id	sid	tid	token	lemma	pos
eurjchem-592	1	1	untitled	untitle	VERB
eurjchem-592	1	2	european	european	PROPN
eurjchem-592	1	3	journal	journal	PROPN
eurjchem-592	1	4	of	of	ADP
eurjchem-592	1	5	chemistry	chemistry	NOUN
eurjchem-592	1	6	3	3	NUM
eurjchem-592	1	7	(	(	PUNCT
eurjchem-592	1	8	2	2	NUM
eurjchem-592	1	9	)	)	PUNCT
eurjchem-592	1	10	(	(	PUNCT
eurjchem-592	1	11	2012	2012	NUM
eurjchem-592	1	12	)	)	PUNCT
eurjchem-592	1	13	220‐227	220‐227	PROPN
eurjchem-592	1	14	european	european	PROPN
eurjchem-592	1	15	journal	journal	PROPN
eurjchem-592	1	16	of	of	ADP
eurjchem-592	1	17	chemistry	chemistry	NOUN
eurjchem-592	1	18	issn	issn	PROPN
eurjchem-592	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-592	1	20	(	(	PUNCT
eurjchem-592	1	21	print	print	NOUN
eurjchem-592	1	22	)	)	PUNCT
eurjchem-592	1	23	/	/	SYM
eurjchem-592	1	24	issn	issn	PROPN
eurjchem-592	1	25	2153‐2257	2153‐2257	NUM
eurjchem-592	1	26	(	(	PUNCT
eurjchem-592	1	27	online	online	ADJ
eurjchem-592	1	28	)	)	PUNCT
eurjchem-592	1	29			NOUN
eurjchem-592	1	30	2012	2012	NUM
eurjchem-592	1	31	eurjchem	eurjchem	PROPN
eurjchem-592	1	32	doi:10.5155	doi:10.5155	ADJ
eurjchem-592	1	33	/	/	SYM
eurjchem-592	1	34	eurjchem.3.2.220‐227.592	eurjchem.3.2.220‐227.592	NOUN
eurjchem-592	1	35	european	european	ADJ
eurjchem-592	1	36	journal	journal	PROPN
eurjchem-592	1	37	of	of	ADP
eurjchem-592	1	38	chemistry	chemistry	PROPN
eurjchem-592	1	39	journal	journal	PROPN
eurjchem-592	1	40	homepage	homepage	NOUN
eurjchem-592	1	41	:	:	PUNCT
eurjchem-592	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-592	1	43	synthesis	synthesis	NOUN
eurjchem-592	1	44	,	,	PUNCT
eurjchem-592	1	45	structure	structure	NOUN
eurjchem-592	1	46	characterization	characterization	NOUN
eurjchem-592	1	47	and	and	CCONJ
eurjchem-592	1	48	biological	biological	ADJ
eurjchem-592	1	49	evaluation	evaluation	NOUN
eurjchem-592	1	50	of	of	ADP
eurjchem-592	1	51	new	new	ADJ
eurjchem-592	1	52	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	NUM
eurjchem-592	1	53	derivatives	derivative	NOUN
eurjchem-592	1	54	marwa	marwa	PROPN
eurjchem-592	1	55	sayed	sayed	PROPN
eurjchem-592	1	56	salema	salema	PROPN
eurjchem-592	1	57	,	,	PUNCT
eurjchem-592	1	58	*	*	PROPN
eurjchem-592	1	59	,	,	PUNCT
eurjchem-592	1	60	magda	magda	PROPN
eurjchem-592	1	61	ismail	ismail	PROPN
eurjchem-592	1	62	marzouka	marzouka	PROPN
eurjchem-592	1	63	,	,	PUNCT
eurjchem-592	1	64	salma	salma	PROPN
eurjchem-592	1	65	nasser	nasser	PROPN
eurjchem-592	1	66	alib	alib	PROPN
eurjchem-592	1	67	and	and	CCONJ
eurjchem-592	1	68	hassan	hassan	PROPN
eurjchem-592	1	69	mohamed	mohamed	PROPN
eurjchem-592	1	70	fawzy	fawzy	PROPN
eurjchem-592	1	71	madkoura	madkoura	PROPN
eurjchem-592	1	72	a	a	DET
eurjchem-592	1	73	synthetic	synthetic	ADJ
eurjchem-592	1	74	organic	organic	ADJ
eurjchem-592	1	75	chemistry	chemistry	NOUN
eurjchem-592	1	76	laboratory	laboratory	NOUN
eurjchem-592	1	77	,	,	PUNCT
eurjchem-592	1	78	chemistry	chemistry	NOUN
eurjchem-592	1	79	department	department	NOUN
eurjchem-592	1	80	,	,	PUNCT
eurjchem-592	1	81	faculty	faculty	NOUN
eurjchem-592	1	82	of	of	ADP
eurjchem-592	1	83	science	science	NOUN
eurjchem-592	1	84	,	,	PUNCT
eurjchem-592	1	85	ain	ain	PROPN
eurjchem-592	1	86	shams	shams	PROPN
eurjchem-592	1	87	university	university	PROPN
eurjchem-592	1	88	,	,	PUNCT
eurjchem-592	1	89	abbasiya	abbasiya	NOUN
eurjchem-592	1	90	,	,	PUNCT
eurjchem-592	1	91	cairo	cairo	PROPN
eurjchem-592	1	92	,	,	PUNCT
eurjchem-592	1	93	11566	11566	NUM
eurjchem-592	1	94	,	,	PUNCT
eurjchem-592	1	95	egypt	egypt	PROPN
eurjchem-592	1	96	b	b	PROPN
eurjchem-592	1	97	chemistry	chemistry	NOUN
eurjchem-592	1	98	department	department	NOUN
eurjchem-592	1	99	,	,	PUNCT
eurjchem-592	1	100	faculty	faculty	NOUN
eurjchem-592	1	101	of	of	ADP
eurjchem-592	1	102	science	science	NOUN
eurjchem-592	1	103	,	,	PUNCT
eurjchem-592	1	104	7th	7th	ADJ
eurjchem-592	1	105	october	october	PROPN
eurjchem-592	1	106	university	university	PROPN
eurjchem-592	1	107	,	,	PUNCT
eurjchem-592	1	108	bani	bani	PROPN
eurjchem-592	1	109	walid	walid	PROPN
eurjchem-592	1	110	,	,	PUNCT
eurjchem-592	1	111	2478	2478	NUM
eurjchem-592	1	112	,	,	PUNCT
eurjchem-592	1	113	libya	libya	PROPN
eurjchem-592	1	114	*	*	PUNCT
eurjchem-592	1	115	corresponding	correspond	VERB
eurjchem-592	1	116	author	author	NOUN
eurjchem-592	1	117	at	at	ADP
eurjchem-592	1	118	:	:	PUNCT
eurjchem-592	1	119	synthetic	synthetic	ADJ
eurjchem-592	1	120	organic	organic	ADJ
eurjchem-592	1	121	chemistry	chemistry	NOUN
eurjchem-592	1	122	laboratory	laboratory	NOUN
eurjchem-592	1	123	,	,	PUNCT
eurjchem-592	1	124	chemistry	chemistry	NOUN
eurjchem-592	1	125	department	department	NOUN
eurjchem-592	1	126	,	,	PUNCT
eurjchem-592	1	127	faculty	faculty	NOUN
eurjchem-592	1	128	of	of	ADP
eurjchem-592	1	129	science	science	NOUN
eurjchem-592	1	130	,	,	PUNCT
eurjchem-592	1	131	ain	ain	PROPN
eurjchem-592	1	132	shams	shams	PROPN
eurjchem-592	1	133	university	university	PROPN
eurjchem-592	1	134	,	,	PUNCT
eurjchem-592	1	135	abbasiya	abbasiya	NOUN
eurjchem-592	1	136	,	,	PUNCT
eurjchem-592	1	137	cairo	cairo	PROPN
eurjchem-592	1	138	,	,	PUNCT
eurjchem-592	1	139	11566	11566	NUM
eurjchem-592	1	140	,	,	PUNCT
eurjchem-592	1	141	egypt	egypt	PROPN
eurjchem-592	1	142	.	.	PUNCT
eurjchem-592	2	1	tel	tel	PROPN
eurjchem-592	2	2	.	.	PUNCT
eurjchem-592	2	3	:	:	PUNCT
eurjchem-592	3	1	+202.24831836	+202.24831836	X
eurjchem-592	3	2	;	;	PUNCT
eurjchem-592	3	3	fax	fax	NOUN
eurjchem-592	3	4	:	:	PUNCT
eurjchem-592	3	5	+202.24831836	+202.24831836	PROPN
eurjchem-592	3	6	.	.	PUNCT
eurjchem-592	3	7	e‐mail	e‐mail	PUNCT
eurjchem-592	3	8	address	address	NOUN
eurjchem-592	3	9	:	:	PUNCT
eurjchem-592	3	10	marwa_k@sci.asu.edu.eg	marwa_k@sci.asu.edu.eg	X
eurjchem-592	3	11	(	(	PUNCT
eurjchem-592	3	12	m.s	m.s	PROPN
eurjchem-592	3	13	.	.	PROPN
eurjchem-592	3	14	salem	salem	PROPN
eurjchem-592	3	15	)	)	PUNCT
eurjchem-592	3	16	.	.	PUNCT
eurjchem-592	4	1	article	article	NOUN
eurjchem-592	4	2	information	information	PROPN
eurjchem-592	4	3	abstract	abstract	ADV
eurjchem-592	4	4	received	receive	VERB
eurjchem-592	4	5	:	:	PUNCT
eurjchem-592	4	6	04	04	NUM
eurjchem-592	4	7	february	february	NOUN
eurjchem-592	4	8	2012	2012	NUM
eurjchem-592	4	9	received	receive	VERB
eurjchem-592	4	10	in	in	ADP
eurjchem-592	4	11	revised	revise	VERB
eurjchem-592	4	12	form	form	NOUN
eurjchem-592	4	13	:	:	PUNCT
eurjchem-592	4	14	22	22	NUM
eurjchem-592	4	15	march	march	NOUN
eurjchem-592	4	16	2012	2012	NUM
eurjchem-592	4	17	accepted	accept	VERB
eurjchem-592	4	18	:	:	PUNCT
eurjchem-592	4	19	22	22	NUM
eurjchem-592	4	20	march	march	PROPN
eurjchem-592	4	21	2012	2012	NUM
eurjchem-592	4	22	online	online	NOUN
eurjchem-592	4	23	:	:	PUNCT
eurjchem-592	4	24	30	30	NUM
eurjchem-592	4	25	june	june	PROPN
eurjchem-592	4	26	2012	2012	NUM
eurjchem-592	4	27	keywords	keyword	VERB
eurjchem-592	4	28	the	the	DET
eurjchem-592	4	29	typical	typical	ADJ
eurjchem-592	4	30	active	active	ADJ
eurjchem-592	4	31	methyl	methyl	NOUN
eurjchem-592	4	32	functionality	functionality	NOUN
eurjchem-592	4	33	of	of	ADP
eurjchem-592	4	34	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	NUM
eurjchem-592	4	35	is	be	AUX
eurjchem-592	4	36	utilized	utilize	VERB
eurjchem-592	4	37	to	to	PART
eurjchem-592	4	38	obtain	obtain	VERB
eurjchem-592	4	39	2‐styrylchromones	2‐styrylchromone	NOUN
eurjchem-592	4	40	,	,	PUNCT
eurjchem-592	4	41	pyruvate	pyruvate	NOUN
eurjchem-592	4	42	ester	ester	NOUN
eurjchem-592	4	43	and	and	CCONJ
eurjchem-592	4	44	phthalide	phthalide	NOUN
eurjchem-592	4	45	via	via	ADP
eurjchem-592	4	46	reactions	reaction	NOUN
eurjchem-592	4	47	with	with	ADP
eurjchem-592	4	48	aromatic	aromatic	ADJ
eurjchem-592	4	49	carboxaldehydes	carboxaldehyde	NOUN
eurjchem-592	4	50	,	,	PUNCT
eurjchem-592	4	51	diethyl	diethyl	NOUN
eurjchem-592	4	52	oxalate	oxalate	NOUN
eurjchem-592	4	53	and	and	CCONJ
eurjchem-592	4	54	phthalic	phthalic	ADJ
eurjchem-592	4	55	anhydride	anhydride	NOUN
eurjchem-592	4	56	respectively	respectively	ADV
eurjchem-592	4	57	.	.	PUNCT
eurjchem-592	5	1	the	the	DET
eurjchem-592	5	2	phthalide	phthalide	NOUN
eurjchem-592	5	3	provides	provide	VERB
eurjchem-592	5	4	illustrative	illustrative	ADJ
eurjchem-592	5	5	example	example	NOUN
eurjchem-592	5	6	to	to	PART
eurjchem-592	5	7	convert	convert	VERB
eurjchem-592	5	8	a	a	DET
eurjchem-592	5	9	heterocyclic	heterocyclic	ADJ
eurjchem-592	5	10	compound	compound	NOUN
eurjchem-592	5	11	to	to	ADP
eurjchem-592	5	12	an	an	DET
eurjchem-592	5	13	aliphatic	aliphatic	ADJ
eurjchem-592	5	14	one	one	NOUN
eurjchem-592	5	15	via	via	ADP
eurjchem-592	5	16	the	the	DET
eurjchem-592	5	17	effect	effect	NOUN
eurjchem-592	5	18	of	of	ADP
eurjchem-592	5	19	alcoholic	alcoholic	ADJ
eurjchem-592	5	20	sodium	sodium	NOUN
eurjchem-592	5	21	methoxide	methoxide	NOUN
eurjchem-592	5	22	.	.	PUNCT
eurjchem-592	6	1	bromination	bromination	NOUN
eurjchem-592	6	2	and	and	CCONJ
eurjchem-592	6	3	cycloaddition	cycloaddition	NOUN
eurjchem-592	6	4	reactions	reaction	NOUN
eurjchem-592	6	5	of	of	ADP
eurjchem-592	6	6	2‐styrylchromones	2‐styrylchromone	NOUN
eurjchem-592	6	7	afford	afford	VERB
eurjchem-592	6	8	vicinal	vicinal	ADJ
eurjchem-592	6	9	dibromide	dibromide	NOUN
eurjchem-592	6	10	and	and	CCONJ
eurjchem-592	6	11	adducts	adduct	VERB
eurjchem-592	6	12	respectively	respectively	ADV
eurjchem-592	6	13	.	.	PUNCT
eurjchem-592	7	1	this	this	DET
eurjchem-592	7	2	work	work	NOUN
eurjchem-592	7	3	presents	present	VERB
eurjchem-592	7	4	to	to	ADP
eurjchem-592	7	5	the	the	DET
eurjchem-592	7	6	art	art	NOUN
eurjchem-592	7	7	a	a	DET
eurjchem-592	7	8	typical	typical	ADJ
eurjchem-592	7	9	example	example	NOUN
eurjchem-592	7	10	of	of	ADP
eurjchem-592	7	11	heterocyclic	heterocyclic	ADJ
eurjchem-592	7	12	systems	system	NOUN
eurjchem-592	7	13	transformations	transformation	NOUN
eurjchem-592	7	14	through	through	ADP
eurjchem-592	7	15	the	the	DET
eurjchem-592	7	16	conversion	conversion	NOUN
eurjchem-592	7	17	of	of	ADP
eurjchem-592	7	18	the	the	DET
eurjchem-592	7	19	starting	starting	NOUN
eurjchem-592	7	20	chromone	chromone	NOUN
eurjchem-592	7	21	to	to	PART
eurjchem-592	7	22	coumarin	coumarin	NOUN
eurjchem-592	7	23	under	under	ADP
eurjchem-592	7	24	the	the	DET
eurjchem-592	7	25	influence	influence	NOUN
eurjchem-592	7	26	of	of	ADP
eurjchem-592	7	27	thionyl	thionyl	ADJ
eurjchem-592	7	28	chloride	chloride	NOUN
eurjchem-592	7	29	followed	follow	VERB
eurjchem-592	7	30	by	by	ADP
eurjchem-592	7	31	aqueous	aqueous	ADJ
eurjchem-592	7	32	potassium	potassium	NOUN
eurjchem-592	7	33	hydroxide	hydroxide	NOUN
eurjchem-592	7	34	.	.	PUNCT
eurjchem-592	8	1	some	some	DET
eurjchem-592	8	2	heterocyclic	heterocyclic	ADJ
eurjchem-592	8	3	systems	system	NOUN
eurjchem-592	8	4	like	like	ADP
eurjchem-592	8	5	pyrazole	pyrazole	NOUN
eurjchem-592	8	6	,	,	PUNCT
eurjchem-592	8	7	isoxazol	isoxazol	VERB
eurjchem-592	8	8	and	and	CCONJ
eurjchem-592	8	9	quinolinone	quinolinone	NOUN
eurjchem-592	8	10	are	be	AUX
eurjchem-592	8	11	obtained	obtain	VERB
eurjchem-592	8	12	from	from	ADP
eurjchem-592	8	13	the	the	DET
eurjchem-592	8	14	target	target	NOUN
eurjchem-592	8	15	chromone	chromone	NOUN
eurjchem-592	8	16	by	by	ADP
eurjchem-592	8	17	treatment	treatment	NOUN
eurjchem-592	8	18	with	with	ADP
eurjchem-592	8	19	hydrazines	hydrazine	NOUN
eurjchem-592	8	20	,	,	PUNCT
eurjchem-592	8	21	hydroxylamine	hydroxylamine	ADJ
eurjchem-592	8	22	hydrochloride	hydrochloride	NOUN
eurjchem-592	8	23	and	and	CCONJ
eurjchem-592	8	24	ammonium	ammonium	NOUN
eurjchem-592	8	25	acetate	acetate	NOUN
eurjchem-592	8	26	respectively	respectively	ADV
eurjchem-592	8	27	.	.	PUNCT
eurjchem-592	9	1	thiation	thiation	NOUN
eurjchem-592	9	2	of	of	ADP
eurjchem-592	9	3	starting	start	VERB
eurjchem-592	9	4	chromone	chromone	NOUN
eurjchem-592	9	5	interestingly	interestingly	ADV
eurjchem-592	9	6	affords	afford	VERB
eurjchem-592	9	7	a	a	DET
eurjchem-592	9	8	dithiated	dithiate	VERB
eurjchem-592	9	9	product	product	NOUN
eurjchem-592	9	10	instead	instead	ADV
eurjchem-592	9	11	of	of	ADP
eurjchem-592	9	12	the	the	DET
eurjchem-592	9	13	expected	expect	VERB
eurjchem-592	9	14	monothiated	monothiate	VERB
eurjchem-592	9	15	one	one	NUM
eurjchem-592	9	16	.	.	PUNCT
eurjchem-592	10	1	antibacterial	antibacterial	ADJ
eurjchem-592	10	2	and	and	CCONJ
eurjchem-592	10	3	antifungal	antifungal	ADJ
eurjchem-592	10	4	activities	activity	NOUN
eurjchem-592	10	5	of	of	ADP
eurjchem-592	10	6	some	some	DET
eurjchem-592	10	7	synthesized	synthesize	VERB
eurjchem-592	10	8	compounds	compound	NOUN
eurjchem-592	10	9	have	have	AUX
eurjchem-592	10	10	been	be	AUX
eurjchem-592	10	11	screened	screen	VERB
eurjchem-592	10	12	.	.	PUNCT
eurjchem-592	11	1	thiation	thiation	NOUN
eurjchem-592	11	2	2‐styrylchromones	2‐styrylchromones	NUM
eurjchem-592	11	3	2‐methylchromone	2‐methylchromone	NUM
eurjchem-592	11	4	diels‐alder	diels‐alder	NOUN
eurjchem-592	11	5	reaction	reaction	NOUN
eurjchem-592	11	6	biological	biological	ADJ
eurjchem-592	11	7	evaluation	evaluation	NOUN
eurjchem-592	11	8	heterocyclic	heterocyclic	NOUN
eurjchem-592	11	9	transformations	transformation	NOUN
eurjchem-592	11	10	1	1	NUM
eurjchem-592	11	11	.	.	PUNCT
eurjchem-592	12	1	introduction	introduction	NOUN
eurjchem-592	12	2	2‐methylchromones	2‐methylchromone	NOUN
eurjchem-592	12	3	and	and	CCONJ
eurjchem-592	12	4	their	their	PRON
eurjchem-592	12	5	derivatives	derivative	NOUN
eurjchem-592	12	6	are	be	AUX
eurjchem-592	12	7	well	well	ADV
eurjchem-592	12	8	known	know	VERB
eurjchem-592	12	9	naturally	naturally	ADV
eurjchem-592	12	10	occurring	occur	VERB
eurjchem-592	12	11	oxygen‐containing	oxygen‐containe	VERB
eurjchem-592	12	12	heterocyclic	heterocyclic	ADJ
eurjchem-592	12	13	compounds	compound	NOUN
eurjchem-592	12	14	,	,	PUNCT
eurjchem-592	12	15	which	which	PRON
eurjchem-592	12	16	perform	perform	VERB
eurjchem-592	12	17	important	important	ADJ
eurjchem-592	12	18	biological	biological	ADJ
eurjchem-592	12	19	functions	function	NOUN
eurjchem-592	12	20	in	in	ADP
eurjchem-592	12	21	nature	nature	NOUN
eurjchem-592	12	22	.	.	PUNCT
eurjchem-592	13	1	it	it	PRON
eurjchem-592	13	2	is	be	AUX
eurjchem-592	13	3	known	know	VERB
eurjchem-592	13	4	that	that	SCONJ
eurjchem-592	13	5	certain	certain	ADJ
eurjchem-592	13	6	natural	natural	ADJ
eurjchem-592	13	7	and	and	CCONJ
eurjchem-592	13	8	synthetic	synthetic	ADJ
eurjchem-592	13	9	chromone	chromone	NOUN
eurjchem-592	13	10	derivatives	derivative	NOUN
eurjchem-592	13	11	possess	possess	VERB
eurjchem-592	13	12	important	important	ADJ
eurjchem-592	13	13	biological	biological	ADJ
eurjchem-592	13	14	activities	activity	NOUN
eurjchem-592	13	15	,	,	PUNCT
eurjchem-592	13	16	such	such	ADJ
eurjchem-592	13	17	as	as	ADP
eurjchem-592	13	18	cytotoxic	cytotoxic	ADJ
eurjchem-592	13	19	(	(	PUNCT
eurjchem-592	13	20	anticancer	anticancer	NOUN
eurjchem-592	13	21	)	)	PUNCT
eurjchem-592	14	1	[	[	X
eurjchem-592	14	2	1‐7	1‐7	NOUN
eurjchem-592	14	3	]	]	X
eurjchem-592	14	4	,	,	PUNCT
eurjchem-592	14	5	antihepatotoxic	antihepatotoxic	PROPN
eurjchem-592	14	6	,	,	PUNCT
eurjchem-592	14	7	antioxidant	antioxidant	VERB
eurjchem-592	15	1	[	[	X
eurjchem-592	15	2	8,9	8,9	NUM
eurjchem-592	15	3	]	]	PUNCT
eurjchem-592	15	4	,	,	PUNCT
eurjchem-592	15	5	anti‐inflammatory	anti‐inflammatory	NOUN
eurjchem-592	16	1	[	[	X
eurjchem-592	16	2	10	10	NUM
eurjchem-592	16	3	]	]	PUNCT
eurjchem-592	16	4	,	,	PUNCT
eurjchem-592	16	5	antispasmodic	antispasmodic	ADJ
eurjchem-592	16	6	,	,	PUNCT
eurjchem-592	16	7	estrogenic	estrogenic	ADJ
eurjchem-592	16	8	[	[	X
eurjchem-592	16	9	11	11	NUM
eurjchem-592	16	10	]	]	PUNCT
eurjchem-592	16	11	,	,	PUNCT
eurjchem-592	16	12	antimicrobial	antimicrobial	ADJ
eurjchem-592	16	13	[	[	X
eurjchem-592	16	14	12‐14	12‐14	X
eurjchem-592	16	15	]	]	PUNCT
eurjchem-592	16	16	,	,	PUNCT
eurjchem-592	16	17	antifungal	antifungal	PROPN
eurjchem-592	17	1	[	[	X
eurjchem-592	17	2	15	15	NUM
eurjchem-592	17	3	]	]	PUNCT
eurjchem-592	17	4	,	,	PUNCT
eurjchem-592	17	5	antibacterial	antibacterial	ADJ
eurjchem-592	17	6	[	[	X
eurjchem-592	17	7	16‐18	16‐18	NOUN
eurjchem-592	17	8	]	]	PUNCT
eurjchem-592	17	9	,	,	PUNCT
eurjchem-592	17	10	and	and	CCONJ
eurjchem-592	17	11	hiv‐inhibition	hiv‐inhibition	NOUN
eurjchem-592	18	1	[	[	X
eurjchem-592	18	2	19	19	NUM
eurjchem-592	18	3	]	]	PUNCT
eurjchem-592	18	4	.	.	PUNCT
eurjchem-592	19	1	due	due	ADP
eurjchem-592	19	2	to	to	ADP
eurjchem-592	19	3	their	their	PRON
eurjchem-592	19	4	abundance	abundance	NOUN
eurjchem-592	19	5	in	in	ADP
eurjchem-592	19	6	plants	plant	NOUN
eurjchem-592	19	7	and	and	CCONJ
eurjchem-592	19	8	their	their	PRON
eurjchem-592	19	9	low	low	ADJ
eurjchem-592	19	10	mammalian	mammalian	ADJ
eurjchem-592	19	11	toxicity	toxicity	NOUN
eurjchem-592	19	12	,	,	PUNCT
eurjchem-592	19	13	chromone	chromone	NOUN
eurjchem-592	19	14	derivatives	derivative	NOUN
eurjchem-592	19	15	are	be	AUX
eurjchem-592	19	16	present	present	ADJ
eurjchem-592	19	17	in	in	ADP
eurjchem-592	19	18	large	large	ADJ
eurjchem-592	19	19	amounts	amount	NOUN
eurjchem-592	19	20	in	in	ADP
eurjchem-592	19	21	the	the	DET
eurjchem-592	19	22	diets	diet	NOUN
eurjchem-592	19	23	of	of	ADP
eurjchem-592	19	24	human	human	NOUN
eurjchem-592	19	25	[	[	X
eurjchem-592	19	26	20,21	20,21	NUM
eurjchem-592	19	27	]	]	PUNCT
eurjchem-592	19	28	.	.	PUNCT
eurjchem-592	20	1	in	in	ADP
eurjchem-592	20	2	continuation	continuation	NOUN
eurjchem-592	20	3	of	of	ADP
eurjchem-592	20	4	our	our	PRON
eurjchem-592	20	5	previous	previous	ADJ
eurjchem-592	20	6	works	work	NOUN
eurjchem-592	20	7	[	[	X
eurjchem-592	20	8	22‐24	22‐24	NOUN
eurjchem-592	20	9	]	]	PUNCT
eurjchem-592	20	10	,	,	PUNCT
eurjchem-592	20	11	the	the	DET
eurjchem-592	20	12	present	present	ADJ
eurjchem-592	20	13	report	report	NOUN
eurjchem-592	20	14	aimed	aim	VERB
eurjchem-592	20	15	at	at	ADP
eurjchem-592	20	16	utilization	utilization	NOUN
eurjchem-592	20	17	of	of	ADP
eurjchem-592	20	18	the	the	DET
eurjchem-592	20	19	reactivity	reactivity	NOUN
eurjchem-592	20	20	of	of	ADP
eurjchem-592	20	21	6,8‐dichloro‐2‐	6,8‐dichloro‐2‐	NUM
eurjchem-592	20	22	methyl‐4h‐chromen‐4‐one	methyl‐4h‐chromen‐4‐one	NOUN
eurjchem-592	20	23	(	(	PUNCT
eurjchem-592	20	24	2	2	NUM
eurjchem-592	20	25	)	)	PUNCT
eurjchem-592	20	26	towards	towards	ADP
eurjchem-592	20	27	nitrogen	nitrogen	NOUN
eurjchem-592	20	28	and	and	CCONJ
eurjchem-592	20	29	carbon	carbon	NOUN
eurjchem-592	20	30	nucleophiles	nucleophile	NOUN
eurjchem-592	20	31	to	to	PART
eurjchem-592	20	32	get	get	VERB
eurjchem-592	20	33	new	new	ADJ
eurjchem-592	20	34	derivatives	derivative	NOUN
eurjchem-592	20	35	and	and	CCONJ
eurjchem-592	20	36	evaluated	evaluate	VERB
eurjchem-592	20	37	them	they	PRON
eurjchem-592	20	38	for	for	ADP
eurjchem-592	20	39	antifungal	antifungal	ADJ
eurjchem-592	20	40	and	and	CCONJ
eurjchem-592	20	41	antibacterial	antibacterial	ADJ
eurjchem-592	20	42	activities	activity	NOUN
eurjchem-592	20	43	.	.	PUNCT
eurjchem-592	21	1	2	2	X
eurjchem-592	21	2	.	.	X
eurjchem-592	21	3	experimental	experimental	ADJ
eurjchem-592	21	4	2.1	2.1	NUM
eurjchem-592	21	5	.	.	PUNCT
eurjchem-592	21	6	instrumentation	instrumentation	NOUN
eurjchem-592	21	7	all	all	DET
eurjchem-592	21	8	melting	melt	VERB
eurjchem-592	21	9	points	point	NOUN
eurjchem-592	21	10	were	be	AUX
eurjchem-592	21	11	measured	measure	VERB
eurjchem-592	21	12	on	on	ADP
eurjchem-592	21	13	a	a	DET
eurjchem-592	21	14	gallenkamp	gallenkamp	ADJ
eurjchem-592	21	15	electric	electric	ADJ
eurjchem-592	21	16	melting	melting	NOUN
eurjchem-592	21	17	point	point	NOUN
eurjchem-592	21	18	apparatus	apparatus	NOUN
eurjchem-592	21	19	and	and	CCONJ
eurjchem-592	21	20	are	be	AUX
eurjchem-592	21	21	uncorrected	uncorrecte	VERB
eurjchem-592	21	22	.	.	PUNCT
eurjchem-592	22	1	the	the	DET
eurjchem-592	22	2	infrared	infrared	ADJ
eurjchem-592	22	3	spectra	spectra	NOUN
eurjchem-592	22	4	were	be	AUX
eurjchem-592	22	5	recorded	record	VERB
eurjchem-592	22	6	using	use	VERB
eurjchem-592	22	7	potassium	potassium	NOUN
eurjchem-592	22	8	bromide	bromide	NOUN
eurjchem-592	22	9	disks	disk	NOUN
eurjchem-592	22	10	on	on	ADP
eurjchem-592	22	11	a	a	DET
eurjchem-592	22	12	pye	pye	NOUN
eurjchem-592	22	13	unicam	unicam	VERB
eurjchem-592	23	1	sp‐3‐300	sp‐3‐300	PROPN
eurjchem-592	23	2	infrared	infrared	ADJ
eurjchem-592	23	3	spectrophotometer	spectrophotometer	NOUN
eurjchem-592	23	4	.	.	PUNCT
eurjchem-592	24	1	1h	1h	NUM
eurjchem-592	24	2	nmr	nmr	NOUN
eurjchem-592	24	3	and	and	CCONJ
eurjchem-592	24	4	13c	13c	NOUN
eurjchem-592	24	5	nmr	nmr	NOUN
eurjchem-592	24	6	experiments	experiment	NOUN
eurjchem-592	24	7	were	be	AUX
eurjchem-592	24	8	run	run	VERB
eurjchem-592	24	9	at	at	ADP
eurjchem-592	24	10	300	300	NUM
eurjchem-592	24	11	mhz	mhz	NOUN
eurjchem-592	24	12	on	on	ADP
eurjchem-592	24	13	a	a	DET
eurjchem-592	24	14	varian	varian	NOUN
eurjchem-592	24	15	mercury	mercury	NOUN
eurjchem-592	24	16	vx‐300	vx‐300	PROPN
eurjchem-592	24	17	nmr	nmr	NOUN
eurjchem-592	24	18	spectrometer	spectrometer	NOUN
eurjchem-592	24	19	using	use	VERB
eurjchem-592	24	20	tetramethylsilane	tetramethylsilane	PROPN
eurjchem-592	24	21	(	(	PUNCT
eurjchem-592	24	22	tms	tms	PROPN
eurjchem-592	24	23	)	)	PUNCT
eurjchem-592	24	24	as	as	ADP
eurjchem-592	24	25	internal	internal	ADJ
eurjchem-592	24	26	standard	standard	NOUN
eurjchem-592	24	27	in	in	ADP
eurjchem-592	24	28	deuterated	deuterate	VERB
eurjchem-592	24	29	chloroform	chloroform	NOUN
eurjchem-592	24	30	or	or	CCONJ
eurjchem-592	24	31	dimethyl	dimethyl	NOUN
eurjchem-592	24	32	sulphoxide	sulphoxide	NOUN
eurjchem-592	24	33	.	.	PUNCT
eurjchem-592	25	1	chemical	chemical	ADJ
eurjchem-592	25	2	shifts	shift	NOUN
eurjchem-592	25	3	are	be	AUX
eurjchem-592	25	4	quoted	quote	VERB
eurjchem-592	25	5	as	as	ADP
eurjchem-592	25	6	δ	δ	PROPN
eurjchem-592	25	7	.	.	PUNCT
eurjchem-592	26	1	the	the	DET
eurjchem-592	26	2	mass	mass	PROPN
eurjchem-592	26	3	spectra	spectra	NOUN
eurjchem-592	26	4	were	be	AUX
eurjchem-592	26	5	recorded	record	VERB
eurjchem-592	26	6	on	on	ADP
eurjchem-592	26	7	shimadzu	shimadzu	PROPN
eurjchem-592	26	8	gcms‐qp‐1000ex	gcms‐qp‐1000ex	PROPN
eurjchem-592	26	9	mass	mass	NOUN
eurjchem-592	26	10	spectro‐	spectro‐	NOUN
eurjchem-592	26	11	meters	meter	NOUN
eurjchem-592	26	12	at	at	ADP
eurjchem-592	26	13	70	70	NUM
eurjchem-592	26	14	ev	ev	NOUN
eurjchem-592	26	15	.	.	PUNCT
eurjchem-592	27	1	all	all	DET
eurjchem-592	27	2	the	the	DET
eurjchem-592	27	3	spectral	spectral	ADJ
eurjchem-592	27	4	measurements	measurement	NOUN
eurjchem-592	27	5	as	as	ADV
eurjchem-592	27	6	well	well	ADV
eurjchem-592	27	7	as	as	ADP
eurjchem-592	27	8	the	the	DET
eurjchem-592	27	9	elemental	elemental	ADJ
eurjchem-592	27	10	analyses	analysis	NOUN
eurjchem-592	27	11	were	be	AUX
eurjchem-592	27	12	carried	carry	VERB
eurjchem-592	27	13	out	out	ADP
eurjchem-592	27	14	at	at	ADP
eurjchem-592	27	15	the	the	DET
eurjchem-592	27	16	micro	micro	ADJ
eurjchem-592	27	17	analytical	analytical	ADJ
eurjchem-592	27	18	center	center	NOUN
eurjchem-592	27	19	of	of	ADP
eurjchem-592	27	20	cairo	cairo	PROPN
eurjchem-592	27	21	university	university	PROPN
eurjchem-592	27	22	.	.	PUNCT
eurjchem-592	28	1	all	all	DET
eurjchem-592	28	2	the	the	DET
eurjchem-592	28	3	newly	newly	ADV
eurjchem-592	28	4	synthesized	synthesize	VERB
eurjchem-592	28	5	compounds	compound	NOUN
eurjchem-592	28	6	gave	give	VERB
eurjchem-592	28	7	satisfactory	satisfactory	ADJ
eurjchem-592	28	8	elemental	elemental	ADJ
eurjchem-592	28	9	analyses	analysis	NOUN
eurjchem-592	28	10	.	.	PUNCT
eurjchem-592	29	1	2.2	2.2	NUM
eurjchem-592	29	2	.	.	PUNCT
eurjchem-592	30	1	synthesis	synthesis	NOUN
eurjchem-592	30	2	2.2.1	2.2.1	NUM
eurjchem-592	30	3	.	.	PUNCT
eurjchem-592	31	1	6,8‐dichloro‐2‐styryl‐4h‐chromen‐4‐one	6,8‐dichloro‐2‐styryl‐4h‐chromen‐4‐one	NOUN
eurjchem-592	31	2	(	(	PUNCT
eurjchem-592	31	3	3a	3a	NUM
eurjchem-592	31	4	)	)	PUNCT
eurjchem-592	31	5	,	,	PUNCT
eurjchem-592	31	6	2‐(4‐	2‐(4‐	NUM
eurjchem-592	31	7	fluorostyryl)‐6,8‐dichloro‐4h‐chromen	fluorostyryl)‐6,8‐dichloro‐4h‐chroman	NOUN
eurjchem-592	31	8	‐4‐one	‐4‐one	NUM
eurjchem-592	31	9	(	(	PUNCT
eurjchem-592	31	10	3b	3b	NUM
eurjchem-592	31	11	)	)	PUNCT
eurjchem-592	31	12	and	and	CCONJ
eurjchem-592	31	13	2‐(4‐	2‐(4‐	PROPN
eurjchem-592	31	14	methoxystyryl)‐6,8‐dichloro‐4h‐chromen‐4‐one	methoxystyryl)‐6,8‐dichloro‐4h‐chromen‐4‐one	PROPN
eurjchem-592	31	15	(	(	PUNCT
eurjchem-592	31	16	3c	3c	NUM
eurjchem-592	31	17	)	)	PUNCT
eurjchem-592	31	18	to	to	ADP
eurjchem-592	31	19	a	a	DET
eurjchem-592	31	20	solution	solution	NOUN
eurjchem-592	31	21	of	of	ADP
eurjchem-592	31	22	2‐methylchromone	2‐methylchromone	NUM
eurjchem-592	31	23	derivative	derivative	NOUN
eurjchem-592	31	24	(	(	PUNCT
eurjchem-592	31	25	2	2	NUM
eurjchem-592	31	26	)	)	PUNCT
eurjchem-592	31	27	(	(	PUNCT
eurjchem-592	31	28	10	10	NUM
eurjchem-592	31	29	mmol	mmol	NOUN
eurjchem-592	31	30	,	,	PUNCT
eurjchem-592	31	31	2.29	2.29	NUM
eurjchem-592	31	32	g	g	NOUN
eurjchem-592	31	33	)	)	PUNCT
eurjchem-592	31	34	in	in	ADP
eurjchem-592	31	35	dry	dry	ADJ
eurjchem-592	31	36	ethanol	ethanol	NOUN
eurjchem-592	31	37	(	(	PUNCT
eurjchem-592	31	38	20	20	NUM
eurjchem-592	31	39	ml	ml	NOUN
eurjchem-592	31	40	)	)	PUNCT
eurjchem-592	31	41	,	,	PUNCT
eurjchem-592	31	42	the	the	DET
eurjchem-592	31	43	appropriate	appropriate	ADJ
eurjchem-592	31	44	aldehyde	aldehyde	NOUN
eurjchem-592	31	45	such	such	ADJ
eurjchem-592	31	46	as	as	ADP
eurjchem-592	31	47	benzaldehyde	benzaldehyde	NOUN
eurjchem-592	31	48	,	,	PUNCT
eurjchem-592	31	49	4‐flourobenzaldehyde	4‐flourobenzaldehyde	NUM
eurjchem-592	31	50	and	and	CCONJ
eurjchem-592	31	51	4‐	4‐	PROPN
eurjchem-592	31	52	methoxybenzaldehyde	methoxybenzaldehyde	NOUN
eurjchem-592	31	53	(	(	PUNCT
eurjchem-592	31	54	10	10	NUM
eurjchem-592	31	55	mmol	mmol	NOUN
eurjchem-592	31	56	)	)	PUNCT
eurjchem-592	31	57	was	be	AUX
eurjchem-592	31	58	added	add	VERB
eurjchem-592	31	59	.	.	PUNCT
eurjchem-592	32	1	the	the	DET
eurjchem-592	32	2	reaction	reaction	NOUN
eurjchem-592	32	3	mixture	mixture	NOUN
eurjchem-592	32	4	was	be	AUX
eurjchem-592	32	5	stirred	stir	VERB
eurjchem-592	32	6	at	at	ADP
eurjchem-592	32	7	room	room	NOUN
eurjchem-592	32	8	temperature	temperature	NOUN
eurjchem-592	32	9	for	for	ADP
eurjchem-592	32	10	2h	2h	NUM
eurjchem-592	32	11	in	in	ADP
eurjchem-592	32	12	the	the	DET
eurjchem-592	32	13	presence	presence	NOUN
eurjchem-592	32	14	of	of	ADP
eurjchem-592	32	15	sodium	sodium	NOUN
eurjchem-592	32	16	ethoxide	ethoxide	NOUN
eurjchem-592	32	17	(	(	PUNCT
eurjchem-592	32	18	prepared	prepare	VERB
eurjchem-592	32	19	by	by	ADP
eurjchem-592	32	20	reaction	reaction	NOUN
eurjchem-592	32	21	0.33	0.33	NUM
eurjchem-592	32	22	g	g	PROPN
eurjchem-592	32	23	sodium	sodium	NOUN
eurjchem-592	32	24	metal	metal	NOUN
eurjchem-592	32	25	with	with	ADP
eurjchem-592	32	26	10	10	NUM
eurjchem-592	32	27	ml	ml	ADV
eurjchem-592	32	28	dry	dry	ADJ
eurjchem-592	32	29	ethanol	ethanol	NOUN
eurjchem-592	32	30	)	)	PUNCT
eurjchem-592	32	31	.	.	PUNCT
eurjchem-592	33	1	the	the	DET
eurjchem-592	33	2	solid	solid	ADJ
eurjchem-592	33	3	product	product	NOUN
eurjchem-592	33	4	that	that	PRON
eurjchem-592	33	5	formed	form	VERB
eurjchem-592	33	6	was	be	AUX
eurjchem-592	33	7	collected	collect	VERB
eurjchem-592	33	8	by	by	ADP
eurjchem-592	33	9	suction	suction	NOUN
eurjchem-592	33	10	,	,	PUNCT
eurjchem-592	33	11	dried	dry	VERB
eurjchem-592	33	12	and	and	CCONJ
eurjchem-592	33	13	then	then	ADV
eurjchem-592	33	14	recrystallised	recrystallise	VERB
eurjchem-592	33	15	from	from	ADP
eurjchem-592	33	16	benzene	benzene	NOUN
eurjchem-592	33	17	(	(	PUNCT
eurjchem-592	33	18	scheme	scheme	NOUN
eurjchem-592	33	19	1	1	NUM
eurjchem-592	33	20	)	)	PUNCT
eurjchem-592	33	21	.	.	PUNCT
eurjchem-592	34	1	6,8‐dichloro‐2‐styryl‐4h‐chromen‐4‐one	6,8‐dichloro‐2‐styryl‐4h‐chromen‐4‐one	NOUN
eurjchem-592	34	2	(	(	PUNCT
eurjchem-592	34	3	3a	3a	NUM
eurjchem-592	34	4	):	):	PUNCT
eurjchem-592	34	5	pale	pale	ADJ
eurjchem-592	34	6	brown	brown	ADJ
eurjchem-592	34	7	crystals	crystal	NOUN
eurjchem-592	34	8	.	.	PUNCT
eurjchem-592	35	1	yield	yield	NOUN
eurjchem-592	35	2	:	:	PUNCT
eurjchem-592	35	3	96	96	NUM
eurjchem-592	35	4	%	%	NOUN
eurjchem-592	35	5	.	.	PUNCT
eurjchem-592	36	1	m.p	m.p	PROPN
eurjchem-592	36	2	.	.	PROPN
eurjchem-592	36	3	:	:	PUNCT
eurjchem-592	37	1	163‐166	163‐166	NUM
eurjchem-592	37	2	oc	oc	NOUN
eurjchem-592	37	3	.	.	PUNCT
eurjchem-592	37	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	37	5	(	(	PUNCT
eurjchem-592	37	6	kbr	kbr	PROPN
eurjchem-592	37	7	,	,	PUNCT
eurjchem-592	37	8	cm‐1	cm‐1	PROPN
eurjchem-592	37	9	):	):	PUNCT
eurjchem-592	37	10	1658	1658	NUM
eurjchem-592	37	11	(c	(c	PROPN
eurjchem-592	37	12	=	=	SYM
eurjchem-592	37	13	o)(chromone	o)(chromone	NUM
eurjchem-592	37	14	)	)	PUNCT
eurjchem-592	37	15	,	,	PUNCT
eurjchem-592	37	16	1631	1631	NUM
eurjchem-592	37	17	(c	(c	VERB
eurjchem-592	37	18	=	=	SYM
eurjchem-592	37	19	c	c	NOUN
eurjchem-592	37	20	)	)	PUNCT
eurjchem-592	37	21	.	.	PUNCT
eurjchem-592	38	1	1h	1h	NUM
eurjchem-592	38	2	nmr	nmr	NOUN
eurjchem-592	38	3	(	(	PUNCT
eurjchem-592	38	4	300	300	NUM
eurjchem-592	38	5	mhz	mhz	NOUN
eurjchem-592	38	6	,	,	PUNCT
eurjchem-592	38	7	cdcl3	cdcl3	PROPN
eurjchem-592	38	8	,	,	PUNCT
eurjchem-592	38	9	δ	δ	PROPN
eurjchem-592	38	10	,	,	PUNCT
eurjchem-592	38	11	ppm	ppm	NUM
eurjchem-592	38	12	):	):	PUNCT
eurjchem-592	38	13	8.08‐7.40	8.08‐7.40	NUM
eurjchem-592	38	14	(	(	PUNCT
eurjchem-592	38	15	m	m	PROPN
eurjchem-592	38	16	,	,	PUNCT
eurjchem-592	38	17	7h	7h	PROPN
eurjchem-592	38	18	,	,	PUNCT
eurjchem-592	38	19	ar‐h	ar‐h	PROPN
eurjchem-592	38	20	)	)	PUNCT
eurjchem-592	38	21	,	,	PUNCT
eurjchem-592	38	22	6.83	6.83	NUM
eurjchem-592	38	23	(	(	PUNCT
eurjchem-592	38	24	d	d	PROPN
eurjchem-592	38	25	,	,	PUNCT
eurjchem-592	38	26	1h	1h	NUM
eurjchem-592	38	27	,	,	PUNCT
eurjchem-592	38	28	‐ch	‐ch	NOUN
eurjchem-592	38	29	=	=	SYM
eurjchem-592	38	30	ch‐	ch‐	NOUN
eurjchem-592	38	31	)	)	PUNCT
eurjchem-592	38	32	,	,	PUNCT
eurjchem-592	38	33	6.78	6.78	NUM
eurjchem-592	38	34	(	(	PUNCT
eurjchem-592	38	35	d	d	PROPN
eurjchem-592	38	36	,	,	PUNCT
eurjchem-592	38	37	1h	1h	NUM
eurjchem-592	38	38	,	,	PUNCT
eurjchem-592	38	39	‐ch	‐ch	NOUN
eurjchem-592	38	40	=	=	SYM
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eurjchem-592	47	1	o	o	NOUN
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eurjchem-592	48	1	o	o	NOUN
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eurjchem-592	49	1	o	o	NOUN
eurjchem-592	49	2	o	o	X
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eurjchem-592	49	5	o	o	NOUN
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eurjchem-592	50	1	o	o	NOUN
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eurjchem-592	53	1	o	o	X
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eurjchem-592	55	8	o	o	NOUN
eurjchem-592	55	9	o	o	X
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eurjchem-592	56	1	o	o	NOUN
eurjchem-592	57	1	o	o	INTJ
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eurjchem-592	59	1	o	o	X
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eurjchem-592	60	3	(	(	PUNCT
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eurjchem-592	63	3	(	(	PUNCT
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eurjchem-592	65	1	o	o	NOUN
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eurjchem-592	66	5	(	(	PUNCT
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eurjchem-592	66	22	)	)	PUNCT
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eurjchem-592	66	25	)	)	PUNCT
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eurjchem-592	67	6	o	o	X
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eurjchem-592	67	42	(	(	PUNCT
eurjchem-592	67	43	v	v	NOUN
eurjchem-592	67	44	)	)	PUNCT
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eurjchem-592	67	46	,	,	PUNCT
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eurjchem-592	67	48	;	;	PUNCT
eurjchem-592	67	49	(	(	PUNCT
eurjchem-592	67	50	vi	vi	NOUN
eurjchem-592	67	51	)	)	PUNCT
eurjchem-592	67	52	10	10	NUM
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eurjchem-592	67	55	,	,	PUNCT
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eurjchem-592	67	71	(	(	PUNCT
eurjchem-592	67	72	viii	viii	NOUN
eurjchem-592	67	73	)	)	PUNCT
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eurjchem-592	67	75	anhydride	anhydride	NOUN
eurjchem-592	67	76	,	,	PUNCT
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eurjchem-592	67	79	,	,	PUNCT
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eurjchem-592	67	81	;	;	PUNCT
eurjchem-592	67	82	(	(	PUNCT
eurjchem-592	67	83	ix	ix	ADJ
eurjchem-592	67	84	)	)	PUNCT
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eurjchem-592	67	86	,	,	PUNCT
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eurjchem-592	67	90	;	;	PUNCT
eurjchem-592	67	91	(	(	PUNCT
eurjchem-592	67	92	x	x	X
eurjchem-592	67	93	)	)	PUNCT
eurjchem-592	67	94	etona	etona	PROPN
eurjchem-592	67	95	,	,	PUNCT
eurjchem-592	67	96	diethyl	diethyl	NOUN
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eurjchem-592	67	98	,	,	PUNCT
eurjchem-592	68	1	rt	rt	PROPN
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eurjchem-592	68	4	1	1	NUM
eurjchem-592	68	5	1h	1h	NUM
eurjchem-592	68	6	nmr	nmr	NOUN
eurjchem-592	68	7	(	(	PUNCT
eurjchem-592	68	8	300	300	NUM
eurjchem-592	68	9	mhz	mhz	NOUN
eurjchem-592	68	10	,	,	PUNCT
eurjchem-592	68	11	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	68	12	,	,	PUNCT
eurjchem-592	68	13	δ	δ	PROPN
eurjchem-592	68	14	,	,	PUNCT
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eurjchem-592	68	16	):	):	PUNCT
eurjchem-592	68	17	8.16‐7.60	8.16‐7.60	NUM
eurjchem-592	68	18	(	(	PUNCT
eurjchem-592	68	19	m	m	PROPN
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eurjchem-592	68	21	6h	6h	NUM
eurjchem-592	68	22	,	,	PUNCT
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eurjchem-592	68	24	h	h	NOUN
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eurjchem-592	68	26	,	,	PUNCT
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eurjchem-592	68	31	1h	1h	NUM
eurjchem-592	68	32	,	,	PUNCT
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eurjchem-592	68	34	=	=	SYM
eurjchem-592	68	35	ch‐	ch‐	NOUN
eurjchem-592	68	36	)	)	PUNCT
eurjchem-592	68	37	,	,	PUNCT
eurjchem-592	68	38	7.24	7.24	NUM
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eurjchem-592	68	40	d	d	PROPN
eurjchem-592	68	41	,	,	PUNCT
eurjchem-592	68	42	1h	1h	NUM
eurjchem-592	68	43	,	,	PUNCT
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eurjchem-592	68	45	=	=	SYM
eurjchem-592	68	46	ch‐	ch‐	NOUN
eurjchem-592	68	47	)	)	PUNCT
eurjchem-592	68	48	,	,	PUNCT
eurjchem-592	68	49	6.54	6.54	NUM
eurjchem-592	68	50	(	(	PUNCT
eurjchem-592	68	51	s	s	PROPN
eurjchem-592	68	52	,	,	PUNCT
eurjchem-592	68	53	1h	1h	NUM
eurjchem-592	68	54	,	,	PUNCT
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eurjchem-592	68	56	ring	ring	NOUN
eurjchem-592	68	57	)	)	PUNCT
eurjchem-592	68	58	.	.	PUNCT
eurjchem-592	69	1	13c	13c	NOUN
eurjchem-592	69	2	nmr	nmr	NOUN
eurjchem-592	69	3	(	(	PUNCT
eurjchem-592	69	4	75	75	NUM
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eurjchem-592	69	6	,	,	PUNCT
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eurjchem-592	69	8	,	,	PUNCT
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eurjchem-592	69	10	,	,	PUNCT
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eurjchem-592	69	12	):	):	PUNCT
eurjchem-592	69	13	175.0	175.0	NUM
eurjchem-592	69	14	(	(	PUNCT
eurjchem-592	69	15	c‐3	c‐3	NOUN
eurjchem-592	69	16	)	)	PUNCT
eurjchem-592	69	17	,	,	PUNCT
eurjchem-592	69	18	161.6	161.6	NUM
eurjchem-592	69	19	(	(	PUNCT
eurjchem-592	69	20	c‐1	c‐1	NOUN
eurjchem-592	69	21	&	&	CCONJ
eurjchem-592	69	22	c‐6	c‐6	PROPN
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eurjchem-592	69	24	)	)	PUNCT
eurjchem-592	69	25	,	,	PUNCT
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eurjchem-592	69	27	(	(	PUNCT
eurjchem-592	69	28	c‐9	c‐9	PROPN
eurjchem-592	69	29	)	)	PUNCT
eurjchem-592	69	30	,	,	PUNCT
eurjchem-592	69	31	135.9	135.9	NUM
eurjchem-592	69	32	(	(	PUNCT
eurjchem-592	69	33	c‐7	c‐7	NOUN
eurjchem-592	69	34	)	)	PUNCT
eurjchem-592	69	35	,	,	PUNCT
eurjchem-592	69	36	133.4	133.4	NUM
eurjchem-592	69	37	(	(	PUNCT
eurjchem-592	69	38	c‐2	c‐2	NOUN
eurjchem-592	69	39	'	'	PUNCT
eurjchem-592	69	40	)	)	PUNCT
eurjchem-592	69	41	,	,	PUNCT
eurjchem-592	69	42	131.2	131.2	NUM
eurjchem-592	69	43	(	(	PUNCT
eurjchem-592	69	44	c‐6	c‐6	NOUN
eurjchem-592	69	45	)	)	PUNCT
eurjchem-592	69	46	,	,	PUNCT
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eurjchem-592	69	49	c‐3	c‐3	NOUN
eurjchem-592	69	50	'	'	PUNCT
eurjchem-592	69	51	)	)	PUNCT
eurjchem-592	69	52	,	,	PUNCT
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eurjchem-592	69	54	(	(	PUNCT
eurjchem-592	69	55	c‐5	c‐5	NOUN
eurjchem-592	69	56	)	)	PUNCT
eurjchem-592	69	57	,	,	PUNCT
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eurjchem-592	69	60	c‐4	c‐4	PROPN
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eurjchem-592	69	62	)	)	PUNCT
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eurjchem-592	69	71	c‐4	c‐4	PROPN
eurjchem-592	69	72	)	)	PUNCT
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eurjchem-592	69	76	c‐1	c‐1	NOUN
eurjchem-592	69	77	'	'	PUNCT
eurjchem-592	69	78	)	)	PUNCT
eurjchem-592	69	79	,	,	PUNCT
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eurjchem-592	69	82	c‐5	c‐5	NOUN
eurjchem-592	69	83	'	'	PUNCT
eurjchem-592	69	84	)	)	PUNCT
eurjchem-592	69	85	,	,	PUNCT
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eurjchem-592	69	88	c‐2	c‐2	NOUN
eurjchem-592	69	89	)	)	PUNCT
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eurjchem-592	69	93	)	)	PUNCT
eurjchem-592	69	94	.	.	PUNCT
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eurjchem-592	70	2	(	(	PUNCT
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eurjchem-592	70	4	,	,	PUNCT
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eurjchem-592	70	8	,	,	PUNCT
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eurjchem-592	70	13	m+	m+	NUM
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eurjchem-592	70	18	.	.	PUNCT
eurjchem-592	71	1	anal	anal	PROPN
eurjchem-592	71	2	.	.	PUNCT
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eurjchem-592	71	4	.	.	PUNCT
eurjchem-592	72	1	for	for	ADP
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eurjchem-592	72	3	:	:	PUNCT
eurjchem-592	72	4	c	c	X
eurjchem-592	72	5	,	,	PUNCT
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eurjchem-592	72	8	h	h	NOUN
eurjchem-592	72	9	,	,	PUNCT
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eurjchem-592	72	12	cl	cl	NOUN
eurjchem-592	72	13	,	,	PUNCT
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eurjchem-592	72	17	:	:	PUNCT
eurjchem-592	73	1	c	c	X
eurjchem-592	73	2	,	,	PUNCT
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eurjchem-592	73	5	h	h	NOUN
eurjchem-592	73	6	,	,	PUNCT
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eurjchem-592	73	10	,	,	PUNCT
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eurjchem-592	74	2	(	(	PUNCT
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eurjchem-592	74	4	):	):	PUNCT
eurjchem-592	74	5	green	green	ADJ
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eurjchem-592	74	7	.	.	PUNCT
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eurjchem-592	75	2	:	:	PUNCT
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eurjchem-592	75	5	.	.	PUNCT
eurjchem-592	76	1	m.p	m.p	PROPN
eurjchem-592	76	2	.	.	PROPN
eurjchem-592	76	3	:	:	PUNCT
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eurjchem-592	77	3	.	.	PUNCT
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eurjchem-592	77	7	,	,	PUNCT
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eurjchem-592	77	12	=	=	SYM
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eurjchem-592	78	3	(	(	PUNCT
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eurjchem-592	78	8	,	,	PUNCT
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eurjchem-592	78	10	,	,	PUNCT
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eurjchem-592	78	14	(	(	PUNCT
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eurjchem-592	78	18	,	,	PUNCT
eurjchem-592	78	19	ar‐h	ar‐h	PROPN
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eurjchem-592	78	21	,	,	PUNCT
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eurjchem-592	78	24	d	d	PROPN
eurjchem-592	78	25	,	,	PUNCT
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eurjchem-592	78	33	,	,	PUNCT
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eurjchem-592	78	41	=	=	SYM
eurjchem-592	78	42	ch‐	ch‐	NOUN
eurjchem-592	78	43	)	)	PUNCT
eurjchem-592	78	44	,	,	PUNCT
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eurjchem-592	78	54	,	,	PUNCT
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eurjchem-592	79	8	,	,	PUNCT
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eurjchem-592	80	4	.	.	PUNCT
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eurjchem-592	81	5	,	,	PUNCT
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eurjchem-592	81	17	:	:	PUNCT
eurjchem-592	82	1	c	c	X
eurjchem-592	82	2	,	,	PUNCT
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eurjchem-592	82	4	;	;	PUNCT
eurjchem-592	82	5	h	h	NOUN
eurjchem-592	82	6	,	,	PUNCT
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eurjchem-592	82	9	cl	cl	NOUN
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eurjchem-592	82	11	20.20	20.20	NUM
eurjchem-592	82	12	%	%	NOUN
eurjchem-592	82	13	.	.	PUNCT
eurjchem-592	83	1	2.2.2	2.2.2	X
eurjchem-592	83	2	.	.	PUNCT
eurjchem-592	84	1	6,8‐dichloro‐2‐(1,2‐dibromo‐2‐phenylethyl)‐4h‐	6,8‐dichloro‐2‐(1,2‐dibromo‐2‐phenylethyl)‐4h‐	NUM
eurjchem-592	84	2	chromen‐4‐one	chromen‐4‐one	NUM
eurjchem-592	84	3	(	(	PUNCT
eurjchem-592	84	4	4	4	NUM
eurjchem-592	84	5	)	)	PUNCT
eurjchem-592	85	1	to	to	ADP
eurjchem-592	85	2	a	a	DET
eurjchem-592	85	3	solution	solution	NOUN
eurjchem-592	85	4	of	of	ADP
eurjchem-592	85	5	compound	compound	NOUN
eurjchem-592	85	6	3a	3a	NUM
eurjchem-592	85	7	(	(	PUNCT
eurjchem-592	85	8	4	4	NUM
eurjchem-592	85	9	mmol	mmol	NOUN
eurjchem-592	85	10	,	,	PUNCT
eurjchem-592	85	11	1.28	1.28	NUM
eurjchem-592	85	12	g	g	NOUN
eurjchem-592	85	13	)	)	PUNCT
eurjchem-592	85	14	in	in	ADP
eurjchem-592	85	15	glacial	glacial	ADJ
eurjchem-592	85	16	acetic	acetic	ADJ
eurjchem-592	85	17	acid	acid	NOUN
eurjchem-592	85	18	(	(	PUNCT
eurjchem-592	85	19	30	30	NUM
eurjchem-592	85	20	ml	ml	NOUN
eurjchem-592	85	21	)	)	PUNCT
eurjchem-592	85	22	,	,	PUNCT
eurjchem-592	85	23	bromine	bromine	NOUN
eurjchem-592	85	24	(	(	PUNCT
eurjchem-592	85	25	3	3	NUM
eurjchem-592	85	26	mmol	mmol	NOUN
eurjchem-592	85	27	,	,	PUNCT
eurjchem-592	85	28	0.5	0.5	NUM
eurjchem-592	85	29	g	g	NOUN
eurjchem-592	85	30	)	)	PUNCT
eurjchem-592	85	31	in	in	ADP
eurjchem-592	85	32	acetic	acetic	ADJ
eurjchem-592	85	33	acid	acid	NOUN
eurjchem-592	85	34	(	(	PUNCT
eurjchem-592	85	35	3	3	NUM
eurjchem-592	85	36	ml	ml	NOUN
eurjchem-592	85	37	)	)	PUNCT
eurjchem-592	85	38	was	be	AUX
eurjchem-592	85	39	added	add	VERB
eurjchem-592	85	40	.	.	PUNCT
eurjchem-592	86	1	the	the	DET
eurjchem-592	86	2	reaction	reaction	NOUN
eurjchem-592	86	3	mixture	mixture	NOUN
eurjchem-592	86	4	was	be	AUX
eurjchem-592	86	5	stirred	stir	VERB
eurjchem-592	86	6	for	for	ADP
eurjchem-592	86	7	0.5	0.5	NUM
eurjchem-592	86	8	h	h	NOUN
eurjchem-592	86	9	,	,	PUNCT
eurjchem-592	86	10	and	and	CCONJ
eurjchem-592	86	11	left	leave	VERB
eurjchem-592	86	12	to	to	ADP
eurjchem-592	86	13	overnight	overnight	ADV
eurjchem-592	86	14	at	at	ADP
eurjchem-592	86	15	room	room	NOUN
eurjchem-592	86	16	temperature	temperature	NOUN
eurjchem-592	86	17	.	.	PUNCT
eurjchem-592	87	1	the	the	DET
eurjchem-592	87	2	crude	crude	ADJ
eurjchem-592	87	3	solid	solid	ADJ
eurjchem-592	87	4	product	product	NOUN
eurjchem-592	87	5	that	that	PRON
eurjchem-592	87	6	deposited	deposit	VERB
eurjchem-592	87	7	was	be	AUX
eurjchem-592	87	8	collected	collect	VERB
eurjchem-592	87	9	by	by	ADP
eurjchem-592	87	10	suction	suction	NOUN
eurjchem-592	87	11	,	,	PUNCT
eurjchem-592	87	12	washed	wash	VERB
eurjchem-592	87	13	with	with	ADP
eurjchem-592	87	14	water	water	NOUN
eurjchem-592	87	15	,	,	PUNCT
eurjchem-592	87	16	dried	dry	VERB
eurjchem-592	87	17	and	and	CCONJ
eurjchem-592	87	18	then	then	ADV
eurjchem-592	87	19	recrystallised	recrystallise	VERB
eurjchem-592	87	20	from	from	ADP
eurjchem-592	87	21	light	light	ADJ
eurjchem-592	87	22	petroleum	petroleum	NOUN
eurjchem-592	87	23	ether	ether	NOUN
eurjchem-592	87	24	(	(	PUNCT
eurjchem-592	87	25	80‐	80‐	NUM
eurjchem-592	87	26	100	100	NUM
eurjchem-592	87	27	oc	oc	NOUN
eurjchem-592	87	28	)	)	PUNCT
eurjchem-592	87	29	and	and	CCONJ
eurjchem-592	87	30	benzene	benzene	NOUN
eurjchem-592	87	31	to	to	PART
eurjchem-592	87	32	give	give	VERB
eurjchem-592	87	33	vicinal	vicinal	ADJ
eurjchem-592	87	34	dibromochromone	dibromochromone	NOUN
eurjchem-592	87	35	derivative	derivative	NOUN
eurjchem-592	87	36	4	4	NUM
eurjchem-592	87	37	as	as	ADP
eurjchem-592	87	38	orange	orange	ADJ
eurjchem-592	87	39	crystals	crystal	NOUN
eurjchem-592	87	40	(	(	PUNCT
eurjchem-592	87	41	scheme	scheme	NOUN
eurjchem-592	87	42	1	1	NUM
eurjchem-592	87	43	)	)	PUNCT
eurjchem-592	87	44	.	.	PUNCT
eurjchem-592	88	1	yield	yield	NOUN
eurjchem-592	88	2	:	:	PUNCT
eurjchem-592	88	3	58	58	NUM
eurjchem-592	88	4	%	%	NOUN
eurjchem-592	88	5	.	.	PUNCT
eurjchem-592	89	1	m.p	m.p	PROPN
eurjchem-592	89	2	.	.	PROPN
eurjchem-592	89	3	:	:	PUNCT
eurjchem-592	90	1	179‐182	179‐182	PROPN
eurjchem-592	90	2	oc	oc	NOUN
eurjchem-592	90	3	.	.	PUNCT
eurjchem-592	91	1	ft‐ir	ft‐ir	NOUN
eurjchem-592	91	2	(	(	PUNCT
eurjchem-592	91	3	kbr	kbr	PROPN
eurjchem-592	91	4	,	,	PUNCT
eurjchem-592	91	5	cm‐1	cm‐1	PROPN
eurjchem-592	91	6	):	):	PUNCT
eurjchem-592	91	7	1660	1660	NUM
eurjchem-592	91	8	(c	(c	PROPN
eurjchem-592	91	9	=	=	SYM
eurjchem-592	91	10	o	o	NOUN
eurjchem-592	91	11	)	)	PUNCT
eurjchem-592	91	12	chromone	chromone	NOUN
eurjchem-592	91	13	.	.	PUNCT
eurjchem-592	92	1	1h	1h	NUM
eurjchem-592	92	2	nmr	nmr	NOUN
eurjchem-592	92	3	(	(	PUNCT
eurjchem-592	92	4	300	300	NUM
eurjchem-592	92	5	mhz	mhz	NOUN
eurjchem-592	92	6	,	,	PUNCT
eurjchem-592	92	7	cdcl3	cdcl3	PROPN
eurjchem-592	92	8	,	,	PUNCT
eurjchem-592	92	9	δ	δ	PROPN
eurjchem-592	92	10	,	,	PUNCT
eurjchem-592	92	11	ppm	ppm	NOUN
eurjchem-592	92	12	):	):	PUNCT
eurjchem-592	92	13	8.16‐7.40	8.16‐7.40	NUM
eurjchem-592	92	14	(	(	PUNCT
eurjchem-592	92	15	m	m	PROPN
eurjchem-592	92	16	,	,	PUNCT
eurjchem-592	92	17	7h	7h	PROPN
eurjchem-592	92	18	,	,	PUNCT
eurjchem-592	92	19	ar‐h	ar‐h	PROPN
eurjchem-592	92	20	)	)	PUNCT
eurjchem-592	92	21	,	,	PUNCT
eurjchem-592	92	22	7.23	7.23	NUM
eurjchem-592	92	23	(	(	PUNCT
eurjchem-592	92	24	s	s	PROPN
eurjchem-592	92	25	,	,	PUNCT
eurjchem-592	92	26	1h	1h	NUM
eurjchem-592	92	27	,	,	PUNCT
eurjchem-592	92	28	pyran	pyran	ADJ
eurjchem-592	92	29	ring	ring	NOUN
eurjchem-592	92	30	)	)	PUNCT
eurjchem-592	92	31	,	,	PUNCT
eurjchem-592	92	32	6.07	6.07	NUM
eurjchem-592	92	33	(	(	PUNCT
eurjchem-592	92	34	d	d	PROPN
eurjchem-592	92	35	,	,	PUNCT
eurjchem-592	92	36	1h	1h	NUM
eurjchem-592	92	37	,	,	PUNCT
eurjchem-592	92	38	br‐ch‐ch‐br	br‐ch‐ch‐br	PROPN
eurjchem-592	92	39	,	,	PUNCT
eurjchem-592	92	40	j	j	PROPN
eurjchem-592	92	41	=	=	PROPN
eurjchem-592	92	42	11.7	11.7	NUM
eurjchem-592	92	43	hz	hz	NOUN
eurjchem-592	92	44	)	)	PUNCT
eurjchem-592	92	45	,	,	PUNCT
eurjchem-592	92	46	5.65	5.65	NUM
eurjchem-592	92	47	(	(	PUNCT
eurjchem-592	92	48	d	d	PROPN
eurjchem-592	92	49	,	,	PUNCT
eurjchem-592	92	50	1h	1h	NUM
eurjchem-592	92	51	,	,	PUNCT
eurjchem-592	92	52	br‐ch‐ch‐br	br‐ch‐ch‐br	PROPN
eurjchem-592	92	53	,	,	PUNCT
eurjchem-592	92	54	j	j	PROPN
eurjchem-592	92	55	=	=	PROPN
eurjchem-592	92	56	11.7	11.7	NUM
eurjchem-592	92	57	hz	hz	NOUN
eurjchem-592	92	58	)	)	PUNCT
eurjchem-592	92	59	.	.	PUNCT
eurjchem-592	93	1	ms	ms	NOUN
eurjchem-592	93	2	(	(	PUNCT
eurjchem-592	93	3	ei	ei	PROPN
eurjchem-592	93	4	,	,	PUNCT
eurjchem-592	93	5	m	m	PROPN
eurjchem-592	93	6	/	/	SYM
eurjchem-592	93	7	z	z	NOUN
eurjchem-592	93	8	,	,	PUNCT
eurjchem-592	93	9	%	%	INTJ
eurjchem-592	93	10	):	):	PUNCT
eurjchem-592	93	11	474	474	NUM
eurjchem-592	93	12	(	(	PUNCT
eurjchem-592	93	13	m+	m+	NUM
eurjchem-592	93	14	.	.	PROPN
eurjchem-592	93	15	,	,	PUNCT
eurjchem-592	93	16	33.7	33.7	NUM
eurjchem-592	93	17	)	)	PUNCT
eurjchem-592	93	18	.	.	PUNCT
eurjchem-592	94	1	222	222	NUM
eurjchem-592	94	2	salem	salem	NOUN
eurjchem-592	94	3	et	et	PROPN
eurjchem-592	94	4	al	al	PROPN
eurjchem-592	94	5	.	.	PUNCT
eurjchem-592	94	6	/	/	SYM
eurjchem-592	94	7	european	european	PROPN
eurjchem-592	94	8	journal	journal	PROPN
eurjchem-592	94	9	of	of	ADP
eurjchem-592	94	10	chemistry	chemistry	NOUN
eurjchem-592	94	11	3	3	NUM
eurjchem-592	94	12	(	(	PUNCT
eurjchem-592	94	13	2	2	NUM
eurjchem-592	94	14	)	)	PUNCT
eurjchem-592	94	15	(	(	PUNCT
eurjchem-592	94	16	2012	2012	NUM
eurjchem-592	94	17	)	)	PUNCT
eurjchem-592	94	18	220‐227	220‐227	PROPN
eurjchem-592	94	19	anal	anal	NOUN
eurjchem-592	94	20	.	.	PUNCT
eurjchem-592	94	21	calcd	calcd	NOUN
eurjchem-592	94	22	.	.	PUNCT
eurjchem-592	95	1	for	for	ADP
eurjchem-592	95	2	c17h10br2cl2o2	c17h10br2cl2o2	ADJ
eurjchem-592	95	3	:	:	PUNCT
eurjchem-592	95	4	c	c	X
eurjchem-592	95	5	,	,	PUNCT
eurjchem-592	95	6	42.81	42.81	NUM
eurjchem-592	95	7	;	;	PUNCT
eurjchem-592	95	8	h	h	NOUN
eurjchem-592	95	9	,	,	PUNCT
eurjchem-592	95	10	2.11	2.11	NUM
eurjchem-592	95	11	;	;	PUNCT
eurjchem-592	95	12	cl	cl	NOUN
eurjchem-592	95	13	,	,	PUNCT
eurjchem-592	95	14	14.87	14.87	NUM
eurjchem-592	95	15	.	.	PUNCT
eurjchem-592	95	16	found	find	VERB
eurjchem-592	95	17	:	:	PUNCT
eurjchem-592	96	1	c	c	X
eurjchem-592	96	2	,	,	PUNCT
eurjchem-592	96	3	42.69	42.69	NUM
eurjchem-592	96	4	;	;	PUNCT
eurjchem-592	97	1	h	h	NOUN
eurjchem-592	97	2	,	,	PUNCT
eurjchem-592	97	3	1.98	1.98	NUM
eurjchem-592	97	4	;	;	PUNCT
eurjchem-592	97	5	cl	cl	NOUN
eurjchem-592	97	6	,	,	PUNCT
eurjchem-592	97	7	14.69	14.69	NUM
eurjchem-592	97	8	%	%	NOUN
eurjchem-592	97	9	.	.	PUNCT
eurjchem-592	98	1	o	o	X
eurjchem-592	99	1	o	o	INTJ
eurjchem-592	99	2	cl	cl	INTJ
eurjchem-592	99	3	cl	cl	NOUN
eurjchem-592	100	1	oh	oh	INTJ
eurjchem-592	100	2	o	o	INTJ
eurjchem-592	100	3	o	o	INTJ
eurjchem-592	100	4	h	h	NOUN
eurjchem-592	100	5	6	6	NUM
eurjchem-592	100	6	7	7	NUM
eurjchem-592	100	7	8	8	NUM
eurjchem-592	100	8	9	9	NUM
eurjchem-592	100	9	4	4	NUM
eurjchem-592	100	10	5	5	NUM
eurjchem-592	100	11	1	1	NUM
eurjchem-592	100	12	23	23	NUM
eurjchem-592	100	13	1	1	NUM
eurjchem-592	100	14	'	'	NUM
eurjchem-592	100	15	2	2	NUM
eurjchem-592	100	16	'	'	NUM
eurjchem-592	100	17	3	3	NUM
eurjchem-592	100	18	'	'	NUM
eurjchem-592	100	19	4	4	NUM
eurjchem-592	100	20	'	'	NUM
eurjchem-592	100	21	5	5	NUM
eurjchem-592	100	22	'	'	PUNCT
eurjchem-592	100	23	(	(	PUNCT
eurjchem-592	100	24	8)	8)	NUM
eurjchem-592	100	25	(	(	PUNCT
eurjchem-592	100	26	10	10	NUM
eurjchem-592	100	27	)	)	PUNCT
eurjchem-592	100	28	scheme	scheme	NOUN
eurjchem-592	100	29	2	2	NUM
eurjchem-592	100	30	2.2.3	2.2.3	NUM
eurjchem-592	100	31	.	.	PUNCT
eurjchem-592	101	1	7,9‐dichloro‐4‐phenyl‐1h‐furo[3,4‐a]xanthene‐1,3,11‐	7,9‐dichloro‐4‐phenyl‐1h‐furo[3,4‐a]xanthene‐1,3,11‐	NUM
eurjchem-592	101	2	trione	trione	NOUN
eurjchem-592	101	3	(	(	PUNCT
eurjchem-592	101	4	5a	5a	NUM
eurjchem-592	101	5	)	)	PUNCT
eurjchem-592	101	6	a	a	DET
eurjchem-592	101	7	mixture	mixture	NOUN
eurjchem-592	101	8	of	of	ADP
eurjchem-592	101	9	2‐styryl	2‐styryl	NUM
eurjchem-592	101	10	derivative	derivative	ADJ
eurjchem-592	101	11	3a	3a	NUM
eurjchem-592	101	12	(	(	PUNCT
eurjchem-592	101	13	2	2	NUM
eurjchem-592	101	14	mmol	mmol	NOUN
eurjchem-592	101	15	)	)	PUNCT
eurjchem-592	101	16	and	and	CCONJ
eurjchem-592	101	17	maleic	maleic	VERB
eurjchem-592	101	18	anhydride	anhydride	NOUN
eurjchem-592	101	19	(	(	PUNCT
eurjchem-592	101	20	20	20	NUM
eurjchem-592	101	21	mmol	mmol	NOUN
eurjchem-592	101	22	)	)	PUNCT
eurjchem-592	101	23	in	in	ADP
eurjchem-592	101	24	molar	molar	ADJ
eurjchem-592	101	25	ratio	ratio	NOUN
eurjchem-592	101	26	1:10	1:10	NUM
eurjchem-592	101	27	was	be	AUX
eurjchem-592	101	28	fused	fuse	VERB
eurjchem-592	101	29	on	on	ADP
eurjchem-592	101	30	sand	sand	NOUN
eurjchem-592	101	31	bath	bath	NOUN
eurjchem-592	101	32	at	at	ADP
eurjchem-592	101	33	fused	fuse	VERB
eurjchem-592	101	34	temperature	temperature	NOUN
eurjchem-592	101	35	for	for	ADP
eurjchem-592	101	36	3	3	NUM
eurjchem-592	101	37	h	h	NOUN
eurjchem-592	101	38	and	and	CCONJ
eurjchem-592	101	39	left	leave	VERB
eurjchem-592	101	40	to	to	PART
eurjchem-592	101	41	cool	cool	ADJ
eurjchem-592	101	42	.	.	PUNCT
eurjchem-592	102	1	the	the	DET
eurjchem-592	102	2	solid	solid	ADJ
eurjchem-592	102	3	that	that	PRON
eurjchem-592	102	4	formed	form	VERB
eurjchem-592	102	5	was	be	AUX
eurjchem-592	102	6	triturated	triturate	VERB
eurjchem-592	102	7	with	with	ADP
eurjchem-592	102	8	warm	warm	ADJ
eurjchem-592	102	9	ethanol	ethanol	NOUN
eurjchem-592	102	10	,	,	PUNCT
eurjchem-592	102	11	filtered	filter	VERB
eurjchem-592	102	12	and	and	CCONJ
eurjchem-592	102	13	recrystallized	recrystallize	VERB
eurjchem-592	102	14	from	from	ADP
eurjchem-592	102	15	ethanol	ethanol	NOUN
eurjchem-592	102	16	to	to	PART
eurjchem-592	102	17	afford	afford	VERB
eurjchem-592	102	18	xanthone	xanthone	PROPN
eurjchem-592	102	19	derivative	derivative	ADJ
eurjchem-592	102	20	5a	5a	NUM
eurjchem-592	102	21	as	as	ADP
eurjchem-592	102	22	brown	brown	ADJ
eurjchem-592	102	23	crystals	crystal	NOUN
eurjchem-592	102	24	(	(	PUNCT
eurjchem-592	102	25	scheme	scheme	NOUN
eurjchem-592	102	26	1	1	NUM
eurjchem-592	102	27	)	)	PUNCT
eurjchem-592	102	28	.	.	PUNCT
eurjchem-592	103	1	yield	yield	NOUN
eurjchem-592	103	2	:	:	PUNCT
eurjchem-592	103	3	58	58	NUM
eurjchem-592	103	4	%	%	NOUN
eurjchem-592	103	5	.	.	PUNCT
eurjchem-592	104	1	m.p	m.p	PROPN
eurjchem-592	104	2	.	.	PROPN
eurjchem-592	104	3	:	:	PUNCT
eurjchem-592	105	1	>	>	PUNCT
eurjchem-592	105	2	300	300	NUM
eurjchem-592	105	3	oc	oc	NOUN
eurjchem-592	105	4	.	.	PUNCT
eurjchem-592	106	1	ft‐ir	ft‐ir	NOUN
eurjchem-592	106	2	(	(	PUNCT
eurjchem-592	106	3	kbr	kbr	PROPN
eurjchem-592	106	4	,	,	PUNCT
eurjchem-592	106	5	cm‐1	cm‐1	PROPN
eurjchem-592	106	6	):	):	PUNCT
eurjchem-592	106	7	br	br	PROPN
eurjchem-592	106	8	.	.	PUNCT
eurjchem-592	106	9	centered	center	VERB
eurjchem-592	106	10	at	at	ADP
eurjchem-592	106	11	1722	1722	NUM
eurjchem-592	106	12	(c	(c	PROPN
eurjchem-592	106	13	=	=	SYM
eurjchem-592	106	14	o	o	NOUN
eurjchem-592	106	15	)	)	PUNCT
eurjchem-592	106	16	anhydride	anhydride	NOUN
eurjchem-592	106	17	,	,	PUNCT
eurjchem-592	106	18	1631	1631	NUM
eurjchem-592	106	19	(c	(c	PROPN
eurjchem-592	106	20	=	=	SYM
eurjchem-592	106	21	o	o	NOUN
eurjchem-592	106	22	)	)	PUNCT
eurjchem-592	106	23	(	(	PUNCT
eurjchem-592	106	24	chromone	chromone	NOUN
eurjchem-592	106	25	)	)	PUNCT
eurjchem-592	106	26	.	.	PUNCT
eurjchem-592	107	1	1h	1h	NUM
eurjchem-592	107	2	nmr	nmr	NOUN
eurjchem-592	107	3	(	(	PUNCT
eurjchem-592	107	4	300	300	NUM
eurjchem-592	107	5	mhz	mhz	NOUN
eurjchem-592	107	6	,	,	PUNCT
eurjchem-592	107	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	107	8	,	,	PUNCT
eurjchem-592	107	9	δ	δ	PROPN
eurjchem-592	107	10	,	,	PUNCT
eurjchem-592	107	11	ppm	ppm	NOUN
eurjchem-592	107	12	):	):	PUNCT
eurjchem-592	107	13	8.18‐	8.18‐	NUM
eurjchem-592	107	14	7.26	7.26	NUM
eurjchem-592	107	15	(	(	PUNCT
eurjchem-592	107	16	m	m	PROPN
eurjchem-592	107	17	,	,	PUNCT
eurjchem-592	107	18	7h	7h	PROPN
eurjchem-592	107	19	,	,	PUNCT
eurjchem-592	107	20	ar‐h	ar‐h	PROPN
eurjchem-592	107	21	)	)	PUNCT
eurjchem-592	107	22	,	,	PUNCT
eurjchem-592	107	23	6.58	6.58	NUM
eurjchem-592	107	24	(	(	PUNCT
eurjchem-592	107	25	s	s	PROPN
eurjchem-592	107	26	,	,	PUNCT
eurjchem-592	107	27	1h	1h	NUM
eurjchem-592	107	28	,	,	PUNCT
eurjchem-592	107	29	c5‐h	c5‐h	PROPN
eurjchem-592	107	30	)	)	PUNCT
eurjchem-592	107	31	.	.	PUNCT
eurjchem-592	108	1	ms	ms	NOUN
eurjchem-592	108	2	(	(	PUNCT
eurjchem-592	108	3	ei	ei	PROPN
eurjchem-592	108	4	,	,	PUNCT
eurjchem-592	108	5	m	m	PROPN
eurjchem-592	108	6	/	/	SYM
eurjchem-592	108	7	z	z	NOUN
eurjchem-592	108	8	,	,	PUNCT
eurjchem-592	108	9	%	%	INTJ
eurjchem-592	108	10	):	):	PUNCT
eurjchem-592	108	11	315	315	NUM
eurjchem-592	108	12	(	(	PUNCT
eurjchem-592	108	13	m‐	m‐	AUX
eurjchem-592	108	14	c4o3,+h	c4o3,+h	VERB
eurjchem-592	108	15	,	,	PUNCT
eurjchem-592	108	16	17.8	17.8	NUM
eurjchem-592	108	17	)	)	PUNCT
eurjchem-592	108	18	.	.	PUNCT
eurjchem-592	109	1	anal	anal	PROPN
eurjchem-592	109	2	.	.	PUNCT
eurjchem-592	109	3	calcd	calcd	NOUN
eurjchem-592	109	4	.	.	PUNCT
eurjchem-592	110	1	for	for	ADP
eurjchem-592	110	2	c21h8cl2o5	c21h8cl2o5	NOUN
eurjchem-592	110	3	:	:	PUNCT
eurjchem-592	110	4	c	c	X
eurjchem-592	110	5	,	,	PUNCT
eurjchem-592	110	6	61.34	61.34	NUM
eurjchem-592	110	7	;	;	PUNCT
eurjchem-592	110	8	h	h	NOUN
eurjchem-592	110	9	,	,	PUNCT
eurjchem-592	110	10	1.96	1.96	NUM
eurjchem-592	110	11	;	;	PUNCT
eurjchem-592	110	12	cl	cl	NOUN
eurjchem-592	110	13	,	,	PUNCT
eurjchem-592	110	14	17.24	17.24	NUM
eurjchem-592	110	15	.	.	PUNCT
eurjchem-592	111	1	found	find	VERB
eurjchem-592	111	2	:	:	PUNCT
eurjchem-592	112	1	c	c	X
eurjchem-592	112	2	,	,	PUNCT
eurjchem-592	112	3	61.22	61.22	NUM
eurjchem-592	112	4	;	;	PUNCT
eurjchem-592	112	5	h	h	X
eurjchem-592	112	6	,	,	PUNCT
eurjchem-592	112	7	1.78	1.78	NUM
eurjchem-592	112	8	;	;	PUNCT
eurjchem-592	112	9	cl	cl	NOUN
eurjchem-592	112	10	,	,	PUNCT
eurjchem-592	112	11	17.17	17.17	NUM
eurjchem-592	112	12	%	%	NOUN
eurjchem-592	112	13	.	.	PUNCT
eurjchem-592	113	1	2.2.4	2.2.4	X
eurjchem-592	113	2	.	.	PUNCT
eurjchem-592	113	3	reaction	reaction	NOUN
eurjchem-592	113	4	of	of	ADP
eurjchem-592	113	5	2‐styrylchromone	2‐styrylchromone	NUM
eurjchem-592	113	6	derivatives	derivative	NOUN
eurjchem-592	113	7	(	(	PUNCT
eurjchem-592	113	8	3b	3b	NUM
eurjchem-592	113	9	,	,	PUNCT
eurjchem-592	113	10	c	c	NOUN
eurjchem-592	113	11	)	)	PUNCT
eurjchem-592	113	12	with	with	ADP
eurjchem-592	113	13	n‐arylmaliemides	n‐arylmaliemide	NOUN
eurjchem-592	113	14	;	;	PUNCT
eurjchem-592	113	15	formation	formation	NOUN
eurjchem-592	113	16	of	of	ADP
eurjchem-592	113	17	adducts	adduct	NOUN
eurjchem-592	113	18	(	(	PUNCT
eurjchem-592	113	19	5b‐g	5b‐g	NOUN
eurjchem-592	113	20	)	)	PUNCT
eurjchem-592	113	21	2	2	NUM
eurjchem-592	113	22	mmol	mmol	NOUN
eurjchem-592	113	23	of	of	ADP
eurjchem-592	113	24	2‐styryl	2‐styryl	NUM
eurjchem-592	113	25	derivatives	derivative	NOUN
eurjchem-592	113	26	(	(	PUNCT
eurjchem-592	113	27	3b	3b	NUM
eurjchem-592	113	28	,	,	PUNCT
eurjchem-592	113	29	c	c	X
eurjchem-592	113	30	)	)	PUNCT
eurjchem-592	113	31	was	be	AUX
eurjchem-592	113	32	fused	fuse	VERB
eurjchem-592	113	33	with	with	ADP
eurjchem-592	113	34	the	the	DET
eurjchem-592	113	35	appropriate	appropriate	ADJ
eurjchem-592	113	36	n‐arylmaliemide	n‐arylmaliemide	X
eurjchem-592	113	37	(	(	PUNCT
eurjchem-592	113	38	4	4	NUM
eurjchem-592	113	39	mmol	mmol	NOUN
eurjchem-592	113	40	)	)	PUNCT
eurjchem-592	113	41	in	in	ADP
eurjchem-592	113	42	molar	molar	ADJ
eurjchem-592	113	43	ratio	ratio	NOUN
eurjchem-592	113	44	1:2	1:2	NUM
eurjchem-592	113	45	on	on	ADP
eurjchem-592	113	46	sand	sand	NOUN
eurjchem-592	113	47	bath	bath	NOUN
eurjchem-592	113	48	at	at	ADP
eurjchem-592	113	49	fused	fuse	VERB
eurjchem-592	113	50	temperature	temperature	NOUN
eurjchem-592	113	51	for	for	ADP
eurjchem-592	113	52	3	3	NUM
eurjchem-592	113	53	h	h	NOUN
eurjchem-592	113	54	;	;	PUNCT
eurjchem-592	113	55	left	leave	VERB
eurjchem-592	113	56	to	to	PART
eurjchem-592	113	57	cool	cool	VERB
eurjchem-592	113	58	.	.	PUNCT
eurjchem-592	114	1	the	the	DET
eurjchem-592	114	2	solid	solid	ADJ
eurjchem-592	114	3	that	that	PRON
eurjchem-592	114	4	formed	form	VERB
eurjchem-592	114	5	was	be	AUX
eurjchem-592	114	6	triturated	triturate	VERB
eurjchem-592	114	7	with	with	ADP
eurjchem-592	114	8	warm	warm	ADJ
eurjchem-592	114	9	ethanol	ethanol	NOUN
eurjchem-592	114	10	;	;	PUNCT
eurjchem-592	114	11	filtered	filter	VERB
eurjchem-592	114	12	and	and	CCONJ
eurjchem-592	114	13	recrystallised	recrystallise	VERB
eurjchem-592	114	14	from	from	ADP
eurjchem-592	114	15	the	the	DET
eurjchem-592	114	16	proper	proper	ADJ
eurjchem-592	114	17	solvent	solvent	NOUN
eurjchem-592	114	18	to	to	PART
eurjchem-592	114	19	afford	afford	VERB
eurjchem-592	114	20	the	the	DET
eurjchem-592	114	21	expected	expect	VERB
eurjchem-592	114	22	adducts	adduct	NOUN
eurjchem-592	114	23	(	(	PUNCT
eurjchem-592	114	24	5b‐g	5b‐g	NOUN
eurjchem-592	114	25	)	)	PUNCT
eurjchem-592	114	26	(	(	PUNCT
eurjchem-592	114	27	scheme	scheme	NOUN
eurjchem-592	114	28	1	1	NUM
eurjchem-592	114	29	)	)	PUNCT
eurjchem-592	114	30	.	.	PUNCT
eurjchem-592	115	1	7,9‐dichloro‐4‐(4‐fluorophenyl)‐2‐phenylchromeno[3,2‐e	7,9‐dichloro‐4‐(4‐fluorophenyl)‐2‐phenylchromeno[3,2‐e	NUM
eurjchem-592	115	2	]	]	PUNCT
eurjchem-592	115	3	isoindole‐1,3,11(2h)‐trione	isoindole‐1,3,11(2h)‐trione	PUNCT
eurjchem-592	115	4	(	(	PUNCT
eurjchem-592	115	5	5b	5b	NUM
eurjchem-592	115	6	):	):	PUNCT
eurjchem-592	115	7	recrystallized	recrystallize	VERB
eurjchem-592	115	8	from	from	ADP
eurjchem-592	115	9	acetic	acetic	ADJ
eurjchem-592	115	10	acid	acid	NOUN
eurjchem-592	115	11	to	to	PART
eurjchem-592	115	12	afford	afford	VERB
eurjchem-592	115	13	the	the	DET
eurjchem-592	115	14	adduct	adduct	NOUN
eurjchem-592	115	15	as	as	ADP
eurjchem-592	115	16	brown	brown	ADJ
eurjchem-592	115	17	crystals	crystal	NOUN
eurjchem-592	115	18	.	.	PUNCT
eurjchem-592	116	1	yield	yield	NOUN
eurjchem-592	116	2	:	:	PUNCT
eurjchem-592	116	3	80	80	NUM
eurjchem-592	116	4	%	%	NOUN
eurjchem-592	116	5	.	.	PUNCT
eurjchem-592	117	1	m.p	m.p	PROPN
eurjchem-592	117	2	.	.	PROPN
eurjchem-592	117	3	:	:	PUNCT
eurjchem-592	118	1	197‐	197‐	NUM
eurjchem-592	118	2	200	200	NUM
eurjchem-592	118	3	oc	oc	NOUN
eurjchem-592	118	4	.	.	PUNCT
eurjchem-592	118	5	ft‐ir	ft‐ir	NOUN
eurjchem-592	118	6	(	(	PUNCT
eurjchem-592	118	7	kbr	kbr	PROPN
eurjchem-592	118	8	,	,	PUNCT
eurjchem-592	118	9	cm‐1	cm‐1	PROPN
eurjchem-592	118	10	):	):	PUNCT
eurjchem-592	118	11	1776	1776	NUM
eurjchem-592	118	12	,	,	PUNCT
eurjchem-592	118	13	1707	1707	NUM
eurjchem-592	118	14	(c	(c	NOUN
eurjchem-592	118	15	=	=	SYM
eurjchem-592	118	16	o	o	NOUN
eurjchem-592	118	17	)	)	PUNCT
eurjchem-592	118	18	imide	imide	ADV
eurjchem-592	118	19	..	..	PUNCT
eurjchem-592	118	20	1h	1h	NUM
eurjchem-592	118	21	nmr	nmr	NOUN
eurjchem-592	118	22	(	(	PUNCT
eurjchem-592	118	23	300	300	NUM
eurjchem-592	118	24	mhz	mhz	NOUN
eurjchem-592	118	25	,	,	PUNCT
eurjchem-592	118	26	cdcl3	cdcl3	PROPN
eurjchem-592	118	27	,	,	PUNCT
eurjchem-592	118	28	δ	δ	PROPN
eurjchem-592	118	29	,	,	PUNCT
eurjchem-592	118	30	ppm	ppm	NUM
eurjchem-592	118	31	):	):	PUNCT
eurjchem-592	118	32	8.10‐7.10	8.10‐7.10	NUM
eurjchem-592	118	33	(	(	PUNCT
eurjchem-592	118	34	m	m	PROPN
eurjchem-592	118	35	,	,	PUNCT
eurjchem-592	118	36	11h	11h	NUM
eurjchem-592	118	37	,	,	PUNCT
eurjchem-592	118	38	ar‐h	ar‐h	NOUN
eurjchem-592	118	39	)	)	PUNCT
eurjchem-592	118	40	,	,	PUNCT
eurjchem-592	118	41	6.36	6.36	NUM
eurjchem-592	118	42	(	(	PUNCT
eurjchem-592	118	43	s	s	PROPN
eurjchem-592	118	44	,	,	PUNCT
eurjchem-592	118	45	1h	1h	NUM
eurjchem-592	118	46	,	,	PUNCT
eurjchem-592	118	47	c5‐h	c5‐h	PROPN
eurjchem-592	118	48	)	)	PUNCT
eurjchem-592	118	49	.	.	PUNCT
eurjchem-592	119	1	ms	ms	NOUN
eurjchem-592	119	2	(	(	PUNCT
eurjchem-592	119	3	ei	ei	PROPN
eurjchem-592	119	4	,	,	PUNCT
eurjchem-592	119	5	m	m	PROPN
eurjchem-592	119	6	/	/	SYM
eurjchem-592	119	7	z	z	NOUN
eurjchem-592	119	8	,	,	PUNCT
eurjchem-592	119	9	%	%	INTJ
eurjchem-592	119	10	):	):	PUNCT
eurjchem-592	119	11	503	503	NUM
eurjchem-592	119	12	(	(	PUNCT
eurjchem-592	119	13	m+	m+	NUM
eurjchem-592	119	14	.	.	PROPN
eurjchem-592	119	15	,	,	PUNCT
eurjchem-592	119	16	50	50	NUM
eurjchem-592	119	17	)	)	PUNCT
eurjchem-592	119	18	.	.	PUNCT
eurjchem-592	120	1	anal	anal	PROPN
eurjchem-592	120	2	.	.	PUNCT
eurjchem-592	120	3	calcd	calcd	NOUN
eurjchem-592	120	4	.	.	PUNCT
eurjchem-592	121	1	for	for	ADP
eurjchem-592	121	2	c27h12cl2fno4	c27h12cl2fno4	ADJ
eurjchem-592	121	3	:	:	PUNCT
eurjchem-592	121	4	c	c	X
eurjchem-592	121	5	,	,	PUNCT
eurjchem-592	121	6	64.31	64.31	NUM
eurjchem-592	121	7	;	;	PUNCT
eurjchem-592	121	8	h	h	X
eurjchem-592	121	9	,	,	PUNCT
eurjchem-592	121	10	2.40	2.40	NUM
eurjchem-592	121	11	;	;	PUNCT
eurjchem-592	121	12	cl	cl	NOUN
eurjchem-592	121	13	,	,	PUNCT
eurjchem-592	121	14	14.06	14.06	NUM
eurjchem-592	121	15	;	;	PUNCT
eurjchem-592	121	16	n	n	CCONJ
eurjchem-592	121	17	,	,	PUNCT
eurjchem-592	121	18	2.78	2.78	NUM
eurjchem-592	121	19	.	.	PUNCT
eurjchem-592	121	20	found	find	VERB
eurjchem-592	121	21	:	:	PUNCT
eurjchem-592	122	1	c	c	X
eurjchem-592	122	2	,	,	PUNCT
eurjchem-592	122	3	64.22	64.22	NUM
eurjchem-592	122	4	;	;	PUNCT
eurjchem-592	122	5	h	h	NOUN
eurjchem-592	122	6	,	,	PUNCT
eurjchem-592	122	7	2.35	2.35	NUM
eurjchem-592	122	8	;	;	PUNCT
eurjchem-592	122	9	cl	cl	NOUN
eurjchem-592	122	10	,	,	PUNCT
eurjchem-592	122	11	13.97	13.97	NUM
eurjchem-592	122	12	;	;	PUNCT
eurjchem-592	122	13	n	n	CCONJ
eurjchem-592	122	14	,	,	PUNCT
eurjchem-592	122	15	2.67	2.67	NUM
eurjchem-592	122	16	%	%	NOUN
eurjchem-592	122	17	.	.	PUNCT
eurjchem-592	123	1	7,9‐dichloro‐4‐(4‐fluorophenyl)‐2‐(4‐nitrophenyl)chromeno	7,9‐dichloro‐4‐(4‐fluorophenyl)‐2‐(4‐nitrophenyl)chromeno	NOUN
eurjchem-592	124	1	[	[	X
eurjchem-592	124	2	3,2‐e]isoindole‐1,3,11(2h)‐trione	3,2‐e]isoindole‐1,3,11(2h)‐trione	NUM
eurjchem-592	124	3	(	(	PUNCT
eurjchem-592	124	4	5c	5c	NUM
eurjchem-592	124	5	):	):	PUNCT
eurjchem-592	124	6	recrystallised	recrystallise	VERB
eurjchem-592	124	7	from	from	ADP
eurjchem-592	124	8	ethanol	ethanol	NOUN
eurjchem-592	124	9	to	to	PART
eurjchem-592	124	10	afford	afford	VERB
eurjchem-592	124	11	the	the	DET
eurjchem-592	124	12	adduct	adduct	NOUN
eurjchem-592	124	13	as	as	ADP
eurjchem-592	124	14	brown	brown	ADJ
eurjchem-592	124	15	crystals	crystal	NOUN
eurjchem-592	124	16	.	.	PUNCT
eurjchem-592	125	1	yield	yield	NOUN
eurjchem-592	125	2	:	:	PUNCT
eurjchem-592	125	3	51	51	NUM
eurjchem-592	125	4	%	%	NOUN
eurjchem-592	125	5	.	.	PUNCT
eurjchem-592	126	1	m.p	m.p	PROPN
eurjchem-592	126	2	.	.	PROPN
eurjchem-592	126	3	:	:	PUNCT
eurjchem-592	127	1	200‐202	200‐202	PROPN
eurjchem-592	127	2	oc	oc	PROPN
eurjchem-592	127	3	.	.	PUNCT
eurjchem-592	127	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	127	5	(	(	PUNCT
eurjchem-592	127	6	kbr	kbr	PROPN
eurjchem-592	127	7	,	,	PUNCT
eurjchem-592	127	8	cm‐1	cm‐1	PROPN
eurjchem-592	127	9	):	):	PUNCT
eurjchem-592	127	10	1670,1656	1670,1656	NUM
eurjchem-592	127	11	(c	(c	NOUN
eurjchem-592	127	12	=	=	SYM
eurjchem-592	127	13	o	o	NOUN
eurjchem-592	127	14	)	)	PUNCT
eurjchem-592	127	15	imide	imide	ADV
eurjchem-592	127	16	,	,	PUNCT
eurjchem-592	127	17	1633	1633	NUM
eurjchem-592	127	18	(c	(c	NUM
eurjchem-592	127	19	=	=	SYM
eurjchem-592	127	20	o	o	NOUN
eurjchem-592	127	21	)	)	PUNCT
eurjchem-592	127	22	(	(	PUNCT
eurjchem-592	127	23	chromone	chromone	NOUN
eurjchem-592	127	24	)	)	PUNCT
eurjchem-592	127	25	.	.	PUNCT
eurjchem-592	128	1	1h	1h	NUM
eurjchem-592	128	2	nmr	nmr	NOUN
eurjchem-592	128	3	(	(	PUNCT
eurjchem-592	128	4	300	300	NUM
eurjchem-592	128	5	mhz	mhz	NOUN
eurjchem-592	128	6	,	,	PUNCT
eurjchem-592	128	7	cdcl3	cdcl3	PROPN
eurjchem-592	128	8	,	,	PUNCT
eurjchem-592	128	9	δ	δ	PROPN
eurjchem-592	128	10	,	,	PUNCT
eurjchem-592	128	11	ppm	ppm	NOUN
eurjchem-592	128	12	):	):	PUNCT
eurjchem-592	128	13	8.23‐	8.23‐	NUM
eurjchem-592	128	14	6.34	6.34	NUM
eurjchem-592	128	15	(	(	PUNCT
eurjchem-592	128	16	m	m	PROPN
eurjchem-592	128	17	,	,	PUNCT
eurjchem-592	128	18	10h	10h	NUM
eurjchem-592	128	19	,	,	PUNCT
eurjchem-592	128	20	ar‐h	ar‐h	NOUN
eurjchem-592	128	21	)	)	PUNCT
eurjchem-592	128	22	,	,	PUNCT
eurjchem-592	129	1	6.31(s	6.31(s	PROPN
eurjchem-592	129	2	,	,	PUNCT
eurjchem-592	129	3	1h	1h	NUM
eurjchem-592	129	4	,	,	PUNCT
eurjchem-592	129	5	c5‐h	c5‐h	PROPN
eurjchem-592	129	6	)	)	PUNCT
eurjchem-592	129	7	.	.	PUNCT
eurjchem-592	130	1	ms	ms	NOUN
eurjchem-592	130	2	(	(	PUNCT
eurjchem-592	130	3	ei	ei	PROPN
eurjchem-592	130	4	,	,	PUNCT
eurjchem-592	130	5	m	m	PROPN
eurjchem-592	130	6	/	/	SYM
eurjchem-592	130	7	z	z	NOUN
eurjchem-592	130	8	,	,	PUNCT
eurjchem-592	130	9	%	%	INTJ
eurjchem-592	130	10	):	):	PUNCT
eurjchem-592	130	11	(	(	PUNCT
eurjchem-592	130	12	m‐	m‐	NOUN
eurjchem-592	130	13	c10h4o4n2,‐2h	c10h4o4n2,‐2h	NUM
eurjchem-592	130	14	,	,	PUNCT
eurjchem-592	130	15	19.1	19.1	NUM
eurjchem-592	130	16	)	)	PUNCT
eurjchem-592	130	17	.	.	PUNCT
eurjchem-592	131	1	anal	anal	PROPN
eurjchem-592	131	2	.	.	PUNCT
eurjchem-592	131	3	calcd	calcd	NOUN
eurjchem-592	131	4	.	.	PUNCT
eurjchem-592	132	1	for	for	ADP
eurjchem-592	132	2	c27h11cl2fn2o6	c27h11cl2fn2o6	VERB
eurjchem-592	132	3	:	:	PUNCT
eurjchem-592	132	4	c	c	X
eurjchem-592	132	5	,	,	PUNCT
eurjchem-592	132	6	59.04	59.04	NUM
eurjchem-592	132	7	;	;	PUNCT
eurjchem-592	132	8	h	h	NOUN
eurjchem-592	132	9	,	,	PUNCT
eurjchem-592	132	10	2.02	2.02	NUM
eurjchem-592	132	11	;	;	PUNCT
eurjchem-592	132	12	cl	cl	NOUN
eurjchem-592	132	13	,	,	PUNCT
eurjchem-592	132	14	12.91	12.91	NUM
eurjchem-592	132	15	;	;	PUNCT
eurjchem-592	132	16	n	n	CCONJ
eurjchem-592	132	17	,	,	PUNCT
eurjchem-592	132	18	5.10.found	5.10.found	NOUN
eurjchem-592	132	19	:	:	PUNCT
eurjchem-592	133	1	c	c	X
eurjchem-592	133	2	,	,	PUNCT
eurjchem-592	133	3	58.96	58.96	NUM
eurjchem-592	133	4	;	;	PUNCT
eurjchem-592	133	5	h	h	NOUN
eurjchem-592	133	6	,	,	PUNCT
eurjchem-592	133	7	1.98	1.98	NUM
eurjchem-592	133	8	;	;	PUNCT
eurjchem-592	133	9	cl	cl	NOUN
eurjchem-592	133	10	,	,	PUNCT
eurjchem-592	133	11	12.79	12.79	NUM
eurjchem-592	133	12	;	;	PUNCT
eurjchem-592	133	13	n	n	CCONJ
eurjchem-592	133	14	,	,	PUNCT
eurjchem-592	133	15	4.97	4.97	NUM
eurjchem-592	133	16	%	%	NOUN
eurjchem-592	133	17	.	.	PUNCT
eurjchem-592	134	1	7,9‐dichloro‐4‐(4‐fluorophenyl)‐2‐(4‐methoxyphenyl	7,9‐dichloro‐4‐(4‐fluorophenyl)‐2‐(4‐methoxyphenyl	X
eurjchem-592	134	2	)	)	PUNCT
eurjchem-592	134	3	chromeno[3,2‐e]isoindole‐1,3,11(2h)‐trione	chromeno[3,2‐e]isoindole‐1,3,11(2h)‐trione	NOUN
eurjchem-592	134	4	(	(	PUNCT
eurjchem-592	134	5	5d	5d	NUM
eurjchem-592	134	6	):	):	PUNCT
eurjchem-592	134	7	recrystallised	recrystallise	VERB
eurjchem-592	134	8	from	from	ADP
eurjchem-592	134	9	ethanol	ethanol	NOUN
eurjchem-592	134	10	to	to	PART
eurjchem-592	134	11	afford	afford	VERB
eurjchem-592	134	12	the	the	DET
eurjchem-592	134	13	adduct	adduct	NOUN
eurjchem-592	134	14	as	as	ADP
eurjchem-592	134	15	brown	brown	ADJ
eurjchem-592	134	16	crystals	crystal	NOUN
eurjchem-592	134	17	.	.	PUNCT
eurjchem-592	135	1	yield	yield	NOUN
eurjchem-592	135	2	:	:	PUNCT
eurjchem-592	135	3	75	75	NUM
eurjchem-592	135	4	%	%	NOUN
eurjchem-592	135	5	.	.	PUNCT
eurjchem-592	136	1	m.p	m.p	PROPN
eurjchem-592	136	2	.	.	PROPN
eurjchem-592	136	3	:	:	PUNCT
eurjchem-592	137	1	202‐205	202‐205	NUM
eurjchem-592	137	2	oc	oc	NOUN
eurjchem-592	137	3	.	.	PUNCT
eurjchem-592	137	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	137	5	(	(	PUNCT
eurjchem-592	137	6	kbr	kbr	PROPN
eurjchem-592	137	7	,	,	PUNCT
eurjchem-592	137	8	cm‐1	cm‐1	PROPN
eurjchem-592	137	9	):	):	PUNCT
eurjchem-592	137	10	1708	1708	NUM
eurjchem-592	137	11	,	,	PUNCT
eurjchem-592	137	12	1656	1656	NUM
eurjchem-592	137	13	(c	(c	PROPN
eurjchem-592	137	14	=	=	SYM
eurjchem-592	137	15	o	o	NOUN
eurjchem-592	137	16	)	)	PUNCT
eurjchem-592	137	17	imide	imide	ADV
eurjchem-592	137	18	,	,	PUNCT
eurjchem-592	137	19	1634	1634	NUM
eurjchem-592	137	20	(c	(c	NOUN
eurjchem-592	137	21	=	=	SYM
eurjchem-592	137	22	o	o	NOUN
eurjchem-592	137	23	)	)	PUNCT
eurjchem-592	137	24	chromone	chromone	NOUN
eurjchem-592	137	25	.	.	PUNCT
eurjchem-592	138	1	1h	1h	NUM
eurjchem-592	138	2	nmr	nmr	NOUN
eurjchem-592	138	3	(	(	PUNCT
eurjchem-592	138	4	300	300	NUM
eurjchem-592	138	5	mhz	mhz	NOUN
eurjchem-592	138	6	,	,	PUNCT
eurjchem-592	138	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	138	8	,	,	PUNCT
eurjchem-592	138	9	δ	δ	PROPN
eurjchem-592	138	10	,	,	PUNCT
eurjchem-592	138	11	ppm	ppm	NUM
eurjchem-592	138	12	):	):	PUNCT
eurjchem-592	138	13	8.13‐7.17	8.13‐7.17	NUM
eurjchem-592	138	14	(	(	PUNCT
eurjchem-592	138	15	m	m	PROPN
eurjchem-592	138	16	,	,	PUNCT
eurjchem-592	138	17	10h	10h	NUM
eurjchem-592	138	18	,	,	PUNCT
eurjchem-592	138	19	ar‐h	ar‐h	PROPN
eurjchem-592	138	20	)	)	PUNCT
eurjchem-592	138	21	,	,	PUNCT
eurjchem-592	138	22	6.52	6.52	NUM
eurjchem-592	138	23	(	(	PUNCT
eurjchem-592	138	24	s	s	PROPN
eurjchem-592	138	25	,	,	PUNCT
eurjchem-592	138	26	1h	1h	NUM
eurjchem-592	138	27	,	,	PUNCT
eurjchem-592	138	28	c5‐h	c5‐h	PROPN
eurjchem-592	138	29	)	)	PUNCT
eurjchem-592	138	30	,	,	PUNCT
eurjchem-592	138	31	3.39	3.39	NUM
eurjchem-592	138	32	(	(	PUNCT
eurjchem-592	138	33	s	s	PROPN
eurjchem-592	138	34	,	,	PUNCT
eurjchem-592	138	35	3h	3h	NUM
eurjchem-592	138	36	,	,	PUNCT
eurjchem-592	138	37	‐och3	‐och3	NOUN
eurjchem-592	138	38	)	)	PUNCT
eurjchem-592	138	39	.	.	PUNCT
eurjchem-592	139	1	ms	ms	NOUN
eurjchem-592	139	2	(	(	PUNCT
eurjchem-592	139	3	ei	ei	PROPN
eurjchem-592	139	4	,	,	PUNCT
eurjchem-592	139	5	m	m	PROPN
eurjchem-592	139	6	/	/	SYM
eurjchem-592	139	7	z	z	NOUN
eurjchem-592	139	8	,	,	PUNCT
eurjchem-592	139	9	%	%	INTJ
eurjchem-592	139	10	):	):	PUNCT
eurjchem-592	139	11	538	538	NUM
eurjchem-592	139	12	(	(	PUNCT
eurjchem-592	139	13	m+5	m+5	PROPN
eurjchem-592	139	14	,	,	PUNCT
eurjchem-592	139	15	80.0	80.0	NUM
eurjchem-592	139	16	)	)	PUNCT
eurjchem-592	139	17	.	.	PUNCT
eurjchem-592	140	1	anal	anal	PROPN
eurjchem-592	140	2	.	.	PUNCT
eurjchem-592	140	3	calcd	calcd	NOUN
eurjchem-592	140	4	.	.	PUNCT
eurjchem-592	141	1	for	for	ADP
eurjchem-592	141	2	c28h14cl2fno5	c28h14cl2fno5	PROPN
eurjchem-592	141	3	:	:	PUNCT
eurjchem-592	141	4	c	c	X
eurjchem-592	141	5	,	,	PUNCT
eurjchem-592	141	6	62.94	62.94	NUM
eurjchem-592	141	7	;	;	PUNCT
eurjchem-592	141	8	h	h	NOUN
eurjchem-592	141	9	,	,	PUNCT
eurjchem-592	141	10	2.64	2.64	NUM
eurjchem-592	141	11	;	;	PUNCT
eurjchem-592	141	12	cl	cl	NOUN
eurjchem-592	141	13	,	,	PUNCT
eurjchem-592	141	14	13.27	13.27	NUM
eurjchem-592	141	15	;	;	PUNCT
eurjchem-592	141	16	n	n	CCONJ
eurjchem-592	141	17	,	,	PUNCT
eurjchem-592	141	18	2.62	2.62	NUM
eurjchem-592	141	19	.	.	PUNCT
eurjchem-592	141	20	found	find	VERB
eurjchem-592	141	21	c	c	PROPN
eurjchem-592	141	22	,	,	PUNCT
eurjchem-592	141	23	62.78	62.78	NUM
eurjchem-592	141	24	;	;	PUNCT
eurjchem-592	141	25	h	h	NOUN
eurjchem-592	141	26	,	,	PUNCT
eurjchem-592	141	27	2.49	2.49	NUM
eurjchem-592	141	28	;	;	PUNCT
eurjchem-592	141	29	cl	cl	NOUN
eurjchem-592	141	30	,	,	PUNCT
eurjchem-592	141	31	13.15	13.15	NUM
eurjchem-592	141	32	;	;	PUNCT
eurjchem-592	141	33	n	n	CCONJ
eurjchem-592	141	34	,	,	PUNCT
eurjchem-592	141	35	2.56	2.56	NUM
eurjchem-592	141	36	%	%	NOUN
eurjchem-592	141	37	.	.	PUNCT
eurjchem-592	142	1	7,9‐dichloro‐4‐(4‐methoxyphenyl)‐2‐phenylchromeno[3,2‐e	7,9‐dichloro‐4‐(4‐methoxyphenyl)‐2‐phenylchromeno[3,2‐e	NUM
eurjchem-592	142	2	]	]	X
eurjchem-592	142	3	isoindole‐1,3,11(2h)‐trione	isoindole‐1,3,11(2h)‐trione	PUNCT
eurjchem-592	142	4	(	(	PUNCT
eurjchem-592	142	5	5e	5e	NOUN
eurjchem-592	142	6	):	):	PUNCT
eurjchem-592	142	7	recrystallised	recrystallise	VERB
eurjchem-592	142	8	from	from	ADP
eurjchem-592	142	9	acetic	acetic	ADJ
eurjchem-592	142	10	acid	acid	NOUN
eurjchem-592	142	11	to	to	PART
eurjchem-592	142	12	afford	afford	VERB
eurjchem-592	142	13	the	the	DET
eurjchem-592	142	14	adduct	adduct	NOUN
eurjchem-592	142	15	as	as	ADP
eurjchem-592	142	16	brown	brown	ADJ
eurjchem-592	142	17	crystals	crystal	NOUN
eurjchem-592	142	18	.	.	PUNCT
eurjchem-592	143	1	yield	yield	NOUN
eurjchem-592	143	2	:	:	PUNCT
eurjchem-592	143	3	79	79	NUM
eurjchem-592	143	4	%	%	NOUN
eurjchem-592	143	5	.	.	PUNCT
eurjchem-592	144	1	m.p	m.p	PROPN
eurjchem-592	144	2	.	.	PROPN
eurjchem-592	144	3	:	:	PUNCT
eurjchem-592	145	1	>	>	PUNCT
eurjchem-592	145	2	300	300	NUM
eurjchem-592	145	3	oc	oc	NOUN
eurjchem-592	145	4	.	.	PUNCT
eurjchem-592	146	1	ft‐ir	ft‐ir	NOUN
eurjchem-592	146	2	(	(	PUNCT
eurjchem-592	146	3	kbr	kbr	PROPN
eurjchem-592	146	4	,	,	PUNCT
eurjchem-592	146	5	cm‐1	cm‐1	PROPN
eurjchem-592	146	6	):	):	PUNCT
eurjchem-592	146	7	1771	1771	NUM
eurjchem-592	146	8	,	,	PUNCT
eurjchem-592	146	9	1721	1721	NUM
eurjchem-592	146	10	(c	(c	PROPN
eurjchem-592	146	11	=	=	SYM
eurjchem-592	146	12	o	o	NOUN
eurjchem-592	146	13	)	)	PUNCT
eurjchem-592	146	14	imide	imide	NOUN
eurjchem-592	146	15	,	,	PUNCT
eurjchem-592	146	16	.	.	PUNCT
eurjchem-592	147	1	1h	1h	NUM
eurjchem-592	147	2	nmr	nmr	NOUN
eurjchem-592	147	3	(	(	PUNCT
eurjchem-592	147	4	300	300	NUM
eurjchem-592	147	5	mhz	mhz	NOUN
eurjchem-592	147	6	,	,	PUNCT
eurjchem-592	147	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	147	8	,	,	PUNCT
eurjchem-592	147	9	δ	δ	PROPN
eurjchem-592	147	10	,	,	PUNCT
eurjchem-592	147	11	ppm	ppm	NOUN
eurjchem-592	147	12	):	):	PUNCT
eurjchem-592	147	13	7.47‐7.28	7.47‐7.28	NUM
eurjchem-592	147	14	(	(	PUNCT
eurjchem-592	147	15	m	m	PROPN
eurjchem-592	147	16	,	,	PUNCT
eurjchem-592	147	17	11h	11h	NUM
eurjchem-592	147	18	,	,	PUNCT
eurjchem-592	147	19	ar‐h	ar‐h	NOUN
eurjchem-592	147	20	)	)	PUNCT
eurjchem-592	147	21	,	,	PUNCT
eurjchem-592	147	22	6.50	6.50	NUM
eurjchem-592	147	23	(	(	PUNCT
eurjchem-592	147	24	s	s	PROPN
eurjchem-592	147	25	,	,	PUNCT
eurjchem-592	147	26	1h	1h	NUM
eurjchem-592	147	27	,	,	PUNCT
eurjchem-592	147	28	c5‐h	c5‐h	PROPN
eurjchem-592	147	29	)	)	PUNCT
eurjchem-592	147	30	,	,	PUNCT
eurjchem-592	147	31	3.83	3.83	NUM
eurjchem-592	147	32	(	(	PUNCT
eurjchem-592	147	33	s	s	PROPN
eurjchem-592	147	34	,	,	PUNCT
eurjchem-592	147	35	3h	3h	NUM
eurjchem-592	147	36	,	,	PUNCT
eurjchem-592	147	37	‐och3	‐och3	NOUN
eurjchem-592	147	38	)	)	PUNCT
eurjchem-592	147	39	.	.	PUNCT
eurjchem-592	148	1	ms	ms	NOUN
eurjchem-592	148	2	(	(	PUNCT
eurjchem-592	148	3	ei	ei	PROPN
eurjchem-592	148	4	,	,	PUNCT
eurjchem-592	148	5	m	m	PROPN
eurjchem-592	148	6	/	/	SYM
eurjchem-592	148	7	z	z	NOUN
eurjchem-592	148	8	,	,	PUNCT
eurjchem-592	148	9	%	%	INTJ
eurjchem-592	148	10	):	):	PUNCT
eurjchem-592	148	11	519	519	NUM
eurjchem-592	148	12	(	(	PUNCT
eurjchem-592	148	13	m+4	m+4	ADJ
eurjchem-592	148	14	,	,	PUNCT
eurjchem-592	148	15	2.0	2.0	NUM
eurjchem-592	148	16	)	)	PUNCT
eurjchem-592	148	17	.	.	PUNCT
eurjchem-592	149	1	anal	anal	PROPN
eurjchem-592	149	2	.	.	PUNCT
eurjchem-592	149	3	calcd	calcd	NOUN
eurjchem-592	149	4	.	.	PUNCT
eurjchem-592	150	1	for	for	ADP
eurjchem-592	150	2	c28h15cl2no5	c28h15cl2no5	PROPN
eurjchem-592	150	3	:	:	PUNCT
eurjchem-592	150	4	c	c	X
eurjchem-592	150	5	,	,	PUNCT
eurjchem-592	150	6	65.13	65.13	NUM
eurjchem-592	150	7	;	;	PUNCT
eurjchem-592	150	8	h	h	NOUN
eurjchem-592	150	9	,	,	PUNCT
eurjchem-592	150	10	2.93	2.93	NUM
eurjchem-592	150	11	;	;	PUNCT
eurjchem-592	150	12	cl	cl	NOUN
eurjchem-592	150	13	,	,	PUNCT
eurjchem-592	150	14	13.73	13.73	NUM
eurjchem-592	150	15	;	;	PUNCT
eurjchem-592	150	16	n	n	CCONJ
eurjchem-592	150	17	,	,	PUNCT
eurjchem-592	150	18	2.71	2.71	NUM
eurjchem-592	150	19	.	.	PUNCT
eurjchem-592	150	20	found	find	VERB
eurjchem-592	150	21	:	:	PUNCT
eurjchem-592	151	1	c	c	X
eurjchem-592	151	2	,	,	PUNCT
eurjchem-592	151	3	64.98	64.98	NUM
eurjchem-592	151	4	;	;	PUNCT
eurjchem-592	151	5	h	h	NOUN
eurjchem-592	151	6	,	,	PUNCT
eurjchem-592	151	7	2.79	2.79	NUM
eurjchem-592	151	8	;	;	PUNCT
eurjchem-592	151	9	cl	cl	NOUN
eurjchem-592	151	10	,	,	PUNCT
eurjchem-592	151	11	13.69	13.69	NUM
eurjchem-592	151	12	;	;	PUNCT
eurjchem-592	151	13	n	n	CCONJ
eurjchem-592	151	14	,	,	PUNCT
eurjchem-592	151	15	2.64	2.64	NUM
eurjchem-592	151	16	%	%	NOUN
eurjchem-592	151	17	.	.	PUNCT
eurjchem-592	152	1	7,9‐dichloro‐4‐(4‐methoxyphenyl)‐2‐(4‐nitrophenyl	7,9‐dichloro‐4‐(4‐methoxyphenyl)‐2‐(4‐nitrophenyl	X
eurjchem-592	152	2	)	)	PUNCT
eurjchem-592	152	3	chromeno[3,2‐e]isoindole‐1,3,11(2h)‐trione	chromeno[3,2‐e]isoindole‐1,3,11(2h)‐trione	NOUN
eurjchem-592	152	4	(	(	PUNCT
eurjchem-592	152	5	5f	5f	NOUN
eurjchem-592	152	6	):	):	PUNCT
eurjchem-592	152	7	recrystallised	recrystallise	VERB
eurjchem-592	152	8	from	from	ADP
eurjchem-592	152	9	acetic	acetic	ADJ
eurjchem-592	152	10	acid	acid	NOUN
eurjchem-592	152	11	to	to	PART
eurjchem-592	152	12	afford	afford	VERB
eurjchem-592	152	13	the	the	DET
eurjchem-592	152	14	adduct	adduct	NOUN
eurjchem-592	152	15	as	as	ADP
eurjchem-592	152	16	brown	brown	ADJ
eurjchem-592	152	17	crystals	crystal	NOUN
eurjchem-592	152	18	.	.	PUNCT
eurjchem-592	153	1	yield	yield	NOUN
eurjchem-592	153	2	:	:	PUNCT
eurjchem-592	153	3	63	63	NUM
eurjchem-592	153	4	%	%	NOUN
eurjchem-592	153	5	.	.	PUNCT
eurjchem-592	154	1	m.p	m.p	PROPN
eurjchem-592	154	2	.	.	PROPN
eurjchem-592	154	3	:	:	PUNCT
eurjchem-592	155	1	>	>	PUNCT
eurjchem-592	155	2	300	300	NUM
eurjchem-592	155	3	oc	oc	NOUN
eurjchem-592	155	4	.	.	PUNCT
eurjchem-592	156	1	ft‐ir	ft‐ir	NOUN
eurjchem-592	156	2	(	(	PUNCT
eurjchem-592	156	3	kbr	kbr	PROPN
eurjchem-592	156	4	,	,	PUNCT
eurjchem-592	156	5	cm‐1	cm‐1	PROPN
eurjchem-592	156	6	):	):	PUNCT
eurjchem-592	156	7	1729	1729	NUM
eurjchem-592	156	8	,	,	PUNCT
eurjchem-592	156	9	1643	1643	NUM
eurjchem-592	156	10	(c	(c	PROPN
eurjchem-592	156	11	=	=	SYM
eurjchem-592	156	12	o	o	NOUN
eurjchem-592	156	13	)	)	PUNCT
eurjchem-592	156	14	imide	imide	ADV
eurjchem-592	156	15	..	..	PUNCT
eurjchem-592	156	16	1h	1h	NUM
eurjchem-592	156	17	nmr	nmr	NOUN
eurjchem-592	156	18	(	(	PUNCT
eurjchem-592	156	19	300	300	NUM
eurjchem-592	156	20	mhz	mhz	NOUN
eurjchem-592	156	21	,	,	PUNCT
eurjchem-592	156	22	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	156	23	,	,	PUNCT
eurjchem-592	156	24	δ	δ	PROPN
eurjchem-592	156	25	,	,	PUNCT
eurjchem-592	156	26	ppm	ppm	NOUN
eurjchem-592	156	27	):	):	PUNCT
eurjchem-592	156	28	7.96‐7.92	7.96‐7.92	NUM
eurjchem-592	156	29	,	,	PUNCT
eurjchem-592	156	30	6.68‐	6.68‐	NUM
eurjchem-592	156	31	6.57	6.57	NUM
eurjchem-592	156	32	(	(	PUNCT
eurjchem-592	156	33	2	2	NUM
eurjchem-592	156	34	m	m	PROPN
eurjchem-592	156	35	,	,	PUNCT
eurjchem-592	156	36	11h	11h	NUM
eurjchem-592	156	37	,	,	PUNCT
eurjchem-592	156	38	ar‐h	ar‐h	NOUN
eurjchem-592	156	39	)	)	PUNCT
eurjchem-592	156	40	,	,	PUNCT
eurjchem-592	156	41	3.30	3.30	NUM
eurjchem-592	156	42	(	(	PUNCT
eurjchem-592	156	43	s	s	PROPN
eurjchem-592	156	44	,	,	PUNCT
eurjchem-592	156	45	3h	3h	NUM
eurjchem-592	156	46	,	,	PUNCT
eurjchem-592	156	47	‐och3	‐och3	NOUN
eurjchem-592	156	48	)	)	PUNCT
eurjchem-592	156	49	.	.	PUNCT
eurjchem-592	157	1	anal	anal	PROPN
eurjchem-592	157	2	.	.	PUNCT
eurjchem-592	157	3	calcd	calcd	NOUN
eurjchem-592	157	4	.	.	PUNCT
eurjchem-592	158	1	for	for	ADP
eurjchem-592	158	2	c28h14cl2n2o7	c28h14cl2n2o7	NOUN
eurjchem-592	158	3	:	:	PUNCT
eurjchem-592	158	4	c	c	X
eurjchem-592	158	5	,	,	PUNCT
eurjchem-592	158	6	59.91	59.91	NUM
eurjchem-592	158	7	;	;	PUNCT
eurjchem-592	158	8	h	h	NOUN
eurjchem-592	158	9	,	,	PUNCT
eurjchem-592	158	10	2.51	2.51	NUM
eurjchem-592	158	11	;	;	PUNCT
eurjchem-592	158	12	cl	cl	NOUN
eurjchem-592	158	13	,	,	PUNCT
eurjchem-592	158	14	12.63	12.63	NUM
eurjchem-592	158	15	;	;	PUNCT
eurjchem-592	158	16	n	n	CCONJ
eurjchem-592	158	17	,	,	PUNCT
eurjchem-592	158	18	4.99	4.99	NUM
eurjchem-592	158	19	.	.	PUNCT
eurjchem-592	158	20	found	find	VERB
eurjchem-592	158	21	:	:	PUNCT
eurjchem-592	159	1	c	c	X
eurjchem-592	159	2	,	,	PUNCT
eurjchem-592	159	3	59.78	59.78	NUM
eurjchem-592	159	4	;	;	PUNCT
eurjchem-592	159	5	h	h	NOUN
eurjchem-592	159	6	,	,	PUNCT
eurjchem-592	159	7	2.45	2.45	NUM
eurjchem-592	159	8	;	;	PUNCT
eurjchem-592	159	9	cl	cl	NOUN
eurjchem-592	159	10	,	,	PUNCT
eurjchem-592	159	11	12.57	12.57	NUM
eurjchem-592	159	12	;	;	PUNCT
eurjchem-592	159	13	n	n	CCONJ
eurjchem-592	159	14	,	,	PUNCT
eurjchem-592	159	15	4.79	4.79	NUM
eurjchem-592	159	16	%	%	NOUN
eurjchem-592	159	17	.	.	PUNCT
eurjchem-592	160	1	7,9‐dichloro‐2,4‐bis(4‐methoxyphenyl)chromeno[3,2‐e	7,9‐dichloro‐2,4‐bis(4‐methoxyphenyl)chromeno[3,2‐e	NOUN
eurjchem-592	160	2	]	]	X
eurjchem-592	160	3	isoindole‐1,3,11(2h)‐trione	isoindole‐1,3,11(2h)‐trione	PUNCT
eurjchem-592	160	4	(	(	PUNCT
eurjchem-592	160	5	5	5	NUM
eurjchem-592	160	6	g	g	NOUN
eurjchem-592	160	7	):	):	PUNCT
eurjchem-592	160	8	recrystallized	recrystallize	VERB
eurjchem-592	160	9	from	from	ADP
eurjchem-592	160	10	acetic	acetic	ADJ
eurjchem-592	160	11	acid	acid	NOUN
eurjchem-592	160	12	to	to	PART
eurjchem-592	160	13	afford	afford	VERB
eurjchem-592	160	14	the	the	DET
eurjchem-592	160	15	adduct	adduct	NOUN
eurjchem-592	160	16	as	as	ADP
eurjchem-592	160	17	brown	brown	ADJ
eurjchem-592	160	18	crystals	crystal	NOUN
eurjchem-592	160	19	.	.	PUNCT
eurjchem-592	161	1	yield	yield	NOUN
eurjchem-592	161	2	:	:	PUNCT
eurjchem-592	161	3	64	64	NUM
eurjchem-592	161	4	%	%	NOUN
eurjchem-592	161	5	.	.	PUNCT
eurjchem-592	162	1	m.p	m.p	PROPN
eurjchem-592	162	2	.	.	PROPN
eurjchem-592	162	3	:	:	PUNCT
eurjchem-592	163	1	>	>	PUNCT
eurjchem-592	163	2	300	300	NUM
eurjchem-592	163	3	oc	oc	NOUN
eurjchem-592	163	4	.	.	PUNCT
eurjchem-592	164	1	ft‐ir	ft‐ir	NOUN
eurjchem-592	164	2	(	(	PUNCT
eurjchem-592	164	3	kbr	kbr	PROPN
eurjchem-592	164	4	,	,	PUNCT
eurjchem-592	164	5	cm‐1	cm‐1	PROPN
eurjchem-592	164	6	):	):	PUNCT
eurjchem-592	164	7	1768	1768	NUM
eurjchem-592	164	8	,	,	PUNCT
eurjchem-592	164	9	1716	1716	NUM
eurjchem-592	164	10	(c	(c	NOUN
eurjchem-592	164	11	=	=	SYM
eurjchem-592	164	12	o	o	NOUN
eurjchem-592	164	13	)	)	PUNCT
eurjchem-592	164	14	imide	imide	ADV
eurjchem-592	164	15	,	,	PUNCT
eurjchem-592	164	16	1642	1642	NUM
eurjchem-592	164	17	(c	(c	NOUN
eurjchem-592	164	18	=	=	SYM
eurjchem-592	164	19	o	o	NOUN
eurjchem-592	164	20	)	)	PUNCT
eurjchem-592	164	21	chromone	chromone	NOUN
eurjchem-592	164	22	.	.	PUNCT
eurjchem-592	165	1	1h	1h	NUM
eurjchem-592	165	2	nmr	nmr	NOUN
eurjchem-592	165	3	(	(	PUNCT
eurjchem-592	165	4	300	300	NUM
eurjchem-592	165	5	mhz	mhz	NOUN
eurjchem-592	165	6	,	,	PUNCT
eurjchem-592	165	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	165	8	,	,	PUNCT
eurjchem-592	165	9	δ	δ	PROPN
eurjchem-592	165	10	,	,	PUNCT
eurjchem-592	165	11	ppm	ppm	NUM
eurjchem-592	165	12	):	):	PUNCT
eurjchem-592	165	13	7.43‐7.05	7.43‐7.05	NUM
eurjchem-592	165	14	(	(	PUNCT
eurjchem-592	165	15	m	m	PROPN
eurjchem-592	165	16	,	,	PUNCT
eurjchem-592	165	17	11h	11h	NUM
eurjchem-592	165	18	,	,	PUNCT
eurjchem-592	165	19	ar‐h	ar‐h	NOUN
eurjchem-592	165	20	)	)	PUNCT
eurjchem-592	165	21	,	,	PUNCT
eurjchem-592	165	22	3.87	3.87	NUM
eurjchem-592	165	23	(	(	PUNCT
eurjchem-592	165	24	s	s	PROPN
eurjchem-592	165	25	,	,	PUNCT
eurjchem-592	165	26	3h	3h	NUM
eurjchem-592	165	27	,	,	PUNCT
eurjchem-592	165	28	‐och3	‐och3	ADJ
eurjchem-592	165	29	)	)	PUNCT
eurjchem-592	165	30	,	,	PUNCT
eurjchem-592	165	31	3.82	3.82	NUM
eurjchem-592	165	32	(	(	PUNCT
eurjchem-592	165	33	s	s	PROPN
eurjchem-592	165	34	,	,	PUNCT
eurjchem-592	165	35	3h	3h	NUM
eurjchem-592	165	36	,	,	PUNCT
eurjchem-592	165	37	‐och3	‐och3	NOUN
eurjchem-592	165	38	)	)	PUNCT
eurjchem-592	165	39	.	.	PUNCT
eurjchem-592	166	1	ms	ms	NOUN
eurjchem-592	166	2	(	(	PUNCT
eurjchem-592	166	3	ei	ei	PROPN
eurjchem-592	166	4	,	,	PUNCT
eurjchem-592	166	5	m	m	PROPN
eurjchem-592	166	6	/	/	SYM
eurjchem-592	166	7	z	z	NOUN
eurjchem-592	166	8	,	,	PUNCT
eurjchem-592	166	9	%	%	INTJ
eurjchem-592	166	10	):	):	PUNCT
eurjchem-592	166	11	547	547	NUM
eurjchem-592	166	12	(	(	PUNCT
eurjchem-592	166	13	m+2	m+2	NOUN
eurjchem-592	166	14	,	,	PUNCT
eurjchem-592	166	15	43.8	43.8	NUM
eurjchem-592	166	16	)	)	PUNCT
eurjchem-592	166	17	.	.	PUNCT
eurjchem-592	167	1	anal	anal	PROPN
eurjchem-592	167	2	.	.	PUNCT
eurjchem-592	167	3	calcd	calcd	NOUN
eurjchem-592	167	4	.	.	PUNCT
eurjchem-592	168	1	for	for	ADP
eurjchem-592	168	2	c29h17cl2no6	c29h17cl2no6	PROPN
eurjchem-592	168	3	:	:	PUNCT
eurjchem-592	168	4	c	c	X
eurjchem-592	168	5	,	,	PUNCT
eurjchem-592	168	6	63.75	63.75	NUM
eurjchem-592	168	7	;	;	PUNCT
eurjchem-592	168	8	h	h	NOUN
eurjchem-592	168	9	,	,	PUNCT
eurjchem-592	168	10	3.14	3.14	NUM
eurjchem-592	168	11	;	;	PUNCT
eurjchem-592	168	12	cl	cl	NOUN
eurjchem-592	168	13	,	,	PUNCT
eurjchem-592	168	14	12.98	12.98	NUM
eurjchem-592	168	15	;	;	PUNCT
eurjchem-592	168	16	n	n	CCONJ
eurjchem-592	168	17	,	,	PUNCT
eurjchem-592	168	18	2.56	2.56	NUM
eurjchem-592	168	19	.	.	PUNCT
eurjchem-592	168	20	found	find	VERB
eurjchem-592	168	21	:	:	PUNCT
eurjchem-592	169	1	c	c	X
eurjchem-592	169	2	,	,	PUNCT
eurjchem-592	169	3	63.68	63.68	NUM
eurjchem-592	169	4	;	;	PUNCT
eurjchem-592	169	5	h	h	NOUN
eurjchem-592	169	6	,	,	PUNCT
eurjchem-592	169	7	3.08	3.08	NUM
eurjchem-592	169	8	;	;	PUNCT
eurjchem-592	169	9	cl	cl	NOUN
eurjchem-592	169	10	,	,	PUNCT
eurjchem-592	169	11	12.82	12.82	NUM
eurjchem-592	169	12	;	;	PUNCT
eurjchem-592	169	13	n	n	CCONJ
eurjchem-592	169	14	,	,	PUNCT
eurjchem-592	169	15	2.47	2.47	NUM
eurjchem-592	169	16	%	%	NOUN
eurjchem-592	169	17	.	.	PUNCT
eurjchem-592	170	1	2.2.5	2.2.5	X
eurjchem-592	170	2	.	.	X
eurjchem-592	171	1	6,8‐dichloro‐2‐(trichloromethyl)‐4h‐chromen‐4‐one	6,8‐dichloro‐2‐(trichloromethyl)‐4h‐chromen‐4‐one	NUM
eurjchem-592	171	2	(	(	PUNCT
eurjchem-592	171	3	6	6	NUM
eurjchem-592	171	4	)	)	PUNCT
eurjchem-592	171	5	a	a	DET
eurjchem-592	171	6	mixture	mixture	NOUN
eurjchem-592	171	7	of	of	ADP
eurjchem-592	171	8	chromone	chromone	NOUN
eurjchem-592	171	9	derivative	derivative	ADJ
eurjchem-592	171	10	2	2	NUM
eurjchem-592	171	11	(	(	PUNCT
eurjchem-592	171	12	5	5	NUM
eurjchem-592	171	13	mmol	mmol	NOUN
eurjchem-592	171	14	,	,	PUNCT
eurjchem-592	171	15	1.14	1.14	NUM
eurjchem-592	171	16	g	g	NOUN
eurjchem-592	171	17	)	)	PUNCT
eurjchem-592	171	18	in	in	ADP
eurjchem-592	171	19	benzene	benzene	NOUN
eurjchem-592	171	20	(	(	PUNCT
eurjchem-592	171	21	15	15	NUM
eurjchem-592	171	22	ml	ml	NOUN
eurjchem-592	171	23	)	)	PUNCT
eurjchem-592	171	24	and	and	CCONJ
eurjchem-592	171	25	thionyl	thionyl	VERB
eurjchem-592	171	26	chloride	chloride	NOUN
eurjchem-592	171	27	(	(	PUNCT
eurjchem-592	171	28	20	20	NUM
eurjchem-592	171	29	mmol	mmol	NOUN
eurjchem-592	171	30	,	,	PUNCT
eurjchem-592	171	31	2.37	2.37	NUM
eurjchem-592	171	32	g	g	NOUN
eurjchem-592	171	33	)	)	PUNCT
eurjchem-592	171	34	was	be	AUX
eurjchem-592	171	35	heated	heat	VERB
eurjchem-592	171	36	at	at	ADP
eurjchem-592	171	37	reflux	reflux	NOUN
eurjchem-592	171	38	temperature	temperature	NOUN
eurjchem-592	171	39	for	for	ADP
eurjchem-592	171	40	3	3	NUM
eurjchem-592	171	41	h	h	NOUN
eurjchem-592	171	42	and	and	CCONJ
eurjchem-592	171	43	left	leave	VERB
eurjchem-592	171	44	to	to	PART
eurjchem-592	171	45	cool	cool	VERB
eurjchem-592	171	46	.the	.the	DET
eurjchem-592	171	47	solid	solid	ADJ
eurjchem-592	171	48	product	product	NOUN
eurjchem-592	171	49	that	that	PRON
eurjchem-592	171	50	formed	form	VERB
eurjchem-592	171	51	was	be	AUX
eurjchem-592	171	52	filtered	filter	VERB
eurjchem-592	171	53	,	,	PUNCT
eurjchem-592	171	54	dried	dry	VERB
eurjchem-592	171	55	and	and	CCONJ
eurjchem-592	171	56	recrystallized	recrystallize	VERB
eurjchem-592	171	57	from	from	ADP
eurjchem-592	171	58	benzene	benzene	NOUN
eurjchem-592	171	59	to	to	PART
eurjchem-592	171	60	afford	afford	VERB
eurjchem-592	171	61	compound	compound	VERB
eurjchem-592	171	62	6	6	NUM
eurjchem-592	171	63	as	as	ADP
eurjchem-592	171	64	dark	dark	ADJ
eurjchem-592	171	65	brown	brown	ADJ
eurjchem-592	171	66	crystals	crystal	NOUN
eurjchem-592	171	67	(	(	PUNCT
eurjchem-592	171	68	scheme	scheme	NOUN
eurjchem-592	171	69	1	1	NUM
eurjchem-592	171	70	)	)	PUNCT
eurjchem-592	171	71	.	.	PUNCT
eurjchem-592	172	1	yield	yield	NOUN
eurjchem-592	172	2	:	:	PUNCT
eurjchem-592	172	3	31	31	NUM
eurjchem-592	172	4	%	%	NOUN
eurjchem-592	172	5	.	.	PUNCT
eurjchem-592	173	1	m.p	m.p	PROPN
eurjchem-592	173	2	.	.	PROPN
eurjchem-592	173	3	:	:	PUNCT
eurjchem-592	174	1	178‐180	178‐180	NUM
eurjchem-592	174	2	oc	oc	VERB
eurjchem-592	174	3	.	.	PUNCT
eurjchem-592	174	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	174	5	(	(	PUNCT
eurjchem-592	174	6	kbr	kbr	PROPN
eurjchem-592	174	7	,	,	PUNCT
eurjchem-592	174	8	cm‐1	cm‐1	PROPN
eurjchem-592	174	9	):	):	PUNCT
eurjchem-592	174	10	1657	1657	NUM
eurjchem-592	174	11	(c	(c	PROPN
eurjchem-592	174	12	=	=	SYM
eurjchem-592	174	13	o	o	NOUN
eurjchem-592	174	14	)	)	PUNCT
eurjchem-592	174	15	chromone	chromone	NOUN
eurjchem-592	174	16	.	.	PUNCT
eurjchem-592	175	1	1h	1h	NUM
eurjchem-592	175	2	nmr	nmr	NOUN
eurjchem-592	175	3	(	(	PUNCT
eurjchem-592	175	4	300	300	NUM
eurjchem-592	175	5	mhz	mhz	NOUN
eurjchem-592	175	6	,	,	PUNCT
eurjchem-592	175	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	175	8	,	,	PUNCT
eurjchem-592	175	9	δ	δ	PROPN
eurjchem-592	175	10	,	,	PUNCT
eurjchem-592	175	11	ppm	ppm	NUM
eurjchem-592	175	12	):	):	PUNCT
eurjchem-592	175	13	8.24‐	8.24‐	NUM
eurjchem-592	175	14	7.78	7.78	NUM
eurjchem-592	175	15	(	(	PUNCT
eurjchem-592	175	16	m	m	PROPN
eurjchem-592	175	17	,	,	PUNCT
eurjchem-592	175	18	2h	2h	NUM
eurjchem-592	175	19	,	,	PUNCT
eurjchem-592	175	20	ar‐h	ar‐h	NOUN
eurjchem-592	175	21	)	)	PUNCT
eurjchem-592	175	22	,	,	PUNCT
eurjchem-592	175	23	6.98	6.98	NUM
eurjchem-592	175	24	(	(	PUNCT
eurjchem-592	175	25	s	s	PROPN
eurjchem-592	175	26	,	,	PUNCT
eurjchem-592	175	27	1h	1h	NUM
eurjchem-592	175	28	,	,	PUNCT
eurjchem-592	175	29	pyran	pyran	ADJ
eurjchem-592	175	30	ring	ring	NOUN
eurjchem-592	175	31	)	)	PUNCT
eurjchem-592	175	32	.	.	PUNCT
eurjchem-592	176	1	ms	ms	NOUN
eurjchem-592	176	2	(	(	PUNCT
eurjchem-592	176	3	ei	ei	PROPN
eurjchem-592	176	4	,	,	PUNCT
eurjchem-592	176	5	m	m	PROPN
eurjchem-592	176	6	/	/	SYM
eurjchem-592	176	7	z	z	NOUN
eurjchem-592	176	8	,	,	PUNCT
eurjchem-592	176	9	%	%	INTJ
eurjchem-592	176	10	):	):	PUNCT
eurjchem-592	176	11	331	331	NUM
eurjchem-592	176	12	(	(	PUNCT
eurjchem-592	176	13	m+1	m+1	NUM
eurjchem-592	176	14	,	,	PUNCT
eurjchem-592	176	15	27.5	27.5	NUM
eurjchem-592	176	16	)	)	PUNCT
eurjchem-592	176	17	.	.	PUNCT
eurjchem-592	177	1	anal	anal	PROPN
eurjchem-592	177	2	.	.	PUNCT
eurjchem-592	177	3	calcd	calcd	NOUN
eurjchem-592	177	4	.	.	PUNCT
eurjchem-592	178	1	for	for	ADP
eurjchem-592	178	2	c10h3cl5o2	c10h3cl5o2	NOUN
eurjchem-592	178	3	:	:	PUNCT
eurjchem-592	178	4	c	c	X
eurjchem-592	178	5	,	,	PUNCT
eurjchem-592	178	6	36.13	36.13	NUM
eurjchem-592	178	7	;	;	PUNCT
eurjchem-592	178	8	h	h	NOUN
eurjchem-592	178	9	,	,	PUNCT
eurjchem-592	178	10	0.91	0.91	NUM
eurjchem-592	178	11	;	;	PUNCT
eurjchem-592	178	12	cl	cl	NOUN
eurjchem-592	178	13	,	,	PUNCT
eurjchem-592	178	14	53.33	53.33	NUM
eurjchem-592	178	15	.	.	PUNCT
eurjchem-592	178	16	found	find	VERB
eurjchem-592	178	17	:	:	PUNCT
eurjchem-592	179	1	c	c	X
eurjchem-592	179	2	,	,	PUNCT
eurjchem-592	179	3	36.04	36.04	NUM
eurjchem-592	179	4	;	;	PUNCT
eurjchem-592	179	5	h	h	NOUN
eurjchem-592	179	6	,	,	PUNCT
eurjchem-592	179	7	0.72	0.72	NUM
eurjchem-592	179	8	;	;	PUNCT
eurjchem-592	179	9	cl	cl	NOUN
eurjchem-592	179	10	,	,	PUNCT
eurjchem-592	179	11	53.13	53.13	NUM
eurjchem-592	179	12	%	%	NOUN
eurjchem-592	179	13	.	.	PUNCT
eurjchem-592	180	1	2.2.6	2.2.6	X
eurjchem-592	180	2	.	.	X
eurjchem-592	181	1	6,8‐dichloro‐4‐hydroxy‐2h‐chromen‐2‐one	6,8‐dichloro‐4‐hydroxy‐2h‐chromen‐2‐one	NUM
eurjchem-592	181	2	(	(	PUNCT
eurjchem-592	181	3	7	7	X
eurjchem-592	181	4	)	)	PUNCT
eurjchem-592	181	5	a	a	DET
eurjchem-592	181	6	mixture	mixture	NOUN
eurjchem-592	181	7	of	of	ADP
eurjchem-592	181	8	chromone	chromone	NOUN
eurjchem-592	181	9	derivative	derivative	ADJ
eurjchem-592	181	10	6	6	NUM
eurjchem-592	181	11	(	(	PUNCT
eurjchem-592	181	12	4	4	NUM
eurjchem-592	181	13	mmol	mmol	NOUN
eurjchem-592	181	14	,	,	PUNCT
eurjchem-592	181	15	1.00	1.00	NUM
eurjchem-592	181	16	g	g	NOUN
eurjchem-592	181	17	)	)	PUNCT
eurjchem-592	181	18	aqueous	aqueous	ADJ
eurjchem-592	181	19	ethanolic	ethanolic	ADJ
eurjchem-592	181	20	potassium	potassium	NOUN
eurjchem-592	181	21	hydroxide	hydroxide	NOUN
eurjchem-592	181	22	solution	solution	NOUN
eurjchem-592	181	23	(	(	PUNCT
eurjchem-592	181	24	10	10	NUM
eurjchem-592	181	25	%	%	NOUN
eurjchem-592	181	26	,	,	PUNCT
eurjchem-592	181	27	w	w	PROPN
eurjchem-592	181	28	/	/	SYM
eurjchem-592	181	29	v	v	NOUN
eurjchem-592	181	30	)	)	PUNCT
eurjchem-592	181	31	was	be	AUX
eurjchem-592	181	32	added	add	VERB
eurjchem-592	181	33	.	.	PUNCT
eurjchem-592	182	1	the	the	DET
eurjchem-592	182	2	reaction	reaction	NOUN
eurjchem-592	182	3	mixture	mixture	NOUN
eurjchem-592	182	4	was	be	AUX
eurjchem-592	182	5	heated	heat	VERB
eurjchem-592	182	6	at	at	ADP
eurjchem-592	182	7	reflux	reflux	NOUN
eurjchem-592	182	8	for	for	ADP
eurjchem-592	182	9	11	11	NUM
eurjchem-592	182	10	h.	h.	NOUN
eurjchem-592	182	11	the	the	DET
eurjchem-592	182	12	reaction	reaction	NOUN
eurjchem-592	182	13	mixture	mixture	NOUN
eurjchem-592	182	14	solution	solution	NOUN
eurjchem-592	182	15	was	be	AUX
eurjchem-592	182	16	left	leave	VERB
eurjchem-592	182	17	to	to	PART
eurjchem-592	182	18	cool	cool	VERB
eurjchem-592	182	19	and	and	CCONJ
eurjchem-592	182	20	then	then	ADV
eurjchem-592	182	21	acidified	acidify	VERB
eurjchem-592	182	22	by	by	ADP
eurjchem-592	182	23	10	10	NUM
eurjchem-592	182	24	%	%	NOUN
eurjchem-592	182	25	cold	cold	PROPN
eurjchem-592	182	26	sulfuric	sulfuric	PROPN
eurjchem-592	182	27	acid	acid	PROPN
eurjchem-592	182	28	to	to	PART
eurjchem-592	182	29	give	give	VERB
eurjchem-592	182	30	the	the	DET
eurjchem-592	182	31	crude	crude	ADJ
eurjchem-592	182	32	solid	solid	ADJ
eurjchem-592	182	33	product	product	NOUN
eurjchem-592	182	34	which	which	PRON
eurjchem-592	182	35	was	be	AUX
eurjchem-592	182	36	collected	collect	VERB
eurjchem-592	182	37	by	by	ADP
eurjchem-592	182	38	suction	suction	NOUN
eurjchem-592	182	39	,	,	PUNCT
eurjchem-592	182	40	washed	wash	VERB
eurjchem-592	182	41	by	by	ADP
eurjchem-592	182	42	cold	cold	ADJ
eurjchem-592	182	43	water	water	NOUN
eurjchem-592	182	44	dried	dry	VERB
eurjchem-592	182	45	and	and	CCONJ
eurjchem-592	182	46	then	then	ADV
eurjchem-592	182	47	recrystallised	recrystallise	VERB
eurjchem-592	182	48	from	from	ADP
eurjchem-592	182	49	toluene	toluene	NOUN
eurjchem-592	182	50	to	to	PART
eurjchem-592	182	51	give	give	VERB
eurjchem-592	182	52	compound	compound	NOUN
eurjchem-592	182	53	7	7	NUM
eurjchem-592	182	54	as	as	ADP
eurjchem-592	182	55	brown	brown	ADJ
eurjchem-592	182	56	crystals	crystal	NOUN
eurjchem-592	182	57	(	(	PUNCT
eurjchem-592	182	58	scheme	scheme	NOUN
eurjchem-592	182	59	1	1	NUM
eurjchem-592	182	60	)	)	PUNCT
eurjchem-592	182	61	.	.	PUNCT
eurjchem-592	183	1	yield	yield	NOUN
eurjchem-592	183	2	:	:	PUNCT
eurjchem-592	183	3	81	81	NUM
eurjchem-592	183	4	%	%	NOUN
eurjchem-592	183	5	.	.	PUNCT
eurjchem-592	184	1	m.p	m.p	PROPN
eurjchem-592	184	2	.	.	PROPN
eurjchem-592	184	3	:	:	PUNCT
eurjchem-592	185	1	>	>	PUNCT
eurjchem-592	185	2	300	300	NUM
eurjchem-592	185	3	oc	oc	NOUN
eurjchem-592	185	4	.	.	PUNCT
eurjchem-592	186	1	ft‐ir	ft‐ir	NOUN
eurjchem-592	186	2	(	(	PUNCT
eurjchem-592	186	3	kbr	kbr	PROPN
eurjchem-592	186	4	,	,	PUNCT
eurjchem-592	186	5	cm‐1	cm‐1	PROPN
eurjchem-592	186	6	):	):	PUNCT
eurjchem-592	186	7	3438	3438	NUM
eurjchem-592	186	8	(oh	(oh	NOUN
eurjchem-592	186	9	)	)	PUNCT
eurjchem-592	186	10	,	,	PUNCT
eurjchem-592	186	11	1710	1710	NUM
eurjchem-592	186	12	(c	(c	NUM
eurjchem-592	186	13	=	=	SYM
eurjchem-592	186	14	o	o	NOUN
eurjchem-592	186	15	)	)	PUNCT
eurjchem-592	186	16	coumarin	coumarin	NOUN
eurjchem-592	186	17	.	.	PUNCT
eurjchem-592	187	1	1h	1h	NUM
eurjchem-592	187	2	nmr	nmr	NOUN
eurjchem-592	187	3	(	(	PUNCT
eurjchem-592	187	4	300	300	NUM
eurjchem-592	187	5	mhz	mhz	NOUN
eurjchem-592	187	6	,	,	PUNCT
eurjchem-592	187	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	187	8	,	,	PUNCT
eurjchem-592	187	9	δ	δ	PROPN
eurjchem-592	187	10	,	,	PUNCT
eurjchem-592	187	11	ppm	ppm	NUM
eurjchem-592	187	12	):	):	PUNCT
eurjchem-592	187	13	12.54	12.54	NUM
eurjchem-592	187	14	(	(	PUNCT
eurjchem-592	187	15	s	s	PROPN
eurjchem-592	187	16	,	,	PUNCT
eurjchem-592	187	17	1h	1h	NUM
eurjchem-592	187	18	,	,	PUNCT
eurjchem-592	187	19	oh	oh	INTJ
eurjchem-592	187	20	,	,	PUNCT
eurjchem-592	187	21	exchangeable	exchangeable	ADJ
eurjchem-592	187	22	)	)	PUNCT
eurjchem-592	187	23	,	,	PUNCT
eurjchem-592	187	24	7.98‐	7.98‐	NUM
eurjchem-592	187	25	7.71	7.71	NUM
eurjchem-592	187	26	(	(	PUNCT
eurjchem-592	187	27	s	s	NOUN
eurjchem-592	187	28	,	,	PUNCT
eurjchem-592	187	29	2h	2h	NUM
eurjchem-592	187	30	,	,	PUNCT
eurjchem-592	187	31	ar‐h	ar‐h	NOUN
eurjchem-592	187	32	)	)	PUNCT
eurjchem-592	187	33	,	,	PUNCT
eurjchem-592	187	34	6.94	6.94	NUM
eurjchem-592	187	35	(	(	PUNCT
eurjchem-592	187	36	s	s	PROPN
eurjchem-592	187	37	,	,	PUNCT
eurjchem-592	187	38	1h	1h	NUM
eurjchem-592	187	39	,	,	PUNCT
eurjchem-592	187	40	pyran	pyran	ADJ
eurjchem-592	187	41	ring	ring	NOUN
eurjchem-592	187	42	)	)	PUNCT
eurjchem-592	187	43	.	.	PUNCT
eurjchem-592	188	1	ms	ms	NOUN
eurjchem-592	188	2	(	(	PUNCT
eurjchem-592	188	3	ei	ei	PROPN
eurjchem-592	188	4	,	,	PUNCT
eurjchem-592	188	5	m	m	PROPN
eurjchem-592	188	6	/	/	SYM
eurjchem-592	188	7	z	z	NOUN
eurjchem-592	188	8	,	,	PUNCT
eurjchem-592	188	9	%	%	INTJ
eurjchem-592	188	10	):	):	PUNCT
eurjchem-592	188	11	216	216	NUM
eurjchem-592	188	12	(	(	PUNCT
eurjchem-592	188	13	m‐oh+2h	m‐oh+2h	ADJ
eurjchem-592	188	14	,	,	PUNCT
eurjchem-592	188	15	3.9	3.9	NUM
eurjchem-592	188	16	)	)	PUNCT
eurjchem-592	188	17	.	.	PUNCT
eurjchem-592	189	1	anal	anal	PROPN
eurjchem-592	189	2	.	.	PUNCT
eurjchem-592	189	3	calcd	calcd	NOUN
eurjchem-592	189	4	.	.	PUNCT
eurjchem-592	190	1	for	for	ADP
eurjchem-592	190	2	c9h4cl2o3	c9h4cl2o3	NUM
eurjchem-592	190	3	:	:	PUNCT
eurjchem-592	190	4	c	c	X
eurjchem-592	190	5	,	,	PUNCT
eurjchem-592	190	6	46.79	46.79	NUM
eurjchem-592	190	7	;	;	PUNCT
eurjchem-592	190	8	h	h	X
eurjchem-592	190	9	,	,	PUNCT
eurjchem-592	190	10	1.75	1.75	NUM
eurjchem-592	190	11	;	;	PUNCT
eurjchem-592	190	12	cl	cl	NOUN
eurjchem-592	190	13	,	,	PUNCT
eurjchem-592	190	14	30.69	30.69	NUM
eurjchem-592	190	15	.	.	PUNCT
eurjchem-592	190	16	found	find	VERB
eurjchem-592	190	17	:	:	PUNCT
eurjchem-592	191	1	c	c	X
eurjchem-592	191	2	,	,	PUNCT
eurjchem-592	191	3	46.57	46.57	NUM
eurjchem-592	191	4	;	;	PUNCT
eurjchem-592	191	5	h	h	NOUN
eurjchem-592	191	6	,	,	PUNCT
eurjchem-592	191	7	1.58	1.58	NUM
eurjchem-592	191	8	;	;	PUNCT
eurjchem-592	191	9	cl	cl	NOUN
eurjchem-592	191	10	,	,	PUNCT
eurjchem-592	191	11	30.48	30.48	NUM
eurjchem-592	191	12	%	%	NOUN
eurjchem-592	191	13	.	.	PUNCT
eurjchem-592	192	1	salem	salem	PROPN
eurjchem-592	192	2	et	et	PROPN
eurjchem-592	192	3	al	al	PROPN
eurjchem-592	192	4	.	.	PUNCT
eurjchem-592	192	5	/	/	SYM
eurjchem-592	192	6	european	european	PROPN
eurjchem-592	192	7	journal	journal	PROPN
eurjchem-592	192	8	of	of	ADP
eurjchem-592	192	9	chemistry	chemistry	NOUN
eurjchem-592	192	10	3	3	NUM
eurjchem-592	192	11	(	(	PUNCT
eurjchem-592	192	12	2	2	NUM
eurjchem-592	192	13	)	)	PUNCT
eurjchem-592	192	14	(	(	PUNCT
eurjchem-592	192	15	2012	2012	NUM
eurjchem-592	192	16	)	)	PUNCT
eurjchem-592	193	1	220‐227	220‐227	PROPN
eurjchem-592	193	2	223	223	NUM
eurjchem-592	193	3	2.2.7	2.2.7	NUM
eurjchem-592	193	4	.	.	PUNCT
eurjchem-592	194	1	ethyl	ethyl	PROPN
eurjchem-592	194	2	3‐(6,8‐dichloro‐4‐oxo‐4h‐chromen‐2‐yl)‐2‐	3‐(6,8‐dichloro‐4‐oxo‐4h‐chromen‐2‐yl)‐2‐	PROPN
eurjchem-592	194	3	oxopropanoate	oxopropanoate	NOUN
eurjchem-592	194	4	(	(	PUNCT
eurjchem-592	194	5	8)	8)	NUM
eurjchem-592	194	6	to	to	ADP
eurjchem-592	194	7	a	a	DET
eurjchem-592	194	8	mixture	mixture	NOUN
eurjchem-592	194	9	of	of	ADP
eurjchem-592	194	10	chromone	chromone	NOUN
eurjchem-592	194	11	derivative	derivative	ADJ
eurjchem-592	194	12	2	2	NUM
eurjchem-592	194	13	(	(	PUNCT
eurjchem-592	194	14	5	5	NUM
eurjchem-592	194	15	mmol	mmol	NOUN
eurjchem-592	194	16	,	,	PUNCT
eurjchem-592	194	17	1.14	1.14	NUM
eurjchem-592	194	18	g	g	NOUN
eurjchem-592	194	19	)	)	PUNCT
eurjchem-592	194	20	and	and	CCONJ
eurjchem-592	194	21	diethyl	diethyl	PROPN
eurjchem-592	194	22	oxalate	oxalate	NOUN
eurjchem-592	194	23	(	(	PUNCT
eurjchem-592	194	24	25	25	NUM
eurjchem-592	194	25	mmol	mmol	NOUN
eurjchem-592	194	26	,	,	PUNCT
eurjchem-592	194	27	3.6	3.6	NUM
eurjchem-592	194	28	g	g	NOUN
eurjchem-592	194	29	)	)	PUNCT
eurjchem-592	194	30	in	in	ADP
eurjchem-592	194	31	dry	dry	ADJ
eurjchem-592	194	32	diethyl	diethyl	NOUN
eurjchem-592	194	33	ether	ether	NOUN
eurjchem-592	194	34	(	(	PUNCT
eurjchem-592	194	35	50	50	NUM
eurjchem-592	194	36	ml	ml	NOUN
eurjchem-592	194	37	)	)	PUNCT
eurjchem-592	194	38	,	,	PUNCT
eurjchem-592	194	39	sodium	sodium	NOUN
eurjchem-592	194	40	metal	metal	NOUN
eurjchem-592	194	41	(	(	PUNCT
eurjchem-592	194	42	0.5	0.5	NUM
eurjchem-592	194	43	g	g	NOUN
eurjchem-592	194	44	)	)	PUNCT
eurjchem-592	194	45	was	be	AUX
eurjchem-592	194	46	added	add	VERB
eurjchem-592	194	47	at	at	ADP
eurjchem-592	194	48	once	once	ADV
eurjchem-592	194	49	.	.	PUNCT
eurjchem-592	195	1	the	the	DET
eurjchem-592	195	2	reaction	reaction	NOUN
eurjchem-592	195	3	mixture	mixture	NOUN
eurjchem-592	195	4	was	be	AUX
eurjchem-592	195	5	stirred	stir	VERB
eurjchem-592	195	6	for	for	ADP
eurjchem-592	195	7	0.5	0.5	NUM
eurjchem-592	195	8	h	h	NOUN
eurjchem-592	195	9	and	and	CCONJ
eurjchem-592	195	10	left	leave	VERB
eurjchem-592	195	11	overnight	overnight	ADV
eurjchem-592	195	12	at	at	ADP
eurjchem-592	195	13	room	room	NOUN
eurjchem-592	195	14	temperature	temperature	NOUN
eurjchem-592	195	15	.	.	PUNCT
eurjchem-592	196	1	acidification	acidification	NOUN
eurjchem-592	196	2	with	with	ADP
eurjchem-592	196	3	cold	cold	ADJ
eurjchem-592	196	4	dilute	dilute	ADJ
eurjchem-592	196	5	acetic	acetic	ADJ
eurjchem-592	196	6	acid	acid	NOUN
eurjchem-592	196	7	,	,	PUNCT
eurjchem-592	196	8	the	the	DET
eurjchem-592	196	9	crude	crude	ADJ
eurjchem-592	196	10	solid	solid	ADJ
eurjchem-592	196	11	product	product	NOUN
eurjchem-592	196	12	that	that	PRON
eurjchem-592	196	13	deposited	deposit	VERB
eurjchem-592	196	14	was	be	AUX
eurjchem-592	196	15	collected	collect	VERB
eurjchem-592	196	16	by	by	ADP
eurjchem-592	196	17	suction	suction	NOUN
eurjchem-592	196	18	,	,	PUNCT
eurjchem-592	196	19	dried	dry	VERB
eurjchem-592	196	20	and	and	CCONJ
eurjchem-592	196	21	then	then	ADV
eurjchem-592	196	22	recrystallized	recrystallize	VERB
eurjchem-592	196	23	from	from	ADP
eurjchem-592	196	24	toluene	toluene	NOUN
eurjchem-592	196	25	to	to	PART
eurjchem-592	196	26	give	give	VERB
eurjchem-592	196	27	pyruvic	pyruvic	ADJ
eurjchem-592	196	28	ester	ester	NOUN
eurjchem-592	196	29	derivative	derivative	ADJ
eurjchem-592	196	30	8	8	NUM
eurjchem-592	196	31	as	as	ADP
eurjchem-592	196	32	orange	orange	ADJ
eurjchem-592	196	33	crystals	crystal	NOUN
eurjchem-592	196	34	(	(	PUNCT
eurjchem-592	196	35	scheme	scheme	NOUN
eurjchem-592	196	36	1	1	NUM
eurjchem-592	196	37	and	and	CCONJ
eurjchem-592	196	38	2	2	NUM
eurjchem-592	196	39	)	)	PUNCT
eurjchem-592	196	40	.	.	PUNCT
eurjchem-592	197	1	yield	yield	NOUN
eurjchem-592	197	2	:	:	PUNCT
eurjchem-592	197	3	65	65	NUM
eurjchem-592	197	4	%	%	NOUN
eurjchem-592	197	5	.	.	PUNCT
eurjchem-592	198	1	m.p	m.p	PROPN
eurjchem-592	198	2	.	.	PROPN
eurjchem-592	198	3	:	:	PUNCT
eurjchem-592	199	1	218‐220	218‐220	NUM
eurjchem-592	199	2	oc	oc	X
eurjchem-592	199	3	.	.	PUNCT
eurjchem-592	199	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	199	5	(	(	PUNCT
eurjchem-592	199	6	kbr	kbr	PROPN
eurjchem-592	199	7	,	,	PUNCT
eurjchem-592	199	8	cm‐1	cm‐1	PROPN
eurjchem-592	199	9	):	):	PUNCT
eurjchem-592	199	10	1730	1730	NUM
eurjchem-592	199	11	(c	(c	NUM
eurjchem-592	199	12	=	=	SYM
eurjchem-592	199	13	o	o	NOUN
eurjchem-592	199	14	)	)	PUNCT
eurjchem-592	199	15	ketoester	ketoester	NOUN
eurjchem-592	199	16	,	,	PUNCT
eurjchem-592	199	17	1653	1653	NUM
eurjchem-592	199	18	(c	(c	NOUN
eurjchem-592	199	19	=	=	SYM
eurjchem-592	199	20	o	o	NOUN
eurjchem-592	199	21	)	)	PUNCT
eurjchem-592	199	22	chromone	chromone	NOUN
eurjchem-592	199	23	.	.	PUNCT
eurjchem-592	200	1	1h	1h	NUM
eurjchem-592	200	2	nmr	nmr	NOUN
eurjchem-592	200	3	(	(	PUNCT
eurjchem-592	200	4	300	300	NUM
eurjchem-592	200	5	mhz	mhz	NOUN
eurjchem-592	200	6	,	,	PUNCT
eurjchem-592	200	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	200	8	,	,	PUNCT
eurjchem-592	200	9	δ	δ	PROPN
eurjchem-592	200	10	,	,	PUNCT
eurjchem-592	200	11	ppm	ppm	NOUN
eurjchem-592	200	12	):	):	PUNCT
eurjchem-592	200	13	8.12‐7.84	8.12‐7.84	NUM
eurjchem-592	200	14	(	(	PUNCT
eurjchem-592	200	15	2s	2s	NUM
eurjchem-592	200	16	,	,	PUNCT
eurjchem-592	200	17	2h	2h	NUM
eurjchem-592	200	18	,	,	PUNCT
eurjchem-592	200	19	ar‐h	ar‐h	NOUN
eurjchem-592	200	20	)	)	PUNCT
eurjchem-592	200	21	,	,	PUNCT
eurjchem-592	200	22	6.96	6.96	NUM
eurjchem-592	200	23	(	(	PUNCT
eurjchem-592	200	24	s	s	PROPN
eurjchem-592	200	25	,	,	PUNCT
eurjchem-592	200	26	1h	1h	NUM
eurjchem-592	200	27	,	,	PUNCT
eurjchem-592	200	28	‐ch	‐ch	NOUN
eurjchem-592	200	29	=	=	SYM
eurjchem-592	200	30	c‐oh	c‐oh	NOUN
eurjchem-592	200	31	)	)	PUNCT
eurjchem-592	200	32	,	,	PUNCT
eurjchem-592	200	33	6.08	6.08	NUM
eurjchem-592	200	34	(	(	PUNCT
eurjchem-592	200	35	s	s	PROPN
eurjchem-592	200	36	,	,	PUNCT
eurjchem-592	200	37	1h	1h	NUM
eurjchem-592	200	38	,	,	PUNCT
eurjchem-592	200	39	pyran	pyran	ADJ
eurjchem-592	200	40	ring	ring	NOUN
eurjchem-592	200	41	)	)	PUNCT
eurjchem-592	200	42	,	,	PUNCT
eurjchem-592	200	43	4.30	4.30	NUM
eurjchem-592	200	44	(	(	PUNCT
eurjchem-592	200	45	q	q	NOUN
eurjchem-592	200	46	,	,	PUNCT
eurjchem-592	200	47	2h	2h	NUM
eurjchem-592	200	48	,	,	PUNCT
eurjchem-592	200	49	‐ch2ch3	‐ch2ch3	NUM
eurjchem-592	200	50	,	,	PUNCT
eurjchem-592	200	51	j	j	PROPN
eurjchem-592	200	52	=	=	SYM
eurjchem-592	200	53	7.2	7.2	NUM
eurjchem-592	200	54	hz	hz	NOUN
eurjchem-592	200	55	)	)	PUNCT
eurjchem-592	200	56	,	,	PUNCT
eurjchem-592	200	57	3.75	3.75	NUM
eurjchem-592	200	58	(	(	PUNCT
eurjchem-592	200	59	s	s	PROPN
eurjchem-592	200	60	,	,	PUNCT
eurjchem-592	200	61	1h	1h	NUM
eurjchem-592	200	62	,	,	PUNCT
eurjchem-592	200	63	oh	oh	INTJ
eurjchem-592	200	64	,	,	PUNCT
eurjchem-592	200	65	exchangeable	exchangeable	ADJ
eurjchem-592	200	66	)	)	PUNCT
eurjchem-592	200	67	,	,	PUNCT
eurjchem-592	200	68	1.31	1.31	NUM
eurjchem-592	200	69	(	(	PUNCT
eurjchem-592	200	70	t	t	PROPN
eurjchem-592	200	71	,	,	PUNCT
eurjchem-592	200	72	3h	3h	NUM
eurjchem-592	200	73	,	,	PUNCT
eurjchem-592	200	74	‐ch2ch3	‐ch2ch3	NUM
eurjchem-592	200	75	,	,	PUNCT
eurjchem-592	200	76	j	j	PROPN
eurjchem-592	200	77	=	=	SYM
eurjchem-592	200	78	7.2	7.2	NUM
eurjchem-592	200	79	hz	hz	NOUN
eurjchem-592	200	80	)	)	PUNCT
eurjchem-592	200	81	.	.	PUNCT
eurjchem-592	201	1	13c	13c	NOUN
eurjchem-592	201	2	nmr	nmr	NOUN
eurjchem-592	201	3	(	(	PUNCT
eurjchem-592	201	4	75	75	NUM
eurjchem-592	201	5	mhz	mhz	NOUN
eurjchem-592	201	6	,	,	PUNCT
eurjchem-592	201	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	201	8	,	,	PUNCT
eurjchem-592	201	9	δ	δ	PROPN
eurjchem-592	201	10	,	,	PUNCT
eurjchem-592	201	11	ppm	ppm	NUM
eurjchem-592	201	12	):	):	PUNCT
eurjchem-592	201	13	184.0	184.0	NUM
eurjchem-592	201	14	(	(	PUNCT
eurjchem-592	201	15	c‐3	c‐3	NOUN
eurjchem-592	201	16	)	)	PUNCT
eurjchem-592	201	17	,	,	PUNCT
eurjchem-592	201	18	177.6	177.6	NUM
eurjchem-592	201	19	(	(	PUNCT
eurjchem-592	201	20	c‐2	c‐2	NOUN
eurjchem-592	201	21	'	'	PUNCT
eurjchem-592	201	22	)	)	PUNCT
eurjchem-592	201	23	,	,	PUNCT
eurjchem-592	201	24	162.6	162.6	NUM
eurjchem-592	201	25	(	(	PUNCT
eurjchem-592	201	26	c‐1	c‐1	NOUN
eurjchem-592	201	27	)	)	PUNCT
eurjchem-592	201	28	,	,	PUNCT
eurjchem-592	201	29	161.1	161.1	NUM
eurjchem-592	201	30	(	(	PUNCT
eurjchem-592	201	31	c‐3	c‐3	NOUN
eurjchem-592	201	32	'	'	PUNCT
eurjchem-592	201	33	)	)	PUNCT
eurjchem-592	201	34	,	,	PUNCT
eurjchem-592	201	35	149.9	149.9	NUM
eurjchem-592	201	36	(	(	PUNCT
eurjchem-592	201	37	c‐9	c‐9	PROPN
eurjchem-592	201	38	)	)	PUNCT
eurjchem-592	201	39	,	,	PUNCT
eurjchem-592	201	40	133.4	133.4	NUM
eurjchem-592	201	41	(	(	PUNCT
eurjchem-592	201	42	c‐7	c‐7	NOUN
eurjchem-592	201	43	)	)	PUNCT
eurjchem-592	201	44	,	,	PUNCT
eurjchem-592	201	45	129.4	129.4	NUM
eurjchem-592	201	46	(	(	PUNCT
eurjchem-592	201	47	c‐6	c‐6	NOUN
eurjchem-592	201	48	)	)	PUNCT
eurjchem-592	201	49	,	,	PUNCT
eurjchem-592	201	50	125.1	125.1	NUM
eurjchem-592	201	51	(	(	PUNCT
eurjchem-592	201	52	c‐5	c‐5	NOUN
eurjchem-592	201	53	)	)	PUNCT
eurjchem-592	201	54	,	,	PUNCT
eurjchem-592	201	55	123.5	123.5	NUM
eurjchem-592	201	56	(	(	PUNCT
eurjchem-592	201	57	c‐8	c‐8	NOUN
eurjchem-592	201	58	)	)	PUNCT
eurjchem-592	201	59	,	,	PUNCT
eurjchem-592	201	60	122.8	122.8	NUM
eurjchem-592	201	61	(	(	PUNCT
eurjchem-592	201	62	c‐4	c‐4	PROPN
eurjchem-592	201	63	)	)	PUNCT
eurjchem-592	201	64	,	,	PUNCT
eurjchem-592	201	65	110.3	110.3	NUM
eurjchem-592	201	66	(	(	PUNCT
eurjchem-592	201	67	c‐1	c‐1	NOUN
eurjchem-592	201	68	'	'	PUNCT
eurjchem-592	201	69	)	)	PUNCT
eurjchem-592	201	70	,	,	PUNCT
eurjchem-592	201	71	109.3	109.3	NUM
eurjchem-592	201	72	(	(	PUNCT
eurjchem-592	201	73	c‐2	c‐2	NOUN
eurjchem-592	201	74	)	)	PUNCT
eurjchem-592	201	75	,	,	PUNCT
eurjchem-592	201	76	62.4	62.4	NUM
eurjchem-592	201	77	(	(	PUNCT
eurjchem-592	201	78	c‐4	c‐4	NOUN
eurjchem-592	201	79	'	'	PUNCT
eurjchem-592	201	80	)	)	PUNCT
eurjchem-592	201	81	,	,	PUNCT
eurjchem-592	201	82	14.0	14.0	NUM
eurjchem-592	201	83	(	(	PUNCT
eurjchem-592	201	84	c‐5	c‐5	NOUN
eurjchem-592	201	85	'	'	PUNCT
eurjchem-592	201	86	)	)	PUNCT
eurjchem-592	201	87	.	.	PUNCT
eurjchem-592	202	1	ms	ms	NOUN
eurjchem-592	202	2	(	(	PUNCT
eurjchem-592	202	3	ei	ei	PROPN
eurjchem-592	202	4	,	,	PUNCT
eurjchem-592	202	5	m	m	PROPN
eurjchem-592	202	6	/	/	SYM
eurjchem-592	202	7	z	z	NOUN
eurjchem-592	202	8	,	,	PUNCT
eurjchem-592	202	9	%	%	INTJ
eurjchem-592	202	10	):	):	PUNCT
eurjchem-592	202	11	328	328	NUM
eurjchem-592	202	12	(	(	PUNCT
eurjchem-592	202	13	m+	m+	NUM
eurjchem-592	202	14	.	.	PROPN
eurjchem-592	202	15	,	,	PUNCT
eurjchem-592	202	16	47.9	47.9	NUM
eurjchem-592	202	17	)	)	PUNCT
eurjchem-592	202	18	.	.	PUNCT
eurjchem-592	203	1	anal	anal	PROPN
eurjchem-592	203	2	.	.	PUNCT
eurjchem-592	203	3	calcd	calcd	NOUN
eurjchem-592	203	4	.	.	PUNCT
eurjchem-592	204	1	for	for	ADP
eurjchem-592	204	2	c14h10cl2o5	c14h10cl2o5	NOUN
eurjchem-592	204	3	:	:	PUNCT
eurjchem-592	204	4	c	c	X
eurjchem-592	204	5	,	,	PUNCT
eurjchem-592	204	6	51.09	51.09	NUM
eurjchem-592	204	7	;	;	PUNCT
eurjchem-592	204	8	h	h	NOUN
eurjchem-592	204	9	,	,	PUNCT
eurjchem-592	204	10	3.06	3.06	NUM
eurjchem-592	204	11	;	;	PUNCT
eurjchem-592	204	12	cl	cl	NOUN
eurjchem-592	204	13	,	,	PUNCT
eurjchem-592	204	14	21.54	21.54	NUM
eurjchem-592	204	15	.	.	PUNCT
eurjchem-592	204	16	found	find	VERB
eurjchem-592	204	17	:	:	PUNCT
eurjchem-592	205	1	c	c	X
eurjchem-592	205	2	,	,	PUNCT
eurjchem-592	205	3	51.00	51.00	NUM
eurjchem-592	205	4	;	;	PUNCT
eurjchem-592	205	5	h	h	NOUN
eurjchem-592	205	6	,	,	PUNCT
eurjchem-592	205	7	2.98	2.98	NUM
eurjchem-592	205	8	;	;	PUNCT
eurjchem-592	205	9	cl	cl	NOUN
eurjchem-592	205	10	,	,	PUNCT
eurjchem-592	205	11	21.32	21.32	NUM
eurjchem-592	205	12	%	%	NOUN
eurjchem-592	205	13	.	.	PUNCT
eurjchem-592	206	1	2.2.8	2.2.8	NUM
eurjchem-592	206	2	.	.	PUNCT
eurjchem-592	206	3	3,5‐dichloro‐2‐hydroxybenzoic	3,5‐dichloro‐2‐hydroxybenzoic	ADJ
eurjchem-592	206	4	acid	acid	NOUN
eurjchem-592	206	5	(	(	PUNCT
eurjchem-592	206	6	9	9	NUM
eurjchem-592	206	7	)	)	PUNCT
eurjchem-592	206	8	pyruvic	pyruvic	ADJ
eurjchem-592	206	9	ester	ester	NOUN
eurjchem-592	206	10	derivative	derivative	ADJ
eurjchem-592	206	11	8	8	NUM
eurjchem-592	206	12	(	(	PUNCT
eurjchem-592	206	13	5	5	NUM
eurjchem-592	206	14	mmol	mmol	NOUN
eurjchem-592	206	15	,	,	PUNCT
eurjchem-592	206	16	1.6	1.6	NUM
eurjchem-592	206	17	g	g	NOUN
eurjchem-592	206	18	)	)	PUNCT
eurjchem-592	206	19	was	be	AUX
eurjchem-592	206	20	heated	heat	VERB
eurjchem-592	206	21	under	under	ADP
eurjchem-592	206	22	reflux	reflux	NOUN
eurjchem-592	206	23	for	for	ADP
eurjchem-592	206	24	4	4	NUM
eurjchem-592	206	25	h	h	NOUN
eurjchem-592	206	26	in	in	ADP
eurjchem-592	206	27	30	30	NUM
eurjchem-592	206	28	ml	ml	NOUN
eurjchem-592	206	29	of	of	ADP
eurjchem-592	206	30	10	10	NUM
eurjchem-592	206	31	%	%	NOUN
eurjchem-592	206	32	aq	aq	NOUN
eurjchem-592	206	33	.	.	PUNCT
eurjchem-592	206	34	potassium	potassium	NOUN
eurjchem-592	206	35	hydroxide	hydroxide	NOUN
eurjchem-592	206	36	.	.	PUNCT
eurjchem-592	207	1	left	leave	VERB
eurjchem-592	207	2	to	to	PART
eurjchem-592	207	3	cool	cool	VERB
eurjchem-592	207	4	and	and	CCONJ
eurjchem-592	207	5	acidified	acidify	VERB
eurjchem-592	207	6	with	with	ADP
eurjchem-592	207	7	cold	cold	ADJ
eurjchem-592	207	8	dilute	dilute	NOUN
eurjchem-592	207	9	hydrochloric	hydrochloric	ADJ
eurjchem-592	207	10	acid	acid	NOUN
eurjchem-592	207	11	,	,	PUNCT
eurjchem-592	207	12	the	the	DET
eurjchem-592	207	13	crude	crude	ADJ
eurjchem-592	207	14	solid	solid	ADJ
eurjchem-592	207	15	product	product	NOUN
eurjchem-592	207	16	that	that	PRON
eurjchem-592	207	17	deposited	deposit	VERB
eurjchem-592	207	18	was	be	AUX
eurjchem-592	207	19	collected	collect	VERB
eurjchem-592	207	20	by	by	ADP
eurjchem-592	207	21	suction	suction	NOUN
eurjchem-592	207	22	,	,	PUNCT
eurjchem-592	207	23	dried	dry	VERB
eurjchem-592	207	24	and	and	CCONJ
eurjchem-592	207	25	then	then	ADV
eurjchem-592	207	26	recrystallised	recrystallise	VERB
eurjchem-592	207	27	from	from	ADP
eurjchem-592	207	28	toluene	toluene	NOUN
eurjchem-592	207	29	to	to	PART
eurjchem-592	207	30	give	give	VERB
eurjchem-592	207	31	salicylic	salicylic	ADJ
eurjchem-592	207	32	acid	acid	NOUN
eurjchem-592	207	33	derivative	derivative	ADJ
eurjchem-592	207	34	9	9	NUM
eurjchem-592	207	35	as	as	ADP
eurjchem-592	207	36	crystals	crystal	NOUN
eurjchem-592	207	37	which	which	PRON
eurjchem-592	207	38	gave	give	VERB
eurjchem-592	207	39	positive	positive	ADJ
eurjchem-592	207	40	acidity	acidity	NOUN
eurjchem-592	207	41	test	test	NOUN
eurjchem-592	207	42	and	and	CCONJ
eurjchem-592	207	43	deep	deep	ADJ
eurjchem-592	207	44	violet	violet	ADJ
eurjchem-592	207	45	coloration	coloration	NOUN
eurjchem-592	207	46	with	with	ADP
eurjchem-592	207	47	aqueous	aqueous	ADJ
eurjchem-592	207	48	fecl3	fecl3	NOUN
eurjchem-592	207	49	solution	solution	NOUN
eurjchem-592	207	50	(	(	PUNCT
eurjchem-592	207	51	scheme	scheme	NOUN
eurjchem-592	207	52	1	1	NUM
eurjchem-592	207	53	)	)	PUNCT
eurjchem-592	207	54	.	.	PUNCT
eurjchem-592	208	1	yield	yield	NOUN
eurjchem-592	208	2	:	:	PUNCT
eurjchem-592	208	3	50	50	NUM
eurjchem-592	208	4	%	%	NOUN
eurjchem-592	208	5	.	.	PUNCT
eurjchem-592	209	1	m.p	m.p	PROPN
eurjchem-592	209	2	.	.	PROPN
eurjchem-592	209	3	:	:	PUNCT
eurjchem-592	210	1	220‐222	220‐222	NUM
eurjchem-592	210	2	oc	oc	X
eurjchem-592	210	3	(	(	PUNCT
eurjchem-592	210	4	the	the	DET
eurjchem-592	210	5	same	same	ADJ
eurjchem-592	210	6	m.p	m.p	NOUN
eurjchem-592	210	7	.	.	PROPN
eurjchem-592	210	8	in	in	ADP
eurjchem-592	210	9	literature	literature	NOUN
eurjchem-592	210	10	[	[	X
eurjchem-592	210	11	25	25	NUM
eurjchem-592	210	12	]	]	PUNCT
eurjchem-592	210	13	)	)	PUNCT
eurjchem-592	210	14	.	.	PUNCT
eurjchem-592	211	1	ft‐ir	ft‐ir	NOUN
eurjchem-592	211	2	(	(	PUNCT
eurjchem-592	211	3	kbr	kbr	PROPN
eurjchem-592	211	4	,	,	PUNCT
eurjchem-592	211	5	cm‐1	cm‐1	PROPN
eurjchem-592	211	6	):	):	PUNCT
eurjchem-592	211	7	3334	3334	NUM
eurjchem-592	211	8	(oh	(oh	NOUN
eurjchem-592	211	9	)	)	PUNCT
eurjchem-592	211	10	,	,	PUNCT
eurjchem-592	211	11	1679	1679	NUM
eurjchem-592	211	12	(c	(c	NOUN
eurjchem-592	211	13	=	=	SYM
eurjchem-592	211	14	o	o	NOUN
eurjchem-592	211	15	)	)	PUNCT
eurjchem-592	211	16	acid	acid	NOUN
eurjchem-592	211	17	.	.	PUNCT
eurjchem-592	212	1	1h	1h	NUM
eurjchem-592	212	2	nmr	nmr	NOUN
eurjchem-592	212	3	(	(	PUNCT
eurjchem-592	212	4	300	300	NUM
eurjchem-592	212	5	mhz	mhz	NOUN
eurjchem-592	212	6	,	,	PUNCT
eurjchem-592	212	7	cdcl3	cdcl3	PROPN
eurjchem-592	212	8	,	,	PUNCT
eurjchem-592	212	9	δ	δ	PROPN
eurjchem-592	212	10	,	,	PUNCT
eurjchem-592	212	11	ppm	ppm	NUM
eurjchem-592	212	12	):	):	PUNCT
eurjchem-592	212	13	11.07	11.07	NUM
eurjchem-592	212	14	(	(	PUNCT
eurjchem-592	212	15	s	s	PROPN
eurjchem-592	212	16	,	,	PUNCT
eurjchem-592	212	17	1h	1h	NUM
eurjchem-592	212	18	,	,	PUNCT
eurjchem-592	212	19	oh	oh	INTJ
eurjchem-592	212	20	carboxylic	carboxylic	ADJ
eurjchem-592	212	21	acid	acid	NOUN
eurjchem-592	212	22	,	,	PUNCT
eurjchem-592	212	23	exchangeable	exchangeable	ADJ
eurjchem-592	212	24	)	)	PUNCT
eurjchem-592	212	25	,	,	PUNCT
eurjchem-592	212	26	7.82	7.82	NUM
eurjchem-592	212	27	(	(	PUNCT
eurjchem-592	212	28	s	s	PROPN
eurjchem-592	212	29	,	,	PUNCT
eurjchem-592	212	30	1h	1h	NUM
eurjchem-592	212	31	,	,	PUNCT
eurjchem-592	212	32	ar‐h	ar‐h	NOUN
eurjchem-592	212	33	)	)	PUNCT
eurjchem-592	212	34	,	,	PUNCT
eurjchem-592	212	35	7.61	7.61	NUM
eurjchem-592	212	36	(	(	PUNCT
eurjchem-592	212	37	s	s	PROPN
eurjchem-592	212	38	,	,	PUNCT
eurjchem-592	212	39	1h	1h	NUM
eurjchem-592	212	40	,	,	PUNCT
eurjchem-592	212	41	ar‐h	ar‐h	NOUN
eurjchem-592	212	42	)	)	PUNCT
eurjchem-592	212	43	,	,	PUNCT
eurjchem-592	212	44	2.67	2.67	NUM
eurjchem-592	212	45	(	(	PUNCT
eurjchem-592	212	46	s	s	PROPN
eurjchem-592	212	47	,	,	PUNCT
eurjchem-592	212	48	1h	1h	NUM
eurjchem-592	212	49	,	,	PUNCT
eurjchem-592	212	50	aromatic	aromatic	ADJ
eurjchem-592	212	51	c‐oh	c‐oh	NOUN
eurjchem-592	212	52	,	,	PUNCT
eurjchem-592	212	53	exchangeable	exchangeable	ADJ
eurjchem-592	212	54	)	)	PUNCT
eurjchem-592	212	55	.	.	PUNCT
eurjchem-592	213	1	ms	ms	NOUN
eurjchem-592	213	2	(	(	PUNCT
eurjchem-592	213	3	ei	ei	PROPN
eurjchem-592	213	4	,	,	PUNCT
eurjchem-592	213	5	m	m	PROPN
eurjchem-592	213	6	/	/	SYM
eurjchem-592	213	7	z	z	NOUN
eurjchem-592	213	8	,	,	PUNCT
eurjchem-592	213	9	%	%	INTJ
eurjchem-592	213	10	):	):	PUNCT
eurjchem-592	213	11	208	208	NUM
eurjchem-592	213	12	(	(	PUNCT
eurjchem-592	213	13	m+2	m+2	NOUN
eurjchem-592	213	14	,	,	PUNCT
eurjchem-592	213	15	2.6	2.6	NUM
eurjchem-592	213	16	)	)	PUNCT
eurjchem-592	213	17	.	.	PUNCT
eurjchem-592	214	1	anal	anal	PROPN
eurjchem-592	214	2	.	.	PUNCT
eurjchem-592	214	3	calcd	calcd	NOUN
eurjchem-592	214	4	.	.	PUNCT
eurjchem-592	215	1	for	for	SCONJ
eurjchem-592	215	2	c7h4cl2o3	c7h4cl2o3	NOUN
eurjchem-592	215	3	:	:	PUNCT
eurjchem-592	215	4	c	c	X
eurjchem-592	215	5	,	,	PUNCT
eurjchem-592	215	6	40.61	40.61	NUM
eurjchem-592	215	7	;	;	PUNCT
eurjchem-592	215	8	h	h	NOUN
eurjchem-592	215	9	,	,	PUNCT
eurjchem-592	215	10	1.95	1.95	NUM
eurjchem-592	215	11	;	;	PUNCT
eurjchem-592	215	12	cl	cl	NOUN
eurjchem-592	215	13	,	,	PUNCT
eurjchem-592	215	14	34.25	34.25	NUM
eurjchem-592	215	15	.	.	PUNCT
eurjchem-592	215	16	found	find	VERB
eurjchem-592	215	17	:	:	PUNCT
eurjchem-592	216	1	c	c	X
eurjchem-592	216	2	,	,	PUNCT
eurjchem-592	216	3	40.44	40.44	NUM
eurjchem-592	216	4	;	;	PUNCT
eurjchem-592	216	5	h	h	NOUN
eurjchem-592	216	6	,	,	PUNCT
eurjchem-592	216	7	1.49	1.49	NUM
eurjchem-592	216	8	;	;	PUNCT
eurjchem-592	216	9	cl	cl	NOUN
eurjchem-592	216	10	,	,	PUNCT
eurjchem-592	216	11	34.15	34.15	NUM
eurjchem-592	216	12	%	%	NOUN
eurjchem-592	216	13	.	.	PUNCT
eurjchem-592	217	1	2.2.9	2.2.9	X
eurjchem-592	217	2	.	.	X
eurjchem-592	217	3	6,8‐dichloro‐2‐((3‐oxoisobenzofuran‐1(3h)‐ylidene	6,8‐dichloro‐2‐((3‐oxoisobenzofuran‐1(3h)‐ylidene	NUM
eurjchem-592	217	4	)	)	PUNCT
eurjchem-592	217	5	methyl)‐4h‐chromen‐4‐one	methyl)‐4h‐chromen‐4‐one	NOUN
eurjchem-592	217	6	(	(	PUNCT
eurjchem-592	217	7	10	10	NUM
eurjchem-592	217	8	)	)	PUNCT
eurjchem-592	217	9	a	a	DET
eurjchem-592	217	10	mixture	mixture	NOUN
eurjchem-592	217	11	of	of	ADP
eurjchem-592	217	12	2‐methylchromone	2‐methylchromone	NUM
eurjchem-592	217	13	derivative	derivative	ADJ
eurjchem-592	217	14	2	2	NUM
eurjchem-592	217	15	(	(	PUNCT
eurjchem-592	217	16	9	9	NUM
eurjchem-592	217	17	mmol	mmol	NOUN
eurjchem-592	217	18	,	,	PUNCT
eurjchem-592	217	19	2	2	NUM
eurjchem-592	217	20	g	g	NOUN
eurjchem-592	217	21	)	)	PUNCT
eurjchem-592	217	22	and	and	CCONJ
eurjchem-592	217	23	phthalic	phthalic	ADJ
eurjchem-592	217	24	anhydride	anhydride	NOUN
eurjchem-592	217	25	(	(	PUNCT
eurjchem-592	217	26	41	41	NUM
eurjchem-592	217	27	mmol	mmol	NOUN
eurjchem-592	217	28	,	,	PUNCT
eurjchem-592	217	29	6	6	NUM
eurjchem-592	217	30	g	g	NOUN
eurjchem-592	217	31	)	)	PUNCT
eurjchem-592	217	32	in	in	ADP
eurjchem-592	217	33	the	the	DET
eurjchem-592	217	34	presence	presence	NOUN
eurjchem-592	217	35	of	of	ADP
eurjchem-592	217	36	fused	fuse	VERB
eurjchem-592	217	37	sodium	sodium	NOUN
eurjchem-592	217	38	acetate	acetate	NOUN
eurjchem-592	217	39	(	(	PUNCT
eurjchem-592	217	40	36	36	NUM
eurjchem-592	217	41	mmol	mmol	NOUN
eurjchem-592	217	42	,	,	PUNCT
eurjchem-592	217	43	3	3	NUM
eurjchem-592	217	44	g	g	NOUN
eurjchem-592	217	45	)	)	PUNCT
eurjchem-592	217	46	was	be	AUX
eurjchem-592	217	47	fused	fuse	VERB
eurjchem-592	217	48	at	at	ADP
eurjchem-592	217	49	125	125	NUM
eurjchem-592	217	50	oc	oc	NOUN
eurjchem-592	217	51	for	for	ADP
eurjchem-592	217	52	8	8	NUM
eurjchem-592	217	53	h.	h.	NOUN
eurjchem-592	217	54	the	the	DET
eurjchem-592	217	55	reaction	reaction	NOUN
eurjchem-592	217	56	mixture	mixture	NOUN
eurjchem-592	217	57	was	be	AUX
eurjchem-592	217	58	left	leave	VERB
eurjchem-592	217	59	to	to	PART
eurjchem-592	217	60	cool	cool	VERB
eurjchem-592	217	61	at	at	ADP
eurjchem-592	217	62	room	room	NOUN
eurjchem-592	217	63	temperature	temperature	NOUN
eurjchem-592	217	64	and	and	CCONJ
eurjchem-592	217	65	then	then	ADV
eurjchem-592	217	66	triturated	triturate	VERB
eurjchem-592	217	67	by	by	ADP
eurjchem-592	217	68	aqueous	aqueous	ADJ
eurjchem-592	217	69	sodium	sodium	NOUN
eurjchem-592	217	70	carbonate	carbonate	NOUN
eurjchem-592	217	71	solution	solution	NOUN
eurjchem-592	217	72	.	.	PUNCT
eurjchem-592	218	1	the	the	DET
eurjchem-592	218	2	solid	solid	ADJ
eurjchem-592	218	3	obtained	obtain	VERB
eurjchem-592	218	4	was	be	AUX
eurjchem-592	218	5	filtered	filter	VERB
eurjchem-592	218	6	off	off	ADP
eurjchem-592	218	7	,	,	PUNCT
eurjchem-592	218	8	washed	wash	VERB
eurjchem-592	218	9	with	with	ADP
eurjchem-592	218	10	cold	cold	ADJ
eurjchem-592	218	11	water	water	NOUN
eurjchem-592	218	12	,	,	PUNCT
eurjchem-592	218	13	dried	dry	VERB
eurjchem-592	218	14	and	and	CCONJ
eurjchem-592	218	15	recrystallised	recrystallise	VERB
eurjchem-592	218	16	from	from	ADP
eurjchem-592	218	17	aqueous	aqueous	ADJ
eurjchem-592	218	18	ethanol	ethanol	NOUN
eurjchem-592	218	19	to	to	PART
eurjchem-592	218	20	give	give	VERB
eurjchem-592	218	21	compound	compound	NOUN
eurjchem-592	218	22	10	10	NUM
eurjchem-592	218	23	as	as	ADP
eurjchem-592	218	24	green	green	ADJ
eurjchem-592	218	25	crystals	crystal	NOUN
eurjchem-592	218	26	(	(	PUNCT
eurjchem-592	218	27	scheme	scheme	NOUN
eurjchem-592	218	28	1	1	NUM
eurjchem-592	218	29	and	and	CCONJ
eurjchem-592	218	30	2	2	NUM
eurjchem-592	218	31	)	)	PUNCT
eurjchem-592	218	32	.	.	PUNCT
eurjchem-592	219	1	yield	yield	NOUN
eurjchem-592	219	2	:	:	PUNCT
eurjchem-592	219	3	54	54	NUM
eurjchem-592	219	4	%	%	NOUN
eurjchem-592	219	5	.	.	PUNCT
eurjchem-592	220	1	m.p	m.p	PROPN
eurjchem-592	220	2	.	.	PROPN
eurjchem-592	220	3	:	:	PUNCT
eurjchem-592	221	1	>	>	PUNCT
eurjchem-592	221	2	300	300	NUM
eurjchem-592	221	3	oc	oc	NOUN
eurjchem-592	221	4	.	.	PUNCT
eurjchem-592	222	1	ft‐	ft‐	PROPN
eurjchem-592	222	2	ir	ir	PROPN
eurjchem-592	222	3	(	(	PUNCT
eurjchem-592	222	4	kbr	kbr	PROPN
eurjchem-592	222	5	,	,	PUNCT
eurjchem-592	222	6	cm‐1	cm‐1	PROPN
eurjchem-592	222	7	):	):	PUNCT
eurjchem-592	222	8	1798	1798	NUM
eurjchem-592	222	9	(c	(c	PROPN
eurjchem-592	222	10	=	=	SYM
eurjchem-592	222	11	o	o	NOUN
eurjchem-592	222	12	)	)	PUNCT
eurjchem-592	222	13	lactone	lactone	NOUN
eurjchem-592	222	14	,	,	PUNCT
eurjchem-592	222	15	1669	1669	NUM
eurjchem-592	222	16	(c	(c	NOUN
eurjchem-592	222	17	=	=	SYM
eurjchem-592	222	18	o	o	NOUN
eurjchem-592	222	19	)	)	PUNCT
eurjchem-592	222	20	chromone	chromone	NOUN
eurjchem-592	222	21	.	.	PUNCT
eurjchem-592	223	1	1h	1h	NUM
eurjchem-592	223	2	nmr	nmr	NOUN
eurjchem-592	223	3	(	(	PUNCT
eurjchem-592	223	4	300	300	NUM
eurjchem-592	223	5	mhz	mhz	NOUN
eurjchem-592	223	6	,	,	PUNCT
eurjchem-592	223	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	223	8	,	,	PUNCT
eurjchem-592	223	9	δ	δ	PROPN
eurjchem-592	223	10	,	,	PUNCT
eurjchem-592	223	11	ppm	ppm	NOUN
eurjchem-592	223	12	):	):	PUNCT
eurjchem-592	223	13	7.90‐7.40	7.90‐7.40	NUM
eurjchem-592	223	14	(	(	PUNCT
eurjchem-592	223	15	m	m	PROPN
eurjchem-592	223	16	,	,	PUNCT
eurjchem-592	223	17	6h	6h	NUM
eurjchem-592	223	18	,	,	PUNCT
eurjchem-592	223	19	ar‐h	ar‐h	PROPN
eurjchem-592	223	20	)	)	PUNCT
eurjchem-592	223	21	,	,	PUNCT
eurjchem-592	223	22	7.13	7.13	NUM
eurjchem-592	223	23	(	(	PUNCT
eurjchem-592	223	24	s	s	PROPN
eurjchem-592	223	25	,	,	PUNCT
eurjchem-592	223	26	2h	2h	NUM
eurjchem-592	223	27	,	,	PUNCT
eurjchem-592	223	28	c7‐h	c7‐h	PROPN
eurjchem-592	223	29	&	&	CCONJ
eurjchem-592	223	30	c9‐h	c9‐h	PROPN
eurjchem-592	223	31	)	)	PUNCT
eurjchem-592	223	32	.	.	PUNCT
eurjchem-592	224	1	13c	13c	NOUN
eurjchem-592	224	2	nmr	nmr	NOUN
eurjchem-592	224	3	(	(	PUNCT
eurjchem-592	224	4	75	75	NUM
eurjchem-592	224	5	mhz	mhz	NOUN
eurjchem-592	224	6	,	,	PUNCT
eurjchem-592	224	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	224	8	,	,	PUNCT
eurjchem-592	224	9	δ	δ	PROPN
eurjchem-592	224	10	,	,	PUNCT
eurjchem-592	224	11	ppm	ppm	NUM
eurjchem-592	224	12	):	):	PUNCT
eurjchem-592	224	13	187.9	187.9	NUM
eurjchem-592	224	14	(	(	PUNCT
eurjchem-592	224	15	c‐10	c‐10	NOUN
eurjchem-592	224	16	)	)	PUNCT
eurjchem-592	224	17	,	,	PUNCT
eurjchem-592	224	18	164.7	164.7	NUM
eurjchem-592	224	19	(	(	PUNCT
eurjchem-592	224	20	c‐1	c‐1	NOUN
eurjchem-592	224	21	)	)	PUNCT
eurjchem-592	224	22	,	,	PUNCT
eurjchem-592	224	23	164.3	164.3	NUM
eurjchem-592	224	24	(	(	PUNCT
eurjchem-592	224	25	c‐8	c‐8	NOUN
eurjchem-592	224	26	)	)	PUNCT
eurjchem-592	224	27	,	,	PUNCT
eurjchem-592	224	28	139.7	139.7	NUM
eurjchem-592	224	29	(	(	PUNCT
eurjchem-592	224	30	c‐16	c‐16	PROPN
eurjchem-592	224	31	)	)	PUNCT
eurjchem-592	224	32	,	,	PUNCT
eurjchem-592	224	33	131.4	131.4	NUM
eurjchem-592	224	34	(	(	PUNCT
eurjchem-592	224	35	c‐	c‐	NOUN
eurjchem-592	224	36	6	6	NUM
eurjchem-592	224	37	)	)	PUNCT
eurjchem-592	224	38	,	,	PUNCT
eurjchem-592	224	39	131.2	131.2	NUM
eurjchem-592	224	40	(	(	PUNCT
eurjchem-592	224	41	c‐5	c‐5	NOUN
eurjchem-592	224	42	)	)	PUNCT
eurjchem-592	224	43	,	,	PUNCT
eurjchem-592	224	44	127.8	127.8	NUM
eurjchem-592	224	45	(	(	PUNCT
eurjchem-592	224	46	c‐14	c‐14	PROPN
eurjchem-592	224	47	)	)	PUNCT
eurjchem-592	224	48	,	,	PUNCT
eurjchem-592	224	49	123.0	123.0	NUM
eurjchem-592	224	50	(	(	PUNCT
eurjchem-592	224	51	c‐13	c‐13	PROPN
eurjchem-592	224	52	)	)	PUNCT
eurjchem-592	224	53	,	,	PUNCT
eurjchem-592	224	54	122.2	122.2	NUM
eurjchem-592	224	55	(	(	PUNCT
eurjchem-592	224	56	c‐4	c‐4	PROPN
eurjchem-592	224	57	)	)	PUNCT
eurjchem-592	224	58	,	,	PUNCT
eurjchem-592	224	59	120.7	120.7	NUM
eurjchem-592	224	60	(	(	PUNCT
eurjchem-592	224	61	c‐12	c‐12	PROPN
eurjchem-592	224	62	)	)	PUNCT
eurjchem-592	224	63	,	,	PUNCT
eurjchem-592	224	64	120.6	120.6	NUM
eurjchem-592	224	65	(	(	PUNCT
eurjchem-592	224	66	c‐15	c‐15	PROPN
eurjchem-592	224	67	)	)	PUNCT
eurjchem-592	224	68	,	,	PUNCT
eurjchem-592	224	69	120.5	120.5	NUM
eurjchem-592	224	70	(	(	PUNCT
eurjchem-592	224	71	c‐11	c‐11	PROPN
eurjchem-592	224	72	)	)	PUNCT
eurjchem-592	224	73	,	,	PUNCT
eurjchem-592	224	74	120.4	120.4	NUM
eurjchem-592	224	75	(	(	PUNCT
eurjchem-592	224	76	c‐3	c‐3	NOUN
eurjchem-592	224	77	)	)	PUNCT
eurjchem-592	224	78	,	,	PUNCT
eurjchem-592	224	79	119.0	119.0	NUM
eurjchem-592	224	80	(	(	PUNCT
eurjchem-592	224	81	c‐2	c‐2	NOUN
eurjchem-592	224	82	)	)	PUNCT
eurjchem-592	224	83	,	,	PUNCT
eurjchem-592	224	84	106.0	106.0	NUM
eurjchem-592	224	85	(	(	PUNCT
eurjchem-592	224	86	c‐9	c‐9	NOUN
eurjchem-592	224	87	)	)	PUNCT
eurjchem-592	224	88	,	,	PUNCT
eurjchem-592	224	89	99.0	99.0	NUM
eurjchem-592	224	90	(	(	PUNCT
eurjchem-592	224	91	c‐7	c‐7	NOUN
eurjchem-592	224	92	)	)	PUNCT
eurjchem-592	224	93	.	.	PUNCT
eurjchem-592	225	1	ms	ms	NOUN
eurjchem-592	225	2	(	(	PUNCT
eurjchem-592	225	3	ei	ei	PROPN
eurjchem-592	225	4	,	,	PUNCT
eurjchem-592	225	5	m	m	PROPN
eurjchem-592	225	6	/	/	SYM
eurjchem-592	225	7	z	z	NOUN
eurjchem-592	225	8	,	,	PUNCT
eurjchem-592	225	9	%	%	INTJ
eurjchem-592	225	10	):	):	PUNCT
eurjchem-592	225	11	358	358	NUM
eurjchem-592	225	12	(	(	PUNCT
eurjchem-592	225	13	m+	m+	NUM
eurjchem-592	225	14	.	.	PROPN
eurjchem-592	225	15	,	,	PUNCT
eurjchem-592	225	16	42.9	42.9	NUM
eurjchem-592	225	17	)	)	PUNCT
eurjchem-592	225	18	.	.	PUNCT
eurjchem-592	226	1	anal	anal	PROPN
eurjchem-592	226	2	.	.	PUNCT
eurjchem-592	226	3	calcd	calcd	NOUN
eurjchem-592	226	4	.	.	PUNCT
eurjchem-592	227	1	for	for	ADP
eurjchem-592	227	2	c18h8cl2o4	c18h8cl2o4	NOUN
eurjchem-592	227	3	:	:	PUNCT
eurjchem-592	227	4	c	c	X
eurjchem-592	227	5	,	,	PUNCT
eurjchem-592	227	6	60.19	60.19	NUM
eurjchem-592	227	7	;	;	PUNCT
eurjchem-592	227	8	h	h	NOUN
eurjchem-592	227	9	,	,	PUNCT
eurjchem-592	227	10	2.25	2.25	NUM
eurjchem-592	227	11	;	;	PUNCT
eurjchem-592	227	12	cl	cl	NOUN
eurjchem-592	227	13	,	,	PUNCT
eurjchem-592	227	14	19.74	19.74	NUM
eurjchem-592	227	15	.	.	PUNCT
eurjchem-592	227	16	found	find	VERB
eurjchem-592	227	17	:	:	PUNCT
eurjchem-592	228	1	c	c	X
eurjchem-592	228	2	,	,	PUNCT
eurjchem-592	228	3	60.04	60.04	NUM
eurjchem-592	228	4	;	;	PUNCT
eurjchem-592	229	1	h	h	NOUN
eurjchem-592	229	2	,	,	PUNCT
eurjchem-592	229	3	2.12	2.12	NUM
eurjchem-592	229	4	;	;	PUNCT
eurjchem-592	229	5	cl	cl	NOUN
eurjchem-592	229	6	,	,	PUNCT
eurjchem-592	229	7	19.53	19.53	NUM
eurjchem-592	229	8	%	%	NOUN
eurjchem-592	229	9	.	.	PUNCT
eurjchem-592	230	1	2.2.10	2.2.10	NUM
eurjchem-592	230	2	.	.	PUNCT
eurjchem-592	231	1	2‐(6,8‐dichloro‐4‐oxo‐4h‐chromen‐2‐yl)‐2h‐indene‐	2‐(6,8‐dichloro‐4‐oxo‐4h‐chromen‐2‐yl)‐2h‐indene‐	NUM
eurjchem-592	231	2	1,3‐dione	1,3‐dione	NUM
eurjchem-592	231	3	(	(	PUNCT
eurjchem-592	231	4	11	11	NUM
eurjchem-592	231	5	)	)	PUNCT
eurjchem-592	231	6	to	to	ADP
eurjchem-592	231	7	a	a	DET
eurjchem-592	231	8	suspension	suspension	NOUN
eurjchem-592	231	9	of	of	ADP
eurjchem-592	231	10	compound	compound	NOUN
eurjchem-592	231	11	10	10	NUM
eurjchem-592	231	12	(	(	PUNCT
eurjchem-592	231	13	1.4	1.4	NUM
eurjchem-592	231	14	mmol	mmol	NOUN
eurjchem-592	231	15	,	,	PUNCT
eurjchem-592	231	16	0.5	0.5	NUM
eurjchem-592	231	17	g	g	NOUN
eurjchem-592	231	18	)	)	PUNCT
eurjchem-592	231	19	in	in	ADP
eurjchem-592	231	20	absolute	absolute	ADJ
eurjchem-592	231	21	methanol	methanol	NOUN
eurjchem-592	231	22	(	(	PUNCT
eurjchem-592	231	23	10	10	NUM
eurjchem-592	231	24	ml	ml	NOUN
eurjchem-592	231	25	)	)	PUNCT
eurjchem-592	231	26	and	and	CCONJ
eurjchem-592	231	27	solution	solution	NOUN
eurjchem-592	231	28	of	of	ADP
eurjchem-592	231	29	methoxide	methoxide	NOUN
eurjchem-592	231	30	(	(	PUNCT
eurjchem-592	231	31	prepared	prepare	VERB
eurjchem-592	231	32	by	by	ADP
eurjchem-592	231	33	reaction	reaction	NOUN
eurjchem-592	231	34	0.5	0.5	NUM
eurjchem-592	231	35	g	g	NOUN
eurjchem-592	231	36	sodium	sodium	NOUN
eurjchem-592	231	37	metal	metal	NOUN
eurjchem-592	231	38	with	with	ADP
eurjchem-592	231	39	10	10	NUM
eurjchem-592	231	40	ml	ml	NOUN
eurjchem-592	231	41	of	of	ADP
eurjchem-592	231	42	absolute	absolute	ADJ
eurjchem-592	231	43	methanol	methanol	NOUN
eurjchem-592	231	44	)	)	PUNCT
eurjchem-592	231	45	was	be	AUX
eurjchem-592	231	46	added	add	VERB
eurjchem-592	231	47	.	.	PUNCT
eurjchem-592	232	1	the	the	DET
eurjchem-592	232	2	solution	solution	NOUN
eurjchem-592	232	3	was	be	AUX
eurjchem-592	232	4	heated	heat	VERB
eurjchem-592	232	5	at	at	ADP
eurjchem-592	232	6	reflux	reflux	NOUN
eurjchem-592	232	7	for	for	ADP
eurjchem-592	232	8	5	5	NUM
eurjchem-592	232	9	h	h	NOUN
eurjchem-592	232	10	,	,	PUNCT
eurjchem-592	232	11	left	leave	VERB
eurjchem-592	232	12	to	to	ADP
eurjchem-592	232	13	cool	cool	ADJ
eurjchem-592	232	14	,	,	PUNCT
eurjchem-592	232	15	diluted	dilute	VERB
eurjchem-592	232	16	with	with	ADP
eurjchem-592	232	17	water	water	NOUN
eurjchem-592	232	18	and	and	CCONJ
eurjchem-592	232	19	acidified	acidify	VERB
eurjchem-592	232	20	with	with	ADP
eurjchem-592	232	21	cold	cold	ADJ
eurjchem-592	232	22	dilute	dilute	NOUN
eurjchem-592	232	23	h2so4	h2so4	PROPN
eurjchem-592	232	24	,	,	PUNCT
eurjchem-592	232	25	the	the	DET
eurjchem-592	232	26	solid	solid	ADJ
eurjchem-592	232	27	formed	form	VERB
eurjchem-592	232	28	was	be	AUX
eurjchem-592	232	29	collected	collect	VERB
eurjchem-592	232	30	,	,	PUNCT
eurjchem-592	232	31	dried	dry	VERB
eurjchem-592	232	32	and	and	CCONJ
eurjchem-592	232	33	recrystallized	recrystallize	VERB
eurjchem-592	232	34	from	from	ADP
eurjchem-592	232	35	ethanol	ethanol	NOUN
eurjchem-592	232	36	and	and	CCONJ
eurjchem-592	232	37	toluene	toluene	NOUN
eurjchem-592	232	38	to	to	PART
eurjchem-592	232	39	afford	afford	VERB
eurjchem-592	232	40	6,8‐dichloro‐	6,8‐dichloro‐	NUM
eurjchem-592	232	41	2‐(4‐oxochroman‐3‐yl)‐4h‐chromen‐4‐one	2‐(4‐oxochroman‐3‐yl)‐4h‐chromen‐4‐one	NUM
eurjchem-592	232	42	(	(	PUNCT
eurjchem-592	232	43	11	11	NUM
eurjchem-592	232	44	)	)	PUNCT
eurjchem-592	232	45	as	as	ADP
eurjchem-592	232	46	brown	brown	ADJ
eurjchem-592	232	47	crystals	crystal	NOUN
eurjchem-592	232	48	(	(	PUNCT
eurjchem-592	232	49	scheme	scheme	NOUN
eurjchem-592	232	50	1	1	NUM
eurjchem-592	232	51	)	)	PUNCT
eurjchem-592	232	52	.	.	PUNCT
eurjchem-592	233	1	yield	yield	NOUN
eurjchem-592	233	2	:	:	PUNCT
eurjchem-592	233	3	89	89	NUM
eurjchem-592	233	4	%	%	NOUN
eurjchem-592	233	5	.	.	PUNCT
eurjchem-592	234	1	m.p	m.p	PROPN
eurjchem-592	234	2	.	.	PROPN
eurjchem-592	234	3	:	:	PUNCT
eurjchem-592	235	1	>	>	PUNCT
eurjchem-592	235	2	300	300	NUM
eurjchem-592	235	3	oc	oc	NOUN
eurjchem-592	235	4	.	.	PUNCT
eurjchem-592	236	1	ft‐ir	ft‐ir	NOUN
eurjchem-592	236	2	(	(	PUNCT
eurjchem-592	236	3	kbr	kbr	PROPN
eurjchem-592	236	4	,	,	PUNCT
eurjchem-592	236	5	cm‐	cm‐	NOUN
eurjchem-592	236	6	1	1	NUM
eurjchem-592	236	7	):	):	PUNCT
eurjchem-592	236	8	1707	1707	NUM
eurjchem-592	236	9	(c	(c	NUM
eurjchem-592	236	10	=	=	SYM
eurjchem-592	236	11	o	o	NOUN
eurjchem-592	236	12	)	)	PUNCT
eurjchem-592	236	13	indandione	indandione	NOUN
eurjchem-592	236	14	,	,	PUNCT
eurjchem-592	236	15	1642	1642	NUM
eurjchem-592	236	16	(c	(c	NOUN
eurjchem-592	236	17	=	=	SYM
eurjchem-592	236	18	o	o	NOUN
eurjchem-592	236	19	)	)	PUNCT
eurjchem-592	236	20	chromone	chromone	NOUN
eurjchem-592	236	21	.	.	PUNCT
eurjchem-592	237	1	1h	1h	NUM
eurjchem-592	237	2	nmr	nmr	NOUN
eurjchem-592	237	3	(	(	PUNCT
eurjchem-592	237	4	300	300	NUM
eurjchem-592	237	5	mhz	mhz	NOUN
eurjchem-592	237	6	,	,	PUNCT
eurjchem-592	237	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-592	237	8	,	,	PUNCT
eurjchem-592	237	9	δ	δ	PROPN
eurjchem-592	237	10	,	,	PUNCT
eurjchem-592	237	11	ppm	ppm	NOUN
eurjchem-592	237	12	):	):	PUNCT
eurjchem-592	237	13	7.99‐7.51	7.99‐7.51	PROPN
eurjchem-592	237	14	(	(	PUNCT
eurjchem-592	237	15	m	m	PROPN
eurjchem-592	237	16	,	,	PUNCT
eurjchem-592	237	17	6h	6h	NUM
eurjchem-592	237	18	,	,	PUNCT
eurjchem-592	237	19	ar‐h	ar‐h	PROPN
eurjchem-592	237	20	)	)	PUNCT
eurjchem-592	237	21	,	,	PUNCT
eurjchem-592	237	22	6.27	6.27	NUM
eurjchem-592	237	23	(	(	PUNCT
eurjchem-592	237	24	s	s	PROPN
eurjchem-592	237	25	,	,	PUNCT
eurjchem-592	237	26	1h	1h	NUM
eurjchem-592	237	27	,	,	PUNCT
eurjchem-592	237	28	c‐3	c‐3	NOUN
eurjchem-592	237	29	)	)	PUNCT
eurjchem-592	237	30	,	,	PUNCT
eurjchem-592	237	31	5.15	5.15	NUM
eurjchem-592	237	32	(	(	PUNCT
eurjchem-592	237	33	s	s	PROPN
eurjchem-592	237	34	,	,	PUNCT
eurjchem-592	237	35	1h	1h	NUM
eurjchem-592	237	36	,	,	PUNCT
eurjchem-592	237	37	c‐9	c‐9	NOUN
eurjchem-592	237	38	)	)	PUNCT
eurjchem-592	237	39	.	.	PUNCT
eurjchem-592	238	1	anal	anal	PROPN
eurjchem-592	238	2	.	.	PUNCT
eurjchem-592	238	3	calcd	calcd	NOUN
eurjchem-592	238	4	.	.	PUNCT
eurjchem-592	239	1	for	for	ADP
eurjchem-592	239	2	c18h8cl2o4	c18h8cl2o4	NOUN
eurjchem-592	239	3	:	:	PUNCT
eurjchem-592	239	4	c	c	X
eurjchem-592	239	5	,	,	PUNCT
eurjchem-592	239	6	60.19	60.19	NUM
eurjchem-592	239	7	;	;	PUNCT
eurjchem-592	239	8	h	h	NOUN
eurjchem-592	239	9	,	,	PUNCT
eurjchem-592	239	10	2.25	2.25	NUM
eurjchem-592	239	11	;	;	PUNCT
eurjchem-592	239	12	cl	cl	NOUN
eurjchem-592	239	13	,	,	PUNCT
eurjchem-592	239	14	19.74	19.74	NUM
eurjchem-592	239	15	.	.	PUNCT
eurjchem-592	239	16	found	find	VERB
eurjchem-592	239	17	:	:	PUNCT
eurjchem-592	240	1	c	c	X
eurjchem-592	240	2	,	,	PUNCT
eurjchem-592	240	3	60.01	60.01	NUM
eurjchem-592	240	4	;	;	PUNCT
eurjchem-592	240	5	h	h	X
eurjchem-592	240	6	,	,	PUNCT
eurjchem-592	240	7	2.16	2.16	NUM
eurjchem-592	240	8	;	;	PUNCT
eurjchem-592	240	9	cl	cl	NOUN
eurjchem-592	240	10	,	,	PUNCT
eurjchem-592	240	11	19.64	19.64	NUM
eurjchem-592	240	12	%	%	NOUN
eurjchem-592	240	13	.	.	PUNCT
eurjchem-592	241	1	2.2.11	2.2.11	NUM
eurjchem-592	241	2	.	.	X
eurjchem-592	241	3	1‐(3,5‐dichloro‐2‐hydroxyphenyl)‐3‐hydroxybut‐2‐	1‐(3,5‐dichloro‐2‐hydroxyphenyl)‐3‐hydroxybut‐2‐	NUM
eurjchem-592	241	4	en‐1‐one	en‐1‐one	NOUN
eurjchem-592	241	5	(	(	PUNCT
eurjchem-592	241	6	13	13	NUM
eurjchem-592	241	7	)	)	PUNCT
eurjchem-592	241	8	to	to	ADP
eurjchem-592	241	9	a	a	DET
eurjchem-592	241	10	solution	solution	NOUN
eurjchem-592	241	11	of	of	ADP
eurjchem-592	241	12	2‐methylchromone	2‐methylchromone	NUM
eurjchem-592	241	13	derivative	derivative	ADJ
eurjchem-592	241	14	2	2	NUM
eurjchem-592	241	15	(	(	PUNCT
eurjchem-592	241	16	9	9	NUM
eurjchem-592	241	17	mmol	mmol	NOUN
eurjchem-592	241	18	,	,	PUNCT
eurjchem-592	241	19	2	2	NUM
eurjchem-592	241	20	g	g	NOUN
eurjchem-592	241	21	)	)	PUNCT
eurjchem-592	241	22	in	in	ADP
eurjchem-592	241	23	diethyl	diethyl	NOUN
eurjchem-592	241	24	ether	ether	NOUN
eurjchem-592	241	25	(	(	PUNCT
eurjchem-592	241	26	50	50	NUM
eurjchem-592	241	27	ml	ml	NOUN
eurjchem-592	241	28	)	)	PUNCT
eurjchem-592	241	29	,	,	PUNCT
eurjchem-592	241	30	sodium	sodium	NOUN
eurjchem-592	241	31	ethoxid	ethoxid	NOUN
eurjchem-592	241	32	solution	solution	NOUN
eurjchem-592	241	33	(	(	PUNCT
eurjchem-592	241	34	prepared	prepare	VERB
eurjchem-592	241	35	by	by	ADP
eurjchem-592	241	36	reaction	reaction	NOUN
eurjchem-592	241	37	1	1	NUM
eurjchem-592	241	38	g	g	NOUN
eurjchem-592	241	39	of	of	ADP
eurjchem-592	241	40	sodium	sodium	NOUN
eurjchem-592	241	41	metal	metal	NOUN
eurjchem-592	241	42	in	in	ADP
eurjchem-592	241	43	30	30	NUM
eurjchem-592	241	44	ml	ml	NOUN
eurjchem-592	241	45	of	of	ADP
eurjchem-592	241	46	absolute	absolute	ADJ
eurjchem-592	241	47	)	)	PUNCT
eurjchem-592	241	48	was	be	AUX
eurjchem-592	241	49	added	add	VERB
eurjchem-592	241	50	.	.	PUNCT
eurjchem-592	242	1	the	the	DET
eurjchem-592	242	2	reaction	reaction	NOUN
eurjchem-592	242	3	mixture	mixture	NOUN
eurjchem-592	242	4	was	be	AUX
eurjchem-592	242	5	shaken	shake	VERB
eurjchem-592	242	6	in	in	ADP
eurjchem-592	242	7	tightly	tightly	ADV
eurjchem-592	242	8	closed	closed	ADJ
eurjchem-592	242	9	vessel	vessel	NOUN
eurjchem-592	242	10	for	for	ADP
eurjchem-592	242	11	2	2	NUM
eurjchem-592	242	12	h	h	NOUN
eurjchem-592	242	13	,	,	PUNCT
eurjchem-592	242	14	kept	keep	VERB
eurjchem-592	242	15	at	at	ADP
eurjchem-592	242	16	room	room	NOUN
eurjchem-592	242	17	temperature	temperature	NOUN
eurjchem-592	242	18	for	for	ADP
eurjchem-592	242	19	72	72	NUM
eurjchem-592	242	20	h.	h.	NOUN
eurjchem-592	242	21	the	the	DET
eurjchem-592	242	22	solid	solid	ADJ
eurjchem-592	242	23	product	product	NOUN
eurjchem-592	242	24	was	be	AUX
eurjchem-592	242	25	collected	collect	VERB
eurjchem-592	242	26	,	,	PUNCT
eurjchem-592	242	27	washed	wash	VERB
eurjchem-592	242	28	with	with	ADP
eurjchem-592	242	29	dry	dry	ADJ
eurjchem-592	242	30	diethyl	diethyl	NOUN
eurjchem-592	242	31	ether	ether	NOUN
eurjchem-592	242	32	and	and	CCONJ
eurjchem-592	242	33	acidified	acidify	VERB
eurjchem-592	242	34	with	with	ADP
eurjchem-592	242	35	cold	cold	ADJ
eurjchem-592	242	36	10	10	NUM
eurjchem-592	242	37	%	%	NOUN
eurjchem-592	242	38	acetic	acetic	ADJ
eurjchem-592	242	39	acid	acid	NOUN
eurjchem-592	242	40	.the	.the	PUNCT
eurjchem-592	242	41	solid	solid	ADJ
eurjchem-592	242	42	crude	crude	ADJ
eurjchem-592	242	43	product	product	NOUN
eurjchem-592	242	44	was	be	AUX
eurjchem-592	242	45	collected	collect	VERB
eurjchem-592	242	46	by	by	ADP
eurjchem-592	242	47	suction	suction	NOUN
eurjchem-592	242	48	,	,	PUNCT
eurjchem-592	242	49	dried	dry	VERB
eurjchem-592	242	50	and	and	CCONJ
eurjchem-592	242	51	then	then	ADV
eurjchem-592	242	52	recrystallized	recrystallize	VERB
eurjchem-592	242	53	from	from	ADP
eurjchem-592	242	54	light	light	ADJ
eurjchem-592	242	55	petroleum	petroleum	NOUN
eurjchem-592	242	56	ether	ether	NOUN
eurjchem-592	242	57	(	(	PUNCT
eurjchem-592	242	58	b.p	b.p	PROPN
eurjchem-592	242	59	.	.	PROPN
eurjchem-592	242	60	:	:	PUNCT
eurjchem-592	242	61	40‐60	40‐60	NUM
eurjchem-592	242	62	oc	oc	NOUN
eurjchem-592	242	63	)	)	PUNCT
eurjchem-592	242	64	to	to	PART
eurjchem-592	242	65	give	give	VERB
eurjchem-592	242	66	compound	compound	NOUN
eurjchem-592	242	67	13	13	NUM
eurjchem-592	242	68	as	as	ADP
eurjchem-592	242	69	orange	orange	ADJ
eurjchem-592	242	70	crystals	crystal	NOUN
eurjchem-592	242	71	(	(	PUNCT
eurjchem-592	242	72	scheme	scheme	NOUN
eurjchem-592	242	73	1	1	NUM
eurjchem-592	242	74	)	)	PUNCT
eurjchem-592	242	75	.	.	PUNCT
eurjchem-592	243	1	yield	yield	NOUN
eurjchem-592	243	2	:	:	PUNCT
eurjchem-592	243	3	14	14	NUM
eurjchem-592	243	4	%	%	NOUN
eurjchem-592	243	5	.	.	PUNCT
eurjchem-592	244	1	m.p	m.p	PROPN
eurjchem-592	244	2	.	.	PROPN
eurjchem-592	244	3	:	:	PUNCT
eurjchem-592	244	4	107‐108	107‐108	NUM
eurjchem-592	244	5	oc	oc	PROPN
eurjchem-592	244	6	.	.	PUNCT
eurjchem-592	245	1	ft‐ir	ft‐ir	NOUN
eurjchem-592	245	2	(	(	PUNCT
eurjchem-592	245	3	kbr	kbr	PROPN
eurjchem-592	245	4	,	,	PUNCT
eurjchem-592	245	5	cm‐1	cm‐1	PROPN
eurjchem-592	245	6	):	):	PUNCT
eurjchem-592	245	7	3435(oh	3435(oh	NUM
eurjchem-592	245	8	)	)	PUNCT
eurjchem-592	245	9	,	,	PUNCT
eurjchem-592	245	10	1642	1642	NUM
eurjchem-592	245	11	(c	(c	NOUN
eurjchem-592	245	12	=	=	SYM
eurjchem-592	245	13	o	o	NOUN
eurjchem-592	245	14	)	)	PUNCT
eurjchem-592	245	15	(	(	PUNCT
eurjchem-592	245	16	α	α	NOUN
eurjchem-592	245	17	,	,	PUNCT
eurjchem-592	245	18	β‐unsaturated	β‐unsaturated	ADJ
eurjchem-592	245	19	ketone	ketone	NOUN
eurjchem-592	245	20	)	)	PUNCT
eurjchem-592	245	21	.	.	PUNCT
eurjchem-592	246	1	1h	1h	NUM
eurjchem-592	246	2	nmr	nmr	NOUN
eurjchem-592	246	3	(	(	PUNCT
eurjchem-592	246	4	300	300	NUM
eurjchem-592	246	5	mhz	mhz	NOUN
eurjchem-592	246	6	,	,	PUNCT
eurjchem-592	246	7	cdcl3	cdcl3	PROPN
eurjchem-592	246	8	,	,	PUNCT
eurjchem-592	246	9	δ	δ	PROPN
eurjchem-592	246	10	,	,	PUNCT
eurjchem-592	246	11	ppm	ppm	NOUN
eurjchem-592	246	12	):	):	PUNCT
eurjchem-592	246	13	14.73	14.73	NUM
eurjchem-592	246	14	(	(	PUNCT
eurjchem-592	246	15	s	s	PROPN
eurjchem-592	246	16	,	,	PUNCT
eurjchem-592	246	17	1h	1h	NUM
eurjchem-592	246	18	,	,	PUNCT
eurjchem-592	246	19	oh	oh	INTJ
eurjchem-592	246	20	enol	enol	NOUN
eurjchem-592	246	21	,	,	PUNCT
eurjchem-592	246	22	exchangeable	exchangeable	ADJ
eurjchem-592	246	23	)	)	PUNCT
eurjchem-592	246	24	,	,	PUNCT
eurjchem-592	246	25	12.59	12.59	NUM
eurjchem-592	246	26	(	(	PUNCT
eurjchem-592	246	27	s	s	PROPN
eurjchem-592	246	28	,	,	PUNCT
eurjchem-592	246	29	1h	1h	NUM
eurjchem-592	246	30	,	,	PUNCT
eurjchem-592	246	31	oh	oh	INTJ
eurjchem-592	246	32	phenolic	phenolic	ADJ
eurjchem-592	246	33	,	,	PUNCT
eurjchem-592	246	34	exchangeable	exchangeable	ADJ
eurjchem-592	246	35	)	)	PUNCT
eurjchem-592	246	36	,	,	PUNCT
eurjchem-592	246	37	7.55‐7.53	7.55‐7.53	NUM
eurjchem-592	246	38	(	(	PUNCT
eurjchem-592	246	39	m	m	PROPN
eurjchem-592	246	40	,	,	PUNCT
eurjchem-592	246	41	2h	2h	NUM
eurjchem-592	246	42	,	,	PUNCT
eurjchem-592	246	43	ar‐	ar‐	PROPN
eurjchem-592	246	44	h	h	NOUN
eurjchem-592	246	45	)	)	PUNCT
eurjchem-592	246	46	,	,	PUNCT
eurjchem-592	246	47	6.11	6.11	NUM
eurjchem-592	246	48	(	(	PUNCT
eurjchem-592	246	49	s	s	PROPN
eurjchem-592	246	50	,	,	PUNCT
eurjchem-592	246	51	1h	1h	NUM
eurjchem-592	246	52	,	,	PUNCT
eurjchem-592	246	53	ch	ch	NOUN
eurjchem-592	246	54	=	=	NOUN
eurjchem-592	246	55	c‐oh	c‐oh	NOUN
eurjchem-592	246	56	)	)	PUNCT
eurjchem-592	246	57	,	,	PUNCT
eurjchem-592	246	58	2.35	2.35	NUM
eurjchem-592	246	59	(	(	PUNCT
eurjchem-592	246	60	s	s	PROPN
eurjchem-592	246	61	,	,	PUNCT
eurjchem-592	246	62	3h	3h	NUM
eurjchem-592	246	63	,	,	PUNCT
eurjchem-592	246	64	ch3	ch3	PROPN
eurjchem-592	246	65	)	)	PUNCT
eurjchem-592	246	66	.	.	PUNCT
eurjchem-592	247	1	ms	ms	PROPN
eurjchem-592	247	2	(	(	PUNCT
eurjchem-592	247	3	ei	ei	PROPN
eurjchem-592	247	4	,	,	PUNCT
eurjchem-592	247	5	m	m	PROPN
eurjchem-592	247	6	/	/	SYM
eurjchem-592	247	7	z	z	NOUN
eurjchem-592	247	8	,	,	PUNCT
eurjchem-592	247	9	%	%	INTJ
eurjchem-592	247	10	):	):	PUNCT
eurjchem-592	247	11	247	247	NUM
eurjchem-592	247	12	(	(	PUNCT
eurjchem-592	247	13	m+1	m+1	NUM
eurjchem-592	247	14	,	,	PUNCT
eurjchem-592	247	15	30.0	30.0	NUM
eurjchem-592	247	16	)	)	PUNCT
eurjchem-592	247	17	.	.	PUNCT
eurjchem-592	248	1	anal	anal	PROPN
eurjchem-592	248	2	.	.	PUNCT
eurjchem-592	248	3	calcd	calcd	NOUN
eurjchem-592	248	4	.	.	PUNCT
eurjchem-592	249	1	for	for	SCONJ
eurjchem-592	249	2	c10h8cl2o3	c10h8cl2o3	NOUN
eurjchem-592	249	3	:	:	PUNCT
eurjchem-592	249	4	c	c	X
eurjchem-592	249	5	,	,	PUNCT
eurjchem-592	249	6	48.61	48.61	NUM
eurjchem-592	249	7	;	;	PUNCT
eurjchem-592	249	8	h	h	NOUN
eurjchem-592	249	9	,	,	PUNCT
eurjchem-592	249	10	3.26	3.26	NUM
eurjchem-592	249	11	;	;	PUNCT
eurjchem-592	249	12	cl	cl	NOUN
eurjchem-592	249	13	,	,	PUNCT
eurjchem-592	249	14	28.70	28.70	NUM
eurjchem-592	249	15	.	.	PUNCT
eurjchem-592	249	16	found	find	VERB
eurjchem-592	249	17	:	:	PUNCT
eurjchem-592	250	1	c	c	X
eurjchem-592	250	2	,	,	PUNCT
eurjchem-592	250	3	48.49	48.49	NUM
eurjchem-592	250	4	;	;	PUNCT
eurjchem-592	250	5	h	h	NOUN
eurjchem-592	250	6	,	,	PUNCT
eurjchem-592	250	7	3.14	3.14	NUM
eurjchem-592	250	8	;	;	PUNCT
eurjchem-592	250	9	cl	cl	NOUN
eurjchem-592	250	10	,	,	PUNCT
eurjchem-592	250	11	28.65	28.65	NUM
eurjchem-592	250	12	%	%	NOUN
eurjchem-592	250	13	.	.	PUNCT
eurjchem-592	251	1	2.2.12	2.2.12	X
eurjchem-592	251	2	.	.	X
eurjchem-592	252	1	6,8‐dichloro‐2‐methyl‐4h‐thiochromene‐4‐thione	6,8‐dichloro‐2‐methyl‐4h‐thiochromene‐4‐thione	NUM
eurjchem-592	252	2	(	(	PUNCT
eurjchem-592	252	3	15	15	NUM
eurjchem-592	252	4	)	)	PUNCT
eurjchem-592	252	5	a	a	DET
eurjchem-592	252	6	mixture	mixture	NOUN
eurjchem-592	252	7	of	of	ADP
eurjchem-592	252	8	2‐methylchromone	2‐methylchromone	NUM
eurjchem-592	252	9	2	2	NUM
eurjchem-592	252	10	(	(	PUNCT
eurjchem-592	252	11	5	5	NUM
eurjchem-592	252	12	mmol	mmol	NOUN
eurjchem-592	252	13	,	,	PUNCT
eurjchem-592	252	14	1.14	1.14	NUM
eurjchem-592	252	15	g	g	NOUN
eurjchem-592	252	16	)	)	PUNCT
eurjchem-592	252	17	and	and	CCONJ
eurjchem-592	252	18	phosphorous	phosphorous	ADJ
eurjchem-592	252	19	pentasulfied	pentasulfie	VERB
eurjchem-592	252	20	(	(	PUNCT
eurjchem-592	252	21	25	25	NUM
eurjchem-592	252	22	mmol	mmol	NOUN
eurjchem-592	252	23	,	,	PUNCT
eurjchem-592	252	24	0.55	0.55	NUM
eurjchem-592	252	25	g	g	NOUN
eurjchem-592	252	26	)	)	PUNCT
eurjchem-592	252	27	in	in	ADP
eurjchem-592	252	28	dry	dry	ADJ
eurjchem-592	252	29	toluene	toluene	NOUN
eurjchem-592	252	30	(	(	PUNCT
eurjchem-592	252	31	30	30	NUM
eurjchem-592	252	32	ml	ml	NOUN
eurjchem-592	252	33	)	)	PUNCT
eurjchem-592	252	34	was	be	AUX
eurjchem-592	252	35	heated	heat	VERB
eurjchem-592	252	36	at	at	ADP
eurjchem-592	252	37	reflux	reflux	NOUN
eurjchem-592	252	38	for	for	ADP
eurjchem-592	252	39	2	2	NUM
eurjchem-592	252	40	h.	h.	NOUN
eurjchem-592	252	41	the	the	DET
eurjchem-592	252	42	reaction	reaction	NOUN
eurjchem-592	252	43	solution	solution	NOUN
eurjchem-592	252	44	was	be	AUX
eurjchem-592	252	45	filtered	filter	VERB
eurjchem-592	252	46	off	off	ADP
eurjchem-592	252	47	while	while	SCONJ
eurjchem-592	252	48	hot	hot	ADJ
eurjchem-592	252	49	and	and	CCONJ
eurjchem-592	252	50	the	the	DET
eurjchem-592	252	51	filtrate	filtrate	NOUN
eurjchem-592	252	52	was	be	AUX
eurjchem-592	252	53	left	leave	VERB
eurjchem-592	252	54	to	to	PART
eurjchem-592	252	55	cool	cool	ADJ
eurjchem-592	252	56	.	.	PUNCT
eurjchem-592	253	1	the	the	DET
eurjchem-592	253	2	solid	solid	ADJ
eurjchem-592	253	3	that	that	PRON
eurjchem-592	253	4	separated	separate	VERB
eurjchem-592	253	5	out	out	ADP
eurjchem-592	253	6	was	be	AUX
eurjchem-592	253	7	collected	collect	VERB
eurjchem-592	253	8	,	,	PUNCT
eurjchem-592	253	9	dried	dry	VERB
eurjchem-592	253	10	and	and	CCONJ
eurjchem-592	253	11	recrystallized	recrystallize	VERB
eurjchem-592	253	12	from	from	ADP
eurjchem-592	253	13	light	light	ADJ
eurjchem-592	253	14	petroleum	petroleum	NOUN
eurjchem-592	253	15	ether	ether	NOUN
eurjchem-592	253	16	(	(	PUNCT
eurjchem-592	253	17	b.p	b.p	PROPN
eurjchem-592	253	18	.	.	PROPN
eurjchem-592	253	19	:	:	PUNCT
eurjchem-592	254	1	80‐100	80‐100	PROPN
eurjchem-592	254	2	oc	oc	PROPN
eurjchem-592	254	3	)	)	PUNCT
eurjchem-592	254	4	and	and	CCONJ
eurjchem-592	254	5	benzene	benzene	NOUN
eurjchem-592	254	6	to	to	PART
eurjchem-592	254	7	give	give	VERB
eurjchem-592	254	8	compound	compound	NOUN
eurjchem-592	254	9	15	15	NUM
eurjchem-592	254	10	as	as	ADP
eurjchem-592	254	11	red	red	ADJ
eurjchem-592	254	12	crystals	crystal	NOUN
eurjchem-592	254	13	(	(	PUNCT
eurjchem-592	254	14	scheme	scheme	NOUN
eurjchem-592	254	15	3	3	NUM
eurjchem-592	254	16	)	)	PUNCT
eurjchem-592	254	17	.	.	PUNCT
eurjchem-592	255	1	yield	yield	NOUN
eurjchem-592	255	2	:	:	PUNCT
eurjchem-592	255	3	89	89	NUM
eurjchem-592	255	4	%	%	NOUN
eurjchem-592	255	5	.	.	PUNCT
eurjchem-592	256	1	m.p	m.p	PROPN
eurjchem-592	256	2	.	.	PROPN
eurjchem-592	256	3	:	:	PUNCT
eurjchem-592	257	1	177‐	177‐	NUM
eurjchem-592	257	2	178	178	NUM
eurjchem-592	257	3	oc	oc	NOUN
eurjchem-592	257	4	.	.	PUNCT
eurjchem-592	257	5	ft‐ir	ft‐ir	NOUN
eurjchem-592	257	6	(	(	PUNCT
eurjchem-592	257	7	kbr	kbr	PROPN
eurjchem-592	257	8	,	,	PUNCT
eurjchem-592	257	9	cm‐1	cm‐1	PROPN
eurjchem-592	257	10	):	):	PUNCT
eurjchem-592	257	11	1613	1613	NUM
eurjchem-592	257	12	(c	(c	PROPN
eurjchem-592	257	13	=	=	SYM
eurjchem-592	257	14	c	c	NOUN
eurjchem-592	257	15	)	)	PUNCT
eurjchem-592	257	16	,	,	PUNCT
eurjchem-592	257	17	1377	1377	NUM
eurjchem-592	257	18	(c	(c	PROPN
eurjchem-592	257	19	=	=	SYM
eurjchem-592	257	20	s	s	NOUN
eurjchem-592	257	21	)	)	PUNCT
eurjchem-592	257	22	.	.	PUNCT
eurjchem-592	258	1	1h	1h	NUM
eurjchem-592	258	2	nmr	nmr	NOUN
eurjchem-592	258	3	(	(	PUNCT
eurjchem-592	258	4	300	300	NUM
eurjchem-592	258	5	mhz	mhz	NOUN
eurjchem-592	258	6	,	,	PUNCT
eurjchem-592	258	7	cdcl3	cdcl3	PROPN
eurjchem-592	258	8	,	,	PUNCT
eurjchem-592	258	9	δ	δ	PROPN
eurjchem-592	258	10	,	,	PUNCT
eurjchem-592	258	11	ppm	ppm	NUM
eurjchem-592	258	12	):	):	PUNCT
eurjchem-592	258	13	8.44	8.44	NUM
eurjchem-592	258	14	(	(	PUNCT
eurjchem-592	258	15	s	s	PROPN
eurjchem-592	258	16	,	,	PUNCT
eurjchem-592	258	17	1h	1h	NUM
eurjchem-592	258	18	,	,	PUNCT
eurjchem-592	258	19	ar‐h	ar‐h	NOUN
eurjchem-592	258	20	)	)	PUNCT
eurjchem-592	258	21	,	,	PUNCT
eurjchem-592	258	22	7.72	7.72	NUM
eurjchem-592	258	23	(	(	PUNCT
eurjchem-592	258	24	s	s	PROPN
eurjchem-592	258	25	,	,	PUNCT
eurjchem-592	258	26	1h	1h	NUM
eurjchem-592	258	27	,	,	PUNCT
eurjchem-592	258	28	ar‐h	ar‐h	NOUN
eurjchem-592	258	29	)	)	PUNCT
eurjchem-592	258	30	,	,	PUNCT
eurjchem-592	258	31	7.15	7.15	NUM
eurjchem-592	258	32	(	(	PUNCT
eurjchem-592	258	33	s	s	PROPN
eurjchem-592	258	34	,	,	PUNCT
eurjchem-592	258	35	1h	1h	NUM
eurjchem-592	258	36	,	,	PUNCT
eurjchem-592	258	37	thiopyran	thiopyran	NOUN
eurjchem-592	258	38	ring	ring	NOUN
eurjchem-592	258	39	)	)	PUNCT
eurjchem-592	258	40	,	,	PUNCT
eurjchem-592	258	41	2.39	2.39	NUM
eurjchem-592	258	42	(	(	PUNCT
eurjchem-592	258	43	s	s	PROPN
eurjchem-592	258	44	,	,	PUNCT
eurjchem-592	258	45	3h	3h	NUM
eurjchem-592	258	46	,	,	PUNCT
eurjchem-592	258	47	ch3	ch3	PROPN
eurjchem-592	258	48	)	)	PUNCT
eurjchem-592	258	49	.	.	PUNCT
eurjchem-592	259	1	ms	ms	PROPN
eurjchem-592	259	2	(	(	PUNCT
eurjchem-592	259	3	ei	ei	PROPN
eurjchem-592	259	4	,	,	PUNCT
eurjchem-592	259	5	m	m	PROPN
eurjchem-592	259	6	/	/	SYM
eurjchem-592	259	7	z	z	NOUN
eurjchem-592	259	8	,	,	PUNCT
eurjchem-592	259	9	%	%	INTJ
eurjchem-592	259	10	):	):	PUNCT
eurjchem-592	259	11	260	260	NUM
eurjchem-592	259	12	(	(	PUNCT
eurjchem-592	259	13	m+1	m+1	NUM
eurjchem-592	259	14	,	,	PUNCT
eurjchem-592	259	15	4.2	4.2	NUM
eurjchem-592	259	16	)	)	PUNCT
eurjchem-592	259	17	.	.	PUNCT
eurjchem-592	260	1	anal	anal	PROPN
eurjchem-592	260	2	.	.	PUNCT
eurjchem-592	260	3	calcd	calcd	NOUN
eurjchem-592	260	4	.	.	PUNCT
eurjchem-592	261	1	for	for	ADP
eurjchem-592	261	2	c10h6cl2s2	c10h6cl2s2	NOUN
eurjchem-592	261	3	:	:	PUNCT
eurjchem-592	261	4	c	c	X
eurjchem-592	261	5	,	,	PUNCT
eurjchem-592	261	6	45.98	45.98	NUM
eurjchem-592	261	7	;	;	PUNCT
eurjchem-592	261	8	h	h	NOUN
eurjchem-592	261	9	,	,	PUNCT
eurjchem-592	261	10	2.32	2.32	NUM
eurjchem-592	261	11	;	;	PUNCT
eurjchem-592	261	12	cl	cl	NOUN
eurjchem-592	261	13	,	,	PUNCT
eurjchem-592	261	14	27.15	27.15	NUM
eurjchem-592	261	15	;	;	PUNCT
eurjchem-592	261	16	s	s	PROPN
eurjchem-592	261	17	,	,	PUNCT
eurjchem-592	261	18	24.55	24.55	NUM
eurjchem-592	261	19	.	.	PUNCT
eurjchem-592	262	1	found	find	VERB
eurjchem-592	262	2	:	:	PUNCT
eurjchem-592	263	1	c	c	X
eurjchem-592	263	2	,	,	PUNCT
eurjchem-592	263	3	45.87	45.87	NUM
eurjchem-592	263	4	;	;	PUNCT
eurjchem-592	263	5	h	h	NOUN
eurjchem-592	263	6	,	,	PUNCT
eurjchem-592	263	7	2.16	2.16	NUM
eurjchem-592	263	8	;	;	PUNCT
eurjchem-592	263	9	cl	cl	NOUN
eurjchem-592	263	10	,	,	PUNCT
eurjchem-592	263	11	27.07	27.07	NUM
eurjchem-592	263	12	;	;	PUNCT
eurjchem-592	263	13	s	s	NUM
eurjchem-592	263	14	,	,	PUNCT
eurjchem-592	263	15	24.43	24.43	NUM
eurjchem-592	263	16	%	%	NOUN
eurjchem-592	263	17	.	.	PUNCT
eurjchem-592	264	1	2.2.13	2.2.13	NUM
eurjchem-592	264	2	.	.	PUNCT
eurjchem-592	265	1	2‐(6,8‐dichloro‐2‐methyl‐4h‐chromene‐4‐ylidene	2‐(6,8‐dichloro‐2‐methyl‐4h‐chromene‐4‐ylidene	NUM
eurjchem-592	265	2	)	)	PUNCT
eurjchem-592	265	3	malononitrile	malononitrile	NOUN
eurjchem-592	265	4	(	(	PUNCT
eurjchem-592	265	5	16	16	NUM
eurjchem-592	265	6	)	)	PUNCT
eurjchem-592	265	7	a	a	DET
eurjchem-592	265	8	mixture	mixture	NOUN
eurjchem-592	265	9	of	of	ADP
eurjchem-592	265	10	chromone	chromone	NOUN
eurjchem-592	265	11	derivative	derivative	ADJ
eurjchem-592	265	12	2	2	NUM
eurjchem-592	265	13	(	(	PUNCT
eurjchem-592	265	14	5	5	NUM
eurjchem-592	265	15	mmol	mmol	NOUN
eurjchem-592	265	16	,	,	PUNCT
eurjchem-592	265	17	1.14	1.14	NUM
eurjchem-592	265	18	g	g	NOUN
eurjchem-592	265	19	)	)	PUNCT
eurjchem-592	265	20	and	and	CCONJ
eurjchem-592	265	21	malononitrile	malononitrile	NOUN
eurjchem-592	265	22	(	(	PUNCT
eurjchem-592	265	23	5	5	NUM
eurjchem-592	265	24	mmol	mmol	NOUN
eurjchem-592	265	25	,	,	PUNCT
eurjchem-592	265	26	0.33	0.33	NUM
eurjchem-592	265	27	g	g	NOUN
eurjchem-592	265	28	)	)	PUNCT
eurjchem-592	265	29	in	in	ADP
eurjchem-592	265	30	freshly	freshly	ADV
eurjchem-592	265	31	distilled	distil	VERB
eurjchem-592	265	32	acetic	acetic	ADJ
eurjchem-592	265	33	anhydride	anhydride	NOUN
eurjchem-592	265	34	(	(	PUNCT
eurjchem-592	265	35	12.5	12.5	NUM
eurjchem-592	265	36	ml	ml	NOUN
eurjchem-592	265	37	)	)	PUNCT
eurjchem-592	265	38	was	be	AUX
eurjchem-592	265	39	heated	heat	VERB
eurjchem-592	265	40	under	under	ADP
eurjchem-592	265	41	reflux	reflux	NOUN
eurjchem-592	265	42	for	for	ADP
eurjchem-592	265	43	3	3	NUM
eurjchem-592	265	44	h.	h.	NOUN
eurjchem-592	265	45	,	,	PUNCT
eurjchem-592	265	46	left	leave	VERB
eurjchem-592	265	47	to	to	ADP
eurjchem-592	265	48	cool	cool	ADJ
eurjchem-592	265	49	.	.	PUNCT
eurjchem-592	266	1	excess	excess	ADJ
eurjchem-592	266	2	acetic	acetic	ADJ
eurjchem-592	266	3	anhydride	anhydride	NOUN
eurjchem-592	266	4	was	be	AUX
eurjchem-592	266	5	distilled	distil	VERB
eurjchem-592	266	6	off	off	ADP
eurjchem-592	266	7	and	and	CCONJ
eurjchem-592	266	8	the	the	DET
eurjchem-592	266	9	crude	crude	ADJ
eurjchem-592	266	10	product	product	NOUN
eurjchem-592	266	11	was	be	AUX
eurjchem-592	266	12	filtered	filter	VERB
eurjchem-592	266	13	and	and	CCONJ
eurjchem-592	266	14	washed	wash	VERB
eurjchem-592	266	15	with	with	ADP
eurjchem-592	266	16	water	water	NOUN
eurjchem-592	266	17	,	,	PUNCT
eurjchem-592	266	18	dried	dry	VERB
eurjchem-592	266	19	and	and	CCONJ
eurjchem-592	266	20	then	then	ADV
eurjchem-592	266	21	recrystallized	recrystallize	VERB
eurjchem-592	266	22	from	from	ADP
eurjchem-592	266	23	ethanol	ethanol	NOUN
eurjchem-592	266	24	to	to	PART
eurjchem-592	266	25	give	give	VERB
eurjchem-592	266	26	malononitrile	malononitrile	NOUN
eurjchem-592	266	27	derivative	derivative	NOUN
eurjchem-592	266	28	(	(	PUNCT
eurjchem-592	266	29	16	16	NUM
eurjchem-592	266	30	)	)	PUNCT
eurjchem-592	266	31	as	as	ADP
eurjchem-592	266	32	brown	brown	ADJ
eurjchem-592	266	33	crystals	crystal	NOUN
eurjchem-592	266	34	(	(	PUNCT
eurjchem-592	266	35	scheme	scheme	NOUN
eurjchem-592	266	36	3	3	NUM
eurjchem-592	266	37	)	)	PUNCT
eurjchem-592	266	38	.	.	PUNCT
eurjchem-592	267	1	yield	yield	NOUN
eurjchem-592	267	2	:	:	PUNCT
eurjchem-592	267	3	59	59	NUM
eurjchem-592	267	4	%	%	NOUN
eurjchem-592	267	5	.	.	PUNCT
eurjchem-592	268	1	m.p	m.p	PROPN
eurjchem-592	268	2	.	.	PROPN
eurjchem-592	268	3	:	:	PUNCT
eurjchem-592	269	1	121‐123	121‐123	NUM
eurjchem-592	269	2	oc	oc	X
eurjchem-592	269	3	.	.	PUNCT
eurjchem-592	269	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	269	5	(	(	PUNCT
eurjchem-592	269	6	kbr	kbr	PROPN
eurjchem-592	269	7	,	,	PUNCT
eurjchem-592	269	8	cm‐1	cm‐1	PROPN
eurjchem-592	269	9	):	):	PUNCT
eurjchem-592	269	10	2212	2212	NUM
eurjchem-592	269	11	(c≡n	(c≡n	NOUN
eurjchem-592	269	12	)	)	PUNCT
eurjchem-592	269	13	,	,	PUNCT
eurjchem-592	269	14	1652	1652	NUM
eurjchem-592	269	15	(c≡c	(c≡c	PROPN
eurjchem-592	269	16	)	)	PUNCT
eurjchem-592	269	17	.	.	PUNCT
eurjchem-592	270	1	1h	1h	NUM
eurjchem-592	270	2	nmr	nmr	NOUN
eurjchem-592	270	3	(	(	PUNCT
eurjchem-592	270	4	300	300	NUM
eurjchem-592	270	5	mhz	mhz	NOUN
eurjchem-592	270	6	,	,	PUNCT
eurjchem-592	270	7	dmso	dmso	NOUN
eurjchem-592	270	8	,	,	PUNCT
eurjchem-592	270	9	δ	δ	PROPN
eurjchem-592	270	10	,	,	PUNCT
eurjchem-592	270	11	ppm	ppm	NUM
eurjchem-592	270	12	):	):	PUNCT
eurjchem-592	270	13	8.14	8.14	NUM
eurjchem-592	270	14	(	(	PUNCT
eurjchem-592	270	15	s	s	PROPN
eurjchem-592	270	16	,	,	PUNCT
eurjchem-592	270	17	1h	1h	NUM
eurjchem-592	270	18	,	,	PUNCT
eurjchem-592	270	19	ar‐h	ar‐h	NOUN
eurjchem-592	270	20	)	)	PUNCT
eurjchem-592	270	21	,	,	PUNCT
eurjchem-592	270	22	7.89	7.89	NUM
eurjchem-592	270	23	(	(	PUNCT
eurjchem-592	270	24	s	s	PROPN
eurjchem-592	270	25	,	,	PUNCT
eurjchem-592	270	26	1h	1h	NUM
eurjchem-592	270	27	,	,	PUNCT
eurjchem-592	270	28	ar‐h	ar‐h	NOUN
eurjchem-592	270	29	)	)	PUNCT
eurjchem-592	270	30	,	,	PUNCT
eurjchem-592	270	31	6.37	6.37	NUM
eurjchem-592	270	32	(	(	PUNCT
eurjchem-592	270	33	s	s	PROPN
eurjchem-592	270	34	,	,	PUNCT
eurjchem-592	270	35	1h	1h	NUM
eurjchem-592	270	36	,	,	PUNCT
eurjchem-592	270	37	c3‐h	c3‐h	PROPN
eurjchem-592	270	38	)	)	PUNCT
eurjchem-592	270	39	,	,	PUNCT
eurjchem-592	270	40	2.32	2.32	NUM
eurjchem-592	270	41	(	(	PUNCT
eurjchem-592	270	42	s	s	PROPN
eurjchem-592	270	43	,	,	PUNCT
eurjchem-592	270	44	3h	3h	NUM
eurjchem-592	270	45	,	,	PUNCT
eurjchem-592	270	46	ch3	ch3	PROPN
eurjchem-592	270	47	)	)	PUNCT
eurjchem-592	270	48	.	.	PUNCT
eurjchem-592	271	1	anal	anal	PROPN
eurjchem-592	271	2	.	.	PUNCT
eurjchem-592	271	3	calcd	calcd	NOUN
eurjchem-592	271	4	.	.	PUNCT
eurjchem-592	272	1	for	for	ADP
eurjchem-592	272	2	c13h6cl2n2o	c13h6cl2n2o	NUM
eurjchem-592	272	3	:	:	PUNCT
eurjchem-592	272	4	c	c	X
eurjchem-592	272	5	,	,	PUNCT
eurjchem-592	272	6	56.35	56.35	NUM
eurjchem-592	272	7	;	;	PUNCT
eurjchem-592	272	8	h	h	X
eurjchem-592	272	9	,	,	PUNCT
eurjchem-592	272	10	2.18	2.18	NUM
eurjchem-592	272	11	;	;	PUNCT
eurjchem-592	272	12	cl	cl	NOUN
eurjchem-592	272	13	,	,	PUNCT
eurjchem-592	272	14	25.59	25.59	NUM
eurjchem-592	272	15	;	;	PUNCT
eurjchem-592	272	16	n	n	CCONJ
eurjchem-592	272	17	,	,	PUNCT
eurjchem-592	272	18	10.11	10.11	NUM
eurjchem-592	272	19	.	.	PUNCT
eurjchem-592	272	20	found	find	VERB
eurjchem-592	272	21	:	:	PUNCT
eurjchem-592	273	1	c	c	X
eurjchem-592	273	2	,	,	PUNCT
eurjchem-592	273	3	56.19	56.19	NUM
eurjchem-592	273	4	;	;	PUNCT
eurjchem-592	273	5	h	h	NOUN
eurjchem-592	273	6	,	,	PUNCT
eurjchem-592	273	7	2.10	2.10	NUM
eurjchem-592	273	8	;	;	PUNCT
eurjchem-592	273	9	cl	cl	NOUN
eurjchem-592	273	10	,	,	PUNCT
eurjchem-592	273	11	25.45	25.45	NUM
eurjchem-592	273	12	;	;	PUNCT
eurjchem-592	273	13	n	n	CCONJ
eurjchem-592	273	14	,	,	PUNCT
eurjchem-592	273	15	10.03	10.03	NUM
eurjchem-592	273	16	%	%	NOUN
eurjchem-592	273	17	.	.	PUNCT
eurjchem-592	274	1	2.2.14	2.2.14	X
eurjchem-592	274	2	.	.	PUNCT
eurjchem-592	275	1	2‐amino‐3‐(6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐	2‐amino‐3‐(6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐	NUM
eurjchem-592	275	2	ylidene)prop‐1‐ene‐1,1,3‐tricarbonitrile	ylidene)prop‐1‐ene‐1,1,3‐tricarbonitrile	NOUN
eurjchem-592	275	3	(	(	PUNCT
eurjchem-592	275	4	17	17	NUM
eurjchem-592	275	5	)	)	PUNCT
eurjchem-592	275	6	a	a	DET
eurjchem-592	275	7	mixture	mixture	NOUN
eurjchem-592	275	8	of	of	ADP
eurjchem-592	275	9	chromone	chromone	NOUN
eurjchem-592	275	10	derivative	derivative	ADJ
eurjchem-592	275	11	2	2	NUM
eurjchem-592	275	12	(	(	PUNCT
eurjchem-592	275	13	5	5	NUM
eurjchem-592	275	14	mmol	mmol	NOUN
eurjchem-592	275	15	,	,	PUNCT
eurjchem-592	275	16	1.14	1.14	NUM
eurjchem-592	275	17	g	g	NOUN
eurjchem-592	275	18	)	)	PUNCT
eurjchem-592	275	19	and	and	CCONJ
eurjchem-592	275	20	malononitrile	malononitrile	NOUN
eurjchem-592	275	21	(	(	PUNCT
eurjchem-592	275	22	10	10	NUM
eurjchem-592	275	23	mmol	mmol	NOUN
eurjchem-592	275	24	,	,	PUNCT
eurjchem-592	275	25	0.66	0.66	NUM
eurjchem-592	275	26	g	g	NOUN
eurjchem-592	275	27	)	)	PUNCT
eurjchem-592	275	28	in	in	ADP
eurjchem-592	275	29	ethanol	ethanol	NOUN
eurjchem-592	275	30	(	(	PUNCT
eurjchem-592	275	31	20	20	NUM
eurjchem-592	275	32	ml	ml	NOUN
eurjchem-592	275	33	)	)	PUNCT
eurjchem-592	275	34	in	in	ADP
eurjchem-592	275	35	presence	presence	NOUN
eurjchem-592	275	36	of	of	ADP
eurjchem-592	275	37	few	few	ADJ
eurjchem-592	275	38	drops	drop	NOUN
eurjchem-592	275	39	of	of	ADP
eurjchem-592	275	40	piperidine	piperidine	NOUN
eurjchem-592	275	41	was	be	AUX
eurjchem-592	275	42	heated	heat	VERB
eurjchem-592	275	43	under	under	ADP
eurjchem-592	275	44	reflux	reflux	NOUN
eurjchem-592	275	45	for	for	ADP
eurjchem-592	275	46	4	4	NUM
eurjchem-592	275	47	h.	h.	NOUN
eurjchem-592	275	48	the	the	DET
eurjchem-592	275	49	crude	crude	ADJ
eurjchem-592	275	50	solid	solid	ADJ
eurjchem-592	275	51	product	product	NOUN
eurjchem-592	275	52	that	that	PRON
eurjchem-592	275	53	deposited	deposit	VERB
eurjchem-592	275	54	was	be	AUX
eurjchem-592	275	55	collected	collect	VERB
eurjchem-592	275	56	by	by	ADP
eurjchem-592	275	57	suction	suction	NOUN
eurjchem-592	275	58	,	,	PUNCT
eurjchem-592	275	59	dried	dry	VERB
eurjchem-592	275	60	and	and	CCONJ
eurjchem-592	275	61	then	then	ADV
eurjchem-592	275	62	recrystallized	recrystallize	VERB
eurjchem-592	275	63	from	from	ADP
eurjchem-592	275	64	ethanol	ethanol	NOUN
eurjchem-592	275	65	to	to	PART
eurjchem-592	275	66	give	give	VERB
eurjchem-592	275	67	compound	compound	NOUN
eurjchem-592	275	68	17	17	NUM
eurjchem-592	275	69	as	as	ADP
eurjchem-592	275	70	yellow	yellow	ADJ
eurjchem-592	275	71	crystals	crystal	NOUN
eurjchem-592	275	72	(	(	PUNCT
eurjchem-592	275	73	scheme	scheme	NOUN
eurjchem-592	275	74	3	3	NUM
eurjchem-592	275	75	)	)	PUNCT
eurjchem-592	275	76	.	.	PUNCT
eurjchem-592	276	1	yield	yield	NOUN
eurjchem-592	276	2	:	:	PUNCT
eurjchem-592	276	3	59	59	NUM
eurjchem-592	276	4	%	%	NOUN
eurjchem-592	276	5	.	.	PUNCT
eurjchem-592	277	1	m.p	m.p	PROPN
eurjchem-592	277	2	.	.	PROPN
eurjchem-592	277	3	:	:	PUNCT
eurjchem-592	278	1	198‐200	198‐200	NUM
eurjchem-592	278	2	oc	oc	PROPN
eurjchem-592	278	3	.	.	PUNCT
eurjchem-592	278	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	278	5	(	(	PUNCT
eurjchem-592	278	6	kbr	kbr	PROPN
eurjchem-592	278	7	,	,	PUNCT
eurjchem-592	278	8	cm‐1	cm‐1	PROPN
eurjchem-592	278	9	):	):	PUNCT
eurjchem-592	278	10	3411	3411	NUM
eurjchem-592	278	11	,	,	PUNCT
eurjchem-592	278	12	3322	3322	NUM
eurjchem-592	278	13	(nh2	(nh2	NOUN
eurjchem-592	278	14	)	)	PUNCT
eurjchem-592	278	15	,	,	PUNCT
eurjchem-592	278	16	2212	2212	NUM
eurjchem-592	278	17	(c≡n	(c≡n	NOUN
eurjchem-592	278	18	)	)	PUNCT
eurjchem-592	278	19	.	.	PUNCT
eurjchem-592	279	1	224	224	NUM
eurjchem-592	279	2	salem	salem	NOUN
eurjchem-592	279	3	et	et	PROPN
eurjchem-592	279	4	al	al	PROPN
eurjchem-592	279	5	.	.	PUNCT
eurjchem-592	279	6	/	/	SYM
eurjchem-592	279	7	european	european	PROPN
eurjchem-592	279	8	journal	journal	PROPN
eurjchem-592	279	9	of	of	ADP
eurjchem-592	279	10	chemistry	chemistry	NOUN
eurjchem-592	279	11	3	3	NUM
eurjchem-592	279	12	(	(	PUNCT
eurjchem-592	279	13	2	2	NUM
eurjchem-592	279	14	)	)	PUNCT
eurjchem-592	279	15	(	(	PUNCT
eurjchem-592	279	16	2012	2012	NUM
eurjchem-592	279	17	)	)	PUNCT
eurjchem-592	280	1	220‐227	220‐227	NUM
eurjchem-592	280	2	cl	cl	NOUN
eurjchem-592	280	3	cl	cl	NOUN
eurjchem-592	281	1	oh	oh	INTJ
eurjchem-592	281	2	(	(	PUNCT
eurjchem-592	281	3	18	18	NUM
eurjchem-592	281	4	)	)	PUNCT
eurjchem-592	281	5	n	n	CCONJ
eurjchem-592	281	6	n	n	NOUN
eurjchem-592	281	7	x	x	PROPN
eurjchem-592	281	8	ch3	ch3	PROPN
eurjchem-592	281	9	a	a	NOUN
eurjchem-592	281	10	)	)	PUNCT
eurjchem-592	281	11	x=	x=	PUNCT
eurjchem-592	282	1	h	h	PROPN
eurjchem-592	282	2	b	b	X
eurjchem-592	282	3	)	)	PUNCT
eurjchem-592	282	4	x=	x=	X
eurjchem-592	283	1	ph	ph	PROPN
eurjchem-592	283	2	(	(	PUNCT
eurjchem-592	283	3	vi	vi	NOUN
eurjchem-592	283	4	)	)	PUNCT
eurjchem-592	283	5	cl	cl	NOUN
eurjchem-592	283	6	cl	cl	NOUN
eurjchem-592	283	7	o	o	NOUN
eurjchem-592	283	8	o	o	X
eurjchem-592	283	9	(	(	PUNCT
eurjchem-592	283	10	2	2	NUM
eurjchem-592	283	11	)	)	PUNCT
eurjchem-592	283	12	ch3	ch3	NOUN
eurjchem-592	283	13	cl	cl	NOUN
eurjchem-592	283	14	cl	cl	NOUN
eurjchem-592	284	1	n	n	CCONJ
eurjchem-592	284	2	o	o	NOUN
eurjchem-592	284	3	(	(	PUNCT
eurjchem-592	284	4	20	20	NUM
eurjchem-592	284	5	)	)	PUNCT
eurjchem-592	284	6	ch3	ch3	PROPN
eurjchem-592	284	7	(	(	PUNCT
eurjchem-592	284	8	v	v	NOUN
eurjchem-592	284	9	)	)	PUNCT
eurjchem-592	284	10	cl	cl	NOUN
eurjchem-592	284	11	cl	cl	NOUN
eurjchem-592	284	12	s	s	X
eurjchem-592	284	13	s	s	X
eurjchem-592	284	14	(	(	PUNCT
eurjchem-592	284	15	15	15	NUM
eurjchem-592	284	16	)	)	PUNCT
eurjchem-592	284	17	ch3	ch3	PROPN
eurjchem-592	284	18	(	(	PUNCT
eurjchem-592	284	19	i	i	NOUN
eurjchem-592	284	20	)	)	PUNCT
eurjchem-592	284	21	cl	cl	NOUN
eurjchem-592	285	1	cl	cl	NOUN
eurjchem-592	285	2	o	o	NOUN
eurjchem-592	285	3	(	(	PUNCT
eurjchem-592	285	4	16	16	NUM
eurjchem-592	285	5	)	)	PUNCT
eurjchem-592	285	6	ch3	ch3	PROPN
eurjchem-592	285	7	nc	nc	PROPN
eurjchem-592	285	8	cn	cn	PROPN
eurjchem-592	285	9	cl	cl	PROPN
eurjchem-592	285	10	cl	cl	NOUN
eurjchem-592	285	11	o	o	NOUN
eurjchem-592	285	12	(	(	PUNCT
eurjchem-592	285	13	17	17	NUM
eurjchem-592	285	14	)	)	PUNCT
eurjchem-592	285	15	ch3	ch3	PROPN
eurjchem-592	285	16	nc	nc	PROPN
eurjchem-592	285	17	c	c	PROPN
eurjchem-592	285	18	cnnc	cnnc	PROPN
eurjchem-592	285	19	nh2	nh2	PROPN
eurjchem-592	285	20	cl	cl	NOUN
eurjchem-592	286	1	cl	cl	NOUN
eurjchem-592	287	1	oh	oh	INTJ
eurjchem-592	287	2	n	n	PRON
eurjchem-592	287	3	ch3	ch3	PROPN
eurjchem-592	287	4	(	(	PUNCT
eurjchem-592	287	5	iv	iv	NOUN
eurjchem-592	287	6	)	)	PUNCT
eurjchem-592	287	7	cl	cl	NOUN
eurjchem-592	287	8	cl	cl	NOUN
eurjchem-592	287	9	o	o	NOUN
eurjchem-592	287	10	s	s	X
eurjchem-592	287	11	(	(	PUNCT
eurjchem-592	287	12	14	14	NUM
eurjchem-592	287	13	)	)	PUNCT
eurjchem-592	287	14	ch3	ch3	PROPN
eurjchem-592	287	15	coch3	coch3	PROPN
eurjchem-592	287	16	(	(	PUNCT
eurjchem-592	287	17	ii	ii	PROPN
eurjchem-592	287	18	)	)	PUNCT
eurjchem-592	287	19	(	(	PUNCT
eurjchem-592	287	20	iii	iii	X
eurjchem-592	287	21	)	)	PUNCT
eurjchem-592	288	1	[	[	X
eurjchem-592	288	2	23	23	NUM
eurjchem-592	288	3	,	,	PUNCT
eurjchem-592	288	4	37	37	NUM
eurjchem-592	288	5	-	-	SYM
eurjchem-592	288	6	39	39	NUM
eurjchem-592	288	7	]	]	PUNCT
eurjchem-592	288	8	o	o	NOUN
eurjchem-592	288	9	cl	cl	NOUN
eurjchem-592	288	10	cl	cl	NOUN
eurjchem-592	289	1	oh	oh	INTJ
eurjchem-592	289	2	n	n	CCONJ
eurjchem-592	289	3	n	n	CCONJ
eurjchem-592	289	4	ch3	ch3	NOUN
eurjchem-592	289	5	x	x	X
eurjchem-592	289	6	or	or	CCONJ
eurjchem-592	289	7	cl	cl	NOUN
eurjchem-592	289	8	cl	cl	NOUN
eurjchem-592	290	1	oh	oh	INTJ
eurjchem-592	290	2	o	o	INTJ
eurjchem-592	290	3	(	(	PUNCT
eurjchem-592	290	4	19	19	NUM
eurjchem-592	290	5	)	)	PUNCT
eurjchem-592	290	6	ch3	ch3	PROPN
eurjchem-592	290	7	n	n	PROPN
eurjchem-592	290	8	or	or	CCONJ
eurjchem-592	290	9	(	(	PUNCT
eurjchem-592	290	10	i	i	NOUN
eurjchem-592	290	11	)	)	PUNCT
eurjchem-592	290	12	p2s5	p2s5	PROPN
eurjchem-592	290	13	,	,	PUNCT
eurjchem-592	290	14	dry	dry	ADJ
eurjchem-592	290	15	toluene	toluene	NOUN
eurjchem-592	290	16	,	,	PUNCT
eurjchem-592	290	17	reflux	reflux	VERB
eurjchem-592	290	18	;	;	PUNCT
eurjchem-592	290	19	(	(	PUNCT
eurjchem-592	290	20	ii	ii	NOUN
eurjchem-592	290	21	)	)	PUNCT
eurjchem-592	290	22	malononitrile	malononitrile	NOUN
eurjchem-592	290	23	,	,	PUNCT
eurjchem-592	290	24	ac2o	ac2o	PROPN
eurjchem-592	290	25	,	,	PUNCT
eurjchem-592	290	26	reflux	reflux	VERB
eurjchem-592	290	27	;	;	PUNCT
eurjchem-592	290	28	(	(	PUNCT
eurjchem-592	290	29	iii	iii	X
eurjchem-592	290	30	)	)	PUNCT
eurjchem-592	290	31	malononitrile	malononitrile	NOUN
eurjchem-592	290	32	,	,	PUNCT
eurjchem-592	290	33	piperidine	piperidine	NOUN
eurjchem-592	290	34	,	,	PUNCT
eurjchem-592	290	35	etoh	etoh	NOUN
eurjchem-592	290	36	,	,	PUNCT
eurjchem-592	290	37	reflux	reflux	VERB
eurjchem-592	290	38	;	;	PUNCT
eurjchem-592	290	39	(	(	PUNCT
eurjchem-592	290	40	iv	iv	X
eurjchem-592	290	41	)	)	PUNCT
eurjchem-592	290	42	nh2nhx	nh2nhx	PROPN
eurjchem-592	290	43	,	,	PUNCT
eurjchem-592	290	44	x	x	PUNCT
eurjchem-592	290	45	=	=	SYM
eurjchem-592	290	46	h	h	NOUN
eurjchem-592	290	47	,	,	PUNCT
eurjchem-592	290	48	ph	ph	ADJ
eurjchem-592	290	49	,	,	PUNCT
eurjchem-592	290	50	etoh	etoh	NOUN
eurjchem-592	290	51	,	,	PUNCT
eurjchem-592	290	52	reflux	reflux	VERB
eurjchem-592	290	53	;	;	PUNCT
eurjchem-592	290	54	(	(	PUNCT
eurjchem-592	290	55	v	v	NOUN
eurjchem-592	290	56	)	)	PUNCT
eurjchem-592	290	57	nh2oh.hcl	nh2oh.hcl	ADV
eurjchem-592	290	58	,	,	PUNCT
eurjchem-592	290	59	pyridine	pyridine	NOUN
eurjchem-592	290	60	,	,	PUNCT
eurjchem-592	290	61	reflux	reflux	NOUN
eurjchem-592	290	62	;	;	PUNCT
eurjchem-592	290	63	(	(	PUNCT
eurjchem-592	290	64	vi)ch3coonh4	vi)ch3coonh4	NOUN
eurjchem-592	290	65	,	,	PUNCT
eurjchem-592	290	66	fusion	fusion	NOUN
eurjchem-592	290	67	.	.	PUNCT
eurjchem-592	291	1	scheme	scheme	NOUN
eurjchem-592	291	2	3	3	NUM
eurjchem-592	291	3	salem	salem	NOUN
eurjchem-592	291	4	et	et	PROPN
eurjchem-592	291	5	al	al	PROPN
eurjchem-592	291	6	.	.	PUNCT
eurjchem-592	291	7	/	/	SYM
eurjchem-592	291	8	european	european	PROPN
eurjchem-592	291	9	journal	journal	PROPN
eurjchem-592	291	10	of	of	ADP
eurjchem-592	291	11	chemistry	chemistry	NOUN
eurjchem-592	291	12	3	3	NUM
eurjchem-592	291	13	(	(	PUNCT
eurjchem-592	291	14	2	2	NUM
eurjchem-592	291	15	)	)	PUNCT
eurjchem-592	291	16	(	(	PUNCT
eurjchem-592	291	17	2012	2012	NUM
eurjchem-592	291	18	)	)	PUNCT
eurjchem-592	292	1	220‐227	220‐227	PROPN
eurjchem-592	292	2	225	225	NUM
eurjchem-592	292	3	1h	1h	NUM
eurjchem-592	292	4	nmr	nmr	NOUN
eurjchem-592	292	5	(	(	PUNCT
eurjchem-592	292	6	300	300	NUM
eurjchem-592	292	7	mhz	mhz	NOUN
eurjchem-592	292	8	,	,	PUNCT
eurjchem-592	292	9	dmso	dmso	NOUN
eurjchem-592	292	10	,	,	PUNCT
eurjchem-592	292	11	δ	δ	PROPN
eurjchem-592	292	12	,	,	PUNCT
eurjchem-592	292	13	ppm	ppm	NOUN
eurjchem-592	292	14	):	):	PUNCT
eurjchem-592	292	15	8.25	8.25	NUM
eurjchem-592	292	16	(	(	PUNCT
eurjchem-592	292	17	s	s	PROPN
eurjchem-592	292	18	,	,	PUNCT
eurjchem-592	292	19	2h	2h	NUM
eurjchem-592	292	20	,	,	PUNCT
eurjchem-592	292	21	nh2	nh2	PROPN
eurjchem-592	292	22	,	,	PUNCT
eurjchem-592	292	23	exchangeable	exchangeable	ADJ
eurjchem-592	292	24	)	)	PUNCT
eurjchem-592	292	25	,	,	PUNCT
eurjchem-592	292	26	7.65	7.65	NUM
eurjchem-592	292	27	(	(	PUNCT
eurjchem-592	292	28	s	s	PROPN
eurjchem-592	292	29	,	,	PUNCT
eurjchem-592	292	30	1h	1h	NUM
eurjchem-592	292	31	,	,	PUNCT
eurjchem-592	292	32	ar‐h	ar‐h	NOUN
eurjchem-592	292	33	)	)	PUNCT
eurjchem-592	292	34	,	,	PUNCT
eurjchem-592	292	35	7.28	7.28	NUM
eurjchem-592	292	36	(	(	PUNCT
eurjchem-592	292	37	s	s	PROPN
eurjchem-592	292	38	,	,	PUNCT
eurjchem-592	292	39	1h	1h	NUM
eurjchem-592	292	40	,	,	PUNCT
eurjchem-592	292	41	ar‐h	ar‐h	NOUN
eurjchem-592	292	42	)	)	PUNCT
eurjchem-592	292	43	,	,	PUNCT
eurjchem-592	292	44	6.79	6.79	NUM
eurjchem-592	292	45	(	(	PUNCT
eurjchem-592	292	46	s	s	PROPN
eurjchem-592	292	47	,	,	PUNCT
eurjchem-592	292	48	1h	1h	NUM
eurjchem-592	292	49	,	,	PUNCT
eurjchem-592	292	50	c3‐h	c3‐h	PROPN
eurjchem-592	292	51	)	)	PUNCT
eurjchem-592	292	52	,	,	PUNCT
eurjchem-592	292	53	2.32	2.32	NUM
eurjchem-592	292	54	(	(	PUNCT
eurjchem-592	292	55	s	s	PROPN
eurjchem-592	292	56	,	,	PUNCT
eurjchem-592	292	57	3h	3h	NUM
eurjchem-592	292	58	,	,	PUNCT
eurjchem-592	292	59	ch3	ch3	PROPN
eurjchem-592	292	60	)	)	PUNCT
eurjchem-592	292	61	.	.	PUNCT
eurjchem-592	293	1	ms	ms	PROPN
eurjchem-592	293	2	(	(	PUNCT
eurjchem-592	293	3	ei	ei	PROPN
eurjchem-592	293	4	,	,	PUNCT
eurjchem-592	293	5	m	m	PROPN
eurjchem-592	293	6	/	/	SYM
eurjchem-592	293	7	z	z	NOUN
eurjchem-592	293	8	,	,	PUNCT
eurjchem-592	293	9	%	%	INTJ
eurjchem-592	293	10	):	):	PUNCT
eurjchem-592	293	11	317	317	NUM
eurjchem-592	293	12	(	(	PUNCT
eurjchem-592	293	13	m‐cn+h	m‐cn+h	PROPN
eurjchem-592	293	14	,	,	PUNCT
eurjchem-592	293	15	17.7	17.7	NUM
eurjchem-592	293	16	)	)	PUNCT
eurjchem-592	293	17	.	.	PUNCT
eurjchem-592	294	1	anal	anal	PROPN
eurjchem-592	294	2	.	.	PUNCT
eurjchem-592	294	3	calcd	calcd	NOUN
eurjchem-592	294	4	.	.	PUNCT
eurjchem-592	295	1	for	for	SCONJ
eurjchem-592	295	2	c16h8cl2n4o	c16h8cl2n4o	NOUN
eurjchem-592	295	3	:	:	PUNCT
eurjchem-592	295	4	c	c	X
eurjchem-592	295	5	,	,	PUNCT
eurjchem-592	295	6	56.00	56.00	NUM
eurjchem-592	295	7	;	;	PUNCT
eurjchem-592	295	8	h	h	NOUN
eurjchem-592	295	9	,	,	PUNCT
eurjchem-592	295	10	2.35	2.35	NUM
eurjchem-592	295	11	;	;	PUNCT
eurjchem-592	295	12	cl	cl	NOUN
eurjchem-592	295	13	,	,	PUNCT
eurjchem-592	295	14	20.66	20.66	NUM
eurjchem-592	295	15	;	;	PUNCT
eurjchem-592	295	16	n	n	CCONJ
eurjchem-592	295	17	,	,	PUNCT
eurjchem-592	295	18	16.33	16.33	NUM
eurjchem-592	295	19	.	.	PUNCT
eurjchem-592	295	20	found	find	VERB
eurjchem-592	295	21	:	:	PUNCT
eurjchem-592	296	1	c	c	X
eurjchem-592	296	2	,	,	PUNCT
eurjchem-592	296	3	55.92	55.92	NUM
eurjchem-592	296	4	;	;	PUNCT
eurjchem-592	296	5	h	h	NOUN
eurjchem-592	296	6	,	,	PUNCT
eurjchem-592	296	7	2.17	2.17	NUM
eurjchem-592	296	8	;	;	PUNCT
eurjchem-592	296	9	cl	cl	NOUN
eurjchem-592	296	10	,	,	PUNCT
eurjchem-592	296	11	20.49	20.49	NUM
eurjchem-592	296	12	;	;	PUNCT
eurjchem-592	296	13	n	n	CCONJ
eurjchem-592	296	14	,	,	PUNCT
eurjchem-592	296	15	16.29	16.29	NUM
eurjchem-592	296	16	%	%	NOUN
eurjchem-592	296	17	.	.	PUNCT
eurjchem-592	297	1	2.2.15	2.2.15	X
eurjchem-592	297	2	.	.	PUNCT
eurjchem-592	297	3	2,4‐dichloro‐6‐(5‐methyl‐1h‐pyrazol‐3‐yl)phenol	2,4‐dichloro‐6‐(5‐methyl‐1h‐pyrazol‐3‐yl)phenol	PROPN
eurjchem-592	297	4	(	(	PUNCT
eurjchem-592	297	5	18a	18a	NOUN
eurjchem-592	297	6	)	)	PUNCT
eurjchem-592	297	7	a	a	DET
eurjchem-592	297	8	mixture	mixture	NOUN
eurjchem-592	297	9	of	of	ADP
eurjchem-592	297	10	chromone	chromone	NOUN
eurjchem-592	297	11	derivative	derivative	ADJ
eurjchem-592	297	12	2	2	NUM
eurjchem-592	297	13	(	(	PUNCT
eurjchem-592	297	14	5	5	NUM
eurjchem-592	297	15	mmol	mmol	NOUN
eurjchem-592	297	16	,	,	PUNCT
eurjchem-592	297	17	1.14	1.14	NUM
eurjchem-592	297	18	g	g	NOUN
eurjchem-592	297	19	)	)	PUNCT
eurjchem-592	297	20	in	in	ADP
eurjchem-592	297	21	ethanol	ethanol	NOUN
eurjchem-592	297	22	(	(	PUNCT
eurjchem-592	297	23	20	20	NUM
eurjchem-592	297	24	ml	ml	NOUN
eurjchem-592	297	25	)	)	PUNCT
eurjchem-592	297	26	,	,	PUNCT
eurjchem-592	297	27	hydrazine	hydrazine	NOUN
eurjchem-592	297	28	hydrate	hydrate	NOUN
eurjchem-592	297	29	(	(	PUNCT
eurjchem-592	297	30	10	10	NUM
eurjchem-592	297	31	mmol	mmol	NOUN
eurjchem-592	297	32	,	,	PUNCT
eurjchem-592	297	33	5	5	NUM
eurjchem-592	297	34	g	g	NOUN
eurjchem-592	297	35	)	)	PUNCT
eurjchem-592	297	36	,	,	PUNCT
eurjchem-592	297	37	ethanol	ethanol	NOUN
eurjchem-592	297	38	(	(	PUNCT
eurjchem-592	297	39	10	10	NUM
eurjchem-592	297	40	ml	ml	NOUN
eurjchem-592	297	41	)	)	PUNCT
eurjchem-592	297	42	was	be	AUX
eurjchem-592	297	43	added	add	VERB
eurjchem-592	297	44	.	.	PUNCT
eurjchem-592	298	1	the	the	DET
eurjchem-592	298	2	reaction	reaction	NOUN
eurjchem-592	298	3	mixture	mixture	NOUN
eurjchem-592	298	4	was	be	AUX
eurjchem-592	298	5	heated	heat	VERB
eurjchem-592	298	6	at	at	ADP
eurjchem-592	298	7	reflux	reflux	NOUN
eurjchem-592	298	8	for	for	ADP
eurjchem-592	298	9	8	8	NUM
eurjchem-592	298	10	h	h	NOUN
eurjchem-592	298	11	,	,	PUNCT
eurjchem-592	298	12	left	leave	VERB
eurjchem-592	298	13	to	to	PART
eurjchem-592	298	14	cool	cool	VERB
eurjchem-592	298	15	.the	.the	DET
eurjchem-592	298	16	solid	solid	ADJ
eurjchem-592	298	17	product	product	NOUN
eurjchem-592	298	18	that	that	PRON
eurjchem-592	298	19	formed	form	VERB
eurjchem-592	298	20	was	be	AUX
eurjchem-592	298	21	collected	collect	VERB
eurjchem-592	298	22	,	,	PUNCT
eurjchem-592	298	23	dried	dry	VERB
eurjchem-592	298	24	and	and	CCONJ
eurjchem-592	298	25	recrystallized	recrystallize	VERB
eurjchem-592	298	26	from	from	ADP
eurjchem-592	298	27	toluene	toluene	NOUN
eurjchem-592	298	28	to	to	PART
eurjchem-592	298	29	give	give	VERB
eurjchem-592	298	30	compound	compound	NOUN
eurjchem-592	298	31	18a	18a	NOUN
eurjchem-592	298	32	as	as	ADP
eurjchem-592	298	33	grey	grey	ADJ
eurjchem-592	298	34	crystals	crystal	NOUN
eurjchem-592	298	35	(	(	PUNCT
eurjchem-592	298	36	scheme	scheme	NOUN
eurjchem-592	298	37	3	3	NUM
eurjchem-592	298	38	)	)	PUNCT
eurjchem-592	298	39	.	.	PUNCT
eurjchem-592	299	1	yield	yield	NOUN
eurjchem-592	299	2	:	:	PUNCT
eurjchem-592	299	3	26	26	NUM
eurjchem-592	299	4	%	%	NOUN
eurjchem-592	299	5	.	.	PUNCT
eurjchem-592	300	1	m.p	m.p	PROPN
eurjchem-592	300	2	.	.	PROPN
eurjchem-592	300	3	:	:	PUNCT
eurjchem-592	301	1	207‐208	207‐208	NUM
eurjchem-592	301	2	oc	oc	PROPN
eurjchem-592	301	3	.	.	PUNCT
eurjchem-592	301	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	301	5	(	(	PUNCT
eurjchem-592	301	6	kbr	kbr	PROPN
eurjchem-592	301	7	,	,	PUNCT
eurjchem-592	301	8	cm‐1	cm‐1	PROPN
eurjchem-592	301	9	):	):	PUNCT
eurjchem-592	301	10	3457	3457	NUM
eurjchem-592	301	11	(oh	(oh	NOUN
eurjchem-592	301	12	)	)	PUNCT
eurjchem-592	301	13	,	,	PUNCT
eurjchem-592	301	14	3381	3381	NUM
eurjchem-592	301	15	(nh	(nh	NOUN
eurjchem-592	301	16	)	)	PUNCT
eurjchem-592	301	17	.	.	PUNCT
eurjchem-592	302	1	1h	1h	NUM
eurjchem-592	302	2	nmr	nmr	NOUN
eurjchem-592	302	3	(	(	PUNCT
eurjchem-592	302	4	300	300	NUM
eurjchem-592	302	5	mhz	mhz	NOUN
eurjchem-592	302	6	,	,	PUNCT
eurjchem-592	302	7	cdcl3	cdcl3	PROPN
eurjchem-592	302	8	,	,	PUNCT
eurjchem-592	302	9	δ	δ	PROPN
eurjchem-592	302	10	,	,	PUNCT
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eurjchem-592	302	12	):	):	PUNCT
eurjchem-592	302	13	7.42	7.42	NUM
eurjchem-592	302	14	(	(	PUNCT
eurjchem-592	302	15	s	s	PROPN
eurjchem-592	302	16	,	,	PUNCT
eurjchem-592	302	17	1h	1h	NUM
eurjchem-592	302	18	,	,	PUNCT
eurjchem-592	302	19	nh	nh	PROPN
eurjchem-592	302	20	,	,	PUNCT
eurjchem-592	302	21	exchangeable	exchangeable	ADJ
eurjchem-592	302	22	)	)	PUNCT
eurjchem-592	302	23	,	,	PUNCT
eurjchem-592	302	24	7.38‐7.22	7.38‐7.22	PROPN
eurjchem-592	302	25	(	(	PUNCT
eurjchem-592	302	26	m	m	PROPN
eurjchem-592	302	27	,	,	PUNCT
eurjchem-592	302	28	2h	2h	NUM
eurjchem-592	302	29	,	,	PUNCT
eurjchem-592	302	30	ar‐h	ar‐h	NOUN
eurjchem-592	302	31	and	and	CCONJ
eurjchem-592	302	32	1h	1h	NUM
eurjchem-592	302	33	,	,	PUNCT
eurjchem-592	302	34	oh	oh	INTJ
eurjchem-592	302	35	phenolic	phenolic	ADJ
eurjchem-592	302	36	,	,	PUNCT
eurjchem-592	302	37	exchangeable	exchangeable	ADJ
eurjchem-592	302	38	)	)	PUNCT
eurjchem-592	302	39	,	,	PUNCT
eurjchem-592	302	40	6.43	6.43	NUM
eurjchem-592	302	41	(	(	PUNCT
eurjchem-592	302	42	s	s	PROPN
eurjchem-592	302	43	,	,	PUNCT
eurjchem-592	302	44	1h	1h	NUM
eurjchem-592	302	45	,	,	PUNCT
eurjchem-592	302	46	h‐pyrazole	h‐pyrazole	NUM
eurjchem-592	302	47	)	)	PUNCT
eurjchem-592	302	48	,	,	PUNCT
eurjchem-592	302	49	2.43	2.43	NUM
eurjchem-592	302	50	(	(	PUNCT
eurjchem-592	302	51	s	s	PROPN
eurjchem-592	302	52	,	,	PUNCT
eurjchem-592	302	53	3h	3h	NUM
eurjchem-592	302	54	,	,	PUNCT
eurjchem-592	302	55	ch3	ch3	PROPN
eurjchem-592	302	56	)	)	PUNCT
eurjchem-592	302	57	.	.	PUNCT
eurjchem-592	303	1	ms	ms	PROPN
eurjchem-592	303	2	(	(	PUNCT
eurjchem-592	303	3	ei	ei	PROPN
eurjchem-592	303	4	,	,	PUNCT
eurjchem-592	303	5	m	m	PROPN
eurjchem-592	303	6	/	/	SYM
eurjchem-592	303	7	z	z	NOUN
eurjchem-592	303	8	,	,	PUNCT
eurjchem-592	303	9	%	%	INTJ
eurjchem-592	303	10	):	):	PUNCT
eurjchem-592	303	11	246	246	NUM
eurjchem-592	303	12	(	(	PUNCT
eurjchem-592	303	13	m+4	m+4	ADJ
eurjchem-592	303	14	,	,	PUNCT
eurjchem-592	303	15	40.0	40.0	NUM
eurjchem-592	303	16	)	)	PUNCT
eurjchem-592	303	17	.	.	PUNCT
eurjchem-592	304	1	anal	anal	PROPN
eurjchem-592	304	2	.	.	PUNCT
eurjchem-592	304	3	calcd	calcd	NOUN
eurjchem-592	304	4	.	.	PUNCT
eurjchem-592	305	1	for	for	SCONJ
eurjchem-592	305	2	c10h8cl2n2o	c10h8cl2n2o	PRON
eurjchem-592	305	3	:	:	PUNCT
eurjchem-592	305	4	c	c	X
eurjchem-592	305	5	,	,	PUNCT
eurjchem-592	305	6	49.41	49.41	NUM
eurjchem-592	305	7	;	;	PUNCT
eurjchem-592	305	8	h	h	NOUN
eurjchem-592	305	9	,	,	PUNCT
eurjchem-592	305	10	3.32	3.32	NUM
eurjchem-592	305	11	;	;	PUNCT
eurjchem-592	305	12	cl	cl	NOUN
eurjchem-592	305	13	,	,	PUNCT
eurjchem-592	305	14	29.17	29.17	NUM
eurjchem-592	305	15	;	;	PUNCT
eurjchem-592	305	16	n	n	CCONJ
eurjchem-592	305	17	,	,	PUNCT
eurjchem-592	305	18	11.52	11.52	NUM
eurjchem-592	305	19	.	.	PUNCT
eurjchem-592	305	20	found	find	VERB
eurjchem-592	305	21	:	:	PUNCT
eurjchem-592	306	1	c	c	X
eurjchem-592	306	2	,	,	PUNCT
eurjchem-592	306	3	46.34	46.34	NUM
eurjchem-592	306	4	;	;	PUNCT
eurjchem-592	306	5	h	h	NOUN
eurjchem-592	306	6	,	,	PUNCT
eurjchem-592	306	7	cl	cl	NOUN
eurjchem-592	306	8	,	,	PUNCT
eurjchem-592	306	9	28.97	28.97	NUM
eurjchem-592	306	10	;	;	PUNCT
eurjchem-592	306	11	3.97	3.97	NUM
eurjchem-592	306	12	;	;	PUNCT
eurjchem-592	306	13	n	n	CCONJ
eurjchem-592	306	14	,	,	PUNCT
eurjchem-592	306	15	6.64	6.64	NUM
eurjchem-592	306	16	%	%	NOUN
eurjchem-592	306	17	.	.	PUNCT
eurjchem-592	307	1	2.2.16	2.2.16	NUM
eurjchem-592	307	2	.	.	PUNCT
eurjchem-592	308	1	2,4‐dichloro‐6‐(5‐methyl‐1‐phenyl‐1h‐pyrazol‐3‐yl	2,4‐dichloro‐6‐(5‐methyl‐1‐phenyl‐1h‐pyrazol‐3‐yl	NUM
eurjchem-592	308	2	)	)	PUNCT
eurjchem-592	308	3	phenol	phenol	NOUN
eurjchem-592	308	4	(	(	PUNCT
eurjchem-592	308	5	18b	18b	NUM
eurjchem-592	308	6	)	)	PUNCT
eurjchem-592	308	7	to	to	ADP
eurjchem-592	308	8	a	a	DET
eurjchem-592	308	9	solution	solution	NOUN
eurjchem-592	308	10	of	of	ADP
eurjchem-592	308	11	chromone	chromone	NOUN
eurjchem-592	308	12	derivative	derivative	ADJ
eurjchem-592	308	13	2	2	NUM
eurjchem-592	308	14	(	(	PUNCT
eurjchem-592	308	15	5	5	NUM
eurjchem-592	308	16	mmol	mmol	NOUN
eurjchem-592	308	17	,	,	PUNCT
eurjchem-592	308	18	1.14	1.14	NUM
eurjchem-592	308	19	g	g	NOUN
eurjchem-592	308	20	)	)	PUNCT
eurjchem-592	308	21	in	in	ADP
eurjchem-592	308	22	ethanol	ethanol	NOUN
eurjchem-592	308	23	(	(	PUNCT
eurjchem-592	308	24	20	20	NUM
eurjchem-592	308	25	ml	ml	NOUN
eurjchem-592	308	26	)	)	PUNCT
eurjchem-592	308	27	,	,	PUNCT
eurjchem-592	308	28	phenyl	phenyl	NOUN
eurjchem-592	308	29	hydrazine(47	hydrazine(47	PROPN
eurjchem-592	308	30	mmol	mmol	PROPN
eurjchem-592	308	31	,	,	PUNCT
eurjchem-592	308	32	5	5	NUM
eurjchem-592	308	33	g	g	NOUN
eurjchem-592	308	34	)	)	PUNCT
eurjchem-592	308	35	in	in	ADP
eurjchem-592	308	36	ethanol	ethanol	NOUN
eurjchem-592	308	37	(	(	PUNCT
eurjchem-592	308	38	10	10	NUM
eurjchem-592	308	39	ml	ml	NOUN
eurjchem-592	308	40	)	)	PUNCT
eurjchem-592	308	41	was	be	AUX
eurjchem-592	308	42	added	add	VERB
eurjchem-592	308	43	,	,	PUNCT
eurjchem-592	308	44	and	and	CCONJ
eurjchem-592	308	45	few	few	ADJ
eurjchem-592	308	46	drops	drop	NOUN
eurjchem-592	308	47	from	from	ADP
eurjchem-592	308	48	acetic	acetic	ADJ
eurjchem-592	308	49	acid	acid	NOUN
eurjchem-592	308	50	was	be	AUX
eurjchem-592	308	51	heated	heat	VERB
eurjchem-592	308	52	at	at	ADP
eurjchem-592	308	53	reflux	reflux	NOUN
eurjchem-592	308	54	for	for	ADP
eurjchem-592	308	55	12	12	NUM
eurjchem-592	308	56	h	h	NOUN
eurjchem-592	308	57	.	.	PUNCT
eurjchem-592	309	1	the	the	DET
eurjchem-592	309	2	cooled	cool	VERB
eurjchem-592	309	3	reaction	reaction	NOUN
eurjchem-592	309	4	mixture	mixture	NOUN
eurjchem-592	309	5	was	be	AUX
eurjchem-592	309	6	diluted	dilute	VERB
eurjchem-592	309	7	with	with	ADP
eurjchem-592	309	8	water	water	NOUN
eurjchem-592	309	9	,	,	PUNCT
eurjchem-592	309	10	and	and	CCONJ
eurjchem-592	309	11	the	the	DET
eurjchem-592	309	12	precipitated	precipitate	VERB
eurjchem-592	309	13	solid	solid	ADJ
eurjchem-592	309	14	was	be	AUX
eurjchem-592	309	15	recrystallized	recrystallize	VERB
eurjchem-592	309	16	from	from	ADP
eurjchem-592	309	17	benzene	benzene	NOUN
eurjchem-592	309	18	to	to	PART
eurjchem-592	309	19	give	give	VERB
eurjchem-592	309	20	compound	compound	NOUN
eurjchem-592	309	21	18b	18b	PROPN
eurjchem-592	309	22	as	as	ADP
eurjchem-592	309	23	brown	brown	ADJ
eurjchem-592	309	24	crystals	crystal	NOUN
eurjchem-592	309	25	(	(	PUNCT
eurjchem-592	309	26	scheme	scheme	NOUN
eurjchem-592	309	27	3	3	NUM
eurjchem-592	309	28	)	)	PUNCT
eurjchem-592	309	29	.	.	PUNCT
eurjchem-592	310	1	yield	yield	NOUN
eurjchem-592	310	2	:	:	PUNCT
eurjchem-592	310	3	91	91	NUM
eurjchem-592	310	4	%	%	NOUN
eurjchem-592	310	5	.	.	PUNCT
eurjchem-592	311	1	m.p	m.p	PROPN
eurjchem-592	311	2	.	.	PROPN
eurjchem-592	311	3	:	:	PUNCT
eurjchem-592	312	1	172‐174	172‐174	NUM
eurjchem-592	312	2	oc	oc	NOUN
eurjchem-592	312	3	.	.	PUNCT
eurjchem-592	312	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	312	5	(	(	PUNCT
eurjchem-592	312	6	kbr	kbr	PROPN
eurjchem-592	312	7	,	,	PUNCT
eurjchem-592	312	8	cm‐1	cm‐1	PROPN
eurjchem-592	312	9	):	):	PUNCT
eurjchem-592	312	10	3487	3487	NUM
eurjchem-592	312	11	(oh	(oh	NOUN
eurjchem-592	312	12	)	)	PUNCT
eurjchem-592	312	13	,	,	PUNCT
eurjchem-592	312	14	1595	1595	NUM
eurjchem-592	312	15	(c	(c	PROPN
eurjchem-592	312	16	=	=	SYM
eurjchem-592	312	17	c	c	NOUN
eurjchem-592	312	18	)	)	PUNCT
eurjchem-592	312	19	.	.	PUNCT
eurjchem-592	313	1	1h	1h	NUM
eurjchem-592	313	2	nmr	nmr	NOUN
eurjchem-592	313	3	(	(	PUNCT
eurjchem-592	313	4	300	300	NUM
eurjchem-592	313	5	mhz	mhz	NOUN
eurjchem-592	313	6	,	,	PUNCT
eurjchem-592	313	7	cdcl3	cdcl3	PROPN
eurjchem-592	313	8	,	,	PUNCT
eurjchem-592	313	9	δ	δ	PROPN
eurjchem-592	313	10	,	,	PUNCT
eurjchem-592	313	11	ppm	ppm	NUM
eurjchem-592	313	12	):	):	PUNCT
eurjchem-592	313	13	7.34‐7.28	7.34‐7.28	PROPN
eurjchem-592	313	14	(	(	PUNCT
eurjchem-592	313	15	m	m	PROPN
eurjchem-592	313	16	,	,	PUNCT
eurjchem-592	313	17	7h	7h	PROPN
eurjchem-592	313	18	,	,	PUNCT
eurjchem-592	313	19	ar‐h	ar‐h	PROPN
eurjchem-592	313	20	,	,	PUNCT
eurjchem-592	313	21	1h	1h	NUM
eurjchem-592	313	22	,	,	PUNCT
eurjchem-592	313	23	oh	oh	INTJ
eurjchem-592	313	24	phenolic	phenolic	ADJ
eurjchem-592	313	25	,	,	PUNCT
eurjchem-592	313	26	exchangeable	exchangeable	ADJ
eurjchem-592	313	27	)	)	PUNCT
eurjchem-592	313	28	,	,	PUNCT
eurjchem-592	313	29	6.37	6.37	NUM
eurjchem-592	313	30	(	(	PUNCT
eurjchem-592	313	31	s	s	PROPN
eurjchem-592	313	32	,	,	PUNCT
eurjchem-592	313	33	1h	1h	NUM
eurjchem-592	313	34	,	,	PUNCT
eurjchem-592	313	35	h‐	h‐	PROPN
eurjchem-592	313	36	pyrazole	pyrazole	NOUN
eurjchem-592	313	37	)	)	PUNCT
eurjchem-592	313	38	,	,	PUNCT
eurjchem-592	313	39	2.39	2.39	NUM
eurjchem-592	313	40	(	(	PUNCT
eurjchem-592	313	41	s	s	PROPN
eurjchem-592	313	42	,	,	PUNCT
eurjchem-592	313	43	3h	3h	NUM
eurjchem-592	313	44	,	,	PUNCT
eurjchem-592	313	45	ch3	ch3	PROPN
eurjchem-592	313	46	)	)	PUNCT
eurjchem-592	313	47	.	.	PUNCT
eurjchem-592	314	1	ms	ms	PROPN
eurjchem-592	314	2	(	(	PUNCT
eurjchem-592	314	3	ei	ei	PROPN
eurjchem-592	314	4	,	,	PUNCT
eurjchem-592	314	5	m	m	PROPN
eurjchem-592	314	6	/	/	SYM
eurjchem-592	314	7	z	z	NOUN
eurjchem-592	314	8	,	,	PUNCT
eurjchem-592	314	9	%	%	INTJ
eurjchem-592	314	10	):	):	PUNCT
eurjchem-592	314	11	318	318	NUM
eurjchem-592	314	12	(	(	PUNCT
eurjchem-592	314	13	m+	m+	NUM
eurjchem-592	314	14	.	.	PROPN
eurjchem-592	314	15	,	,	PUNCT
eurjchem-592	314	16	88.9	88.9	NUM
eurjchem-592	314	17	)	)	PUNCT
eurjchem-592	314	18	.	.	PUNCT
eurjchem-592	315	1	anal	anal	PROPN
eurjchem-592	315	2	.	.	PUNCT
eurjchem-592	315	3	calcd	calcd	NOUN
eurjchem-592	315	4	.	.	PUNCT
eurjchem-592	316	1	for	for	SCONJ
eurjchem-592	316	2	c16h12cl2n2o	c16h12cl2n2o	NOUN
eurjchem-592	316	3	:	:	PUNCT
eurjchem-592	316	4	c	c	X
eurjchem-592	316	5	,	,	PUNCT
eurjchem-592	316	6	60.21	60.21	NUM
eurjchem-592	316	7	;	;	PUNCT
eurjchem-592	316	8	h	h	NOUN
eurjchem-592	316	9	,	,	PUNCT
eurjchem-592	316	10	3.79	3.79	NUM
eurjchem-592	316	11	;	;	PUNCT
eurjchem-592	316	12	cl	cl	NOUN
eurjchem-592	316	13	,	,	PUNCT
eurjchem-592	316	14	22.21	22.21	NUM
eurjchem-592	316	15	;	;	PUNCT
eurjchem-592	316	16	n	n	CCONJ
eurjchem-592	316	17	,	,	PUNCT
eurjchem-592	316	18	8.78	8.78	NUM
eurjchem-592	316	19	.	.	PUNCT
eurjchem-592	316	20	found	find	VERB
eurjchem-592	316	21	:	:	PUNCT
eurjchem-592	317	1	c	c	X
eurjchem-592	317	2	,	,	PUNCT
eurjchem-592	317	3	60.10	60.10	NUM
eurjchem-592	317	4	;	;	PUNCT
eurjchem-592	317	5	h	h	NOUN
eurjchem-592	317	6	,	,	PUNCT
eurjchem-592	317	7	3.59	3.59	NUM
eurjchem-592	317	8	;	;	PUNCT
eurjchem-592	317	9	cl	cl	NOUN
eurjchem-592	317	10	,	,	PUNCT
eurjchem-592	317	11	22.09	22.09	NUM
eurjchem-592	317	12	;	;	PUNCT
eurjchem-592	317	13	n	n	CCONJ
eurjchem-592	317	14	,	,	PUNCT
eurjchem-592	317	15	8.63	8.63	NUM
eurjchem-592	317	16	%	%	NOUN
eurjchem-592	317	17	.	.	PUNCT
eurjchem-592	318	1	2.2.17	2.2.17	X
eurjchem-592	318	2	.	.	X
eurjchem-592	319	1	2,4‐dichloro‐6‐(5‐methylisoxazol‐3‐yl)phenol	2,4‐dichloro‐6‐(5‐methylisoxazol‐3‐yl)phenol	NUM
eurjchem-592	319	2	(	(	PUNCT
eurjchem-592	319	3	19	19	NUM
eurjchem-592	319	4	)	)	PUNCT
eurjchem-592	319	5	a	a	DET
eurjchem-592	319	6	solution	solution	NOUN
eurjchem-592	319	7	of	of	ADP
eurjchem-592	319	8	chromone	chromone	NOUN
eurjchem-592	319	9	derivative	derivative	ADJ
eurjchem-592	319	10	2	2	NUM
eurjchem-592	319	11	(	(	PUNCT
eurjchem-592	319	12	prepared	prepare	VERB
eurjchem-592	319	13	by	by	ADP
eurjchem-592	319	14	dissolving	dissolve	VERB
eurjchem-592	319	15	2.2	2.2	NUM
eurjchem-592	319	16	mmol	mmol	NOUN
eurjchem-592	319	17	,	,	PUNCT
eurjchem-592	319	18	0.5	0.5	NUM
eurjchem-592	319	19	g	g	NOUN
eurjchem-592	319	20	in	in	ADP
eurjchem-592	319	21	3	3	NUM
eurjchem-592	319	22	ml	ml	NOUN
eurjchem-592	319	23	pyridine	pyridine	NOUN
eurjchem-592	319	24	)	)	PUNCT
eurjchem-592	319	25	,	,	PUNCT
eurjchem-592	319	26	hydroxylamine	hydroxylamine	ADJ
eurjchem-592	319	27	hydrochloride	hydrochloride	NOUN
eurjchem-592	319	28	(	(	PUNCT
eurjchem-592	319	29	2.2	2.2	NUM
eurjchem-592	319	30	mmol	mmol	NOUN
eurjchem-592	319	31	,	,	PUNCT
eurjchem-592	319	32	0.15	0.15	NUM
eurjchem-592	319	33	g	g	NOUN
eurjchem-592	319	34	in	in	ADP
eurjchem-592	319	35	1ml	1ml	ADJ
eurjchem-592	319	36	water	water	NOUN
eurjchem-592	319	37	)	)	PUNCT
eurjchem-592	319	38	was	be	AUX
eurjchem-592	319	39	added	add	VERB
eurjchem-592	319	40	.	.	PUNCT
eurjchem-592	320	1	the	the	DET
eurjchem-592	320	2	solution	solution	NOUN
eurjchem-592	320	3	was	be	AUX
eurjchem-592	320	4	heated	heat	VERB
eurjchem-592	320	5	at	at	ADP
eurjchem-592	320	6	reflux	reflux	NOUN
eurjchem-592	320	7	for	for	ADP
eurjchem-592	320	8	6	6	NUM
eurjchem-592	320	9	h	h	NOUN
eurjchem-592	320	10	,	,	PUNCT
eurjchem-592	320	11	allowed	allow	VERB
eurjchem-592	320	12	to	to	PART
eurjchem-592	320	13	cool	cool	VERB
eurjchem-592	320	14	and	and	CCONJ
eurjchem-592	320	15	acidified	acidify	VERB
eurjchem-592	320	16	with	with	ADP
eurjchem-592	320	17	cold	cold	ADJ
eurjchem-592	320	18	diluted	dilute	VERB
eurjchem-592	320	19	acetic	acetic	ADJ
eurjchem-592	320	20	acid	acid	NOUN
eurjchem-592	320	21	.	.	PUNCT
eurjchem-592	321	1	the	the	DET
eurjchem-592	321	2	solid	solid	ADJ
eurjchem-592	321	3	product	product	NOUN
eurjchem-592	321	4	that	that	PRON
eurjchem-592	321	5	formed	form	VERB
eurjchem-592	321	6	was	be	AUX
eurjchem-592	321	7	collected	collect	VERB
eurjchem-592	321	8	,	,	PUNCT
eurjchem-592	321	9	dried	dry	VERB
eurjchem-592	321	10	and	and	CCONJ
eurjchem-592	321	11	recrystallized	recrystallize	VERB
eurjchem-592	321	12	from	from	ADP
eurjchem-592	321	13	toluene	toluene	NOUN
eurjchem-592	321	14	to	to	PART
eurjchem-592	321	15	give	give	VERB
eurjchem-592	321	16	isoxazol	isoxazol	VERB
eurjchem-592	321	17	19	19	NUM
eurjchem-592	321	18	as	as	ADP
eurjchem-592	321	19	grey	grey	ADJ
eurjchem-592	321	20	crystals	crystal	NOUN
eurjchem-592	321	21	(	(	PUNCT
eurjchem-592	321	22	scheme	scheme	NOUN
eurjchem-592	321	23	3	3	NUM
eurjchem-592	321	24	)	)	PUNCT
eurjchem-592	321	25	.	.	PUNCT
eurjchem-592	322	1	yield	yield	NOUN
eurjchem-592	322	2	:	:	PUNCT
eurjchem-592	322	3	64	64	NUM
eurjchem-592	322	4	%	%	NOUN
eurjchem-592	322	5	.	.	PUNCT
eurjchem-592	323	1	m.p	m.p	PROPN
eurjchem-592	323	2	.	.	PROPN
eurjchem-592	323	3	:	:	PUNCT
eurjchem-592	324	1	196‐198	196‐198	PROPN
eurjchem-592	324	2	oc	oc	PROPN
eurjchem-592	324	3	.	.	PUNCT
eurjchem-592	324	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	324	5	(	(	PUNCT
eurjchem-592	324	6	kbr	kbr	PROPN
eurjchem-592	324	7	,	,	PUNCT
eurjchem-592	324	8	cm‐1	cm‐1	PROPN
eurjchem-592	324	9	):	):	PUNCT
eurjchem-592	324	10	3312	3312	NUM
eurjchem-592	324	11	(oh	(oh	NOUN
eurjchem-592	324	12	)	)	PUNCT
eurjchem-592	324	13	,	,	PUNCT
eurjchem-592	324	14	3080	3080	NUM
eurjchem-592	324	15	(ch	(ch	NOUN
eurjchem-592	324	16	)	)	PUNCT
eurjchem-592	324	17	(	(	PUNCT
eurjchem-592	324	18	aromatic	aromatic	NOUN
eurjchem-592	324	19	)	)	PUNCT
eurjchem-592	324	20	,	,	PUNCT
eurjchem-592	324	21	2960	2960	NUM
eurjchem-592	324	22			NOUN
eurjchem-592	324	23	(	(	PUNCT
eurjchem-592	324	24	ch	ch	NOUN
eurjchem-592	324	25	)	)	PUNCT
eurjchem-592	324	26	(	(	PUNCT
eurjchem-592	324	27	aliphatic	aliphatic	NOUN
eurjchem-592	324	28	)	)	PUNCT
eurjchem-592	324	29	,	,	PUNCT
eurjchem-592	324	30	1610	1610	NUM
eurjchem-592	324	31	(c	(c	PROPN
eurjchem-592	324	32	=	=	SYM
eurjchem-592	324	33	n	n	NUM
eurjchem-592	324	34	)	)	PUNCT
eurjchem-592	324	35	.	.	PUNCT
eurjchem-592	325	1	1h	1h	NUM
eurjchem-592	325	2	nmr	nmr	NOUN
eurjchem-592	325	3	(	(	PUNCT
eurjchem-592	325	4	300	300	NUM
eurjchem-592	325	5	mhz	mhz	NOUN
eurjchem-592	325	6	,	,	PUNCT
eurjchem-592	325	7	cdcl3	cdcl3	PROPN
eurjchem-592	325	8	,	,	PUNCT
eurjchem-592	325	9	δ	δ	PROPN
eurjchem-592	325	10	,	,	PUNCT
eurjchem-592	325	11	ppm	ppm	NUM
eurjchem-592	325	12	):	):	PUNCT
eurjchem-592	325	13	7.82	7.82	NUM
eurjchem-592	325	14	(	(	PUNCT
eurjchem-592	325	15	s	s	PROPN
eurjchem-592	325	16	,	,	PUNCT
eurjchem-592	325	17	1h	1h	NUM
eurjchem-592	325	18	,	,	PUNCT
eurjchem-592	325	19	ar‐h	ar‐h	NOUN
eurjchem-592	325	20	)	)	PUNCT
eurjchem-592	325	21	,	,	PUNCT
eurjchem-592	325	22	7.42	7.42	NUM
eurjchem-592	325	23	(	(	PUNCT
eurjchem-592	325	24	s	s	PROPN
eurjchem-592	325	25	,	,	PUNCT
eurjchem-592	325	26	1h	1h	NUM
eurjchem-592	325	27	,	,	PUNCT
eurjchem-592	325	28	ar‐h	ar‐h	NOUN
eurjchem-592	325	29	)	)	PUNCT
eurjchem-592	325	30	,	,	PUNCT
eurjchem-592	325	31	6.71	6.71	NUM
eurjchem-592	325	32	(	(	PUNCT
eurjchem-592	325	33	s	s	PROPN
eurjchem-592	325	34	,	,	PUNCT
eurjchem-592	325	35	1h	1h	NUM
eurjchem-592	325	36	,	,	PUNCT
eurjchem-592	325	37	isoxazole	isoxazole	NOUN
eurjchem-592	325	38	ring	ring	NOUN
eurjchem-592	325	39	)	)	PUNCT
eurjchem-592	325	40	,	,	PUNCT
eurjchem-592	325	41	6.35	6.35	NUM
eurjchem-592	325	42	(	(	PUNCT
eurjchem-592	325	43	s	s	PROPN
eurjchem-592	325	44	,	,	PUNCT
eurjchem-592	325	45	1h	1h	NUM
eurjchem-592	325	46	,	,	PUNCT
eurjchem-592	325	47	oh	oh	INTJ
eurjchem-592	325	48	phenolic	phenolic	ADJ
eurjchem-592	325	49	,	,	PUNCT
eurjchem-592	325	50	exchangeable	exchangeable	ADJ
eurjchem-592	325	51	)	)	PUNCT
eurjchem-592	325	52	,	,	PUNCT
eurjchem-592	325	53	2.39	2.39	NUM
eurjchem-592	325	54	(	(	PUNCT
eurjchem-592	325	55	s	s	PROPN
eurjchem-592	325	56	,	,	PUNCT
eurjchem-592	325	57	3h	3h	NUM
eurjchem-592	325	58	,	,	PUNCT
eurjchem-592	325	59	ch3	ch3	PROPN
eurjchem-592	325	60	)	)	PUNCT
eurjchem-592	325	61	.	.	PUNCT
eurjchem-592	326	1	ms	ms	PROPN
eurjchem-592	326	2	(	(	PUNCT
eurjchem-592	326	3	ei	ei	PROPN
eurjchem-592	326	4	,	,	PUNCT
eurjchem-592	326	5	m	m	PROPN
eurjchem-592	326	6	/	/	SYM
eurjchem-592	326	7	z	z	NOUN
eurjchem-592	326	8	,	,	PUNCT
eurjchem-592	326	9	%	%	INTJ
eurjchem-592	326	10	):	):	PUNCT
eurjchem-592	326	11	243	243	NUM
eurjchem-592	326	12	(	(	PUNCT
eurjchem-592	326	13	m+	m+	NUM
eurjchem-592	326	14	.	.	PROPN
eurjchem-592	326	15	,	,	PUNCT
eurjchem-592	326	16	9.5	9.5	NUM
eurjchem-592	326	17	)	)	PUNCT
eurjchem-592	326	18	.	.	PUNCT
eurjchem-592	327	1	anal	anal	PROPN
eurjchem-592	327	2	.	.	PUNCT
eurjchem-592	327	3	calcd	calcd	NOUN
eurjchem-592	327	4	.	.	PUNCT
eurjchem-592	328	1	for	for	ADP
eurjchem-592	328	2	c10h7cl2no2	c10h7cl2no2	NOUN
eurjchem-592	328	3	:	:	PUNCT
eurjchem-592	328	4	c	c	X
eurjchem-592	328	5	,	,	PUNCT
eurjchem-592	328	6	49.21	49.21	NUM
eurjchem-592	328	7	;	;	PUNCT
eurjchem-592	328	8	h	h	NOUN
eurjchem-592	328	9	,	,	PUNCT
eurjchem-592	328	10	2.89	2.89	NUM
eurjchem-592	328	11	;	;	PUNCT
eurjchem-592	328	12	cl	cl	NOUN
eurjchem-592	328	13	,	,	PUNCT
eurjchem-592	328	14	29.05	29.05	NUM
eurjchem-592	328	15	;	;	PUNCT
eurjchem-592	328	16	n	n	CCONJ
eurjchem-592	328	17	,	,	PUNCT
eurjchem-592	328	18	5.74	5.74	NUM
eurjchem-592	328	19	.	.	PUNCT
eurjchem-592	328	20	found	find	VERB
eurjchem-592	328	21	:	:	PUNCT
eurjchem-592	329	1	c	c	X
eurjchem-592	329	2	,	,	PUNCT
eurjchem-592	329	3	49.11	49.11	NUM
eurjchem-592	329	4	;	;	PUNCT
eurjchem-592	329	5	h	h	X
eurjchem-592	329	6	,	,	PUNCT
eurjchem-592	329	7	2.78	2.78	NUM
eurjchem-592	329	8	;	;	PUNCT
eurjchem-592	329	9	cl	cl	NOUN
eurjchem-592	329	10	,	,	PUNCT
eurjchem-592	329	11	28.95	28.95	NUM
eurjchem-592	329	12	;	;	PUNCT
eurjchem-592	329	13	n	n	CCONJ
eurjchem-592	329	14	,	,	PUNCT
eurjchem-592	329	15	5.58	5.58	NUM
eurjchem-592	329	16	%	%	NOUN
eurjchem-592	329	17	.	.	PUNCT
eurjchem-592	330	1	2.2.18	2.2.18	NUM
eurjchem-592	330	2	.	.	NOUN
eurjchem-592	331	1	1‐acetyl‐6,8‐dichloro‐2‐methylquinolin‐4(1h)‐one	1‐acetyl‐6,8‐dichloro‐2‐methylquinolin‐4(1h)‐one	NUM
eurjchem-592	331	2	(	(	PUNCT
eurjchem-592	331	3	20	20	NUM
eurjchem-592	331	4	)	)	PUNCT
eurjchem-592	331	5	a	a	DET
eurjchem-592	331	6	mixture	mixture	NOUN
eurjchem-592	331	7	of	of	ADP
eurjchem-592	331	8	chromone	chromone	NOUN
eurjchem-592	331	9	derivative	derivative	ADJ
eurjchem-592	331	10	2	2	NUM
eurjchem-592	331	11	(	(	PUNCT
eurjchem-592	331	12	5	5	NUM
eurjchem-592	331	13	mmol	mmol	NOUN
eurjchem-592	331	14	,	,	PUNCT
eurjchem-592	331	15	1.14	1.14	NUM
eurjchem-592	331	16	g	g	NOUN
eurjchem-592	331	17	)	)	PUNCT
eurjchem-592	331	18	and	and	CCONJ
eurjchem-592	331	19	ammonium	ammonium	NOUN
eurjchem-592	331	20	acetate	acetate	NOUN
eurjchem-592	331	21	(	(	PUNCT
eurjchem-592	331	22	25	25	NUM
eurjchem-592	331	23	mmol	mmol	NOUN
eurjchem-592	331	24	,	,	PUNCT
eurjchem-592	331	25	1.5	1.5	NUM
eurjchem-592	331	26	g	g	NOUN
eurjchem-592	331	27	)	)	PUNCT
eurjchem-592	331	28	was	be	AUX
eurjchem-592	331	29	fused	fuse	VERB
eurjchem-592	331	30	for	for	ADP
eurjchem-592	331	31	3	3	NUM
eurjchem-592	331	32	h	h	NOUN
eurjchem-592	331	33	,	,	PUNCT
eurjchem-592	331	34	left	leave	VERB
eurjchem-592	331	35	the	the	DET
eurjchem-592	331	36	mixture	mixture	NOUN
eurjchem-592	331	37	to	to	PART
eurjchem-592	331	38	cool	cool	VERB
eurjchem-592	331	39	and	and	CCONJ
eurjchem-592	331	40	then	then	ADV
eurjchem-592	331	41	poured	pour	VERB
eurjchem-592	331	42	into	into	ADP
eurjchem-592	331	43	ice	ice	NOUN
eurjchem-592	331	44	/	/	SYM
eurjchem-592	331	45	water	water	NOUN
eurjchem-592	331	46	.	.	PUNCT
eurjchem-592	332	1	the	the	DET
eurjchem-592	332	2	solid	solid	ADJ
eurjchem-592	332	3	formed	form	VERB
eurjchem-592	332	4	was	be	AUX
eurjchem-592	332	5	collected	collect	VERB
eurjchem-592	332	6	by	by	ADP
eurjchem-592	332	7	suction	suction	NOUN
eurjchem-592	332	8	,	,	PUNCT
eurjchem-592	332	9	dried	dry	VERB
eurjchem-592	332	10	and	and	CCONJ
eurjchem-592	332	11	then	then	ADV
eurjchem-592	332	12	recrystallized	recrystallize	VERB
eurjchem-592	332	13	from	from	ADP
eurjchem-592	332	14	benzene	benzene	NOUN
eurjchem-592	332	15	to	to	PART
eurjchem-592	332	16	give	give	VERB
eurjchem-592	332	17	compound	compound	NOUN
eurjchem-592	332	18	20	20	NUM
eurjchem-592	332	19	as	as	ADP
eurjchem-592	332	20	yellow	yellow	ADJ
eurjchem-592	332	21	crystals	crystal	NOUN
eurjchem-592	332	22	(	(	PUNCT
eurjchem-592	332	23	scheme	scheme	NOUN
eurjchem-592	332	24	3	3	NUM
eurjchem-592	332	25	)	)	PUNCT
eurjchem-592	332	26	.	.	PUNCT
eurjchem-592	333	1	yield	yield	NOUN
eurjchem-592	333	2	:	:	PUNCT
eurjchem-592	333	3	57	57	NUM
eurjchem-592	333	4	%	%	NOUN
eurjchem-592	333	5	.	.	PUNCT
eurjchem-592	334	1	m.p	m.p	PROPN
eurjchem-592	334	2	.	.	PROPN
eurjchem-592	334	3	:	:	PUNCT
eurjchem-592	335	1	118‐120	118‐120	NUM
eurjchem-592	335	2	oc	oc	NOUN
eurjchem-592	335	3	.	.	PUNCT
eurjchem-592	335	4	ft‐ir	ft‐ir	NOUN
eurjchem-592	335	5	(	(	PUNCT
eurjchem-592	335	6	kbr	kbr	PROPN
eurjchem-592	335	7	,	,	PUNCT
eurjchem-592	335	8	cm‐1	cm‐1	PROPN
eurjchem-592	335	9	):	):	PUNCT
eurjchem-592	335	10	1670	1670	NUM
eurjchem-592	335	11	(co	(co	NOUN
eurjchem-592	335	12	)	)	PUNCT
eurjchem-592	335	13	amide	amide	NOUN
eurjchem-592	335	14	,	,	PUNCT
eurjchem-592	335	15	1651	1651	NUM
eurjchem-592	335	16	(co	(co	NOUN
eurjchem-592	335	17	)	)	PUNCT
eurjchem-592	335	18	chromone	chromone	NOUN
eurjchem-592	335	19	.	.	PUNCT
eurjchem-592	336	1	ms	ms	NOUN
eurjchem-592	336	2	(	(	PUNCT
eurjchem-592	336	3	ei	ei	PROPN
eurjchem-592	336	4	,	,	PUNCT
eurjchem-592	336	5	m	m	PROPN
eurjchem-592	336	6	/	/	SYM
eurjchem-592	336	7	z	z	NOUN
eurjchem-592	336	8	,	,	PUNCT
eurjchem-592	336	9	%	%	INTJ
eurjchem-592	336	10	):	):	PUNCT
eurjchem-592	336	11	269	269	NUM
eurjchem-592	336	12	(	(	PUNCT
eurjchem-592	336	13	m+	m+	NUM
eurjchem-592	336	14	.	.	PROPN
eurjchem-592	336	15	,	,	PUNCT
eurjchem-592	336	16	20.0	20.0	NUM
eurjchem-592	336	17	)	)	PUNCT
eurjchem-592	336	18	.	.	PUNCT
eurjchem-592	337	1	anal	anal	PROPN
eurjchem-592	337	2	.	.	PUNCT
eurjchem-592	337	3	calcd	calcd	NOUN
eurjchem-592	337	4	.	.	PUNCT
eurjchem-592	338	1	for	for	ADP
eurjchem-592	338	2	c12h9cl2no2	c12h9cl2no2	NOUN
eurjchem-592	338	3	:	:	PUNCT
eurjchem-592	338	4	c	c	X
eurjchem-592	338	5	,	,	PUNCT
eurjchem-592	338	6	53.36	53.36	NUM
eurjchem-592	338	7	;	;	PUNCT
eurjchem-592	338	8	h	h	NOUN
eurjchem-592	338	9	,	,	PUNCT
eurjchem-592	338	10	3.36	3.36	NUM
eurjchem-592	338	11	;	;	PUNCT
eurjchem-592	338	12	cl	cl	NOUN
eurjchem-592	338	13	,	,	PUNCT
eurjchem-592	338	14	26.25	26.25	NUM
eurjchem-592	338	15	;	;	PUNCT
eurjchem-592	338	16	n	n	CCONJ
eurjchem-592	338	17	,	,	PUNCT
eurjchem-592	338	18	5.19	5.19	NUM
eurjchem-592	338	19	.	.	PUNCT
eurjchem-592	338	20	found	find	VERB
eurjchem-592	338	21	:	:	PUNCT
eurjchem-592	339	1	c	c	X
eurjchem-592	339	2	,	,	PUNCT
eurjchem-592	339	3	53.21	53.21	NUM
eurjchem-592	339	4	;	;	PUNCT
eurjchem-592	339	5	h	h	NOUN
eurjchem-592	339	6	,	,	PUNCT
eurjchem-592	339	7	3.23	3.23	NUM
eurjchem-592	339	8	;	;	PUNCT
eurjchem-592	339	9	cl	cl	NOUN
eurjchem-592	339	10	,	,	PUNCT
eurjchem-592	339	11	26.14	26.14	NUM
eurjchem-592	339	12	;	;	PUNCT
eurjchem-592	339	13	n	n	CCONJ
eurjchem-592	339	14	,	,	PUNCT
eurjchem-592	339	15	5.05	5.05	NUM
eurjchem-592	339	16	%	%	NOUN
eurjchem-592	339	17	.	.	PUNCT
eurjchem-592	340	1	2.3	2.3	NUM
eurjchem-592	340	2	.	.	PUNCT
eurjchem-592	340	3	measurement	measurement	NOUN
eurjchem-592	340	4	of	of	ADP
eurjchem-592	340	5	antimicrobial	antimicrobial	ADJ
eurjchem-592	340	6	activity	activity	NOUN
eurjchem-592	340	7	using	use	VERB
eurjchem-592	340	8	the	the	DET
eurjchem-592	340	9	disc	disc	NOUN
eurjchem-592	340	10	diffusion	diffusion	NOUN
eurjchem-592	340	11	method	method	NOUN
eurjchem-592	340	12	a	a	DET
eurjchem-592	340	13	filter	filter	NOUN
eurjchem-592	340	14	paper	paper	NOUN
eurjchem-592	340	15	sterilized	sterilize	VERB
eurjchem-592	340	16	disc	disc	NOUN
eurjchem-592	340	17	(	(	PUNCT
eurjchem-592	340	18	diameter	diameter	NOUN
eurjchem-592	340	19	80	80	NUM
eurjchem-592	340	20	mm	mm	NOUN
eurjchem-592	340	21	)	)	PUNCT
eurjchem-592	340	22	saturated	saturate	VERB
eurjchem-592	340	23	with	with	ADP
eurjchem-592	340	24	measured	measured	ADJ
eurjchem-592	340	25	quantity	quantity	NOUN
eurjchem-592	340	26	of	of	ADP
eurjchem-592	340	27	the	the	DET
eurjchem-592	340	28	sample	sample	NOUN
eurjchem-592	340	29	is	be	AUX
eurjchem-592	340	30	placed	place	VERB
eurjchem-592	340	31	on	on	ADP
eurjchem-592	340	32	plate	plate	NOUN
eurjchem-592	340	33	containing	contain	VERB
eurjchem-592	340	34	solid	solid	ADJ
eurjchem-592	340	35	bacterial	bacterial	ADJ
eurjchem-592	340	36	medium	medium	NOUN
eurjchem-592	340	37	(	(	PUNCT
eurjchem-592	340	38	nutrient	nutrient	NOUN
eurjchem-592	340	39	agar	agar	NOUN
eurjchem-592	340	40	broth	broth	NOUN
eurjchem-592	340	41	)	)	PUNCT
eurjchem-592	340	42	or	or	CCONJ
eurjchem-592	340	43	fungal	fungal	ADJ
eurjchem-592	340	44	medium	medium	NOUN
eurjchem-592	340	45	(	(	PUNCT
eurjchem-592	340	46	dox	dox	NOUN
eurjchem-592	340	47	’s	’s	PART
eurjchem-592	340	48	medium	medium	NOUN
eurjchem-592	340	49	)	)	PUNCT
eurjchem-592	340	50	which	which	PRON
eurjchem-592	340	51	has	have	AUX
eurjchem-592	340	52	been	be	AUX
eurjchem-592	340	53	heavily	heavily	ADV
eurjchem-592	340	54	seeded	seed	VERB
eurjchem-592	340	55	with	with	ADP
eurjchem-592	340	56	the	the	DET
eurjchem-592	340	57	spore	spore	ADJ
eurjchem-592	340	58	suspension	suspension	NOUN
eurjchem-592	340	59	of	of	ADP
eurjchem-592	340	60	the	the	DET
eurjchem-592	340	61	tested	test	VERB
eurjchem-592	340	62	organism	organism	NOUN
eurjchem-592	340	63	.	.	PUNCT
eurjchem-592	341	1	after	after	ADP
eurjchem-592	341	2	inoculation	inoculation	NOUN
eurjchem-592	341	3	,	,	PUNCT
eurjchem-592	341	4	the	the	DET
eurjchem-592	341	5	diameter	diameter	NOUN
eurjchem-592	341	6	of	of	ADP
eurjchem-592	341	7	the	the	DET
eurjchem-592	341	8	clear	clear	ADJ
eurjchem-592	341	9	zone	zone	NOUN
eurjchem-592	341	10	of	of	ADP
eurjchem-592	341	11	inhibition	inhibition	NOUN
eurjchem-592	341	12	surrounding	surround	VERB
eurjchem-592	341	13	the	the	DET
eurjchem-592	341	14	sample	sample	NOUN
eurjchem-592	341	15	is	be	AUX
eurjchem-592	341	16	taken	take	VERB
eurjchem-592	341	17	as	as	ADP
eurjchem-592	341	18	a	a	DET
eurjchem-592	341	19	measure	measure	NOUN
eurjchem-592	341	20	of	of	ADP
eurjchem-592	341	21	the	the	DET
eurjchem-592	341	22	inhibitory	inhibitory	ADJ
eurjchem-592	341	23	power	power	NOUN
eurjchem-592	341	24	of	of	ADP
eurjchem-592	341	25	the	the	DET
eurjchem-592	341	26	sample	sample	NOUN
eurjchem-592	341	27	against	against	ADP
eurjchem-592	341	28	the	the	DET
eurjchem-592	341	29	particular	particular	ADJ
eurjchem-592	341	30	test	test	NOUN
eurjchem-592	341	31	organism	organism	NOUN
eurjchem-592	342	1	[	[	X
eurjchem-592	342	2	26‐	26‐	NUM
eurjchem-592	342	3	29	29	NUM
eurjchem-592	342	4	]	]	PUNCT
eurjchem-592	342	5	.	.	PUNCT
eurjchem-592	343	1	3	3	X
eurjchem-592	343	2	.	.	NOUN
eurjchem-592	343	3	results	result	NOUN
eurjchem-592	343	4	and	and	CCONJ
eurjchem-592	343	5	discussion	discussion	NOUN
eurjchem-592	343	6	3.1	3.1	NUM
eurjchem-592	343	7	.	.	PUNCT
eurjchem-592	344	1	synthesis	synthesis	NOUN
eurjchem-592	344	2	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	NUM
eurjchem-592	344	3	(	(	PUNCT
eurjchem-592	344	4	2	2	NUM
eurjchem-592	344	5	)	)	PUNCT
eurjchem-592	344	6	was	be	AUX
eurjchem-592	344	7	pre‐	pre‐	NOUN
eurjchem-592	344	8	pared	pare	VERB
eurjchem-592	344	9	via	via	ADP
eurjchem-592	344	10	acid‐catalyzed	acid‐catalyzed	ADJ
eurjchem-592	344	11	cyclodehydration	cyclodehydration	NOUN
eurjchem-592	344	12	of	of	ADP
eurjchem-592	344	13	the	the	PRON
eurjchem-592	344	14	β‐diketone	β‐diketone	NUM
eurjchem-592	344	15	;	;	PUNCT
eurjchem-592	344	16	1‐	1‐	NUM
eurjchem-592	344	17	(	(	PUNCT
eurjchem-592	344	18	3,5‐dichloro‐2‐hydroxyphenyl)butane‐1,3‐dione	3,5‐dichloro‐2‐hydroxyphenyl)butane‐1,3‐dione	NUM
eurjchem-592	344	19	(	(	PUNCT
eurjchem-592	344	20	1	1	NUM
eurjchem-592	344	21	)	)	PUNCT
eurjchem-592	345	1	[	[	X
eurjchem-592	345	2	30	30	NUM
eurjchem-592	345	3	]	]	PUNCT
eurjchem-592	345	4	.	.	PUNCT
eurjchem-592	346	1	2‐	2‐	NUM
eurjchem-592	346	2	methylchromones	methylchromone	NOUN
eurjchem-592	346	3	are	be	AUX
eurjchem-592	346	4	typical	typical	ADJ
eurjchem-592	346	5	substances	substance	NOUN
eurjchem-592	346	6	containing	contain	VERB
eurjchem-592	346	7	an	an	DET
eurjchem-592	346	8	active	active	ADJ
eurjchem-592	346	9	methyl	methyl	NOUN
eurjchem-592	346	10	group	group	NOUN
eurjchem-592	346	11	due	due	ADP
eurjchem-592	346	12	to	to	ADP
eurjchem-592	346	13	the	the	DET
eurjchem-592	346	14	considerable	considerable	ADJ
eurjchem-592	346	15	stabilization	stabilization	NOUN
eurjchem-592	346	16	of	of	ADP
eurjchem-592	346	17	the	the	DET
eurjchem-592	346	18	produced	produce	VERB
eurjchem-592	346	19	carbanion	carbanion	NOUN
eurjchem-592	346	20	by	by	ADP
eurjchem-592	346	21	abstracting	abstract	VERB
eurjchem-592	346	22	a	a	DET
eurjchem-592	346	23	proton	proton	NOUN
eurjchem-592	346	24	from	from	ADP
eurjchem-592	346	25	the	the	DET
eurjchem-592	346	26	methyl	methyl	NOUN
eurjchem-592	346	27	group	group	NOUN
eurjchem-592	346	28	as	as	ADP
eurjchem-592	346	29	a	a	DET
eurjchem-592	346	30	result	result	NOUN
eurjchem-592	346	31	of	of	ADP
eurjchem-592	346	32	conjugation	conjugation	NOUN
eurjchem-592	346	33	with	with	ADP
eurjchem-592	346	34	the	the	DET
eurjchem-592	346	35	double	double	ADJ
eurjchem-592	346	36	bond	bond	NOUN
eurjchem-592	346	37	and	and	CCONJ
eurjchem-592	346	38	carbonyl	carbonyl	NOUN
eurjchem-592	346	39	functionality	functionality	NOUN
eurjchem-592	346	40	.	.	PUNCT
eurjchem-592	347	1	thus	thus	ADV
eurjchem-592	347	2	6,8‐dichloro‐2‐methyl‐4h‐	6,8‐dichloro‐2‐methyl‐4h‐	NUM
eurjchem-592	347	3	chromen‐4‐one	chromen‐4‐one	NUM
eurjchem-592	347	4	(	(	PUNCT
eurjchem-592	347	5	2	2	X
eurjchem-592	347	6	)	)	PUNCT
eurjchem-592	347	7	condensed	condense	VERB
eurjchem-592	347	8	under	under	ADP
eurjchem-592	347	9	knovenagel	knovenagel	PROPN
eurjchem-592	347	10	reaction	reaction	NOUN
eurjchem-592	347	11	conditions	condition	NOUN
eurjchem-592	347	12	,	,	PUNCT
eurjchem-592	347	13	with	with	ADP
eurjchem-592	347	14	different	different	ADJ
eurjchem-592	347	15	aromatic	aromatic	ADJ
eurjchem-592	347	16	aldehydes	aldehyde	NOUN
eurjchem-592	347	17	namely	namely	ADV
eurjchem-592	347	18	,	,	PUNCT
eurjchem-592	347	19	benzaldehyde	benzaldehyde	NOUN
eurjchem-592	347	20	,	,	PUNCT
eurjchem-592	347	21	4‐flurorobenzaldehyde	4‐flurorobenzaldehyde	NOUN
eurjchem-592	347	22	and	and	CCONJ
eurjchem-592	347	23	4‐methoxy	4‐methoxy	ADJ
eurjchem-592	347	24	benzaldehyde	benzaldehyde	NOUN
eurjchem-592	347	25	to	to	PART
eurjchem-592	347	26	afford	afford	VERB
eurjchem-592	347	27	the	the	DET
eurjchem-592	347	28	corresponding	correspond	VERB
eurjchem-592	347	29	2‐styrylchromones	2‐styrylchromone	NOUN
eurjchem-592	347	30	(	(	PUNCT
eurjchem-592	347	31	3a‐c	3a‐c	NOUN
eurjchem-592	347	32	)	)	PUNCT
eurjchem-592	348	1	[	[	X
eurjchem-592	348	2	2,23,24,30‐33	2,23,24,30‐33	NUM
eurjchem-592	348	3	]	]	PUNCT
eurjchem-592	348	4	.	.	PUNCT
eurjchem-592	349	1	bromination	bromination	NOUN
eurjchem-592	349	2	of	of	ADP
eurjchem-592	349	3	2‐styryl	2‐styryl	NUM
eurjchem-592	349	4	chromone	chromone	NOUN
eurjchem-592	349	5	(	(	PUNCT
eurjchem-592	349	6	3a	3a	NUM
eurjchem-592	349	7	)	)	PUNCT
eurjchem-592	349	8	in	in	ADP
eurjchem-592	349	9	glacial	glacial	ADJ
eurjchem-592	349	10	acetic	acetic	ADJ
eurjchem-592	349	11	acid	acid	NOUN
eurjchem-592	349	12	gave	give	VERB
eurjchem-592	349	13	the	the	DET
eurjchem-592	349	14	corresponding	corresponding	ADJ
eurjchem-592	349	15	vicinal	vicinal	ADJ
eurjchem-592	349	16	dibromide	dibromide	NOUN
eurjchem-592	349	17	(	(	PUNCT
eurjchem-592	349	18	4	4	NUM
eurjchem-592	349	19	)	)	PUNCT
eurjchem-592	349	20	.	.	PUNCT
eurjchem-592	350	1	2‐styryl	2‐styryl	NUM
eurjchem-592	350	2	chromones	chromone	NOUN
eurjchem-592	350	3	(	(	PUNCT
eurjchem-592	350	4	3a‐c	3a‐c	PROPN
eurjchem-592	350	5	)	)	PUNCT
eurjchem-592	350	6	are	be	AUX
eurjchem-592	350	7	typical	typical	ADJ
eurjchem-592	350	8	dienes	diene	NOUN
eurjchem-592	350	9	which	which	PRON
eurjchem-592	350	10	underwent	undergo	VERB
eurjchem-592	350	11	cycloaddition	cycloaddition	NOUN
eurjchem-592	350	12	reactions	reaction	NOUN
eurjchem-592	350	13	under	under	ADP
eurjchem-592	350	14	diels	diel	NOUN
eurjchem-592	350	15	alder	alder	NOUN
eurjchem-592	350	16	reaction	reaction	NOUN
eurjchem-592	350	17	conditions	condition	NOUN
eurjchem-592	350	18	with	with	ADP
eurjchem-592	350	19	maleic	maleic	VERB
eurjchem-592	350	20	anhydride	anhydride	NOUN
eurjchem-592	350	21	and/or	and/or	CCONJ
eurjchem-592	350	22	n‐arylmaleimides	n‐arylmaleimide	VERB
eurjchem-592	350	23	as	as	ADP
eurjchem-592	350	24	dienophiles	dienophile	NOUN
eurjchem-592	350	25	,	,	PUNCT
eurjchem-592	350	26	to	to	PART
eurjchem-592	350	27	yield	yield	VERB
eurjchem-592	350	28	the	the	DET
eurjchem-592	350	29	initial	initial	ADJ
eurjchem-592	350	30	adducts	adduct	NOUN
eurjchem-592	350	31	which	which	PRON
eurjchem-592	350	32	subsequently	subsequently	ADV
eurjchem-592	350	33	underwent	undergo	VERB
eurjchem-592	350	34	dehydrogenation	dehydrogenation	NOUN
eurjchem-592	350	35	to	to	PART
eurjchem-592	350	36	afford	afford	VERB
eurjchem-592	350	37	the	the	DET
eurjchem-592	350	38	desired	desire	VERB
eurjchem-592	350	39	adducts	adduct	NOUN
eurjchem-592	350	40	(	(	PUNCT
eurjchem-592	350	41	5a‐	5a‐	NUM
eurjchem-592	350	42	g	g	NOUN
eurjchem-592	350	43	)	)	PUNCT
eurjchem-592	350	44	.	.	PUNCT
eurjchem-592	351	1	treatment	treatment	NOUN
eurjchem-592	351	2	of	of	ADP
eurjchem-592	351	3	starting	start	VERB
eurjchem-592	351	4	chromone	chromone	NOUN
eurjchem-592	351	5	2	2	NUM
eurjchem-592	351	6	with	with	ADP
eurjchem-592	351	7	thionyl	thionyl	ADJ
eurjchem-592	351	8	chloride	chloride	NOUN
eurjchem-592	351	9	in	in	ADP
eurjchem-592	351	10	boiling	boiling	NOUN
eurjchem-592	351	11	benzene	benzene	NOUN
eurjchem-592	351	12	yielded	yield	VERB
eurjchem-592	351	13	6,8‐dichloro‐2‐(trichloromethyl)‐4h‐	6,8‐dichloro‐2‐(trichloromethyl)‐4h‐	NOUN
eurjchem-592	351	14	chromen‐4‐one	chromen‐4‐one	X
eurjchem-592	351	15	(	(	PUNCT
eurjchem-592	351	16	6	6	NUM
eurjchem-592	351	17	)	)	PUNCT
eurjchem-592	351	18	,	,	PUNCT
eurjchem-592	351	19	which	which	PRON
eurjchem-592	351	20	underwent	undergo	VERB
eurjchem-592	351	21	heterocyclic	heterocyclic	ADJ
eurjchem-592	351	22	systems	system	NOUN
eurjchem-592	351	23	transformation	transformation	NOUN
eurjchem-592	351	24	under	under	ADP
eurjchem-592	351	25	the	the	DET
eurjchem-592	351	26	effect	effect	NOUN
eurjchem-592	351	27	of	of	ADP
eurjchem-592	351	28	aqueous	aqueous	ADJ
eurjchem-592	351	29	alcoholic	alcoholic	ADJ
eurjchem-592	351	30	koh	koh	PROPN
eurjchem-592	351	31	to	to	PART
eurjchem-592	351	32	yield	yield	VERB
eurjchem-592	351	33	coumarin	coumarin	NOUN
eurjchem-592	351	34	derivative	derivative	NOUN
eurjchem-592	351	35	(	(	PUNCT
eurjchem-592	351	36	7	7	NUM
eurjchem-592	351	37	)	)	PUNCT
eurjchem-592	351	38	.	.	PUNCT
eurjchem-592	352	1	condensation	condensation	NOUN
eurjchem-592	352	2	of	of	ADP
eurjchem-592	352	3	2‐methylchromone	2‐methylchromone	NOUN
eurjchem-592	352	4	2	2	NUM
eurjchem-592	352	5	with	with	ADP
eurjchem-592	352	6	diethyl	diethyl	NOUN
eurjchem-592	352	7	oxalate	oxalate	NOUN
eurjchem-592	352	8	in	in	ADP
eurjchem-592	352	9	the	the	DET
eurjchem-592	352	10	presence	presence	NOUN
eurjchem-592	352	11	of	of	ADP
eurjchem-592	352	12	sodium	sodium	NOUN
eurjchem-592	352	13	metal	metal	NOUN
eurjchem-592	352	14	gave	give	VERB
eurjchem-592	352	15	the	the	DET
eurjchem-592	352	16	corresponding	corresponding	ADJ
eurjchem-592	352	17	pyruvate	pyruvate	NOUN
eurjchem-592	352	18	esters	ester	NOUN
eurjchem-592	352	19	(	(	PUNCT
eurjchem-592	352	20	8)	8)	NUM
eurjchem-592	352	21	[	[	SYM
eurjchem-592	352	22	34	34	NUM
eurjchem-592	352	23	]	]	PUNCT
eurjchem-592	352	24	,	,	PUNCT
eurjchem-592	352	25	which	which	PRON
eurjchem-592	352	26	exists	exist	VERB
eurjchem-592	352	27	as	as	ADP
eurjchem-592	352	28	keto‐enol	keto‐enol	ADJ
eurjchem-592	352	29	tautomers	tautomer	NOUN
eurjchem-592	352	30	.	.	PUNCT
eurjchem-592	353	1	the	the	DET
eurjchem-592	353	2	alkaline	alkaline	NOUN
eurjchem-592	353	3	hydrolysis	hydrolysis	NOUN
eurjchem-592	353	4	of	of	ADP
eurjchem-592	353	5	compound	compound	NOUN
eurjchem-592	353	6	8	8	NUM
eurjchem-592	353	7	afforded	afford	VERB
eurjchem-592	353	8	salicylic	salicylic	ADJ
eurjchem-592	353	9	acid	acid	NOUN
eurjchem-592	353	10	derivative	derivative	NOUN
eurjchem-592	353	11	(	(	PUNCT
eurjchem-592	353	12	9	9	NUM
eurjchem-592	353	13	)	)	PUNCT
eurjchem-592	354	1	[	[	X
eurjchem-592	354	2	22,24	22,24	X
eurjchem-592	354	3	]	]	X
eurjchem-592	354	4	.	.	PUNCT
eurjchem-592	355	1	when	when	SCONJ
eurjchem-592	355	2	chromone	chromone	NOUN
eurjchem-592	355	3	2	2	NUM
eurjchem-592	355	4	was	be	AUX
eurjchem-592	355	5	allowed	allow	VERB
eurjchem-592	355	6	to	to	PART
eurjchem-592	355	7	react	react	VERB
eurjchem-592	355	8	with	with	ADP
eurjchem-592	355	9	phthalic	phthalic	ADJ
eurjchem-592	355	10	anhydride	anhydride	NOUN
eurjchem-592	355	11	at	at	ADP
eurjchem-592	355	12	elevated	elevated	ADJ
eurjchem-592	355	13	temperature	temperature	NOUN
eurjchem-592	355	14	in	in	ADP
eurjchem-592	355	15	absence	absence	NOUN
eurjchem-592	355	16	of	of	ADP
eurjchem-592	355	17	solvents	solvent	NOUN
eurjchem-592	355	18	in	in	ADP
eurjchem-592	355	19	the	the	DET
eurjchem-592	355	20	presence	presence	NOUN
eurjchem-592	355	21	of	of	ADP
eurjchem-592	355	22	fused	fuse	VERB
eurjchem-592	355	23	anhydrous	anhydrous	ADJ
eurjchem-592	355	24	sodium	sodium	NOUN
eurjchem-592	355	25	acetate	acetate	NOUN
eurjchem-592	355	26	,	,	PUNCT
eurjchem-592	355	27	a	a	DET
eurjchem-592	355	28	phthalide	phthalide	NOUN
eurjchem-592	355	29	(	(	PUNCT
eurjchem-592	355	30	10	10	NUM
eurjchem-592	355	31	)	)	PUNCT
eurjchem-592	355	32	was	be	AUX
eurjchem-592	355	33	formed	form	VERB
eurjchem-592	355	34	and	and	CCONJ
eurjchem-592	355	35	readily	readily	ADV
eurjchem-592	355	36	rearranged	rearrange	VERB
eurjchem-592	355	37	under	under	ADP
eurjchem-592	355	38	the	the	DET
eurjchem-592	355	39	influence	influence	NOUN
eurjchem-592	355	40	of	of	ADP
eurjchem-592	355	41	alcoholic	alcoholic	ADJ
eurjchem-592	355	42	sodium	sodium	NOUN
eurjchem-592	355	43	methoxide	methoxide	NOUN
eurjchem-592	355	44	solution	solution	NOUN
eurjchem-592	355	45	to	to	PART
eurjchem-592	355	46	afford	afford	VERB
eurjchem-592	355	47	the	the	DET
eurjchem-592	355	48	corresponding	correspond	VERB
eurjchem-592	355	49	1,3‐indandione	1,3‐indandione	NUM
eurjchem-592	355	50	derivative	derivative	NOUN
eurjchem-592	355	51	(	(	PUNCT
eurjchem-592	355	52	11	11	NUM
eurjchem-592	355	53	)	)	PUNCT
eurjchem-592	356	1	[	[	X
eurjchem-592	356	2	22,35	22,35	NUM
eurjchem-592	356	3	]	]	PUNCT
eurjchem-592	356	4	.	.	PUNCT
eurjchem-592	357	1	it	it	PRON
eurjchem-592	357	2	was	be	AUX
eurjchem-592	357	3	claimed	claim	VERB
eurjchem-592	357	4	that	that	SCONJ
eurjchem-592	358	1	[	[	X
eurjchem-592	358	2	36	36	NUM
eurjchem-592	358	3	]	]	PUNCT
eurjchem-592	358	4	treatment	treatment	NOUN
eurjchem-592	358	5	of	of	ADP
eurjchem-592	358	6	2‐methylchromones	2‐methylchromone	NOUN
eurjchem-592	358	7	with	with	ADP
eurjchem-592	358	8	an	an	DET
eurjchem-592	358	9	ethereal	ethereal	ADJ
eurjchem-592	358	10	sodium	sodium	NOUN
eurjchem-592	358	11	ethoxide	ethoxide	NOUN
eurjchem-592	358	12	solution	solution	NOUN
eurjchem-592	358	13	,	,	PUNCT
eurjchem-592	358	14	afforded	afford	VERB
eurjchem-592	358	15	dimeric	dimeric	ADJ
eurjchem-592	358	16	product	product	NOUN
eurjchem-592	358	17	(	(	PUNCT
eurjchem-592	358	18	12	12	NUM
eurjchem-592	358	19	)	)	PUNCT
eurjchem-592	358	20	.	.	PUNCT
eurjchem-592	359	1	in	in	ADP
eurjchem-592	359	2	our	our	PRON
eurjchem-592	359	3	laboratory	laboratory	NOUN
eurjchem-592	359	4	,	,	PUNCT
eurjchem-592	359	5	treatment	treatment	NOUN
eurjchem-592	359	6	of	of	ADP
eurjchem-592	359	7	chromone	chromone	NOUN
eurjchem-592	359	8	2	2	NUM
eurjchem-592	359	9	with	with	ADP
eurjchem-592	359	10	the	the	DET
eurjchem-592	359	11	same	same	ADJ
eurjchem-592	359	12	reagent	reagent	NOUN
eurjchem-592	359	13	gave	give	VERB
eurjchem-592	359	14	1‐(3,5‐dichloro‐2‐hydroxyphenyl)‐3‐	1‐(3,5‐dichloro‐2‐hydroxyphenyl)‐3‐	NUM
eurjchem-592	359	15	hydroxybut‐2‐en‐1‐one	hydroxybut‐2‐en‐1‐one	NOUN
eurjchem-592	359	16	(	(	PUNCT
eurjchem-592	359	17	13	13	NUM
eurjchem-592	359	18	)	)	PUNCT
eurjchem-592	359	19	was	be	AUX
eurjchem-592	359	20	isolated	isolate	VERB
eurjchem-592	359	21	as	as	ADP
eurjchem-592	359	22	a	a	DET
eurjchem-592	359	23	sole	sole	ADJ
eurjchem-592	359	24	product	product	NOUN
eurjchem-592	359	25	.	.	PUNCT
eurjchem-592	360	1	according	accord	VERB
eurjchem-592	360	2	to	to	ADP
eurjchem-592	360	3	our	our	PRON
eurjchem-592	360	4	speculation	speculation	NOUN
eurjchem-592	360	5	,	,	PUNCT
eurjchem-592	360	6	ethoxide	ethoxide	NOUN
eurjchem-592	360	7	acts	act	VERB
eurjchem-592	360	8	as	as	ADP
eurjchem-592	360	9	an	an	DET
eurjchem-592	360	10	oxygen	oxygen	NOUN
eurjchem-592	360	11	nucleophile	nucleophile	NOUN
eurjchem-592	360	12	not	not	PART
eurjchem-592	360	13	as	as	ADP
eurjchem-592	360	14	a	a	DET
eurjchem-592	360	15	base	base	NOUN
eurjchem-592	360	16	and	and	CCONJ
eurjchem-592	360	17	attacks	attack	NOUN
eurjchem-592	360	18	at	at	ADP
eurjchem-592	360	19	c‐2	c‐2	NOUN
eurjchem-592	360	20	with	with	ADP
eurjchem-592	360	21	ring	ring	NOUN
eurjchem-592	360	22	opening	opening	NOUN
eurjchem-592	360	23	followed	follow	VERB
eurjchem-592	360	24	by	by	ADP
eurjchem-592	360	25	hydrolysis	hydrolysis	NOUN
eurjchem-592	360	26	.	.	PUNCT
eurjchem-592	361	1	the	the	DET
eurjchem-592	361	2	structure	structure	NOUN
eurjchem-592	361	3	of	of	ADP
eurjchem-592	361	4	compound	compound	NOUN
eurjchem-592	361	5	13	13	NUM
eurjchem-592	361	6	was	be	AUX
eurjchem-592	361	7	ascertained	ascertain	VERB
eurjchem-592	361	8	from	from	ADP
eurjchem-592	361	9	elemental	elemental	ADJ
eurjchem-592	361	10	analysis	analysis	NOUN
eurjchem-592	361	11	as	as	ADV
eurjchem-592	361	12	well	well	ADV
eurjchem-592	361	13	as	as	ADP
eurjchem-592	361	14	spectral	spectral	ADJ
eurjchem-592	361	15	data	datum	NOUN
eurjchem-592	361	16	(	(	PUNCT
eurjchem-592	361	17	ir	ir	PROPN
eurjchem-592	361	18	,	,	PUNCT
eurjchem-592	361	19	1h	1h	NUM
eurjchem-592	361	20	nmr	nmr	NOUN
eurjchem-592	361	21	and	and	CCONJ
eurjchem-592	361	22	ms	ms	NOUN
eurjchem-592	361	23	)	)	PUNCT
eurjchem-592	361	24	(	(	PUNCT
eurjchem-592	361	25	scheme	scheme	NOUN
eurjchem-592	361	26	1	1	NUM
eurjchem-592	361	27	)	)	PUNCT
eurjchem-592	361	28	.	.	PUNCT
eurjchem-592	362	1	thiation	thiation	NOUN
eurjchem-592	362	2	of	of	ADP
eurjchem-592	362	3	chromone	chromone	NOUN
eurjchem-592	362	4	2	2	NUM
eurjchem-592	362	5	is	be	AUX
eurjchem-592	362	6	an	an	DET
eurjchem-592	362	7	interesting	interesting	ADJ
eurjchem-592	362	8	point	point	NOUN
eurjchem-592	362	9	as	as	SCONJ
eurjchem-592	362	10	we	we	PRON
eurjchem-592	362	11	obtain	obtain	VERB
eurjchem-592	362	12	results	result	NOUN
eurjchem-592	362	13	which	which	PRON
eurjchem-592	362	14	are	be	AUX
eurjchem-592	362	15	contradictory	contradictory	ADJ
eurjchem-592	362	16	with	with	ADP
eurjchem-592	362	17	the	the	DET
eurjchem-592	362	18	previously	previously	ADV
eurjchem-592	362	19	reported	report	VERB
eurjchem-592	362	20	ones	one	NOUN
eurjchem-592	362	21	[	[	X
eurjchem-592	362	22	23,37‐39	23,37‐39	NUM
eurjchem-592	362	23	]	]	X
eurjchem-592	362	24	.	.	PUNCT
eurjchem-592	363	1	all	all	DET
eurjchem-592	363	2	these	these	DET
eurjchem-592	363	3	publications	publication	NOUN
eurjchem-592	363	4	have	have	AUX
eurjchem-592	363	5	been	be	AUX
eurjchem-592	363	6	previously	previously	ADV
eurjchem-592	363	7	reported	report	VERB
eurjchem-592	363	8	to	to	PART
eurjchem-592	363	9	provide	provide	VERB
eurjchem-592	363	10	the	the	DET
eurjchem-592	363	11	monothio	monothio	ADJ
eurjchem-592	363	12	compound	compound	NOUN
eurjchem-592	363	13	;	;	PUNCT
eurjchem-592	363	14	whether	whether	SCONJ
eurjchem-592	363	15	the	the	DET
eurjchem-592	363	16	thiation	thiation	NOUN
eurjchem-592	363	17	was	be	AUX
eurjchem-592	363	18	carried	carry	VERB
eurjchem-592	363	19	out	out	ADP
eurjchem-592	363	20	by	by	ADP
eurjchem-592	363	21	p2s5	p2s5	SYM
eurjchem-592	363	22	/	/	SYM
eurjchem-592	363	23	dry	dry	ADJ
eurjchem-592	363	24	toluene	toluene	NOUN
eurjchem-592	363	25	or	or	CCONJ
eurjchem-592	363	26	xylene	xylene	NOUN
eurjchem-592	363	27	or	or	CCONJ
eurjchem-592	363	28	by	by	ADP
eurjchem-592	363	29	lawesson	lawesson	PROPN
eurjchem-592	363	30	's	's	PART
eurjchem-592	363	31	reagent	reagent	NOUN
eurjchem-592	363	32	.	.	PUNCT
eurjchem-592	364	1	6,8‐dichloro‐2‐methyl‐4h‐chromene‐4‐	6,8‐dichloro‐2‐methyl‐4h‐chromene‐4‐	NUM
eurjchem-592	364	2	thione	thione	NOUN
eurjchem-592	364	3	(	(	PUNCT
eurjchem-592	364	4	14	14	NUM
eurjchem-592	364	5	)	)	PUNCT
eurjchem-592	364	6	was	be	AUX
eurjchem-592	364	7	believed	believe	VERB
eurjchem-592	364	8	to	to	PART
eurjchem-592	364	9	be	be	AUX
eurjchem-592	364	10	obtained	obtain	VERB
eurjchem-592	364	11	via	via	ADP
eurjchem-592	364	12	thiation	thiation	NOUN
eurjchem-592	364	13	of	of	ADP
eurjchem-592	364	14	6,8‐	6,8‐	NUM
eurjchem-592	364	15	226	226	NUM
eurjchem-592	364	16	salem	salem	NOUN
eurjchem-592	364	17	et	et	PROPN
eurjchem-592	364	18	al	al	PROPN
eurjchem-592	364	19	.	.	PUNCT
eurjchem-592	364	20	/	/	SYM
eurjchem-592	364	21	european	european	PROPN
eurjchem-592	364	22	journal	journal	PROPN
eurjchem-592	364	23	of	of	ADP
eurjchem-592	364	24	chemistry	chemistry	NOUN
eurjchem-592	364	25	3	3	NUM
eurjchem-592	364	26	(	(	PUNCT
eurjchem-592	364	27	2	2	NUM
eurjchem-592	364	28	)	)	PUNCT
eurjchem-592	364	29	(	(	PUNCT
eurjchem-592	364	30	2012	2012	NUM
eurjchem-592	364	31	)	)	PUNCT
eurjchem-592	364	32	220‐227	220‐227	PROPN
eurjchem-592	364	33	dichloro‐2‐methyl‐4h‐chromen‐4‐one	dichloro‐2‐methyl‐4h‐chromen‐4‐one	NOUN
eurjchem-592	364	34	(	(	PUNCT
eurjchem-592	364	35	2	2	NUM
eurjchem-592	364	36	)	)	PUNCT
eurjchem-592	364	37	with	with	ADP
eurjchem-592	364	38	phosphorus	phosphorus	NOUN
eurjchem-592	364	39	pentasulfide	pentasulfide	ADJ
eurjchem-592	364	40	in	in	ADP
eurjchem-592	364	41	dry	dry	ADJ
eurjchem-592	364	42	toluene	toluene	NOUN
eurjchem-592	364	43	.	.	PUNCT
eurjchem-592	365	1	however	however	ADV
eurjchem-592	365	2	,	,	PUNCT
eurjchem-592	365	3	the	the	DET
eurjchem-592	365	4	6,8‐dichloro‐2‐	6,8‐dichloro‐2‐	NUM
eurjchem-592	365	5	methyl‐4h‐thiochromene‐4‐thione	methyl‐4h‐thiochromene‐4‐thione	NOUN
eurjchem-592	365	6	(	(	PUNCT
eurjchem-592	365	7	15	15	NUM
eurjchem-592	365	8	)	)	PUNCT
eurjchem-592	365	9	was	be	AUX
eurjchem-592	365	10	the	the	DET
eurjchem-592	365	11	sole	sole	ADJ
eurjchem-592	365	12	product	product	NOUN
eurjchem-592	365	13	.	.	PUNCT
eurjchem-592	366	1	the	the	DET
eurjchem-592	366	2	reaction	reaction	NOUN
eurjchem-592	366	3	of	of	ADP
eurjchem-592	366	4	2‐methylchromones	2‐methylchromone	NOUN
eurjchem-592	366	5	with	with	ADP
eurjchem-592	366	6	malononitrile	malononitrile	NOUN
eurjchem-592	366	7	as	as	ADP
eurjchem-592	366	8	an	an	DET
eurjchem-592	366	9	example	example	NOUN
eurjchem-592	366	10	of	of	ADP
eurjchem-592	366	11	compounds	compound	NOUN
eurjchem-592	366	12	containing	contain	VERB
eurjchem-592	366	13	active	active	ADJ
eurjchem-592	366	14	methylene	methylene	NOUN
eurjchem-592	366	15	groups	group	NOUN
eurjchem-592	366	16	yields	yield	VERB
eurjchem-592	366	17	a	a	DET
eurjchem-592	366	18	product	product	NOUN
eurjchem-592	366	19	,	,	PUNCT
eurjchem-592	366	20	which	which	PRON
eurjchem-592	366	21	depends	depend	VERB
eurjchem-592	366	22	upon	upon	SCONJ
eurjchem-592	366	23	the	the	DET
eurjchem-592	366	24	reaction	reaction	NOUN
eurjchem-592	366	25	conditions	condition	NOUN
eurjchem-592	366	26	.	.	PUNCT
eurjchem-592	367	1	thus	thus	ADV
eurjchem-592	367	2	,	,	PUNCT
eurjchem-592	367	3	when	when	SCONJ
eurjchem-592	367	4	2‐methylchromone	2‐methylchromone	NOUN
eurjchem-592	367	5	2	2	NUM
eurjchem-592	367	6	was	be	AUX
eurjchem-592	367	7	allowed	allow	VERB
eurjchem-592	367	8	to	to	PART
eurjchem-592	367	9	react	react	VERB
eurjchem-592	367	10	with	with	ADP
eurjchem-592	367	11	malononitrile	malononitrile	NOUN
eurjchem-592	367	12	(	(	PUNCT
eurjchem-592	367	13	1:1	1:1	NUM
eurjchem-592	367	14	)	)	PUNCT
eurjchem-592	367	15	in	in	ADP
eurjchem-592	367	16	boiling	boil	VERB
eurjchem-592	367	17	acetic	acetic	ADJ
eurjchem-592	367	18	anhydride	anhydride	NOUN
eurjchem-592	367	19	,	,	PUNCT
eurjchem-592	367	20	the	the	DET
eurjchem-592	367	21	corresponding	corresponding	ADJ
eurjchem-592	367	22	condensation	condensation	NOUN
eurjchem-592	367	23	product	product	NOUN
eurjchem-592	367	24	16	16	NUM
eurjchem-592	367	25	was	be	AUX
eurjchem-592	367	26	obtained	obtain	VERB
eurjchem-592	367	27	[	[	X
eurjchem-592	367	28	24	24	NUM
eurjchem-592	367	29	]	]	PUNCT
eurjchem-592	367	30	.	.	PUNCT
eurjchem-592	368	1	the	the	DET
eurjchem-592	368	2	product	product	NOUN
eurjchem-592	368	3	16	16	NUM
eurjchem-592	368	4	is	be	AUX
eurjchem-592	368	5	formed	form	VERB
eurjchem-592	368	6	via	via	ADP
eurjchem-592	368	7	carbon	carbon	NOUN
eurjchem-592	368	8	nucleophile	nucleophile	ADJ
eurjchem-592	368	9	attack	attack	NOUN
eurjchem-592	368	10	of	of	ADP
eurjchem-592	368	11	the	the	DET
eurjchem-592	368	12	active	active	ADJ
eurjchem-592	368	13	methylene	methylene	NOUN
eurjchem-592	368	14	on	on	ADP
eurjchem-592	368	15	the	the	DET
eurjchem-592	368	16	electronically	electronically	ADV
eurjchem-592	368	17	deficient	deficient	ADJ
eurjchem-592	368	18	carbonyl	carbonyl	NOUN
eurjchem-592	368	19	carbon	carbon	NOUN
eurjchem-592	368	20	of	of	ADP
eurjchem-592	368	21	chromone	chromone	NOUN
eurjchem-592	368	22	nucleus	nucleus	NOUN
eurjchem-592	368	23	.	.	PUNCT
eurjchem-592	369	1	on	on	ADP
eurjchem-592	369	2	the	the	DET
eurjchem-592	369	3	other	other	ADJ
eurjchem-592	369	4	hand	hand	NOUN
eurjchem-592	369	5	,	,	PUNCT
eurjchem-592	369	6	when	when	SCONJ
eurjchem-592	369	7	2‐methylchromone	2‐methylchromone	NUM
eurjchem-592	369	8	,	,	PUNCT
eurjchem-592	369	9	2	2	NUM
eurjchem-592	369	10	was	be	AUX
eurjchem-592	369	11	allowed	allow	VERB
eurjchem-592	369	12	to	to	PART
eurjchem-592	369	13	react	react	VERB
eurjchem-592	369	14	with	with	ADP
eurjchem-592	369	15	excess	excess	ADJ
eurjchem-592	369	16	malononitrile	malononitrile	NOUN
eurjchem-592	369	17	in	in	ADP
eurjchem-592	369	18	refluxing	refluxing	NOUN
eurjchem-592	369	19	ethanol	ethanol	NOUN
eurjchem-592	369	20	containing	contain	VERB
eurjchem-592	369	21	few	few	ADJ
eurjchem-592	369	22	drops	drop	NOUN
eurjchem-592	369	23	of	of	ADP
eurjchem-592	369	24	piperidine	piperidine	NOUN
eurjchem-592	369	25	,	,	PUNCT
eurjchem-592	369	26	the	the	DET
eurjchem-592	369	27	product	product	NOUN
eurjchem-592	369	28	was	be	AUX
eurjchem-592	369	29	identified	identify	VERB
eurjchem-592	369	30	to	to	PART
eurjchem-592	369	31	be	be	AUX
eurjchem-592	369	32	the	the	DET
eurjchem-592	369	33	tricarbonitrile	tricarbonitrile	ADJ
eurjchem-592	369	34	(	(	PUNCT
eurjchem-592	369	35	17	17	NUM
eurjchem-592	369	36	)	)	PUNCT
eurjchem-592	369	37	which	which	PRON
eurjchem-592	369	38	is	be	AUX
eurjchem-592	369	39	formed	form	VERB
eurjchem-592	369	40	from	from	ADP
eurjchem-592	369	41	the	the	DET
eurjchem-592	369	42	attack	attack	NOUN
eurjchem-592	369	43	of	of	ADP
eurjchem-592	369	44	a	a	DET
eurjchem-592	369	45	second	second	ADJ
eurjchem-592	369	46	malononitrile	malononitrile	NOUN
eurjchem-592	369	47	molecule	molecule	NOUN
eurjchem-592	369	48	on	on	ADP
eurjchem-592	369	49	the	the	DET
eurjchem-592	369	50	initially	initially	ADV
eurjchem-592	369	51	formed	form	VERB
eurjchem-592	369	52	condensation	condensation	NOUN
eurjchem-592	369	53	intermediate	intermediate	ADJ
eurjchem-592	369	54	of	of	ADP
eurjchem-592	369	55	type	type	NOUN
eurjchem-592	369	56	(	(	PUNCT
eurjchem-592	369	57	16	16	NUM
eurjchem-592	369	58	)	)	PUNCT
eurjchem-592	369	59	.	.	PUNCT
eurjchem-592	370	1	the	the	DET
eurjchem-592	370	2	attack	attack	NOUN
eurjchem-592	370	3	occurs	occur	VERB
eurjchem-592	370	4	at	at	ADP
eurjchem-592	370	5	one	one	NUM
eurjchem-592	370	6	cyano	cyano	NOUN
eurjchem-592	370	7	group	group	NOUN
eurjchem-592	370	8	but	but	CCONJ
eurjchem-592	370	9	not	not	PART
eurjchem-592	370	10	on	on	ADP
eurjchem-592	370	11	both	both	PRON
eurjchem-592	370	12	probably	probably	ADV
eurjchem-592	370	13	due	due	ADJ
eurjchem-592	370	14	to	to	ADP
eurjchem-592	370	15	steric	steric	ADJ
eurjchem-592	370	16	hindrance	hindrance	NOUN
eurjchem-592	370	17	.	.	PUNCT
eurjchem-592	371	1	the	the	DET
eurjchem-592	371	2	present	present	ADJ
eurjchem-592	371	3	work	work	NOUN
eurjchem-592	371	4	extended	extend	VERB
eurjchem-592	371	5	to	to	PART
eurjchem-592	371	6	investigate	investigate	VERB
eurjchem-592	371	7	the	the	DET
eurjchem-592	371	8	behaviour	behaviour	NOUN
eurjchem-592	371	9	of	of	ADP
eurjchem-592	371	10	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	NUM
eurjchem-592	371	11	(	(	PUNCT
eurjchem-592	371	12	2	2	NUM
eurjchem-592	371	13	)	)	PUNCT
eurjchem-592	371	14	towards	towards	ADP
eurjchem-592	371	15	nitrogen	nitrogen	NOUN
eurjchem-592	371	16	nucleophiles	nucleophile	NOUN
eurjchem-592	371	17	namely	namely	ADV
eurjchem-592	371	18	,	,	PUNCT
eurjchem-592	371	19	hydrazine	hydrazine	NOUN
eurjchem-592	371	20	hydrate	hydrate	NOUN
eurjchem-592	371	21	,	,	PUNCT
eurjchem-592	371	22	phenyl	phenyl	NOUN
eurjchem-592	371	23	hydrazine	hydrazine	NOUN
eurjchem-592	371	24	,	,	PUNCT
eurjchem-592	371	25	hydroxyl	hydroxyl	NOUN
eurjchem-592	371	26	amine	amine	ADJ
eurjchem-592	371	27	hydrochloride	hydrochloride	NOUN
eurjchem-592	371	28	and	and	CCONJ
eurjchem-592	371	29	ammonium	ammonium	NOUN
eurjchem-592	371	30	acetate	acetate	NOUN
eurjchem-592	371	31	.	.	PUNCT
eurjchem-592	372	1	thus	thus	ADV
eurjchem-592	372	2	hydrazinolysis	hydrazinolysis	NOUN
eurjchem-592	372	3	of	of	ADP
eurjchem-592	372	4	the	the	DET
eurjchem-592	372	5	chromone	chromone	NOUN
eurjchem-592	372	6	derivative	derivative	ADJ
eurjchem-592	372	7	2	2	NUM
eurjchem-592	372	8	with	with	ADP
eurjchem-592	372	9	hydrazines	hydrazine	NOUN
eurjchem-592	372	10	namely	namely	ADV
eurjchem-592	372	11	hydrazine	hydrazine	NOUN
eurjchem-592	372	12	hydrate	hydrate	NOUN
eurjchem-592	372	13	,	,	PUNCT
eurjchem-592	372	14	phenyl	phenyl	NOUN
eurjchem-592	372	15	hydrazine	hydrazine	NOUN
eurjchem-592	372	16	in	in	ADP
eurjchem-592	372	17	boiling	boiling	NOUN
eurjchem-592	372	18	pyridine	pyridine	NOUN
eurjchem-592	372	19	underwent	underwent	NOUN
eurjchem-592	372	20	cleavage	cleavage	NOUN
eurjchem-592	372	21	of	of	ADP
eurjchem-592	372	22	the	the	DET
eurjchem-592	372	23	pyran	pyran	ADJ
eurjchem-592	372	24	ring	ring	NOUN
eurjchem-592	372	25	and	and	CCONJ
eurjchem-592	372	26	afforded	afford	VERB
eurjchem-592	372	27	the	the	DET
eurjchem-592	372	28	corresponding	corresponding	ADJ
eurjchem-592	372	29	pyrazoles	pyrazole	NOUN
eurjchem-592	372	30	(	(	PUNCT
eurjchem-592	372	31	18a	18a	NOUN
eurjchem-592	372	32	,	,	PUNCT
eurjchem-592	372	33	b	b	NOUN
eurjchem-592	372	34	)	)	PUNCT
eurjchem-592	372	35	,	,	PUNCT
eurjchem-592	372	36	respectively	respectively	ADV
eurjchem-592	372	37	[	[	X
eurjchem-592	372	38	22,24,40	22,24,40	NUM
eurjchem-592	372	39	]	]	PUNCT
eurjchem-592	372	40	.	.	PUNCT
eurjchem-592	373	1	when	when	SCONJ
eurjchem-592	373	2	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	6,8‐dichloro‐2‐methyl‐4h‐chromen‐4‐one	NUM
eurjchem-592	373	3	,	,	PUNCT
eurjchem-592	373	4	2	2	NUM
eurjchem-592	373	5	was	be	AUX
eurjchem-592	373	6	allowed	allow	VERB
eurjchem-592	373	7	to	to	PART
eurjchem-592	373	8	react	react	VERB
eurjchem-592	373	9	with	with	ADP
eurjchem-592	373	10	excess	excess	ADJ
eurjchem-592	373	11	hydroxylamine	hydroxylamine	ADJ
eurjchem-592	373	12	hydrochloride	hydrochloride	NOUN
eurjchem-592	373	13	,	,	PUNCT
eurjchem-592	373	14	it	it	PRON
eurjchem-592	373	15	gave	give	VERB
eurjchem-592	373	16	the	the	DET
eurjchem-592	373	17	isoxazol	isoxazol	VERB
eurjchem-592	373	18	derivative	derivative	ADJ
eurjchem-592	373	19	19	19	NUM
eurjchem-592	373	20	via	via	ADP
eurjchem-592	373	21	the	the	DET
eurjchem-592	373	22	attack	attack	NOUN
eurjchem-592	373	23	of	of	ADP
eurjchem-592	373	24	nitrogen	nitrogen	NOUN
eurjchem-592	373	25	atom	atom	NOUN
eurjchem-592	373	26	by	by	ADP
eurjchem-592	373	27	its	its	PRON
eurjchem-592	373	28	lone	lone	ADJ
eurjchem-592	373	29	pair	pair	NOUN
eurjchem-592	373	30	on	on	ADP
eurjchem-592	373	31	c‐2	c‐2	NOUN
eurjchem-592	373	32	of	of	ADP
eurjchem-592	373	33	chromone	chromone	NOUN
eurjchem-592	373	34	moiety	moiety	NOUN
eurjchem-592	373	35	leading	lead	VERB
eurjchem-592	373	36	to	to	ADP
eurjchem-592	373	37	chromone	chromone	NOUN
eurjchem-592	373	38	ring	ring	NOUN
eurjchem-592	373	39	cleavage	cleavage	NOUN
eurjchem-592	373	40	.	.	PUNCT
eurjchem-592	374	1	both	both	PRON
eurjchem-592	374	2	compounds	compound	VERB
eurjchem-592	374	3	18	18	NUM
eurjchem-592	374	4	and	and	CCONJ
eurjchem-592	374	5	19	19	NUM
eurjchem-592	374	6	have	have	VERB
eurjchem-592	374	7	two	two	NUM
eurjchem-592	374	8	indistinguished	indistinguishe	VERB
eurjchem-592	374	9	probable	probable	ADJ
eurjchem-592	374	10	structures	structure	NOUN
eurjchem-592	374	11	obtained	obtain	VERB
eurjchem-592	374	12	from	from	ADP
eurjchem-592	374	13	the	the	DET
eurjchem-592	374	14	mode	mode	NOUN
eurjchem-592	374	15	of	of	ADP
eurjchem-592	374	16	the	the	DET
eurjchem-592	374	17	nitrogen	nitrogen	NOUN
eurjchem-592	374	18	nucleophile	nucleophile	ADJ
eurjchem-592	374	19	attack	attack	NOUN
eurjchem-592	374	20	on	on	ADP
eurjchem-592	374	21	two	two	NUM
eurjchem-592	374	22	competitive	competitive	ADJ
eurjchem-592	374	23	electrophilic	electrophilic	ADJ
eurjchem-592	374	24	centers	center	NOUN
eurjchem-592	374	25	of	of	ADP
eurjchem-592	374	26	the	the	DET
eurjchem-592	374	27	substrate	substrate	NOUN
eurjchem-592	374	28	(	(	PUNCT
eurjchem-592	374	29	2	2	NUM
eurjchem-592	374	30	)	)	PUNCT
eurjchem-592	374	31	.	.	PUNCT
eurjchem-592	375	1	the	the	DET
eurjchem-592	375	2	latter	latter	ADJ
eurjchem-592	375	3	are	be	AUX
eurjchem-592	375	4	the	the	DET
eurjchem-592	375	5	c‐2	c‐2	NOUN
eurjchem-592	375	6	and	and	CCONJ
eurjchem-592	375	7	c‐4	c‐4	PROPN
eurjchem-592	375	8	of	of	ADP
eurjchem-592	375	9	chromone	chromone	NOUN
eurjchem-592	375	10	moiety	moiety	NOUN
eurjchem-592	375	11	.	.	PUNCT
eurjchem-592	376	1	1‐acetyl‐6,8‐dichloro‐2‐	1‐acetyl‐6,8‐dichloro‐2‐	NUM
eurjchem-592	376	2	methylquinolin‐4(1h)‐one	methylquinolin‐4(1h)‐one	NOUN
eurjchem-592	376	3	(	(	PUNCT
eurjchem-592	376	4	20	20	NUM
eurjchem-592	376	5	)	)	PUNCT
eurjchem-592	376	6	was	be	AUX
eurjchem-592	376	7	formed	form	VERB
eurjchem-592	376	8	when	when	SCONJ
eurjchem-592	376	9	a	a	DET
eurjchem-592	376	10	mixture	mixture	NOUN
eurjchem-592	376	11	of	of	ADP
eurjchem-592	376	12	2‐methylchromone	2‐methylchromone	NUM
eurjchem-592	376	13	derivative	derivative	NOUN
eurjchem-592	376	14	(	(	PUNCT
eurjchem-592	376	15	2	2	NUM
eurjchem-592	376	16	)	)	PUNCT
eurjchem-592	376	17	and	and	CCONJ
eurjchem-592	376	18	ammonium	ammonium	NOUN
eurjchem-592	376	19	acetate	acetate	NOUN
eurjchem-592	376	20	was	be	AUX
eurjchem-592	376	21	fused	fuse	VERB
eurjchem-592	376	22	for	for	ADP
eurjchem-592	376	23	3h	3h	NUM
eurjchem-592	376	24	in	in	ADP
eurjchem-592	376	25	absence	absence	NOUN
eurjchem-592	376	26	of	of	ADP
eurjchem-592	376	27	solvents	solvent	NOUN
eurjchem-592	376	28	(	(	PUNCT
eurjchem-592	376	29	scheme	scheme	NOUN
eurjchem-592	376	30	3	3	NUM
eurjchem-592	376	31	)	)	PUNCT
eurjchem-592	376	32	.	.	PUNCT
eurjchem-592	377	1	3.2	3.2	NUM
eurjchem-592	377	2	.	.	PUNCT
eurjchem-592	377	3	biological	biological	ADJ
eurjchem-592	377	4	activity	activity	NOUN
eurjchem-592	377	5	antibacterial	antibacterial	ADJ
eurjchem-592	377	6	and	and	CCONJ
eurjchem-592	377	7	antifungal	antifungal	ADJ
eurjchem-592	377	8	activities	activity	NOUN
eurjchem-592	377	9	of	of	ADP
eurjchem-592	377	10	some	some	DET
eurjchem-592	377	11	selected	select	VERB
eurjchem-592	377	12	synthesized	synthesize	VERB
eurjchem-592	377	13	compounds	compound	NOUN
eurjchem-592	377	14	were	be	AUX
eurjchem-592	377	15	screened	screen	VERB
eurjchem-592	377	16	using	use	VERB
eurjchem-592	377	17	the	the	DET
eurjchem-592	377	18	disc	disc	NOUN
eurjchem-592	377	19	diffusion	diffusion	NOUN
eurjchem-592	377	20	method	method	NOUN
eurjchem-592	377	21	.	.	PUNCT
eurjchem-592	378	1	the	the	DET
eurjchem-592	378	2	experiments	experiment	NOUN
eurjchem-592	378	3	were	be	AUX
eurjchem-592	378	4	performed	perform	VERB
eurjchem-592	378	5	using	use	VERB
eurjchem-592	378	6	test	test	NOUN
eurjchem-592	378	7	bacterial	bacterial	ADJ
eurjchem-592	378	8	organisms	organism	NOUN
eurjchem-592	378	9	belonging	belong	VERB
eurjchem-592	378	10	to	to	ADP
eurjchem-592	378	11	the	the	DET
eurjchem-592	378	12	gram‐positive	gram‐positive	ADJ
eurjchem-592	378	13	and	and	CCONJ
eurjchem-592	378	14	gram‐negative	gram‐negative	ADJ
eurjchem-592	378	15	groups	group	NOUN
eurjchem-592	378	16	namely	namely	ADV
eurjchem-592	378	17	staphylococcus	staphylococcus	NOUN
eurjchem-592	378	18	aureus	aureus	NOUN
eurjchem-592	378	19	and	and	CCONJ
eurjchem-592	378	20	escherichia	escherichia	NOUN
eurjchem-592	378	21	coil	coil	NOUN
eurjchem-592	378	22	respectively	respectively	ADV
eurjchem-592	378	23	as	as	ADV
eurjchem-592	378	24	well	well	ADV
eurjchem-592	378	25	as	as	ADP
eurjchem-592	378	26	candida	candida	NOUN
eurjchem-592	378	27	albicans	albican	NOUN
eurjchem-592	378	28	and	and	CCONJ
eurjchem-592	378	29	aspergillus	aspergillus	NOUN
eurjchem-592	378	30	flavus	flavus	NOUN
eurjchem-592	378	31	as	as	ADP
eurjchem-592	378	32	tested	test	VERB
eurjchem-592	378	33	fungi	fungi	PROPN
eurjchem-592	378	34	.	.	PUNCT
eurjchem-592	379	1	compounds	compound	NOUN
eurjchem-592	379	2	under	under	ADP
eurjchem-592	379	3	investigation	investigation	NOUN
eurjchem-592	379	4	were	be	AUX
eurjchem-592	379	5	dissolved	dissolve	VERB
eurjchem-592	379	6	in	in	ADP
eurjchem-592	379	7	dmso	dmso	NOUN
eurjchem-592	379	8	as	as	ADP
eurjchem-592	379	9	an	an	DET
eurjchem-592	379	10	inactive	inactive	ADJ
eurjchem-592	379	11	solvent	solvent	NOUN
eurjchem-592	379	12	towards	towards	ADP
eurjchem-592	379	13	all	all	DET
eurjchem-592	379	14	microorganisms	microorganism	NOUN
eurjchem-592	379	15	.	.	PUNCT
eurjchem-592	380	1	the	the	DET
eurjchem-592	380	2	concentration	concentration	NOUN
eurjchem-592	380	3	of	of	ADP
eurjchem-592	380	4	dmso	dmso	ADJ
eurjchem-592	380	5	solutions	solution	NOUN
eurjchem-592	380	6	was	be	AUX
eurjchem-592	380	7	0.2	0.2	NUM
eurjchem-592	380	8	mg/	mg/	ADJ
eurjchem-592	380	9	ml	ml	NOUN
eurjchem-592	380	10	table	table	NOUN
eurjchem-592	380	11	1	1	NUM
eurjchem-592	380	12	and	and	CCONJ
eurjchem-592	380	13	figure	figure	NOUN
eurjchem-592	380	14	1	1	NUM
eurjchem-592	380	15	revealed	reveal	VERB
eurjchem-592	380	16	the	the	DET
eurjchem-592	380	17	inhibitory	inhibitory	ADJ
eurjchem-592	380	18	activity	activity	NOUN
eurjchem-592	380	19	of	of	ADP
eurjchem-592	380	20	nine	nine	NUM
eurjchem-592	380	21	selected	select	VERB
eurjchem-592	380	22	compounds	compound	NOUN
eurjchem-592	380	23	,	,	PUNCT
eurjchem-592	380	24	3b	3b	NUM
eurjchem-592	380	25	,	,	PUNCT
eurjchem-592	380	26	4	4	NUM
eurjchem-592	380	27	,	,	PUNCT
eurjchem-592	380	28	5	5	NUM
eurjchem-592	380	29	g	g	NOUN
eurjchem-592	380	30	,	,	PUNCT
eurjchem-592	380	31	9	9	NUM
eurjchem-592	380	32	,	,	PUNCT
eurjchem-592	380	33	10	10	NUM
eurjchem-592	380	34	,	,	PUNCT
eurjchem-592	380	35	13	13	NUM
eurjchem-592	380	36	,	,	PUNCT
eurjchem-592	380	37	15	15	NUM
eurjchem-592	380	38	,	,	PUNCT
eurjchem-592	380	39	18b	18b	NUM
eurjchem-592	380	40	and	and	CCONJ
eurjchem-592	380	41	19	19	NUM
eurjchem-592	380	42	derived	derive	VERB
eurjchem-592	380	43	from	from	ADP
eurjchem-592	380	44	the	the	DET
eurjchem-592	380	45	starting	start	VERB
eurjchem-592	380	46	2‐methylchromone	2‐methylchromone	NUM
eurjchem-592	380	47	(	(	PUNCT
eurjchem-592	380	48	2	2	NUM
eurjchem-592	380	49	)	)	PUNCT
eurjchem-592	380	50	.	.	PUNCT
eurjchem-592	381	1	the	the	DET
eurjchem-592	381	2	following	follow	VERB
eurjchem-592	381	3	points	point	NOUN
eurjchem-592	381	4	have	have	AUX
eurjchem-592	381	5	been	be	AUX
eurjchem-592	381	6	noticed	notice	VERB
eurjchem-592	381	7	:	:	PUNCT
eurjchem-592	381	8	(	(	PUNCT
eurjchem-592	381	9	1	1	X
eurjchem-592	381	10	)	)	PUNCT
eurjchem-592	381	11	the	the	DET
eurjchem-592	381	12	compounds	compound	NOUN
eurjchem-592	381	13	under	under	ADP
eurjchem-592	381	14	investigation	investigation	NOUN
eurjchem-592	381	15	have	have	VERB
eurjchem-592	381	16	more	more	ADJ
eurjchem-592	381	17	inhibitory	inhibitory	ADJ
eurjchem-592	381	18	action	action	NOUN
eurjchem-592	381	19	than	than	ADP
eurjchem-592	381	20	the	the	DET
eurjchem-592	381	21	starting	starting	NOUN
eurjchem-592	381	22	compound	compound	NOUN
eurjchem-592	381	23	except	except	SCONJ
eurjchem-592	381	24	compounds	compound	NOUN
eurjchem-592	381	25	,	,	PUNCT
eurjchem-592	381	26	3b	3b	NUM
eurjchem-592	381	27	,	,	PUNCT
eurjchem-592	381	28	5	5	NUM
eurjchem-592	381	29	g	g	NOUN
eurjchem-592	381	30	and	and	CCONJ
eurjchem-592	381	31	15	15	NUM
eurjchem-592	381	32	.	.	PUNCT
eurjchem-592	382	1	(	(	PUNCT
eurjchem-592	382	2	2	2	X
eurjchem-592	382	3	)	)	PUNCT
eurjchem-592	382	4	compound	compound	NOUN
eurjchem-592	382	5	13	13	NUM
eurjchem-592	382	6	showed	show	VERB
eurjchem-592	382	7	inhibitory	inhibitory	ADJ
eurjchem-592	382	8	effect	effect	NOUN
eurjchem-592	382	9	against	against	ADP
eurjchem-592	382	10	gram‐	gram‐	PROPN
eurjchem-592	382	11	positive	positive	ADJ
eurjchem-592	382	12	as	as	ADP
eurjchem-592	382	13	the	the	DET
eurjchem-592	382	14	same	same	ADJ
eurjchem-592	382	15	as	as	ADP
eurjchem-592	382	16	standard	standard	ADJ
eurjchem-592	382	17	compound	compound	NOUN
eurjchem-592	382	18	.	.	PUNCT
eurjchem-592	383	1	(	(	PUNCT
eurjchem-592	383	2	3	3	X
eurjchem-592	383	3	)	)	PUNCT
eurjchem-592	383	4	the	the	DET
eurjchem-592	383	5	tested	test	VERB
eurjchem-592	383	6	compounds	compound	NOUN
eurjchem-592	383	7	could	could	AUX
eurjchem-592	383	8	be	be	AUX
eurjchem-592	383	9	classified	classify	VERB
eurjchem-592	383	10	,	,	PUNCT
eurjchem-592	383	11	according	accord	VERB
eurjchem-592	383	12	to	to	ADP
eurjchem-592	383	13	their	their	PRON
eurjchem-592	383	14	activities	activity	NOUN
eurjchem-592	383	15	into	into	ADP
eurjchem-592	383	16	four	four	NUM
eurjchem-592	383	17	groups	group	NOUN
eurjchem-592	383	18	:	:	PUNCT
eurjchem-592	383	19	a	a	X
eurjchem-592	383	20	)	)	PUNCT
eurjchem-592	383	21	group	group	NOUN
eurjchem-592	383	22	1	1	NUM
eurjchem-592	383	23	:	:	PUNCT
eurjchem-592	383	24	compound	compound	VERB
eurjchem-592	383	25	3,5‐dichloro‐2‐hydroxybenzoic	3,5‐dichloro‐2‐hydroxybenzoic	ADJ
eurjchem-592	383	26	acid	acid	NOUN
eurjchem-592	383	27	(	(	PUNCT
eurjchem-592	383	28	9	9	NUM
eurjchem-592	383	29	)	)	PUNCT
eurjchem-592	383	30	showed	show	VERB
eurjchem-592	383	31	inhibitory	inhibitory	ADJ
eurjchem-592	383	32	effect	effect	NOUN
eurjchem-592	383	33	against	against	ADP
eurjchem-592	383	34	all	all	DET
eurjchem-592	383	35	the	the	DET
eurjchem-592	383	36	tested	test	VERB
eurjchem-592	383	37	microorganisms	microorganism	NOUN
eurjchem-592	383	38	.	.	PUNCT
eurjchem-592	384	1	b	b	X
eurjchem-592	384	2	)	)	PUNCT
eurjchem-592	384	3	group	group	NOUN
eurjchem-592	384	4	2	2	NUM
eurjchem-592	384	5	:	:	PUNCT
eurjchem-592	384	6	compound	compound	NOUN
eurjchem-592	384	7	5	5	NUM
eurjchem-592	384	8	g	g	NOUN
eurjchem-592	384	9	did	do	AUX
eurjchem-592	384	10	not	not	PART
eurjchem-592	384	11	have	have	VERB
eurjchem-592	384	12	any	any	DET
eurjchem-592	384	13	inhibitory	inhibitory	ADJ
eurjchem-592	384	14	effect	effect	NOUN
eurjchem-592	384	15	except	except	SCONJ
eurjchem-592	384	16	against	against	ADP
eurjchem-592	384	17	candida	candida	NOUN
eurjchem-592	384	18	albicans	albican	NOUN
eurjchem-592	384	19	.	.	PUNCT
eurjchem-592	385	1	c	c	X
eurjchem-592	385	2	)	)	PUNCT
eurjchem-592	385	3	group	group	NOUN
eurjchem-592	385	4	3	3	NUM
eurjchem-592	385	5	:	:	PUNCT
eurjchem-592	385	6	compounds	compound	NOUN
eurjchem-592	385	7	18b	18b	NUM
eurjchem-592	385	8	,	,	PUNCT
eurjchem-592	385	9	13	13	NUM
eurjchem-592	385	10	inhibited	inhibit	VERB
eurjchem-592	385	11	the	the	DET
eurjchem-592	385	12	growth	growth	NOUN
eurjchem-592	385	13	of	of	ADP
eurjchem-592	385	14	only	only	ADV
eurjchem-592	385	15	three	three	NUM
eurjchem-592	385	16	of	of	ADP
eurjchem-592	385	17	the	the	DET
eurjchem-592	385	18	tested	test	VERB
eurjchem-592	385	19	microorganisms	microorganism	NOUN
eurjchem-592	385	20	.	.	PUNCT
eurjchem-592	386	1	d	d	X
eurjchem-592	386	2	)	)	PUNCT
eurjchem-592	386	3	group	group	NOUN
eurjchem-592	386	4	4	4	NUM
eurjchem-592	386	5	:	:	PUNCT
eurjchem-592	386	6	the	the	DET
eurjchem-592	386	7	other	other	ADJ
eurjchem-592	386	8	six	six	NUM
eurjchem-592	386	9	compounds	compound	NOUN
eurjchem-592	386	10	(	(	PUNCT
eurjchem-592	386	11	2	2	NUM
eurjchem-592	386	12	,	,	PUNCT
eurjchem-592	386	13	3b	3b	NUM
eurjchem-592	386	14	,	,	PUNCT
eurjchem-592	386	15	4	4	NUM
eurjchem-592	386	16	,	,	PUNCT
eurjchem-592	386	17	10	10	NUM
eurjchem-592	386	18	,	,	PUNCT
eurjchem-592	386	19	15	15	NUM
eurjchem-592	386	20	and	and	CCONJ
eurjchem-592	386	21	19	19	NUM
eurjchem-592	386	22	)	)	PUNCT
eurjchem-592	386	23	inhibited	inhibit	VERB
eurjchem-592	386	24	only	only	ADV
eurjchem-592	386	25	the	the	DET
eurjchem-592	386	26	growth	growth	NOUN
eurjchem-592	386	27	of	of	ADP
eurjchem-592	386	28	bacteria	bacteria	NOUN
eurjchem-592	386	29	strands	strand	NOUN
eurjchem-592	386	30	of	of	ADP
eurjchem-592	386	31	the	the	DET
eurjchem-592	386	32	tested	test	VERB
eurjchem-592	386	33	microorganisms	microorganism	NOUN
eurjchem-592	386	34	.	.	PUNCT
eurjchem-592	387	1	table	table	NOUN
eurjchem-592	387	2	1	1	NUM
eurjchem-592	387	3	.	.	PUNCT
eurjchem-592	388	1	the	the	DET
eurjchem-592	388	2	inhibition	inhibition	NOUN
eurjchem-592	388	3	zone	zone	NOUN
eurjchem-592	388	4	diameters	diameter	NOUN
eurjchem-592	388	5	of	of	ADP
eurjchem-592	388	6	some	some	DET
eurjchem-592	388	7	selected	select	VERB
eurjchem-592	388	8	compounds	compound	NOUN
eurjchem-592	388	9	against	against	ADP
eurjchem-592	388	10	tested	test	VERB
eurjchem-592	388	11	organisms	organism	NOUN
eurjchem-592	388	12	.	.	PUNCT
eurjchem-592	389	1	sample	sample	NOUN
eurjchem-592	389	2	/	/	SYM
eurjchem-592	389	3	standard	standard	ADJ
eurjchem-592	389	4	inhibition	inhibition	NOUN
eurjchem-592	389	5	zone	zone	NOUN
eurjchem-592	389	6	diameter	diameter	NOUN
eurjchem-592	389	7	(	(	PUNCT
eurjchem-592	389	8	mm	mm	PROPN
eurjchem-592	389	9	/	/	SYM
eurjchem-592	389	10	mg	mg	PROPN
eurjchem-592	389	11	sample	sample	NOUN
eurjchem-592	389	12	)	)	PUNCT
eurjchem-592	389	13	escherichia	escherichia	NOUN
eurjchem-592	389	14	coli	coli	NOUN
eurjchem-592	389	15	(	(	PUNCT
eurjchem-592	389	16	g‐	g‐	NOUN
eurjchem-592	389	17	)	)	PUNCT
eurjchem-592	389	18	staphylococcus	staphylococcus	NOUN
eurjchem-592	389	19	aureus	aureus	NOUN
eurjchem-592	389	20	(	(	PUNCT
eurjchem-592	389	21	g+	g+	NOUN
eurjchem-592	389	22	)	)	PUNCT
eurjchem-592	389	23	aspergillus	aspergillus	NOUN
eurjchem-592	389	24	flavus	flavus	NOUN
eurjchem-592	389	25	(	(	PUNCT
eurjchem-592	389	26	fungus	fungus	NOUN
eurjchem-592	389	27	)	)	PUNCT
eurjchem-592	389	28	candida	candida	NOUN
eurjchem-592	389	29	albicans	albican	NOUN
eurjchem-592	389	30	(	(	PUNCT
eurjchem-592	389	31	fungus	fungus	NOUN
eurjchem-592	389	32	)	)	PUNCT
eurjchem-592	389	33	2	2	NUM
eurjchem-592	389	34	13.0	13.0	NUM
eurjchem-592	389	35	14.0	14.0	NUM
eurjchem-592	389	36	0.0	0.0	NUM
eurjchem-592	389	37	0.0	0.0	NUM
eurjchem-592	389	38	3b	3b	NOUN
eurjchem-592	389	39	12.0	12.0	NUM
eurjchem-592	389	40	12.0	12.0	NUM
eurjchem-592	389	41	0.0	0.0	NUM
eurjchem-592	389	42	0.0	0.0	NUM
eurjchem-592	389	43	4	4	NUM
eurjchem-592	389	44	12.0	12.0	NUM
eurjchem-592	389	45	15.0	15.0	NUM
eurjchem-592	389	46	0.0	0.0	NUM
eurjchem-592	389	47	0.0	0.0	NUM
eurjchem-592	389	48	5	5	NUM
eurjchem-592	389	49	g	g	NOUN
eurjchem-592	389	50	0.0	0.0	NUM
eurjchem-592	389	51	0.0	0.0	NUM
eurjchem-592	389	52	0.0	0.0	NUM
eurjchem-592	389	53	13.0	13.0	NUM
eurjchem-592	389	54	9	9	NUM
eurjchem-592	389	55	20.0	20.0	NUM
eurjchem-592	389	56	21.0	21.0	NUM
eurjchem-592	389	57	11.0	11.0	NUM
eurjchem-592	389	58	12.0	12.0	NUM
eurjchem-592	389	59	10	10	NUM
eurjchem-592	389	60	13.0	13.0	NUM
eurjchem-592	389	61	15.0	15.0	NUM
eurjchem-592	389	62	0.0	0.0	NUM
eurjchem-592	389	63	0.0	0.0	NUM
eurjchem-592	389	64	13	13	NUM
eurjchem-592	389	65	22.0	22.0	NUM
eurjchem-592	389	66	30.0	30.0	NUM
eurjchem-592	389	67	14.0	14.0	NUM
eurjchem-592	389	68	0.0	0.0	NUM
eurjchem-592	389	69	15	15	NUM
eurjchem-592	389	70	12.0	12.0	NUM
eurjchem-592	389	71	13.0	13.0	NUM
eurjchem-592	389	72	0.0	0.0	NUM
eurjchem-592	389	73	0.0	0.0	NUM
eurjchem-592	389	74	18b	18b	NUM
eurjchem-592	389	75	14.0	14.0	NUM
eurjchem-592	389	76	17.0	17.0	NUM
eurjchem-592	389	77	0.0	0.0	NUM
eurjchem-592	389	78	11.0	11.0	NUM
eurjchem-592	389	79	19	19	NUM
eurjchem-592	389	80	15.0	15.0	NUM
eurjchem-592	389	81	18.0	18.0	NUM
eurjchem-592	389	82	0.0	0.0	NUM
eurjchem-592	389	83	0.0	0.0	NUM
eurjchem-592	389	84	tetracycline	tetracycline	NOUN
eurjchem-592	389	85	(	(	PUNCT
eurjchem-592	389	86	x	x	NOUN
eurjchem-592	389	87	)	)	PUNCT
eurjchem-592	389	88	32.0	32.0	NUM
eurjchem-592	389	89	30.0	30.0	NUM
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eurjchem-592	389	91	b	b	PROPN
eurjchem-592	389	92	(	(	PUNCT
eurjchem-592	389	93	y	y	NOUN
eurjchem-592	389	94	)	)	PUNCT
eurjchem-592	389	95	19.0	19.0	NUM
eurjchem-592	389	96	21.0	21.0	NUM
eurjchem-592	389	97	dmso	dmso	NOUN
eurjchem-592	389	98	0.0	0.0	NUM
eurjchem-592	389	99	0.0	0.0	NUM
eurjchem-592	389	100	0.0	0.0	NUM
eurjchem-592	389	101	0.0	0.0	NUM
eurjchem-592	389	102	0	0	NUM
eurjchem-592	389	103	5	5	NUM
eurjchem-592	389	104	10	10	NUM
eurjchem-592	389	105	15	15	NUM
eurjchem-592	389	106	20	20	NUM
eurjchem-592	389	107	25	25	NUM
eurjchem-592	389	108	30	30	NUM
eurjchem-592	389	109	35	35	NUM
eurjchem-592	389	110	2	2	NUM
eurjchem-592	389	111	3b	3b	NUM
eurjchem-592	389	112	4	4	NUM
eurjchem-592	389	113	5	5	NUM
eurjchem-592	389	114	g	g	NOUN
eurjchem-592	389	115	9	9	NUM
eurjchem-592	389	116	10	10	NUM
eurjchem-592	389	117	13	13	NUM
eurjchem-592	389	118	15	15	NUM
eurjchem-592	389	119	18b	18b	NUM
eurjchem-592	389	120	19	19	NUM
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eurjchem-592	389	122	y	y	PROPN
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eurjchem-592	389	125	h	h	PROPN
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eurjchem-592	389	127	it	it	PRON
eurjchem-592	389	128	io	io	PROPN
eurjchem-592	389	129	n	n	ADV
eurjchem-592	389	130	z	z	NOUN
eurjchem-592	389	131	o	o	NOUN
eurjchem-592	390	1	n	n	ADP
eurjchem-592	390	2	e	e	NOUN
eurjchem-592	390	3	,	,	PUNCT
eurjchem-592	390	4	m	m	VERB
eurjchem-592	390	5	m	m	PROPN
eurjchem-592	390	6	e.coli	e.coli	NOUN
eurjchem-592	390	7	s.aureus	s.aureus	NOUN
eurjchem-592	390	8	a.flavus	a.flavus	X
eurjchem-592	390	9	c.albicans	c.albican	NOUN
eurjchem-592	390	10	figure	figure	VERB
eurjchem-592	390	11	1	1	NUM
eurjchem-592	390	12	.	.	PUNCT
eurjchem-592	391	1	the	the	DET
eurjchem-592	391	2	effect	effect	NOUN
eurjchem-592	391	3	of	of	ADP
eurjchem-592	391	4	some	some	DET
eurjchem-592	391	5	selected	select	VERB
eurjchem-592	391	6	compounds	compound	NOUN
eurjchem-592	391	7	on	on	ADP
eurjchem-592	391	8	inhibition	inhibition	NOUN
eurjchem-592	391	9	zone	zone	NOUN
eurjchem-592	391	10	diameters	diameter	NOUN
eurjchem-592	391	11	against	against	ADP
eurjchem-592	391	12	tested	test	VERB
eurjchem-592	391	13	organisms	organism	NOUN
eurjchem-592	391	14	.	.	PUNCT
eurjchem-592	392	1	4	4	X
eurjchem-592	392	2	.	.	X
eurjchem-592	392	3	conclusions	conclusion	NOUN
eurjchem-592	392	4	2‐methylchromones	2‐methylchromone	NOUN
eurjchem-592	392	5	could	could	AUX
eurjchem-592	392	6	be	be	AUX
eurjchem-592	392	7	utilized	utilize	VERB
eurjchem-592	392	8	to	to	PART
eurjchem-592	392	9	construct	construct	VERB
eurjchem-592	392	10	a	a	DET
eurjchem-592	392	11	variety	variety	NOUN
eurjchem-592	392	12	of	of	ADP
eurjchem-592	392	13	heterocyclic	heterocyclic	ADJ
eurjchem-592	392	14	systems	system	NOUN
eurjchem-592	392	15	such	such	ADJ
eurjchem-592	392	16	as	as	ADP
eurjchem-592	392	17	pyrazole	pyrazole	NOUN
eurjchem-592	392	18	,	,	PUNCT
eurjchem-592	392	19	isoxazol	isoxazol	VERB
eurjchem-592	392	20	and	and	CCONJ
eurjchem-592	392	21	quinolinone	quinolinone	NOUN
eurjchem-592	392	22	.	.	PUNCT
eurjchem-592	393	1	the	the	DET
eurjchem-592	393	2	phthalide	phthalide	NOUN
eurjchem-592	393	3	and	and	CCONJ
eurjchem-592	393	4	the	the	DET
eurjchem-592	393	5	2‐trichloromethyl	2‐trichloromethyl	PROPN
eurjchem-592	393	6	derivative	derivative	NOUN
eurjchem-592	393	7	of	of	ADP
eurjchem-592	393	8	the	the	DET
eurjchem-592	393	9	chromone	chromone	NOUN
eurjchem-592	393	10	exhibited	exhibit	VERB
eurjchem-592	393	11	two	two	NUM
eurjchem-592	393	12	examples	example	NOUN
eurjchem-592	393	13	of	of	ADP
eurjchem-592	393	14	heterocyclic‐alicyclic	heterocyclic‐alicyclic	NOUN
eurjchem-592	393	15	and	and	CCONJ
eurjchem-592	393	16	heterocyclic‐heterocyclic	heterocyclic‐heterocyclic	NOUN
eurjchem-592	393	17	trans‐	trans‐	PROPN
eurjchem-592	393	18	formations	formation	NOUN
eurjchem-592	393	19	.	.	PUNCT
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eurjchem-592	394	8	product	product	NOUN
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eurjchem-592	394	13	monothiated	monothiate	VERB
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eurjchem-592	394	15	.	.	PUNCT
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eurjchem-592	396	3	1	1	NUM
eurjchem-592	396	4	]	]	PUNCT
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eurjchem-592	400	1	[	[	X
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eurjchem-592	404	1	[	[	X
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eurjchem-592	407	1	[	[	X
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eurjchem-592	407	4	.	.	PUNCT
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eurjchem-592	414	1	[	[	X
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eurjchem-592	420	1	[	[	X
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eurjchem-592	421	11	,	,	PUNCT
eurjchem-592	421	12	h.	h.	PROPN
eurjchem-592	421	13	;	;	PUNCT
eurjchem-592	421	14	chang	chang	PROPN
eurjchem-592	421	15	,	,	PUNCT
eurjchem-592	421	16	w.	w.	PROPN
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eurjchem-592	421	19	;	;	PUNCT
eurjchem-592	421	20	yang	yang	PROPN
eurjchem-592	421	21	,	,	PUNCT
eurjchem-592	421	22	p.	p.	NOUN
eurjchem-592	421	23	‐q	‐q	NOUN
eurjchem-592	421	24	.	.	PUNCT
eurjchem-592	421	25	;	;	PUNCT
eurjchem-592	421	26	wang	wang	PROPN
eurjchem-592	421	27	,	,	PUNCT
eurjchem-592	421	28	f.	f.	PROPN
eurjchem-592	421	29	‐	‐	PROPN
eurjchem-592	421	30	p.	p.	PROPN
eurjchem-592	421	31	;	;	PUNCT
eurjchem-592	421	32	nomura	nomura	NOUN
eurjchem-592	421	33	,	,	PUNCT
eurjchem-592	421	34	t.	t.	PROPN
eurjchem-592	421	35	j.	j.	PROPN
eurjchem-592	421	36	nat	nat	PROPN
eurjchem-592	421	37	.	.	PUNCT
eurjchem-592	422	1	prod	prod	PROPN
eurjchem-592	422	2	.	.	PUNCT
eurjchem-592	423	1	2001	2001	NUM
eurjchem-592	423	2	,	,	PUNCT
eurjchem-592	423	3	64	64	NUM
eurjchem-592	423	4	,	,	PUNCT
eurjchem-592	423	5	181‐188	181‐188	NUM
eurjchem-592	423	6	.	.	PUNCT
eurjchem-592	424	1	[	[	X
eurjchem-592	424	2	8	8	NUM
eurjchem-592	424	3	]	]	PUNCT
eurjchem-592	424	4	.	.	PUNCT
eurjchem-592	425	1	atassi	atassi	PROPN
eurjchem-592	425	2	,	,	PUNCT
eurjchem-592	425	3	g.	g.	PROPN
eurjchem-592	425	4	;	;	PUNCT
eurjchem-592	425	5	briet	briet	ADJ
eurjchem-592	425	6	,	,	PUNCT
eurjchem-592	425	7	p.	p.	PROPN
eurjchem-592	425	8	;	;	PUNCT
eurjchem-592	425	9	berthelon	berthelon	PROPN
eurjchem-592	425	10	,	,	PUNCT
eurjchem-592	425	11	j.	j.	PROPN
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eurjchem-592	425	17	j.	j.	PROPN
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eurjchem-592	425	21	.	.	PUNCT
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eurjchem-592	426	2	,	,	PUNCT
eurjchem-592	426	3	20	20	NUM
eurjchem-592	426	4	,	,	PUNCT
eurjchem-592	426	5	393‐402	393‐402	NUM
eurjchem-592	426	6	.	.	PUNCT
eurjchem-592	427	1	[	[	X
eurjchem-592	427	2	9	9	NUM
eurjchem-592	427	3	]	]	PUNCT
eurjchem-592	427	4	.	.	PUNCT
eurjchem-592	428	1	pietta	pietta	NOUN
eurjchem-592	428	2	,	,	PUNCT
eurjchem-592	428	3	p.	p.	PROPN
eurjchem-592	428	4	j.	j.	PROPN
eurjchem-592	428	5	j.	j.	PROPN
eurjchem-592	428	6	nat	nat	PROPN
eurjchem-592	428	7	.	.	PUNCT
eurjchem-592	429	1	prod	prod	PROPN
eurjchem-592	429	2	.	.	PUNCT
eurjchem-592	430	1	2000	2000	NUM
eurjchem-592	430	2	,	,	PUNCT
eurjchem-592	430	3	63	63	NUM
eurjchem-592	430	4	,	,	PUNCT
eurjchem-592	430	5	1035‐1042	1035‐1042	NUM
eurjchem-592	430	6	.	.	PUNCT
eurjchem-592	431	1	[	[	X
eurjchem-592	431	2	10	10	NUM
eurjchem-592	431	3	]	]	PUNCT
eurjchem-592	431	4	.	.	PUNCT
eurjchem-592	432	1	middleton	middleton	PROPN
eurjchem-592	432	2	,	,	PUNCT
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eurjchem-592	432	4	.	.	PROPN
eurjchem-592	432	5	e.	e.	PROPN
eurjchem-592	432	6	;	;	PUNCT
eurjchem-592	432	7	kandaswami	kandaswami	PROPN
eurjchem-592	432	8	,	,	PUNCT
eurjchem-592	432	9	c.	c.	PROPN
eurjchem-592	432	10	;	;	PUNCT
eurjchem-592	432	11	arborne	arborne	ADJ
eurjchem-592	432	12	,	,	PUNCT
eurjchem-592	432	13	j.	j.	PROPN
eurjchem-592	432	14	b.	b.	PROPN
eurjchem-592	433	1	the	the	DET
eurjchem-592	433	2	flavonoids	flavonoid	NOUN
eurjchem-592	433	3	advances	advance	VERB
eurjchem-592	433	4	in	in	ADP
eurjchem-592	433	5	research	research	NOUN
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eurjchem-592	433	9	.	.	PUNCT
eurjchem-592	433	10	;	;	PUNCT
eurjchem-592	433	11	chapman	chapman	NOUN
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eurjchem-592	433	20	.	.	PUNCT
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eurjchem-592	434	2	.	.	PUNCT
eurjchem-592	435	1	[	[	X
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eurjchem-592	435	3	]	]	PUNCT
eurjchem-592	435	4	.	.	PUNCT
eurjchem-592	436	1	bruneton	bruneton	PROPN
eurjchem-592	436	2	,	,	PUNCT
eurjchem-592	436	3	j.	j.	PROPN
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eurjchem-592	436	5	,	,	PUNCT
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eurjchem-592	436	16	c.	c.	PROPN
eurjchem-592	436	17	k.	k.	PROPN
eurjchem-592	436	18	;	;	PUNCT
eurjchem-592	436	19	lavoisier	lavoisier	NOUN
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eurjchem-592	436	23	.	.	PUNCT
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eurjchem-592	438	1	pp	pp	X
eurjchem-592	438	2	.	.	PUNCT
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eurjchem-592	439	2	.	.	PUNCT
eurjchem-592	440	1	[	[	X
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eurjchem-592	440	3	]	]	PUNCT
eurjchem-592	440	4	.	.	PUNCT
eurjchem-592	441	1	albrecht	albrecht	PROPN
eurjchem-592	441	2	,	,	PUNCT
eurjchem-592	441	3	u.	u.	PROPN
eurjchem-592	441	4	;	;	PUNCT
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eurjchem-592	441	7	m.	m.	NOUN
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eurjchem-592	441	10	,	,	PUNCT
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eurjchem-592	443	2	,	,	PUNCT
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eurjchem-592	443	7	.	.	PUNCT
eurjchem-592	444	1	[	[	X
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eurjchem-592	444	3	]	]	PUNCT
eurjchem-592	444	4	.	.	PUNCT
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eurjchem-592	445	2	,	,	PUNCT
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eurjchem-592	445	4	;	;	PUNCT
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eurjchem-592	445	28	d.	d.	PROPN
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eurjchem-592	445	30	synder	synder	PROPN
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eurjchem-592	447	2	,	,	PUNCT
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eurjchem-592	448	1	[	[	X
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eurjchem-592	449	3	i.	i.	PROPN
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eurjchem-592	450	2	.	.	PUNCT
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eurjchem-592	451	2	,	,	PUNCT
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eurjchem-592	452	1	[	[	X
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eurjchem-592	452	4	.	.	PUNCT
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eurjchem-592	454	2	,	,	PUNCT
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eurjchem-592	454	4	.	.	PUNCT
eurjchem-592	455	1	[	[	X
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eurjchem-592	455	3	]	]	PUNCT
eurjchem-592	455	4	.	.	PUNCT
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eurjchem-592	457	3	]	]	SYM
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eurjchem-592	458	8	)	)	PUNCT
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eurjchem-592	462	4	,	,	PUNCT
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eurjchem-592	463	3	]	]	PUNCT
eurjchem-592	463	4	.	.	PUNCT
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eurjchem-592	465	2	,	,	PUNCT
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eurjchem-592	466	3	]	]	PUNCT
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eurjchem-592	467	1	[	[	X
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eurjchem-592	467	3	]	]	PUNCT
eurjchem-592	467	4	.	.	PUNCT
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eurjchem-592	469	3	]	]	PUNCT
eurjchem-592	469	4	.	.	PUNCT
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eurjchem-592	469	20	;	;	PUNCT
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eurjchem-592	469	33	.	.	PUNCT
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eurjchem-592	470	2	.	.	PUNCT
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eurjchem-592	471	2	.	.	PROPN
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eurjchem-592	471	4	,	,	PUNCT
eurjchem-592	471	5	14(1	14(1	NUM
eurjchem-592	471	6	)	)	PUNCT
eurjchem-592	471	7	,	,	PUNCT
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eurjchem-592	471	9	.	.	PUNCT
eurjchem-592	472	1	[	[	X
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eurjchem-592	472	3	]	]	PUNCT
eurjchem-592	472	4	.	.	PUNCT
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eurjchem-592	472	10	;	;	PUNCT
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eurjchem-592	472	33	.	.	PUNCT
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eurjchem-592	473	2	.	.	PUNCT
eurjchem-592	474	1	pak	pak	PROPN
eurjchem-592	474	2	.	.	PROPN
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eurjchem-592	474	4	,	,	PUNCT
eurjchem-592	474	5	12(3	12(3	NUM
eurjchem-592	474	6	)	)	PUNCT
eurjchem-592	474	7	,	,	PUNCT
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eurjchem-592	474	9	.	.	PUNCT
eurjchem-592	475	1	[	[	X
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eurjchem-592	475	3	]	]	PUNCT
eurjchem-592	475	4	.	.	PUNCT
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eurjchem-592	477	4	.	.	PUNCT
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eurjchem-592	482	4	.	.	PUNCT
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eurjchem-592	484	4	.	.	PUNCT
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eurjchem-592	494	1	[	[	X
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eurjchem-592	494	4	.	.	PUNCT
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eurjchem-592	507	2	,	,	PUNCT
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eurjchem-592	507	4	)	)	PUNCT
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eurjchem-592	525	2	,	,	PUNCT
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eurjchem-592	528	2	,	,	PUNCT
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eurjchem-592	531	2	.	.	PUNCT
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eurjchem-592	535	2	.	.	PUNCT
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eurjchem-592	536	2	,	,	PUNCT
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