN
eurjchem-582	101	42	was	be	AUX
eurjchem-582	101	43	stirred	stir	VERB
eurjchem-582	101	44	at	at	ADP
eurjchem-582	101	45	50‐60	50‐60	NUM
eurjchem-582	101	46	°	°	ADP
eurjchem-582	101	47	c	c	NOUN
eurjchem-582	101	48	for	for	ADP
eurjchem-582	101	49	3	3	NUM
eurjchem-582	101	50	h	h	NOUN
eurjchem-582	101	51	,	,	PUNCT
eurjchem-582	101	52	cooled	cool	VERB
eurjchem-582	101	53	to	to	ADP
eurjchem-582	101	54	room	room	NOUN
eurjchem-582	101	55	temperature	temperature	NOUN
eurjchem-582	101	56	.	.	PUNCT
eurjchem-582	102	1	the	the	DET
eurjchem-582	102	2	mixture	mixture	NOUN
eurjchem-582	102	3	was	be	AUX
eurjchem-582	102	4	poured	pour	VERB
eurjchem-582	102	5	over	over	ADP
eurjchem-582	102	6	cold	cold	ADJ
eurjchem-582	102	7	water	water	NOUN
eurjchem-582	102	8	.	.	PUNCT
eurjchem-582	103	1	the	the	DET
eurjchem-582	103	2	solid	solid	ADJ
eurjchem-582	103	3	obtained	obtain	VERB
eurjchem-582	103	4	was	be	AUX
eurjchem-582	103	5	filtered	filter	VERB
eurjchem-582	103	6	,	,	PUNCT
eurjchem-582	103	7	and	and	CCONJ
eurjchem-582	103	8	crystallized	crystallize	VERB
eurjchem-582	103	9	from	from	ADP
eurjchem-582	103	10	dmf	dmf	PROPN
eurjchem-582	103	11	to	to	PART
eurjchem-582	103	12	give	give	VERB
eurjchem-582	103	13	(	(	PUNCT
eurjchem-582	103	14	7	7	NUM
eurjchem-582	103	15	)	)	PUNCT
eurjchem-582	103	16	as	as	ADP
eurjchem-582	103	17	yellow	yellow	ADJ
eurjchem-582	103	18	crystals	crystal	NOUN
eurjchem-582	103	19	(	(	PUNCT
eurjchem-582	103	20	scheme	scheme	NOUN
eurjchem-582	103	21	3	3	NUM
eurjchem-582	103	22	)	)	PUNCT
eurjchem-582	103	23	.	.	PUNCT
eurjchem-582	104	1	m.p	m.p	PROPN
eurjchem-582	104	2	.	.	PROPN
eurjchem-582	104	3	:	:	PUNCT
eurjchem-582	105	1	268‐270	268‐270	NUM
eurjchem-582	105	2	°	°	NUM
eurjchem-582	105	3	c	c	X
eurjchem-582	105	4	.	.	PUNCT
eurjchem-582	105	5	yield	yield	NOUN
eurjchem-582	105	6	:	:	PUNCT
eurjchem-582	105	7	85	85	NUM
eurjchem-582	105	8	%	%	NOUN
eurjchem-582	105	9	.	.	PUNCT
eurjchem-582	106	1	ft‐ir	ft‐ir	NOUN
eurjchem-582	106	2	(	(	PUNCT
eurjchem-582	106	3	kbr	kbr	PROPN
eurjchem-582	106	4	,	,	PUNCT
eurjchem-582	106	5	cm‐1	cm‐1	PROPN
eurjchem-582	106	6	):	):	PUNCT
eurjchem-582	106	7	3422	3422	NUM
eurjchem-582	106	8	(	(	PUNCT
eurjchem-582	106	9	enolic	enolic	ADJ
eurjchem-582	106	10	oh	oh	INTJ
eurjchem-582	106	11	)	)	PUNCT
eurjchem-582	106	12	,	,	PUNCT
eurjchem-582	106	13	2930	2930	NUM
eurjchem-582	106	14	,	,	PUNCT
eurjchem-582	106	15	2958	2958	NUM
eurjchem-582	106	16	(	(	PUNCT
eurjchem-582	106	17	chaleph	chaleph	NOUN
eurjchem-582	106	18	.	.	PUNCT
eurjchem-582	106	19	)	)	PUNCT
eurjchem-582	106	20	,	,	PUNCT
eurjchem-582	106	21	2722	2722	NUM
eurjchem-582	106	22	(	(	PUNCT
eurjchem-582	106	23	chaldehde	chaldehde	NOUN
eurjchem-582	106	24	)	)	PUNCT
eurjchem-582	106	25	,	,	PUNCT
eurjchem-582	106	26	2224	2224	NUM
eurjchem-582	106	27	(	(	PUNCT
eurjchem-582	106	28	cn	cn	PROPN
eurjchem-582	106	29	)	)	PUNCT
eurjchem-582	106	30	,	,	PUNCT
eurjchem-582	106	31	1723	1723	NUM
eurjchem-582	106	32	(	(	PUNCT
eurjchem-582	106	33	s	s	X
eurjchem-582	106	34	,	,	PUNCT
eurjchem-582	106	35	c	c	NOUN
eurjchem-582	106	36	=	=	SYM
eurjchem-582	106	37	oaldehyde	oaldehyde	NOUN
eurjchem-582	106	38	)	)	PUNCT
eurjchem-582	106	39	,	,	PUNCT
eurjchem-582	106	40	1661	1661	NUM
eurjchem-582	106	41	(	(	PUNCT
eurjchem-582	106	42	w	w	PROPN
eurjchem-582	106	43	,	,	PUNCT
eurjchem-582	106	44	c	c	NOUN
eurjchem-582	106	45	=	=	NOUN
eurjchem-582	106	46	o	o	NOUN
eurjchem-582	106	47	coumarin	coumarin	NOUN
eurjchem-582	106	48	)	)	PUNCT
eurjchem-582	106	49	,	,	PUNCT
eurjchem-582	106	50	1621	1621	NUM
eurjchem-582	106	51	(	(	PUNCT
eurjchem-582	106	52	exocyclic	exocyclic	ADJ
eurjchem-582	106	53	c	c	NOUN
eurjchem-582	106	54	=	=	NOUN
eurjchem-582	106	55	c	c	NOUN
eurjchem-582	106	56	)	)	PUNCT
eurjchem-582	106	57	.	.	PUNCT
eurjchem-582	107	1	1h	1h	NUM
eurjchem-582	107	2	nmr	nmr	NOUN
eurjchem-582	107	3	(	(	PUNCT
eurjchem-582	107	4	300	300	NUM
eurjchem-582	107	5	mhz	mhz	NOUN
eurjchem-582	107	6	,	,	PUNCT
eurjchem-582	107	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	107	8	,	,	PUNCT
eurjchem-582	107	9	δ	δ	PROPN
eurjchem-582	107	10	,	,	PUNCT
eurjchem-582	107	11	ppm	ppm	NUM
eurjchem-582	107	12	):	):	PUNCT
eurjchem-582	107	13	2.28	2.28	NUM
eurjchem-582	107	14	(	(	PUNCT
eurjchem-582	107	15	s	s	PROPN
eurjchem-582	107	16	,	,	PUNCT
eurjchem-582	107	17	3h	3h	NUM
eurjchem-582	107	18	,	,	PUNCT
eurjchem-582	107	19	ch3	ch3	PROPN
eurjchem-582	107	20	)	)	PUNCT
eurjchem-582	107	21	,	,	PUNCT
eurjchem-582	107	22	2.32	2.32	NUM
eurjchem-582	107	23	(	(	PUNCT
eurjchem-582	107	24	s	s	PROPN
eurjchem-582	107	25	,	,	PUNCT
eurjchem-582	107	26	3h	3h	NUM
eurjchem-582	107	27	,	,	PUNCT
eurjchem-582	107	28	ch3	ch3	PROPN
eurjchem-582	107	29	)	)	PUNCT
eurjchem-582	107	30	,	,	PUNCT
eurjchem-582	107	31	7.14	7.14	NUM
eurjchem-582	107	32	(	(	PUNCT
eurjchem-582	107	33	s	s	PROPN
eurjchem-582	107	34	,	,	PUNCT
eurjchem-582	107	35	1h	1h	NUM
eurjchem-582	107	36	,	,	PUNCT
eurjchem-582	107	37	ch‐cl	ch‐cl	NUM
eurjchem-582	107	38	)	)	PUNCT
eurjchem-582	107	39	,	,	PUNCT
eurjchem-582	107	40	7.44	7.44	NUM
eurjchem-582	107	41	(	(	PUNCT
eurjchem-582	107	42	s	s	PROPN
eurjchem-582	107	43	,	,	PUNCT
eurjchem-582	107	44	1h	1h	NUM
eurjchem-582	107	45	,	,	PUNCT
eurjchem-582	107	46	h‐7	h‐7	PROPN
eurjchem-582	107	47	)	)	PUNCT
eurjchem-582	107	48	,	,	PUNCT
eurjchem-582	107	49	7.69	7.69	NUM
eurjchem-582	107	50	(	(	PUNCT
eurjchem-582	107	51	s	s	PROPN
eurjchem-582	107	52	,	,	PUNCT
eurjchem-582	107	53	1h	1h	NUM
eurjchem-582	107	54	,	,	PUNCT
eurjchem-582	107	55	h‐5	h‐5	PROPN
eurjchem-582	107	56	)	)	PUNCT
eurjchem-582	107	57	,	,	PUNCT
eurjchem-582	107	58	9.01	9.01	NUM
eurjchem-582	107	59	(	(	PUNCT
eurjchem-582	107	60	s	s	PROPN
eurjchem-582	107	61	,	,	PUNCT
eurjchem-582	107	62	1h	1h	NUM
eurjchem-582	107	63	,	,	PUNCT
eurjchem-582	107	64	cho	cho	NOUN
eurjchem-582	107	65	)	)	PUNCT
eurjchem-582	107	66	.	.	PUNCT
eurjchem-582	108	1	13c	13c	NOUN
eurjchem-582	108	2	nmr	nmr	NOUN
eurjchem-582	108	3	(	(	PUNCT
eurjchem-582	108	4	75	75	NUM
eurjchem-582	108	5	mhz	mhz	NOUN
eurjchem-582	108	6	,	,	PUNCT
eurjchem-582	108	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	108	8	,	,	PUNCT
eurjchem-582	108	9	δ	δ	PROPN
eurjchem-582	108	10	,	,	PUNCT
eurjchem-582	108	11	ppm	ppm	NOUN
eurjchem-582	108	12	):	):	PUNCT
eurjchem-582	108	13	24.4	24.4	NUM
eurjchem-582	108	14	,	,	PUNCT
eurjchem-582	108	15	29.7	29.7	NUM
eurjchem-582	108	16	,	,	PUNCT
eurjchem-582	108	17	55.8	55.8	NUM
eurjchem-582	108	18	,	,	PUNCT
eurjchem-582	108	19	113.8	113.8	NUM
eurjchem-582	108	20	,	,	PUNCT
eurjchem-582	108	21	124.0	124.0	NUM
eurjchem-582	108	22	,	,	PUNCT
eurjchem-582	108	23	128.0	128.0	NUM
eurjchem-582	108	24	,	,	PUNCT
eurjchem-582	108	25	135.1	135.1	NUM
eurjchem-582	108	26	,	,	PUNCT
eurjchem-582	108	27	143.6	143.6	NUM
eurjchem-582	108	28	,	,	PUNCT
eurjchem-582	108	29	146.7	146.7	NUM
eurjchem-582	108	30	,	,	PUNCT
eurjchem-582	108	31	158.7	158.7	NUM
eurjchem-582	108	32	,	,	PUNCT
eurjchem-582	108	33	166.4	166.4	NUM
eurjchem-582	108	34	,	,	PUNCT
eurjchem-582	108	35	169.6	169.6	NUM
eurjchem-582	108	36	,	,	PUNCT
eurjchem-582	108	37	170.5	170.5	NUM
eurjchem-582	108	38	,	,	PUNCT
eurjchem-582	108	39	194.4	194.4	NUM
eurjchem-582	108	40	.	.	PUNCT
eurjchem-582	109	1	ms	ms	NOUN
eurjchem-582	109	2	(	(	PUNCT
eurjchem-582	109	3	ei	ei	PROPN
eurjchem-582	109	4	,	,	PUNCT
eurjchem-582	109	5	m	m	PROPN
eurjchem-582	109	6	/	/	SYM
eurjchem-582	109	7	z	z	PROPN
eurjchem-582	109	8	(	(	PUNCT
eurjchem-582	109	9	%	%	NOUN
eurjchem-582	109	10	)	)	PUNCT
eurjchem-582	109	11	):	):	PUNCT
eurjchem-582	109	12	275.05	275.05	NUM
eurjchem-582	109	13	(	(	PUNCT
eurjchem-582	109	14	m‐1	m‐1	NOUN
eurjchem-582	109	15	,	,	PUNCT
eurjchem-582	109	16	0.31	0.31	NUM
eurjchem-582	109	17	)	)	PUNCT
eurjchem-582	109	18	,	,	PUNCT
eurjchem-582	109	19	276.05	276.05	NUM
eurjchem-582	109	20	(	(	PUNCT
eurjchem-582	109	21	m+	m+	NUM
eurjchem-582	109	22	,	,	PUNCT
eurjchem-582	109	23	0.20	0.20	NUM
eurjchem-582	109	24	)	)	PUNCT
eurjchem-582	109	25	,	,	PUNCT
eurjchem-582	109	26	277.15	277.15	NUM
eurjchem-582	109	27	(	(	PUNCT
eurjchem-582	109	28	m+1	m+1	NUM
eurjchem-582	109	29	,	,	PUNCT
eurjchem-582	109	30	0.59	0.59	NUM
eurjchem-582	109	31	)	)	PUNCT
eurjchem-582	109	32	,	,	PUNCT
eurjchem-582	109	33	278.25	278.25	NUM
eurjchem-582	109	34	(	(	PUNCT
eurjchem-582	109	35	m+2	m+2	NOUN
eurjchem-582	109	36	,	,	PUNCT
eurjchem-582	109	37	2.49	2.49	NUM
eurjchem-582	109	38	)	)	PUNCT
eurjchem-582	109	39	.	.	PUNCT
eurjchem-582	110	1	anal	anal	PROPN
eurjchem-582	110	2	.	.	PUNCT
eurjchem-582	110	3	calcd	calcd	NOUN
eurjchem-582	110	4	.	.	PUNCT
eurjchem-582	111	1	for	for	ADP
eurjchem-582	111	2	c14h10clno3	c14h10clno3	NOUN
eurjchem-582	111	3	:	:	PUNCT
eurjchem-582	111	4	c	c	X
eurjchem-582	111	5	,	,	PUNCT
eurjchem-582	111	6	60.99	60.99	NUM
eurjchem-582	111	7	;	;	PUNCT
eurjchem-582	111	8	h	h	NOUN
eurjchem-582	111	9	,	,	PUNCT
eurjchem-582	111	10	3.66	3.66	NUM
eurjchem-582	111	11	;	;	PUNCT
eurjchem-582	111	12	n	n	CCONJ
eurjchem-582	111	13	,	,	PUNCT
eurjchem-582	111	14	5.08	5.08	NUM
eurjchem-582	111	15	.	.	PUNCT
eurjchem-582	111	16	found	find	VERB
eurjchem-582	111	17	:	:	PUNCT
eurjchem-582	112	1	c	c	X
eurjchem-582	112	2	,	,	PUNCT
eurjchem-582	112	3	60.80	60.80	NUM
eurjchem-582	112	4	;	;	PUNCT
eurjchem-582	112	5	h	h	NOUN
eurjchem-582	112	6	,	,	PUNCT
eurjchem-582	112	7	3.40	3.40	NUM
eurjchem-582	112	8	;	;	PUNCT
eurjchem-582	112	9	n	n	CCONJ
eurjchem-582	112	10	,	,	PUNCT
eurjchem-582	112	11	5.30	5.30	NUM
eurjchem-582	112	12	%	%	NOUN
eurjchem-582	112	13	.	.	PUNCT
eurjchem-582	113	1	2.2.6	2.2.6	X
eurjchem-582	113	2	.	.	NOUN
eurjchem-582	113	3	4‐((e)‐2‐(dimethylamino)vinyl)‐6,8‐dimethyl‐2‐oxo‐	4‐((e)‐2‐(dimethylamino)vinyl)‐6,8‐dimethyl‐2‐oxo‐	NUM
eurjchem-582	113	4	2h‐chromene‐3‐carbonitrile	2h‐chromene‐3‐carbonitrile	NOUN
eurjchem-582	113	5	(	(	PUNCT
eurjchem-582	113	6	8)	8)	NUM
eurjchem-582	113	7	method	method	NOUN
eurjchem-582	113	8	a	a	PRON
eurjchem-582	113	9	:	:	PUNCT
eurjchem-582	113	10	a	a	DET
eurjchem-582	113	11	solution	solution	NOUN
eurjchem-582	113	12	of	of	ADP
eurjchem-582	113	13	compound	compound	NOUN
eurjchem-582	113	14	(	(	PUNCT
eurjchem-582	113	15	2	2	NUM
eurjchem-582	113	16	)	)	PUNCT
eurjchem-582	113	17	(	(	PUNCT
eurjchem-582	113	18	0.5	0.5	NUM
eurjchem-582	113	19	g	g	NOUN
eurjchem-582	113	20	,	,	PUNCT
eurjchem-582	113	21	0.23	0.23	NUM
eurjchem-582	113	22	mmol	mmol	NOUN
eurjchem-582	113	23	)	)	PUNCT
eurjchem-582	113	24	in	in	ADP
eurjchem-582	113	25	dry	dry	ADJ
eurjchem-582	113	26	xylene	xylene	NOUN
eurjchem-582	113	27	(	(	PUNCT
eurjchem-582	113	28	10	10	NUM
eurjchem-582	113	29	cm3	cm3	NOUN
eurjchem-582	113	30	)	)	PUNCT
eurjchem-582	113	31	,	,	PUNCT
eurjchem-582	113	32	and	and	CCONJ
eurjchem-582	113	33	then	then	ADV
eurjchem-582	113	34	dmf‐dma	dmf‐dma	VERB
eurjchem-582	113	35	(	(	PUNCT
eurjchem-582	113	36	0.35	0.35	NUM
eurjchem-582	113	37	cm3	cm3	NOUN
eurjchem-582	113	38	,	,	PUNCT
eurjchem-582	113	39	0.29	0.29	NUM
eurjchem-582	113	40	mmol	mmol	NOUN
eurjchem-582	113	41	)	)	PUNCT
eurjchem-582	113	42	was	be	AUX
eurjchem-582	113	43	added	add	VERB
eurjchem-582	113	44	and	and	CCONJ
eurjchem-582	113	45	the	the	DET
eurjchem-582	113	46	mixture	mixture	NOUN
eurjchem-582	113	47	was	be	AUX
eurjchem-582	113	48	refluxed	refluxe	VERB
eurjchem-582	113	49	for	for	ADP
eurjchem-582	113	50	0.5	0.5	NUM
eurjchem-582	113	51	h	h	NOUN
eurjchem-582	113	52	,	,	PUNCT
eurjchem-582	113	53	cooled	cool	VERB
eurjchem-582	113	54	to	to	ADP
eurjchem-582	113	55	room	room	NOUN
eurjchem-582	113	56	temperature	temperature	NOUN
eurjchem-582	113	57	.	.	PUNCT
eurjchem-582	114	1	the	the	DET
eurjchem-582	114	2	solid	solid	ADJ
eurjchem-582	114	3	obtained	obtain	VERB
eurjchem-582	114	4	was	be	AUX
eurjchem-582	114	5	filtered	filter	VERB
eurjchem-582	114	6	,	,	PUNCT
eurjchem-582	114	7	and	and	CCONJ
eurjchem-582	114	8	crystallized	crystallize	VERB
eurjchem-582	114	9	from	from	ADP
eurjchem-582	114	10	dmf	dmf	PROPN
eurjchem-582	114	11	to	to	PART
eurjchem-582	114	12	give	give	VERB
eurjchem-582	114	13	(	(	PUNCT
eurjchem-582	114	14	8)	8)	NUM
eurjchem-582	114	15	as	as	ADP
eurjchem-582	114	16	green	green	ADJ
eurjchem-582	114	17	crystals	crystal	NOUN
eurjchem-582	114	18	(	(	PUNCT
eurjchem-582	114	19	scheme	scheme	NOUN
eurjchem-582	114	20	4	4	NUM
eurjchem-582	114	21	)	)	PUNCT
eurjchem-582	114	22	.	.	PUNCT
eurjchem-582	115	1	m.p	m.p	PROPN
eurjchem-582	115	2	.	.	PROPN
eurjchem-582	115	3	:	:	PUNCT
eurjchem-582	116	1	271‐272	271‐272	NUM
eurjchem-582	116	2	°	°	ADP
eurjchem-582	116	3	c	c	NOUN
eurjchem-582	116	4	.	.	PUNCT
eurjchem-582	116	5	yield	yield	NOUN
eurjchem-582	116	6	:	:	PUNCT
eurjchem-582	116	7	63	63	NUM
eurjchem-582	116	8	%	%	NOUN
eurjchem-582	116	9	.	.	PUNCT
eurjchem-582	117	1	ft‐ir	ft‐ir	NOUN
eurjchem-582	117	2	(	(	PUNCT
eurjchem-582	117	3	kbr	kbr	PROPN
eurjchem-582	117	4	,	,	PUNCT
eurjchem-582	117	5	cm‐1	cm‐1	PROPN
eurjchem-582	117	6	):	):	PUNCT
eurjchem-582	117	7	3438	3438	NUM
eurjchem-582	117	8	(	(	PUNCT
eurjchem-582	117	9	br	br	PROPN
eurjchem-582	117	10	.	.	PROPN
eurjchem-582	117	11	,	,	PUNCT
eurjchem-582	117	12	oh	oh	INTJ
eurjchem-582	117	13	)	)	PUNCT
eurjchem-582	117	14	,	,	PUNCT
eurjchem-582	117	15	2935	2935	NUM
eurjchem-582	117	16	,	,	PUNCT
eurjchem-582	117	17	2999	2999	NUM
eurjchem-582	117	18	(	(	PUNCT
eurjchem-582	117	19	chaleph	chaleph	NOUN
eurjchem-582	117	20	.	.	PUNCT
eurjchem-582	117	21	)	)	PUNCT
eurjchem-582	117	22	,	,	PUNCT
eurjchem-582	117	23	2202	2202	NUM
eurjchem-582	117	24	(	(	PUNCT
eurjchem-582	117	25	cn	cn	PROPN
eurjchem-582	117	26	)	)	PUNCT
eurjchem-582	117	27	,	,	PUNCT
eurjchem-582	117	28	1676	1676	NUM
eurjchem-582	117	29	(	(	PUNCT
eurjchem-582	117	30	c	c	NOUN
eurjchem-582	117	31	=	=	NOUN
eurjchem-582	117	32	o	o	NOUN
eurjchem-582	117	33	)	)	PUNCT
eurjchem-582	117	34	,	,	PUNCT
eurjchem-582	117	35	1618	1618	NUM
eurjchem-582	117	36	(	(	PUNCT
eurjchem-582	117	37	c	c	NOUN
eurjchem-582	117	38	=	=	SYM
eurjchem-582	117	39	c	c	NOUN
eurjchem-582	117	40	)	)	PUNCT
eurjchem-582	117	41	.	.	PUNCT
eurjchem-582	118	1	1h	1h	NUM
eurjchem-582	118	2	nmr	nmr	NOUN
eurjchem-582	118	3	(	(	PUNCT
eurjchem-582	118	4	300	300	NUM
eurjchem-582	118	5	mhz	mhz	NOUN
eurjchem-582	118	6	,	,	PUNCT
eurjchem-582	118	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	118	8	,	,	PUNCT
eurjchem-582	118	9	δ	δ	PROPN
eurjchem-582	118	10	,	,	PUNCT
eurjchem-582	118	11	ppm	ppm	NUM
eurjchem-582	118	12	):	):	PUNCT
eurjchem-582	118	13	2.28	2.28	NUM
eurjchem-582	118	14	(	(	PUNCT
eurjchem-582	118	15	s	s	PROPN
eurjchem-582	118	16	,	,	PUNCT
eurjchem-582	118	17	6h	6h	NUM
eurjchem-582	118	18	,	,	PUNCT
eurjchem-582	118	19	ch3	ch3	PROPN
eurjchem-582	118	20	)	)	PUNCT
eurjchem-582	118	21	,	,	PUNCT
eurjchem-582	118	22	2.35	2.35	NUM
eurjchem-582	118	23	(	(	PUNCT
eurjchem-582	118	24	s	s	PROPN
eurjchem-582	118	25	,	,	PUNCT
eurjchem-582	118	26	3h	3h	NUM
eurjchem-582	118	27	,	,	PUNCT
eurjchem-582	118	28	ch3	ch3	PROPN
eurjchem-582	118	29	)	)	PUNCT
eurjchem-582	118	30	,	,	PUNCT
eurjchem-582	118	31	2.49	2.49	NUM
eurjchem-582	118	32	(	(	PUNCT
eurjchem-582	118	33	s	s	PROPN
eurjchem-582	118	34	,	,	PUNCT
eurjchem-582	118	35	3h	3h	NUM
eurjchem-582	118	36	,	,	PUNCT
eurjchem-582	118	37	ch3	ch3	PROPN
eurjchem-582	118	38	)	)	PUNCT
eurjchem-582	118	39	,	,	PUNCT
eurjchem-582	118	40	5.71	5.71	NUM
eurjchem-582	118	41	(	(	PUNCT
eurjchem-582	118	42	d	d	PROPN
eurjchem-582	118	43	,	,	PUNCT
eurjchem-582	118	44	j	j	PROPN
eurjchem-582	118	45	=	=	PROPN
eurjchem-582	118	46	12.6	12.6	NUM
eurjchem-582	118	47	hz	hz	NOUN
eurjchem-582	118	48	,	,	PUNCT
eurjchem-582	118	49	1h	1h	NUM
eurjchem-582	118	50	,	,	PUNCT
eurjchem-582	118	51	h‐9	h‐9	X
eurjchem-582	118	52	)	)	PUNCT
eurjchem-582	118	53	,	,	PUNCT
eurjchem-582	118	54	7.31	7.31	NUM
eurjchem-582	118	55	(	(	PUNCT
eurjchem-582	118	56	s	s	PROPN
eurjchem-582	118	57	,	,	PUNCT
eurjchem-582	118	58	1h	1h	NUM
eurjchem-582	118	59	,	,	PUNCT
eurjchem-582	118	60	h‐7	h‐7	PROPN
eurjchem-582	118	61	)	)	PUNCT
eurjchem-582	118	62	,	,	PUNCT
eurjchem-582	118	63	7.73	7.73	NUM
eurjchem-582	118	64	(	(	PUNCT
eurjchem-582	118	65	s	s	PROPN
eurjchem-582	118	66	,	,	PUNCT
eurjchem-582	118	67	1h	1h	NUM
eurjchem-582	118	68	,	,	PUNCT
eurjchem-582	118	69	h‐5	h‐5	PROPN
eurjchem-582	118	70	)	)	PUNCT
eurjchem-582	118	71	,	,	PUNCT
eurjchem-582	118	72	8.45	8.45	NUM
eurjchem-582	118	73	(	(	PUNCT
eurjchem-582	118	74	d	d	NOUN
eurjchem-582	118	75	,	,	PUNCT
eurjchem-582	118	76	j	j	PROPN
eurjchem-582	119	1	=	=	SYM
eurjchem-582	119	2	12.3	12.3	NUM
eurjchem-582	119	3	hz	hz	NOUN
eurjchem-582	119	4	,	,	PUNCT
eurjchem-582	119	5	1h	1h	NUM
eurjchem-582	119	6	,	,	PUNCT
eurjchem-582	119	7	h‐10	h‐10	NOUN
eurjchem-582	119	8	)	)	PUNCT
eurjchem-582	119	9	.	.	PUNCT
eurjchem-582	120	1	13c	13c	NOUN
eurjchem-582	120	2	nmr	nmr	NOUN
eurjchem-582	120	3	(	(	PUNCT
eurjchem-582	120	4	75	75	NUM
eurjchem-582	120	5	mhz	mhz	NOUN
eurjchem-582	120	6	,	,	PUNCT
eurjchem-582	120	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	120	8	,	,	PUNCT
eurjchem-582	120	9	δ	δ	PROPN
eurjchem-582	120	10	,	,	PUNCT
eurjchem-582	120	11	ppm	ppm	NOUN
eurjchem-582	120	12	):	):	PUNCT
eurjchem-582	120	13	18.4	18.4	NUM
eurjchem-582	120	14	,	,	PUNCT
eurjchem-582	120	15	24.8	24.8	NUM
eurjchem-582	120	16	,	,	PUNCT
eurjchem-582	120	17	29.8	29.8	NUM
eurjchem-582	120	18	,	,	PUNCT
eurjchem-582	120	19	46.7	46.7	NUM
eurjchem-582	120	20	,	,	PUNCT
eurjchem-582	120	21	55.3	55.3	NUM
eurjchem-582	120	22	,	,	PUNCT
eurjchem-582	120	23	97.6	97.6	NUM
eurjchem-582	120	24	,	,	PUNCT
eurjchem-582	120	25	108.8	108.8	NUM
eurjchem-582	120	26	,	,	PUNCT
eurjchem-582	120	27	126.4	126.4	NUM
eurjchem-582	120	28	,	,	PUNCT
eurjchem-582	120	29	129.3	129.3	NUM
eurjchem-582	120	30	,	,	PUNCT
eurjchem-582	120	31	132.3	132.3	NUM
eurjchem-582	120	32	,	,	PUNCT
eurjchem-582	120	33	135.0	135.0	NUM
eurjchem-582	120	34	,	,	PUNCT
eurjchem-582	120	35	142.4	142.4	NUM
eurjchem-582	120	36	,	,	PUNCT
eurjchem-582	120	37	144.8	144.8	NUM
eurjchem-582	120	38	,	,	PUNCT
eurjchem-582	120	39	164.3	164.3	NUM
eurjchem-582	120	40	,	,	PUNCT
eurjchem-582	120	41	238.5	238.5	NUM
eurjchem-582	120	42	.	.	PUNCT
eurjchem-582	121	1	el‐shaaer	el‐shaaer	NOUN
eurjchem-582	121	2	et	et	PROPN
eurjchem-582	121	3	al	al	PROPN
eurjchem-582	121	4	.	.	PUNCT
eurjchem-582	121	5	/	/	SYM
eurjchem-582	121	6	european	european	PROPN
eurjchem-582	121	7	journal	journal	PROPN
eurjchem-582	121	8	of	of	ADP
eurjchem-582	121	9	chemistry	chemistry	NOUN
eurjchem-582	121	10	3	3	NUM
eurjchem-582	121	11	(	(	PUNCT
eurjchem-582	121	12	2	2	NUM
eurjchem-582	121	13	)	)	PUNCT
eurjchem-582	121	14	(	(	PUNCT
eurjchem-582	121	15	2012	2012	NUM
eurjchem-582	121	16	)	)	PUNCT
eurjchem-582	121	17	172‐178	172‐178	NUM
eurjchem-582	122	1	175	175	NUM
eurjchem-582	122	2	o	o	INTJ
eurjchem-582	122	3	o	o	X
eurjchem-582	123	1	cn	cn	INTJ
eurjchem-582	123	2	2	2	NUM
eurjchem-582	123	3	o	o	NOUN
eurjchem-582	123	4	o	o	X
eurjchem-582	124	1	cn	cn	INTJ
eurjchem-582	124	2	h	h	NOUN
eurjchem-582	124	3	n	n	NOUN
eurjchem-582	124	4	h	h	NOUN
eurjchem-582	124	5	8	8	NUM
eurjchem-582	124	6	pocl3	pocl3	NOUN
eurjchem-582	124	7	/	/	SYM
eurjchem-582	124	8	dmf	dmf	PROPN
eurjchem-582	124	9	xylenepyridine	xylenepyridine	PROPN
eurjchem-582	124	10	dmf	dmf	PROPN
eurjchem-582	124	11	-	-	PROPN
eurjchem-582	124	12	dma	dma	ADJ
eurjchem-582	124	13	scheme	scheme	NOUN
eurjchem-582	124	14	4	4	NUM
eurjchem-582	124	15	scheme	scheme	NOUN
eurjchem-582	124	16	5	5	NUM
eurjchem-582	124	17	ms	ms	NOUN
eurjchem-582	124	18	(	(	PUNCT
eurjchem-582	124	19	ei	ei	PROPN
eurjchem-582	124	20	,	,	PUNCT
eurjchem-582	124	21	m	m	PROPN
eurjchem-582	124	22	/	/	SYM
eurjchem-582	124	23	z	z	PROPN
eurjchem-582	124	24	(	(	PUNCT
eurjchem-582	124	25	%	%	NOUN
eurjchem-582	124	26	)	)	PUNCT
eurjchem-582	124	27	):	):	PUNCT
eurjchem-582	124	28	266.0	266.0	NUM
eurjchem-582	124	29	(	(	PUNCT
eurjchem-582	124	30	m‐2	m‐2	NOUN
eurjchem-582	124	31	,	,	PUNCT
eurjchem-582	124	32	8.3	8.3	NUM
eurjchem-582	124	33	)	)	PUNCT
eurjchem-582	124	34	,	,	PUNCT
eurjchem-582	124	35	267.0	267.0	NUM
eurjchem-582	124	36	(	(	PUNCT
eurjchem-582	124	37	m‐1	m‐1	NOUN
eurjchem-582	124	38	,	,	PUNCT
eurjchem-582	124	39	26.1	26.1	NUM
eurjchem-582	124	40	)	)	PUNCT
eurjchem-582	124	41	,	,	PUNCT
eurjchem-582	124	42	268.0	268.0	NUM
eurjchem-582	124	43	(	(	PUNCT
eurjchem-582	124	44	m+	m+	NUM
eurjchem-582	124	45	,	,	PUNCT
eurjchem-582	124	46	100	100	NUM
eurjchem-582	124	47	)	)	PUNCT
eurjchem-582	124	48	.	.	PUNCT
eurjchem-582	125	1	anal	anal	PROPN
eurjchem-582	125	2	.	.	PUNCT
eurjchem-582	125	3	calcd	calcd	NOUN
eurjchem-582	125	4	.	.	PUNCT
eurjchem-582	126	1	for	for	ADP
eurjchem-582	126	2	c16h16n2o2	c16h16n2o2	NOUN
eurjchem-582	126	3	:	:	PUNCT
eurjchem-582	126	4	c	c	X
eurjchem-582	126	5	,	,	PUNCT
eurjchem-582	126	6	71.62	71.62	NUM
eurjchem-582	126	7	;	;	PUNCT
eurjchem-582	126	8	h	h	NOUN
eurjchem-582	126	9	,	,	PUNCT
eurjchem-582	126	10	6.01	6.01	NUM
eurjchem-582	126	11	;	;	PUNCT
eurjchem-582	126	12	n	n	CCONJ
eurjchem-582	126	13	,	,	PUNCT
eurjchem-582	126	14	10.44	10.44	NUM
eurjchem-582	126	15	.	.	PUNCT
eurjchem-582	126	16	found	find	VERB
eurjchem-582	126	17	:	:	PUNCT
eurjchem-582	127	1	c	c	X
eurjchem-582	127	2	,	,	PUNCT
eurjchem-582	127	3	71.20	71.20	NUM
eurjchem-582	127	4	;	;	PUNCT
eurjchem-582	127	5	h	h	NOUN
eurjchem-582	127	6	,	,	PUNCT
eurjchem-582	127	7	6.20	6.20	NUM
eurjchem-582	127	8	;	;	PUNCT
eurjchem-582	127	9	n	n	CCONJ
eurjchem-582	127	10	,	,	PUNCT
eurjchem-582	127	11	10.50	10.50	NUM
eurjchem-582	127	12	%	%	NOUN
eurjchem-582	127	13	.	.	PUNCT
eurjchem-582	128	1	method	method	PROPN
eurjchem-582	128	2	b	b	NOUN
eurjchem-582	128	3	:	:	PUNCT
eurjchem-582	128	4	a	a	DET
eurjchem-582	128	5	mixture	mixture	NOUN
eurjchem-582	128	6	of	of	ADP
eurjchem-582	128	7	dmf	dmf	PROPN
eurjchem-582	128	8	(	(	PUNCT
eurjchem-582	128	9	5	5	NUM
eurjchem-582	128	10	cm3	cm3	NOUN
eurjchem-582	128	11	)	)	PUNCT
eurjchem-582	128	12	,	,	PUNCT
eurjchem-582	128	13	phosphorusoxy	phosphorusoxy	PROPN
eurjchem-582	128	14	chloride	chloride	NOUN
eurjchem-582	128	15	(	(	PUNCT
eurjchem-582	128	16	0.5	0.5	NUM
eurjchem-582	128	17	cm3	cm3	NOUN
eurjchem-582	128	18	)	)	PUNCT
eurjchem-582	128	19	and	and	CCONJ
eurjchem-582	128	20	a	a	DET
eurjchem-582	128	21	solution	solution	NOUN
eurjchem-582	128	22	of	of	ADP
eurjchem-582	128	23	compound	compound	NOUN
eurjchem-582	128	24	(	(	PUNCT
eurjchem-582	128	25	2	2	NUM
eurjchem-582	128	26	)	)	PUNCT
eurjchem-582	128	27	(	(	PUNCT
eurjchem-582	128	28	0.5	0.5	NUM
eurjchem-582	128	29	g	g	NOUN
eurjchem-582	128	30	,	,	PUNCT
eurjchem-582	128	31	0.23	0.23	NUM
eurjchem-582	128	32	mmol	mmol	NOUN
eurjchem-582	128	33	)	)	PUNCT
eurjchem-582	128	34	in	in	ADP
eurjchem-582	128	35	dry	dry	ADJ
eurjchem-582	128	36	pyridine	pyridine	NOUN
eurjchem-582	128	37	(	(	PUNCT
eurjchem-582	128	38	6	6	NUM
eurjchem-582	128	39	cm3	cm3	NOUN
eurjchem-582	128	40	)	)	PUNCT
eurjchem-582	128	41	was	be	AUX
eurjchem-582	128	42	stirred	stir	VERB
eurjchem-582	128	43	at	at	ADP
eurjchem-582	128	44	70‐80	70‐80	NUM
eurjchem-582	128	45	°	°	ADP
eurjchem-582	128	46	c	c	NOUN
eurjchem-582	128	47	for	for	ADP
eurjchem-582	128	48	3	3	NUM
eurjchem-582	128	49	h	h	NOUN
eurjchem-582	128	50	,	,	PUNCT
eurjchem-582	128	51	cooled	cool	VERB
eurjchem-582	128	52	to	to	ADP
eurjchem-582	128	53	room	room	NOUN
eurjchem-582	128	54	temperature	temperature	NOUN
eurjchem-582	128	55	.	.	PUNCT
eurjchem-582	129	1	the	the	DET
eurjchem-582	129	2	mixture	mixture	NOUN
eurjchem-582	129	3	was	be	AUX
eurjchem-582	129	4	poured	pour	VERB
eurjchem-582	129	5	over	over	ADP
eurjchem-582	129	6	cold	cold	ADJ
eurjchem-582	129	7	water	water	NOUN
eurjchem-582	129	8	and	and	CCONJ
eurjchem-582	129	9	neutralized	neutralize	VERB
eurjchem-582	129	10	with	with	ADP
eurjchem-582	129	11	sodium	sodium	NOUN
eurjchem-582	129	12	carbonate	carbonate	NOUN
eurjchem-582	129	13	solution	solution	NOUN
eurjchem-582	129	14	.	.	PUNCT
eurjchem-582	130	1	the	the	DET
eurjchem-582	130	2	solid	solid	ADJ
eurjchem-582	130	3	obtained	obtain	VERB
eurjchem-582	130	4	was	be	AUX
eurjchem-582	130	5	filtered	filter	VERB
eurjchem-582	130	6	,	,	PUNCT
eurjchem-582	130	7	and	and	CCONJ
eurjchem-582	130	8	crystallized	crystallize	VERB
eurjchem-582	130	9	from	from	ADP
eurjchem-582	130	10	dmf	dmf	PROPN
eurjchem-582	130	11	to	to	PART
eurjchem-582	130	12	give	give	VERB
eurjchem-582	130	13	(	(	PUNCT
eurjchem-582	130	14	8)	8)	NUM
eurjchem-582	130	15	as	as	ADP
eurjchem-582	130	16	green	green	ADJ
eurjchem-582	130	17	crystals	crystal	NOUN
eurjchem-582	130	18	,	,	PUNCT
eurjchem-582	130	19	m.p	m.p	PROPN
eurjchem-582	130	20	.	.	PROPN
eurjchem-582	130	21	:	:	PUNCT
eurjchem-582	131	1	272	272	NUM
eurjchem-582	131	2	°	°	SYM
eurjchem-582	131	3	c	c	X
eurjchem-582	131	4	.	.	PUNCT
eurjchem-582	131	5	yield	yield	NOUN
eurjchem-582	131	6	:	:	PUNCT
eurjchem-582	131	7	60	60	NUM
eurjchem-582	131	8	%	%	NOUN
eurjchem-582	131	9	.	.	PUNCT
eurjchem-582	132	1	2.2.7	2.2.7	X
eurjchem-582	132	2	.	.	PUNCT
eurjchem-582	133	1	3,4‐dihydro‐3‐hydroxy‐4‐imino‐7,9‐dimethylchromeno	3,4‐dihydro‐3‐hydroxy‐4‐imino‐7,9‐dimethylchromeno	NOUN
eurjchem-582	134	1	[	[	X
eurjchem-582	134	2	3,4‐c]pyridin‐5‐one	3,4‐c]pyridin‐5‐one	NUM
eurjchem-582	134	3	(	(	PUNCT
eurjchem-582	134	4	9	9	NUM
eurjchem-582	134	5	)	)	PUNCT
eurjchem-582	134	6	a	a	DET
eurjchem-582	134	7	mixture	mixture	NOUN
eurjchem-582	134	8	of	of	ADP
eurjchem-582	134	9	compound	compound	NOUN
eurjchem-582	134	10	(	(	PUNCT
eurjchem-582	134	11	8)	8)	NUM
eurjchem-582	134	12	(	(	PUNCT
eurjchem-582	134	13	0.5	0.5	NUM
eurjchem-582	134	14	g	g	NOUN
eurjchem-582	134	15	,	,	PUNCT
eurjchem-582	134	16	0.19	0.19	NUM
eurjchem-582	134	17	mmol	mmol	NOUN
eurjchem-582	134	18	)	)	PUNCT
eurjchem-582	134	19	,	,	PUNCT
eurjchem-582	134	20	hydroxylamine	hydroxylamine	ADJ
eurjchem-582	134	21	hydrochloride	hydrochloride	NOUN
eurjchem-582	134	22	(	(	PUNCT
eurjchem-582	134	23	0.13	0.13	NUM
eurjchem-582	134	24	g	g	NOUN
eurjchem-582	134	25	,	,	PUNCT
eurjchem-582	134	26	0.19	0.19	NUM
eurjchem-582	134	27	mmol	mmol	NOUN
eurjchem-582	134	28	)	)	PUNCT
eurjchem-582	134	29	,	,	PUNCT
eurjchem-582	134	30	absolute	absolute	ADJ
eurjchem-582	134	31	ethanol	ethanol	NOUN
eurjchem-582	134	32	(	(	PUNCT
eurjchem-582	134	33	15	15	NUM
eurjchem-582	134	34	cm3	cm3	NOUN
eurjchem-582	134	35	)	)	PUNCT
eurjchem-582	134	36	,	,	PUNCT
eurjchem-582	134	37	and	and	CCONJ
eurjchem-582	134	38	drops	drop	NOUN
eurjchem-582	134	39	of	of	ADP
eurjchem-582	134	40	acetic	acetic	ADJ
eurjchem-582	134	41	acid	acid	NOUN
eurjchem-582	134	42	was	be	AUX
eurjchem-582	134	43	refluxed	refluxe	VERB
eurjchem-582	134	44	for	for	ADP
eurjchem-582	134	45	3	3	NUM
eurjchem-582	134	46	h	h	NOUN
eurjchem-582	134	47	,	,	PUNCT
eurjchem-582	134	48	cooled	cool	VERB
eurjchem-582	134	49	to	to	ADP
eurjchem-582	134	50	room	room	NOUN
eurjchem-582	134	51	temperature	temperature	NOUN
eurjchem-582	134	52	.	.	PUNCT
eurjchem-582	135	1	the	the	DET
eurjchem-582	135	2	solid	solid	ADJ
eurjchem-582	135	3	obtained	obtain	VERB
eurjchem-582	135	4	was	be	AUX
eurjchem-582	135	5	filtered	filter	VERB
eurjchem-582	135	6	,	,	PUNCT
eurjchem-582	135	7	and	and	CCONJ
eurjchem-582	135	8	crystallized	crystallize	VERB
eurjchem-582	135	9	from	from	ADP
eurjchem-582	135	10	dmf	dmf	PROPN
eurjchem-582	135	11	to	to	PART
eurjchem-582	135	12	give	give	VERB
eurjchem-582	135	13	(	(	PUNCT
eurjchem-582	135	14	9	9	NUM
eurjchem-582	135	15	)	)	PUNCT
eurjchem-582	135	16	as	as	ADP
eurjchem-582	135	17	yellow	yellow	ADJ
eurjchem-582	135	18	crystals	crystal	NOUN
eurjchem-582	135	19	(	(	PUNCT
eurjchem-582	135	20	scheme	scheme	NOUN
eurjchem-582	135	21	5	5	NUM
eurjchem-582	135	22	)	)	PUNCT
eurjchem-582	135	23	.	.	PUNCT
eurjchem-582	136	1	m.p	m.p	PROPN
eurjchem-582	136	2	.	.	PROPN
eurjchem-582	136	3	:	:	PUNCT
eurjchem-582	137	1	315‐316	315‐316	NUM
eurjchem-582	137	2	°	°	PROPN
eurjchem-582	137	3	c	c	NOUN
eurjchem-582	137	4	.	.	PUNCT
eurjchem-582	137	5	yield	yield	NOUN
eurjchem-582	137	6	:	:	PUNCT
eurjchem-582	137	7	85	85	NUM
eurjchem-582	137	8	%	%	NOUN
eurjchem-582	137	9	.	.	PUNCT
eurjchem-582	138	1	ft‐ir	ft‐ir	NOUN
eurjchem-582	138	2	(	(	PUNCT
eurjchem-582	138	3	kbr	kbr	PROPN
eurjchem-582	138	4	,	,	PUNCT
eurjchem-582	138	5	cm‐1	cm‐1	PROPN
eurjchem-582	138	6	):	):	PUNCT
eurjchem-582	138	7	3414	3414	NUM
eurjchem-582	138	8	(	(	PUNCT
eurjchem-582	138	9	br	br	PROPN
eurjchem-582	138	10	.	.	PROPN
eurjchem-582	138	11	,	,	PUNCT
eurjchem-582	138	12	oh	oh	INTJ
eurjchem-582	138	13	)	)	PUNCT
eurjchem-582	138	14	,	,	PUNCT
eurjchem-582	138	15	3223	3223	NUM
eurjchem-582	138	16	(	(	PUNCT
eurjchem-582	138	17	br	br	PROPN
eurjchem-582	138	18	.	.	PROPN
eurjchem-582	138	19	,	,	PUNCT
eurjchem-582	138	20	nh	nh	PROPN
eurjchem-582	138	21	)	)	PUNCT
eurjchem-582	138	22	,	,	PUNCT
eurjchem-582	138	23	2920	2920	NUM
eurjchem-582	138	24	(	(	PUNCT
eurjchem-582	138	25	chaleph	chaleph	NOUN
eurjchem-582	138	26	.	.	PUNCT
eurjchem-582	138	27	)	)	PUNCT
eurjchem-582	138	28	,	,	PUNCT
eurjchem-582	138	29	1702	1702	NUM
eurjchem-582	138	30	(	(	PUNCT
eurjchem-582	138	31	c	c	NOUN
eurjchem-582	138	32	=	=	NOUN
eurjchem-582	138	33	o	o	NOUN
eurjchem-582	138	34	)	)	PUNCT
eurjchem-582	138	35	,	,	PUNCT
eurjchem-582	138	36	1625	1625	NUM
eurjchem-582	138	37	(	(	PUNCT
eurjchem-582	138	38	exocyclic	exocyclic	ADJ
eurjchem-582	138	39	c	c	NOUN
eurjchem-582	138	40	=	=	NOUN
eurjchem-582	138	41	n	n	NUM
eurjchem-582	138	42	)	)	PUNCT
eurjchem-582	138	43	.	.	PUNCT
eurjchem-582	139	1	1h	1h	NUM
eurjchem-582	139	2	nmr	nmr	NOUN
eurjchem-582	139	3	(	(	PUNCT
eurjchem-582	139	4	300	300	NUM
eurjchem-582	139	5	mhz	mhz	NOUN
eurjchem-582	139	6	,	,	PUNCT
eurjchem-582	139	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	139	8	,	,	PUNCT
eurjchem-582	139	9	δ	δ	PROPN
eurjchem-582	139	10	,	,	PUNCT
eurjchem-582	139	11	ppm	ppm	NUM
eurjchem-582	139	12	):	):	PUNCT
eurjchem-582	139	13	2.34	2.34	NUM
eurjchem-582	139	14	(	(	PUNCT
eurjchem-582	139	15	s	s	PROPN
eurjchem-582	139	16	,	,	PUNCT
eurjchem-582	139	17	3h	3h	NUM
eurjchem-582	139	18	,	,	PUNCT
eurjchem-582	139	19	ch3	ch3	PROPN
eurjchem-582	139	20	)	)	PUNCT
eurjchem-582	139	21	,	,	PUNCT
eurjchem-582	139	22	2.50	2.50	NUM
eurjchem-582	139	23	(	(	PUNCT
eurjchem-582	139	24	s	s	PROPN
eurjchem-582	139	25	,	,	PUNCT
eurjchem-582	139	26	3h	3h	NUM
eurjchem-582	139	27	,	,	PUNCT
eurjchem-582	139	28	ch3	ch3	PROPN
eurjchem-582	139	29	)	)	PUNCT
eurjchem-582	139	30	,	,	PUNCT
eurjchem-582	139	31	7.31	7.31	NUM
eurjchem-582	139	32	(	(	PUNCT
eurjchem-582	139	33	s	s	PROPN
eurjchem-582	139	34	,	,	PUNCT
eurjchem-582	139	35	1h	1h	NUM
eurjchem-582	139	36	,	,	PUNCT
eurjchem-582	139	37	h‐8	h‐8	NOUN
eurjchem-582	139	38	)	)	PUNCT
eurjchem-582	139	39	,	,	PUNCT
eurjchem-582	139	40	7.52	7.52	NUM
eurjchem-582	139	41	(	(	PUNCT
eurjchem-582	139	42	d	d	PROPN
eurjchem-582	139	43	,	,	PUNCT
eurjchem-582	139	44	j	j	PROPN
eurjchem-582	139	45	=	=	SYM
eurjchem-582	139	46	7.4	7.4	NUM
eurjchem-582	139	47	hz	hz	NOUN
eurjchem-582	139	48	,	,	PUNCT
eurjchem-582	139	49	1h	1h	NUM
eurjchem-582	139	50	,	,	PUNCT
eurjchem-582	139	51	h‐1	h‐1	PROPN
eurjchem-582	139	52	)	)	PUNCT
eurjchem-582	139	53	,	,	PUNCT
eurjchem-582	139	54	7.92	7.92	NUM
eurjchem-582	139	55	(	(	PUNCT
eurjchem-582	139	56	s	s	PROPN
eurjchem-582	139	57	,	,	PUNCT
eurjchem-582	139	58	1h	1h	NUM
eurjchem-582	139	59	,	,	PUNCT
eurjchem-582	139	60	h‐10	h‐10	NOUN
eurjchem-582	139	61	)	)	PUNCT
eurjchem-582	139	62	,	,	PUNCT
eurjchem-582	139	63	8.00	8.00	NUM
eurjchem-582	139	64	(	(	PUNCT
eurjchem-582	139	65	s	s	PROPN
eurjchem-582	139	66	,	,	PUNCT
eurjchem-582	139	67	1h	1h	NUM
eurjchem-582	139	68	,	,	PUNCT
eurjchem-582	139	69	nh	nh	PROPN
eurjchem-582	139	70	,	,	PUNCT
eurjchem-582	139	71	exchangeable	exchangeable	ADJ
eurjchem-582	139	72	with	with	ADP
eurjchem-582	139	73	d2o	d2o	NOUN
eurjchem-582	139	74	)	)	PUNCT
eurjchem-582	139	75	,	,	PUNCT
eurjchem-582	139	76	8.30	8.30	NUM
eurjchem-582	139	77	(	(	PUNCT
eurjchem-582	139	78	s	s	PROPN
eurjchem-582	139	79	,	,	PUNCT
eurjchem-582	139	80	1h	1h	NUM
eurjchem-582	139	81	,	,	PUNCT
eurjchem-582	139	82	oh	oh	INTJ
eurjchem-582	139	83	,	,	PUNCT
eurjchem-582	139	84	exchangeable	exchangeable	ADJ
eurjchem-582	139	85	with	with	ADP
eurjchem-582	139	86	d2o	d2o	NOUN
eurjchem-582	139	87	)	)	PUNCT
eurjchem-582	139	88	,	,	PUNCT
eurjchem-582	139	89	8.50	8.50	NUM
eurjchem-582	139	90	(	(	PUNCT
eurjchem-582	139	91	(	(	PUNCT
eurjchem-582	139	92	d	d	NOUN
eurjchem-582	139	93	,	,	PUNCT
eurjchem-582	139	94	j	j	PROPN
eurjchem-582	139	95	=	=	SYM
eurjchem-582	139	96	7.2	7.2	NUM
eurjchem-582	139	97	hz	hz	NOUN
eurjchem-582	139	98	,	,	PUNCT
eurjchem-582	139	99	1h	1h	NUM
eurjchem-582	139	100	,	,	PUNCT
eurjchem-582	139	101	h‐2	h‐2	NOUN
eurjchem-582	139	102	)	)	PUNCT
eurjchem-582	139	103	.	.	PUNCT
eurjchem-582	140	1	ms	ms	NOUN
eurjchem-582	140	2	(	(	PUNCT
eurjchem-582	140	3	ei	ei	PROPN
eurjchem-582	140	4	,	,	PUNCT
eurjchem-582	140	5	m	m	PROPN
eurjchem-582	140	6	/	/	SYM
eurjchem-582	140	7	z	z	PROPN
eurjchem-582	140	8	(	(	PUNCT
eurjchem-582	140	9	%	%	NOUN
eurjchem-582	140	10	)	)	PUNCT
eurjchem-582	140	11	):	):	PUNCT
eurjchem-582	140	12	256.0	256.0	NUM
eurjchem-582	140	13	(	(	PUNCT
eurjchem-582	140	14	m+	m+	NUM
eurjchem-582	140	15	,	,	PUNCT
eurjchem-582	140	16	4.5	4.5	NUM
eurjchem-582	140	17	)	)	PUNCT
eurjchem-582	140	18	,	,	PUNCT
eurjchem-582	140	19	256.8	256.8	NUM
eurjchem-582	140	20	(	(	PUNCT
eurjchem-582	140	21	m+1	m+1	NUM
eurjchem-582	140	22	,	,	PUNCT
eurjchem-582	140	23	2.7	2.7	NUM
eurjchem-582	140	24	)	)	PUNCT
eurjchem-582	140	25	.	.	PUNCT
eurjchem-582	141	1	anal	anal	PROPN
eurjchem-582	141	2	.	.	PUNCT
eurjchem-582	141	3	calcd	calcd	NOUN
eurjchem-582	141	4	.	.	PUNCT
eurjchem-582	142	1	for	for	ADP
eurjchem-582	142	2	c14h12n2o3	c14h12n2o3	NOUN
eurjchem-582	142	3	:	:	PUNCT
eurjchem-582	142	4	c	c	X
eurjchem-582	142	5	,	,	PUNCT
eurjchem-582	142	6	65.62	65.62	NUM
eurjchem-582	142	7	;	;	PUNCT
eurjchem-582	142	8	h	h	X
eurjchem-582	142	9	,	,	PUNCT
eurjchem-582	142	10	4.72	4.72	NUM
eurjchem-582	142	11	;	;	PUNCT
eurjchem-582	142	12	n	n	CCONJ
eurjchem-582	142	13	,	,	PUNCT
eurjchem-582	142	14	10.93	10.93	NUM
eurjchem-582	142	15	.	.	PUNCT
eurjchem-582	142	16	found	find	VERB
eurjchem-582	142	17	:	:	PUNCT
eurjchem-582	143	1	c	c	X
eurjchem-582	143	2	,	,	PUNCT
eurjchem-582	143	3	65.30	65.30	NUM
eurjchem-582	143	4	;	;	PUNCT
eurjchem-582	143	5	h	h	X
eurjchem-582	143	6	,	,	PUNCT
eurjchem-582	143	7	4.60	4.60	NUM
eurjchem-582	143	8	;	;	PUNCT
eurjchem-582	143	9	n	n	CCONJ
eurjchem-582	143	10	,	,	PUNCT
eurjchem-582	143	11	11.1	11.1	NUM
eurjchem-582	143	12	%	%	NOUN
eurjchem-582	143	13	.	.	PUNCT
eurjchem-582	144	1	2.2.8	2.2.8	NUM
eurjchem-582	144	2	.	.	PUNCT
eurjchem-582	145	1	4‐imino‐7,9‐dimethyl‐5‐oxo‐4h‐chromeno[3,4‐c	4‐imino‐7,9‐dimethyl‐5‐oxo‐4h‐chromeno[3,4‐c	NOUN
eurjchem-582	145	2	]	]	PUNCT
eurjchem-582	145	3	pyridine‐3(5h)‐carboxamide	pyridine‐3(5h)‐carboxamide	NOUN
eurjchem-582	145	4	(	(	PUNCT
eurjchem-582	145	5	10	10	NUM
eurjchem-582	145	6	)	)	PUNCT
eurjchem-582	145	7	a	a	DET
eurjchem-582	145	8	mixture	mixture	NOUN
eurjchem-582	145	9	of	of	ADP
eurjchem-582	145	10	compound	compound	NOUN
eurjchem-582	145	11	(	(	PUNCT
eurjchem-582	145	12	8)	8)	NUM
eurjchem-582	145	13	(	(	PUNCT
eurjchem-582	145	14	0.5	0.5	NUM
eurjchem-582	145	15	g	g	NOUN
eurjchem-582	145	16	,	,	PUNCT
eurjchem-582	145	17	0.19	0.19	NUM
eurjchem-582	145	18	mmol	mmol	NOUN
eurjchem-582	145	19	)	)	PUNCT
eurjchem-582	145	20	,	,	PUNCT
eurjchem-582	145	21	urea	urea	NOUN
eurjchem-582	145	22	(	(	PUNCT
eurjchem-582	145	23	0.11	0.11	NUM
eurjchem-582	145	24	g	g	NOUN
eurjchem-582	145	25	,	,	PUNCT
eurjchem-582	145	26	0.19	0.19	NUM
eurjchem-582	145	27	mmol	mmol	NOUN
eurjchem-582	145	28	)	)	PUNCT
eurjchem-582	145	29	,	,	PUNCT
eurjchem-582	145	30	and	and	CCONJ
eurjchem-582	145	31	glacial	glacial	ADJ
eurjchem-582	145	32	acetic	acetic	ADJ
eurjchem-582	145	33	acid	acid	NOUN
eurjchem-582	145	34	(	(	PUNCT
eurjchem-582	145	35	10	10	NUM
eurjchem-582	145	36	cm3	cm3	NOUN
eurjchem-582	145	37	)	)	PUNCT
eurjchem-582	145	38	was	be	AUX
eurjchem-582	145	39	refluxed	refluxe	VERB
eurjchem-582	145	40	for	for	ADP
eurjchem-582	145	41	3	3	NUM
eurjchem-582	145	42	h	h	NOUN
eurjchem-582	145	43	,	,	PUNCT
eurjchem-582	145	44	cooled	cool	VERB
eurjchem-582	145	45	to	to	ADP
eurjchem-582	145	46	room	room	NOUN
eurjchem-582	145	47	temperature	temperature	NOUN
eurjchem-582	145	48	.	.	PUNCT
eurjchem-582	146	1	the	the	DET
eurjchem-582	146	2	solid	solid	ADJ
eurjchem-582	146	3	obtained	obtain	VERB
eurjchem-582	146	4	was	be	AUX
eurjchem-582	146	5	filtered	filter	VERB
eurjchem-582	146	6	,	,	PUNCT
eurjchem-582	146	7	and	and	CCONJ
eurjchem-582	146	8	crystallized	crystallize	VERB
eurjchem-582	146	9	from	from	ADP
eurjchem-582	146	10	dmf	dmf	PROPN
eurjchem-582	146	11	to	to	PART
eurjchem-582	146	12	give	give	VERB
eurjchem-582	146	13	(	(	PUNCT
eurjchem-582	146	14	10	10	NUM
eurjchem-582	146	15	)	)	PUNCT
eurjchem-582	146	16	as	as	ADP
eurjchem-582	146	17	green	green	ADJ
eurjchem-582	146	18	crystals	crystal	NOUN
eurjchem-582	146	19	(	(	PUNCT
eurjchem-582	146	20	scheme	scheme	NOUN
eurjchem-582	146	21	5	5	NUM
eurjchem-582	146	22	)	)	PUNCT
eurjchem-582	146	23	.	.	PUNCT
eurjchem-582	147	1	m.p	m.p	PROPN
eurjchem-582	147	2	.	.	PROPN
eurjchem-582	147	3	:	:	PUNCT
eurjchem-582	148	1	>	>	PUNCT
eurjchem-582	148	2	300	300	NUM
eurjchem-582	148	3	°	°	SYM
eurjchem-582	148	4	c	c	NOUN
eurjchem-582	148	5	.	.	PUNCT
eurjchem-582	148	6	yield	yield	NOUN
eurjchem-582	148	7	:	:	PUNCT
eurjchem-582	148	8	47	47	NUM
eurjchem-582	148	9	%	%	NOUN
eurjchem-582	148	10	.	.	PUNCT
eurjchem-582	149	1	ft‐ir	ft‐ir	NOUN
eurjchem-582	149	2	(	(	PUNCT
eurjchem-582	149	3	kbr	kbr	PROPN
eurjchem-582	149	4	,	,	PUNCT
eurjchem-582	149	5	cm‐1	cm‐1	PROPN
eurjchem-582	149	6	):	):	PUNCT
eurjchem-582	149	7	3452	3452	NUM
eurjchem-582	149	8	,	,	PUNCT
eurjchem-582	149	9	3161	3161	NUM
eurjchem-582	149	10	(	(	PUNCT
eurjchem-582	149	11	br	br	PROPN
eurjchem-582	149	12	.	.	PROPN
eurjchem-582	149	13	,	,	PUNCT
eurjchem-582	149	14	nh	nh	PROPN
eurjchem-582	149	15	,	,	PUNCT
eurjchem-582	149	16	nh2	nh2	PROPN
eurjchem-582	149	17	)	)	PUNCT
eurjchem-582	149	18	,	,	PUNCT
eurjchem-582	149	19	2919	2919	NUM
eurjchem-582	149	20	(	(	PUNCT
eurjchem-582	149	21	chaleph	chaleph	NOUN
eurjchem-582	149	22	.	.	PUNCT
eurjchem-582	149	23	)	)	PUNCT
eurjchem-582	149	24	,	,	PUNCT
eurjchem-582	149	25	1731	1731	NUM
eurjchem-582	149	26	(	(	PUNCT
eurjchem-582	149	27	c	c	NOUN
eurjchem-582	149	28	=	=	NOUN
eurjchem-582	149	29	ocoumarin	ocoumarin	NOUN
eurjchem-582	149	30	)	)	PUNCT
eurjchem-582	149	31	,	,	PUNCT
eurjchem-582	149	32	1669	1669	NUM
eurjchem-582	149	33	(	(	PUNCT
eurjchem-582	149	34	c	c	NOUN
eurjchem-582	149	35	=	=	NOUN
eurjchem-582	149	36	oamide	oamide	ADV
eurjchem-582	149	37	)	)	PUNCT
eurjchem-582	149	38	.	.	PUNCT
eurjchem-582	150	1	ms	ms	NOUN
eurjchem-582	150	2	(	(	PUNCT
eurjchem-582	150	3	ei	ei	PROPN
eurjchem-582	150	4	,	,	PUNCT
eurjchem-582	150	5	m	m	PROPN
eurjchem-582	150	6	/	/	SYM
eurjchem-582	150	7	z	z	PROPN
eurjchem-582	150	8	(	(	PUNCT
eurjchem-582	150	9	%	%	NOUN
eurjchem-582	150	10	)	)	PUNCT
eurjchem-582	150	11	):	):	PUNCT
eurjchem-582	150	12	280.0	280.0	NUM
eurjchem-582	150	13	(	(	PUNCT
eurjchem-582	150	14	m‐3	m‐3	NOUN
eurjchem-582	150	15	,	,	PUNCT
eurjchem-582	150	16	18.8	18.8	NUM
eurjchem-582	150	17	)	)	PUNCT
eurjchem-582	150	18	,	,	PUNCT
eurjchem-582	150	19	281.0	281.0	NUM
eurjchem-582	150	20	(	(	PUNCT
eurjchem-582	150	21	m‐2	m‐2	NOUN
eurjchem-582	150	22	,	,	PUNCT
eurjchem-582	150	23	2.6	2.6	NUM
eurjchem-582	150	24	)	)	PUNCT
eurjchem-582	150	25	.	.	PUNCT
eurjchem-582	151	1	anal	anal	PROPN
eurjchem-582	151	2	.	.	PUNCT
eurjchem-582	151	3	calcd	calcd	NOUN
eurjchem-582	151	4	.	.	PUNCT
eurjchem-582	152	1	for	for	ADP
eurjchem-582	152	2	c15h13n3o3	c15h13n3o3	NOUN
eurjchem-582	152	3	:	:	PUNCT
eurjchem-582	152	4	c	c	X
eurjchem-582	152	5	,	,	PUNCT
eurjchem-582	152	6	63.60	63.60	NUM
eurjchem-582	152	7	;	;	PUNCT
eurjchem-582	152	8	h	h	NOUN
eurjchem-582	152	9	,	,	PUNCT
eurjchem-582	152	10	4.63	4.63	NUM
eurjchem-582	152	11	;	;	PUNCT
eurjchem-582	152	12	n	n	CCONJ
eurjchem-582	152	13	,	,	PUNCT
eurjchem-582	152	14	14.83	14.83	NUM
eurjchem-582	152	15	.	.	PUNCT
eurjchem-582	152	16	found	find	VERB
eurjchem-582	152	17	:	:	PUNCT
eurjchem-582	153	1	c	c	X
eurjchem-582	153	2	,	,	PUNCT
eurjchem-582	153	3	63.40	63.40	NUM
eurjchem-582	153	4	;	;	PUNCT
eurjchem-582	153	5	h	h	NOUN
eurjchem-582	153	6	,	,	PUNCT
eurjchem-582	153	7	4.20	4.20	NUM
eurjchem-582	153	8	;	;	PUNCT
eurjchem-582	153	9	n	n	CCONJ
eurjchem-582	153	10	,	,	PUNCT
eurjchem-582	153	11	14.60	14.60	NUM
eurjchem-582	153	12	%	%	NOUN
eurjchem-582	153	13	.	.	PUNCT
eurjchem-582	154	1	2.2.9	2.2.9	X
eurjchem-582	154	2	.	.	PUNCT
eurjchem-582	154	3	3‐amino‐3,4‐dihydro‐4‐imino‐7,9‐dimethylchromeno	3‐amino‐3,4‐dihydro‐4‐imino‐7,9‐dimethylchromeno	NUM
eurjchem-582	155	1	[	[	X
eurjchem-582	155	2	3,4‐c]pyridin‐5‐one	3,4‐c]pyridin‐5‐one	NUM
eurjchem-582	155	3	(	(	PUNCT
eurjchem-582	155	4	11	11	NUM
eurjchem-582	155	5	)	)	PUNCT
eurjchem-582	155	6	a	a	DET
eurjchem-582	155	7	mixture	mixture	NOUN
eurjchem-582	155	8	of	of	ADP
eurjchem-582	155	9	compound	compound	NOUN
eurjchem-582	155	10	(	(	PUNCT
eurjchem-582	155	11	8)	8)	NUM
eurjchem-582	155	12	(	(	PUNCT
eurjchem-582	155	13	0.5	0.5	NUM
eurjchem-582	155	14	g	g	NOUN
eurjchem-582	155	15	,	,	PUNCT
eurjchem-582	155	16	0.19	0.19	NUM
eurjchem-582	155	17	mmol	mmol	NOUN
eurjchem-582	155	18	)	)	PUNCT
eurjchem-582	155	19	,	,	PUNCT
eurjchem-582	155	20	hydrazinecarbodithioic	hydrazinecarbodithioic	ADJ
eurjchem-582	155	21	acid	acid	NOUN
eurjchem-582	155	22	(	(	PUNCT
eurjchem-582	155	23	0.2	0.2	NUM
eurjchem-582	155	24	g	g	NOUN
eurjchem-582	155	25	,	,	PUNCT
eurjchem-582	155	26	0.19	0.19	NUM
eurjchem-582	155	27	mmol	mmol	NOUN
eurjchem-582	155	28	)	)	PUNCT
eurjchem-582	155	29	,	,	PUNCT
eurjchem-582	155	30	and	and	CCONJ
eurjchem-582	155	31	glacial	glacial	ADJ
eurjchem-582	155	32	acetic	acetic	ADJ
eurjchem-582	155	33	acid	acid	NOUN
eurjchem-582	155	34	(	(	PUNCT
eurjchem-582	155	35	10	10	NUM
eurjchem-582	155	36	cm3	cm3	NOUN
eurjchem-582	155	37	)	)	PUNCT
eurjchem-582	155	38	was	be	AUX
eurjchem-582	155	39	refluxed	refluxe	VERB
eurjchem-582	155	40	for	for	ADP
eurjchem-582	155	41	3	3	NUM
eurjchem-582	155	42	h	h	NOUN
eurjchem-582	155	43	,	,	PUNCT
eurjchem-582	155	44	cooled	cool	VERB
eurjchem-582	155	45	to	to	ADP
eurjchem-582	155	46	room	room	NOUN
eurjchem-582	155	47	temperature	temperature	NOUN
eurjchem-582	155	48	.	.	PUNCT
eurjchem-582	156	1	the	the	DET
eurjchem-582	156	2	solid	solid	ADJ
eurjchem-582	156	3	obtained	obtain	VERB
eurjchem-582	156	4	was	be	AUX
eurjchem-582	156	5	filtered	filter	VERB
eurjchem-582	156	6	,	,	PUNCT
eurjchem-582	156	7	and	and	CCONJ
eurjchem-582	156	8	crystallized	crystallize	VERB
eurjchem-582	156	9	from	from	ADP
eurjchem-582	156	10	dmf	dmf	PROPN
eurjchem-582	156	11	to	to	PART
eurjchem-582	156	12	give	give	VERB
eurjchem-582	156	13	(	(	PUNCT
eurjchem-582	156	14	10	10	NUM
eurjchem-582	156	15	)	)	PUNCT
eurjchem-582	156	16	as	as	ADP
eurjchem-582	156	17	yellow	yellow	ADJ
eurjchem-582	156	18	crystals	crystal	NOUN
eurjchem-582	156	19	(	(	PUNCT
eurjchem-582	156	20	scheme	scheme	NOUN
eurjchem-582	156	21	6	6	NUM
eurjchem-582	156	22	)	)	PUNCT
eurjchem-582	156	23	.	.	PUNCT
eurjchem-582	157	1	m.p	m.p	PROPN
eurjchem-582	157	2	.	.	PROPN
eurjchem-582	157	3	:	:	PUNCT
eurjchem-582	158	1	>	>	PUNCT
eurjchem-582	158	2	300	300	NUM
eurjchem-582	158	3	°	°	SYM
eurjchem-582	158	4	c	c	NOUN
eurjchem-582	158	5	.	.	PUNCT
eurjchem-582	158	6	yield	yield	NOUN
eurjchem-582	158	7	:	:	PUNCT
eurjchem-582	158	8	73	73	NUM
eurjchem-582	158	9	%	%	NOUN
eurjchem-582	158	10	.	.	PUNCT
eurjchem-582	159	1	ft‐ir	ft‐ir	NOUN
eurjchem-582	159	2	(	(	PUNCT
eurjchem-582	159	3	kbr	kbr	PROPN
eurjchem-582	159	4	,	,	PUNCT
eurjchem-582	159	5	cm‐1	cm‐1	PROPN
eurjchem-582	159	6	):	):	PUNCT
eurjchem-582	159	7	3359	3359	NUM
eurjchem-582	159	8	,	,	PUNCT
eurjchem-582	159	9	3096	3096	NUM
eurjchem-582	159	10	(	(	PUNCT
eurjchem-582	159	11	br	br	PROPN
eurjchem-582	159	12	.	.	PROPN
eurjchem-582	159	13	,	,	PUNCT
eurjchem-582	159	14	nh	nh	PROPN
eurjchem-582	159	15	,	,	PUNCT
eurjchem-582	159	16	nh2	nh2	PROPN
eurjchem-582	159	17	)	)	PUNCT
eurjchem-582	159	18	,	,	PUNCT
eurjchem-582	159	19	2970	2970	NUM
eurjchem-582	159	20	,	,	PUNCT
eurjchem-582	159	21	2919	2919	NUM
eurjchem-582	159	22	(	(	PUNCT
eurjchem-582	159	23	chaleph	chaleph	NOUN
eurjchem-582	159	24	.	.	PUNCT
eurjchem-582	159	25	)	)	PUNCT
eurjchem-582	159	26	,	,	PUNCT
eurjchem-582	159	27	1728	1728	NUM
eurjchem-582	159	28	(	(	PUNCT
eurjchem-582	159	29	c	c	NOUN
eurjchem-582	159	30	=	=	NOUN
eurjchem-582	159	31	ocoumarin	ocoumarin	NOUN
eurjchem-582	159	32	)	)	PUNCT
eurjchem-582	159	33	,	,	PUNCT
eurjchem-582	159	34	1626	1626	NUM
eurjchem-582	159	35	(	(	PUNCT
eurjchem-582	159	36	exocyclic	exocyclic	ADJ
eurjchem-582	159	37	c	c	NOUN
eurjchem-582	159	38	=	=	SYM
eurjchem-582	159	39	n	n	NUM
eurjchem-582	159	40	)	)	PUNCT
eurjchem-582	159	41	,	,	PUNCT
eurjchem-582	159	42	1605	1605	NUM
eurjchem-582	159	43	(	(	PUNCT
eurjchem-582	159	44	c	c	X
eurjchem-582	159	45	=	=	SYM
eurjchem-582	159	46	c	c	NOUN
eurjchem-582	159	47	)	)	PUNCT
eurjchem-582	159	48	.	.	PUNCT
eurjchem-582	160	1	1h	1h	NUM
eurjchem-582	160	2	nmr	nmr	NOUN
eurjchem-582	160	3	(	(	PUNCT
eurjchem-582	160	4	300	300	NUM
eurjchem-582	160	5	mhz	mhz	NOUN
eurjchem-582	160	6	,	,	PUNCT
eurjchem-582	160	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	160	8	,	,	PUNCT
eurjchem-582	160	9	δ	δ	PROPN
eurjchem-582	160	10	,	,	PUNCT
eurjchem-582	160	11	ppm	ppm	NUM
eurjchem-582	160	12	):	):	PUNCT
eurjchem-582	160	13	2.36	2.36	NUM
eurjchem-582	160	14	(	(	PUNCT
eurjchem-582	160	15	s	s	PROPN
eurjchem-582	160	16	,	,	PUNCT
eurjchem-582	160	17	3h	3h	NUM
eurjchem-582	160	18	,	,	PUNCT
eurjchem-582	160	19	ch3	ch3	PROPN
eurjchem-582	160	20	)	)	PUNCT
eurjchem-582	160	21	,	,	PUNCT
eurjchem-582	160	22	2.46	2.46	NUM
eurjchem-582	160	23	(	(	PUNCT
eurjchem-582	160	24	s	s	PROPN
eurjchem-582	160	25	,	,	PUNCT
eurjchem-582	160	26	3h	3h	NUM
eurjchem-582	160	27	,	,	PUNCT
eurjchem-582	160	28	ch3	ch3	PROPN
eurjchem-582	160	29	)	)	PUNCT
eurjchem-582	160	30	,	,	PUNCT
eurjchem-582	160	31	4.03	4.03	NUM
eurjchem-582	160	32	(	(	PUNCT
eurjchem-582	160	33	s	s	PROPN
eurjchem-582	160	34	,	,	PUNCT
eurjchem-582	160	35	2h	2h	NUM
eurjchem-582	160	36	,	,	PUNCT
eurjchem-582	160	37	nh2	nh2	PROPN
eurjchem-582	160	38	,	,	PUNCT
eurjchem-582	160	39	exchangeable	exchangeable	ADJ
eurjchem-582	160	40	with	with	ADP
eurjchem-582	160	41	d2o	d2o	NOUN
eurjchem-582	160	42	)	)	PUNCT
eurjchem-582	160	43	,	,	PUNCT
eurjchem-582	160	44	7.35	7.35	NUM
eurjchem-582	160	45	(	(	PUNCT
eurjchem-582	160	46	br	br	NOUN
eurjchem-582	160	47	.	.	PUNCT
eurjchem-582	160	48	s	s	PART
eurjchem-582	160	49	,	,	PUNCT
eurjchem-582	160	50	1h	1h	NUM
eurjchem-582	160	51	,	,	PUNCT
eurjchem-582	160	52	h‐1	h‐1	PROPN
eurjchem-582	160	53	)	)	PUNCT
eurjchem-582	160	54	,	,	PUNCT
eurjchem-582	160	55	8.00	8.00	NUM
eurjchem-582	160	56	(	(	PUNCT
eurjchem-582	160	57	s	s	PROPN
eurjchem-582	160	58	,	,	PUNCT
eurjchem-582	160	59	1h	1h	NUM
eurjchem-582	160	60	,	,	PUNCT
eurjchem-582	160	61	h‐8	h‐8	NOUN
eurjchem-582	160	62	)	)	PUNCT
eurjchem-582	160	63	,	,	PUNCT
eurjchem-582	160	64	8.06	8.06	NUM
eurjchem-582	160	65	(	(	PUNCT
eurjchem-582	160	66	s	s	PROPN
eurjchem-582	160	67	,	,	PUNCT
eurjchem-582	160	68	1h	1h	NUM
eurjchem-582	160	69	,	,	PUNCT
eurjchem-582	160	70	h‐	h‐	PROPN
eurjchem-582	160	71	10	10	NUM
eurjchem-582	160	72	)	)	PUNCT
eurjchem-582	160	73	,	,	PUNCT
eurjchem-582	160	74	9.20	9.20	NUM
eurjchem-582	160	75	(	(	PUNCT
eurjchem-582	160	76	br	br	PROPN
eurjchem-582	160	77	.	.	PUNCT
eurjchem-582	160	78	s	s	PART
eurjchem-582	160	79	,	,	PUNCT
eurjchem-582	160	80	1h	1h	NUM
eurjchem-582	160	81	,	,	PUNCT
eurjchem-582	160	82	h‐2	h‐2	NOUN
eurjchem-582	160	83	)	)	PUNCT
eurjchem-582	160	84	.	.	PUNCT
eurjchem-582	161	1	ms	ms	NOUN
eurjchem-582	161	2	(	(	PUNCT
eurjchem-582	161	3	ei	ei	PROPN
eurjchem-582	161	4	,	,	PUNCT
eurjchem-582	161	5	m	m	PROPN
eurjchem-582	161	6	/	/	SYM
eurjchem-582	161	7	z	z	PROPN
eurjchem-582	161	8	(	(	PUNCT
eurjchem-582	161	9	%	%	NOUN
eurjchem-582	161	10	)	)	PUNCT
eurjchem-582	161	11	):	):	PUNCT
eurjchem-582	161	12	254.0	254.0	NUM
eurjchem-582	161	13	(	(	PUNCT
eurjchem-582	161	14	m‐1	m‐1	NOUN
eurjchem-582	161	15	,	,	PUNCT
eurjchem-582	161	16	1.0	1.0	NUM
eurjchem-582	161	17	)	)	PUNCT
eurjchem-582	161	18	,	,	PUNCT
eurjchem-582	161	19	255.0	255.0	NUM
eurjchem-582	161	20	(	(	PUNCT
eurjchem-582	161	21	m+	m+	NUM
eurjchem-582	161	22	,	,	PUNCT
eurjchem-582	161	23	27.9	27.9	NUM
eurjchem-582	161	24	)	)	PUNCT
eurjchem-582	161	25	,	,	PUNCT
eurjchem-582	161	26	256.0	256.0	NUM
eurjchem-582	161	27	(	(	PUNCT
eurjchem-582	161	28	m+1	m+1	NUM
eurjchem-582	161	29	,	,	PUNCT
eurjchem-582	161	30	37.9	37.9	NUM
eurjchem-582	161	31	)	)	PUNCT
eurjchem-582	161	32	,	,	PUNCT
eurjchem-582	161	33	257.0	257.0	NUM
eurjchem-582	161	34	(	(	PUNCT
eurjchem-582	161	35	m+2	m+2	NOUN
eurjchem-582	161	36	,	,	PUNCT
eurjchem-582	161	37	6.4	6.4	NUM
eurjchem-582	161	38	)	)	PUNCT
eurjchem-582	161	39	.	.	PUNCT
eurjchem-582	162	1	anal	anal	PROPN
eurjchem-582	162	2	.	.	PUNCT
eurjchem-582	162	3	calcd	calcd	NOUN
eurjchem-582	162	4	.	.	PUNCT
eurjchem-582	163	1	for	for	ADP
eurjchem-582	163	2	c14h13n3o2	c14h13n3o2	PROPN
eurjchem-582	163	3	:	:	PUNCT
eurjchem-582	163	4	c	c	X
eurjchem-582	163	5	,	,	PUNCT
eurjchem-582	163	6	65.87	65.87	NUM
eurjchem-582	163	7	;	;	PUNCT
eurjchem-582	163	8	h	h	X
eurjchem-582	163	9	,	,	PUNCT
eurjchem-582	163	10	5.13	5.13	NUM
eurjchem-582	163	11	;	;	PUNCT
eurjchem-582	163	12	n	n	CCONJ
eurjchem-582	163	13	,	,	PUNCT
eurjchem-582	163	14	16.46	16.46	NUM
eurjchem-582	163	15	.	.	PUNCT
eurjchem-582	163	16	found	find	VERB
eurjchem-582	163	17	:	:	PUNCT
eurjchem-582	164	1	c	c	X
eurjchem-582	164	2	,	,	PUNCT
eurjchem-582	164	3	65.60	65.60	NUM
eurjchem-582	164	4	;	;	PUNCT
eurjchem-582	164	5	h	h	NOUN
eurjchem-582	164	6	,	,	PUNCT
eurjchem-582	164	7	5.00	5.00	NUM
eurjchem-582	164	8	;	;	PUNCT
eurjchem-582	164	9	n	n	CCONJ
eurjchem-582	164	10	,	,	PUNCT
eurjchem-582	164	11	16.10	16.10	NUM
eurjchem-582	164	12	%	%	NOUN
eurjchem-582	164	13	.	.	PUNCT
eurjchem-582	165	1	176	176	NUM
eurjchem-582	165	2	el‐shaaer	el‐shaaer	NOUN
eurjchem-582	165	3	et	et	NOUN
eurjchem-582	165	4	al	al	PROPN
eurjchem-582	165	5	.	.	PUNCT
eurjchem-582	165	6	/	/	SYM
eurjchem-582	165	7	european	european	PROPN
eurjchem-582	165	8	journal	journal	PROPN
eurjchem-582	165	9	of	of	ADP
eurjchem-582	165	10	chemistry	chemistry	NOUN
eurjchem-582	165	11	3	3	NUM
eurjchem-582	165	12	(	(	PUNCT
eurjchem-582	165	13	2	2	NUM
eurjchem-582	165	14	)	)	PUNCT
eurjchem-582	165	15	(	(	PUNCT
eurjchem-582	165	16	2012	2012	NUM
eurjchem-582	165	17	)	)	PUNCT
eurjchem-582	165	18	172‐178	172‐178	NUM
eurjchem-582	165	19	8	8	NUM
eurjchem-582	165	20	h2n	h2n	PROPN
eurjchem-582	166	1	n	n	DET
eurjchem-582	166	2	h	h	NOUN
eurjchem-582	166	3	s	s	VERB
eurjchem-582	166	4	sh	sh	INTJ
eurjchem-582	166	5	o	o	NOUN
eurjchem-582	166	6	nh	nh	INTJ
eurjchem-582	167	1	o	o	NOUN
eurjchem-582	168	1	o	o	X
eurjchem-582	168	2	o	o	X
eurjchem-582	168	3	n	n	CCONJ
eurjchem-582	168	4	o	o	NOUN
eurjchem-582	168	5	n	n	CCONJ
eurjchem-582	168	6	nh2	nh2	NOUN
eurjchem-582	168	7	h	h	NOUN
eurjchem-582	168	8	12	12	NUM
eurjchem-582	168	9	11	11	NUM
eurjchem-582	169	1	o	o	NOUN
eurjchem-582	169	2	o	o	INTJ
eurjchem-582	170	1	cn	cn	INTJ
eurjchem-582	170	2	h	h	NOUN
eurjchem-582	170	3	n	n	NOUN
eurjchem-582	170	4	h	h	NOUN
eurjchem-582	170	5	hcl	hcl	PROPN
eurjchem-582	170	6	etoh	etoh	PROPN
eurjchem-582	170	7	scheme	scheme	NOUN
eurjchem-582	170	8	6	6	NUM
eurjchem-582	170	9	2.2.10	2.2.10	NUM
eurjchem-582	170	10	.	.	PUNCT
eurjchem-582	171	1	7,9‐dimethyl‐3h‐chromeno[3,4‐c]pyridine‐4,5‐dione	7,9‐dimethyl‐3h‐chromeno[3,4‐c]pyridine‐4,5‐dione	NUM
eurjchem-582	171	2	(	(	PUNCT
eurjchem-582	171	3	12	12	NUM
eurjchem-582	171	4	)	)	PUNCT
eurjchem-582	171	5	a	a	DET
eurjchem-582	171	6	mixture	mixture	NOUN
eurjchem-582	171	7	of	of	ADP
eurjchem-582	171	8	compound	compound	NOUN
eurjchem-582	171	9	(	(	PUNCT
eurjchem-582	171	10	8)	8)	NUM
eurjchem-582	171	11	(	(	PUNCT
eurjchem-582	171	12	0.4	0.4	NUM
eurjchem-582	171	13	g	g	NOUN
eurjchem-582	171	14	,	,	PUNCT
eurjchem-582	171	15	0.15	0.15	NUM
eurjchem-582	171	16	mmol	mmol	NOUN
eurjchem-582	171	17	)	)	PUNCT
eurjchem-582	171	18	,	,	PUNCT
eurjchem-582	171	19	and	and	CCONJ
eurjchem-582	171	20	conc	conc	ADJ
eurjchem-582	171	21	.	.	PUNCT
eurjchem-582	172	1	hydrochloric	hydrochloric	ADJ
eurjchem-582	172	2	acid	acid	NOUN
eurjchem-582	172	3	(	(	PUNCT
eurjchem-582	172	4	3	3	NUM
eurjchem-582	172	5	cm3	cm3	NOUN
eurjchem-582	172	6	)	)	PUNCT
eurjchem-582	172	7	,	,	PUNCT
eurjchem-582	172	8	was	be	AUX
eurjchem-582	172	9	stirred	stir	VERB
eurjchem-582	172	10	at	at	ADP
eurjchem-582	172	11	60‐70	60‐70	NUM
eurjchem-582	172	12	°	°	ADP
eurjchem-582	172	13	c	c	NOUN
eurjchem-582	172	14	for	for	ADP
eurjchem-582	172	15	0.5	0.5	NUM
eurjchem-582	172	16	h	h	NOUN
eurjchem-582	172	17	,	,	PUNCT
eurjchem-582	172	18	cooled	cool	VERB
eurjchem-582	172	19	to	to	ADP
eurjchem-582	172	20	room	room	NOUN
eurjchem-582	172	21	temperature	temperature	NOUN
eurjchem-582	172	22	and	and	CCONJ
eurjchem-582	172	23	diluted	dilute	VERB
eurjchem-582	172	24	with	with	ADP
eurjchem-582	172	25	water	water	NOUN
eurjchem-582	172	26	(	(	PUNCT
eurjchem-582	172	27	5	5	NUM
eurjchem-582	172	28	cm3	cm3	NOUN
eurjchem-582	172	29	)	)	PUNCT
eurjchem-582	172	30	.	.	PUNCT
eurjchem-582	173	1	the	the	DET
eurjchem-582	173	2	solid	solid	ADJ
eurjchem-582	173	3	obtained	obtain	VERB
eurjchem-582	173	4	was	be	AUX
eurjchem-582	173	5	filtered	filter	VERB
eurjchem-582	173	6	,	,	PUNCT
eurjchem-582	173	7	and	and	CCONJ
eurjchem-582	173	8	crystallized	crystallize	VERB
eurjchem-582	173	9	from	from	ADP
eurjchem-582	173	10	dmf	dmf	PROPN
eurjchem-582	173	11	to	to	PART
eurjchem-582	173	12	give	give	VERB
eurjchem-582	173	13	(	(	PUNCT
eurjchem-582	173	14	12	12	NUM
eurjchem-582	173	15	)	)	PUNCT
eurjchem-582	173	16	as	as	ADP
eurjchem-582	173	17	yellow	yellow	ADJ
eurjchem-582	173	18	crystals	crystal	NOUN
eurjchem-582	173	19	(	(	PUNCT
eurjchem-582	173	20	scheme	scheme	NOUN
eurjchem-582	173	21	6	6	NUM
eurjchem-582	173	22	)	)	PUNCT
eurjchem-582	173	23	.	.	PUNCT
eurjchem-582	174	1	m.p	m.p	PROPN
eurjchem-582	174	2	.	.	PROPN
eurjchem-582	174	3	:	:	PUNCT
eurjchem-582	175	1	303‐304	303‐304	PROPN
eurjchem-582	175	2	°	°	SYM
eurjchem-582	175	3	c	c	PROPN
eurjchem-582	175	4	.	.	PUNCT
eurjchem-582	176	1	yield	yield	NOUN
eurjchem-582	176	2	:	:	PUNCT
eurjchem-582	176	3	82	82	NUM
eurjchem-582	176	4	%	%	NOUN
eurjchem-582	176	5	.	.	PUNCT
eurjchem-582	177	1	ft‐ir	ft‐ir	NOUN
eurjchem-582	177	2	(	(	PUNCT
eurjchem-582	177	3	kbr	kbr	PROPN
eurjchem-582	177	4	,	,	PUNCT
eurjchem-582	177	5	cm‐1	cm‐1	PROPN
eurjchem-582	177	6	):	):	PUNCT
eurjchem-582	177	7	3166	3166	NUM
eurjchem-582	177	8	(	(	PUNCT
eurjchem-582	177	9	br	br	PROPN
eurjchem-582	177	10	.	.	PROPN
eurjchem-582	177	11	,	,	PUNCT
eurjchem-582	177	12	nh	nh	PROPN
eurjchem-582	177	13	)	)	PUNCT
eurjchem-582	177	14	,	,	PUNCT
eurjchem-582	177	15	1732	1732	NUM
eurjchem-582	177	16	(	(	PUNCT
eurjchem-582	177	17	s	s	X
eurjchem-582	177	18	,	,	PUNCT
eurjchem-582	177	19	c	c	NOUN
eurjchem-582	177	20	=	=	NOUN
eurjchem-582	177	21	ocoumarin	ocoumarin	NOUN
eurjchem-582	177	22	)	)	PUNCT
eurjchem-582	177	23	,	,	PUNCT
eurjchem-582	177	24	1667	1667	NUM
eurjchem-582	177	25	(	(	PUNCT
eurjchem-582	177	26	w	w	PROPN
eurjchem-582	177	27	,	,	PUNCT
eurjchem-582	177	28	c	c	NOUN
eurjchem-582	177	29	=	=	NOUN
eurjchem-582	177	30	oamide	oamide	ADV
eurjchem-582	177	31	)	)	PUNCT
eurjchem-582	177	32	,	,	PUNCT
eurjchem-582	177	33	1620	1620	NUM
eurjchem-582	177	34	(	(	PUNCT
eurjchem-582	177	35	c	c	NOUN
eurjchem-582	177	36	=	=	SYM
eurjchem-582	177	37	c	c	NOUN
eurjchem-582	177	38	)	)	PUNCT
eurjchem-582	177	39	.	.	PUNCT
eurjchem-582	178	1	1h	1h	NUM
eurjchem-582	178	2	nmr	nmr	NOUN
eurjchem-582	178	3	(	(	PUNCT
eurjchem-582	178	4	300	300	NUM
eurjchem-582	178	5	mhz	mhz	NOUN
eurjchem-582	178	6	,	,	PUNCT
eurjchem-582	178	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-582	178	8	,	,	PUNCT
eurjchem-582	178	9	δ	δ	PROPN
eurjchem-582	178	10	,	,	PUNCT
eurjchem-582	178	11	ppm	ppm	NUM
eurjchem-582	178	12	):	):	PUNCT
eurjchem-582	178	13	2.29	2.29	NUM
eurjchem-582	178	14	(	(	PUNCT
eurjchem-582	178	15	s	s	PROPN
eurjchem-582	178	16	,	,	PUNCT
eurjchem-582	178	17	3h	3h	NUM
eurjchem-582	178	18	,	,	PUNCT
eurjchem-582	178	19	ch3	ch3	PROPN
eurjchem-582	178	20	)	)	PUNCT
eurjchem-582	178	21	,	,	PUNCT
eurjchem-582	178	22	2.33	2.33	NUM
eurjchem-582	178	23	(	(	PUNCT
eurjchem-582	178	24	s	s	PROPN
eurjchem-582	178	25	,	,	PUNCT
eurjchem-582	178	26	3h	3h	NUM
eurjchem-582	178	27	,	,	PUNCT
eurjchem-582	178	28	ch3	ch3	PROPN
eurjchem-582	178	29	)	)	PUNCT
eurjchem-582	178	30	,	,	PUNCT
eurjchem-582	178	31	7.10‐7.20	7.10‐7.20	PROPN
eurjchem-582	178	32	(	(	PUNCT
eurjchem-582	178	33	m	m	PROPN
eurjchem-582	178	34	,	,	PUNCT
eurjchem-582	178	35	2h	2h	NUM
eurjchem-582	178	36	,	,	PUNCT
eurjchem-582	178	37	h‐1	h‐1	PROPN
eurjchem-582	178	38	,	,	PUNCT
eurjchem-582	178	39	h‐8	h‐8	NOUN
eurjchem-582	178	40	)	)	PUNCT
eurjchem-582	178	41	,	,	PUNCT
eurjchem-582	178	42	7.80	7.80	NUM
eurjchem-582	178	43	(	(	PUNCT
eurjchem-582	178	44	s	s	PROPN
eurjchem-582	178	45	,	,	PUNCT
eurjchem-582	178	46	1h	1h	NUM
eurjchem-582	178	47	,	,	PUNCT
eurjchem-582	178	48	h‐10	h‐10	NOUN
eurjchem-582	178	49	)	)	PUNCT
eurjchem-582	178	50	,	,	PUNCT
eurjchem-582	178	51	9.40	9.40	NUM
eurjchem-582	178	52	(	(	PUNCT
eurjchem-582	178	53	s	s	PROPN
eurjchem-582	178	54	,	,	PUNCT
eurjchem-582	178	55	1h	1h	NUM
eurjchem-582	178	56	,	,	PUNCT
eurjchem-582	178	57	h‐2	h‐2	NOUN
eurjchem-582	178	58	)	)	PUNCT
eurjchem-582	178	59	.	.	PUNCT
eurjchem-582	179	1	ms	ms	NOUN
eurjchem-582	179	2	(	(	PUNCT
eurjchem-582	179	3	ei	ei	PROPN
eurjchem-582	179	4	,	,	PUNCT
eurjchem-582	179	5	m	m	PROPN
eurjchem-582	179	6	/	/	SYM
eurjchem-582	179	7	z	z	PROPN
eurjchem-582	179	8	(	(	PUNCT
eurjchem-582	179	9	%	%	NOUN
eurjchem-582	179	10	)	)	PUNCT
eurjchem-582	179	11	):	):	PUNCT
eurjchem-582	179	12	241.0	241.0	NUM
eurjchem-582	179	13	(	(	PUNCT
eurjchem-582	179	14	m+	m+	NUM
eurjchem-582	179	15	,	,	PUNCT
eurjchem-582	179	16	100	100	NUM
eurjchem-582	179	17	)	)	PUNCT
eurjchem-582	179	18	,	,	PUNCT
eurjchem-582	179	19	242.0	242.0	NUM
eurjchem-582	179	20	(	(	PUNCT
eurjchem-582	179	21	m+1	m+1	PROPN
eurjchem-582	179	22	,	,	PUNCT
eurjchem-582	179	23	21.7	21.7	NUM
eurjchem-582	179	24	)	)	PUNCT
eurjchem-582	179	25	.	.	PUNCT
eurjchem-582	180	1	anal	anal	PROPN
eurjchem-582	180	2	.	.	PUNCT
eurjchem-582	180	3	calcd	calcd	NOUN
eurjchem-582	180	4	.	.	PUNCT
eurjchem-582	181	1	for	for	SCONJ
eurjchem-582	181	2	c14h11no3	c14h11no3	PROPN
eurjchem-582	181	3	:	:	PUNCT
eurjchem-582	181	4	c	c	NOUN
eurjchem-582	181	5	,	,	PUNCT
eurjchem-582	181	6	69.70	69.70	NUM
eurjchem-582	181	7	;	;	PUNCT
eurjchem-582	181	8	h	h	NOUN
eurjchem-582	181	9	,	,	PUNCT
eurjchem-582	181	10	4.60	4.60	NUM
eurjchem-582	181	11	;	;	PUNCT
eurjchem-582	181	12	n	n	CCONJ
eurjchem-582	181	13	,	,	PUNCT
eurjchem-582	181	14	5.81	5.81	NUM
eurjchem-582	181	15	.	.	PUNCT
eurjchem-582	181	16	found	find	VERB
eurjchem-582	181	17	:	:	PUNCT
eurjchem-582	182	1	c	c	X
eurjchem-582	182	2	,	,	PUNCT
eurjchem-582	182	3	69.50	69.50	NUM
eurjchem-582	182	4	;	;	PUNCT
eurjchem-582	182	5	h	h	NOUN
eurjchem-582	182	6	,	,	PUNCT
eurjchem-582	182	7	4.50	4.50	NUM
eurjchem-582	182	8	;	;	PUNCT
eurjchem-582	182	9	n	n	CCONJ
eurjchem-582	182	10	,	,	PUNCT
eurjchem-582	182	11	5.60	5.60	NUM
eurjchem-582	182	12	%	%	NOUN
eurjchem-582	182	13	.	.	PUNCT
eurjchem-582	183	1	3	3	X
eurjchem-582	183	2	.	.	NOUN
eurjchem-582	183	3	results	result	NOUN
eurjchem-582	183	4	and	and	CCONJ
eurjchem-582	183	5	discussion	discussion	NOUN
eurjchem-582	183	6	3.1	3.1	NUM
eurjchem-582	183	7	.	.	PUNCT
eurjchem-582	184	1	chemistry	chemistry	NOUN
eurjchem-582	184	2	the	the	DET
eurjchem-582	184	3	claisen	claisen	NOUN
eurjchem-582	184	4	condensation	condensation	NOUN
eurjchem-582	184	5	of	of	ADP
eurjchem-582	184	6	2‐hydroxyacetophenone	2‐hydroxyacetophenone	NUM
eurjchem-582	184	7	derivatives	derivative	NOUN
eurjchem-582	184	8	with	with	ADP
eurjchem-582	184	9	ethyl	ethyl	PROPN
eurjchem-582	184	10	acetate	acetate	NOUN
eurjchem-582	184	11	in	in	ADP
eurjchem-582	184	12	the	the	DET
eurjchem-582	184	13	presence	presence	NOUN
eurjchem-582	184	14	of	of	ADP
eurjchem-582	184	15	sodium	sodium	NOUN
eurjchem-582	184	16	metal	metal	NOUN
eurjchem-582	184	17	gave	give	VERB
eurjchem-582	184	18	β‐dicarbonyl	β‐dicarbonyl	PUNCT
eurjchem-582	184	19	compound	compound	NOUN
eurjchem-582	184	20	derivatives	derivative	NOUN
eurjchem-582	184	21	which	which	PRON
eurjchem-582	184	22	were	be	AUX
eurjchem-582	184	23	cyclized	cyclize	VERB
eurjchem-582	184	24	under	under	ADP
eurjchem-582	184	25	the	the	DET
eurjchem-582	184	26	effect	effect	NOUN
eurjchem-582	184	27	of	of	ADP
eurjchem-582	184	28	concentrated	concentrated	ADJ
eurjchem-582	184	29	sulfuric	sulfuric	NOUN
eurjchem-582	184	30	acid	acid	NOUN
eurjchem-582	184	31	to	to	PART
eurjchem-582	184	32	give	give	VERB
eurjchem-582	184	33	2‐	2‐	NUM
eurjchem-582	184	34	methylchromone	methylchromone	ADJ
eurjchem-582	184	35	derivatives	derivative	NOUN
eurjchem-582	184	36	[	[	X
eurjchem-582	184	37	17	17	NUM
eurjchem-582	184	38	]	]	PUNCT
eurjchem-582	184	39	.	.	PUNCT
eurjchem-582	185	1	in	in	ADP
eurjchem-582	185	2	our	our	PRON
eurjchem-582	185	3	recent	recent	ADJ
eurjchem-582	185	4	work	work	NOUN
eurjchem-582	185	5	[	[	X
eurjchem-582	185	6	2	2	NUM
eurjchem-582	185	7	]	]	PUNCT
eurjchem-582	185	8	,	,	PUNCT
eurjchem-582	185	9	we	we	PRON
eurjchem-582	185	10	described	describe	VERB
eurjchem-582	185	11	the	the	DET
eurjchem-582	185	12	claisen	claisen	NOUN
eurjchem-582	185	13	condensation	condensation	NOUN
eurjchem-582	185	14	of	of	ADP
eurjchem-582	185	15	3,5‐dichloro‐2‐hydroxyacetophenone	3,5‐dichloro‐2‐hydroxyacetophenone	NUM
eurjchem-582	185	16	and	and	CCONJ
eurjchem-582	185	17	unsubstituted	unsubstituted	ADJ
eurjchem-582	185	18	2‐hydroxyacetophenone	2‐hydroxyacetophenone	NUM
eurjchem-582	185	19	with	with	ADP
eurjchem-582	185	20	ethyl	ethyl	PROPN
eurjchem-582	185	21	cyanoacetate	cyanoacetate	NOUN
eurjchem-582	185	22	in	in	ADP
eurjchem-582	185	23	the	the	DET
eurjchem-582	185	24	presence	presence	NOUN
eurjchem-582	185	25	of	of	ADP
eurjchem-582	185	26	sodium	sodium	NOUN
eurjchem-582	185	27	metal	metal	NOUN
eurjchem-582	185	28	gave	give	VERB
eurjchem-582	185	29	7‐amino‐2,4‐dichloro‐9‐	7‐amino‐2,4‐dichloro‐9‐	NUM
eurjchem-582	185	30	hydroxy‐6‐oxo‐6h‐benzo[c]chromene‐8‐carbonitrile	hydroxy‐6‐oxo‐6h‐benzo[c]chromene‐8‐carbonitrile	NOUN
eurjchem-582	185	31	and	and	CCONJ
eurjchem-582	185	32	a	a	DET
eurjchem-582	185	33	mixture	mixture	NOUN
eurjchem-582	185	34	of	of	ADP
eurjchem-582	185	35	4‐methyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	4‐methyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	NOUN
eurjchem-582	185	36	and	and	CCONJ
eurjchem-582	185	37	7‐	7‐	NUM
eurjchem-582	185	38	amino‐9‐hydroxy‐6‐oxo‐6h‐benzo[c]chromene‐8‐carbonitrile	amino‐9‐hydroxy‐6‐oxo‐6h‐benzo[c]chromene‐8‐carbonitrile	ADJ
eurjchem-582	185	39	,	,	PUNCT
eurjchem-582	185	40	respectively	respectively	ADV
eurjchem-582	185	41	.	.	PUNCT
eurjchem-582	186	1	the	the	DET
eurjchem-582	186	2	present	present	ADJ
eurjchem-582	186	3	work	work	NOUN
eurjchem-582	186	4	describes	describe	VERB
eurjchem-582	186	5	the	the	DET
eurjchem-582	186	6	claisen	claisen	NOUN
eurjchem-582	186	7	condensation	condensation	NOUN
eurjchem-582	186	8	of	of	ADP
eurjchem-582	186	9	3,5‐dimethyl‐2‐hydroxyacetophenone	3,5‐dimethyl‐2‐hydroxyacetophenone	NUM
eurjchem-582	186	10	with	with	ADP
eurjchem-582	186	11	ethyl	ethyl	PROPN
eurjchem-582	186	12	cyanoacetate	cyanoacetate	NOUN
eurjchem-582	186	13	in	in	ADP
eurjchem-582	186	14	the	the	DET
eurjchem-582	186	15	presence	presence	NOUN
eurjchem-582	186	16	of	of	ADP
eurjchem-582	186	17	sodium	sodium	NOUN
eurjchem-582	186	18	metal	metal	NOUN
eurjchem-582	186	19	to	to	PART
eurjchem-582	186	20	give	give	VERB
eurjchem-582	186	21	4,6,8‐trimethyl‐2‐oxo‐	4,6,8‐trimethyl‐2‐oxo‐	NUM
eurjchem-582	186	22	2h‐chromene‐3‐carbonitrile	2h‐chromene‐3‐carbonitrile	NOUN
eurjchem-582	186	23	(	(	PUNCT
eurjchem-582	186	24	2	2	NUM
eurjchem-582	186	25	)	)	PUNCT
eurjchem-582	186	26	(	(	PUNCT
eurjchem-582	186	27	scheme	scheme	NOUN
eurjchem-582	186	28	1	1	NUM
eurjchem-582	186	29	)	)	PUNCT
eurjchem-582	186	30	.	.	PUNCT
eurjchem-582	187	1	the	the	DET
eurjchem-582	187	2	presence	presence	NOUN
eurjchem-582	187	3	of	of	ADP
eurjchem-582	187	4	cyano	cyano	NOUN
eurjchem-582	187	5	group	group	NOUN
eurjchem-582	187	6	in	in	ADP
eurjchem-582	187	7	a	a	DET
eurjchem-582	187	8	position	position	NOUN
eurjchem-582	187	9	3	3	NUM
eurjchem-582	187	10	activates	activate	VERB
eurjchem-582	187	11	the	the	DET
eurjchem-582	187	12	methyl	methyl	NOUN
eurjchem-582	187	13	group	group	NOUN
eurjchem-582	187	14	in	in	ADP
eurjchem-582	187	15	a	a	DET
eurjchem-582	187	16	position	position	NOUN
eurjchem-582	187	17	4	4	NUM
eurjchem-582	187	18	of	of	ADP
eurjchem-582	187	19	compound	compound	NOUN
eurjchem-582	187	20	(	(	PUNCT
eurjchem-582	187	21	2	2	NUM
eurjchem-582	187	22	)	)	PUNCT
eurjchem-582	187	23	which	which	PRON
eurjchem-582	187	24	facilitates	facilitate	VERB
eurjchem-582	187	25	the	the	DET
eurjchem-582	187	26	cyclo‐	cyclo‐	NOUN
eurjchem-582	187	27	condensation	condensation	NOUN
eurjchem-582	187	28	reactions	reaction	NOUN
eurjchem-582	187	29	with	with	ADP
eurjchem-582	187	30	ester	ester	NOUN
eurjchem-582	187	31	derivatives	derivative	NOUN
eurjchem-582	187	32	containing	contain	VERB
eurjchem-582	187	33	active	active	ADJ
eurjchem-582	187	34	methylene	methylene	NOUN
eurjchem-582	187	35	group	group	NOUN
eurjchem-582	187	36	,	,	PUNCT
eurjchem-582	187	37	so	so	SCONJ
eurjchem-582	187	38	the	the	DET
eurjchem-582	187	39	reaction	reaction	NOUN
eurjchem-582	187	40	of	of	ADP
eurjchem-582	187	41	compound	compound	NOUN
eurjchem-582	187	42	(	(	PUNCT
eurjchem-582	187	43	2	2	NUM
eurjchem-582	187	44	)	)	PUNCT
eurjchem-582	187	45	with	with	ADP
eurjchem-582	187	46	ethyl	ethyl	PROPN
eurjchem-582	187	47	acetate	acetate	NOUN
eurjchem-582	187	48	or	or	CCONJ
eurjchem-582	187	49	with	with	ADP
eurjchem-582	187	50	ethyl	ethyl	PROPN
eurjchem-582	187	51	cyanoacetate	cyanoacetate	NOUN
eurjchem-582	187	52	in	in	ADP
eurjchem-582	187	53	the	the	DET
eurjchem-582	187	54	presence	presence	NOUN
eurjchem-582	187	55	of	of	ADP
eurjchem-582	187	56	ethoxide	ethoxide	NOUN
eurjchem-582	187	57	gave	give	VERB
eurjchem-582	187	58	sodium	sodium	NOUN
eurjchem-582	187	59	salt	salt	NOUN
eurjchem-582	187	60	of	of	ADP
eurjchem-582	187	61	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐	7‐amino‐9‐hydroxy‐2,4‐dimethyl‐6h‐	PROPN
eurjchem-582	187	62	benzo[c]chromen‐6‐one	benzo[c]chromen‐6‐one	NOUN
eurjchem-582	187	63	derivatives	derivative	NOUN
eurjchem-582	187	64	(	(	PUNCT
eurjchem-582	187	65	3	3	NUM
eurjchem-582	187	66	)	)	PUNCT
eurjchem-582	187	67	and	and	CCONJ
eurjchem-582	187	68	(	(	PUNCT
eurjchem-582	187	69	4	4	X
eurjchem-582	187	70	)	)	PUNCT
eurjchem-582	187	71	respectively	respectively	ADV
eurjchem-582	187	72	(	(	PUNCT
eurjchem-582	187	73	scheme	scheme	NOUN
eurjchem-582	187	74	1	1	NUM
eurjchem-582	187	75	)	)	PUNCT
eurjchem-582	187	76	.	.	PUNCT
eurjchem-582	188	1	when	when	SCONJ
eurjchem-582	188	2	the	the	DET
eurjchem-582	188	3	sodium	sodium	NOUN
eurjchem-582	188	4	salt	salt	NOUN
eurjchem-582	188	5	of	of	ADP
eurjchem-582	188	6	compound	compound	NOUN
eurjchem-582	188	7	(	(	PUNCT
eurjchem-582	188	8	3	3	NUM
eurjchem-582	188	9	)	)	PUNCT
eurjchem-582	188	10	was	be	AUX
eurjchem-582	188	11	neutralized	neutralize	VERB
eurjchem-582	188	12	with	with	ADP
eurjchem-582	188	13	10	10	NUM
eurjchem-582	188	14	%	%	NOUN
eurjchem-582	188	15	hydrochloric	hydrochloric	ADJ
eurjchem-582	188	16	acid	acid	NOUN
eurjchem-582	188	17	gave	give	VERB
eurjchem-582	188	18	7‐amino‐9‐	7‐amino‐9‐	PROPN
eurjchem-582	188	19	hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	hydroxy‐2,4‐dimethyl‐6h‐benzo[c]chromen‐6‐one	PROPN
eurjchem-582	188	20	(	(	PUNCT
eurjchem-582	188	21	5	5	NUM
eurjchem-582	188	22	)	)	PUNCT
eurjchem-582	188	23	(	(	PUNCT
eurjchem-582	188	24	scheme	scheme	NOUN
eurjchem-582	188	25	1	1	NUM
eurjchem-582	188	26	)	)	PUNCT
eurjchem-582	188	27	.	.	PUNCT
eurjchem-582	189	1	the	the	DET
eurjchem-582	189	2	formation	formation	NOUN
eurjchem-582	189	3	of	of	ADP
eurjchem-582	189	4	compounds	compound	NOUN
eurjchem-582	189	5	3a	3a	NUM
eurjchem-582	189	6	,	,	PUNCT
eurjchem-582	189	7	4a	4a	NOUN
eurjchem-582	189	8	and	and	CCONJ
eurjchem-582	189	9	5a	5a	NUM
eurjchem-582	189	10	proceeded	proceed	VERB
eurjchem-582	189	11	via	via	ADP
eurjchem-582	189	12	claisen	claisen	ADJ
eurjchem-582	189	13	condensation	condensation	NOUN
eurjchem-582	189	14	on	on	ADP
eurjchem-582	189	15	active	active	ADJ
eurjchem-582	189	16	methyl	methyl	NOUN
eurjchem-582	189	17	group	group	NOUN
eurjchem-582	189	18	of	of	ADP
eurjchem-582	189	19	compound	compound	NOUN
eurjchem-582	189	20	(	(	PUNCT
eurjchem-582	189	21	2	2	NUM
eurjchem-582	189	22	)	)	PUNCT
eurjchem-582	189	23	followed	follow	VERB
eurjchem-582	189	24	by	by	ADP
eurjchem-582	189	25	nucleophilic	nucleophilic	ADJ
eurjchem-582	189	26	cyclization	cyclization	NOUN
eurjchem-582	189	27	(	(	PUNCT
eurjchem-582	189	28	scheme	scheme	NOUN
eurjchem-582	189	29	2	2	NUM
eurjchem-582	189	30	)	)	PUNCT
eurjchem-582	189	31	.	.	PUNCT
eurjchem-582	190	1	the	the	DET
eurjchem-582	190	2	hydrolysis	hydrolysis	NOUN
eurjchem-582	190	3	of	of	ADP
eurjchem-582	190	4	cyano	cyano	NOUN
eurjchem-582	190	5	group	group	NOUN
eurjchem-582	190	6	of	of	ADP
eurjchem-582	190	7	4,6,8‐trimethyl‐2‐oxo‐2h‐	4,6,8‐trimethyl‐2‐oxo‐2h‐	NUM
eurjchem-582	190	8	chromene‐3‐carbonitrile	chromene‐3‐carbonitrile	PROPN
eurjchem-582	190	9	(	(	PUNCT
eurjchem-582	190	10	2	2	NUM
eurjchem-582	190	11	)	)	PUNCT
eurjchem-582	190	12	in	in	ADP
eurjchem-582	190	13	ethanolic	ethanolic	ADJ
eurjchem-582	190	14	sodium	sodium	NOUN
eurjchem-582	190	15	hydroxide	hydroxide	NOUN
eurjchem-582	190	16	solution	solution	NOUN
eurjchem-582	190	17	gave	give	VERB
eurjchem-582	190	18	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carboxylic	4,6,8‐trimethyl‐2‐oxo‐2h‐chromene‐3‐carboxylic	NUM
eurjchem-582	190	19	acid	acid	NOUN
eurjchem-582	190	20	(	(	PUNCT
eurjchem-582	190	21	6	6	NUM
eurjchem-582	190	22	)	)	PUNCT
eurjchem-582	190	23	(	(	PUNCT
eurjchem-582	190	24	scheme	scheme	NOUN
eurjchem-582	190	25	3	3	NUM
eurjchem-582	190	26	)	)	PUNCT
eurjchem-582	190	27	.	.	PUNCT
eurjchem-582	191	1	also	also	ADV
eurjchem-582	191	2	,	,	PUNCT
eurjchem-582	191	3	the	the	DET
eurjchem-582	191	4	vilsmier	vilsmier	NOUN
eurjchem-582	191	5	reaction	reaction	NOUN
eurjchem-582	191	6	of	of	ADP
eurjchem-582	191	7	compound	compound	NOUN
eurjchem-582	191	8	(	(	PUNCT
eurjchem-582	191	9	2	2	NUM
eurjchem-582	191	10	)	)	PUNCT
eurjchem-582	191	11	in	in	ADP
eurjchem-582	191	12	excess	excess	ADJ
eurjchem-582	191	13	pocl3	pocl3	NOUN
eurjchem-582	191	14	gave	give	VERB
eurjchem-582	191	15	4‐(chloro(formyl)methyl‐6,8‐	4‐(chloro(formyl)methyl‐6,8‐	NUM
eurjchem-582	191	16	dimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	dimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	NOUN
eurjchem-582	191	17	(	(	PUNCT
eurjchem-582	191	18	7	7	NUM
eurjchem-582	191	19	)	)	PUNCT
eurjchem-582	191	20	(	(	PUNCT
eurjchem-582	191	21	scheme	scheme	NOUN
eurjchem-582	191	22	3	3	NUM
eurjchem-582	191	23	)	)	PUNCT
eurjchem-582	191	24	.	.	PUNCT
eurjchem-582	192	1	the	the	DET
eurjchem-582	192	2	presence	presence	NOUN
eurjchem-582	192	3	of	of	ADP
eurjchem-582	192	4	carbonyl	carbonyl	NOUN
eurjchem-582	192	5	group	group	NOUN
eurjchem-582	192	6	in	in	ADP
eurjchem-582	192	7	a	a	DET
eurjchem-582	192	8	position	position	NOUN
eurjchem-582	192	9	2	2	NUM
eurjchem-582	192	10	and	and	CCONJ
eurjchem-582	192	11	cyano	cyano	NOUN
eurjchem-582	192	12	group	group	NOUN
eurjchem-582	192	13	in	in	ADP
eurjchem-582	192	14	a	a	DET
eurjchem-582	192	15	position	position	NOUN
eurjchem-582	192	16	3	3	NUM
eurjchem-582	192	17	of	of	ADP
eurjchem-582	192	18	coumarin	coumarin	NOUN
eurjchem-582	192	19	moiety	moiety	NOUN
eurjchem-582	192	20	facilitate	facilitate	NOUN
eurjchem-582	192	21	the	the	DET
eurjchem-582	192	22	condensation	condensation	NOUN
eurjchem-582	192	23	reactions	reaction	NOUN
eurjchem-582	192	24	of	of	ADP
eurjchem-582	192	25	4‐methyl	4‐methyl	PROPN
eurjchem-582	192	26	group	group	NOUN
eurjchem-582	192	27	of	of	ADP
eurjchem-582	192	28	coumarin	coumarin	NOUN
eurjchem-582	192	29	,	,	PUNCT
eurjchem-582	192	30	so	so	CCONJ
eurjchem-582	192	31	the	the	DET
eurjchem-582	192	32	reaction	reaction	NOUN
eurjchem-582	192	33	of	of	ADP
eurjchem-582	192	34	dmf‐dma	dmf‐dma	NOUN
eurjchem-582	192	35	with	with	ADP
eurjchem-582	192	36	compound	compound	NOUN
eurjchem-582	192	37	(	(	PUNCT
eurjchem-582	192	38	2	2	NUM
eurjchem-582	192	39	)	)	PUNCT
eurjchem-582	192	40	in	in	ADP
eurjchem-582	192	41	dry	dry	ADJ
eurjchem-582	192	42	xylene	xylene	NOUN
eurjchem-582	192	43	gave	give	VERB
eurjchem-582	192	44	4‐((e)‐2‐(dimethylamino)vinyl)‐6,8‐dimethyl‐2‐oxo‐2h‐	4‐((e)‐2‐(dimethylamino)vinyl)‐6,8‐dimethyl‐2‐oxo‐2h‐	NUM
eurjchem-582	192	45	chromene‐3‐carbonitrile	chromene‐3‐carbonitrile	PROPN
eurjchem-582	192	46	(	(	PUNCT
eurjchem-582	192	47	8)	8)	NUM
eurjchem-582	192	48	.	.	PUNCT
eurjchem-582	193	1	also	also	ADV
eurjchem-582	193	2	,	,	PUNCT
eurjchem-582	193	3	compound	compound	NOUN
eurjchem-582	193	4	(	(	PUNCT
eurjchem-582	193	5	8)	8)	NUM
eurjchem-582	193	6	was	be	AUX
eurjchem-582	193	7	formed	form	VERB
eurjchem-582	193	8	by	by	ADP
eurjchem-582	193	9	condensation	condensation	NOUN
eurjchem-582	193	10	with	with	ADP
eurjchem-582	193	11	dimethylformamide	dimethylformamide	NOUN
eurjchem-582	193	12	in	in	ADP
eurjchem-582	193	13	the	the	DET
eurjchem-582	193	14	presence	presence	NOUN
eurjchem-582	193	15	of	of	ADP
eurjchem-582	193	16	pocl3	pocl3	NOUN
eurjchem-582	193	17	(	(	PUNCT
eurjchem-582	193	18	scheme	scheme	NOUN
eurjchem-582	193	19	4	4	NUM
eurjchem-582	193	20	)	)	PUNCT
eurjchem-582	193	21	.	.	PUNCT
eurjchem-582	194	1	the	the	DET
eurjchem-582	194	2	compound	compound	NOUN
eurjchem-582	194	3	(	(	PUNCT
eurjchem-582	194	4	8)	8)	NUM
eurjchem-582	194	5	was	be	AUX
eurjchem-582	194	6	formed	form	VERB
eurjchem-582	194	7	in	in	ADP
eurjchem-582	194	8	the	the	DET
eurjchem-582	194	9	form	form	NOUN
eurjchem-582	194	10	of	of	ADP
eurjchem-582	194	11	e‐isomer	e‐isomer	NUM
eurjchem-582	194	12	from	from	ADP
eurjchem-582	194	13	1h	1h	NUM
eurjchem-582	194	14	nmr	nmr	PROPN
eurjchem-582	194	15	spectra	spectra	NOUN
eurjchem-582	194	16	which	which	PRON
eurjchem-582	194	17	showed	show	VERB
eurjchem-582	194	18	jch	jch	PROPN
eurjchem-582	194	19	=	=	NOUN
eurjchem-582	194	20	ch	ch	NOUN
eurjchem-582	194	21	=	=	NOUN
eurjchem-582	194	22	12.3	12.3	NUM
eurjchem-582	194	23	hz	hz	NOUN
eurjchem-582	194	24	at	at	ADP
eurjchem-582	194	25			NUM
eurjchem-582	194	26	=	=	SYM
eurjchem-582	194	27	5.71	5.71	NUM
eurjchem-582	194	28	and	and	CCONJ
eurjchem-582	194	29	8.45	8.45	NUM
eurjchem-582	194	30	ppm	ppm	NOUN
eurjchem-582	194	31	.	.	PUNCT
eurjchem-582	195	1	the	the	DET
eurjchem-582	195	2	cyclocondensation	cyclocondensation	NOUN
eurjchem-582	195	3	reactions	reaction	NOUN
eurjchem-582	195	4	of	of	ADP
eurjchem-582	195	5	4‐((e)‐2‐(dimethyl	4‐((e)‐2‐(dimethyl	PROPN
eurjchem-582	195	6	amino)vinyl)‐6,8‐dimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	amino)vinyl)‐6,8‐dimethyl‐2‐oxo‐2h‐chromene‐3‐carbonitrile	NOUN
eurjchem-582	195	7	(	(	PUNCT
eurjchem-582	195	8	8)	8)	NUM
eurjchem-582	195	9	with	with	ADP
eurjchem-582	195	10	primary	primary	ADJ
eurjchem-582	195	11	amines	amine	NOUN
eurjchem-582	195	12	in	in	ADP
eurjchem-582	195	13	ethanol	ethanol	NOUN
eurjchem-582	195	14	gave	give	VERB
eurjchem-582	195	15	4‐imino‐7,9‐	4‐imino‐7,9‐	NUM
eurjchem-582	195	16	dimethylchromeno[3,4‐c]pyridine	dimethylchromeno[3,4‐c]pyridine	PROPN
eurjchem-582	195	17	derivatives	derivative	NOUN
eurjchem-582	195	18	.	.	PUNCT
eurjchem-582	196	1	the	the	DET
eurjchem-582	196	2	cyclo	cyclo	NOUN
eurjchem-582	196	3	condensation	condensation	NOUN
eurjchem-582	196	4	reactions	reaction	NOUN
eurjchem-582	196	5	of	of	ADP
eurjchem-582	196	6	compound	compound	NOUN
eurjchem-582	196	7	(	(	PUNCT
eurjchem-582	196	8	8)	8)	NUM
eurjchem-582	196	9	with	with	ADP
eurjchem-582	196	10	hydroxylamine	hydroxylamine	ADJ
eurjchem-582	196	11	hydrochloride	hydrochloride	NOUN
eurjchem-582	196	12	,	,	PUNCT
eurjchem-582	196	13	urea	urea	NOUN
eurjchem-582	196	14	,	,	PUNCT
eurjchem-582	196	15	and	and	CCONJ
eurjchem-582	196	16	with	with	ADP
eurjchem-582	196	17	hydrazinecarbodithioic	hydrazinecarbodithioic	ADJ
eurjchem-582	196	18	acid	acid	NOUN
eurjchem-582	196	19	gave	give	VERB
eurjchem-582	196	20	3,4‐dihydro‐3‐hydroxy‐4‐imino‐7,9‐dimethylchromeno[3,4‐c	3,4‐dihydro‐3‐hydroxy‐4‐imino‐7,9‐dimethylchromeno[3,4‐c	NUM
eurjchem-582	196	21	]	]	PUNCT
eurjchem-582	196	22	pyridin‐5‐one	pyridin‐5‐one	X
eurjchem-582	196	23	(	(	PUNCT
eurjchem-582	196	24	9	9	NUM
eurjchem-582	196	25	)	)	PUNCT
eurjchem-582	196	26	,	,	PUNCT
eurjchem-582	196	27	4‐imino‐7,9‐dimethyl‐5‐oxo‐4h‐chromeno	4‐imino‐7,9‐dimethyl‐5‐oxo‐4h‐chromeno	NOUN
eurjchem-582	197	1	[	[	X
eurjchem-582	197	2	3,4‐c]pyridine‐3(5h)‐carboxamide	3,4‐c]pyridine‐3(5h)‐carboxamide	NUM
eurjchem-582	197	3	(	(	PUNCT
eurjchem-582	197	4	10	10	NUM
eurjchem-582	197	5	)	)	PUNCT
eurjchem-582	197	6	(	(	PUNCT
eurjchem-582	197	7	scheme	scheme	NOUN
eurjchem-582	197	8	5	5	NUM
eurjchem-582	197	9	)	)	PUNCT
eurjchem-582	197	10	and	and	CCONJ
eurjchem-582	197	11	3‐amino‐3,4‐dihydro‐4‐imino‐7,9‐dimethylchromeno[3,4‐c	3‐amino‐3,4‐dihydro‐4‐imino‐7,9‐dimethylchromeno[3,4‐c	NUM
eurjchem-582	197	12	]	]	X
eurjchem-582	197	13	pyridin‐5‐one	pyridin‐5‐one	X
eurjchem-582	197	14	(	(	PUNCT
eurjchem-582	197	15	11	11	NUM
eurjchem-582	197	16	)	)	PUNCT
eurjchem-582	197	17	(	(	PUNCT
eurjchem-582	197	18	scheme	scheme	NOUN
eurjchem-582	197	19	6	6	NUM
eurjchem-582	197	20	)	)	PUNCT
eurjchem-582	197	21	respectively	respectively	ADV
eurjchem-582	197	22	.	.	PUNCT
eurjchem-582	198	1	also	also	ADV
eurjchem-582	198	2	,	,	PUNCT
eurjchem-582	198	3	the	the	DET
eurjchem-582	198	4	cyclocondensation	cyclocondensation	NOUN
eurjchem-582	198	5	reaction	reaction	NOUN
eurjchem-582	198	6	of	of	ADP
eurjchem-582	198	7	compound	compound	NOUN
eurjchem-582	198	8	(	(	PUNCT
eurjchem-582	198	9	8)	8)	NUM
eurjchem-582	198	10	by	by	ADP
eurjchem-582	198	11	acid	acid	NOUN
eurjchem-582	198	12	hydrolysis	hydrolysis	NOUN
eurjchem-582	198	13	of	of	ADP
eurjchem-582	198	14	cyano	cyano	NOUN
eurjchem-582	198	15	group	group	NOUN
eurjchem-582	198	16	,	,	PUNCT
eurjchem-582	198	17	followed	follow	VERB
eurjchem-582	198	18	by	by	ADP
eurjchem-582	198	19	cyclization	cyclization	NOUN
eurjchem-582	198	20	to	to	PART
eurjchem-582	198	21	give	give	VERB
eurjchem-582	198	22	7,9‐dimethyl‐	7,9‐dimethyl‐	NUM
eurjchem-582	198	23	3h‐chromeno[3,4‐c]pyridine‐4,5‐dione	3h‐chromeno[3,4‐c]pyridine‐4,5‐dione	NUM
eurjchem-582	198	24	(	(	PUNCT
eurjchem-582	198	25	12	12	NUM
eurjchem-582	198	26	)	)	PUNCT
eurjchem-582	198	27	(	(	PUNCT
eurjchem-582	198	28	scheme	scheme	NOUN
eurjchem-582	198	29	6	6	NUM
eurjchem-582	198	30	)	)	PUNCT
eurjchem-582	198	31	.	.	PUNCT
eurjchem-582	199	1	the	the	DET
eurjchem-582	199	2	formation	formation	NOUN
eurjchem-582	199	3	of	of	ADP
eurjchem-582	199	4	cyclocondensation	cyclocondensation	NOUN
eurjchem-582	199	5	products	product	NOUN
eurjchem-582	199	6	(	(	PUNCT
eurjchem-582	199	7	9‐11	9‐11	NUM
eurjchem-582	199	8	)	)	PUNCT
eurjchem-582	199	9	proceeded	proceed	VERB
eurjchem-582	199	10	via	via	ADP
eurjchem-582	199	11	the	the	DET
eurjchem-582	199	12	nucleophilic	nucleophilic	ADJ
eurjchem-582	199	13	replacement	replacement	NOUN
eurjchem-582	199	14	of	of	ADP
eurjchem-582	199	15	nh2	nh2	PROPN
eurjchem-582	199	16	group	group	NOUN
eurjchem-582	199	17	of	of	ADP
eurjchem-582	199	18	amine	amine	ADJ
eurjchem-582	199	19	derivatives	derivative	NOUN
eurjchem-582	199	20	to	to	PART
eurjchem-582	199	21	‐n(ch3)2	‐n(ch3)2	VERB
eurjchem-582	199	22	group	group	NOUN
eurjchem-582	199	23	of	of	ADP
eurjchem-582	199	24	compound	compound	NOUN
eurjchem-582	199	25	8	8	NUM
eurjchem-582	199	26	to	to	PART
eurjchem-582	199	27	give	give	VERB
eurjchem-582	199	28	the	the	DET
eurjchem-582	199	29	intermediate	intermediate	ADJ
eurjchem-582	199	30	products	product	NOUN
eurjchem-582	199	31	13	13	NUM
eurjchem-582	199	32	,	,	PUNCT
eurjchem-582	199	33	which	which	PRON
eurjchem-582	199	34	can	can	AUX
eurjchem-582	199	35	be	be	AUX
eurjchem-582	199	36	cyclised	cyclise	VERB
eurjchem-582	199	37	by	by	ADP
eurjchem-582	199	38	nucleophilic	nucleophilic	ADJ
eurjchem-582	199	39	addition	addition	NOUN
eurjchem-582	199	40	of	of	ADP
eurjchem-582	199	41	nh	nh	PROPN
eurjchem-582	199	42	group	group	NOUN
eurjchem-582	199	43	to	to	ADP
eurjchem-582	199	44	c≡n	c≡n	PROPN
eurjchem-582	199	45	group	group	NOUN
eurjchem-582	199	46	(	(	PUNCT
eurjchem-582	199	47	scheme	scheme	NOUN
eurjchem-582	199	48	7	7	NUM
eurjchem-582	199	49	)	)	PUNCT
eurjchem-582	199	50	.	.	PUNCT
eurjchem-582	200	1	3.2	3.2	NUM
eurjchem-582	200	2	.	.	X
eurjchem-582	201	1	molecular	molecular	ADJ
eurjchem-582	201	2	orbital	orbital	ADJ
eurjchem-582	201	3	calculations	calculation	NOUN
eurjchem-582	201	4	the	the	DET
eurjchem-582	201	5	experimental	experimental	ADJ
eurjchem-582	201	6	ir	ir	PROPN
eurjchem-582	201	7	frequencies	frequency	NOUN
eurjchem-582	201	8	of	of	ADP
eurjchem-582	201	9	c	c	NOUN
eurjchem-582	201	10	=	=	NOUN
eurjchem-582	201	11	o	o	NOUN
eurjchem-582	201	12	groups	group	NOUN
eurjchem-582	201	13	of	of	ADP
eurjchem-582	201	14	coumarin	coumarin	NOUN
eurjchem-582	201	15	derivatives	derivative	NOUN
eurjchem-582	201	16	were	be	AUX
eurjchem-582	201	17	compared	compare	VERB
eurjchem-582	201	18	with	with	ADP
eurjchem-582	201	19	theoretical	theoretical	ADJ
eurjchem-582	201	20	bond	bond	NOUN
eurjchem-582	201	21	lengths	length	NOUN
eurjchem-582	201	22	of	of	ADP
eurjchem-582	201	23	c	c	NOUN
eurjchem-582	201	24	=	=	NOUN
eurjchem-582	201	25	o	o	NOUN
eurjchem-582	201	26	groups	group	NOUN
eurjchem-582	201	27	which	which	PRON
eurjchem-582	201	28	were	be	AUX
eurjchem-582	201	29	obtained	obtain	VERB
eurjchem-582	201	30	from	from	ADP
eurjchem-582	201	31	molecular	molecular	ADJ
eurjchem-582	201	32	mechanical	mechanical	ADJ
eurjchem-582	201	33	calculations	calculation	NOUN
eurjchem-582	201	34	on	on	ADP
eurjchem-582	201	35	the	the	DET
eurjchem-582	201	36	basis	basis	NOUN
eurjchem-582	201	37	of	of	ADP
eurjchem-582	201	38	the	the	DET
eurjchem-582	201	39	semi‐empirical	semi‐empirical	PROPN
eurjchem-582	201	40	am1	am1	PROPN
eurjchem-582	201	41	and	and	CCONJ
eurjchem-582	201	42	ab	ab	PROPN
eurjchem-582	201	43	initio	initio	NOUN
eurjchem-582	201	44	(	(	PUNCT
eurjchem-582	201	45	sto‐3	sto‐3	PROPN
eurjchem-582	201	46	g	g	NOUN
eurjchem-582	201	47	)	)	PUNCT
eurjchem-582	201	48	methods	method	NOUN
eurjchem-582	201	49	of	of	ADP
eurjchem-582	201	50	hyperchem	hyperchem	PROPN
eurjchem-582	201	51	8.03	8.03	NUM
eurjchem-582	201	52	computer	computer	NOUN
eurjchem-582	201	53	program	program	NOUN
eurjchem-582	201	54	after	after	ADP
eurjchem-582	201	55	geometrical	geometrical	ADJ
eurjchem-582	201	56	optimization	optimization	NOUN
eurjchem-582	201	57	of	of	ADP
eurjchem-582	201	58	the	the	DET
eurjchem-582	201	59	structures	structure	NOUN
eurjchem-582	201	60	for	for	ADP
eurjchem-582	201	61	compounds	compound	NOUN
eurjchem-582	201	62	(	(	PUNCT
eurjchem-582	201	63	2‐12	2‐12	NUM
eurjchem-582	201	64	)	)	PUNCT
eurjchem-582	201	65	(	(	PUNCT
eurjchem-582	201	66	table	table	NOUN
eurjchem-582	201	67	1	1	NUM
eurjchem-582	201	68	)	)	PUNCT
eurjchem-582	201	69	.	.	PUNCT
eurjchem-582	202	1	el‐shaaer	el‐shaaer	NOUN
eurjchem-582	202	2	et	et	PROPN
eurjchem-582	202	3	al	al	PROPN
eurjchem-582	202	4	.	.	PUNCT
eurjchem-582	202	5	/	/	SYM
eurjchem-582	202	6	european	european	PROPN
eurjchem-582	202	7	journal	journal	PROPN
eurjchem-582	202	8	of	of	ADP
eurjchem-582	202	9	chemistry	chemistry	NOUN
eurjchem-582	202	10	3	3	NUM
eurjchem-582	202	11	(	(	PUNCT
eurjchem-582	202	12	2	2	NUM
eurjchem-582	202	13	)	)	PUNCT
eurjchem-582	202	14	(	(	PUNCT
eurjchem-582	202	15	2012	2012	NUM
eurjchem-582	202	16	)	)	PUNCT
eurjchem-582	202	17	172‐178	172‐178	NUM
eurjchem-582	202	18	177	177	NUM
eurjchem-582	202	19	scheme	scheme	NOUN
eurjchem-582	202	20	7	7	NUM
eurjchem-582	202	21	table	table	NOUN
eurjchem-582	202	22	1	1	NUM
eurjchem-582	202	23	.	.	PUNCT
eurjchem-582	202	24	calculated	calculate	VERB
eurjchem-582	202	25	bond	bond	NOUN
eurjchem-582	202	26	lengths	length	NOUN
eurjchem-582	202	27	of	of	ADP
eurjchem-582	202	28	c	c	NOUN
eurjchem-582	202	29	=	=	NOUN
eurjchem-582	202	30	o	o	NOUN
eurjchem-582	202	31	of	of	ADP
eurjchem-582	202	32	coumarin	coumarin	NOUN
eurjchem-582	202	33	derivatives	derivative	NOUN
eurjchem-582	202	34	by	by	ADP
eurjchem-582	202	35	semi‐empirical	semi‐empirical	ADJ
eurjchem-582	202	36	am1	am1	PROPN
eurjchem-582	202	37	and	and	CCONJ
eurjchem-582	202	38	ab	ab	PROPN
eurjchem-582	202	39	initio	initio	NOUN
eurjchem-582	202	40	(	(	PUNCT
eurjchem-582	202	41	sto‐3	sto‐3	NOUN
eurjchem-582	202	42	g	g	NOUN
eurjchem-582	202	43	)	)	PUNCT
eurjchem-582	202	44	methods	method	NOUN
eurjchem-582	202	45	and	and	CCONJ
eurjchem-582	202	46	their	their	PRON
eurjchem-582	202	47	experimental	experimental	ADJ
eurjchem-582	202	48	ir	ir	PROPN
eurjchem-582	202	49	c	c	PROPN
eurjchem-582	202	50	=	=	ADJ
eurjchem-582	202	51	o	o	NOUN
eurjchem-582	202	52	values	value	NOUN
eurjchem-582	202	53	for	for	ADP
eurjchem-582	202	54	compounds	compound	NOUN
eurjchem-582	202	55	(	(	PUNCT
eurjchem-582	202	56	2‐12	2‐12	NUM
eurjchem-582	202	57	)	)	PUNCT
eurjchem-582	202	58	.	.	PUNCT
eurjchem-582	203	1	compound	compound	NOUN
eurjchem-582	203	2	bond	bond	NOUN
eurjchem-582	203	3	lengths	length	NOUN
eurjchem-582	203	4	of	of	ADP
eurjchem-582	203	5	c	c	NOUN
eurjchem-582	203	6	=	=	NOUN
eurjchem-582	203	7	o	o	X
eurjchem-582	203	8	(	(	PUNCT
eurjchem-582	203	9	å	å	NOUN
eurjchem-582	203	10	)	)	PUNCT
eurjchem-582	203	11	(	(	PUNCT
eurjchem-582	203	12	by	by	ADP
eurjchem-582	203	13	semi‐empirical	semi‐empirical	PROPN
eurjchem-582	203	14	am1	am1	PROPN
eurjchem-582	203	15	)	)	PUNCT
eurjchem-582	203	16	bond	bond	NOUN
eurjchem-582	203	17	lengths	length	NOUN
eurjchem-582	203	18	of	of	ADP
eurjchem-582	203	19	c	c	NOUN
eurjchem-582	203	20	=	=	NOUN
eurjchem-582	203	21	o	o	X
eurjchem-582	203	22	(	(	PUNCT
eurjchem-582	203	23	å	å	NOUN
eurjchem-582	203	24	)	)	PUNCT
eurjchem-582	204	1	[	[	X
eurjchem-582	204	2	by	by	ADP
eurjchem-582	204	3	ab	ab	PROPN
eurjchem-582	204	4	initio	initio	NOUN
eurjchem-582	204	5	(	(	PUNCT
eurjchem-582	204	6	sto‐3	sto‐3	PROPN
eurjchem-582	204	7	g	g	NOUN
eurjchem-582	204	8	)	)	PUNCT
eurjchem-582	204	9	]	]	PUNCT
eurjchem-582	204	10	experimental	experimental	ADJ
eurjchem-582	204	11	c	c	PROPN
eurjchem-582	204	12	=	=	PROPN
eurjchem-582	204	13	o	o	NOUN
eurjchem-582	204	14	values	value	NOUN
eurjchem-582	204	15	,	,	PUNCT
eurjchem-582	204	16	cm‐1	cm‐1	PROPN
eurjchem-582	204	17	2	2	NUM
eurjchem-582	204	18	1.22839	1.22839	NUM
eurjchem-582	204	19	1.22747	1.22747	NUM
eurjchem-582	204	20	1721	1721	NUM
eurjchem-582	204	21	3a	3a	NUM
eurjchem-582	204	22	1.22773a	1.22773a	NUM
eurjchem-582	204	23	1.22604a	1.22604a	PROPN
eurjchem-582	204	24	1721	1721	NUM
eurjchem-582	204	25	3b	3b	NOUN
eurjchem-582	205	1	1.24427b	1.24427b	NUM
eurjchem-582	205	2	1.23136b	1.23136b	PROPN
eurjchem-582	205	3	1655	1655	NUM
eurjchem-582	205	4	4a	4a	NOUN
eurjchem-582	205	5	1.23752a	1.23752a	NUM
eurjchem-582	205	6	1.22672a	1.22672a	NUM
eurjchem-582	205	7	1623	1623	NUM
eurjchem-582	205	8	4b	4b	NUM
eurjchem-582	205	9	1.24197b	1.24197b	PROPN
eurjchem-582	205	10	1.22866b	1.22866b	PROPN
eurjchem-582	205	11	1623	1623	NUM
eurjchem-582	205	12	5b	5b	NUM
eurjchem-582	205	13	1.22443a	1.22443a	NUM
eurjchem-582	205	14	1.22461a	1.22461a	NUM
eurjchem-582	205	15	1725	1725	NUM
eurjchem-582	205	16	5b	5b	NUM
eurjchem-582	205	17	1.2416b	1.2416b	NUM
eurjchem-582	205	18	1.22477b	1.22477b	NUM
eurjchem-582	205	19	1666	1666	NUM
eurjchem-582	205	20	6	6	NUM
eurjchem-582	205	21	1.24879a	1.24879a	NUM
eurjchem-582	205	22	1.21852a	1.21852a	NOUN
eurjchem-582	205	23	1660	1660	NUM
eurjchem-582	205	24	6	6	NUM
eurjchem-582	205	25	1.22183c	1.22183c	NUM
eurjchem-582	205	26	1.21744c	1.21744c	NUM
eurjchem-582	205	27	1742	1742	NUM
eurjchem-582	205	28	7	7	NUM
eurjchem-582	205	29	1.24793a	1.24793a	NUM
eurjchem-582	205	30	1.21722a	1.21722a	NUM
eurjchem-582	205	31	1661	1661	NUM
eurjchem-582	205	32	7	7	NUM
eurjchem-582	205	33	1.22641d	1.22641d	NUM
eurjchem-582	205	34	1.22441d	1.22441d	NUM
eurjchem-582	205	35	1723	1723	NUM
eurjchem-582	205	36	8	8	NUM
eurjchem-582	205	37	1.23984	1.23984	NUM
eurjchem-582	205	38	1.2181	1.2181	NUM
eurjchem-582	205	39	1676	1676	NUM
eurjchem-582	205	40	9	9	NUM
eurjchem-582	205	41	1.22692	1.22692	NUM
eurjchem-582	205	42	1.22684	1.22684	NUM
eurjchem-582	205	43	1702	1702	NUM
eurjchem-582	205	44	10	10	NUM
eurjchem-582	205	45	1.22807a	1.22807a	NUM
eurjchem-582	205	46	1.22699a	1.22699a	NUM
eurjchem-582	205	47	1731	1731	NUM
eurjchem-582	205	48	10	10	NUM
eurjchem-582	205	49	1.24126e	1.24126e	NUM
eurjchem-582	205	50	1.21657e	1.21657e	NUM
eurjchem-582	205	51	1669	1669	NUM
eurjchem-582	205	52	11	11	NUM
eurjchem-582	205	53	1.22723	1.22723	NUM
eurjchem-582	205	54	1.22662	1.22662	NUM
eurjchem-582	205	55	1728	1728	NUM
eurjchem-582	205	56	12	12	NUM
eurjchem-582	205	57	1.22718a	1.22718a	NUM
eurjchem-582	205	58	1.21812a	1.21812a	PROPN
eurjchem-582	205	59	1732	1732	NUM
eurjchem-582	205	60	12	12	NUM
eurjchem-582	205	61	1.24092e	1.24092e	NUM
eurjchem-582	205	62	1.22168e	1.22168e	NUM
eurjchem-582	205	63	1667	1667	NUM
eurjchem-582	205	64	a	a	DET
eurjchem-582	205	65	cocoumarin	cocoumarin	NOUN
eurjchem-582	205	66	b	b	NOUN
eurjchem-582	205	67	c	c	NOUN
eurjchem-582	205	68	=	=	NOUN
eurjchem-582	205	69	ocyclic	ocyclic	ADJ
eurjchem-582	205	70	ketone	ketone	NOUN
eurjchem-582	205	71	c	c	NOUN
eurjchem-582	205	72	c	c	NOUN
eurjchem-582	205	73	=	=	NOUN
eurjchem-582	205	74	oacid	oacid	NOUN
eurjchem-582	205	75	d	d	X
eurjchem-582	205	76	c	c	NOUN
eurjchem-582	205	77	=	=	NOUN
eurjchem-582	205	78	oaldehyde	oaldehyde	NOUN
eurjchem-582	205	79	e	e	AUX
eurjchem-582	205	80	c	c	X
eurjchem-582	205	81	=	=	NOUN
eurjchem-582	205	82	oamide	oamide	VERB
eurjchem-582	205	83	the	the	DET
eurjchem-582	205	84	calculated	calculated	ADJ
eurjchem-582	205	85	bond	bond	NOUN
eurjchem-582	205	86	lengths	length	NOUN
eurjchem-582	205	87	of	of	ADP
eurjchem-582	205	88	c	c	NOUN
eurjchem-582	205	89	=	=	NOUN
eurjchem-582	205	90	o	o	NOUN
eurjchem-582	205	91	groups	group	NOUN
eurjchem-582	205	92	(	(	PUNCT
eurjchem-582	205	93	å	å	NOUN
eurjchem-582	205	94	)	)	PUNCT
eurjchem-582	205	95	on	on	ADP
eurjchem-582	205	96	the	the	DET
eurjchem-582	205	97	basis	basis	NOUN
eurjchem-582	205	98	of	of	ADP
eurjchem-582	205	99	semi‐empirical	semi‐empirical	ADJ
eurjchem-582	205	100	am1	am1	PROPN
eurjchem-582	205	101	method	method	NOUN
eurjchem-582	205	102	are	be	AUX
eurjchem-582	205	103	linearly	linearly	ADV
eurjchem-582	205	104	related	relate	VERB
eurjchem-582	205	105	to	to	ADP
eurjchem-582	205	106	the	the	DET
eurjchem-582	205	107	measured	measure	VERB
eurjchem-582	205	108	ir	ir	PROPN
eurjchem-582	205	109	νc	νc	NOUN
eurjchem-582	205	110	=	=	ADJ
eurjchem-582	205	111	o	o	NOUN
eurjchem-582	205	112	groups	group	NOUN
eurjchem-582	205	113	(	(	PUNCT
eurjchem-582	205	114	cm‐1	cm‐1	NOUN
eurjchem-582	205	115	)	)	PUNCT
eurjchem-582	205	116	for	for	ADP
eurjchem-582	205	117	compounds	compound	NOUN
eurjchem-582	205	118	(	(	PUNCT
eurjchem-582	205	119	2‐12	2‐12	NUM
eurjchem-582	205	120	)	)	PUNCT
eurjchem-582	205	121	and	and	CCONJ
eurjchem-582	205	122	from	from	ADP
eurjchem-582	205	123	the	the	DET
eurjchem-582	205	124	linear	linear	PROPN
eurjchem-582	205	125	relation	relation	NOUN
eurjchem-582	205	126	bond	bond	NOUN
eurjchem-582	205	127	length	length	NOUN
eurjchem-582	205	128	(	(	PUNCT
eurjchem-582	205	129	c	c	NOUN
eurjchem-582	205	130	=	=	NOUN
eurjchem-582	205	131	o	o	NOUN
eurjchem-582	205	132	)	)	PUNCT
eurjchem-582	205	133	=	=	SYM
eurjchem-582	205	134	1.699‐2.743	1.699‐2.743	NUM
eurjchem-582	205	135	νc	νc	X
eurjchem-582	205	136	=	=	SYM
eurjchem-582	205	137	o	o	NOUN
eurjchem-582	205	138	,	,	PUNCT
eurjchem-582	205	139	r	r	NOUN
eurjchem-582	205	140	=	=	NOUN
eurjchem-582	205	141	0.913	0.913	NUM
eurjchem-582	205	142	except	except	SCONJ
eurjchem-582	205	143	4a	4a	NUM
eurjchem-582	205	144	,	,	PUNCT
eurjchem-582	205	145	4b	4b	X
eurjchem-582	205	146	(	(	PUNCT
eurjchem-582	205	147	br	br	PROPN
eurjchem-582	205	148	.	.	PROPN
eurjchem-582	205	149	band	band	NOUN
eurjchem-582	205	150	of	of	ADP
eurjchem-582	205	151	νc	νc	NOUN
eurjchem-582	205	152	=	=	NOUN
eurjchem-582	205	153	o	o	NOUN
eurjchem-582	205	154	)	)	PUNCT
eurjchem-582	205	155	,	,	PUNCT
eurjchem-582	205	156	where	where	SCONJ
eurjchem-582	205	157	r	r	NOUN
eurjchem-582	205	158	is	be	AUX
eurjchem-582	205	159	regression	regression	NOUN
eurjchem-582	205	160	coefficient	coefficient	NOUN
eurjchem-582	205	161	.	.	PUNCT
eurjchem-582	206	1	the	the	DET
eurjchem-582	206	2	negative	negative	ADJ
eurjchem-582	206	3	slope	slope	NOUN
eurjchem-582	206	4	reveals	reveal	VERB
eurjchem-582	206	5	indirect	indirect	ADJ
eurjchem-582	206	6	proportionality	proportionality	NOUN
eurjchem-582	206	7	of	of	ADP
eurjchem-582	206	8	the	the	DET
eurjchem-582	206	9	calculated	calculated	ADJ
eurjchem-582	206	10	bond	bond	NOUN
eurjchem-582	206	11	lengths	length	NOUN
eurjchem-582	206	12	with	with	ADP
eurjchem-582	206	13	measured	measure	VERB
eurjchem-582	206	14	νc	νc	NOUN
eurjchem-582	206	15	=	=	ADJ
eurjchem-582	206	16	o	o	NOUN
eurjchem-582	206	17	values	value	NOUN
eurjchem-582	206	18	,	,	PUNCT
eurjchem-582	206	19	which	which	PRON
eurjchem-582	206	20	agreement	agreement	NOUN
eurjchem-582	206	21	with	with	ADP
eurjchem-582	206	22	hooke	hooke	PROPN
eurjchem-582	206	23	’s	’s	PART
eurjchem-582	206	24	law	law	NOUN
eurjchem-582	206	25	and	and	CCONJ
eurjchem-582	206	26	these	these	DET
eurjchem-582	206	27	support	support	VERB
eurjchem-582	206	28	the	the	DET
eurjchem-582	206	29	proposed	propose	VERB
eurjchem-582	206	30	structures	structure	NOUN
eurjchem-582	206	31	for	for	ADP
eurjchem-582	206	32	the	the	DET
eurjchem-582	206	33	prepared	prepare	VERB
eurjchem-582	206	34	compounds	compound	NOUN
eurjchem-582	206	35	.	.	PUNCT
eurjchem-582	207	1	on	on	ADP
eurjchem-582	207	2	the	the	DET
eurjchem-582	207	3	other	other	ADJ
eurjchem-582	207	4	hand	hand	NOUN
eurjchem-582	207	5	,	,	PUNCT
eurjchem-582	207	6	when	when	SCONJ
eurjchem-582	207	7	ab	ab	PROPN
eurjchem-582	207	8	initio	initio	NOUN
eurjchem-582	207	9	(	(	PUNCT
eurjchem-582	207	10	sto‐3	sto‐3	PROPN
eurjchem-582	207	11	g	g	NOUN
eurjchem-582	207	12	)	)	PUNCT
eurjchem-582	207	13	method	method	NOUN
eurjchem-582	207	14	was	be	AUX
eurjchem-582	207	15	used	use	VERB
eurjchem-582	207	16	,	,	PUNCT
eurjchem-582	207	17	the	the	DET
eurjchem-582	207	18	linear	linear	PROPN
eurjchem-582	207	19	relation	relation	NOUN
eurjchem-582	207	20	between	between	ADP
eurjchem-582	207	21	bond	bond	NOUN
eurjchem-582	207	22	length	length	NOUN
eurjchem-582	207	23	(	(	PUNCT
eurjchem-582	207	24	c	c	NOUN
eurjchem-582	207	25	=	=	NOUN
eurjchem-582	207	26	o	o	NOUN
eurjchem-582	207	27	)	)	PUNCT
eurjchem-582	207	28	and	and	CCONJ
eurjchem-582	207	29	νc	νc	X
eurjchem-582	207	30	=	=	NOUN
eurjchem-582	207	31	o	o	NOUN
eurjchem-582	207	32	not	not	PART
eurjchem-582	207	33	agreement	agreement	NOUN
eurjchem-582	207	34	which	which	PRON
eurjchem-582	207	35	is	be	AUX
eurjchem-582	207	36	less	less	ADV
eurjchem-582	207	37	efficient	efficient	ADJ
eurjchem-582	207	38	method	method	NOUN
eurjchem-582	207	39	than	than	ADP
eurjchem-582	207	40	the	the	DET
eurjchem-582	207	41	semi‐empirical	semi‐empirical	ADJ
eurjchem-582	207	42	am1	am1	PROPN
eurjchem-582	207	43	method	method	NOUN
eurjchem-582	207	44	.	.	PUNCT
eurjchem-582	208	1	3.3	3.3	NUM
eurjchem-582	208	2	.	.	PUNCT
eurjchem-582	209	1	antimicrobial	antimicrobial	ADJ
eurjchem-582	209	2	activity	activity	NOUN
eurjchem-582	209	3	the	the	DET
eurjchem-582	209	4	newly	newly	ADV
eurjchem-582	209	5	synthesized	synthesize	VERB
eurjchem-582	209	6	compounds	compound	NOUN
eurjchem-582	209	7	were	be	AUX
eurjchem-582	209	8	screened	screen	VERB
eurjchem-582	209	9	against	against	ADP
eurjchem-582	209	10	gram‐positive	gram‐positive	ADJ
eurjchem-582	209	11	bacteria	bacteria	NOUN
eurjchem-582	209	12	:	:	PUNCT
eurjchem-582	209	13	staphylococcus	staphylococcus	NOUN
eurjchem-582	209	14	aureus	aureus	PROPN
eurjchem-582	209	15	(	(	PUNCT
eurjchem-582	209	16	atcc	atcc	NOUN
eurjchem-582	209	17	25923	25923	NUM
eurjchem-582	209	18	)	)	PUNCT
eurjchem-582	209	19	and	and	CCONJ
eurjchem-582	209	20	bacillus	bacillus	NOUN
eurjchem-582	209	21	subtilis	subtili	NOUN
eurjchem-582	209	22	(	(	PUNCT
eurjchem-582	209	23	atcc	atcc	NOUN
eurjchem-582	209	24	6635	6635	NUM
eurjchem-582	209	25	)	)	PUNCT
eurjchem-582	209	26	,	,	PUNCT
eurjchem-582	209	27	gram‐negative	gram‐negative	PROPN
eurjchem-582	209	28	bacteria	bacteria	NOUN
eurjchem-582	209	29	:	:	PUNCT
eurjchem-582	209	30	salmonella	salmonella	NOUN
eurjchem-582	209	31	typhimurium	typhimurium	NOUN
eurjchem-582	209	32	(	(	PUNCT
eurjchem-582	209	33	atcc	atcc	NOUN
eurjchem-582	209	34	14028	14028	NUM
eurjchem-582	209	35	)	)	PUNCT
eurjchem-582	209	36	and	and	CCONJ
eurjchem-582	209	37	escherichia	escherichia	NOUN
eurjchem-582	209	38	coli	coli	NOUN
eurjchem-582	209	39	(	(	PUNCT
eurjchem-582	209	40	atcc	atcc	NOUN
eurjchem-582	209	41	25922	25922	NUM
eurjchem-582	209	42	)	)	PUNCT
eurjchem-582	209	43	,	,	PUNCT
eurjchem-582	209	44	yeast	yeast	NOUN
eurjchem-582	209	45	:	:	PUNCT
eurjchem-582	209	46	candida	candida	NOUN
eurjchem-582	209	47	albicans	albican	NOUN
eurjchem-582	209	48	(	(	PUNCT
eurjchem-582	209	49	atcc	atcc	NOUN
eurjchem-582	209	50	10231	10231	NUM
eurjchem-582	209	51	)	)	PUNCT
eurjchem-582	209	52	and	and	CCONJ
eurjchem-582	209	53	fungus	fungus	NOUN
eurjchem-582	209	54	:	:	PUNCT
eurjchem-582	209	55	aspergillus	aspergillus	ADJ
eurjchem-582	209	56	fumigatus	fumigatus	NOUN
eurjchem-582	209	57	.	.	PUNCT
eurjchem-582	210	1	the	the	DET
eurjchem-582	210	2	standardized	standardized	ADJ
eurjchem-582	210	3	disc‐agar	disc‐agar	ADJ
eurjchem-582	210	4	diffusion	diffusion	NOUN
eurjchem-582	210	5	method	method	NOUN
eurjchem-582	210	6	[	[	X
eurjchem-582	210	7	18	18	NUM
eurjchem-582	210	8	]	]	PUNCT
eurjchem-582	210	9	was	be	AUX
eurjchem-582	210	10	followed	follow	VERB
eurjchem-582	210	11	to	to	PART
eurjchem-582	210	12	determine	determine	VERB
eurjchem-582	210	13	the	the	DET
eurjchem-582	210	14	activity	activity	NOUN
eurjchem-582	210	15	of	of	ADP
eurjchem-582	210	16	the	the	DET
eurjchem-582	210	17	synthesized	synthesize	VERB
eurjchem-582	210	18	compounds	compound	NOUN
eurjchem-582	210	19	against	against	ADP
eurjchem-582	210	20	the	the	DET
eurjchem-582	210	21	tested	test	VERB
eurjchem-582	210	22	microorganisms	microorganism	NOUN
eurjchem-582	210	23	.	.	PUNCT
eurjchem-582	211	1	the	the	DET
eurjchem-582	211	2	tested	test	VERB
eurjchem-582	211	3	compounds	compound	NOUN
eurjchem-582	211	4	were	be	AUX
eurjchem-582	211	5	dissolved	dissolve	VERB
eurjchem-582	211	6	in	in	ADP
eurjchem-582	211	7	dimethyl	dimethyl	PROPN
eurjchem-582	211	8	formamide	formamide	ADV
eurjchem-582	211	9	(	(	PUNCT
eurjchem-582	211	10	dmf	dmf	PROPN
eurjchem-582	211	11	)	)	PUNCT
eurjchem-582	211	12	solvent	solvent	NOUN
eurjchem-582	211	13	and	and	CCONJ
eurjchem-582	211	14	prepared	prepare	VERB
eurjchem-582	211	15	in	in	ADP
eurjchem-582	211	16	two	two	NUM
eurjchem-582	211	17	concentrations	concentration	NOUN
eurjchem-582	211	18	2	2	NUM
eurjchem-582	211	19	and	and	CCONJ
eurjchem-582	211	20	1	1	NUM
eurjchem-582	211	21	mg	mg	NUM
eurjchem-582	211	22	/	/	SYM
eurjchem-582	211	23	ml	ml	NOUN
eurjchem-582	211	24	.	.	PUNCT
eurjchem-582	212	1	the	the	DET
eurjchem-582	212	2	antibiotic	antibiotic	ADJ
eurjchem-582	212	3	chloramphencol	chloramphencol	NOUN
eurjchem-582	212	4	was	be	AUX
eurjchem-582	212	5	used	use	VERB
eurjchem-582	212	6	as	as	ADP
eurjchem-582	212	7	standard	standard	ADJ
eurjchem-582	212	8	reference	reference	NOUN
eurjchem-582	212	9	in	in	ADP
eurjchem-582	212	10	the	the	DET
eurjchem-582	212	11	case	case	NOUN
eurjchem-582	212	12	of	of	ADP
eurjchem-582	212	13	gram‐negative	gram‐negative	PROPN
eurjchem-582	212	14	bacteria	bacteria	NOUN
eurjchem-582	212	15	,	,	PUNCT
eurjchem-582	212	16	cephalothin	cephalothin	PROPN
eurjchem-582	212	17	was	be	AUX
eurjchem-582	212	18	used	use	VERB
eurjchem-582	212	19	as	as	ADP
eurjchem-582	212	20	standard	standard	ADJ
eurjchem-582	212	21	reference	reference	NOUN
eurjchem-582	212	22	in	in	ADP
eurjchem-582	212	23	the	the	DET
eurjchem-582	212	24	case	case	NOUN
eurjchem-582	212	25	of	of	ADP
eurjchem-582	212	26	gram‐positive	gram‐positive	ADJ
eurjchem-582	212	27	bacteria	bacteria	NOUN
eurjchem-582	212	28	and	and	CCONJ
eurjchem-582	212	29	cycloheximide	cycloheximide	NOUN
eurjchem-582	212	30	was	be	AUX
eurjchem-582	212	31	used	use	VERB
eurjchem-582	212	32	as	as	ADP
eurjchem-582	212	33	standard	standard	ADJ
eurjchem-582	212	34	reference	reference	NOUN
eurjchem-582	212	35	in	in	ADP
eurjchem-582	212	36	the	the	DET
eurjchem-582	212	37	case	case	NOUN
eurjchem-582	212	38	of	of	ADP
eurjchem-582	212	39	yeasts	yeast	NOUN
eurjchem-582	212	40	and	and	CCONJ
eurjchem-582	212	41	fungi	fungus	NOUN
eurjchem-582	212	42	.	.	PUNCT
eurjchem-582	213	1	compound	compound	NOUN
eurjchem-582	213	2	9	9	NUM
eurjchem-582	213	3	showed	show	VERB
eurjchem-582	213	4	high	high	ADJ
eurjchem-582	213	5	activities	activity	NOUN
eurjchem-582	213	6	against	against	ADP
eurjchem-582	213	7	aspergillus	aspergillus	NOUN
eurjchem-582	213	8	fumigates	fumigate	NOUN
eurjchem-582	213	9	at	at	ADP
eurjchem-582	213	10	concentration	concentration	NOUN
eurjchem-582	213	11	of	of	ADP
eurjchem-582	213	12	2	2	NUM
eurjchem-582	213	13	mg	mg	NOUN
eurjchem-582	213	14	and	and	CCONJ
eurjchem-582	213	15	1	1	NUM
eurjchem-582	213	16	mg	mg	NOUN
eurjchem-582	213	17	,	,	PUNCT
eurjchem-582	213	18	while	while	SCONJ
eurjchem-582	213	19	it	it	PRON
eurjchem-582	213	20	showed	show	VERB
eurjchem-582	213	21	intermediate	intermediate	ADJ
eurjchem-582	213	22	activities	activity	NOUN
eurjchem-582	213	23	against	against	ADP
eurjchem-582	213	24	bacillus	bacillus	NOUN
eurjchem-582	213	25	subtilis	subtili	NOUN
eurjchem-582	213	26	,	,	PUNCT
eurjchem-582	213	27	escherichia	escherichia	NOUN
eurjchem-582	213	28	coli	coli	NOUN
eurjchem-582	213	29	and	and	CCONJ
eurjchem-582	213	30	candida	candida	NOUN
eurjchem-582	213	31	albicans	albican	NOUN
eurjchem-582	213	32	(	(	PUNCT
eurjchem-582	213	33	table	table	NOUN
eurjchem-582	213	34	2	2	NUM
eurjchem-582	213	35	)	)	PUNCT
eurjchem-582	213	36	.	.	PUNCT
eurjchem-582	214	1	acknowledgements	acknowledgement	NOUN
eurjchem-582	214	2	i	i	PRON
eurjchem-582	214	3	am	be	AUX
eurjchem-582	214	4	particularly	particularly	ADV
eurjchem-582	214	5	gratitude	gratitude	ADJ
eurjchem-582	214	6	to	to	ADP
eurjchem-582	214	7	dr	dr	PROPN
eurjchem-582	214	8	.	.	PROPN
eurjchem-582	214	9	ibrahim	ibrahim	PROPN
eurjchem-582	214	10	hassan	hassan	PROPN
eurjchem-582	214	11	,	,	PUNCT
eurjchem-582	214	12	department	department	NOUN
eurjchem-582	214	13	of	of	ADP
eurjchem-582	214	14	plant	plant	NOUN
eurjchem-582	214	15	protection	protection	NOUN
eurjchem-582	214	16	,	,	PUNCT
eurjchem-582	214	17	faculty	faculty	NOUN
eurjchem-582	214	18	of	of	ADP
eurjchem-582	214	19	agriculture	agriculture	NOUN
eurjchem-582	214	20	,	,	PUNCT
eurjchem-582	214	21	al‐	al‐	PROPN
eurjchem-582	214	22	azhar	azhar	PROPN
eurjchem-582	214	23	university	university	PROPN
eurjchem-582	214	24	,	,	PUNCT
eurjchem-582	214	25	for	for	ADP
eurjchem-582	214	26	his	his	PRON
eurjchem-582	214	27	kind	kind	ADJ
eurjchem-582	214	28	cooperation	cooperation	NOUN
eurjchem-582	214	29	in	in	ADP
eurjchem-582	214	30	carrying	carry	VERB
eurjchem-582	214	31	out	out	ADP
eurjchem-582	214	32	the	the	DET
eurjchem-582	214	33	antimicrobial	antimicrobial	ADJ
eurjchem-582	214	34	screening	screening	NOUN
eurjchem-582	214	35	throughout	throughout	ADP
eurjchem-582	214	36	this	this	DET
eurjchem-582	214	37	work	work	NOUN
eurjchem-582	214	38	.	.	PUNCT
eurjchem-582	215	1	178	178	NUM
eurjchem-582	215	2	el‐shaaer	el‐shaaer	NOUN
eurjchem-582	215	3	et	et	NOUN
eurjchem-582	215	4	al	al	PROPN
eurjchem-582	215	5	.	.	PUNCT
eurjchem-582	215	6	/	/	SYM
eurjchem-582	215	7	european	european	PROPN
eurjchem-582	215	8	journal	journal	PROPN
eurjchem-582	215	9	of	of	ADP
eurjchem-582	215	10	chemistry	chemistry	NOUN
eurjchem-582	215	11	3	3	NUM
eurjchem-582	215	12	(	(	PUNCT
eurjchem-582	215	13	2	2	NUM
eurjchem-582	215	14	)	)	PUNCT
eurjchem-582	215	15	(	(	PUNCT
eurjchem-582	215	16	2012	2012	NUM
eurjchem-582	215	17	)	)	PUNCT
eurjchem-582	216	1	172‐178	172‐178	NUM
eurjchem-582	216	2	table	table	NOUN
eurjchem-582	216	3	2	2	NUM
eurjchem-582	216	4	.	.	PUNCT
eurjchem-582	216	5	antimicrobial	antimicrobial	ADJ
eurjchem-582	216	6	activities	activity	NOUN
eurjchem-582	216	7	data	datum	NOUN
eurjchem-582	216	8	of	of	ADP
eurjchem-582	216	9	compounds	compound	NOUN
eurjchem-582	216	10	(	(	PUNCT
eurjchem-582	216	11	2‐12	2‐12	NUM
eurjchem-582	216	12	)	)	PUNCT
eurjchem-582	216	13	.	.	PUNCT
eurjchem-582	217	1	sample	sample	NOUN
eurjchem-582	217	2	gram‐positive	gram‐positive	ADJ
eurjchem-582	217	3	bacteria	bacteria	NOUN
eurjchem-582	217	4	gram‐negative	gram‐negative	PROPN
eurjchem-582	217	5	bacteria	bacteria	NOUN
eurjchem-582	217	6	yeastsb	yeastsb	VERB
eurjchem-582	217	7	staphylococcus	staphylococcus	NOUN
eurjchem-582	217	8	aureus	aureus	NOUN
eurjchem-582	217	9	(	(	PUNCT
eurjchem-582	217	10	atcc	atcc	NOUN
eurjchem-582	217	11	25923	25923	NUM
eurjchem-582	217	12	)	)	PUNCT
eurjchem-582	217	13	bacillus	bacillus	NOUN
eurjchem-582	217	14	subtilis	subtili	NOUN
eurjchem-582	217	15	(	(	PUNCT
eurjchem-582	217	16	atcc	atcc	NOUN
eurjchem-582	217	17	6635	6635	NUM
eurjchem-582	217	18	)	)	PUNCT
eurjchem-582	217	19	salmonella	salmonella	NOUN
eurjchem-582	217	20	typhimurium	typhimurium	NOUN
eurjchem-582	217	21	(	(	PUNCT
eurjchem-582	217	22	atcc	atcc	NOUN
eurjchem-582	217	23	14028	14028	NUM
eurjchem-582	217	24	)	)	PUNCT
eurjchem-582	217	25	escherichia	escherichia	NOUN
eurjchem-582	217	26	coli	coli	NOUN
eurjchem-582	217	27	(	(	PUNCT
eurjchem-582	217	28	atcc	atcc	NOUN
eurjchem-582	217	29	25922	25922	NUM
eurjchem-582	217	30	)	)	PUNCT
eurjchem-582	217	31	candida	candida	NOUN
eurjchem-582	217	32	albicans	albican	NOUN
eurjchem-582	217	33	(	(	PUNCT
eurjchem-582	217	34	atcc	atcc	NOUN
eurjchem-582	217	35	10231	10231	NUM
eurjchem-582	217	36	)	)	PUNCT
eurjchem-582	217	37	aspergillus	aspergillus	NOUN
eurjchem-582	217	38	fumigatus	fumigatus	NOUN
eurjchem-582	217	39	concentrationg	concentrationg	PROPN
eurjchem-582	217	40	concentrationg	concentrationg	PROPN
eurjchem-582	217	41	concentrationg	concentrationg	PROPN
eurjchem-582	217	42	concentrationg	concentrationg	PROPN
eurjchem-582	217	43	concentrationg	concentrationg	NOUN
eurjchem-582	217	44	concentrationg	concentrationg	NOUN
eurjchem-582	217	45	2	2	NUM
eurjchem-582	217	46	1	1	NUM
eurjchem-582	217	47	2	2	NUM
eurjchem-582	217	48	1	1	NUM
eurjchem-582	217	49	2	2	NUM
eurjchem-582	217	50	1	1	NUM
eurjchem-582	217	51	2	2	NUM
eurjchem-582	217	52	1	1	NUM
eurjchem-582	217	53	2	2	NUM
eurjchem-582	217	54	1	1	NUM
eurjchem-582	217	55	2	2	NUM
eurjchem-582	217	56	1	1	NUM
eurjchem-582	217	57	mean	mean	NOUN
eurjchem-582	217	58	of	of	ADP
eurjchem-582	217	59	zone	zone	PROPN
eurjchem-582	217	60	diametera	diametera	NOUN
eurjchem-582	217	61	,	,	PUNCT
eurjchem-582	217	62	mm	mm	PROPN
eurjchem-582	217	63	2	2	NUM
eurjchem-582	217	64	‐c	‐c	NOUN
eurjchem-582	217	65	‐	‐	NOUN
eurjchem-582	217	66	‐	‐	ADV
eurjchem-582	217	67	‐	‐	ADV
eurjchem-582	217	68	‐	‐	ADV
eurjchem-582	217	69	‐	‐	ADV
eurjchem-582	217	70	‐	‐	ADV
eurjchem-582	217	71	‐	‐	ADV
eurjchem-582	217	72	‐	‐	ADV
eurjchem-582	217	73	‐	‐	ADV
eurjchem-582	217	74	‐	‐	ADV
eurjchem-582	217	75	‐	‐	ADV
eurjchem-582	217	76	3	3	NUM
eurjchem-582	217	77	3	3	NUM
eurjchem-582	217	78	ld	ld	NOUN
eurjchem-582	217	79	‐	‐	ADV
eurjchem-582	217	80	2	2	NUM
eurjchem-582	217	81	l	l	NOUN
eurjchem-582	217	82	‐	‐	ADV
eurjchem-582	217	83	2	2	NUM
eurjchem-582	217	84	l	l	NOUN
eurjchem-582	217	85	‐	‐	ADV
eurjchem-582	217	86	2	2	NUM
eurjchem-582	217	87	l	l	NOUN
eurjchem-582	217	88	‐	‐	ADV
eurjchem-582	217	89	3	3	NUM
eurjchem-582	217	90	l	l	NOUN
eurjchem-582	217	91	‐	‐	NOUN
eurjchem-582	217	92	‐	‐	ADV
eurjchem-582	217	93	‐	‐	ADV
eurjchem-582	217	94	4	4	NUM
eurjchem-582	217	95	4	4	NUM
eurjchem-582	217	96	l	l	NOUN
eurjchem-582	217	97	‐	‐	ADV
eurjchem-582	217	98	2	2	NUM
eurjchem-582	217	99	l	l	NOUN
eurjchem-582	217	100	‐	‐	ADV
eurjchem-582	217	101	5	5	NUM
eurjchem-582	217	102	l	l	NOUN
eurjchem-582	217	103	3	3	NUM
eurjchem-582	217	104	l	l	NOUN
eurjchem-582	217	105	2	2	NUM
eurjchem-582	217	106	l	l	NOUN
eurjchem-582	217	107	‐	‐	NOUN
eurjchem-582	217	108	‐	‐	ADV
eurjchem-582	217	109	‐	‐	ADV
eurjchem-582	217	110	2	2	NUM
eurjchem-582	217	111	l	l	NOUN
eurjchem-582	217	112	‐	‐	NOUN
eurjchem-582	217	113	5	5	NUM
eurjchem-582	217	114	‐	‐	NOUN
eurjchem-582	217	115	‐	‐	ADV
eurjchem-582	217	116	3	3	NUM
eurjchem-582	217	117	l	l	NOUN
eurjchem-582	217	118	‐	‐	NOUN
eurjchem-582	217	119	‐	‐	ADV
eurjchem-582	217	120	‐	‐	ADV
eurjchem-582	217	121	‐	‐	ADV
eurjchem-582	217	122	‐	‐	ADV
eurjchem-582	217	123	2	2	NUM
eurjchem-582	217	124	l	l	NOUN
eurjchem-582	217	125	‐	‐	ADV
eurjchem-582	217	126	5	5	NUM
eurjchem-582	217	127	l	l	NOUN
eurjchem-582	217	128	2	2	NUM
eurjchem-582	217	129	l	l	NOUN
eurjchem-582	217	130	6	6	NUM
eurjchem-582	217	131	4	4	NUM
eurjchem-582	217	132	l	l	NOUN
eurjchem-582	217	133	‐	‐	ADV
eurjchem-582	217	134	6	6	NUM
eurjchem-582	217	135	l	l	NOUN
eurjchem-582	217	136	3	3	NUM
eurjchem-582	217	137	l	l	NOUN
eurjchem-582	217	138	4	4	NUM
eurjchem-582	217	139	l	l	NOUN
eurjchem-582	217	140	2	2	NUM
eurjchem-582	217	141	l	l	NOUN
eurjchem-582	217	142	5	5	NUM
eurjchem-582	217	143	l	l	NOUN
eurjchem-582	217	144	2	2	NUM
eurjchem-582	217	145	l	l	NOUN
eurjchem-582	217	146	3	3	NUM
eurjchem-582	217	147	l	l	NOUN
eurjchem-582	217	148	‐	‐	NOUN
eurjchem-582	217	149	‐	‐	ADV
eurjchem-582	217	150	‐	‐	ADV
eurjchem-582	217	151	7	7	NUM
eurjchem-582	217	152	2	2	NUM
eurjchem-582	217	153	l	l	NOUN
eurjchem-582	217	154	‐	‐	ADV
eurjchem-582	217	155	4	4	NUM
eurjchem-582	217	156	l	l	NOUN
eurjchem-582	217	157	2	2	NUM
eurjchem-582	217	158	l	l	NOUN
eurjchem-582	217	159	3	3	NUM
eurjchem-582	217	160	l	l	NOUN
eurjchem-582	217	161	‐	‐	NOUN
eurjchem-582	217	162	‐	‐	ADV
eurjchem-582	217	163	‐	‐	ADV
eurjchem-582	217	164	4	4	NUM
eurjchem-582	217	165	l	l	NOUN
eurjchem-582	217	166	‐	‐	NOUN
eurjchem-582	217	167	‐	‐	ADV
eurjchem-582	217	168	‐	‐	ADV
eurjchem-582	217	169	8	8	NUM
eurjchem-582	217	170	2	2	NUM
eurjchem-582	217	171	l	l	NOUN
eurjchem-582	217	172	‐	‐	ADV
eurjchem-582	217	173	3	3	NUM
eurjchem-582	217	174	l	l	NOUN
eurjchem-582	217	175	‐	‐	NOUN
eurjchem-582	217	176	‐	‐	ADV
eurjchem-582	217	177	‐	‐	ADV
eurjchem-582	217	178	‐	‐	ADV
eurjchem-582	217	179	‐	‐	ADV
eurjchem-582	217	180	‐	‐	ADV
eurjchem-582	217	181	‐	‐	ADV
eurjchem-582	217	182	‐	‐	ADV
eurjchem-582	217	183	‐	‐	ADV
eurjchem-582	217	184	9	9	NUM
eurjchem-582	217	185	8	8	NUM
eurjchem-582	217	186	l	l	NOUN
eurjchem-582	217	187	4	4	NUM
eurjchem-582	217	188	l	l	NOUN
eurjchem-582	217	189	15	15	NUM
eurjchem-582	217	190	ie	ie	ADP
eurjchem-582	217	191	11	11	NUM
eurjchem-582	217	192	l	l	NOUN
eurjchem-582	217	193	6	6	NUM
eurjchem-582	217	194	l	l	NOUN
eurjchem-582	217	195	‐	‐	ADV
eurjchem-582	217	196	18	18	NUM
eurjchem-582	217	197	i	i	NUM
eurjchem-582	217	198	14	14	NUM
eurjchem-582	218	1	i	i	PRON
eurjchem-582	218	2	20	20	NUM
eurjchem-582	219	1	i	i	PRON
eurjchem-582	219	2	17	17	NUM
eurjchem-582	219	3	i	i	PRON
eurjchem-582	219	4	29	29	NUM
eurjchem-582	219	5	hf	hf	ADP
eurjchem-582	219	6	21	21	NUM
eurjchem-582	219	7	h	h	NOUN
eurjchem-582	219	8	10	10	NUM
eurjchem-582	219	9	‐	‐	NOUN
eurjchem-582	219	10	‐	‐	ADV
eurjchem-582	219	11	3	3	NUM
eurjchem-582	219	12	l	l	NOUN
eurjchem-582	219	13	‐	‐	NOUN
eurjchem-582	219	14	‐	‐	ADV
eurjchem-582	219	15	‐	‐	ADV
eurjchem-582	219	16	3	3	NUM
eurjchem-582	219	17	l	l	NOUN
eurjchem-582	219	18	‐	‐	ADV
eurjchem-582	219	19	2	2	NUM
eurjchem-582	219	20	l	l	NOUN
eurjchem-582	219	21	‐	‐	ADV
eurjchem-582	219	22	2	2	NUM
eurjchem-582	219	23	l	l	NOUN
eurjchem-582	219	24	‐	‐	NOUN
eurjchem-582	219	25	11	11	NUM
eurjchem-582	219	26	2	2	NUM
eurjchem-582	219	27	l	l	NOUN
eurjchem-582	219	28	‐	‐	NOUN
eurjchem-582	219	29	‐	‐	ADV
eurjchem-582	219	30	‐	‐	ADV
eurjchem-582	219	31	‐	‐	ADV
eurjchem-582	219	32	‐	‐	ADV
eurjchem-582	219	33	‐	‐	ADV
eurjchem-582	219	34	‐	‐	ADV
eurjchem-582	219	35	4	4	NUM
eurjchem-582	219	36	l	l	NOUN
eurjchem-582	219	37	‐	‐	NOUN
eurjchem-582	219	38	‐	‐	ADV
eurjchem-582	219	39	‐	‐	ADV
eurjchem-582	219	40	12	12	NUM
eurjchem-582	219	41	‐	‐	NOUN
eurjchem-582	219	42	‐	‐	ADV
eurjchem-582	219	43	2	2	NUM
eurjchem-582	219	44	l	l	NOUN
eurjchem-582	219	45	‐	‐	NOUN
eurjchem-582	219	46	‐	‐	ADV
eurjchem-582	219	47	‐	‐	ADV
eurjchem-582	219	48	‐	‐	ADV
eurjchem-582	219	49	‐	‐	ADV
eurjchem-582	219	50	‐	‐	ADV
eurjchem-582	219	51	‐	‐	ADV
eurjchem-582	219	52	‐	‐	ADP
eurjchem-582	219	53	‐	‐	NOUN
eurjchem-582	219	54	controlh	controlh	NOUN
eurjchem-582	219	55	42	42	NUM
eurjchem-582	219	56	28	28	NUM
eurjchem-582	219	57	38	38	NUM
eurjchem-582	219	58	30	30	NUM
eurjchem-582	219	59	36	36	NUM
eurjchem-582	219	60	25	25	NUM
eurjchem-582	219	61	38	38	NUM
eurjchem-582	219	62	30	30	NUM
eurjchem-582	219	63	40	40	NUM
eurjchem-582	219	64	28	28	NUM
eurjchem-582	219	65	40	40	NUM
eurjchem-582	219	66	31	31	NUM
eurjchem-582	219	67	a	a	DET
eurjchem-582	219	68	calculate	calculate	NOUN
eurjchem-582	219	69	from	from	ADP
eurjchem-582	219	70	3	3	NUM
eurjchem-582	219	71	values	value	NOUN
eurjchem-582	219	72	.	.	PUNCT
eurjchem-582	220	1	b	b	NOUN
eurjchem-582	220	2	identified	identify	VERB
eurjchem-582	220	3	on	on	ADP
eurjchem-582	220	4	the	the	DET
eurjchem-582	220	5	basis	basis	NOUN
eurjchem-582	220	6	of	of	ADP
eurjchem-582	220	7	routine	routine	ADJ
eurjchem-582	220	8	cultural	cultural	ADJ
eurjchem-582	220	9	,	,	PUNCT
eurjchem-582	220	10	morphological	morphological	ADJ
eurjchem-582	220	11	and	and	CCONJ
eurjchem-582	220	12	microscopical	microscopical	ADJ
eurjchem-582	220	13	characteristics	characteristic	NOUN
eurjchem-582	220	14	.	.	PUNCT
eurjchem-582	221	1	c	c	NOUN
eurjchem-582	221	2	‐	‐	ADV
eurjchem-582	221	3	:	:	PUNCT
eurjchem-582	221	4	no	no	DET
eurjchem-582	221	5	effect	effect	NOUN
eurjchem-582	221	6	.	.	PUNCT
eurjchem-582	222	1	d	d	X
eurjchem-582	222	2	l	l	NOUN
eurjchem-582	222	3	:	:	PUNCT
eurjchem-582	222	4	low	low	ADJ
eurjchem-582	222	5	activity	activity	NOUN
eurjchem-582	222	6	=	=	SYM
eurjchem-582	222	7	mean	mean	NOUN
eurjchem-582	222	8	of	of	ADP
eurjchem-582	222	9	zone	zone	NOUN
eurjchem-582	222	10	diameter	diameter	NOUN
eurjchem-582	222	11	≤	≤	NOUN
eurjchem-582	222	12	1/3	1/3	NUM
eurjchem-582	222	13	of	of	ADP
eurjchem-582	222	14	mean	mean	ADJ
eurjchem-582	222	15	zone	zone	NOUN
eurjchem-582	222	16	diameter	diameter	NOUN
eurjchem-582	222	17	of	of	ADP
eurjchem-582	222	18	control	control	NOUN
eurjchem-582	222	19	.	.	PUNCT
eurjchem-582	223	1	e	e	X
eurjchem-582	223	2	i	i	PRON
eurjchem-582	223	3	:	:	PUNCT
eurjchem-582	223	4	intermediate	intermediate	ADJ
eurjchem-582	223	5	activity	activity	NOUN
eurjchem-582	223	6	=	=	SYM
eurjchem-582	223	7	mean	mean	NOUN
eurjchem-582	223	8	of	of	ADP
eurjchem-582	223	9	zone	zone	NOUN
eurjchem-582	223	10	diameter	diameter	NOUN
eurjchem-582	223	11	≤	≤	NOUN
eurjchem-582	223	12	2/3	2/3	NUM
eurjchem-582	223	13	of	of	ADP
eurjchem-582	223	14	mean	mean	ADJ
eurjchem-582	223	15	zone	zone	NOUN
eurjchem-582	223	16	diameter	diameter	NOUN
eurjchem-582	223	17	of	of	ADP
eurjchem-582	223	18	control	control	NOUN
eurjchem-582	223	19	.	.	PUNCT
eurjchem-582	224	1	f	f	PROPN
eurjchem-582	224	2	h	h	NOUN
eurjchem-582	224	3	:	:	PUNCT
eurjchem-582	224	4	high	high	ADJ
eurjchem-582	224	5	activity	activity	NOUN
eurjchem-582	224	6	=	=	SYM
eurjchem-582	224	7	mean	mean	NOUN
eurjchem-582	224	8	of	of	ADP
eurjchem-582	224	9	zone	zone	NOUN
eurjchem-582	224	10	diameter	diameter	NOUN
eurjchem-582	224	11	>	>	X
eurjchem-582	224	12	2/3	2/3	NUM
eurjchem-582	224	13	of	of	ADP
eurjchem-582	224	14	mean	mean	ADJ
eurjchem-582	224	15	zone	zone	NOUN
eurjchem-582	224	16	diameter	diameter	NOUN
eurjchem-582	224	17	of	of	ADP
eurjchem-582	224	18	control	control	NOUN
eurjchem-582	224	19	.	.	PUNCT
eurjchem-582	225	1	g	g	ADP
eurjchem-582	225	2	concentration	concentration	NOUN
eurjchem-582	225	3	,	,	PUNCT
eurjchem-582	225	4	mg	mg	PROPN
eurjchem-582	225	5	/	/	SYM
eurjchem-582	225	6	ml	ml	NOUN
eurjchem-582	225	7	.	.	PUNCT
eurjchem-582	226	1	h	h	PROPN
eurjchem-582	226	2	chloramphencol	chloramphencol	PROPN
eurjchem-582	226	3	in	in	ADP
eurjchem-582	226	4	the	the	DET
eurjchem-582	226	5	case	case	NOUN
eurjchem-582	226	6	of	of	ADP
eurjchem-582	226	7	gram‐positive	gram‐positive	ADJ
eurjchem-582	226	8	bacteria	bacteria	NOUN
eurjchem-582	226	9	,	,	PUNCT
eurjchem-582	226	10	cephalothin	cephalothin	VERB
eurjchem-582	226	11	in	in	ADP
eurjchem-582	226	12	the	the	DET
eurjchem-582	226	13	case	case	NOUN
eurjchem-582	226	14	of	of	ADP
eurjchem-582	226	15	gram	gram	NOUN
eurjchem-582	226	16	-	-	PUNCT
eurjchem-582	226	17	negative	negative	ADJ
eurjchem-582	226	18	bacteria	bacteria	NOUN
eurjchem-582	226	19	and	and	CCONJ
eurjchem-582	226	20	cycloheximide	cycloheximide	NOUN
eurjchem-582	226	21	in	in	ADP
eurjchem-582	226	22	the	the	DET
eurjchem-582	226	23	case	case	NOUN
eurjchem-582	226	24	of	of	ADP
eurjchem-582	226	25	fungi	fungi	PROPN
eurjchem-582	226	26	.	.	PUNCT
eurjchem-582	227	1	references	reference	NOUN
eurjchem-582	227	2	[	[	X
eurjchem-582	227	3	1	1	NUM
eurjchem-582	227	4	]	]	PUNCT
eurjchem-582	227	5	.	.	PUNCT
eurjchem-582	228	1	el‐shaaer	el‐shaaer	PROPN
eurjchem-582	228	2	,	,	PUNCT
eurjchem-582	228	3	h.	h.	PROPN
eurjchem-582	228	4	m.	m.	PROPN
eurjchem-582	228	5	;	;	PUNCT
eurjchem-582	228	6	abdel‐aziz	abdel‐aziz	PROPN
eurjchem-582	228	7	,	,	PUNCT
eurjchem-582	228	8	s.	s.	PROPN
eurjchem-582	228	9	a.	a.	PROPN
eurjchem-582	228	10	;	;	PUNCT
eurjchem-582	228	11	hanafy	hanafy	PROPN
eurjchem-582	228	12	,	,	PUNCT
eurjchem-582	228	13	f.	f.	PROPN
eurjchem-582	228	14	i.	i.	PROPN
eurjchem-582	228	15	;	;	PUNCT
eurjchem-582	228	16	ali	ali	PROPN
eurjchem-582	228	17	,	,	PUNCT
eurjchem-582	228	18	t.	t.	PROPN
eurjchem-582	228	19	e.	e.	PROPN
eurjchem-582	228	20	;	;	PUNCT
eurjchem-582	228	21	el‐fauomy	el‐fauomy	NOUN
eurjchem-582	228	22	,	,	PUNCT
eurjchem-582	228	23	a.	a.	NOUN
eurjchem-582	228	24	z.	z.	PROPN
eurjchem-582	228	25	eur	eur	PROPN
eurjchem-582	228	26	.	.	PUNCT
eurjchem-582	229	1	j.	j.	PROPN
eurjchem-582	229	2	chem	chem	PROPN
eurjchem-582	229	3	.	.	PUNCT
eurjchem-582	230	1	2011	2011	NUM
eurjchem-582	230	2	,	,	PUNCT
eurjchem-582	230	3	2(2	2(2	NUM
eurjchem-582	230	4	)	)	PUNCT
eurjchem-582	230	5	,	,	PUNCT
eurjchem-582	230	6	158‐162	158‐162	NUM
eurjchem-582	230	7	.	.	PUNCT
eurjchem-582	231	1	[	[	X
eurjchem-582	231	2	2	2	NUM
eurjchem-582	231	3	]	]	PUNCT
eurjchem-582	231	4	.	.	PUNCT
eurjchem-582	232	1	el‐shaaer	el‐shaaer	PROPN
eurjchem-582	232	2	,	,	PUNCT
eurjchem-582	232	3	h.	h.	PROPN
eurjchem-582	232	4	m.	m.	PROPN
eurjchem-582	232	5	eur	eur	PROPN
eurjchem-582	232	6	.	.	PUNCT
eurjchem-582	233	1	j.	j.	PROPN
eurjchem-582	233	2	chem	chem	PROPN
eurjchem-582	233	3	.	.	PUNCT
eurjchem-582	234	1	2012	2012	NUM
eurjchem-582	234	2	,	,	PUNCT
eurjchem-582	234	3	3(1	3(1	NUM
eurjchem-582	234	4	)	)	PUNCT
eurjchem-582	234	5	,	,	PUNCT
eurjchem-582	234	6	51‐56	51‐56	NUM
eurjchem-582	234	7	.	.	PUNCT
eurjchem-582	235	1	[	[	X
eurjchem-582	235	2	3	3	NUM
eurjchem-582	235	3	]	]	PUNCT
eurjchem-582	235	4	.	.	PUNCT
eurjchem-582	235	5	ali	ali	PROPN
eurjchem-582	235	6	,	,	PUNCT
eurjchem-582	235	7	t.	t.	PROPN
eurjchem-582	235	8	e.	e.	PROPN
eurjchem-582	235	9	;	;	PUNCT
eurjchem-582	235	10	abdel‐aziz	abdel‐aziz	PROPN
eurjchem-582	235	11	,	,	PUNCT
eurjchem-582	235	12	s.	s.	PROPN
eurjchem-582	235	13	a.	a.	PROPN
eurjchem-582	235	14	;	;	PUNCT
eurjchem-582	235	15	el‐shaaer	el‐shaaer	PROPN
eurjchem-582	235	16	,	,	PUNCT
eurjchem-582	235	17	h.	h.	PROPN
eurjchem-582	235	18	m.	m.	NOUN
eurjchem-582	235	19	;	;	PUNCT
eurjchem-582	235	20	hanafy	hanafy	PROPN
eurjchem-582	235	21	,	,	PUNCT
eurjchem-582	235	22	f.	f.	PROPN
eurjchem-582	235	23	i.	i.	PROPN
eurjchem-582	235	24	;	;	PUNCT
eurjchem-582	235	25	el‐fauomy	el‐fauomy	NOUN
eurjchem-582	235	26	,	,	PUNCT
eurjchem-582	235	27	a.	a.	NOUN
eurjchem-582	235	28	z.	z.	PROPN
eurjchem-582	235	29	phosphorus	phosphorus	PROPN
eurjchem-582	235	30	,	,	PUNCT
eurjchem-582	235	31	sulfur	sulfur	NOUN
eurjchem-582	235	32	,	,	PUNCT
eurjchem-582	235	33	and	and	CCONJ
eurjchem-582	235	34	silicon	silicon	NOUN
eurjchem-582	235	35	2008	2008	NUM
eurjchem-582	235	36	,	,	PUNCT
eurjchem-582	235	37	183	183	NUM
eurjchem-582	235	38	,	,	PUNCT
eurjchem-582	235	39	2139‐2160	2139‐2160	NUM
eurjchem-582	235	40	.	.	PUNCT
eurjchem-582	236	1	[	[	X
eurjchem-582	236	2	4	4	NUM
eurjchem-582	236	3	]	]	PUNCT
eurjchem-582	236	4	.	.	PUNCT
eurjchem-582	237	1	ali	ali	PROPN
eurjchem-582	237	2	,	,	PUNCT
eurjchem-582	237	3	t.	t.	PROPN
eurjchem-582	237	4	e.	e.	PROPN
eurjchem-582	237	5	;	;	PUNCT
eurjchem-582	237	6	abdel‐aziz	abdel‐aziz	PROPN
eurjchem-582	237	7	,	,	PUNCT
eurjchem-582	237	8	s.	s.	PROPN
eurjchem-582	237	9	a.	a.	PROPN
eurjchem-582	237	10	;	;	PUNCT
eurjchem-582	237	11	el‐shaaer	el‐shaaer	PROPN
eurjchem-582	237	12	,	,	PUNCT
eurjchem-582	237	13	h.	h.	PROPN
eurjchem-582	237	14	m.	m.	NOUN
eurjchem-582	237	15	;	;	PUNCT
eurjchem-582	237	16	hanafy	hanafy	PROPN
eurjchem-582	237	17	,	,	PUNCT
eurjchem-582	237	18	f.	f.	PROPN
eurjchem-582	237	19	i.	i.	PROPN
eurjchem-582	237	20	;	;	PUNCT
eurjchem-582	237	21	el‐fauomy	el‐fauomy	NOUN
eurjchem-582	237	22	,	,	PUNCT
eurjchem-582	237	23	a.	a.	NOUN
eurjchem-582	237	24	z.	z.	PROPN
eurjchem-582	237	25	turk	turk	PROPN
eurjchem-582	237	26	.	.	PUNCT
eurjchem-582	238	1	j.	j.	PROPN
eurjchem-582	238	2	chem	chem	PROPN
eurjchem-582	238	3	.	.	PUNCT
eurjchem-582	239	1	2008	2008	NUM
eurjchem-582	239	2	,	,	PUNCT
eurjchem-582	239	3	32	32	NUM
eurjchem-582	239	4	,	,	PUNCT
eurjchem-582	239	5	365‐374	365‐374	NUM
eurjchem-582	239	6	.	.	PUNCT
eurjchem-582	240	1	[	[	X
eurjchem-582	240	2	5	5	NUM
eurjchem-582	240	3	]	]	PUNCT
eurjchem-582	240	4	.	.	PUNCT
eurjchem-582	240	5	el‐sayed	el‐saye	VERB
eurjchem-582	240	6	,	,	PUNCT
eurjchem-582	240	7	a.	a.	NOUN
eurjchem-582	240	8	m.	m.	NOUN
eurjchem-582	240	9	;	;	PUNCT
eurjchem-582	240	10	abdallah	abdallah	PROPN
eurjchem-582	240	11	,	,	PUNCT
eurjchem-582	240	12	o.	o.	NOUN
eurjchem-582	240	13	a.	a.	NOUN
eurjchem-582	240	14	phosphorus	phosphorus	NOUN
eurjchem-582	240	15	,	,	PUNCT
eurjchem-582	240	16	sulfur	sulfur	NOUN
eurjchem-582	240	17	,	,	PUNCT
eurjchem-582	240	18	and	and	CCONJ
eurjchem-582	240	19	silicon	silicon	NOUN
eurjchem-582	240	20	2001	2001	NUM
eurjchem-582	240	21	,	,	PUNCT
eurjchem-582	240	22	170	170	NUM
eurjchem-582	240	23	,	,	PUNCT
eurjchem-582	240	24	75‐86	75‐86	NOUN
eurjchem-582	240	25	.	.	PUNCT
eurjchem-582	241	1	[	[	X
eurjchem-582	241	2	6	6	NUM
eurjchem-582	241	3	]	]	PUNCT
eurjchem-582	241	4	.	.	PUNCT
eurjchem-582	242	1	el‐shaaer	el‐shaaer	PROPN
eurjchem-582	242	2	,	,	PUNCT
eurjchem-582	242	3	h.	h.	PROPN
eurjchem-582	242	4	m.	m.	PROPN
eurjchem-582	242	5	;	;	PUNCT
eurjchem-582	242	6	foltinova	foltinova	PROPN
eurjchem-582	242	7	,	,	PUNCT
eurjchem-582	242	8	p.	p.	NOUN
eurjchem-582	242	9	;	;	PUNCT
eurjchem-582	242	10	lacova	lacova	PROPN
eurjchem-582	242	11	,	,	PUNCT
eurjchem-582	242	12	m.	m.	NOUN
eurjchem-582	242	13	;	;	PUNCT
eurjchem-582	242	14	chovancova	chovancova	PROPN
eurjchem-582	242	15	,	,	PUNCT
eurjchem-582	242	16	j.	j.	PROPN
eurjchem-582	242	17	;	;	PUNCT
eurjchem-582	242	18	stankovicova	stankovicova	PROPN
eurjchem-582	242	19	,	,	PUNCT
eurjchem-582	242	20	h.	h.	PROPN
eurjchem-582	242	21	il	il	PROPN
eurjchem-582	242	22	farmaco	farmaco	PROPN
eurjchem-582	242	23	1998	1998	NUM
eurjchem-582	242	24	,	,	PUNCT
eurjchem-582	242	25	53	53	NUM
eurjchem-582	242	26	,	,	PUNCT
eurjchem-582	242	27	224‐232	224‐232	NUM
eurjchem-582	242	28	.	.	PUNCT
eurjchem-582	243	1	[	[	X
eurjchem-582	243	2	7	7	NUM
eurjchem-582	243	3	]	]	PUNCT
eurjchem-582	243	4	.	.	PUNCT
eurjchem-582	244	1	gasparova	gasparova	PROPN
eurjchem-582	244	2	,	,	PUNCT
eurjchem-582	244	3	r.	r.	PROPN
eurjchem-582	244	4	;	;	PUNCT
eurjchem-582	244	5	lacova	lacova	PROPN
eurjchem-582	244	6	,	,	PUNCT
eurjchem-582	244	7	m.	m.	NOUN
eurjchem-582	244	8	;	;	PUNCT
eurjchem-582	244	9	el‐shaaer	el‐shaaer	PROPN
eurjchem-582	244	10	,	,	PUNCT
eurjchem-582	244	11	h.	h.	PROPN
eurjchem-582	244	12	m.	m.	PROPN
eurjchem-582	244	13	;	;	PUNCT
eurjchem-582	244	14	odlerova	odlerova	PROPN
eurjchem-582	244	15	,	,	PUNCT
eurjchem-582	244	16	z.	z.	PROPN
eurjchem-582	244	17	il	il	PROPN
eurjchem-582	244	18	farmaco	farmaco	PROPN
eurjchem-582	244	19	1997	1997	NUM
eurjchem-582	244	20	,	,	PUNCT
eurjchem-582	244	21	52	52	NUM
eurjchem-582	244	22	,	,	PUNCT
eurjchem-582	244	23	251‐253	251‐253	NUM
eurjchem-582	244	24	.	.	PUNCT
eurjchem-582	245	1	[	[	X
eurjchem-582	245	2	8	8	NUM
eurjchem-582	245	3	]	]	PUNCT
eurjchem-582	245	4	.	.	PUNCT
eurjchem-582	245	5	manolov	manolov	PROPN
eurjchem-582	245	6	,	,	PUNCT
eurjchem-582	245	7	i.	i.	PROPN
eurjchem-582	245	8	;	;	PUNCT
eurjchem-582	245	9	maichle‐moessmer	maichle‐moessmer	PROPN
eurjchem-582	245	10	,	,	PUNCT
eurjchem-582	245	11	c.	c.	PROPN
eurjchem-582	245	12	;	;	PUNCT
eurjchem-582	245	13	danchev	danchev	PROPN
eurjchem-582	245	14	,	,	PUNCT
eurjchem-582	245	15	n.	n.	PROPN
eurjchem-582	245	16	eur	eur	PROPN
eurjchem-582	245	17	.	.	PUNCT
eurjchem-582	246	1	j.	j.	PROPN
eurjchem-582	246	2	med	med	PROPN
eurjchem-582	246	3	.	.	PROPN
eurjchem-582	246	4	chem	chem	PROPN
eurjchem-582	246	5	.	.	PUNCT
eurjchem-582	247	1	2006	2006	NUM
eurjchem-582	247	2	,	,	PUNCT
eurjchem-582	247	3	41	41	NUM
eurjchem-582	247	4	,	,	PUNCT
eurjchem-582	247	5	882‐890	882‐890	NOUN
eurjchem-582	247	6	.	.	PUNCT
eurjchem-582	248	1	[	[	X
eurjchem-582	248	2	9	9	NUM
eurjchem-582	248	3	]	]	PUNCT
eurjchem-582	248	4	.	.	PUNCT
eurjchem-582	248	5	manolov	manolov	PROPN
eurjchem-582	248	6	,	,	PUNCT
eurjchem-582	248	7	i.	i.	PROPN
eurjchem-582	248	8	;	;	PUNCT
eurjchem-582	248	9	maichle‐moessmer	maichle‐moessmer	PROPN
eurjchem-582	248	10	,	,	PUNCT
eurjchem-582	248	11	c.	c.	PROPN
eurjchem-582	248	12	;	;	PUNCT
eurjchem-582	248	13	nicolova	nicolova	PROPN
eurjchem-582	248	14	,	,	PUNCT
eurjchem-582	248	15	i.	i.	PROPN
eurjchem-582	248	16	;	;	PUNCT
eurjchem-582	248	17	danchev	danchev	PROPN
eurjchem-582	248	18	,	,	PUNCT
eurjchem-582	248	19	n.	n.	PROPN
eurjchem-582	248	20	arch	arch	NOUN
eurjchem-582	248	21	.	.	PUNCT
eurjchem-582	249	1	pharm	pharm	NOUN
eurjchem-582	249	2	.	.	PUNCT
eurjchem-582	250	1	2006	2006	NUM
eurjchem-582	250	2	,	,	PUNCT
eurjchem-582	250	3	336	336	NUM
eurjchem-582	250	4	,	,	PUNCT
eurjchem-582	250	5	319‐326	319‐326	NUM
eurjchem-582	250	6	.	.	PUNCT
eurjchem-582	251	1	[	[	X
eurjchem-582	251	2	10	10	NUM
eurjchem-582	251	3	]	]	PUNCT
eurjchem-582	251	4	.	.	PUNCT
eurjchem-582	251	5	jackson	jackson	PROPN
eurjchem-582	251	6	,	,	PUNCT
eurjchem-582	251	7	s.	s.	PROPN
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eurjchem-582	251	9	;	;	PUNCT
eurjchem-582	251	10	sahni	sahni	PROPN
eurjchem-582	251	11	,	,	PUNCT
eurjchem-582	251	12	s.	s.	PROPN
eurjchem-582	251	13	;	;	PUNCT
eurjchem-582	251	14	lee	lee	PROPN
eurjchem-582	251	15	,	,	PUNCT
eurjchem-582	251	16	l.	l.	PROPN
eurjchem-582	251	17	;	;	PUNCT
eurjchem-582	251	18	luo	luo	PROPN
eurjchem-582	251	19	,	,	PUNCT
eurjchem-582	251	20	y.	y.	NOUN
eurjchem-582	251	21	;	;	PUNCT
eurjchem-582	251	22	nieduzak	nieduzak	ADV
eurjchem-582	251	23	,	,	PUNCT
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eurjchem-582	251	27	.	.	PUNCT
eurjchem-582	252	1	med	med	PROPN
eurjchem-582	252	2	.	.	PROPN
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eurjchem-582	252	4	.	.	PUNCT
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eurjchem-582	253	2	,	,	PUNCT
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eurjchem-582	253	4	,	,	PUNCT
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eurjchem-582	253	6	.	.	PUNCT
eurjchem-582	254	1	[	[	X
eurjchem-582	254	2	11	11	NUM
eurjchem-582	254	3	]	]	PUNCT
eurjchem-582	254	4	.	.	PUNCT
eurjchem-582	255	1	choudhary	choudhary	PROPN
eurjchem-582	255	2	,	,	PUNCT
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eurjchem-582	255	4	;	;	PUNCT
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eurjchem-582	255	8	;	;	PUNCT
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eurjchem-582	255	10	,	,	PUNCT
eurjchem-582	255	11	k.	k.	PROPN
eurjchem-582	255	12	;	;	PUNCT
eurjchem-582	255	13	jalil	jalil	PROPN
eurjchem-582	255	14	,	,	PUNCT
eurjchem-582	255	15	s.	s.	PROPN
eurjchem-582	255	16	;	;	PUNCT
eurjchem-582	255	17	iqbal	iqbal	PROPN
eurjchem-582	255	18	,	,	PUNCT
eurjchem-582	255	19	s.	s.	PROPN
eurjchem-582	255	20	;	;	PUNCT
eurjchem-582	255	21	rahman	rahman	PROPN
eurjchem-582	255	22	,	,	PUNCT
eurjchem-582	255	23	a.	a.	NOUN
eurjchem-582	255	24	bioorg	bioorg	PROPN
eurjchem-582	255	25	.	.	PUNCT
eurjchem-582	256	1	med	med	PROPN
eurjchem-582	256	2	.	.	PROPN
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eurjchem-582	256	4	.	.	PUNCT
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eurjchem-582	257	2	,	,	PUNCT
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eurjchem-582	257	4	,	,	PUNCT
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eurjchem-582	257	6	.	.	PUNCT
eurjchem-582	258	1	[	[	X
eurjchem-582	258	2	12	12	NUM
eurjchem-582	258	3	]	]	PUNCT
eurjchem-582	258	4	.	.	PUNCT
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eurjchem-582	259	4	;	;	PUNCT
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eurjchem-582	259	6	,	,	PUNCT
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eurjchem-582	259	8	;	;	PUNCT
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eurjchem-582	259	10	,	,	PUNCT
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eurjchem-582	259	12	;	;	PUNCT
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eurjchem-582	259	14	,	,	PUNCT
eurjchem-582	259	15	g.	g.	PROPN
eurjchem-582	259	16	;	;	PUNCT
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eurjchem-582	259	20	;	;	PUNCT
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eurjchem-582	259	22	,	,	PUNCT
eurjchem-582	259	23	m.	m.	NOUN
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eurjchem-582	259	25	.	.	PUNCT
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eurjchem-582	260	2	.	.	PUNCT
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eurjchem-582	261	2	,	,	PUNCT
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eurjchem-582	261	4	,	,	PUNCT
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eurjchem-582	261	6	.	.	PUNCT
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eurjchem-582	262	3	]	]	SYM
eurjchem-582	262	4	.	.	PUNCT
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eurjchem-582	262	6	,	,	PUNCT
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eurjchem-582	262	10	;	;	PUNCT
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eurjchem-582	262	13	g.	g.	PROPN
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eurjchem-582	262	16	,	,	PUNCT
eurjchem-582	262	17	s.	s.	PROPN
eurjchem-582	262	18	;	;	PUNCT
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eurjchem-582	262	20	,	,	PUNCT
eurjchem-582	262	21	k.	k.	PROPN
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eurjchem-582	262	23	;	;	PUNCT
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eurjchem-582	262	25	,	,	PUNCT
eurjchem-582	262	26	g.	g.	PROPN
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eurjchem-582	262	28	.	.	PUNCT
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eurjchem-582	263	4	.	.	PUNCT
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eurjchem-582	264	2	.	.	PUNCT
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eurjchem-582	265	2	,	,	PUNCT
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eurjchem-582	265	4	,	,	PUNCT
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eurjchem-582	265	6	.	.	PUNCT
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eurjchem-582	266	4	.	.	PUNCT
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eurjchem-582	267	2	,	,	PUNCT
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eurjchem-582	267	4	;	;	PUNCT
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eurjchem-582	267	6	,	,	PUNCT
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eurjchem-582	267	8	;	;	PUNCT
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eurjchem-582	267	11	y.	y.	PROPN
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eurjchem-582	267	13	;	;	PUNCT
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eurjchem-582	267	23	;	;	PUNCT
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eurjchem-582	267	31	.	.	PUNCT
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eurjchem-582	268	2	.	.	PUNCT
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eurjchem-582	268	4	,	,	PUNCT
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eurjchem-582	268	6	,	,	PUNCT
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eurjchem-582	269	4	.	.	PUNCT
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eurjchem-582	270	4	;	;	PUNCT
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eurjchem-582	270	6	,	,	PUNCT
eurjchem-582	270	7	r.	r.	PROPN
eurjchem-582	270	8	;	;	PUNCT
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eurjchem-582	270	10	,	,	PUNCT
eurjchem-582	270	11	p.	p.	PROPN
eurjchem-582	270	12	;	;	PUNCT
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eurjchem-582	270	14	,	,	PUNCT
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eurjchem-582	270	27	.	.	PUNCT
eurjchem-582	271	1	[	[	X
eurjchem-582	271	2	16	16	NUM
eurjchem-582	271	3	]	]	PUNCT
eurjchem-582	271	4	.	.	PUNCT
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eurjchem-582	271	8	;	;	PUNCT
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eurjchem-582	271	10	,	,	PUNCT
eurjchem-582	271	11	j.	j.	PROPN
eurjchem-582	271	12	;	;	PUNCT
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eurjchem-582	271	14	,	,	PUNCT
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eurjchem-582	271	16	;	;	PUNCT
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eurjchem-582	271	20	;	;	PUNCT
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eurjchem-582	271	22	,	,	PUNCT
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eurjchem-582	271	27	.	.	PUNCT
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eurjchem-582	272	2	.	.	PUNCT
eurjchem-582	273	1	a	a	DET
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eurjchem-582	273	3	,	,	PUNCT
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eurjchem-582	273	5	,	,	PUNCT
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eurjchem-582	273	7	.	.	PUNCT
eurjchem-582	274	1	[	[	X
eurjchem-582	274	2	17	17	NUM
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eurjchem-582	274	4	.	.	PUNCT
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eurjchem-582	275	2	,	,	PUNCT
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eurjchem-582	275	5	;	;	PUNCT
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eurjchem-582	275	13	;	;	PUNCT
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eurjchem-582	275	17	;	;	PUNCT
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eurjchem-582	275	20	z.	z.	PROPN
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eurjchem-582	275	22	.	.	PUNCT
eurjchem-582	276	1	chem	chem	PROPN
eurjchem-582	276	2	.	.	PUNCT
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eurjchem-582	277	2	,	,	PUNCT
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eurjchem-582	277	4	,	,	PUNCT
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eurjchem-582	277	6	.	.	PUNCT
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eurjchem-582	278	4	.	.	PUNCT
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eurjchem-582	279	3	a.	a.	PROPN
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eurjchem-582	279	5	;	;	PUNCT
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eurjchem-582	279	21	.	.	PUNCT
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