id	sid	tid	token	lemma	pos
eurjchem-351	1	1	untitled	untitle	VERB
eurjchem-351	1	2	european	european	PROPN
eurjchem-351	1	3	journal	journal	PROPN
eurjchem-351	1	4	of	of	ADP
eurjchem-351	1	5	chemistry	chemistry	NOUN
eurjchem-351	1	6	2	2	NUM
eurjchem-351	1	7	(	(	PUNCT
eurjchem-351	1	8	3	3	NUM
eurjchem-351	1	9	)	)	PUNCT
eurjchem-351	1	10	(	(	PUNCT
eurjchem-351	1	11	2011	2011	NUM
eurjchem-351	1	12	)	)	PUNCT
eurjchem-351	1	13	378‐387	378‐387	PROPN
eurjchem-351	1	14	european	european	ADJ
eurjchem-351	1	15	journal	journal	PROPN
eurjchem-351	1	16	of	of	ADP
eurjchem-351	1	17	chemistry	chemistry	NOUN
eurjchem-351	1	18	issn	issn	PROPN
eurjchem-351	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-351	1	20	(	(	PUNCT
eurjchem-351	1	21	print	print	NOUN
eurjchem-351	1	22	)	)	PUNCT
eurjchem-351	1	23	/	/	SYM
eurjchem-351	1	24	issn	issn	PROPN
eurjchem-351	1	25	2153‐2257	2153‐2257	NUM
eurjchem-351	1	26	(	(	PUNCT
eurjchem-351	1	27	online	online	ADJ
eurjchem-351	1	28	)	)	PUNCT
eurjchem-351	1	29			NOUN
eurjchem-351	1	30	2011	2011	NUM
eurjchem-351	1	31	eurjchem	eurjchem	PROPN
eurjchem-351	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-351	1	33	/	/	SYM
eurjchem-351	1	34	eurjchem.2.3.378‐387.351	eurjchem.2.3.378‐387.351	NOUN
eurjchem-351	1	35	european	european	ADJ
eurjchem-351	1	36	journal	journal	PROPN
eurjchem-351	1	37	of	of	ADP
eurjchem-351	1	38	chemistry	chemistry	PROPN
eurjchem-351	1	39	journal	journal	PROPN
eurjchem-351	1	40	homepage	homepage	NOUN
eurjchem-351	1	41	:	:	PUNCT
eurjchem-351	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-351	1	43	substituted	substitute	VERB
eurjchem-351	1	44	quinolinones	quinolinone	NOUN
eurjchem-351	1	45	.	.	PUNCT
eurjchem-351	2	1	part	part	NOUN
eurjchem-351	2	2	16	16	NUM
eurjchem-351	2	3	.	.	PUNCT
eurjchem-351	3	1	preparation	preparation	NOUN
eurjchem-351	3	2	and	and	CCONJ
eurjchem-351	3	3	reactions	reaction	NOUN
eurjchem-351	3	4	of	of	ADP
eurjchem-351	3	5	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐3‐oxopropanoic	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐3‐oxopropanoic	NUM
eurjchem-351	3	6	acid	acid	PROPN
eurjchem-351	3	7	mohamed	mohamed	PROPN
eurjchem-351	3	8	abassa	abassa	PROPN
eurjchem-351	3	9	,	,	PUNCT
eurjchem-351	3	10	*	*	NOUN
eurjchem-351	3	11	,	,	PUNCT
eurjchem-351	3	12	elhossain	elhossain	PROPN
eurjchem-351	3	13	ali	ali	PROPN
eurjchem-351	3	14	mohameda	mohameda	PROPN
eurjchem-351	3	15	,	,	PUNCT
eurjchem-351	3	16	mostafa	mostafa	PROPN
eurjchem-351	3	17	mohamed	mohamed	PROPN
eurjchem-351	3	18	ismaila	ismaila	PROPN
eurjchem-351	3	19	and	and	CCONJ
eurjchem-351	3	20	aisha	aisha	PROPN
eurjchem-351	3	21	saleh	saleh	PROPN
eurjchem-351	3	22	mayasb	mayasb	VERB
eurjchem-351	3	23	a	a	DET
eurjchem-351	3	24	department	department	NOUN
eurjchem-351	3	25	of	of	ADP
eurjchem-351	3	26	chemistry	chemistry	NOUN
eurjchem-351	3	27	,	,	PUNCT
eurjchem-351	3	28	faculty	faculty	NOUN
eurjchem-351	3	29	of	of	ADP
eurjchem-351	3	30	education	education	NOUN
eurjchem-351	3	31	,	,	PUNCT
eurjchem-351	3	32	ain	ain	PROPN
eurjchem-351	3	33	shams	shams	PROPN
eurjchem-351	3	34	university	university	PROPN
eurjchem-351	3	35	,	,	PUNCT
eurjchem-351	3	36	roxy	roxy	PROPN
eurjchem-351	3	37	,	,	PUNCT
eurjchem-351	3	38	cairo	cairo	PROPN
eurjchem-351	3	39	,	,	PUNCT
eurjchem-351	3	40	11757	11757	NUM
eurjchem-351	3	41	,	,	PUNCT
eurjchem-351	3	42	egypt	egypt	PROPN
eurjchem-351	3	43	b	b	PROPN
eurjchem-351	3	44	department	department	PROPN
eurjchem-351	3	45	of	of	ADP
eurjchem-351	3	46	chemistry	chemistry	NOUN
eurjchem-351	3	47	,	,	PUNCT
eurjchem-351	3	48	faculty	faculty	NOUN
eurjchem-351	3	49	of	of	ADP
eurjchem-351	3	50	education	education	NOUN
eurjchem-351	3	51	,	,	PUNCT
eurjchem-351	3	52	sana’a	sana’a	NOUN
eurjchem-351	3	53	university	university	NOUN
eurjchem-351	3	54	,	,	PUNCT
eurjchem-351	3	55	sana’a	sana’a	NOUN
eurjchem-351	3	56	,	,	PUNCT
eurjchem-351	3	57	yemen	yemen	PROPN
eurjchem-351	3	58	*	*	PUNCT
eurjchem-351	3	59	corresponding	correspond	VERB
eurjchem-351	3	60	author	author	NOUN
eurjchem-351	3	61	at	at	ADP
eurjchem-351	3	62	:	:	PUNCT
eurjchem-351	3	63	department	department	NOUN
eurjchem-351	3	64	of	of	ADP
eurjchem-351	3	65	chemistry	chemistry	NOUN
eurjchem-351	3	66	,	,	PUNCT
eurjchem-351	3	67	faculty	faculty	NOUN
eurjchem-351	3	68	of	of	ADP
eurjchem-351	3	69	education	education	NOUN
eurjchem-351	3	70	,	,	PUNCT
eurjchem-351	3	71	ain	ain	PROPN
eurjchem-351	3	72	shams	shams	PROPN
eurjchem-351	3	73	university	university	PROPN
eurjchem-351	3	74	,	,	PUNCT
eurjchem-351	3	75	roxy	roxy	PROPN
eurjchem-351	3	76	,	,	PUNCT
eurjchem-351	3	77	cairo	cairo	PROPN
eurjchem-351	3	78	,	,	PUNCT
eurjchem-351	3	79	11757	11757	NUM
eurjchem-351	3	80	,	,	PUNCT
eurjchem-351	3	81	egypt	egypt	PROPN
eurjchem-351	3	82	.	.	PUNCT
eurjchem-351	4	1	tel	tel	PROPN
eurjchem-351	4	2	.	.	PUNCT
eurjchem-351	4	3	:	:	PUNCT
eurjchem-351	5	1	+2.0193694622	+2.0193694622	PROPN
eurjchem-351	5	2	.	.	PUNCT
eurjchem-351	5	3	;	;	PUNCT
eurjchem-351	5	4	fax	fax	NOUN
eurjchem-351	5	5	:	:	PUNCT
eurjchem-351	5	6	+2.0222581243	+2.0222581243	PROPN
eurjchem-351	5	7	.	.	PUNCT
eurjchem-351	5	8	e‐mail	e‐mail	PUNCT
eurjchem-351	6	1	address	address	NOUN
eurjchem-351	6	2	:	:	PUNCT
eurjchem-351	6	3	m.abass@chemist.com	m.abass@chemist.com	X
eurjchem-351	6	4	(	(	PUNCT
eurjchem-351	6	5	m.	m.	NOUN
eurjchem-351	6	6	abass	abass	PROPN
eurjchem-351	6	7	)	)	PUNCT
eurjchem-351	6	8	.	.	PUNCT
eurjchem-351	7	1	article	article	NOUN
eurjchem-351	7	2	information	information	PROPN
eurjchem-351	7	3	abstract	abstract	ADV
eurjchem-351	7	4	received	receive	VERB
eurjchem-351	7	5	:	:	PUNCT
eurjchem-351	7	6	27	27	NUM
eurjchem-351	7	7	november	november	PROPN
eurjchem-351	7	8	2010	2010	NUM
eurjchem-351	7	9	received	receive	VERB
eurjchem-351	7	10	in	in	ADP
eurjchem-351	7	11	revised	revise	VERB
eurjchem-351	7	12	form	form	NOUN
eurjchem-351	7	13	:	:	PUNCT
eurjchem-351	7	14	05	05	NUM
eurjchem-351	7	15	january	january	PROPN
eurjchem-351	7	16	2011	2011	NUM
eurjchem-351	7	17	accepted	accept	VERB
eurjchem-351	7	18	:	:	PUNCT
eurjchem-351	7	19	06	06	NUM
eurjchem-351	7	20	january	january	PROPN
eurjchem-351	7	21	2011	2011	NUM
eurjchem-351	7	22	online	online	ADV
eurjchem-351	7	23	:	:	PUNCT
eurjchem-351	7	24	30	30	NUM
eurjchem-351	7	25	september	september	PROPN
eurjchem-351	7	26	2011	2011	NUM
eurjchem-351	7	27	keywords	keyword	VERB
eurjchem-351	7	28	preparation	preparation	NOUN
eurjchem-351	7	29	of	of	ADP
eurjchem-351	7	30	quinolinyl‐3‐oxopropanoic	quinolinyl‐3‐oxopropanoic	ADJ
eurjchem-351	7	31	acid	acid	NOUN
eurjchem-351	7	32	was	be	AUX
eurjchem-351	7	33	accomplished	accomplish	VERB
eurjchem-351	7	34	by	by	ADP
eurjchem-351	7	35	hydrolysis	hydrolysis	NOUN
eurjchem-351	7	36	of	of	ADP
eurjchem-351	7	37	pyranoquinolinedione	pyranoquinolinedione	NOUN
eurjchem-351	7	38	,	,	PUNCT
eurjchem-351	7	39	in	in	ADP
eurjchem-351	7	40	aqueous	aqueous	ADJ
eurjchem-351	7	41	alkaline	alkaline	NOUN
eurjchem-351	7	42	medium	medium	NOUN
eurjchem-351	7	43	.	.	PUNCT
eurjchem-351	8	1	the	the	DET
eurjchem-351	8	2	chemical	chemical	ADJ
eurjchem-351	8	3	behavior	behavior	NOUN
eurjchem-351	8	4	of	of	ADP
eurjchem-351	8	5	this	this	PRON
eurjchem-351	8	6	β‐keto	β‐keto	PUNCT
eurjchem-351	8	7	acid	acid	NOUN
eurjchem-351	8	8	towards	towards	ADP
eurjchem-351	8	9	nitrosation	nitrosation	NOUN
eurjchem-351	8	10	,	,	PUNCT
eurjchem-351	8	11	coupling	couple	VERB
eurjchem-351	8	12	with	with	ADP
eurjchem-351	8	13	a	a	DET
eurjchem-351	8	14	diazonium	diazonium	NOUN
eurjchem-351	8	15	salt	salt	NOUN
eurjchem-351	8	16	,	,	PUNCT
eurjchem-351	8	17	esterification	esterification	NOUN
eurjchem-351	8	18	,	,	PUNCT
eurjchem-351	8	19	condensation	condensation	NOUN
eurjchem-351	8	20	with	with	ADP
eurjchem-351	8	21	2,2‐	2,2‐	NUM
eurjchem-351	8	22	diethoxyethanamine	diethoxyethanamine	NOUN
eurjchem-351	8	23	,	,	PUNCT
eurjchem-351	8	24	hydrazinolysis	hydrazinolysis	NOUN
eurjchem-351	8	25	,	,	PUNCT
eurjchem-351	8	26	knoevenagel	knoevenagel	NOUN
eurjchem-351	8	27	condensation	condensation	NOUN
eurjchem-351	8	28	with	with	ADP
eurjchem-351	8	29	isatine	isatine	NOUN
eurjchem-351	8	30	,	,	PUNCT
eurjchem-351	8	31	salicylaldehyde	salicylaldehyde	PROPN
eurjchem-351	8	32	,	,	PUNCT
eurjchem-351	8	33	3‐formylquinolones	3‐formylquinolone	NOUN
eurjchem-351	8	34	,	,	PUNCT
eurjchem-351	8	35	and	and	CCONJ
eurjchem-351	8	36	3‐formylchromone	3‐formylchromone	NOUN
eurjchem-351	8	37	,	,	PUNCT
eurjchem-351	8	38	was	be	AUX
eurjchem-351	8	39	investigated	investigate	VERB
eurjchem-351	8	40	.	.	PUNCT
eurjchem-351	9	1	also	also	ADV
eurjchem-351	9	2	many	many	ADJ
eurjchem-351	9	3	of	of	ADP
eurjchem-351	9	4	the	the	DET
eurjchem-351	9	5	products	product	NOUN
eurjchem-351	9	6	of	of	ADP
eurjchem-351	9	7	these	these	DET
eurjchem-351	9	8	reactions	reaction	NOUN
eurjchem-351	9	9	were	be	AUX
eurjchem-351	9	10	obtained	obtain	VERB
eurjchem-351	9	11	using	use	VERB
eurjchem-351	9	12	either	either	CCONJ
eurjchem-351	9	13	pyranoquinolinedione	pyranoquinolinedione	NOUN
eurjchem-351	9	14	1	1	NUM
eurjchem-351	9	15	or	or	CCONJ
eurjchem-351	9	16	β‐keto	β‐keto	PUNCT
eurjchem-351	9	17	acid	acid	NOUN
eurjchem-351	9	18	2	2	NUM
eurjchem-351	9	19	,	,	PUNCT
eurjchem-351	9	20	under	under	ADP
eurjchem-351	9	21	the	the	DET
eurjchem-351	9	22	same	same	ADJ
eurjchem-351	9	23	conditions	condition	NOUN
eurjchem-351	9	24	.	.	PUNCT
eurjchem-351	10	1	quinolin‐2(1h)‐one	quinolin‐2(1h)‐one	NOUN
eurjchem-351	10	2	‐keto‐carboxylic	‐keto‐carboxylic	PROPN
eurjchem-351	10	3	acid	acid	PROPN
eurjchem-351	10	4	pyrano[3,2‐c]quinoline	pyrano[3,2‐c]quinoline	NOUN
eurjchem-351	10	5	knoevenagel	knoevenagel	NOUN
eurjchem-351	10	6	condensation	condensation	NOUN
eurjchem-351	10	7	heterocyclization	heterocyclization	NOUN
eurjchem-351	10	8	reactions	reaction	NOUN
eurjchem-351	10	9	organic	organic	ADJ
eurjchem-351	10	10	synthesis	synthesis	NOUN
eurjchem-351	10	11	1	1	NUM
eurjchem-351	10	12	.	.	PUNCT
eurjchem-351	10	13	introduction	introduction	NOUN
eurjchem-351	10	14	in	in	ADP
eurjchem-351	10	15	the	the	DET
eurjchem-351	10	16	recent	recent	ADJ
eurjchem-351	10	17	years	year	NOUN
eurjchem-351	10	18	,	,	PUNCT
eurjchem-351	10	19	an	an	DET
eurjchem-351	10	20	increasing	increase	VERB
eurjchem-351	10	21	interest	interest	NOUN
eurjchem-351	10	22	in	in	ADP
eurjchem-351	10	23	the	the	DET
eurjchem-351	10	24	synthesis	synthesis	NOUN
eurjchem-351	10	25	of	of	ADP
eurjchem-351	10	26	functionalized	functionalized	ADJ
eurjchem-351	10	27	4‐hydroxyquinolin‐2(1h)‐ones	4‐hydroxyquinolin‐2(1h)‐ones	NUM
eurjchem-351	10	28	,	,	PUNCT
eurjchem-351	10	29	with	with	ADP
eurjchem-351	10	30	important	important	ADJ
eurjchem-351	10	31	biological	biological	ADJ
eurjchem-351	10	32	properties	property	NOUN
eurjchem-351	10	33	has	have	AUX
eurjchem-351	10	34	been	be	AUX
eurjchem-351	10	35	observed	observe	VERB
eurjchem-351	10	36	.	.	PUNCT
eurjchem-351	11	1	a	a	DET
eurjchem-351	11	2	broad	broad	ADJ
eurjchem-351	11	3	number	number	NOUN
eurjchem-351	11	4	of	of	ADP
eurjchem-351	11	5	important	important	ADJ
eurjchem-351	11	6	pharmacological	pharmacological	ADJ
eurjchem-351	11	7	activities	activity	NOUN
eurjchem-351	11	8	have	have	AUX
eurjchem-351	11	9	been	be	AUX
eurjchem-351	11	10	associated	associate	VERB
eurjchem-351	11	11	with	with	ADP
eurjchem-351	11	12	3‐substituted	3‐substituted	NUM
eurjchem-351	11	13	4‐hydroxyquinolin‐2(1h)‐ones	4‐hydroxyquinolin‐2(1h)‐one	NOUN
eurjchem-351	12	1	[	[	X
eurjchem-351	12	2	1‐5	1‐5	NUM
eurjchem-351	12	3	]	]	X
eurjchem-351	12	4	.	.	PUNCT
eurjchem-351	13	1	many	many	ADJ
eurjchem-351	13	2	derivatives	derivative	NOUN
eurjchem-351	13	3	of	of	ADP
eurjchem-351	13	4	this	this	DET
eurjchem-351	13	5	biologically	biologically	ADV
eurjchem-351	13	6	active	active	ADJ
eurjchem-351	13	7	heterocyclic	heterocyclic	ADJ
eurjchem-351	13	8	category	category	NOUN
eurjchem-351	13	9	are	be	AUX
eurjchem-351	13	10	naturally	naturally	ADV
eurjchem-351	13	11	occurring	occur	VERB
eurjchem-351	13	12	compounds	compound	NOUN
eurjchem-351	13	13	,	,	PUNCT
eurjchem-351	13	14	which	which	PRON
eurjchem-351	13	15	were	be	AUX
eurjchem-351	13	16	found	find	VERB
eurjchem-351	13	17	as	as	ADP
eurjchem-351	13	18	useful	useful	ADJ
eurjchem-351	13	19	intermediates	intermediate	NOUN
eurjchem-351	13	20	for	for	ADP
eurjchem-351	13	21	many	many	ADJ
eurjchem-351	13	22	medicinal	medicinal	ADJ
eurjchem-351	13	23	products	product	NOUN
eurjchem-351	13	24	[	[	X
eurjchem-351	13	25	6‐8	6‐8	NOUN
eurjchem-351	13	26	]	]	PUNCT
eurjchem-351	13	27	.	.	PUNCT
eurjchem-351	14	1	it	it	PRON
eurjchem-351	14	2	had	have	AUX
eurjchem-351	14	3	been	be	AUX
eurjchem-351	14	4	reported	report	VERB
eurjchem-351	14	5	that	that	SCONJ
eurjchem-351	14	6	n‐methyl	n‐methyl	ADP
eurjchem-351	14	7	derivatives	derivative	NOUN
eurjchem-351	14	8	of	of	ADP
eurjchem-351	14	9	4‐	4‐	NUM
eurjchem-351	14	10	hydroxyquinolin‐2(1h)‐one	hydroxyquinolin‐2(1h)‐one	NOUN
eurjchem-351	14	11	are	be	AUX
eurjchem-351	14	12	associated	associate	VERB
eurjchem-351	14	13	with	with	ADP
eurjchem-351	14	14	significant	significant	ADJ
eurjchem-351	14	15	biological	biological	ADJ
eurjchem-351	14	16	activity	activity	NOUN
eurjchem-351	14	17	[	[	X
eurjchem-351	14	18	9‐11	9‐11	NUM
eurjchem-351	14	19	]	]	X
eurjchem-351	14	20	,	,	PUNCT
eurjchem-351	14	21	and	and	CCONJ
eurjchem-351	14	22	many	many	ADJ
eurjchem-351	14	23	derivatives	derivative	NOUN
eurjchem-351	14	24	of	of	ADP
eurjchem-351	14	25	6‐	6‐	NUM
eurjchem-351	14	26	methylpyrano[3,2‐c]quinolinone	methylpyrano[3,2‐c]quinolinone	NOUN
eurjchem-351	14	27	are	be	AUX
eurjchem-351	14	28	known	know	VERB
eurjchem-351	14	29	as	as	ADP
eurjchem-351	14	30	pharmaceutical	pharmaceutical	ADJ
eurjchem-351	14	31	active	active	ADJ
eurjchem-351	14	32	ingredients	ingredient	NOUN
eurjchem-351	14	33	,	,	PUNCT
eurjchem-351	14	34	e.g.	e.g.	ADV
eurjchem-351	14	35	the	the	DET
eurjchem-351	14	36	well‐known	well‐known	ADJ
eurjchem-351	14	37	alkaloids	alkaloid	NOUN
eurjchem-351	14	38	:	:	PUNCT
eurjchem-351	14	39	veprisines	veprisine	NOUN
eurjchem-351	14	40	and	and	CCONJ
eurjchem-351	14	41	flindersines	flindersine	NOUN
eurjchem-351	14	42	[	[	X
eurjchem-351	14	43	12,13	12,13	NUM
eurjchem-351	14	44	]	]	PUNCT
eurjchem-351	14	45	.	.	PUNCT
eurjchem-351	15	1	pyrano[3,2‐c]quinolinones	pyrano[3,2‐c]quinolinone	NOUN
eurjchem-351	15	2	were	be	AUX
eurjchem-351	15	3	found	find	VERB
eurjchem-351	15	4	to	to	PART
eurjchem-351	15	5	be	be	AUX
eurjchem-351	15	6	active	active	ADJ
eurjchem-351	15	7	against	against	ADP
eurjchem-351	15	8	certain	certain	ADJ
eurjchem-351	15	9	immuno‐reaction	immuno‐reaction	NOUN
eurjchem-351	15	10	diseases	disease	NOUN
eurjchem-351	15	11	,	,	PUNCT
eurjchem-351	15	12	in	in	ADP
eurjchem-351	15	13	particular	particular	ADJ
eurjchem-351	15	14	against	against	ADP
eurjchem-351	15	15	immediate	immediate	ADJ
eurjchem-351	15	16	hypersensitivity	hypersensitivity	NOUN
eurjchem-351	15	17	reactions	reaction	NOUN
eurjchem-351	15	18	(	(	PUNCT
eurjchem-351	15	19	anaphylaxis	anaphylaxis	ADJ
eurjchem-351	15	20	)	)	PUNCT
eurjchem-351	15	21	.	.	PUNCT
eurjchem-351	16	1	furthermore	furthermore	ADV
eurjchem-351	16	2	,	,	PUNCT
eurjchem-351	16	3	they	they	PRON
eurjchem-351	16	4	were	be	AUX
eurjchem-351	16	5	distinguished	distinguish	VERB
eurjchem-351	16	6	by	by	ADP
eurjchem-351	16	7	a	a	DET
eurjchem-351	16	8	strong	strong	ADJ
eurjchem-351	16	9	systemic	systemic	ADJ
eurjchem-351	16	10	antiallergic	antiallergic	ADJ
eurjchem-351	16	11	action	action	NOUN
eurjchem-351	16	12	and	and	CCONJ
eurjchem-351	16	13	therefore	therefore	ADV
eurjchem-351	16	14	,	,	PUNCT
eurjchem-351	16	15	they	they	PRON
eurjchem-351	16	16	are	be	AUX
eurjchem-351	16	17	suitable	suitable	ADJ
eurjchem-351	16	18	for	for	ADP
eurjchem-351	16	19	the	the	DET
eurjchem-351	16	20	treatment	treatment	NOUN
eurjchem-351	16	21	and	and	CCONJ
eurjchem-351	16	22	the	the	DET
eurjchem-351	16	23	prophylaxis	prophylaxis	NOUN
eurjchem-351	16	24	of	of	ADP
eurjchem-351	16	25	allergy	allergy	NOUN
eurjchem-351	16	26	diseases	disease	NOUN
eurjchem-351	16	27	[	[	X
eurjchem-351	16	28	14	14	NUM
eurjchem-351	16	29	]	]	PUNCT
eurjchem-351	16	30	.	.	PUNCT
eurjchem-351	17	1	in	in	ADP
eurjchem-351	17	2	general	general	ADJ
eurjchem-351	17	3	,	,	PUNCT
eurjchem-351	17	4	most	most	ADJ
eurjchem-351	17	5	of	of	ADP
eurjchem-351	17	6	these	these	DET
eurjchem-351	17	7	medicines	medicine	NOUN
eurjchem-351	17	8	include	include	VERB
eurjchem-351	17	9	4‐	4‐	PROPN
eurjchem-351	17	10	oxyquinolin‐2‐one	oxyquinolin‐2‐one	NUM
eurjchem-351	17	11	as	as	ADP
eurjchem-351	17	12	the	the	DET
eurjchem-351	17	13	stem	stem	NOUN
eurjchem-351	17	14	heterocyclic	heterocyclic	ADJ
eurjchem-351	17	15	system	system	NOUN
eurjchem-351	17	16	.	.	PUNCT
eurjchem-351	18	1	thus	thus	ADV
eurjchem-351	18	2	,	,	PUNCT
eurjchem-351	18	3	the	the	DET
eurjchem-351	18	4	majority	majority	NOUN
eurjchem-351	18	5	of	of	ADP
eurjchem-351	18	6	the	the	DET
eurjchem-351	18	7	viable	viable	ADJ
eurjchem-351	18	8	syntheses	synthesis	NOUN
eurjchem-351	18	9	of	of	ADP
eurjchem-351	18	10	this	this	DET
eurjchem-351	18	11	category	category	NOUN
eurjchem-351	18	12	of	of	ADP
eurjchem-351	18	13	compounds	compound	NOUN
eurjchem-351	18	14	employed	employ	VERB
eurjchem-351	18	15	the	the	DET
eurjchem-351	18	16	cyclization	cyclization	NOUN
eurjchem-351	18	17	of	of	ADP
eurjchem-351	18	18	the	the	DET
eurjchem-351	18	19	corresponding	correspond	VERB
eurjchem-351	18	20	4‐	4‐	ADJ
eurjchem-351	18	21	hydroxyquinolin‐2(1h)‐ones	hydroxyquinolin‐2(1h)‐one	NOUN
eurjchem-351	18	22	.	.	PUNCT
eurjchem-351	19	1	in	in	ADP
eurjchem-351	19	2	turn	turn	NOUN
eurjchem-351	19	3	these	these	DET
eurjchem-351	19	4	pyranoquinolinones	pyranoquinolinone	NOUN
eurjchem-351	19	5	were	be	AUX
eurjchem-351	19	6	used	use	VERB
eurjchem-351	19	7	on	on	ADP
eurjchem-351	19	8	wide	wide	ADJ
eurjchem-351	19	9	range	range	NOUN
eurjchem-351	19	10	to	to	PART
eurjchem-351	19	11	obtain	obtain	VERB
eurjchem-351	19	12	4‐hydroxyquinolin‐2(1h)‐	4‐hydroxyquinolin‐2(1h)‐	NUM
eurjchem-351	19	13	one	one	NUM
eurjchem-351	19	14	and	and	CCONJ
eurjchem-351	19	15	3‐acetyl‐4‐hydroxyquinolin‐2(1h)‐one	3‐acetyl‐4‐hydroxyquinolin‐2(1h)‐one	NUM
eurjchem-351	19	16	derivatives	derivative	NOUN
eurjchem-351	19	17	[	[	X
eurjchem-351	19	18	15	15	NUM
eurjchem-351	19	19	]	]	PUNCT
eurjchem-351	19	20	.	.	PUNCT
eurjchem-351	20	1	so	so	ADV
eurjchem-351	20	2	that	that	SCONJ
eurjchem-351	20	3	4‐hydroxypyrano[3,2‐c]quinoline‐2,5(6h)‐diones	4‐hydroxypyrano[3,2‐c]quinoline‐2,5(6h)‐diones	NUM
eurjchem-351	20	4	are	be	AUX
eurjchem-351	20	5	very	very	ADV
eurjchem-351	20	6	important	important	ADJ
eurjchem-351	20	7	synthons	synthon	NOUN
eurjchem-351	20	8	to	to	PART
eurjchem-351	20	9	obtain	obtain	VERB
eurjchem-351	20	10	several	several	ADJ
eurjchem-351	20	11	3‐substituted	3‐substitute	VERB
eurjchem-351	20	12	4‐	4‐	NUM
eurjchem-351	20	13	hydroxyquinolin‐2(1h)‐ones	hydroxyquinolin‐2(1h)‐one	NOUN
eurjchem-351	20	14	especially	especially	ADV
eurjchem-351	20	15	3‐acyl	3‐acyl	NUM
eurjchem-351	20	16	derivatives	derivative	NOUN
eurjchem-351	21	1	[	[	X
eurjchem-351	21	2	16,17	16,17	NUM
eurjchem-351	21	3	]	]	PUNCT
eurjchem-351	21	4	.	.	PUNCT
eurjchem-351	22	1	recently	recently	ADV
eurjchem-351	22	2	,	,	PUNCT
eurjchem-351	22	3	razzaq	razzaq	PROPN
eurjchem-351	22	4	et	et	PROPN
eurjchem-351	22	5	al	al	PROPN
eurjchem-351	22	6	.	.	PUNCT
eurjchem-351	23	1	[	[	X
eurjchem-351	23	2	18	18	NUM
eurjchem-351	23	3	]	]	PUNCT
eurjchem-351	23	4	had	have	AUX
eurjchem-351	23	5	described	describe	VERB
eurjchem-351	23	6	a	a	DET
eurjchem-351	23	7	rapid	rapid	ADJ
eurjchem-351	23	8	preparation	preparation	NOUN
eurjchem-351	23	9	of	of	ADP
eurjchem-351	23	10	pyranoquinolinone	pyranoquinolinone	NOUN
eurjchem-351	23	11	1	1	NUM
eurjchem-351	23	12	using	use	VERB
eurjchem-351	23	13	microwave	microwave	NOUN
eurjchem-351	23	14	assisted	assist	VERB
eurjchem-351	23	15	conditions	condition	NOUN
eurjchem-351	23	16	.	.	PUNCT
eurjchem-351	24	1	earlier	early	ADV
eurjchem-351	24	2	,	,	PUNCT
eurjchem-351	24	3	bowman	bowman	PROPN
eurjchem-351	24	4	et	et	PROPN
eurjchem-351	24	5	al	al	PROPN
eurjchem-351	24	6	.	.	PUNCT
eurjchem-351	25	1	[	[	X
eurjchem-351	25	2	19	19	NUM
eurjchem-351	25	3	]	]	PUNCT
eurjchem-351	25	4	had	have	AUX
eurjchem-351	25	5	reported	report	VERB
eurjchem-351	25	6	one	one	NUM
eurjchem-351	25	7	pot	pot	NOUN
eurjchem-351	25	8	synthesis	synthesis	NOUN
eurjchem-351	25	9	of	of	ADP
eurjchem-351	25	10	4‐hydroxypyrano[3,2‐c]quinoline‐2,5(6h)‐diones	4‐hydroxypyrano[3,2‐c]quinoline‐2,5(6h)‐diones	NUM
eurjchem-351	25	11	by	by	ADP
eurjchem-351	25	12	condensation	condensation	NOUN
eurjchem-351	25	13	of	of	ADP
eurjchem-351	25	14	the	the	DET
eurjchem-351	25	15	appropriate	appropriate	ADJ
eurjchem-351	25	16	aniline	aniline	NOUN
eurjchem-351	25	17	with	with	ADP
eurjchem-351	25	18	excess	excess	ADJ
eurjchem-351	25	19	diethyl	diethyl	NOUN
eurjchem-351	25	20	malonate	malonate	NOUN
eurjchem-351	25	21	,	,	PUNCT
eurjchem-351	25	22	a	a	DET
eurjchem-351	25	23	technique	technique	NOUN
eurjchem-351	25	24	which	which	PRON
eurjchem-351	25	25	is	be	AUX
eurjchem-351	25	26	still	still	ADV
eurjchem-351	25	27	the	the	DET
eurjchem-351	25	28	most	most	ADV
eurjchem-351	25	29	successful	successful	ADJ
eurjchem-351	25	30	procedure	procedure	NOUN
eurjchem-351	25	31	to	to	PART
eurjchem-351	25	32	obtain	obtain	VERB
eurjchem-351	25	33	such	such	ADJ
eurjchem-351	25	34	heterocyclic	heterocyclic	ADJ
eurjchem-351	25	35	system	system	NOUN
eurjchem-351	25	36	and	and	CCONJ
eurjchem-351	25	37	we	we	PRON
eurjchem-351	25	38	apply	apply	VERB
eurjchem-351	25	39	to	to	ADP
eurjchem-351	25	40	this	this	DET
eurjchem-351	25	41	methodology	methodology	NOUN
eurjchem-351	25	42	in	in	ADP
eurjchem-351	25	43	order	order	NOUN
eurjchem-351	25	44	to	to	PART
eurjchem-351	25	45	prepare	prepare	VERB
eurjchem-351	25	46	our	our	PRON
eurjchem-351	25	47	starting	starting	NOUN
eurjchem-351	25	48	material	material	NOUN
eurjchem-351	25	49	;	;	PUNCT
eurjchem-351	25	50	pyranoquinolinone	pyranoquinolinone	NOUN
eurjchem-351	25	51	1	1	NUM
eurjchem-351	25	52	.	.	PUNCT
eurjchem-351	26	1	in	in	ADP
eurjchem-351	26	2	connection	connection	NOUN
eurjchem-351	26	3	to	to	ADP
eurjchem-351	26	4	our	our	PRON
eurjchem-351	26	5	program	program	NOUN
eurjchem-351	26	6	work	work	NOUN
eurjchem-351	26	7	which	which	PRON
eurjchem-351	26	8	deals	deal	VERB
eurjchem-351	26	9	with	with	ADP
eurjchem-351	26	10	substituted	substitute	VERB
eurjchem-351	26	11	quinolinones	quinolinone	NOUN
eurjchem-351	26	12	,	,	PUNCT
eurjchem-351	26	13	our	our	PRON
eurjchem-351	26	14	attention	attention	NOUN
eurjchem-351	26	15	was	be	AUX
eurjchem-351	26	16	directed	direct	VERB
eurjchem-351	26	17	to	to	PART
eurjchem-351	26	18	obtain	obtain	VERB
eurjchem-351	26	19	new	new	ADJ
eurjchem-351	26	20	multi‐functionalized	multi‐functionalize	VERB
eurjchem-351	26	21	quinolinone	quinolinone	NOUN
eurjchem-351	26	22	derivatives	derivative	NOUN
eurjchem-351	26	23	of	of	ADP
eurjchem-351	26	24	expected	expect	VERB
eurjchem-351	26	25	biological	biological	ADJ
eurjchem-351	26	26	activity	activity	NOUN
eurjchem-351	26	27	especially	especially	ADV
eurjchem-351	26	28	as	as	ADP
eurjchem-351	26	29	antimalarial	antimalarial	ADJ
eurjchem-351	26	30	and	and	CCONJ
eurjchem-351	26	31	antiparasitic	antiparasitic	ADJ
eurjchem-351	26	32	[	[	X
eurjchem-351	26	33	1,2	1,2	NUM
eurjchem-351	26	34	]	]	PUNCT
eurjchem-351	26	35	.	.	PUNCT
eurjchem-351	27	1	in	in	ADP
eurjchem-351	27	2	the	the	DET
eurjchem-351	27	3	present	present	ADJ
eurjchem-351	27	4	work	work	NOUN
eurjchem-351	27	5	,	,	PUNCT
eurjchem-351	27	6	we	we	PRON
eurjchem-351	27	7	describe	describe	VERB
eurjchem-351	27	8	the	the	DET
eurjchem-351	27	9	synthetic	synthetic	ADJ
eurjchem-351	27	10	utility	utility	NOUN
eurjchem-351	27	11	of	of	ADP
eurjchem-351	27	12	pyranoquinolinone	pyranoquinolinone	NOUN
eurjchem-351	27	13	1	1	NUM
eurjchem-351	27	14	and	and	CCONJ
eurjchem-351	27	15	its	its	PRON
eurjchem-351	27	16	alkaline	alkaline	NOUN
eurjchem-351	27	17	hydrolysis	hydrolysis	NOUN
eurjchem-351	27	18	product	product	NOUN
eurjchem-351	27	19	;	;	PUNCT
eurjchem-351	27	20	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐	NUM
eurjchem-351	27	21	dihydroquinolin‐3‐yl)‐3‐oxopropanoic	dihydroquinolin‐3‐yl)‐3‐oxopropanoic	ADJ
eurjchem-351	27	22	acid	acid	NOUN
eurjchem-351	27	23	,	,	PUNCT
eurjchem-351	27	24	2	2	NUM
eurjchem-351	27	25	,	,	PUNCT
eurjchem-351	27	26	to	to	PART
eurjchem-351	27	27	obtain	obtain	VERB
eurjchem-351	27	28	new	new	ADJ
eurjchem-351	27	29	heterocyclic	heterocyclic	ADJ
eurjchem-351	27	30	derivatives	derivative	NOUN
eurjchem-351	27	31	incorporating	incorporate	VERB
eurjchem-351	27	32	quinoline‐2‐one	quinoline‐2‐one	ADJ
eurjchem-351	27	33	moiety	moiety	NOUN
eurjchem-351	27	34	of	of	ADP
eurjchem-351	27	35	expected	expect	VERB
eurjchem-351	27	36	antiparasitic	antiparasitic	ADJ
eurjchem-351	27	37	activity	activity	NOUN
eurjchem-351	27	38	.	.	PUNCT
eurjchem-351	28	1	2	2	X
eurjchem-351	28	2	.	.	X
eurjchem-351	28	3	experimental	experimental	ADJ
eurjchem-351	28	4	2.1	2.1	NUM
eurjchem-351	28	5	.	.	PUNCT
eurjchem-351	28	6	general	general	ADJ
eurjchem-351	28	7	melting	melting	NOUN
eurjchem-351	28	8	points	point	NOUN
eurjchem-351	28	9	are	be	AUX
eurjchem-351	28	10	uncorrected	uncorrecte	VERB
eurjchem-351	28	11	and	and	CCONJ
eurjchem-351	28	12	were	be	AUX
eurjchem-351	28	13	determined	determine	VERB
eurjchem-351	28	14	on	on	ADP
eurjchem-351	28	15	a	a	DET
eurjchem-351	28	16	digital	digital	ADJ
eurjchem-351	28	17	stuart‐smp3	stuart‐smp3	PROPN
eurjchem-351	28	18	apparatus	apparatus	NOUN
eurjchem-351	28	19	.	.	PUNCT
eurjchem-351	29	1	ir	ir	PROPN
eurjchem-351	29	2	spectra	spectra	PROPN
eurjchem-351	29	3	were	be	AUX
eurjchem-351	29	4	taken	take	VERB
eurjchem-351	29	5	on	on	ADP
eurjchem-351	29	6	a	a	DET
eurjchem-351	29	7	perkin‐elmer	perkin‐elmer	X
eurjchem-351	29	8	ft‐ir	ft‐ir	NOUN
eurjchem-351	29	9	1650	1650	NUM
eurjchem-351	29	10	in	in	ADP
eurjchem-351	29	11	kbr	kbr	PROPN
eurjchem-351	29	12	disks	disk	NOUN
eurjchem-351	29	13	.	.	PUNCT
eurjchem-351	30	1	1h	1h	NUM
eurjchem-351	30	2	nmr	nmr	PROPN
eurjchem-351	30	3	spectra	spectra	NOUN
eurjchem-351	30	4	were	be	AUX
eurjchem-351	30	5	recorded	record	VERB
eurjchem-351	30	6	on	on	ADP
eurjchem-351	30	7	varian	varian	PROPN
eurjchem-351	30	8	gemini‐200	gemini‐200	PROPN
eurjchem-351	30	9	nmr‐spectrometer	nmr‐spectromet	ADJ
eurjchem-351	30	10	(	(	PUNCT
eurjchem-351	30	11	200	200	NUM
eurjchem-351	30	12	mhz	mhz	NOUN
eurjchem-351	30	13	)	)	PUNCT
eurjchem-351	30	14	,	,	PUNCT
eurjchem-351	30	15	using	use	VERB
eurjchem-351	30	16	dmso‐d6	dmso‐d6	PROPN
eurjchem-351	30	17	or	or	CCONJ
eurjchem-351	30	18	cdcl3	cdcl3	NOUN
eurjchem-351	30	19	as	as	ADP
eurjchem-351	30	20	solvents	solvent	NOUN
eurjchem-351	30	21	and	and	CCONJ
eurjchem-351	30	22	tms	tms	NOUN
eurjchem-351	30	23	as	as	ADP
eurjchem-351	30	24	internal	internal	ADJ
eurjchem-351	30	25	reference	reference	NOUN
eurjchem-351	30	26	.	.	PUNCT
eurjchem-351	31	1	mass	mass	PROPN
eurjchem-351	31	2	spectra	spectra	PROPN
eurjchem-351	31	3	were	be	AUX
eurjchem-351	31	4	determined	determine	VERB
eurjchem-351	31	5	on	on	ADP
eurjchem-351	31	6	a	a	DET
eurjchem-351	31	7	shimadzu	shimadzu	ADJ
eurjchem-351	31	8	gc‐	gc‐	NOUN
eurjchem-351	31	9	ms‐qp	ms‐qp	X
eurjchem-351	31	10	1000	1000	NUM
eurjchem-351	31	11	ex	ex	PRON
eurjchem-351	31	12	mass	mass	NOUN
eurjchem-351	31	13	spectrometer	spectrometer	NOUN
eurjchem-351	31	14	at	at	ADP
eurjchem-351	31	15	70	70	NUM
eurjchem-351	31	16	ev	ev	NOUN
eurjchem-351	31	17	.	.	PROPN
eurjchem-351	31	18	abass	abass	PROPN
eurjchem-351	31	19	et	et	PROPN
eurjchem-351	31	20	al	al	PROPN
eurjchem-351	31	21	.	.	PUNCT
eurjchem-351	31	22	/	/	SYM
eurjchem-351	31	23	european	european	PROPN
eurjchem-351	31	24	journal	journal	PROPN
eurjchem-351	31	25	of	of	ADP
eurjchem-351	31	26	chemistry	chemistry	NOUN
eurjchem-351	31	27	2	2	NUM
eurjchem-351	31	28	(	(	PUNCT
eurjchem-351	31	29	3	3	NUM
eurjchem-351	31	30	)	)	PUNCT
eurjchem-351	31	31	(	(	PUNCT
eurjchem-351	31	32	2011	2011	NUM
eurjchem-351	31	33	)	)	PUNCT
eurjchem-351	31	34	378‐387	378‐387	NOUN
eurjchem-351	31	35	379	379	NUM
eurjchem-351	32	1	n	n	NUM
eurjchem-351	32	2	o	o	PROPN
eurjchem-351	32	3	ch3	ch3	PROPN
eurjchem-351	33	1	o	o	NOUN
eurjchem-351	34	1	oh	oh	INTJ
eurjchem-351	34	2	o	o	NOUN
eurjchem-351	35	1	1	1	X
eurjchem-351	35	2	.	.	X
eurjchem-351	35	3	aq	aq	PROPN
eurjchem-351	35	4	.	.	PUNCT
eurjchem-351	35	5	naoh	naoh	NOUN
eurjchem-351	35	6	,	,	PUNCT
eurjchem-351	35	7	warm	warm	ADJ
eurjchem-351	35	8	2	2	NUM
eurjchem-351	35	9	.	.	PUNCT
eurjchem-351	35	10	dil	dil	NOUN
eurjchem-351	35	11	.	.	PUNCT
eurjchem-351	36	1	hcl	hcl	PROPN
eurjchem-351	36	2	1	1	NUM
eurjchem-351	36	3	n	n	NOUN
eurjchem-351	37	1	oh	oh	INTJ
eurjchem-351	37	2	o	o	X
eurjchem-351	38	1	ch3	ch3	PROPN
eurjchem-351	38	2	o	o	X
eurjchem-351	38	3	co2r	co2r	PROPN
eurjchem-351	38	4	3a	3a	PROPN
eurjchem-351	38	5	r	r	NOUN
eurjchem-351	38	6	=	=	SYM
eurjchem-351	38	7	ch3	ch3	PROPN
eurjchem-351	38	8	3b	3b	NOUN
eurjchem-351	38	9	r	r	NOUN
eurjchem-351	38	10	=	=	SYM
eurjchem-351	38	11	ch2ch3	ch2ch3	PROPN
eurjchem-351	38	12	roh	roh	PROPN
eurjchem-351	38	13	h2so4	h2so4	PROPN
eurjchem-351	38	14	2	2	PROPN
eurjchem-351	38	15	dmf	dmf	PROPN
eurjchem-351	38	16	reflux	reflux	NOUN
eurjchem-351	38	17	n	n	INTJ
eurjchem-351	39	1	oh	oh	INTJ
eurjchem-351	39	2	o	o	X
eurjchem-351	39	3	ch3	ch3	PROPN
eurjchem-351	39	4	o	o	PROPN
eurjchem-351	39	5	co2h	co2h	PROPN
eurjchem-351	40	1	n	n	PRON
eurjchem-351	41	1	o	o	NOUN
eurjchem-351	41	2	o	o	X
eurjchem-351	41	3	ch3	ch3	PROPN
eurjchem-351	41	4	o	o	PROPN
eurjchem-351	41	5	co2h	co2h	PROPN
eurjchem-351	41	6	h	h	NOUN
eurjchem-351	41	7	2	2	NUM
eurjchem-351	41	8	'	'	PUNCT
eurjchem-351	41	9	h2so4	h2so4	NOUN
eurjchem-351	41	10	scheme	scheme	NOUN
eurjchem-351	41	11	1	1	NUM
eurjchem-351	41	12	elemental	elemental	ADJ
eurjchem-351	41	13	microanalyses	microanalysis	NOUN
eurjchem-351	41	14	were	be	AUX
eurjchem-351	41	15	performed	perform	VERB
eurjchem-351	41	16	on	on	ADP
eurjchem-351	41	17	a	a	DET
eurjchem-351	41	18	perkin	perkin	PROPN
eurjchem-351	41	19	elmer	elmer	PROPN
eurjchem-351	41	20	chn‐2400	chn‐2400	PROPN
eurjchem-351	41	21	analyzer	analyzer	PROPN
eurjchem-351	41	22	.	.	PUNCT
eurjchem-351	42	1	all	all	DET
eurjchem-351	42	2	reactions	reaction	NOUN
eurjchem-351	42	3	were	be	AUX
eurjchem-351	42	4	monitored	monitor	VERB
eurjchem-351	42	5	by	by	ADP
eurjchem-351	42	6	thin‐layer	thin‐layer	NOUN
eurjchem-351	42	7	chromatography	chromatography	NOUN
eurjchem-351	42	8	(	(	PUNCT
eurjchem-351	42	9	tlc	tlc	NOUN
eurjchem-351	42	10	)	)	PUNCT
eurjchem-351	42	11	on	on	ADP
eurjchem-351	42	12	0.2‐mm	0.2‐mm	NUM
eurjchem-351	42	13	silica	silica	NOUN
eurjchem-351	42	14	gel	gel	NOUN
eurjchem-351	42	15	f‐254	f‐254	NOUN
eurjchem-351	42	16	(	(	PUNCT
eurjchem-351	42	17	merck	merck	NOUN
eurjchem-351	42	18	)	)	PUNCT
eurjchem-351	42	19	plates	plate	NOUN
eurjchem-351	42	20	,	,	PUNCT
eurjchem-351	42	21	using	use	VERB
eurjchem-351	42	22	uv	uv	NOUN
eurjchem-351	42	23	light	light	NOUN
eurjchem-351	42	24	(	(	PUNCT
eurjchem-351	42	25	254	254	NUM
eurjchem-351	42	26	and	and	CCONJ
eurjchem-351	42	27	366	366	NUM
eurjchem-351	42	28	nm	nm	NOUN
eurjchem-351	42	29	)	)	PUNCT
eurjchem-351	42	30	for	for	ADP
eurjchem-351	42	31	detection	detection	NOUN
eurjchem-351	42	32	.	.	PUNCT
eurjchem-351	43	1	authentic	authentic	ADJ
eurjchem-351	43	2	samples	sample	NOUN
eurjchem-351	43	3	of	of	ADP
eurjchem-351	43	4	compounds	compound	NOUN
eurjchem-351	43	5	1	1	NUM
eurjchem-351	43	6	[	[	X
eurjchem-351	43	7	20	20	NUM
eurjchem-351	43	8	]	]	PUNCT
eurjchem-351	43	9	,	,	PUNCT
eurjchem-351	43	10	3b	3b	NUM
eurjchem-351	43	11	[	[	X
eurjchem-351	43	12	21	21	NUM
eurjchem-351	43	13	]	]	X
eurjchem-351	43	14	,	,	PUNCT
eurjchem-351	43	15	9	9	NUM
eurjchem-351	44	1	[	[	X
eurjchem-351	44	2	16	16	NUM
eurjchem-351	44	3	]	]	PUNCT
eurjchem-351	44	4	,	,	PUNCT
eurjchem-351	44	5	14a	14a	NOUN
eurjchem-351	45	1	[	[	X
eurjchem-351	45	2	22	22	NUM
eurjchem-351	45	3	]	]	PUNCT
eurjchem-351	45	4	,	,	PUNCT
eurjchem-351	45	5	14b	14b	X
eurjchem-351	45	6	[	[	X
eurjchem-351	45	7	23	23	NUM
eurjchem-351	45	8	]	]	PUNCT
eurjchem-351	45	9	,	,	PUNCT
eurjchem-351	45	10	18	18	NUM
eurjchem-351	45	11	[	[	X
eurjchem-351	45	12	24	24	NUM
eurjchem-351	45	13	]	]	PUNCT
eurjchem-351	45	14	and	and	CCONJ
eurjchem-351	45	15	21	21	NUM
eurjchem-351	45	16	[	[	X
eurjchem-351	45	17	25	25	NUM
eurjchem-351	45	18	]	]	PUNCT
eurjchem-351	45	19	were	be	AUX
eurjchem-351	45	20	prepared	prepare	VERB
eurjchem-351	45	21	according	accord	VERB
eurjchem-351	45	22	to	to	ADP
eurjchem-351	45	23	the	the	DET
eurjchem-351	45	24	literature	literature	NOUN
eurjchem-351	45	25	methods	method	NOUN
eurjchem-351	45	26	.	.	PUNCT
eurjchem-351	46	1	2.2	2.2	NUM
eurjchem-351	46	2	.	.	PUNCT
eurjchem-351	47	1	4‐hydroxy‐6‐methylpyrano[3,2‐c]quinoline‐2,5(6h)‐	4‐hydroxy‐6‐methylpyrano[3,2‐c]quinoline‐2,5(6h)‐	NOUN
eurjchem-351	47	2	dione	dione	NOUN
eurjchem-351	47	3	(	(	PUNCT
eurjchem-351	47	4	1	1	NUM
eurjchem-351	47	5	)	)	SYM
eurjchem-351	47	6	2.2.1	2.2.1	NUM
eurjchem-351	47	7	.	.	PUNCT
eurjchem-351	47	8	procedure	procedure	NOUN
eurjchem-351	47	9	a	a	DET
eurjchem-351	47	10	the	the	DET
eurjchem-351	47	11	‐keto	‐keto	ADJ
eurjchem-351	47	12	acid	acid	NOUN
eurjchem-351	47	13	2	2	NUM
eurjchem-351	47	14	(	(	PUNCT
eurjchem-351	47	15	1.3	1.3	NUM
eurjchem-351	47	16	g	g	NOUN
eurjchem-351	47	17	,	,	PUNCT
eurjchem-351	47	18	5	5	NUM
eurjchem-351	47	19	mmol	mmol	NOUN
eurjchem-351	47	20	)	)	PUNCT
eurjchem-351	47	21	was	be	AUX
eurjchem-351	47	22	portion‐wise	portion‐wise	NOUN
eurjchem-351	47	23	added	add	VERB
eurjchem-351	47	24	to	to	ADP
eurjchem-351	47	25	concentrated	concentrated	ADJ
eurjchem-351	47	26	sulfuric	sulfuric	NOUN
eurjchem-351	47	27	acid	acid	NOUN
eurjchem-351	47	28	(	(	PUNCT
eurjchem-351	47	29	10	10	NUM
eurjchem-351	47	30	ml	ml	NOUN
eurjchem-351	47	31	)	)	PUNCT
eurjchem-351	47	32	with	with	ADP
eurjchem-351	47	33	continuous	continuous	ADJ
eurjchem-351	47	34	stirring	stirring	NOUN
eurjchem-351	47	35	where	where	SCONJ
eurjchem-351	47	36	the	the	DET
eurjchem-351	47	37	internal	internal	ADJ
eurjchem-351	47	38	temperature	temperature	NOUN
eurjchem-351	47	39	was	be	AUX
eurjchem-351	47	40	kept	keep	VERB
eurjchem-351	47	41	60‐65	60‐65	ADJ
eurjchem-351	47	42	oc	oc	NOUN
eurjchem-351	47	43	by	by	ADP
eurjchem-351	47	44	means	mean	NOUN
eurjchem-351	47	45	of	of	ADP
eurjchem-351	47	46	thermostated	thermostat	VERB
eurjchem-351	47	47	water‐bath	water‐bath	NOUN
eurjchem-351	47	48	.	.	PUNCT
eurjchem-351	48	1	after	after	ADP
eurjchem-351	48	2	completion	completion	NOUN
eurjchem-351	48	3	of	of	ADP
eurjchem-351	48	4	addition	addition	NOUN
eurjchem-351	48	5	the	the	DET
eurjchem-351	48	6	mixture	mixture	NOUN
eurjchem-351	48	7	was	be	AUX
eurjchem-351	48	8	stirred	stir	VERB
eurjchem-351	48	9	at	at	ADP
eurjchem-351	48	10	the	the	DET
eurjchem-351	48	11	ambient	ambient	ADJ
eurjchem-351	48	12	temperature	temperature	NOUN
eurjchem-351	48	13	for	for	ADP
eurjchem-351	48	14	2	2	NUM
eurjchem-351	48	15	hr	hr	NOUN
eurjchem-351	48	16	,	,	PUNCT
eurjchem-351	48	17	and	and	CCONJ
eurjchem-351	48	18	then	then	ADV
eurjchem-351	48	19	poured	pour	VERB
eurjchem-351	48	20	onto	onto	ADP
eurjchem-351	48	21	crushed	crushed	ADJ
eurjchem-351	48	22	ice	ice	NOUN
eurjchem-351	48	23	to	to	PART
eurjchem-351	48	24	give	give	VERB
eurjchem-351	48	25	a	a	DET
eurjchem-351	48	26	brown	brown	ADJ
eurjchem-351	48	27	precipitate	precipitate	NOUN
eurjchem-351	48	28	.	.	PUNCT
eurjchem-351	49	1	the	the	DET
eurjchem-351	49	2	precipitate	precipitate	NOUN
eurjchem-351	49	3	so	so	ADV
eurjchem-351	49	4	formed	form	VERB
eurjchem-351	49	5	was	be	AUX
eurjchem-351	49	6	filtered	filter	VERB
eurjchem-351	49	7	,	,	PUNCT
eurjchem-351	49	8	washed	wash	VERB
eurjchem-351	49	9	with	with	ADP
eurjchem-351	49	10	cold	cold	ADJ
eurjchem-351	49	11	ethanol	ethanol	NOUN
eurjchem-351	49	12	and	and	CCONJ
eurjchem-351	49	13	crystallized	crystallize	VERB
eurjchem-351	49	14	to	to	PART
eurjchem-351	49	15	give	give	VERB
eurjchem-351	49	16	the	the	DET
eurjchem-351	49	17	pyranoquinolinone	pyranoquinolinone	NOUN
eurjchem-351	49	18	,	,	PUNCT
eurjchem-351	49	19	1	1	NUM
eurjchem-351	49	20	[	[	SYM
eurjchem-351	49	21	20	20	NUM
eurjchem-351	49	22	]	]	PUNCT
eurjchem-351	49	23	(	(	PUNCT
eurjchem-351	49	24	scheme	scheme	NOUN
eurjchem-351	49	25	1	1	NUM
eurjchem-351	49	26	)	)	PUNCT
eurjchem-351	49	27	(	(	PUNCT
eurjchem-351	49	28	table	table	NOUN
eurjchem-351	49	29	1	1	NUM
eurjchem-351	49	30	and	and	CCONJ
eurjchem-351	49	31	2	2	NUM
eurjchem-351	49	32	)	)	PUNCT
eurjchem-351	49	33	.	.	PUNCT
eurjchem-351	50	1	2.2.2	2.2.2	X
eurjchem-351	50	2	.	.	PUNCT
eurjchem-351	50	3	procedure	procedure	NOUN
eurjchem-351	50	4	b	b	NOUN
eurjchem-351	50	5	a	a	DET
eurjchem-351	50	6	solution	solution	NOUN
eurjchem-351	50	7	of	of	ADP
eurjchem-351	50	8	the	the	DET
eurjchem-351	50	9	ester	ester	NOUN
eurjchem-351	50	10	derivative	derivative	ADJ
eurjchem-351	50	11	3a	3a	NUM
eurjchem-351	50	12	(	(	PUNCT
eurjchem-351	50	13	0.29	0.29	NUM
eurjchem-351	50	14	g	g	NOUN
eurjchem-351	50	15	,	,	PUNCT
eurjchem-351	50	16	1	1	NUM
eurjchem-351	50	17	mmol	mmol	NOUN
eurjchem-351	50	18	)	)	PUNCT
eurjchem-351	50	19	,	,	PUNCT
eurjchem-351	50	20	in	in	ADP
eurjchem-351	50	21	dmf	dmf	PROPN
eurjchem-351	50	22	(	(	PUNCT
eurjchem-351	50	23	10	10	NUM
eurjchem-351	50	24	ml	ml	NOUN
eurjchem-351	50	25	)	)	PUNCT
eurjchem-351	50	26	,	,	PUNCT
eurjchem-351	50	27	was	be	AUX
eurjchem-351	50	28	heated	heat	VERB
eurjchem-351	50	29	under	under	ADP
eurjchem-351	50	30	reflux	reflux	NOUN
eurjchem-351	50	31	for	for	ADP
eurjchem-351	50	32	4	4	NUM
eurjchem-351	50	33	h.	h.	NOUN
eurjchem-351	50	34	then	then	ADV
eurjchem-351	50	35	,	,	PUNCT
eurjchem-351	50	36	the	the	DET
eurjchem-351	50	37	reaction	reaction	NOUN
eurjchem-351	50	38	mixture	mixture	NOUN
eurjchem-351	50	39	was	be	AUX
eurjchem-351	50	40	left	leave	VERB
eurjchem-351	50	41	to	to	PART
eurjchem-351	50	42	cool	cool	VERB
eurjchem-351	50	43	,	,	PUNCT
eurjchem-351	50	44	at	at	ADP
eurjchem-351	50	45	room	room	NOUN
eurjchem-351	50	46	temperature	temperature	NOUN
eurjchem-351	50	47	,	,	PUNCT
eurjchem-351	50	48	and	and	CCONJ
eurjchem-351	50	49	the	the	DET
eurjchem-351	50	50	crystalline	crystalline	NOUN
eurjchem-351	50	51	precipitate	precipitate	NOUN
eurjchem-351	50	52	so	so	ADV
eurjchem-351	50	53	formed	form	VERB
eurjchem-351	50	54	was	be	AUX
eurjchem-351	50	55	filtered	filter	VERB
eurjchem-351	50	56	and	and	CCONJ
eurjchem-351	50	57	recrystallized	recrystallize	VERB
eurjchem-351	50	58	to	to	PART
eurjchem-351	50	59	give	give	VERB
eurjchem-351	50	60	the	the	DET
eurjchem-351	50	61	pyranoquinolinone	pyranoquinolinone	NOUN
eurjchem-351	50	62	,	,	PUNCT
eurjchem-351	50	63	1	1	NUM
eurjchem-351	50	64	.	.	NOUN
eurjchem-351	50	65	2.3	2.3	NUM
eurjchem-351	50	66	.	.	X
eurjchem-351	51	1	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐	NUM
eurjchem-351	51	2	3‐oxopropanoic	3‐oxopropanoic	NOUN
eurjchem-351	51	3	acid	acid	NOUN
eurjchem-351	51	4	(	(	PUNCT
eurjchem-351	51	5	2	2	NUM
eurjchem-351	51	6	)	)	PUNCT
eurjchem-351	51	7	the	the	DET
eurjchem-351	51	8	compound	compound	NOUN
eurjchem-351	51	9	1	1	NUM
eurjchem-351	51	10	(	(	PUNCT
eurjchem-351	51	11	2.43	2.43	NUM
eurjchem-351	51	12	g	g	NOUN
eurjchem-351	51	13	,	,	PUNCT
eurjchem-351	51	14	10	10	NUM
eurjchem-351	51	15	mmol	mmol	NOUN
eurjchem-351	51	16	)	)	PUNCT
eurjchem-351	51	17	was	be	AUX
eurjchem-351	51	18	dissolve	dissolve	VERB
eurjchem-351	51	19	in	in	ADP
eurjchem-351	51	20	sodium	sodium	NOUN
eurjchem-351	51	21	hydroxide	hydroxide	NOUN
eurjchem-351	51	22	solution	solution	NOUN
eurjchem-351	51	23	(	(	PUNCT
eurjchem-351	51	24	20	20	NUM
eurjchem-351	51	25	ml	ml	NOUN
eurjchem-351	51	26	,	,	PUNCT
eurjchem-351	51	27	2	2	NUM
eurjchem-351	51	28	m	m	NOUN
eurjchem-351	51	29	)	)	PUNCT
eurjchem-351	51	30	and	and	CCONJ
eurjchem-351	51	31	warmed	warm	VERB
eurjchem-351	51	32	at	at	ADP
eurjchem-351	51	33	~	~	PUNCT
eurjchem-351	51	34	50	50	NUM
eurjchem-351	51	35	oc	oc	NOUN
eurjchem-351	51	36	for	for	ADP
eurjchem-351	51	37	30	30	NUM
eurjchem-351	51	38	min	min	NOUN
eurjchem-351	51	39	,	,	PUNCT
eurjchem-351	51	40	and	and	CCONJ
eurjchem-351	51	41	then	then	ADV
eurjchem-351	51	42	the	the	DET
eurjchem-351	51	43	solution	solution	NOUN
eurjchem-351	51	44	so	so	ADV
eurjchem-351	51	45	obtained	obtain	VERB
eurjchem-351	51	46	was	be	AUX
eurjchem-351	51	47	filtered	filter	VERB
eurjchem-351	51	48	off	off	ADP
eurjchem-351	51	49	.	.	PUNCT
eurjchem-351	52	1	the	the	DET
eurjchem-351	52	2	clear	clear	ADJ
eurjchem-351	52	3	solution	solution	NOUN
eurjchem-351	52	4	was	be	AUX
eurjchem-351	52	5	precipitated	precipitate	VERB
eurjchem-351	52	6	by	by	ADP
eurjchem-351	52	7	dilute	dilute	ADJ
eurjchem-351	52	8	hydrochloric	hydrochloric	ADJ
eurjchem-351	52	9	acid	acid	NOUN
eurjchem-351	52	10	.	.	PUNCT
eurjchem-351	53	1	the	the	DET
eurjchem-351	53	2	precipitate	precipitate	NOUN
eurjchem-351	53	3	was	be	AUX
eurjchem-351	53	4	filtered	filter	VERB
eurjchem-351	53	5	,	,	PUNCT
eurjchem-351	53	6	washed	wash	VERB
eurjchem-351	53	7	with	with	ADP
eurjchem-351	53	8	water	water	NOUN
eurjchem-351	53	9	,	,	PUNCT
eurjchem-351	53	10	dried	dry	VERB
eurjchem-351	53	11	and	and	CCONJ
eurjchem-351	53	12	crystallized	crystallize	VERB
eurjchem-351	53	13	(	(	PUNCT
eurjchem-351	53	14	scheme	scheme	NOUN
eurjchem-351	53	15	1	1	NUM
eurjchem-351	53	16	)	)	PUNCT
eurjchem-351	53	17	(	(	PUNCT
eurjchem-351	53	18	table	table	NOUN
eurjchem-351	53	19	1	1	NUM
eurjchem-351	53	20	and	and	CCONJ
eurjchem-351	53	21	2	2	NUM
eurjchem-351	53	22	)	)	PUNCT
eurjchem-351	53	23	.	.	PUNCT
eurjchem-351	54	1	2.4	2.4	NUM
eurjchem-351	54	2	.	.	PUNCT
eurjchem-351	55	1	methyl	methyl	NOUN
eurjchem-351	55	2	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydro	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydro	NUM
eurjchem-351	55	3	quinolin‐3‐yl)‐3‐oxopropanoate	quinolin‐3‐yl)‐3‐oxopropanoate	NOUN
eurjchem-351	55	4	(	(	PUNCT
eurjchem-351	55	5	3a	3a	NUM
eurjchem-351	55	6	)	)	PUNCT
eurjchem-351	55	7	and	and	CCONJ
eurjchem-351	55	8	ethyl	ethyl	PROPN
eurjchem-351	55	9	3‐(4‐	3‐(4‐	PROPN
eurjchem-351	56	1	hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐3‐oxo	hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐3‐oxo	PROPN
eurjchem-351	56	2	propanoate	propanoate	NOUN
eurjchem-351	56	3	(	(	PUNCT
eurjchem-351	56	4	3b	3b	NUM
eurjchem-351	56	5	)	)	PUNCT
eurjchem-351	56	6	to	to	ADP
eurjchem-351	56	7	a	a	DET
eurjchem-351	56	8	suspension	suspension	NOUN
eurjchem-351	56	9	of	of	ADP
eurjchem-351	56	10	the	the	DET
eurjchem-351	56	11	compound	compound	NOUN
eurjchem-351	56	12	2	2	NUM
eurjchem-351	56	13	(	(	PUNCT
eurjchem-351	56	14	2.61	2.61	NUM
eurjchem-351	56	15	g	g	NOUN
eurjchem-351	56	16	,	,	PUNCT
eurjchem-351	56	17	10	10	NUM
eurjchem-351	56	18	mmol	mmol	NOUN
eurjchem-351	56	19	)	)	PUNCT
eurjchem-351	56	20	,	,	PUNCT
eurjchem-351	56	21	in	in	ADP
eurjchem-351	56	22	the	the	DET
eurjchem-351	56	23	proper	proper	ADJ
eurjchem-351	56	24	alcohol	alcohol	NOUN
eurjchem-351	56	25	viz	viz	NOUN
eurjchem-351	56	26	;	;	PUNCT
eurjchem-351	56	27	absolute	absolute	ADJ
eurjchem-351	56	28	methanol	methanol	NOUN
eurjchem-351	56	29	and/or	and/or	CCONJ
eurjchem-351	56	30	ethanol	ethanol	NOUN
eurjchem-351	56	31	(	(	PUNCT
eurjchem-351	56	32	20	20	NUM
eurjchem-351	56	33	ml	ml	NOUN
eurjchem-351	56	34	)	)	PUNCT
eurjchem-351	56	35	,	,	PUNCT
eurjchem-351	56	36	concentration	concentration	NOUN
eurjchem-351	56	37	sulfuric	sulfuric	NOUN
eurjchem-351	56	38	acid	acid	NOUN
eurjchem-351	56	39	(	(	PUNCT
eurjchem-351	56	40	5	5	NUM
eurjchem-351	56	41	ml	ml	NOUN
eurjchem-351	56	42	)	)	PUNCT
eurjchem-351	56	43	was	be	AUX
eurjchem-351	56	44	added	add	VERB
eurjchem-351	56	45	and	and	CCONJ
eurjchem-351	56	46	stirred	stir	VERB
eurjchem-351	56	47	up	up	ADP
eurjchem-351	56	48	at	at	ADP
eurjchem-351	56	49	room	room	NOUN
eurjchem-351	56	50	temperature	temperature	NOUN
eurjchem-351	56	51	overnight	overnight	ADV
eurjchem-351	56	52	.	.	PUNCT
eurjchem-351	57	1	the	the	DET
eurjchem-351	57	2	precipitate	precipitate	NOUN
eurjchem-351	57	3	so	so	ADV
eurjchem-351	57	4	formed	form	VERB
eurjchem-351	57	5	was	be	AUX
eurjchem-351	57	6	filtered	filter	VERB
eurjchem-351	57	7	,	,	PUNCT
eurjchem-351	57	8	washed	wash	VERB
eurjchem-351	57	9	with	with	ADP
eurjchem-351	57	10	water	water	NOUN
eurjchem-351	57	11	,	,	PUNCT
eurjchem-351	57	12	dried	dry	VERB
eurjchem-351	57	13	,	,	PUNCT
eurjchem-351	57	14	and	and	CCONJ
eurjchem-351	57	15	crystallized	crystallize	VERB
eurjchem-351	57	16	to	to	PART
eurjchem-351	57	17	give	give	VERB
eurjchem-351	57	18	the	the	DET
eurjchem-351	57	19	esters	ester	NOUN
eurjchem-351	57	20	3a	3a	NUM
eurjchem-351	57	21	and	and	CCONJ
eurjchem-351	57	22	3b	3b	NUM
eurjchem-351	57	23	[	[	X
eurjchem-351	57	24	21	21	NUM
eurjchem-351	57	25	]	]	X
eurjchem-351	57	26	(	(	PUNCT
eurjchem-351	57	27	scheme	scheme	NOUN
eurjchem-351	57	28	1	1	NUM
eurjchem-351	57	29	)	)	PUNCT
eurjchem-351	57	30	(	(	PUNCT
eurjchem-351	57	31	table	table	NOUN
eurjchem-351	57	32	1	1	NUM
eurjchem-351	57	33	and	and	CCONJ
eurjchem-351	57	34	2	2	NUM
eurjchem-351	57	35	)	)	PUNCT
eurjchem-351	57	36	.	.	PUNCT
eurjchem-351	58	1	2.5	2.5	NUM
eurjchem-351	58	2	.	.	PUNCT
eurjchem-351	59	1	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐	NUM
eurjchem-351	59	2	2‐oximo‐3‐oxopropanoic	2‐oximo‐3‐oxopropanoic	NUM
eurjchem-351	59	3	acid	acid	NOUN
eurjchem-351	59	4	(	(	PUNCT
eurjchem-351	59	5	4	4	NUM
eurjchem-351	59	6	)	)	PUNCT
eurjchem-351	59	7	to	to	ADP
eurjchem-351	59	8	a	a	DET
eurjchem-351	59	9	previously	previously	ADV
eurjchem-351	59	10	cooled	cool	VERB
eurjchem-351	59	11	solution	solution	NOUN
eurjchem-351	59	12	(	(	PUNCT
eurjchem-351	59	13	0‐5	0‐5	X
eurjchem-351	59	14	oc	oc	NOUN
eurjchem-351	59	15	)	)	PUNCT
eurjchem-351	59	16	of	of	ADP
eurjchem-351	59	17	the	the	DET
eurjchem-351	59	18	‐keto	‐keto	NOUN
eurjchem-351	59	19	acid	acid	NOUN
eurjchem-351	59	20	2	2	NUM
eurjchem-351	59	21	(	(	PUNCT
eurjchem-351	59	22	1.3	1.3	NUM
eurjchem-351	59	23	g	g	NOUN
eurjchem-351	59	24	,	,	PUNCT
eurjchem-351	59	25	5	5	NUM
eurjchem-351	59	26	mmol	mmol	NOUN
eurjchem-351	59	27	)	)	PUNCT
eurjchem-351	59	28	,	,	PUNCT
eurjchem-351	59	29	in	in	ADP
eurjchem-351	59	30	aqueous	aqueous	ADJ
eurjchem-351	59	31	sodium	sodium	NOUN
eurjchem-351	59	32	carbonate	carbonate	NOUN
eurjchem-351	59	33	(	(	PUNCT
eurjchem-351	59	34	50	50	NUM
eurjchem-351	59	35	ml	ml	NOUN
eurjchem-351	59	36	,	,	PUNCT
eurjchem-351	59	37	1	1	NUM
eurjchem-351	59	38	m	m	NOUN
eurjchem-351	59	39	)	)	PUNCT
eurjchem-351	59	40	,	,	PUNCT
eurjchem-351	59	41	was	be	AUX
eurjchem-351	59	42	drop‐wise	drop‐wise	VERB
eurjchem-351	59	43	added	add	VERB
eurjchem-351	59	44	nitrous	nitrous	ADJ
eurjchem-351	59	45	acid	acid	NOUN
eurjchem-351	59	46	(	(	PUNCT
eurjchem-351	59	47	freshly	freshly	ADV
eurjchem-351	59	48	prepared	prepare	VERB
eurjchem-351	59	49	from	from	ADP
eurjchem-351	59	50	solution	solution	NOUN
eurjchem-351	59	51	of	of	ADP
eurjchem-351	59	52	sodium	sodium	NOUN
eurjchem-351	59	53	nitrate	nitrate	NOUN
eurjchem-351	59	54	(	(	PUNCT
eurjchem-351	59	55	0.35	0.35	NUM
eurjchem-351	59	56	g	g	NOUN
eurjchem-351	59	57	,	,	PUNCT
eurjchem-351	59	58	5	5	NUM
eurjchem-351	59	59	mmol	mmol	NOUN
eurjchem-351	59	60	)	)	PUNCT
eurjchem-351	59	61	in	in	ADP
eurjchem-351	59	62	ice‐cold	ice‐cold	VERB
eurjchem-351	59	63	water	water	NOUN
eurjchem-351	59	64	(	(	PUNCT
eurjchem-351	59	65	10	10	NUM
eurjchem-351	59	66	ml	ml	NOUN
eurjchem-351	59	67	)	)	PUNCT
eurjchem-351	59	68	,	,	PUNCT
eurjchem-351	59	69	and	and	CCONJ
eurjchem-351	59	70	hydrochloric	hydrochloric	ADJ
eurjchem-351	59	71	acid	acid	NOUN
eurjchem-351	59	72	(	(	PUNCT
eurjchem-351	59	73	60	60	NUM
eurjchem-351	59	74	ml	ml	NOUN
eurjchem-351	59	75	,	,	PUNCT
eurjchem-351	59	76	1	1	NUM
eurjchem-351	59	77	m	m	NOUN
eurjchem-351	59	78	)	)	PUNCT
eurjchem-351	59	79	with	with	ADP
eurjchem-351	59	80	continuous	continuous	ADJ
eurjchem-351	59	81	stirring	stirring	NOUN
eurjchem-351	59	82	for	for	ADP
eurjchem-351	59	83	about	about	ADV
eurjchem-351	59	84	30	30	NUM
eurjchem-351	59	85	min	min	NOUN
eurjchem-351	59	86	.	.	PROPN
eurjchem-351	59	87	380	380	NUM
eurjchem-351	59	88	abass	abass	PROPN
eurjchem-351	59	89	et	et	PROPN
eurjchem-351	59	90	al	al	PROPN
eurjchem-351	59	91	.	.	PUNCT
eurjchem-351	59	92	/	/	SYM
eurjchem-351	59	93	european	european	PROPN
eurjchem-351	59	94	journal	journal	PROPN
eurjchem-351	59	95	of	of	ADP
eurjchem-351	59	96	chemistry	chemistry	NOUN
eurjchem-351	59	97	2	2	NUM
eurjchem-351	59	98	(	(	PUNCT
eurjchem-351	59	99	3	3	NUM
eurjchem-351	59	100	)	)	PUNCT
eurjchem-351	59	101	(	(	PUNCT
eurjchem-351	59	102	2011	2011	NUM
eurjchem-351	59	103	)	)	PUNCT
eurjchem-351	59	104	378‐387	378‐387	NOUN
eurjchem-351	60	1	n	n	CCONJ
eurjchem-351	61	1	oh	oh	INTJ
eurjchem-351	61	2	o	o	X
eurjchem-351	61	3	ch3	ch3	PROPN
eurjchem-351	61	4	o	o	NOUN
eurjchem-351	61	5	n	n	X
eurjchem-351	62	1	o	o	NOUN
eurjchem-351	62	2	o	o	NOUN
eurjchem-351	63	1	oh	oh	INTJ
eurjchem-351	63	2	h	h	NOUN
eurjchem-351	63	3	n	n	ADV
eurjchem-351	64	1	o	o	X
eurjchem-351	64	2	ch3	ch3	NOUN
eurjchem-351	65	1	o	o	X
eurjchem-351	66	1	o	o	X
eurjchem-351	66	2	o	o	X
eurjchem-351	66	3	n	n	CCONJ
eurjchem-351	66	4	o	o	NOUN
eurjchem-351	66	5	h	h	NOUN
eurjchem-351	67	1	n	n	ADV
eurjchem-351	68	1	o	o	X
eurjchem-351	68	2	ch3	ch3	PROPN
eurjchem-351	68	3	o	o	NOUN
eurjchem-351	69	1	oh	oh	INTJ
eurjchem-351	69	2	o	o	INTJ
eurjchem-351	70	1	n	n	CCONJ
eurjchem-351	71	1	oh	oh	INTJ
eurjchem-351	71	2	o	o	X
eurjchem-351	71	3	ch3	ch3	PROPN
eurjchem-351	71	4	o	o	PROPN
eurjchem-351	71	5	co2h	co2h	PROPN
eurjchem-351	71	6	conc	conc	NOUN
eurjchem-351	71	7	.	.	PUNCT
eurjchem-351	72	1	h2so4	h2so4	NOUN
eurjchem-351	72	2	12	12	NUM
eurjchem-351	72	3	4	4	NUM
eurjchem-351	72	4	5	5	NUM
eurjchem-351	72	5	n	n	NOUN
eurjchem-351	73	1	oh	oh	INTJ
eurjchem-351	73	2	o	o	X
eurjchem-351	73	3	ch3	ch3	PROPN
eurjchem-351	73	4	o	o	NOUN
eurjchem-351	73	5	n	n	CCONJ
eurjchem-351	74	1	o	o	NOUN
eurjchem-351	75	1	oh	oh	INTJ
eurjchem-351	75	2	o	o	INTJ
eurjchem-351	75	3	h	h	NOUN
eurjchem-351	75	4	n	n	ADV
eurjchem-351	75	5	o	o	X
eurjchem-351	75	6	ch3	ch3	PROPN
eurjchem-351	75	7	o	o	INTJ
eurjchem-351	75	8	co2hn	co2hn	NOUN
eurjchem-351	75	9	x	x	SYM
eurjchem-351	75	10	4	4	NUM
eurjchem-351	75	11	'	'	PART
eurjchem-351	75	12	n	n	NOUN
eurjchem-351	76	1	oh	oh	INTJ
eurjchem-351	76	2	o	o	X
eurjchem-351	76	3	ch3	ch3	PROPN
eurjchem-351	76	4	o	o	PROPN
eurjchem-351	76	5	n	n	CCONJ
eurjchem-351	76	6	n	n	NOUN
eurjchem-351	77	1	o	o	NOUN
eurjchem-351	78	1	oh	oh	INTJ
eurjchem-351	78	2	h	h	NOUN
eurjchem-351	78	3	ar	ar	PROPN
eurjchem-351	78	4	n	n	ADV
eurjchem-351	78	5	o	o	PROPN
eurjchem-351	78	6	ch3	ch3	PROPN
eurjchem-351	79	1	o	o	X
eurjchem-351	80	1	o	o	X
eurjchem-351	80	2	o	o	X
eurjchem-351	80	3	n	n	CCONJ
eurjchem-351	80	4	n	n	PROPN
eurjchem-351	80	5	h	h	NOUN
eurjchem-351	80	6	ar	ar	NOUN
eurjchem-351	80	7	conc	conc	NOUN
eurjchem-351	80	8	.	.	PUNCT
eurjchem-351	81	1	h2so4	h2so4	NOUN
eurjchem-351	81	2	6	6	NUM
eurjchem-351	81	3	7	7	NUM
eurjchem-351	81	4	n	n	NOUN
eurjchem-351	82	1	oh	oh	INTJ
eurjchem-351	82	2	o	o	X
eurjchem-351	82	3	ch3	ch3	PROPN
eurjchem-351	82	4	o	o	PROPN
eurjchem-351	82	5	n	n	CCONJ
eurjchem-351	82	6	n	n	ADV
eurjchem-351	83	1	oh	oh	INTJ
eurjchem-351	83	2	o	o	INTJ
eurjchem-351	83	3	h	h	NOUN
eurjchem-351	83	4	ar	ar	PROPN
eurjchem-351	83	5	6	6	NUM
eurjchem-351	83	6	'	'	PART
eurjchem-351	83	7	ar	ar	NOUN
eurjchem-351	83	8	=	=	NOUN
eurjchem-351	83	9	4	4	NUM
eurjchem-351	83	10	-	-	PUNCT
eurjchem-351	83	11	nitrophenyl	nitrophenyl	NOUN
eurjchem-351	83	12	no2	no2	NOUN
eurjchem-351	83	13	n2	n2	PROPN
eurjchem-351	83	14	cl+	cl+	NOUN
eurjchem-351	83	15	no2	no2	PROPN
eurjchem-351	83	16	n2	n2	PROPN
eurjchem-351	83	17	cl+	cl+	NOUN
eurjchem-351	83	18	conc	conc	NOUN
eurjchem-351	83	19	.	.	PUNCT
eurjchem-351	84	1	h2so4	h2so4	PROPN
eurjchem-351	84	2	conc	conc	PROPN
eurjchem-351	84	3	.	.	PUNCT
eurjchem-351	85	1	h2so4	h2so4	PROPN
eurjchem-351	85	2	hno2	hno2	PROPN
eurjchem-351	85	3	hno2	hno2	PROPN
eurjchem-351	85	4	scheme	scheme	NOUN
eurjchem-351	85	5	2	2	NUM
eurjchem-351	85	6	after	after	ADP
eurjchem-351	85	7	completion	completion	NOUN
eurjchem-351	85	8	of	of	ADP
eurjchem-351	85	9	addition	addition	NOUN
eurjchem-351	85	10	at	at	ADP
eurjchem-351	85	11	,	,	PUNCT
eurjchem-351	85	12	the	the	DET
eurjchem-351	85	13	mixture	mixture	NOUN
eurjchem-351	85	14	was	be	AUX
eurjchem-351	85	15	stirred	stir	VERB
eurjchem-351	85	16	at	at	ADP
eurjchem-351	85	17	the	the	DET
eurjchem-351	85	18	ambient	ambient	ADJ
eurjchem-351	85	19	temperature	temperature	NOUN
eurjchem-351	85	20	.	.	PUNCT
eurjchem-351	86	1	the	the	DET
eurjchem-351	86	2	bright	bright	ADJ
eurjchem-351	86	3	orange	orange	PROPN
eurjchem-351	86	4	precipitate	precipitate	NOUN
eurjchem-351	86	5	that	that	PRON
eurjchem-351	86	6	formed	form	VERB
eurjchem-351	86	7	was	be	AUX
eurjchem-351	86	8	filtered	filter	VERB
eurjchem-351	86	9	,	,	PUNCT
eurjchem-351	86	10	washed	wash	VERB
eurjchem-351	86	11	several	several	ADJ
eurjchem-351	86	12	times	time	NOUN
eurjchem-351	86	13	with	with	ADP
eurjchem-351	86	14	cold	cold	ADJ
eurjchem-351	86	15	water	water	NOUN
eurjchem-351	86	16	,	,	PUNCT
eurjchem-351	86	17	dried	dry	VERB
eurjchem-351	86	18	and	and	CCONJ
eurjchem-351	86	19	crystallized	crystallize	VERB
eurjchem-351	86	20	to	to	PART
eurjchem-351	86	21	give	give	VERB
eurjchem-351	86	22	the	the	DET
eurjchem-351	86	23	oxime	oxime	NOUN
eurjchem-351	86	24	4	4	NUM
eurjchem-351	86	25	(	(	PUNCT
eurjchem-351	86	26	scheme	scheme	NOUN
eurjchem-351	86	27	2	2	NUM
eurjchem-351	86	28	)	)	PUNCT
eurjchem-351	86	29	(	(	PUNCT
eurjchem-351	86	30	table	table	NOUN
eurjchem-351	86	31	1	1	NUM
eurjchem-351	86	32	and	and	CCONJ
eurjchem-351	86	33	2	2	NUM
eurjchem-351	86	34	)	)	PUNCT
eurjchem-351	86	35	.	.	PUNCT
eurjchem-351	87	1	2.6	2.6	NUM
eurjchem-351	87	2	.	.	X
eurjchem-351	88	1	6‐methyl‐3‐oximopyrano[3,2‐c]quinoline‐2,4,5(3h,6h)‐	6‐methyl‐3‐oximopyrano[3,2‐c]quinoline‐2,4,5(3h,6h)‐	PROPN
eurjchem-351	88	2	trione	trione	NOUN
eurjchem-351	88	3	(	(	PUNCT
eurjchem-351	88	4	5	5	NUM
eurjchem-351	88	5	)	)	PUNCT
eurjchem-351	88	6	2.6.1	2.6.1	NUM
eurjchem-351	88	7	.	.	PUNCT
eurjchem-351	88	8	procedure	procedure	NOUN
eurjchem-351	88	9	a	a	DET
eurjchem-351	88	10	the	the	DET
eurjchem-351	88	11	compound	compound	NOUN
eurjchem-351	88	12	4	4	NUM
eurjchem-351	88	13	(	(	PUNCT
eurjchem-351	88	14	0.58	0.58	NUM
eurjchem-351	88	15	g	g	NOUN
eurjchem-351	88	16	,	,	PUNCT
eurjchem-351	88	17	2	2	NUM
eurjchem-351	88	18	mmol	mmol	NOUN
eurjchem-351	88	19	)	)	PUNCT
eurjchem-351	88	20	was	be	AUX
eurjchem-351	88	21	portion‐wise	portion‐wise	NOUN
eurjchem-351	88	22	added	add	VERB
eurjchem-351	88	23	to	to	ADP
eurjchem-351	88	24	concentrated	concentrated	ADJ
eurjchem-351	88	25	sulfuric	sulfuric	NOUN
eurjchem-351	88	26	acid	acid	NOUN
eurjchem-351	88	27	(	(	PUNCT
eurjchem-351	88	28	5	5	NUM
eurjchem-351	88	29	ml	ml	NOUN
eurjchem-351	88	30	)	)	PUNCT
eurjchem-351	88	31	and	and	CCONJ
eurjchem-351	88	32	stirred	stir	VERB
eurjchem-351	88	33	at	at	ADP
eurjchem-351	88	34	room	room	NOUN
eurjchem-351	88	35	temperature	temperature	NOUN
eurjchem-351	88	36	for	for	ADP
eurjchem-351	88	37	2	2	NUM
eurjchem-351	88	38	hr	hr	NOUN
eurjchem-351	88	39	.	.	PUNCT
eurjchem-351	89	1	the	the	DET
eurjchem-351	89	2	dark	dark	ADJ
eurjchem-351	89	3	brick	brick	NOUN
eurjchem-351	89	4	red	red	ADJ
eurjchem-351	89	5	solution	solution	NOUN
eurjchem-351	89	6	so	so	ADV
eurjchem-351	89	7	formed	form	VERB
eurjchem-351	89	8	was	be	AUX
eurjchem-351	89	9	poured	pour	VERB
eurjchem-351	89	10	onto	onto	ADP
eurjchem-351	89	11	crushed	crush	VERB
eurjchem-351	89	12	ice	ice	NOUN
eurjchem-351	89	13	.	.	PUNCT
eurjchem-351	90	1	the	the	DET
eurjchem-351	90	2	separated	separate	VERB
eurjchem-351	90	3	deep	deep	ADJ
eurjchem-351	90	4	orange	orange	ADJ
eurjchem-351	90	5	deposits	deposit	NOUN
eurjchem-351	90	6	were	be	AUX
eurjchem-351	90	7	filtered	filter	VERB
eurjchem-351	90	8	,	,	PUNCT
eurjchem-351	90	9	washed	wash	VERB
eurjchem-351	90	10	with	with	ADP
eurjchem-351	90	11	cold	cold	ADJ
eurjchem-351	90	12	water	water	NOUN
eurjchem-351	90	13	several	several	ADJ
eurjchem-351	90	14	time	time	NOUN
eurjchem-351	90	15	,	,	PUNCT
eurjchem-351	90	16	dried	dry	VERB
eurjchem-351	90	17	and	and	CCONJ
eurjchem-351	90	18	crystallized	crystallize	VERB
eurjchem-351	90	19	to	to	PART
eurjchem-351	90	20	give	give	VERB
eurjchem-351	90	21	the	the	DET
eurjchem-351	90	22	oximopyranoquinoline	oximopyranoquinoline	ADJ
eurjchem-351	90	23	5	5	NUM
eurjchem-351	90	24	(	(	PUNCT
eurjchem-351	90	25	scheme	scheme	NOUN
eurjchem-351	90	26	2	2	NUM
eurjchem-351	90	27	)	)	PUNCT
eurjchem-351	90	28	(	(	PUNCT
eurjchem-351	90	29	table	table	NOUN
eurjchem-351	90	30	1	1	NUM
eurjchem-351	90	31	and	and	CCONJ
eurjchem-351	90	32	2	2	NUM
eurjchem-351	90	33	)	)	PUNCT
eurjchem-351	90	34	.	.	PUNCT
eurjchem-351	91	1	2.6.2	2.6.2	X
eurjchem-351	91	2	.	.	PUNCT
eurjchem-351	91	3	procedure	procedure	NOUN
eurjchem-351	91	4	b	b	PROPN
eurjchem-351	91	5	to	to	ADP
eurjchem-351	91	6	a	a	DET
eurjchem-351	91	7	previously	previously	ADV
eurjchem-351	91	8	cooled	cool	VERB
eurjchem-351	91	9	solution	solution	NOUN
eurjchem-351	91	10	(	(	PUNCT
eurjchem-351	91	11	0‐5	0‐5	X
eurjchem-351	91	12	oc	oc	PROPN
eurjchem-351	91	13	)	)	PUNCT
eurjchem-351	91	14	the	the	DET
eurjchem-351	91	15	compound	compound	NOUN
eurjchem-351	91	16	1	1	NUM
eurjchem-351	91	17	(	(	PUNCT
eurjchem-351	91	18	1.22	1.22	NUM
eurjchem-351	91	19	g	g	NOUN
eurjchem-351	91	20	,	,	PUNCT
eurjchem-351	91	21	5	5	NUM
eurjchem-351	91	22	mmol	mmol	NOUN
eurjchem-351	91	23	)	)	PUNCT
eurjchem-351	91	24	,	,	PUNCT
eurjchem-351	91	25	in	in	ADP
eurjchem-351	91	26	aqueous	aqueous	ADJ
eurjchem-351	91	27	sodium	sodium	NOUN
eurjchem-351	91	28	carbonate	carbonate	NOUN
eurjchem-351	91	29	(	(	PUNCT
eurjchem-351	91	30	50	50	NUM
eurjchem-351	91	31	ml	ml	NOUN
eurjchem-351	91	32	,	,	PUNCT
eurjchem-351	91	33	1	1	NUM
eurjchem-351	91	34	m	m	NOUN
eurjchem-351	91	35	)	)	PUNCT
eurjchem-351	91	36	,	,	PUNCT
eurjchem-351	91	37	was	be	AUX
eurjchem-351	91	38	drop‐wise	drop‐wise	VERB
eurjchem-351	91	39	added	add	VERB
eurjchem-351	91	40	nitrous	nitrous	ADJ
eurjchem-351	91	41	acid	acid	NOUN
eurjchem-351	91	42	(	(	PUNCT
eurjchem-351	91	43	freshly	freshly	ADV
eurjchem-351	91	44	prepared	prepare	VERB
eurjchem-351	91	45	from	from	ADP
eurjchem-351	91	46	solution	solution	NOUN
eurjchem-351	91	47	of	of	ADP
eurjchem-351	91	48	sodium	sodium	NOUN
eurjchem-351	91	49	nitrate	nitrate	NOUN
eurjchem-351	91	50	(	(	PUNCT
eurjchem-351	91	51	0.35	0.35	NUM
eurjchem-351	91	52	g	g	NOUN
eurjchem-351	91	53	,	,	PUNCT
eurjchem-351	91	54	5	5	NUM
eurjchem-351	91	55	mmol	mmol	NOUN
eurjchem-351	91	56	)	)	PUNCT
eurjchem-351	91	57	in	in	ADP
eurjchem-351	91	58	ice‐cold	ice‐cold	VERB
eurjchem-351	91	59	water	water	NOUN
eurjchem-351	91	60	(	(	PUNCT
eurjchem-351	91	61	10	10	NUM
eurjchem-351	91	62	ml	ml	NOUN
eurjchem-351	91	63	)	)	PUNCT
eurjchem-351	91	64	,	,	PUNCT
eurjchem-351	91	65	and	and	CCONJ
eurjchem-351	91	66	hydrochloric	hydrochloric	ADJ
eurjchem-351	91	67	acid	acid	NOUN
eurjchem-351	91	68	(	(	PUNCT
eurjchem-351	91	69	60	60	NUM
eurjchem-351	91	70	ml	ml	NOUN
eurjchem-351	91	71	,	,	PUNCT
eurjchem-351	91	72	1	1	NUM
eurjchem-351	91	73	m	m	NOUN
eurjchem-351	91	74	)	)	PUNCT
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eurjchem-351	91	78	for	for	ADP
eurjchem-351	91	79	about	about	ADV
eurjchem-351	91	80	30	30	NUM
eurjchem-351	91	81	min	min	NOUN
eurjchem-351	91	82	.	.	NOUN
eurjchem-351	92	1	after	after	ADP
eurjchem-351	92	2	completion	completion	NOUN
eurjchem-351	92	3	of	of	ADP
eurjchem-351	92	4	addition	addition	NOUN
eurjchem-351	92	5	at	at	ADP
eurjchem-351	92	6	,	,	PUNCT
eurjchem-351	92	7	the	the	DET
eurjchem-351	92	8	mixture	mixture	NOUN
eurjchem-351	92	9	was	be	AUX
eurjchem-351	92	10	stirred	stir	VERB
eurjchem-351	92	11	at	at	ADP
eurjchem-351	92	12	the	the	DET
eurjchem-351	92	13	ambient	ambient	ADJ
eurjchem-351	92	14	temperature	temperature	NOUN
eurjchem-351	92	15	.	.	PUNCT
eurjchem-351	93	1	abass	abass	PROPN
eurjchem-351	93	2	et	et	PROPN
eurjchem-351	93	3	al	al	PROPN
eurjchem-351	93	4	.	.	PUNCT
eurjchem-351	93	5	/	/	SYM
eurjchem-351	93	6	european	european	PROPN
eurjchem-351	93	7	journal	journal	PROPN
eurjchem-351	93	8	of	of	ADP
eurjchem-351	93	9	chemistry	chemistry	NOUN
eurjchem-351	93	10	2	2	NUM
eurjchem-351	93	11	(	(	PUNCT
eurjchem-351	93	12	3	3	NUM
eurjchem-351	93	13	)	)	PUNCT
eurjchem-351	93	14	(	(	PUNCT
eurjchem-351	93	15	2011	2011	NUM
eurjchem-351	93	16	)	)	PUNCT
eurjchem-351	93	17	378‐387	378‐387	NOUN
eurjchem-351	93	18	381	381	NUM
eurjchem-351	93	19	table	table	NOUN
eurjchem-351	93	20	1	1	NUM
eurjchem-351	93	21	.	.	PUNCT
eurjchem-351	93	22	analytical	analytical	ADJ
eurjchem-351	93	23	data	datum	NOUN
eurjchem-351	93	24	of	of	ADP
eurjchem-351	93	25	the	the	DET
eurjchem-351	93	26	new	new	ADJ
eurjchem-351	93	27	compounds	compound	NOUN
eurjchem-351	93	28	.	.	PUNCT
eurjchem-351	94	1	compound	compound	NOUN
eurjchem-351	94	2	no	no	PROPN
eurjchem-351	94	3	.	.	PUNCT
eurjchem-351	94	4	yield	yield	NOUN
eurjchem-351	94	5	,	,	PUNCT
eurjchem-351	94	6	%	%	INTJ
eurjchem-351	95	1	m.p	m.p	INTJ
eurjchem-351	95	2	.	.	PROPN
eurjchem-351	95	3	,	,	PUNCT
eurjchem-351	95	4	oc	oc	ADP
eurjchem-351	95	5	crystallization	crystallization	NOUN
eurjchem-351	95	6	solvent	solvent	NOUN
eurjchem-351	95	7	formula	formula	NOUN
eurjchem-351	95	8	m.wt	m.wt	PROPN
eurjchem-351	95	9	.	.	PROPN
eurjchem-351	95	10	,	,	PUNCT
eurjchem-351	95	11	g	g	ADP
eurjchem-351	95	12	analysis	analysis	NOUN
eurjchem-351	95	13	calculated	calculate	VERB
eurjchem-351	95	14	/	/	PUNCT
eurjchem-351	95	15	found	find	VERB
eurjchem-351	95	16	c%	c%	VERB
eurjchem-351	95	17	h%	h%	ADV
eurjchem-351	95	18	n%	n%	ADJ
eurjchem-351	95	19	1	1	NUM
eurjchem-351	95	20	90a	90a	NOUN
eurjchem-351	95	21	76b	76b	NUM
eurjchem-351	95	22	255‐257c	255‐257c	NOUN
eurjchem-351	95	23	dioxane	dioxane	NOUN
eurjchem-351	95	24	c13h9no4	c13h9no4	NOUN
eurjchem-351	95	25	243.22	243.22	NUM
eurjchem-351	95	26	64.20	64.20	NUM
eurjchem-351	95	27	64.00	64.00	NUM
eurjchem-351	95	28	3.73	3.73	NUM
eurjchem-351	95	29	3.70	3.70	NUM
eurjchem-351	95	30	05.76	05.76	NUM
eurjchem-351	95	31	05.60	05.60	NUM
eurjchem-351	95	32	2	2	NUM
eurjchem-351	95	33	94	94	NUM
eurjchem-351	95	34	225‐227	225‐227	NUM
eurjchem-351	95	35	dmf	dmf	PROPN
eurjchem-351	95	36	c13h11no5	c13h11no5	PROPN
eurjchem-351	95	37	261.24	261.24	NUM
eurjchem-351	95	38	59.77	59.77	NUM
eurjchem-351	95	39	59.80	59.80	NUM
eurjchem-351	95	40	4.24	4.24	NUM
eurjchem-351	95	41	4.20	4.20	NUM
eurjchem-351	95	42	05.36	05.36	NUM
eurjchem-351	95	43	05.40	05.40	NUM
eurjchem-351	95	44	3a	3a	NUM
eurjchem-351	95	45	85	85	NUM
eurjchem-351	95	46	120‐122	120‐122	NUM
eurjchem-351	95	47	dioxane	dioxane	NOUN
eurjchem-351	95	48	c14h13no5	c14h13no5	VERB
eurjchem-351	95	49	275.26	275.26	NUM
eurjchem-351	95	50	61.09	61.09	NUM
eurjchem-351	95	51	61.2	61.2	NUM
eurjchem-351	95	52	0	0	NUM
eurjchem-351	95	53	4.76	4.76	NUM
eurjchem-351	95	54	4.80	4.80	NUM
eurjchem-351	95	55	05.09	05.09	NUM
eurjchem-351	95	56	04.80	04.80	NUM
eurjchem-351	96	1	3b	3b	NUM
eurjchem-351	96	2	83	83	NUM
eurjchem-351	96	3	130‐132d	130‐132d	NUM
eurjchem-351	96	4	dioxane	dioxane	NOUN
eurjchem-351	96	5	c15h15no5	c15h15no5	PROPN
eurjchem-351	96	6	289.29	289.29	NUM
eurjchem-351	96	7	62.28	62.28	NUM
eurjchem-351	96	8	62.00	62.00	NUM
eurjchem-351	96	9	5.23	5.23	NUM
eurjchem-351	96	10	5.30	5.30	NUM
eurjchem-351	96	11	04.84	04.84	NUM
eurjchem-351	96	12	04.80	04.80	NUM
eurjchem-351	96	13	4	4	NUM
eurjchem-351	96	14	70	70	NUM
eurjchem-351	96	15	244‐245	244‐245	NUM
eurjchem-351	96	16	chcl3	chcl3	NOUN
eurjchem-351	96	17	c13h10n2o6	c13h10n2o6	VERB
eurjchem-351	96	18	290.23	290.23	NUM
eurjchem-351	96	19	53.80	53.80	NUM
eurjchem-351	96	20	53.80	53.80	NUM
eurjchem-351	96	21	3.47	3.47	NUM
eurjchem-351	96	22	3.50	3.50	NUM
eurjchem-351	96	23	09.65	09.65	NUM
eurjchem-351	96	24	09.70	09.70	NUM
eurjchem-351	96	25	5	5	NUM
eurjchem-351	96	26	60a	60a	NOUN
eurjchem-351	96	27	76b	76b	NUM
eurjchem-351	96	28	190‐191	190‐191	NUM
eurjchem-351	96	29	dmso	dmso	NOUN
eurjchem-351	96	30	c13h8n2o5	c13h8n2o5	VERB
eurjchem-351	97	1	272.22	272.22	NUM
eurjchem-351	97	2	57.36	57.36	NUM
eurjchem-351	97	3	57.30	57.30	NUM
eurjchem-351	97	4	2.96	2.96	NUM
eurjchem-351	97	5	2.90	2.90	NUM
eurjchem-351	97	6	10.29	10.29	NUM
eurjchem-351	97	7	10.00	10.00	NUM
eurjchem-351	97	8	6	6	NUM
eurjchem-351	97	9	67	67	NUM
eurjchem-351	97	10	250‐252	250‐252	NUM
eurjchem-351	97	11	etoh	etoh	PROPN
eurjchem-351	97	12	c19h14n4o7	c19h14n4o7	PROPN
eurjchem-351	97	13	410.35	410.35	NUM
eurjchem-351	97	14	55.61	55.61	NUM
eurjchem-351	97	15	55.50	55.50	NUM
eurjchem-351	97	16	3.44	3.44	NUM
eurjchem-351	97	17	3.30	3.30	NUM
eurjchem-351	97	18	13.65	13.65	NUM
eurjchem-351	97	19	13.40	13.40	NUM
eurjchem-351	97	20	7	7	NUM
eurjchem-351	97	21	81a	81a	NOUN
eurjchem-351	97	22	80b	80b	PROPN
eurjchem-351	97	23	275‐276	275‐276	PROPN
eurjchem-351	97	24	dmf	dmf	PROPN
eurjchem-351	97	25	c19h12n4o6	c19h12n4o6	PROPN
eurjchem-351	97	26	392.33	392.33	NUM
eurjchem-351	97	27	58.17	58.17	NUM
eurjchem-351	97	28	58.10	58.10	NUM
eurjchem-351	97	29	3.08	3.08	NUM
eurjchem-351	97	30	3.10	3.10	NUM
eurjchem-351	97	31	14.28	14.28	NUM
eurjchem-351	97	32	14.40	14.40	NUM
eurjchem-351	97	33	8	8	NUM
eurjchem-351	97	34	67	67	NUM
eurjchem-351	97	35	200‐201	200‐201	NUM
eurjchem-351	97	36	dmf	dmf	PROPN
eurjchem-351	97	37	c16h14n2o4	c16h14n2o4	PROPN
eurjchem-351	98	1	298.30	298.30	NUM
eurjchem-351	98	2	64.42	64.42	NUM
eurjchem-351	98	3	64.40	64.40	NUM
eurjchem-351	98	4	4.73	4.73	NUM
eurjchem-351	98	5	4.60	4.60	NUM
eurjchem-351	98	6	09.39	09.39	NUM
eurjchem-351	98	7	09.20	09.20	NUM
eurjchem-351	98	8	9	9	NUM
eurjchem-351	98	9	56	56	NUM
eurjchem-351	98	10	284‐285e	284‐285e	NUM
eurjchem-351	98	11	dmso	dmso	NOUN
eurjchem-351	98	12	c13h11n3o3	c13h11n3o3	PROPN
eurjchem-351	99	1	257.25	257.25	NUM
eurjchem-351	99	2	60.70	60.70	NUM
eurjchem-351	99	3	60.5	60.5	NUM
eurjchem-351	99	4	0	0	NUM
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eurjchem-351	99	6	4.40	4.40	NUM
eurjchem-351	99	7	16.33	16.33	NUM
eurjchem-351	99	8	16.00	16.00	NUM
eurjchem-351	99	9	10	10	NUM
eurjchem-351	99	10	75	75	NUM
eurjchem-351	99	11	>	>	SYM
eurjchem-351	99	12	300	300	NUM
eurjchem-351	99	13	acoh	acoh	ADJ
eurjchem-351	99	14	c21h14n2o6	c21h14n2o6	PROPN
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eurjchem-351	99	16	64.62	64.62	NUM
eurjchem-351	99	17	64.50	64.50	NUM
eurjchem-351	99	18	3.62	3.62	NUM
eurjchem-351	99	19	3.50	3.50	NUM
eurjchem-351	99	20	07.18	07.18	NUM
eurjchem-351	99	21	07.00	07.00	NUM
eurjchem-351	99	22	11	11	NUM
eurjchem-351	99	23	70e	70e	NOUN
eurjchem-351	99	24	88f	88f	X
eurjchem-351	99	25	>	>	PUNCT
eurjchem-351	99	26	300	300	NUM
eurjchem-351	99	27	dmf	dmf	PROPN
eurjchem-351	99	28	c21h12n2o5	c21h12n2o5	PROPN
eurjchem-351	99	29	372.34	372.34	NUM
eurjchem-351	99	30	67.74	67.74	NUM
eurjchem-351	99	31	67.70	67.70	NUM
eurjchem-351	99	32	3.25	3.25	NUM
eurjchem-351	99	33	3.20	3.20	NUM
eurjchem-351	99	34	07.52	07.52	NUM
eurjchem-351	99	35	07.50	07.50	NUM
eurjchem-351	99	36	12	12	NUM
eurjchem-351	99	37	90	90	NUM
eurjchem-351	99	38	290‐292	290‐292	NUM
eurjchem-351	99	39	dmso	dmso	NOUN
eurjchem-351	99	40	c20h13no5	c20h13no5	PROPN
eurjchem-351	99	41	347.33	347.33	NUM
eurjchem-351	99	42	69.16	69.16	NUM
eurjchem-351	99	43	69.30	69.30	NUM
eurjchem-351	99	44	3.77	3.77	NUM
eurjchem-351	99	45	3.60	3.60	NUM
eurjchem-351	99	46	04.03	04.03	NUM
eurjchem-351	99	47	03.80	03.80	NUM
eurjchem-351	99	48	13	13	NUM
eurjchem-351	99	49	79f	79f	NOUN
eurjchem-351	99	50	>	>	PUNCT
eurjchem-351	100	1	300	300	NUM
eurjchem-351	100	2	dmf	dmf	PROPN
eurjchem-351	100	3	c20h13no5	c20h13no5	PROPN
eurjchem-351	100	4	347.33	347.33	NUM
eurjchem-351	100	5	69.16	69.16	NUM
eurjchem-351	100	6	69.10	69.10	NUM
eurjchem-351	100	7	3.77	3.77	NUM
eurjchem-351	100	8	3.70	3.70	NUM
eurjchem-351	100	9	04.03	04.03	NUM
eurjchem-351	100	10	04.00	04.00	NUM
eurjchem-351	100	11	17a	17a	X
eurjchem-351	100	12	74a	74a	NUM
eurjchem-351	100	13	65b	65b	NUM
eurjchem-351	100	14	>	>	PUNCT
eurjchem-351	100	15	300	300	NUM
eurjchem-351	100	16	acoh	acoh	ADJ
eurjchem-351	100	17	c24h16n2o6	c24h16n2o6	X
eurjchem-351	100	18	428.40	428.40	NUM
eurjchem-351	100	19	67.29	67.29	NUM
eurjchem-351	100	20	67.50	67.50	NUM
eurjchem-351	100	21	3.76	3.76	NUM
eurjchem-351	100	22	3.50	3.50	NUM
eurjchem-351	100	23	06.54	06.54	NUM
eurjchem-351	100	24	06.40	06.40	NUM
eurjchem-351	100	25	17b	17b	NOUN
eurjchem-351	100	26	79a	79a	NOUN
eurjchem-351	100	27	68f	68f	ADP
eurjchem-351	100	28	>	>	SYM
eurjchem-351	100	29	300	300	NUM
eurjchem-351	100	30	acoh	acoh	ADJ
eurjchem-351	100	31	c24h16n2o6	c24h16n2o6	X
eurjchem-351	100	32	428.40	428.40	NUM
eurjchem-351	100	33	67.29	67.29	NUM
eurjchem-351	100	34	67.40	67.40	NUM
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eurjchem-351	100	37	06.54	06.54	NUM
eurjchem-351	100	38	06.40	06.40	NUM
eurjchem-351	100	39	20	20	NUM
eurjchem-351	100	40	65	65	NUM
eurjchem-351	100	41	>	>	SYM
eurjchem-351	100	42	300	300	NUM
eurjchem-351	100	43	dmf	dmf	PROPN
eurjchem-351	100	44	c23h13no6	c23h13no6	PROPN
eurjchem-351	100	45	399.36	399.36	NUM
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eurjchem-351	100	49	3.00	3.00	NUM
eurjchem-351	100	50	03.51	03.51	NUM
eurjchem-351	100	51	03.40	03.40	NUM
eurjchem-351	100	52	21	21	NUM
eurjchem-351	100	53	13	13	NUM
eurjchem-351	100	54	224‐226	224‐226	NUM
eurjchem-351	100	55	dmf	dmf	PROPN
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eurjchem-351	100	59	70.60	70.60	NUM
eurjchem-351	100	60	4.05	4.05	NUM
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eurjchem-351	100	64	a	a	DET
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eurjchem-351	100	69	a.	a.	NOUN
eurjchem-351	100	70	b	b	PROPN
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eurjchem-351	100	72	according	accord	VERB
eurjchem-351	100	73	to	to	ADP
eurjchem-351	100	74	procedure	procedure	NOUN
eurjchem-351	100	75	b.	b.	PROPN
eurjchem-351	100	76	c	c	PROPN
eurjchem-351	100	77	literature	literature	PROPN
eurjchem-351	101	1	[	[	X
eurjchem-351	101	2	22	22	NUM
eurjchem-351	101	3	]	]	X
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eurjchem-351	101	6	:	:	PUNCT
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eurjchem-351	101	9	.	.	PUNCT
eurjchem-351	102	1	d	d	X
eurjchem-351	102	2	literature	literature	NOUN
eurjchem-351	102	3	[	[	X
eurjchem-351	102	4	21	21	NUM
eurjchem-351	102	5	]	]	X
eurjchem-351	102	6	m.p	m.p	PROPN
eurjchem-351	102	7	.	.	PROPN
eurjchem-351	102	8	:	:	PUNCT
eurjchem-351	102	9	132	132	NUM
eurjchem-351	102	10	oc	oc	NOUN
eurjchem-351	102	11	.	.	PUNCT
eurjchem-351	103	1	e	e	PROPN
eurjchem-351	103	2	literature	literature	NOUN
eurjchem-351	104	1	[	[	X
eurjchem-351	104	2	3	3	NUM
eurjchem-351	104	3	]	]	X
eurjchem-351	104	4	m.p	m.p	PROPN
eurjchem-351	104	5	.	.	PROPN
eurjchem-351	104	6	:	:	PUNCT
eurjchem-351	104	7	287‐288	287‐288	NUM
eurjchem-351	104	8	oc	oc	PROPN
eurjchem-351	104	9	.	.	PUNCT
eurjchem-351	105	1	the	the	DET
eurjchem-351	105	2	deep	deep	ADJ
eurjchem-351	105	3	orange	orange	PROPN
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eurjchem-351	105	5	that	that	PRON
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eurjchem-351	105	8	filtered	filter	VERB
eurjchem-351	105	9	,	,	PUNCT
eurjchem-351	105	10	washed	wash	VERB
eurjchem-351	105	11	several	several	ADJ
eurjchem-351	105	12	times	time	NOUN
eurjchem-351	105	13	with	with	ADP
eurjchem-351	105	14	cold	cold	ADJ
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eurjchem-351	105	18	and	and	CCONJ
eurjchem-351	105	19	crystallized	crystallize	VERB
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eurjchem-351	105	21	give	give	VERB
eurjchem-351	105	22	the	the	DET
eurjchem-351	105	23	oximopyranoquinoline	oximopyranoquinoline	ADJ
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eurjchem-351	105	25	(	(	PUNCT
eurjchem-351	105	26	scheme	scheme	NOUN
eurjchem-351	105	27	2	2	NUM
eurjchem-351	105	28	)	)	PUNCT
eurjchem-351	105	29	(	(	PUNCT
eurjchem-351	105	30	table	table	NOUN
eurjchem-351	105	31	1	1	NUM
eurjchem-351	105	32	and	and	CCONJ
eurjchem-351	105	33	2	2	NUM
eurjchem-351	105	34	)	)	PUNCT
eurjchem-351	105	35	.	.	PUNCT
eurjchem-351	106	1	2.7	2.7	NUM
eurjchem-351	106	2	.	.	X
eurjchem-351	106	3	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐	NUM
eurjchem-351	106	4	2‐[(4‐nitro‐phenyl)hydrazono]‐3‐oxopropionic	2‐[(4‐nitro‐phenyl)hydrazono]‐3‐oxopropionic	NUM
eurjchem-351	106	5	acid	acid	NOUN
eurjchem-351	106	6	(	(	PUNCT
eurjchem-351	106	7	6	6	NUM
eurjchem-351	106	8	)	)	PUNCT
eurjchem-351	106	9	to	to	ADP
eurjchem-351	106	10	a	a	DET
eurjchem-351	106	11	previously	previously	ADV
eurjchem-351	106	12	cooled	cool	VERB
eurjchem-351	106	13	solution	solution	NOUN
eurjchem-351	106	14	(	(	PUNCT
eurjchem-351	106	15	0‐5	0‐5	X
eurjchem-351	106	16	oc	oc	NOUN
eurjchem-351	106	17	)	)	PUNCT
eurjchem-351	106	18	of	of	ADP
eurjchem-351	106	19	the	the	DET
eurjchem-351	106	20	‐keto	‐keto	NOUN
eurjchem-351	106	21	acid	acid	NOUN
eurjchem-351	106	22	2	2	NUM
eurjchem-351	106	23	(	(	PUNCT
eurjchem-351	106	24	1.3	1.3	NUM
eurjchem-351	106	25	g	g	NOUN
eurjchem-351	106	26	,	,	PUNCT
eurjchem-351	106	27	5	5	NUM
eurjchem-351	106	28	mmol	mmol	NOUN
eurjchem-351	106	29	,	,	PUNCT
eurjchem-351	106	30	)	)	PUNCT
eurjchem-351	106	31	in	in	ADP
eurjchem-351	106	32	sodium	sodium	NOUN
eurjchem-351	106	33	carbonate	carbonate	NOUN
eurjchem-351	106	34	(	(	PUNCT
eurjchem-351	106	35	50	50	NUM
eurjchem-351	106	36	ml	ml	NOUN
eurjchem-351	106	37	,	,	PUNCT
eurjchem-351	106	38	1	1	NUM
eurjchem-351	106	39	m	m	NOUN
eurjchem-351	106	40	)	)	PUNCT
eurjchem-351	106	41	,	,	PUNCT
eurjchem-351	106	42	was	be	AUX
eurjchem-351	106	43	added	add	VERB
eurjchem-351	106	44	a	a	DET
eurjchem-351	106	45	solution	solution	NOUN
eurjchem-351	106	46	of	of	ADP
eurjchem-351	106	47	p‐nitrophenyldiazonium	p‐nitrophenyldiazonium	NOUN
eurjchem-351	106	48	chloride	chloride	NOUN
eurjchem-351	106	49	,	,	PUNCT
eurjchem-351	106	50	freshly	freshly	ADV
eurjchem-351	106	51	prepared	prepare	VERB
eurjchem-351	106	52	from	from	ADP
eurjchem-351	106	53	p‐nitroaniline	p‐nitroaniline	PUNCT
eurjchem-351	106	54	(	(	PUNCT
eurjchem-351	106	55	0.7	0.7	NUM
eurjchem-351	106	56	g	g	NOUN
eurjchem-351	106	57	,	,	PUNCT
eurjchem-351	106	58	5	5	NUM
eurjchem-351	106	59	mmol	mmol	NOUN
eurjchem-351	106	60	)	)	PUNCT
eurjchem-351	106	61	and	and	CCONJ
eurjchem-351	106	62	hydrochloric	hydrochloric	ADJ
eurjchem-351	106	63	acid	acid	NOUN
eurjchem-351	106	64	(	(	PUNCT
eurjchem-351	106	65	60	60	NUM
eurjchem-351	106	66	ml	ml	NOUN
eurjchem-351	106	67	,	,	PUNCT
eurjchem-351	106	68	1	1	NUM
eurjchem-351	106	69	m	m	NOUN
eurjchem-351	106	70	)	)	PUNCT
eurjchem-351	106	71	,	,	PUNCT
eurjchem-351	106	72	with	with	ADP
eurjchem-351	106	73	continuous	continuous	ADJ
eurjchem-351	106	74	stirring	stirring	NOUN
eurjchem-351	106	75	for	for	ADP
eurjchem-351	106	76	about	about	ADV
eurjchem-351	106	77	30	30	NUM
eurjchem-351	106	78	min	min	NOUN
eurjchem-351	106	79	.	.	NOUN
eurjchem-351	106	80	after	after	ADP
eurjchem-351	106	81	completion	completion	NOUN
eurjchem-351	106	82	of	of	ADP
eurjchem-351	106	83	addition	addition	NOUN
eurjchem-351	106	84	,	,	PUNCT
eurjchem-351	106	85	the	the	DET
eurjchem-351	106	86	mixture	mixture	NOUN
eurjchem-351	106	87	was	be	AUX
eurjchem-351	106	88	stirred	stir	VERB
eurjchem-351	106	89	at	at	ADP
eurjchem-351	106	90	the	the	DET
eurjchem-351	106	91	ambient	ambient	ADJ
eurjchem-351	106	92	temperature	temperature	NOUN
eurjchem-351	106	93	for	for	ADP
eurjchem-351	106	94	1	1	NUM
eurjchem-351	106	95	hr	hr	NOUN
eurjchem-351	106	96	.	.	PUNCT
eurjchem-351	107	1	the	the	DET
eurjchem-351	107	2	shining	shine	VERB
eurjchem-351	107	3	orange	orange	PROPN
eurjchem-351	107	4	precipitate	precipitate	NOUN
eurjchem-351	107	5	that	that	PRON
eurjchem-351	107	6	formed	form	VERB
eurjchem-351	107	7	was	be	AUX
eurjchem-351	107	8	filtered	filter	VERB
eurjchem-351	107	9	,	,	PUNCT
eurjchem-351	107	10	washed	wash	VERB
eurjchem-351	107	11	several	several	ADJ
eurjchem-351	107	12	times	time	NOUN
eurjchem-351	107	13	with	with	ADP
eurjchem-351	107	14	cold	cold	ADJ
eurjchem-351	107	15	water	water	NOUN
eurjchem-351	107	16	,	,	PUNCT
eurjchem-351	107	17	dried	dry	VERB
eurjchem-351	107	18	and	and	CCONJ
eurjchem-351	107	19	crystallized	crystallize	VERB
eurjchem-351	107	20	to	to	PART
eurjchem-351	107	21	give	give	VERB
eurjchem-351	107	22	the	the	DET
eurjchem-351	107	23	hydrazone	hydrazone	NOUN
eurjchem-351	107	24	6	6	NUM
eurjchem-351	107	25	(	(	PUNCT
eurjchem-351	107	26	scheme	scheme	NOUN
eurjchem-351	107	27	2	2	NUM
eurjchem-351	107	28	)	)	PUNCT
eurjchem-351	107	29	(	(	PUNCT
eurjchem-351	107	30	table	table	NOUN
eurjchem-351	107	31	1	1	NUM
eurjchem-351	107	32	and	and	CCONJ
eurjchem-351	107	33	2	2	NUM
eurjchem-351	107	34	)	)	PUNCT
eurjchem-351	107	35	.	.	PUNCT
eurjchem-351	108	1	2.8	2.8	NUM
eurjchem-351	108	2	.	.	PUNCT
eurjchem-351	108	3	6‐methyl‐3‐(4‐nitrophenyl)hydrazonopyrano[3,2‐	6‐methyl‐3‐(4‐nitrophenyl)hydrazonopyrano[3,2‐	NOUN
eurjchem-351	108	4	c]quinoline‐2,4,5(3h,6h)‐trione	c]quinoline‐2,4,5(3h,6h)‐trione	NOUN
eurjchem-351	108	5	(	(	PUNCT
eurjchem-351	108	6	7	7	NUM
eurjchem-351	108	7	)	)	PUNCT
eurjchem-351	108	8	2.8.1	2.8.1	NUM
eurjchem-351	108	9	.	.	PUNCT
eurjchem-351	108	10	procedure	procedure	NOUN
eurjchem-351	108	11	a	a	DET
eurjchem-351	108	12	the	the	DET
eurjchem-351	108	13	compound	compound	NOUN
eurjchem-351	108	14	6	6	NUM
eurjchem-351	108	15	(	(	PUNCT
eurjchem-351	108	16	0.82	0.82	NUM
eurjchem-351	108	17	g	g	NOUN
eurjchem-351	108	18	,	,	PUNCT
eurjchem-351	108	19	2	2	NUM
eurjchem-351	108	20	mmol	mmol	NOUN
eurjchem-351	108	21	)	)	PUNCT
eurjchem-351	108	22	was	be	AUX
eurjchem-351	108	23	portion‐wise	portion‐wise	NOUN
eurjchem-351	108	24	added	add	VERB
eurjchem-351	108	25	to	to	ADP
eurjchem-351	108	26	concentrated	concentrated	ADJ
eurjchem-351	108	27	sulfuric	sulfuric	NOUN
eurjchem-351	108	28	acid	acid	NOUN
eurjchem-351	108	29	(	(	PUNCT
eurjchem-351	108	30	5	5	NUM
eurjchem-351	108	31	ml	ml	NOUN
eurjchem-351	108	32	)	)	PUNCT
eurjchem-351	108	33	and	and	CCONJ
eurjchem-351	108	34	stirred	stir	VERB
eurjchem-351	108	35	at	at	ADP
eurjchem-351	108	36	room	room	NOUN
eurjchem-351	108	37	temperature	temperature	NOUN
eurjchem-351	108	38	for	for	ADP
eurjchem-351	108	39	2	2	NUM
eurjchem-351	108	40	hr	hr	NOUN
eurjchem-351	108	41	.	.	PUNCT
eurjchem-351	109	1	the	the	DET
eurjchem-351	109	2	dark	dark	ADJ
eurjchem-351	109	3	brick	brick	NOUN
eurjchem-351	109	4	red	red	ADJ
eurjchem-351	109	5	solution	solution	NOUN
eurjchem-351	109	6	so	so	ADV
eurjchem-351	109	7	formed	form	VERB
eurjchem-351	109	8	was	be	AUX
eurjchem-351	109	9	poured	pour	VERB
eurjchem-351	109	10	onto	onto	ADP
eurjchem-351	109	11	crushed	crushed	ADJ
eurjchem-351	109	12	ice	ice	NOUN
eurjchem-351	109	13	and	and	CCONJ
eurjchem-351	109	14	the	the	DET
eurjchem-351	109	15	separated	separated	ADJ
eurjchem-351	109	16	reddish‐orange	reddish‐orange	NOUN
eurjchem-351	109	17	deposits	deposit	NOUN
eurjchem-351	109	18	were	be	AUX
eurjchem-351	109	19	filtered	filter	VERB
eurjchem-351	109	20	,	,	PUNCT
eurjchem-351	109	21	washed	wash	VERB
eurjchem-351	109	22	with	with	ADP
eurjchem-351	109	23	cold	cold	ADJ
eurjchem-351	109	24	water	water	NOUN
eurjchem-351	109	25	several	several	ADJ
eurjchem-351	109	26	time	time	NOUN
eurjchem-351	109	27	,	,	PUNCT
eurjchem-351	109	28	dried	dry	VERB
eurjchem-351	109	29	and	and	CCONJ
eurjchem-351	109	30	crystallized	crystallize	VERB
eurjchem-351	109	31	to	to	PART
eurjchem-351	109	32	give	give	VERB
eurjchem-351	109	33	the	the	DET
eurjchem-351	109	34	hydrazonopyranoquinoline	hydrazonopyranoquinoline	NOUN
eurjchem-351	109	35	7	7	NUM
eurjchem-351	109	36	(	(	PUNCT
eurjchem-351	109	37	scheme	scheme	NOUN
eurjchem-351	109	38	2	2	NUM
eurjchem-351	109	39	)	)	PUNCT
eurjchem-351	109	40	(	(	PUNCT
eurjchem-351	109	41	table	table	NOUN
eurjchem-351	109	42	1	1	NUM
eurjchem-351	109	43	and	and	CCONJ
eurjchem-351	109	44	2	2	NUM
eurjchem-351	109	45	)	)	PUNCT
eurjchem-351	109	46	.	.	PUNCT
eurjchem-351	110	1	2.8.2	2.8.2	X
eurjchem-351	110	2	.	.	PUNCT
eurjchem-351	110	3	procedure	procedure	NOUN
eurjchem-351	110	4	b	b	PROPN
eurjchem-351	110	5	to	to	ADP
eurjchem-351	110	6	a	a	DET
eurjchem-351	110	7	previously	previously	ADV
eurjchem-351	110	8	cooled	cool	VERB
eurjchem-351	110	9	solution	solution	NOUN
eurjchem-351	110	10	(	(	PUNCT
eurjchem-351	110	11	0‐5	0‐5	X
eurjchem-351	110	12	oc	oc	NOUN
eurjchem-351	110	13	)	)	PUNCT
eurjchem-351	110	14	of	of	ADP
eurjchem-351	110	15	the	the	DET
eurjchem-351	110	16	compound	compound	NOUN
eurjchem-351	110	17	1	1	NUM
eurjchem-351	110	18	(	(	PUNCT
eurjchem-351	110	19	1.22	1.22	NUM
eurjchem-351	110	20	g	g	NOUN
eurjchem-351	110	21	,	,	PUNCT
eurjchem-351	110	22	2	2	NUM
eurjchem-351	110	23	mmol	mmol	NOUN
eurjchem-351	110	24	,	,	PUNCT
eurjchem-351	110	25	)	)	PUNCT
eurjchem-351	110	26	in	in	ADP
eurjchem-351	110	27	sodium	sodium	NOUN
eurjchem-351	110	28	carbonate	carbonate	NOUN
eurjchem-351	110	29	(	(	PUNCT
eurjchem-351	110	30	50	50	NUM
eurjchem-351	110	31	ml	ml	NOUN
eurjchem-351	110	32	,	,	PUNCT
eurjchem-351	110	33	1	1	NUM
eurjchem-351	110	34	m	m	NOUN
eurjchem-351	110	35	)	)	PUNCT
eurjchem-351	110	36	,	,	PUNCT
eurjchem-351	110	37	was	be	AUX
eurjchem-351	110	38	added	add	VERB
eurjchem-351	110	39	a	a	DET
eurjchem-351	110	40	solution	solution	NOUN
eurjchem-351	110	41	of	of	ADP
eurjchem-351	110	42	p‐nitrophenyldiazonium	p‐nitrophenyldiazonium	NOUN
eurjchem-351	110	43	chloride	chloride	NOUN
eurjchem-351	110	44	,	,	PUNCT
eurjchem-351	110	45	freshly	freshly	ADV
eurjchem-351	110	46	prepared	prepare	VERB
eurjchem-351	110	47	from	from	ADP
eurjchem-351	110	48	p‐nitroaniline	p‐nitroaniline	PUNCT
eurjchem-351	110	49	(	(	PUNCT
eurjchem-351	110	50	0.7	0.7	NUM
eurjchem-351	110	51	g	g	NOUN
eurjchem-351	110	52	,	,	PUNCT
eurjchem-351	110	53	5	5	NUM
eurjchem-351	110	54	mmol	mmol	NOUN
eurjchem-351	110	55	)	)	PUNCT
eurjchem-351	110	56	and	and	CCONJ
eurjchem-351	110	57	hydrochloric	hydrochloric	ADJ
eurjchem-351	110	58	acid	acid	NOUN
eurjchem-351	110	59	(	(	PUNCT
eurjchem-351	110	60	60	60	NUM
eurjchem-351	110	61	ml	ml	NOUN
eurjchem-351	110	62	,	,	PUNCT
eurjchem-351	110	63	1	1	NUM
eurjchem-351	110	64	m	m	NOUN
eurjchem-351	110	65	)	)	PUNCT
eurjchem-351	110	66	,	,	PUNCT
eurjchem-351	110	67	with	with	ADP
eurjchem-351	110	68	continuous	continuous	ADJ
eurjchem-351	110	69	stirring	stirring	NOUN
eurjchem-351	110	70	for	for	ADP
eurjchem-351	110	71	about	about	ADV
eurjchem-351	110	72	30	30	NUM
eurjchem-351	110	73	min	min	NOUN
eurjchem-351	110	74	.	.	NOUN
eurjchem-351	111	1	after	after	ADP
eurjchem-351	111	2	completion	completion	NOUN
eurjchem-351	111	3	of	of	ADP
eurjchem-351	111	4	addition	addition	NOUN
eurjchem-351	111	5	,	,	PUNCT
eurjchem-351	111	6	the	the	DET
eurjchem-351	111	7	mixture	mixture	NOUN
eurjchem-351	111	8	was	be	AUX
eurjchem-351	111	9	stirred	stir	VERB
eurjchem-351	111	10	at	at	ADP
eurjchem-351	111	11	the	the	DET
eurjchem-351	111	12	ambient	ambient	ADJ
eurjchem-351	111	13	temperature	temperature	NOUN
eurjchem-351	111	14	for	for	ADP
eurjchem-351	111	15	1	1	NUM
eurjchem-351	111	16	hr	hr	NOUN
eurjchem-351	111	17	.	.	PUNCT
eurjchem-351	112	1	the	the	DET
eurjchem-351	112	2	reddish‐orange	reddish‐orange	NOUN
eurjchem-351	112	3	precipitate	precipitate	NOUN
eurjchem-351	112	4	that	that	PRON
eurjchem-351	112	5	formed	form	VERB
eurjchem-351	112	6	was	be	AUX
eurjchem-351	112	7	filtered	filter	VERB
eurjchem-351	112	8	,	,	PUNCT
eurjchem-351	112	9	washed	wash	VERB
eurjchem-351	112	10	twice	twice	ADV
eurjchem-351	112	11	with	with	ADP
eurjchem-351	112	12	cold	cold	ADJ
eurjchem-351	112	13	water	water	NOUN
eurjchem-351	112	14	,	,	PUNCT
eurjchem-351	112	15	dried	dry	VERB
eurjchem-351	112	16	and	and	CCONJ
eurjchem-351	112	17	crystallized	crystallize	VERB
eurjchem-351	112	18	give	give	VERB
eurjchem-351	112	19	the	the	DET
eurjchem-351	112	20	hydrazonopyranoquinoline	hydrazonopyranoquinoline	NOUN
eurjchem-351	112	21	7	7	NUM
eurjchem-351	112	22	(	(	PUNCT
eurjchem-351	112	23	scheme	scheme	NOUN
eurjchem-351	112	24	2	2	NUM
eurjchem-351	112	25	)	)	PUNCT
eurjchem-351	112	26	(	(	PUNCT
eurjchem-351	112	27	table	table	NOUN
eurjchem-351	112	28	1	1	NUM
eurjchem-351	112	29	and	and	CCONJ
eurjchem-351	112	30	2	2	NUM
eurjchem-351	112	31	)	)	PUNCT
eurjchem-351	112	32	.	.	PUNCT
eurjchem-351	113	1	2.9	2.9	NUM
eurjchem-351	113	2	.	.	X
eurjchem-351	113	3	2‐(4‐methoxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐	2‐(4‐methoxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐	NUM
eurjchem-351	113	4	1h‐pyrrole‐3‐carboxylic	1h‐pyrrole‐3‐carboxylic	NUM
eurjchem-351	113	5	acid	acid	NOUN
eurjchem-351	113	6	(	(	PUNCT
eurjchem-351	113	7	8)	8)	NUM
eurjchem-351	113	8	a	a	DET
eurjchem-351	113	9	mixture	mixture	NOUN
eurjchem-351	113	10	of	of	ADP
eurjchem-351	113	11	the	the	DET
eurjchem-351	113	12	compound	compound	NOUN
eurjchem-351	113	13	2	2	NUM
eurjchem-351	113	14	(	(	PUNCT
eurjchem-351	113	15	0.26	0.26	NUM
eurjchem-351	113	16	g	g	NOUN
eurjchem-351	113	17	,	,	PUNCT
eurjchem-351	113	18	1	1	NUM
eurjchem-351	113	19	mmol	mmol	NOUN
eurjchem-351	113	20	)	)	PUNCT
eurjchem-351	113	21	and	and	CCONJ
eurjchem-351	113	22	2,2‐	2,2‐	NUM
eurjchem-351	113	23	diethoxyethanamine	diethoxyethanamine	NOUN
eurjchem-351	113	24	(	(	PUNCT
eurjchem-351	113	25	0.22	0.22	NUM
eurjchem-351	113	26	ml	ml	NOUN
eurjchem-351	113	27	,	,	PUNCT
eurjchem-351	113	28	2	2	NUM
eurjchem-351	113	29	mmol	mmol	NOUN
eurjchem-351	113	30	)	)	PUNCT
eurjchem-351	113	31	,	,	PUNCT
eurjchem-351	113	32	in	in	ADP
eurjchem-351	113	33	dmf	dmf	PROPN
eurjchem-351	113	34	(	(	PUNCT
eurjchem-351	113	35	10	10	NUM
eurjchem-351	113	36	ml	ml	NOUN
eurjchem-351	113	37	)	)	PUNCT
eurjchem-351	113	38	,	,	PUNCT
eurjchem-351	113	39	was	be	AUX
eurjchem-351	113	40	heated	heat	VERB
eurjchem-351	113	41	under	under	ADP
eurjchem-351	113	42	reflux	reflux	NOUN
eurjchem-351	113	43	for	for	ADP
eurjchem-351	113	44	6	6	NUM
eurjchem-351	113	45	hr	hr	NOUN
eurjchem-351	113	46	.	.	PUNCT
eurjchem-351	114	1	then	then	ADV
eurjchem-351	114	2	the	the	DET
eurjchem-351	114	3	solvent	solvent	NOUN
eurjchem-351	114	4	was	be	AUX
eurjchem-351	114	5	evaporated	evaporate	VERB
eurjchem-351	114	6	in	in	ADP
eurjchem-351	114	7	vacuum	vacuum	NOUN
eurjchem-351	114	8	.	.	PUNCT
eurjchem-351	115	1	the	the	DET
eurjchem-351	115	2	residual	residual	ADJ
eurjchem-351	115	3	semi‐solid	semi‐solid	ADJ
eurjchem-351	115	4	material	material	NOUN
eurjchem-351	115	5	was	be	AUX
eurjchem-351	115	6	triturated	triturate	VERB
eurjchem-351	115	7	with	with	ADP
eurjchem-351	115	8	cold	cold	ADJ
eurjchem-351	115	9	ethanol	ethanol	NOUN
eurjchem-351	115	10	(	(	PUNCT
eurjchem-351	115	11	5	5	NUM
eurjchem-351	115	12	ml	ml	NOUN
eurjchem-351	115	13	)	)	PUNCT
eurjchem-351	115	14	.	.	PUNCT
eurjchem-351	116	1	the	the	DET
eurjchem-351	116	2	solid	solid	ADJ
eurjchem-351	116	3	material	material	NOUN
eurjchem-351	116	4	so	so	ADV
eurjchem-351	116	5	formed	form	VERB
eurjchem-351	116	6	was	be	AUX
eurjchem-351	116	7	filtered	filter	VERB
eurjchem-351	116	8	and	and	CCONJ
eurjchem-351	116	9	crystallized	crystallize	VERB
eurjchem-351	116	10	give	give	VERB
eurjchem-351	116	11	the	the	DET
eurjchem-351	116	12	pyrrolylquinoline	pyrrolylquinoline	NOUN
eurjchem-351	116	13	8	8	NUM
eurjchem-351	116	14	(	(	PUNCT
eurjchem-351	116	15	scheme	scheme	NOUN
eurjchem-351	116	16	3	3	NUM
eurjchem-351	116	17	)	)	PUNCT
eurjchem-351	116	18	(	(	PUNCT
eurjchem-351	116	19	table	table	NOUN
eurjchem-351	116	20	1	1	NUM
eurjchem-351	116	21	and	and	CCONJ
eurjchem-351	116	22	2	2	NUM
eurjchem-351	116	23	)	)	PUNCT
eurjchem-351	116	24	.	.	PUNCT
eurjchem-351	117	1	2.10	2.10	NUM
eurjchem-351	117	2	.	.	PUNCT
eurjchem-351	118	1	4‐hydroxy‐1‐methyl‐3‐(5‐oxo‐4,5‐dihydro‐1h‐pyrazol‐	4‐hydroxy‐1‐methyl‐3‐(5‐oxo‐4,5‐dihydro‐1h‐pyrazol‐	NOUN
eurjchem-351	118	2	3‐yl)quinolin‐2(1h)‐one	3‐yl)quinolin‐2(1h)‐one	NOUN
eurjchem-351	118	3	(	(	PUNCT
eurjchem-351	118	4	9	9	NUM
eurjchem-351	118	5	)	)	PUNCT
eurjchem-351	118	6	to	to	ADP
eurjchem-351	118	7	a	a	DET
eurjchem-351	118	8	solution	solution	NOUN
eurjchem-351	118	9	of	of	ADP
eurjchem-351	118	10	the	the	DET
eurjchem-351	118	11	‐keto	‐keto	NOUN
eurjchem-351	118	12	acid	acid	NOUN
eurjchem-351	118	13	derivative	derivative	NOUN
eurjchem-351	118	14	30	30	NUM
eurjchem-351	118	15	(	(	PUNCT
eurjchem-351	118	16	0.52	0.52	NUM
eurjchem-351	118	17	g	g	NOUN
eurjchem-351	118	18	,	,	PUNCT
eurjchem-351	118	19	2	2	NUM
eurjchem-351	118	20	mmol	mmol	NOUN
eurjchem-351	118	21	)	)	PUNCT
eurjchem-351	118	22	,	,	PUNCT
eurjchem-351	118	23	in	in	ADP
eurjchem-351	118	24	dmf	dmf	PROPN
eurjchem-351	118	25	(	(	PUNCT
eurjchem-351	118	26	10	10	NUM
eurjchem-351	118	27	ml	ml	NOUN
eurjchem-351	118	28	)	)	PUNCT
eurjchem-351	118	29	,	,	PUNCT
eurjchem-351	118	30	was	be	AUX
eurjchem-351	118	31	added	add	VERB
eurjchem-351	118	32	hydrazine	hydrazine	NOUN
eurjchem-351	118	33	hydrate	hydrate	NOUN
eurjchem-351	118	34	(	(	PUNCT
eurjchem-351	118	35	0.1	0.1	NUM
eurjchem-351	118	36	ml	ml	NOUN
eurjchem-351	118	37	,	,	PUNCT
eurjchem-351	118	38	382	382	NUM
eurjchem-351	118	39	abass	abass	PROPN
eurjchem-351	118	40	et	et	PROPN
eurjchem-351	118	41	al	al	PROPN
eurjchem-351	118	42	.	.	PUNCT
eurjchem-351	118	43	/	/	SYM
eurjchem-351	118	44	european	european	PROPN
eurjchem-351	118	45	journal	journal	PROPN
eurjchem-351	118	46	of	of	ADP
eurjchem-351	118	47	chemistry	chemistry	NOUN
eurjchem-351	118	48	2	2	NUM
eurjchem-351	118	49	(	(	PUNCT
eurjchem-351	118	50	3	3	NUM
eurjchem-351	118	51	)	)	PUNCT
eurjchem-351	118	52	(	(	PUNCT
eurjchem-351	118	53	2011	2011	NUM
eurjchem-351	118	54	)	)	PUNCT
eurjchem-351	118	55	378‐387	378‐387	NOUN
eurjchem-351	118	56	n	n	CCONJ
eurjchem-351	119	1	oh	oh	INTJ
eurjchem-351	119	2	o	o	X
eurjchem-351	119	3	ch3	ch3	PROPN
eurjchem-351	119	4	o	o	PROPN
eurjchem-351	119	5	co2h	co2h	PROPN
eurjchem-351	119	6	n	n	CCONJ
eurjchem-351	119	7	oo	oo	INTJ
eurjchem-351	119	8	n	n	PRON
eurjchem-351	119	9	o	o	NOUN
eurjchem-351	119	10	o	o	X
eurjchem-351	119	11	ch3	ch3	PROPN
eurjchem-351	119	12	co2h	co2h	PROPN
eurjchem-351	119	13	h	h	PROPN
eurjchem-351	119	14	ch3	ch3	PROPN
eurjchem-351	119	15	ch3	ch3	PROPN
eurjchem-351	119	16	nh2	nh2	PROPN
eurjchem-351	120	1	o	o	PROPN
eurjchem-351	120	2	o	o	X
eurjchem-351	120	3	ch3	ch3	PROPN
eurjchem-351	120	4	ch3	ch3	PROPN
eurjchem-351	120	5	8	8	NUM
eurjchem-351	120	6	2	2	NUM
eurjchem-351	120	7	n	n	NUM
eurjchem-351	121	1	o	o	NOUN
eurjchem-351	121	2	o	o	NOUN
eurjchem-351	121	3	hn	hn	PROPN
eurjchem-351	121	4	ch3	ch3	PROPN
eurjchem-351	121	5	ch3	ch3	PROPN
eurjchem-351	121	6	co2h	co2h	PROPN
eurjchem-351	121	7	n	n	CCONJ
eurjchem-351	121	8	o	o	NOUN
eurjchem-351	121	9	n	n	X
eurjchem-351	121	10	o	o	NOUN
eurjchem-351	121	11	o	o	X
eurjchem-351	121	12	ch3	ch3	PROPN
eurjchem-351	121	13	co2h	co2h	PROPN
eurjchem-351	121	14	ch3	ch3	PROPN
eurjchem-351	121	15	9	9	NUM
eurjchem-351	121	16	n	n	CCONJ
eurjchem-351	121	17	ho	ho	PROPN
eurjchem-351	121	18	o	o	PROPN
eurjchem-351	121	19	n	n	CCONJ
eurjchem-351	121	20	nh	nh	PROPN
eurjchem-351	121	21	ch3	ch3	PROPN
eurjchem-351	121	22	o	o	PROPN
eurjchem-351	122	1	n	n	X
eurjchem-351	122	2	o	o	X
eurjchem-351	122	3	ch3	ch3	PROPN
eurjchem-351	123	1	o	o	NOUN
eurjchem-351	123	2	oh	oh	INTJ
eurjchem-351	123	3	o	o	INTJ
eurjchem-351	123	4	1	1	NUM
eurjchem-351	123	5	dmf	dmf	PROPN
eurjchem-351	123	6	ch3ohsn2	ch3ohsn2	PROPN
eurjchem-351	123	7	oh2	oh2	PROPN
eurjchem-351	123	8	n2h4.h2o	n2h4.h2o	VERB
eurjchem-351	123	9	dmf	dmf	PROPN
eurjchem-351	123	10	n2h4.h2o	n2h4.h2o	PROPN
eurjchem-351	123	11	dmf	dmf	PROPN
eurjchem-351	123	12	scheme	scheme	NOUN
eurjchem-351	123	13	3	3	NUM
eurjchem-351	123	14	2	2	NUM
eurjchem-351	123	15	mmol	mmol	NOUN
eurjchem-351	123	16	)	)	PUNCT
eurjchem-351	123	17	,	,	PUNCT
eurjchem-351	123	18	and	and	CCONJ
eurjchem-351	123	19	then	then	ADV
eurjchem-351	123	20	the	the	DET
eurjchem-351	123	21	mixture	mixture	NOUN
eurjchem-351	123	22	was	be	AUX
eurjchem-351	123	23	heated	heat	VERB
eurjchem-351	123	24	under	under	ADP
eurjchem-351	123	25	reflux	reflux	NOUN
eurjchem-351	123	26	for	for	ADP
eurjchem-351	123	27	2	2	NUM
eurjchem-351	123	28	hr	hr	NOUN
eurjchem-351	123	29	.	.	PUNCT
eurjchem-351	124	1	the	the	DET
eurjchem-351	124	2	solid	solid	ADJ
eurjchem-351	124	3	product	product	NOUN
eurjchem-351	124	4	,	,	PUNCT
eurjchem-351	124	5	that	that	PRON
eurjchem-351	124	6	formed	form	VERB
eurjchem-351	124	7	,	,	PUNCT
eurjchem-351	124	8	was	be	AUX
eurjchem-351	124	9	filtered	filter	VERB
eurjchem-351	124	10	and	and	CCONJ
eurjchem-351	124	11	crystallized	crystallize	VERB
eurjchem-351	124	12	to	to	PART
eurjchem-351	124	13	give	give	VERB
eurjchem-351	124	14	the	the	DET
eurjchem-351	124	15	pyrazolylquinoline	pyrazolylquinoline	ADJ
eurjchem-351	124	16	9	9	NUM
eurjchem-351	124	17	[	[	X
eurjchem-351	124	18	16	16	NUM
eurjchem-351	124	19	]	]	PUNCT
eurjchem-351	124	20	(	(	PUNCT
eurjchem-351	124	21	scheme	scheme	NOUN
eurjchem-351	124	22	3	3	NUM
eurjchem-351	124	23	)	)	PUNCT
eurjchem-351	124	24	(	(	PUNCT
eurjchem-351	124	25	table	table	NOUN
eurjchem-351	124	26	1	1	NUM
eurjchem-351	124	27	and	and	CCONJ
eurjchem-351	124	28	2	2	NUM
eurjchem-351	124	29	)	)	PUNCT
eurjchem-351	124	30	.	.	PUNCT
eurjchem-351	125	1	2.11	2.11	NUM
eurjchem-351	125	2	.	.	X
eurjchem-351	126	1	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐	NUM
eurjchem-351	126	2	yl)‐3‐oxo‐2‐(2‐oxoindolin‐3‐ylidene)propanoic	yl)‐3‐oxo‐2‐(2‐oxoindolin‐3‐ylidene)propanoic	NOUN
eurjchem-351	126	3	acid	acid	NOUN
eurjchem-351	126	4	(	(	PUNCT
eurjchem-351	126	5	10	10	NUM
eurjchem-351	126	6	)	)	PUNCT
eurjchem-351	126	7	a	a	DET
eurjchem-351	126	8	mixture	mixture	NOUN
eurjchem-351	126	9	of	of	ADP
eurjchem-351	126	10	the	the	DET
eurjchem-351	126	11	compound	compound	NOUN
eurjchem-351	126	12	2	2	NUM
eurjchem-351	126	13	(	(	PUNCT
eurjchem-351	126	14	0.26	0.26	NUM
eurjchem-351	126	15	g	g	NOUN
eurjchem-351	126	16	,	,	PUNCT
eurjchem-351	126	17	1	1	NUM
eurjchem-351	126	18	mmol	mmol	NOUN
eurjchem-351	126	19	)	)	PUNCT
eurjchem-351	126	20	,	,	PUNCT
eurjchem-351	126	21	isatine	isatine	NOUN
eurjchem-351	126	22	(	(	PUNCT
eurjchem-351	126	23	0.15	0.15	NUM
eurjchem-351	126	24	g	g	NOUN
eurjchem-351	126	25	,	,	PUNCT
eurjchem-351	126	26	1	1	NUM
eurjchem-351	126	27	mmol	mmol	NOUN
eurjchem-351	126	28	)	)	PUNCT
eurjchem-351	126	29	,	,	PUNCT
eurjchem-351	126	30	and	and	CCONJ
eurjchem-351	126	31	fused	fuse	VERB
eurjchem-351	126	32	sodium	sodium	NOUN
eurjchem-351	126	33	acetate	acetate	NOUN
eurjchem-351	126	34	(	(	PUNCT
eurjchem-351	126	35	0.5	0.5	NUM
eurjchem-351	126	36	g	g	NOUN
eurjchem-351	126	37	,	,	PUNCT
eurjchem-351	126	38	6	6	NUM
eurjchem-351	126	39	mmol	mmol	NOUN
eurjchem-351	126	40	)	)	PUNCT
eurjchem-351	126	41	in	in	ADP
eurjchem-351	126	42	acetic	acetic	ADJ
eurjchem-351	126	43	acid	acid	NOUN
eurjchem-351	126	44	(	(	PUNCT
eurjchem-351	126	45	20	20	NUM
eurjchem-351	126	46	ml	ml	NOUN
eurjchem-351	126	47	)	)	PUNCT
eurjchem-351	126	48	,	,	PUNCT
eurjchem-351	126	49	was	be	AUX
eurjchem-351	126	50	heated	heat	VERB
eurjchem-351	126	51	under	under	ADP
eurjchem-351	126	52	reflux	reflux	NOUN
eurjchem-351	126	53	for	for	ADP
eurjchem-351	126	54	4	4	NUM
eurjchem-351	126	55	hr	hr	NOUN
eurjchem-351	126	56	.	.	PUNCT
eurjchem-351	127	1	the	the	DET
eurjchem-351	127	2	brown	brown	ADJ
eurjchem-351	127	3	crystalline	crystalline	NOUN
eurjchem-351	127	4	material	material	NOUN
eurjchem-351	127	5	so	so	ADV
eurjchem-351	127	6	formed	form	VERB
eurjchem-351	127	7	was	be	AUX
eurjchem-351	127	8	filtered	filter	VERB
eurjchem-351	127	9	and	and	CCONJ
eurjchem-351	127	10	recrystallized	recrystallize	VERB
eurjchem-351	127	11	to	to	PART
eurjchem-351	127	12	give	give	VERB
eurjchem-351	127	13	the	the	DET
eurjchem-351	127	14	indoline	indoline	NOUN
eurjchem-351	127	15	derivative	derivative	ADJ
eurjchem-351	127	16	10	10	NUM
eurjchem-351	127	17	(	(	PUNCT
eurjchem-351	127	18	scheme	scheme	NOUN
eurjchem-351	127	19	4	4	NUM
eurjchem-351	127	20	)	)	PUNCT
eurjchem-351	127	21	(	(	PUNCT
eurjchem-351	127	22	table	table	NOUN
eurjchem-351	127	23	1	1	NUM
eurjchem-351	127	24	and	and	CCONJ
eurjchem-351	127	25	2	2	NUM
eurjchem-351	127	26	)	)	PUNCT
eurjchem-351	127	27	.	.	PUNCT
eurjchem-351	128	1	2.12	2.12	NUM
eurjchem-351	128	2	.	.	PUNCT
eurjchem-351	129	1	6‐methyl‐3‐(2‐oxoindolin‐3‐ylidene)‐2h‐pyrano[3,2‐c	6‐methyl‐3‐(2‐oxoindolin‐3‐ylidene)‐2h‐pyrano[3,2‐c	NUM
eurjchem-351	129	2	]	]	PUNCT
eurjchem-351	129	3	quinoline‐2,4,5(3h,6h)‐trione	quinoline‐2,4,5(3h,6h)‐trione	PROPN
eurjchem-351	129	4	(	(	PUNCT
eurjchem-351	129	5	11	11	NUM
eurjchem-351	129	6	)	)	PUNCT
eurjchem-351	129	7	2.12.1	2.12.1	NUM
eurjchem-351	129	8	.	.	PUNCT
eurjchem-351	130	1	procedure	procedure	NOUN
eurjchem-351	130	2	a	a	DET
eurjchem-351	130	3	the	the	DET
eurjchem-351	130	4	compound	compound	NOUN
eurjchem-351	130	5	10	10	NUM
eurjchem-351	130	6	(	(	PUNCT
eurjchem-351	130	7	0.29	0.29	NUM
eurjchem-351	130	8	g	g	NOUN
eurjchem-351	130	9	,	,	PUNCT
eurjchem-351	130	10	1	1	NUM
eurjchem-351	130	11	mmol	mmol	NOUN
eurjchem-351	130	12	)	)	PUNCT
eurjchem-351	130	13	was	be	AUX
eurjchem-351	130	14	portion‐wise	portion‐wise	NOUN
eurjchem-351	130	15	added	add	VERB
eurjchem-351	130	16	to	to	ADP
eurjchem-351	130	17	concentrated	concentrated	ADJ
eurjchem-351	130	18	sulfuric	sulfuric	NOUN
eurjchem-351	130	19	acid	acid	NOUN
eurjchem-351	130	20	(	(	PUNCT
eurjchem-351	130	21	5	5	NUM
eurjchem-351	130	22	ml	ml	NOUN
eurjchem-351	130	23	)	)	PUNCT
eurjchem-351	130	24	and	and	CCONJ
eurjchem-351	130	25	stirred	stir	VERB
eurjchem-351	130	26	at	at	ADP
eurjchem-351	130	27	room	room	NOUN
eurjchem-351	130	28	temperature	temperature	NOUN
eurjchem-351	130	29	for	for	ADP
eurjchem-351	130	30	2	2	NUM
eurjchem-351	130	31	hr	hr	NOUN
eurjchem-351	130	32	.	.	PUNCT
eurjchem-351	131	1	the	the	DET
eurjchem-351	131	2	dark	dark	ADJ
eurjchem-351	131	3	green	green	ADJ
eurjchem-351	131	4	solution	solution	NOUN
eurjchem-351	131	5	so	so	ADV
eurjchem-351	131	6	formed	form	VERB
eurjchem-351	131	7	was	be	AUX
eurjchem-351	131	8	poured	pour	VERB
eurjchem-351	131	9	onto	onto	ADP
eurjchem-351	131	10	crushed	crushed	ADJ
eurjchem-351	131	11	ice	ice	NOUN
eurjchem-351	131	12	and	and	CCONJ
eurjchem-351	131	13	the	the	DET
eurjchem-351	131	14	separated	separate	VERB
eurjchem-351	131	15	pale‐yellow	pale‐yellow	NOUN
eurjchem-351	131	16	deposits	deposit	NOUN
eurjchem-351	131	17	were	be	AUX
eurjchem-351	131	18	filtered	filter	VERB
eurjchem-351	131	19	,	,	PUNCT
eurjchem-351	131	20	washed	wash	VERB
eurjchem-351	131	21	with	with	ADP
eurjchem-351	131	22	cold	cold	ADJ
eurjchem-351	131	23	water	water	NOUN
eurjchem-351	131	24	several	several	ADJ
eurjchem-351	131	25	time	time	NOUN
eurjchem-351	131	26	,	,	PUNCT
eurjchem-351	131	27	dried	dry	VERB
eurjchem-351	131	28	and	and	CCONJ
eurjchem-351	131	29	crystallized	crystallize	VERB
eurjchem-351	131	30	to	to	PART
eurjchem-351	131	31	give	give	VERB
eurjchem-351	131	32	the	the	DET
eurjchem-351	131	33	indoline	indoline	NOUN
eurjchem-351	131	34	11	11	NUM
eurjchem-351	131	35	(	(	PUNCT
eurjchem-351	131	36	scheme	scheme	NOUN
eurjchem-351	131	37	4	4	NUM
eurjchem-351	131	38	)	)	PUNCT
eurjchem-351	131	39	(	(	PUNCT
eurjchem-351	131	40	table	table	NOUN
eurjchem-351	131	41	1	1	NUM
eurjchem-351	131	42	and	and	CCONJ
eurjchem-351	131	43	2	2	NUM
eurjchem-351	131	44	)	)	PUNCT
eurjchem-351	131	45	.	.	PUNCT
eurjchem-351	132	1	2.12.2	2.12.2	NUM
eurjchem-351	132	2	.	.	PUNCT
eurjchem-351	132	3	procedure	procedure	NOUN
eurjchem-351	132	4	b	b	NOUN
eurjchem-351	132	5	a	a	DET
eurjchem-351	132	6	mixture	mixture	NOUN
eurjchem-351	132	7	of	of	ADP
eurjchem-351	132	8	the	the	DET
eurjchem-351	132	9	compound	compound	NOUN
eurjchem-351	132	10	29	29	NUM
eurjchem-351	132	11	(	(	PUNCT
eurjchem-351	132	12	0.25	0.25	NUM
eurjchem-351	132	13	g	g	NOUN
eurjchem-351	132	14	,	,	PUNCT
eurjchem-351	132	15	1	1	NUM
eurjchem-351	132	16	mmol	mmol	NOUN
eurjchem-351	132	17	)	)	PUNCT
eurjchem-351	132	18	,	,	PUNCT
eurjchem-351	132	19	isatine	isatine	NOUN
eurjchem-351	132	20	(	(	PUNCT
eurjchem-351	132	21	0.15	0.15	NUM
eurjchem-351	132	22	g	g	NOUN
eurjchem-351	132	23	,	,	PUNCT
eurjchem-351	132	24	1	1	NUM
eurjchem-351	132	25	mmol	mmol	NOUN
eurjchem-351	132	26	)	)	PUNCT
eurjchem-351	132	27	,	,	PUNCT
eurjchem-351	132	28	and	and	CCONJ
eurjchem-351	132	29	fused	fuse	VERB
eurjchem-351	132	30	sodium	sodium	NOUN
eurjchem-351	132	31	acetate	acetate	NOUN
eurjchem-351	132	32	(	(	PUNCT
eurjchem-351	132	33	0.5	0.5	NUM
eurjchem-351	132	34	g	g	NOUN
eurjchem-351	132	35	,	,	PUNCT
eurjchem-351	132	36	6	6	NUM
eurjchem-351	132	37	mmol	mmol	NOUN
eurjchem-351	132	38	)	)	PUNCT
eurjchem-351	132	39	in	in	ADP
eurjchem-351	132	40	acetic	acetic	ADJ
eurjchem-351	132	41	acid	acid	NOUN
eurjchem-351	132	42	(	(	PUNCT
eurjchem-351	132	43	20	20	NUM
eurjchem-351	132	44	ml	ml	NOUN
eurjchem-351	132	45	)	)	PUNCT
eurjchem-351	132	46	,	,	PUNCT
eurjchem-351	132	47	was	be	AUX
eurjchem-351	132	48	heated	heat	VERB
eurjchem-351	132	49	under	under	ADP
eurjchem-351	132	50	reflux	reflux	NOUN
eurjchem-351	132	51	for	for	ADP
eurjchem-351	132	52	4	4	NUM
eurjchem-351	132	53	hr	hr	NOUN
eurjchem-351	132	54	.	.	PUNCT
eurjchem-351	133	1	the	the	DET
eurjchem-351	133	2	pale‐	pale‐	NOUN
eurjchem-351	133	3	yellow	yellow	ADJ
eurjchem-351	133	4	crystalline	crystalline	NOUN
eurjchem-351	133	5	material	material	NOUN
eurjchem-351	133	6	so	so	ADV
eurjchem-351	133	7	formed	form	VERB
eurjchem-351	133	8	was	be	AUX
eurjchem-351	133	9	filtered	filter	VERB
eurjchem-351	133	10	and	and	CCONJ
eurjchem-351	133	11	recrystallized	recrystallize	VERB
eurjchem-351	133	12	to	to	PART
eurjchem-351	133	13	give	give	VERB
eurjchem-351	133	14	the	the	DET
eurjchem-351	133	15	indoline	indoline	NOUN
eurjchem-351	133	16	11	11	NUM
eurjchem-351	133	17	(	(	PUNCT
eurjchem-351	133	18	scheme	scheme	NOUN
eurjchem-351	133	19	4	4	NUM
eurjchem-351	133	20	)	)	PUNCT
eurjchem-351	133	21	(	(	PUNCT
eurjchem-351	133	22	table	table	NOUN
eurjchem-351	133	23	1	1	NUM
eurjchem-351	133	24	and	and	CCONJ
eurjchem-351	133	25	2	2	NUM
eurjchem-351	133	26	)	)	PUNCT
eurjchem-351	133	27	.	.	PUNCT
eurjchem-351	134	1	2.13	2.13	NUM
eurjchem-351	134	2	.	.	PUNCT
eurjchem-351	135	1	4‐hydroxy‐1‐methyl‐3‐(2‐oxo‐2h‐chromene‐3‐	4‐hydroxy‐1‐methyl‐3‐(2‐oxo‐2h‐chromene‐3‐	PRON
eurjchem-351	135	2	carbonyl)quinolin‐2(1h)‐one	carbonyl)quinolin‐2(1h)‐one	NUM
eurjchem-351	135	3	(	(	PUNCT
eurjchem-351	135	4	12	12	NUM
eurjchem-351	135	5	)	)	PUNCT
eurjchem-351	135	6	a	a	DET
eurjchem-351	135	7	mixture	mixture	NOUN
eurjchem-351	135	8	of	of	ADP
eurjchem-351	135	9	the	the	DET
eurjchem-351	135	10	‐keto	‐keto	NOUN
eurjchem-351	135	11	acid	acid	NOUN
eurjchem-351	135	12	2	2	NUM
eurjchem-351	135	13	(	(	PUNCT
eurjchem-351	135	14	2.61	2.61	NUM
eurjchem-351	135	15	g	g	NOUN
eurjchem-351	135	16	,	,	PUNCT
eurjchem-351	135	17	10	10	NUM
eurjchem-351	135	18	mmol	mmol	NOUN
eurjchem-351	135	19	)	)	PUNCT
eurjchem-351	135	20	,	,	PUNCT
eurjchem-351	135	21	salicylaldehyde	salicylaldehyde	PROPN
eurjchem-351	135	22	(	(	PUNCT
eurjchem-351	135	23	1	1	NUM
eurjchem-351	135	24	ml	ml	NOUN
eurjchem-351	135	25	,	,	PUNCT
eurjchem-351	135	26	10	10	NUM
eurjchem-351	135	27	mmol	mmol	NOUN
eurjchem-351	135	28	)	)	PUNCT
eurjchem-351	135	29	,	,	PUNCT
eurjchem-351	135	30	and	and	CCONJ
eurjchem-351	135	31	piperidine	piperidine	NOUN
eurjchem-351	135	32	(	(	PUNCT
eurjchem-351	135	33	0.2	0.2	NUM
eurjchem-351	135	34	ml	ml	NOUN
eurjchem-351	135	35	)	)	PUNCT
eurjchem-351	135	36	,	,	PUNCT
eurjchem-351	135	37	in	in	ADP
eurjchem-351	135	38	ethanol	ethanol	NOUN
eurjchem-351	135	39	(	(	PUNCT
eurjchem-351	135	40	50	50	NUM
eurjchem-351	135	41	ml	ml	NOUN
eurjchem-351	135	42	)	)	PUNCT
eurjchem-351	135	43	,	,	PUNCT
eurjchem-351	135	44	was	be	AUX
eurjchem-351	135	45	heated	heat	VERB
eurjchem-351	135	46	under	under	ADP
eurjchem-351	135	47	reflux	reflux	NOUN
eurjchem-351	135	48	for	for	ADP
eurjchem-351	135	49	4	4	NUM
eurjchem-351	135	50	hrs	hrs	NOUN
eurjchem-351	135	51	.	.	PUNCT
eurjchem-351	136	1	the	the	DET
eurjchem-351	136	2	pastel‐	pastel‐	NOUN
eurjchem-351	136	3	yellow	yellow	ADJ
eurjchem-351	136	4	precipitate	precipitate	NOUN
eurjchem-351	136	5	so	so	ADV
eurjchem-351	136	6	obtained	obtain	VERB
eurjchem-351	136	7	was	be	AUX
eurjchem-351	136	8	filtered	filter	VERB
eurjchem-351	136	9	,	,	PUNCT
eurjchem-351	136	10	washed	wash	VERB
eurjchem-351	136	11	thoroughly	thoroughly	ADV
eurjchem-351	136	12	with	with	ADP
eurjchem-351	136	13	cold	cold	ADJ
eurjchem-351	136	14	ethanol	ethanol	NOUN
eurjchem-351	136	15	and	and	CCONJ
eurjchem-351	136	16	crystallized	crystallize	VERB
eurjchem-351	136	17	to	to	PART
eurjchem-351	136	18	give	give	VERB
eurjchem-351	136	19	the	the	DET
eurjchem-351	136	20	coumarin	coumarin	NOUN
eurjchem-351	136	21	12	12	NUM
eurjchem-351	136	22	(	(	PUNCT
eurjchem-351	136	23	scheme	scheme	NOUN
eurjchem-351	136	24	4	4	NUM
eurjchem-351	136	25	)	)	PUNCT
eurjchem-351	136	26	(	(	PUNCT
eurjchem-351	136	27	table	table	NOUN
eurjchem-351	136	28	1	1	NUM
eurjchem-351	136	29	and	and	CCONJ
eurjchem-351	136	30	2	2	NUM
eurjchem-351	136	31	)	)	PUNCT
eurjchem-351	136	32	.	.	PUNCT
eurjchem-351	137	1	abass	abass	PROPN
eurjchem-351	137	2	et	et	PROPN
eurjchem-351	137	3	al	al	PROPN
eurjchem-351	137	4	.	.	PUNCT
eurjchem-351	137	5	/	/	SYM
eurjchem-351	137	6	european	european	PROPN
eurjchem-351	137	7	journal	journal	PROPN
eurjchem-351	137	8	of	of	ADP
eurjchem-351	137	9	chemistry	chemistry	NOUN
eurjchem-351	137	10	2	2	NUM
eurjchem-351	137	11	(	(	PUNCT
eurjchem-351	137	12	3	3	NUM
eurjchem-351	137	13	)	)	PUNCT
eurjchem-351	137	14	(	(	PUNCT
eurjchem-351	137	15	2011	2011	NUM
eurjchem-351	137	16	)	)	PUNCT
eurjchem-351	137	17	378‐387	378‐387	NOUN
eurjchem-351	137	18	383	383	NUM
eurjchem-351	137	19	table	table	NOUN
eurjchem-351	137	20	2	2	NUM
eurjchem-351	137	21	.	.	X
eurjchem-351	138	1	ir	ir	PROPN
eurjchem-351	138	2	and	and	CCONJ
eurjchem-351	138	3	1h	1h	NUM
eurjchem-351	138	4	nmr	nmr	PROPN
eurjchem-351	138	5	spectral	spectral	ADJ
eurjchem-351	138	6	data	datum	NOUN
eurjchem-351	138	7	of	of	ADP
eurjchem-351	138	8	the	the	DET
eurjchem-351	138	9	new	new	ADJ
eurjchem-351	138	10	compounds	compound	NOUN
eurjchem-351	138	11	.	.	PUNCT
eurjchem-351	139	1	compound	compound	NOUN
eurjchem-351	139	2	no	no	INTJ
eurjchem-351	139	3	.	.	PUNCT
eurjchem-351	140	1	ir	ir	PROPN
eurjchem-351	140	2	(	(	PUNCT
eurjchem-351	140	3	kbr	kbr	PROPN
eurjchem-351	140	4	)	)	PUNCT
eurjchem-351	140	5	,	,	PUNCT
eurjchem-351	140	6			INTJ
eurjchem-351	140	7	(	(	PUNCT
eurjchem-351	140	8	cm‐1	cm‐1	NOUN
eurjchem-351	140	9	)	)	PUNCT
eurjchem-351	140	10	1h	1h	NUM
eurjchem-351	140	11	nmr	nmr	NOUN
eurjchem-351	140	12	(	(	PUNCT
eurjchem-351	140	13	dmso‐d6	dmso‐d6	NOUN
eurjchem-351	140	14	)	)	PUNCT
eurjchem-351	140	15	†	†	PROPN
eurjchem-351	140	16	,	,	PUNCT
eurjchem-351	140	17			PROPN
eurjchem-351	140	18	mass	mass	PROPN
eurjchem-351	140	19	,	,	PUNCT
eurjchem-351	140	20	m	m	PROPN
eurjchem-351	140	21	/	/	SYM
eurjchem-351	140	22	z	z	PROPN
eurjchem-351	140	23	(	(	PUNCT
eurjchem-351	140	24	ir%	ir%	NOUN
eurjchem-351	140	25	)	)	PUNCT
eurjchem-351	140	26	2	2	NUM
eurjchem-351	140	27	3447‐2951	3447‐2951	NOUN
eurjchem-351	140	28	(	(	PUNCT
eurjchem-351	140	29	oh	oh	INTJ
eurjchem-351	140	30	)	)	PUNCT
eurjchem-351	140	31	,	,	PUNCT
eurjchem-351	140	32	1734	1734	NUM
eurjchem-351	140	33	(	(	PUNCT
eurjchem-351	140	34	c	c	NOUN
eurjchem-351	140	35	=	=	NOUN
eurjchem-351	140	36	ocarboxylic	ocarboxylic	ADJ
eurjchem-351	140	37	)	)	PUNCT
eurjchem-351	140	38	,	,	PUNCT
eurjchem-351	140	39	1672	1672	NUM
eurjchem-351	140	40	(	(	PUNCT
eurjchem-351	140	41	c	c	NOUN
eurjchem-351	140	42	=	=	NOUN
eurjchem-351	140	43	oketone	oketone	NOUN
eurjchem-351	140	44	)	)	PUNCT
eurjchem-351	140	45	,	,	PUNCT
eurjchem-351	140	46	1615	1615	NUM
eurjchem-351	140	47	(	(	PUNCT
eurjchem-351	141	1	c	c	NOUN
eurjchem-351	141	2	=	=	NOUN
eurjchem-351	141	3	oquinolone	oquinolone	NOUN
eurjchem-351	141	4	)	)	PUNCT
eurjchem-351	141	5	(	(	PUNCT
eurjchem-351	141	6	cdcl3	cdcl3	NOUN
eurjchem-351	141	7	):	):	PUNCT
eurjchem-351	141	8	3.79	3.79	NUM
eurjchem-351	141	9	(	(	PUNCT
eurjchem-351	141	10	s	s	PROPN
eurjchem-351	141	11	,	,	PUNCT
eurjchem-351	141	12	3h	3h	NUM
eurjchem-351	141	13	,	,	PUNCT
eurjchem-351	141	14	nch3	nch3	PROPN
eurjchem-351	141	15	)	)	PUNCT
eurjchem-351	141	16	,	,	PUNCT
eurjchem-351	141	17	3.88	3.88	NUM
eurjchem-351	141	18	(	(	PUNCT
eurjchem-351	141	19	s	s	PROPN
eurjchem-351	141	20	,	,	PUNCT
eurjchem-351	141	21	2h	2h	NUM
eurjchem-351	141	22	,	,	PUNCT
eurjchem-351	141	23	ch2	ch2	PROPN
eurjchem-351	141	24	)	)	PUNCT
eurjchem-351	141	25	,	,	PUNCT
eurjchem-351	141	26	5.66	5.66	NUM
eurjchem-351	141	27	(	(	PUNCT
eurjchem-351	141	28	s	s	PROPN
eurjchem-351	141	29	,	,	PUNCT
eurjchem-351	141	30	0.5h	0.5h	NOUN
eurjchem-351	141	31	,	,	PUNCT
eurjchem-351	141	32	3‐h	3‐h	NUM
eurjchem-351	141	33	)	)	PUNCT
eurjchem-351	141	34	,	,	PUNCT
eurjchem-351	141	35	7.26	7.26	NUM
eurjchem-351	141	36	(	(	PUNCT
eurjchem-351	141	37	d	d	PROPN
eurjchem-351	141	38	,	,	PUNCT
eurjchem-351	141	39	1h	1h	NUM
eurjchem-351	141	40	,	,	PUNCT
eurjchem-351	141	41	j	j	PROPN
eurjchem-351	141	42	=	=	SYM
eurjchem-351	141	43	8	8	NUM
eurjchem-351	141	44	,	,	PUNCT
eurjchem-351	141	45	8‐h	8‐h	NUM
eurjchem-351	141	46	)	)	PUNCT
eurjchem-351	141	47	,	,	PUNCT
eurjchem-351	141	48	7.50	7.50	NUM
eurjchem-351	141	49	(	(	PUNCT
eurjchem-351	141	50	dd	dd	NOUN
eurjchem-351	141	51	,	,	PUNCT
eurjchem-351	141	52	1h	1h	NUM
eurjchem-351	141	53	,	,	PUNCT
eurjchem-351	141	54	j	j	PROPN
eurjchem-351	141	55	=	=	SYM
eurjchem-351	141	56	7.8	7.8	NUM
eurjchem-351	141	57	,	,	PUNCT
eurjchem-351	141	58	2.0	2.0	NUM
eurjchem-351	141	59	,	,	PUNCT
eurjchem-351	141	60	6‐h	6‐h	NUM
eurjchem-351	141	61	)	)	PUNCT
eurjchem-351	141	62	,	,	PUNCT
eurjchem-351	141	63	7.80	7.80	NUM
eurjchem-351	141	64	(	(	PUNCT
eurjchem-351	141	65	dd	dd	PROPN
eurjchem-351	141	66	,	,	PUNCT
eurjchem-351	141	67	1h	1h	NUM
eurjchem-351	141	68	,	,	PUNCT
eurjchem-351	141	69	j	j	PROPN
eurjchem-351	141	70	=	=	SYM
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eurjchem-351	141	72	,	,	PUNCT
eurjchem-351	141	73	2.0	2.0	NUM
eurjchem-351	141	74	,	,	PUNCT
eurjchem-351	141	75	7‐h	7‐h	NUM
eurjchem-351	141	76	)	)	PUNCT
eurjchem-351	141	77	,	,	PUNCT
eurjchem-351	141	78	8.32	8.32	NUM
eurjchem-351	141	79	(	(	PUNCT
eurjchem-351	141	80	d	d	PROPN
eurjchem-351	141	81	,	,	PUNCT
eurjchem-351	141	82	1h	1h	NUM
eurjchem-351	141	83	,	,	PUNCT
eurjchem-351	141	84	j	j	PROPN
eurjchem-351	141	85	=	=	SYM
eurjchem-351	141	86	8	8	NUM
eurjchem-351	141	87	,	,	PUNCT
eurjchem-351	141	88	5‐h	5‐h	NUM
eurjchem-351	141	89	)	)	PUNCT
eurjchem-351	141	90	,	,	PUNCT
eurjchem-351	141	91	13.60	13.60	NUM
eurjchem-351	141	92	(	(	PUNCT
eurjchem-351	141	93	bs	bs	NOUN
eurjchem-351	141	94	,	,	PUNCT
eurjchem-351	141	95	0.5h	0.5h	PROPN
eurjchem-351	141	96	,	,	PUNCT
eurjchem-351	141	97	oh	oh	INTJ
eurjchem-351	141	98	)	)	PUNCT
eurjchem-351	141	99	,	,	PUNCT
eurjchem-351	141	100	15.60	15.60	NUM
eurjchem-351	141	101	(	(	PUNCT
eurjchem-351	141	102	bs	bs	PROPN
eurjchem-351	141	103	,	,	PUNCT
eurjchem-351	141	104	1h	1h	NUM
eurjchem-351	141	105	,	,	PUNCT
eurjchem-351	141	106	ohcarboxylic	ohcarboxylic	ADJ
eurjchem-351	141	107	)	)	PUNCT
eurjchem-351	141	108	261	261	NUM
eurjchem-351	141	109	(	(	PUNCT
eurjchem-351	141	110	4.1	4.1	NUM
eurjchem-351	141	111	)	)	PUNCT
eurjchem-351	141	112	(	(	PUNCT
eurjchem-351	141	113	m+̣	m+̣	PROPN
eurjchem-351	141	114	)	)	PUNCT
eurjchem-351	141	115	,	,	PUNCT
eurjchem-351	141	116	243	243	NUM
eurjchem-351	141	117	(	(	PUNCT
eurjchem-351	141	118	m+̣	m+̣	PROPN
eurjchem-351	141	119	‐	‐	PROPN
eurjchem-351	141	120	h2o	h2o	PROPN
eurjchem-351	141	121	)	)	PUNCT
eurjchem-351	141	122	(	(	PUNCT
eurjchem-351	141	123	22.8	22.8	NUM
eurjchem-351	141	124	)	)	PUNCT
eurjchem-351	141	125	,	,	PUNCT
eurjchem-351	141	126	245	245	NUM
eurjchem-351	141	127	(	(	PUNCT
eurjchem-351	141	128	3.6	3.6	NUM
eurjchem-351	141	129	)	)	PUNCT
eurjchem-351	141	130	,	,	PUNCT
eurjchem-351	141	131	244	244	NUM
eurjchem-351	141	132	(	(	PUNCT
eurjchem-351	141	133	8.4	8.4	NUM
eurjchem-351	141	134	)	)	PUNCT
eurjchem-351	141	135	,	,	PUNCT
eurjchem-351	141	136	217	217	NUM
eurjchem-351	141	137	(	(	PUNCT
eurjchem-351	141	138	23.3	23.3	NUM
eurjchem-351	141	139	)	)	PUNCT
eurjchem-351	141	140	,	,	PUNCT
eurjchem-351	141	141	215	215	NUM
eurjchem-351	141	142	(	(	PUNCT
eurjchem-351	141	143	100	100	NUM
eurjchem-351	141	144	)	)	PUNCT
eurjchem-351	141	145	,	,	PUNCT
eurjchem-351	141	146	216	216	NUM
eurjchem-351	141	147	(	(	PUNCT
eurjchem-351	141	148	17.6	17.6	NUM
eurjchem-351	141	149	)	)	PUNCT
eurjchem-351	141	150	,	,	PUNCT
eurjchem-351	141	151	131	131	NUM
eurjchem-351	141	152	(	(	PUNCT
eurjchem-351	141	153	32.4	32.4	NUM
eurjchem-351	141	154	)	)	PUNCT
eurjchem-351	141	155	,	,	PUNCT
eurjchem-351	141	156	106	106	NUM
eurjchem-351	141	157	(	(	PUNCT
eurjchem-351	141	158	11.3	11.3	NUM
eurjchem-351	141	159	)	)	PUNCT
eurjchem-351	141	160	,	,	PUNCT
eurjchem-351	141	161	89	89	NUM
eurjchem-351	141	162	(	(	PUNCT
eurjchem-351	141	163	37.3	37.3	NUM
eurjchem-351	141	164	)	)	PUNCT
eurjchem-351	141	165	,	,	PUNCT
eurjchem-351	141	166	76	76	NUM
eurjchem-351	141	167	(	(	PUNCT
eurjchem-351	141	168	26.3	26.3	NUM
eurjchem-351	141	169	)	)	PUNCT
eurjchem-351	141	170	,	,	PUNCT
eurjchem-351	141	171	65	65	NUM
eurjchem-351	141	172	(	(	PUNCT
eurjchem-351	141	173	22.7	22.7	NUM
eurjchem-351	141	174	)	)	PUNCT
eurjchem-351	141	175	,	,	PUNCT
eurjchem-351	141	176	53	53	NUM
eurjchem-351	141	177	(	(	PUNCT
eurjchem-351	141	178	39.4	39.4	NUM
eurjchem-351	141	179	)	)	PUNCT
eurjchem-351	141	180	,	,	PUNCT
eurjchem-351	141	181	50	50	NUM
eurjchem-351	141	182	(	(	PUNCT
eurjchem-351	141	183	44.2	44.2	NUM
eurjchem-351	141	184	)	)	PUNCT
eurjchem-351	141	185	3a	3a	NUM
eurjchem-351	141	186	3444	3444	NUM
eurjchem-351	141	187	(	(	PUNCT
eurjchem-351	141	188	oh	oh	INTJ
eurjchem-351	141	189	)	)	PUNCT
eurjchem-351	141	190	,	,	PUNCT
eurjchem-351	141	191	1735	1735	NUM
eurjchem-351	141	192	(	(	PUNCT
eurjchem-351	141	193	c	c	NOUN
eurjchem-351	141	194	=	=	NOUN
eurjchem-351	141	195	oester	oester	NOUN
eurjchem-351	141	196	)	)	PUNCT
eurjchem-351	141	197	,	,	PUNCT
eurjchem-351	141	198	1672	1672	NUM
eurjchem-351	141	199	(	(	PUNCT
eurjchem-351	141	200	c	c	NOUN
eurjchem-351	141	201	=	=	NOUN
eurjchem-351	141	202	oketone	oketone	NOUN
eurjchem-351	141	203	)	)	PUNCT
eurjchem-351	141	204	,	,	PUNCT
eurjchem-351	141	205	1644	1644	NUM
eurjchem-351	141	206	(	(	PUNCT
eurjchem-351	141	207	c	c	NOUN
eurjchem-351	141	208	=	=	NOUN
eurjchem-351	141	209	oquinolone	oquinolone	NOUN
eurjchem-351	141	210	)	)	PUNCT
eurjchem-351	141	211	,	,	PUNCT
eurjchem-351	141	212	1162	1162	NUM
eurjchem-351	141	213	(	(	PUNCT
eurjchem-351	141	214	c‐o‐cether	c‐o‐cether	NUM
eurjchem-351	141	215	)	)	PUNCT
eurjchem-351	141	216	3.48	3.48	NUM
eurjchem-351	141	217	(	(	PUNCT
eurjchem-351	141	218	s	s	PROPN
eurjchem-351	141	219	,	,	PUNCT
eurjchem-351	141	220	3h	3h	NUM
eurjchem-351	141	221	,	,	PUNCT
eurjchem-351	141	222	nch3	nch3	PROPN
eurjchem-351	141	223	)	)	PUNCT
eurjchem-351	141	224	,	,	PUNCT
eurjchem-351	141	225	3.52	3.52	NUM
eurjchem-351	141	226	(	(	PUNCT
eurjchem-351	141	227	s	s	PROPN
eurjchem-351	141	228	,	,	PUNCT
eurjchem-351	141	229	2h	2h	NUM
eurjchem-351	141	230	,	,	PUNCT
eurjchem-351	141	231	ch2	ch2	PROPN
eurjchem-351	141	232	)	)	PUNCT
eurjchem-351	141	233	,	,	PUNCT
eurjchem-351	141	234	3.62	3.62	NUM
eurjchem-351	141	235	(	(	PUNCT
eurjchem-351	141	236	s	s	PROPN
eurjchem-351	141	237	,	,	PUNCT
eurjchem-351	141	238	3h	3h	NUM
eurjchem-351	141	239	,	,	PUNCT
eurjchem-351	141	240	och3	och3	ADJ
eurjchem-351	141	241	)	)	PUNCT
eurjchem-351	141	242	,	,	PUNCT
eurjchem-351	141	243	7.44	7.44	NUM
eurjchem-351	141	244	(	(	PUNCT
eurjchem-351	141	245	t	t	PROPN
eurjchem-351	141	246	,	,	PUNCT
eurjchem-351	141	247	1h	1h	NUM
eurjchem-351	141	248	,	,	PUNCT
eurjchem-351	141	249	j	j	PROPN
eurjchem-351	141	250	=	=	SYM
eurjchem-351	141	251	6.2	6.2	NUM
eurjchem-351	141	252	,	,	PUNCT
eurjchem-351	141	253	6‐	6‐	NUM
eurjchem-351	141	254	h	h	NOUN
eurjchem-351	141	255	)	)	PUNCT
eurjchem-351	141	256	,	,	PUNCT
eurjchem-351	141	257	7.64	7.64	NUM
eurjchem-351	141	258	(	(	PUNCT
eurjchem-351	141	259	d	d	PROPN
eurjchem-351	141	260	,	,	PUNCT
eurjchem-351	141	261	1h	1h	NUM
eurjchem-351	141	262	,	,	PUNCT
eurjchem-351	141	263	j	j	PROPN
eurjchem-351	141	264	=	=	SYM
eurjchem-351	141	265	8	8	NUM
eurjchem-351	141	266	,	,	PUNCT
eurjchem-351	141	267	8‐	8‐	NUM
eurjchem-351	141	268	h	h	NOUN
eurjchem-351	141	269	)	)	PUNCT
eurjchem-351	141	270	,	,	PUNCT
eurjchem-351	141	271	7.76	7.76	NUM
eurjchem-351	141	272	(	(	PUNCT
eurjchem-351	141	273	t	t	PROPN
eurjchem-351	141	274	,	,	PUNCT
eurjchem-351	141	275	1h	1h	NUM
eurjchem-351	141	276	,	,	PUNCT
eurjchem-351	141	277	j	j	PROPN
eurjchem-351	141	278	=	=	SYM
eurjchem-351	141	279	6.2	6.2	NUM
eurjchem-351	141	280	,	,	PUNCT
eurjchem-351	141	281	7‐h	7‐h	NUM
eurjchem-351	141	282	)	)	PUNCT
eurjchem-351	141	283	,	,	PUNCT
eurjchem-351	141	284	8	8	NUM
eurjchem-351	141	285	(	(	PUNCT
eurjchem-351	141	286	d	d	PROPN
eurjchem-351	141	287	,	,	PUNCT
eurjchem-351	141	288	1h	1h	NUM
eurjchem-351	141	289	,	,	PUNCT
eurjchem-351	141	290	j	j	PROPN
eurjchem-351	141	291	=	=	SYM
eurjchem-351	141	292	8	8	NUM
eurjchem-351	141	293	,	,	PUNCT
eurjchem-351	141	294	5‐h	5‐h	NUM
eurjchem-351	141	295	)	)	PUNCT
eurjchem-351	141	296	,	,	PUNCT
eurjchem-351	141	297	13.4	13.4	NUM
eurjchem-351	141	298	(	(	PUNCT
eurjchem-351	141	299	bs	bs	PROPN
eurjchem-351	141	300	,	,	PUNCT
eurjchem-351	141	301	1h	1h	NUM
eurjchem-351	141	302	,	,	PUNCT
eurjchem-351	141	303	oh	oh	INTJ
eurjchem-351	141	304	)	)	PUNCT
eurjchem-351	141	305	275	275	NUM
eurjchem-351	141	306	(	(	PUNCT
eurjchem-351	141	307	4.8	4.8	NUM
eurjchem-351	141	308	)	)	PUNCT
eurjchem-351	141	309	(	(	PUNCT
eurjchem-351	141	310	m+̣	m+̣	PROPN
eurjchem-351	141	311	)	)	PUNCT
eurjchem-351	141	312	,	,	PUNCT
eurjchem-351	141	313	276	276	NUM
eurjchem-351	141	314	(	(	PUNCT
eurjchem-351	141	315	1.5	1.5	NUM
eurjchem-351	141	316	)	)	PUNCT
eurjchem-351	141	317	,	,	PUNCT
eurjchem-351	141	318	274(1.9	274(1.9	NUM
eurjchem-351	141	319	)	)	PUNCT
eurjchem-351	141	320	,	,	PUNCT
eurjchem-351	141	321	261	261	NUM
eurjchem-351	141	322	(	(	PUNCT
eurjchem-351	141	323	9.6	9.6	NUM
eurjchem-351	141	324	)	)	PUNCT
eurjchem-351	141	325	,	,	PUNCT
eurjchem-351	141	326	245	245	NUM
eurjchem-351	141	327	(	(	PUNCT
eurjchem-351	141	328	18.3	18.3	NUM
eurjchem-351	141	329	)	)	PUNCT
eurjchem-351	141	330	,	,	PUNCT
eurjchem-351	141	331	217	217	NUM
eurjchem-351	141	332	(	(	PUNCT
eurjchem-351	141	333	12.4	12.4	NUM
eurjchem-351	141	334	)	)	PUNCT
eurjchem-351	141	335	,	,	PUNCT
eurjchem-351	141	336	203	203	NUM
eurjchem-351	141	337	(	(	PUNCT
eurjchem-351	141	338	13.8	13.8	NUM
eurjchem-351	141	339	)	)	PUNCT
eurjchem-351	141	340	,	,	PUNCT
eurjchem-351	141	341	175	175	NUM
eurjchem-351	141	342	(	(	PUNCT
eurjchem-351	141	343	100	100	NUM
eurjchem-351	141	344	)	)	PUNCT
eurjchem-351	141	345	,	,	PUNCT
eurjchem-351	141	346	161	161	NUM
eurjchem-351	141	347	(	(	PUNCT
eurjchem-351	141	348	17.6	17.6	NUM
eurjchem-351	141	349	)	)	PUNCT
eurjchem-351	141	350	,	,	PUNCT
eurjchem-351	141	351	145	145	NUM
eurjchem-351	141	352	(	(	PUNCT
eurjchem-351	141	353	24.4	24.4	NUM
eurjchem-351	141	354	)	)	PUNCT
eurjchem-351	141	355	,	,	PUNCT
eurjchem-351	141	356	117	117	NUM
eurjchem-351	141	357	(	(	PUNCT
eurjchem-351	141	358	16.2	16.2	NUM
eurjchem-351	141	359	)	)	PUNCT
eurjchem-351	141	360	,	,	PUNCT
eurjchem-351	141	361	93	93	NUM
eurjchem-351	141	362	(	(	PUNCT
eurjchem-351	141	363	28.1	28.1	NUM
eurjchem-351	141	364	)	)	PUNCT
eurjchem-351	141	365	,	,	PUNCT
eurjchem-351	141	366	77	77	NUM
eurjchem-351	141	367	(	(	PUNCT
eurjchem-351	141	368	23.2	23.2	NUM
eurjchem-351	141	369	)	)	PUNCT
eurjchem-351	141	370	,	,	PUNCT
eurjchem-351	141	371	64	64	NUM
eurjchem-351	141	372	(	(	PUNCT
eurjchem-351	141	373	16.0	16.0	NUM
eurjchem-351	141	374	)	)	PUNCT
eurjchem-351	141	375	,	,	PUNCT
eurjchem-351	141	376	51	51	NUM
eurjchem-351	141	377	(	(	PUNCT
eurjchem-351	141	378	45.0	45.0	NUM
eurjchem-351	141	379	)	)	PUNCT
eurjchem-351	141	380	4	4	NUM
eurjchem-351	141	381	3446‐	3446‐	NUM
eurjchem-351	141	382	2500	2500	NUM
eurjchem-351	141	383	(	(	PUNCT
eurjchem-351	141	384	oh	oh	INTJ
eurjchem-351	141	385	,	,	PUNCT
eurjchem-351	141	386	nh	nh	PROPN
eurjchem-351	141	387	)	)	PUNCT
eurjchem-351	141	388	,	,	PUNCT
eurjchem-351	141	389	1739	1739	NUM
eurjchem-351	141	390	(	(	PUNCT
eurjchem-351	141	391	c	c	NOUN
eurjchem-351	141	392	=	=	NOUN
eurjchem-351	141	393	ocarboxylic	ocarboxylic	ADJ
eurjchem-351	141	394	)	)	PUNCT
eurjchem-351	141	395	,	,	PUNCT
eurjchem-351	141	396	1671	1671	NUM
eurjchem-351	141	397	(	(	PUNCT
eurjchem-351	142	1	c	c	NOUN
eurjchem-351	142	2	=	=	NOUN
eurjchem-351	142	3	oketone	oketone	NOUN
eurjchem-351	142	4	+	+	CCONJ
eurjchem-351	142	5	c	c	NOUN
eurjchem-351	142	6	=	=	NOUN
eurjchem-351	142	7	oquinolone	oquinolone	NOUN
eurjchem-351	142	8	)	)	PUNCT
eurjchem-351	142	9	3.50	3.50	NUM
eurjchem-351	142	10	(	(	PUNCT
eurjchem-351	142	11	s	s	PROPN
eurjchem-351	142	12	,	,	PUNCT
eurjchem-351	142	13	3h	3h	NUM
eurjchem-351	142	14	,	,	PUNCT
eurjchem-351	142	15	nch3	nch3	PROPN
eurjchem-351	142	16	)	)	PUNCT
eurjchem-351	142	17	,	,	PUNCT
eurjchem-351	142	18	7.52	7.52	NUM
eurjchem-351	142	19	(	(	PUNCT
eurjchem-351	142	20	t	t	PROPN
eurjchem-351	142	21	,	,	PUNCT
eurjchem-351	142	22	1	1	NUM
eurjchem-351	142	23	h	h	NOUN
eurjchem-351	142	24	,	,	PUNCT
eurjchem-351	142	25	j	j	PROPN
eurjchem-351	142	26	=	=	SYM
eurjchem-351	142	27	6.4	6.4	NUM
eurjchem-351	142	28	,	,	PUNCT
eurjchem-351	142	29	c7‐h	c7‐h	PROPN
eurjchem-351	142	30	)	)	PUNCT
eurjchem-351	142	31	,	,	PUNCT
eurjchem-351	142	32	7.79	7.79	NUM
eurjchem-351	142	33	(	(	PUNCT
eurjchem-351	142	34	d	d	PROPN
eurjchem-351	142	35	,	,	PUNCT
eurjchem-351	142	36	1h	1h	NUM
eurjchem-351	142	37	,	,	PUNCT
eurjchem-351	142	38	j	j	PROPN
eurjchem-351	142	39	=	=	SYM
eurjchem-351	142	40	8	8	NUM
eurjchem-351	142	41	,	,	PUNCT
eurjchem-351	142	42	c8‐h	c8‐h	PROPN
eurjchem-351	142	43	)	)	PUNCT
eurjchem-351	142	44	,	,	PUNCT
eurjchem-351	142	45	7.90	7.90	NUM
eurjchem-351	142	46	(	(	PUNCT
eurjchem-351	142	47	t	t	PROPN
eurjchem-351	142	48	,	,	PUNCT
eurjchem-351	142	49	1h	1h	NUM
eurjchem-351	142	50	,	,	PUNCT
eurjchem-351	142	51	j	j	X
eurjchem-351	142	52	=	=	SYM
eurjchem-351	142	53	6.4,c6‐	6.4,c6‐	NUM
eurjchem-351	142	54	h	h	NOUN
eurjchem-351	142	55	)	)	PUNCT
eurjchem-351	142	56	,	,	PUNCT
eurjchem-351	142	57	8	8	NUM
eurjchem-351	142	58	(	(	PUNCT
eurjchem-351	142	59	d	d	PROPN
eurjchem-351	142	60	,	,	PUNCT
eurjchem-351	142	61	1h	1h	NUM
eurjchem-351	142	62	,	,	PUNCT
eurjchem-351	142	63	j	j	PROPN
eurjchem-351	142	64	=	=	SYM
eurjchem-351	142	65	8	8	NUM
eurjchem-351	142	66	,	,	PUNCT
eurjchem-351	142	67	c5‐h	c5‐h	PROPN
eurjchem-351	142	68	)	)	PUNCT
eurjchem-351	142	69	,	,	PUNCT
eurjchem-351	142	70	12.8	12.8	NUM
eurjchem-351	142	71	(	(	PUNCT
eurjchem-351	142	72	bs	bs	PROPN
eurjchem-351	142	73	,	,	PUNCT
eurjchem-351	142	74	1h	1h	NUM
eurjchem-351	142	75	,	,	PUNCT
eurjchem-351	142	76	ohoxime	ohoxime	NOUN
eurjchem-351	142	77	)	)	PUNCT
eurjchem-351	142	78	,	,	PUNCT
eurjchem-351	142	79	13.4	13.4	NUM
eurjchem-351	142	80	(	(	PUNCT
eurjchem-351	142	81	bs	bs	PROPN
eurjchem-351	142	82	,	,	PUNCT
eurjchem-351	142	83	1h	1h	NUM
eurjchem-351	142	84	,	,	PUNCT
eurjchem-351	142	85	oh	oh	INTJ
eurjchem-351	142	86	)	)	PUNCT
eurjchem-351	142	87	,	,	PUNCT
eurjchem-351	142	88	17.6	17.6	NUM
eurjchem-351	142	89	(	(	PUNCT
eurjchem-351	142	90	bs	bs	PROPN
eurjchem-351	142	91	,	,	PUNCT
eurjchem-351	142	92	1h	1h	NUM
eurjchem-351	142	93	,	,	PUNCT
eurjchem-351	142	94	ohcarboxylic	ohcarboxylic	ADJ
eurjchem-351	142	95	)	)	PUNCT
eurjchem-351	142	96	290	290	NUM
eurjchem-351	142	97	(	(	PUNCT
eurjchem-351	142	98	m+̣	m+̣	PROPN
eurjchem-351	142	99	)	)	PUNCT
eurjchem-351	142	100	(	(	PUNCT
eurjchem-351	142	101	4.9	4.9	NUM
eurjchem-351	142	102	)	)	PUNCT
eurjchem-351	142	103	,	,	PUNCT
eurjchem-351	142	104	291	291	NUM
eurjchem-351	142	105	(	(	PUNCT
eurjchem-351	142	106	1.3	1.3	NUM
eurjchem-351	142	107	)	)	PUNCT
eurjchem-351	142	108	,	,	PUNCT
eurjchem-351	142	109	285	285	NUM
eurjchem-351	142	110	(	(	PUNCT
eurjchem-351	142	111	15.4	15.4	NUM
eurjchem-351	142	112	)	)	PUNCT
eurjchem-351	142	113	,	,	PUNCT
eurjchem-351	142	114	229	229	NUM
eurjchem-351	142	115	(	(	PUNCT
eurjchem-351	142	116	5.4	5.4	NUM
eurjchem-351	142	117	)	)	PUNCT
eurjchem-351	142	118	,	,	PUNCT
eurjchem-351	142	119	228	228	NUM
eurjchem-351	142	120	(	(	PUNCT
eurjchem-351	142	121	13.6	13.6	NUM
eurjchem-351	142	122	)	)	PUNCT
eurjchem-351	142	123	,	,	PUNCT
eurjchem-351	142	124	216	216	NUM
eurjchem-351	142	125	(	(	PUNCT
eurjchem-351	142	126	23.0	23.0	NUM
eurjchem-351	142	127	)	)	PUNCT
eurjchem-351	142	128	,	,	PUNCT
eurjchem-351	142	129	215	215	NUM
eurjchem-351	142	130	(	(	PUNCT
eurjchem-351	142	131	40.3	40.3	NUM
eurjchem-351	142	132	)	)	PUNCT
eurjchem-351	142	133	,	,	PUNCT
eurjchem-351	142	134	202	202	NUM
eurjchem-351	142	135	(	(	PUNCT
eurjchem-351	142	136	18.1	18.1	NUM
eurjchem-351	142	137	)	)	PUNCT
eurjchem-351	142	138	,	,	PUNCT
eurjchem-351	142	139	134	134	NUM
eurjchem-351	142	140	(	(	PUNCT
eurjchem-351	142	141	18.5	18.5	NUM
eurjchem-351	142	142	)	)	PUNCT
eurjchem-351	142	143	,	,	PUNCT
eurjchem-351	142	144	106	106	NUM
eurjchem-351	142	145	(	(	PUNCT
eurjchem-351	142	146	15.7	15.7	NUM
eurjchem-351	142	147	)	)	PUNCT
eurjchem-351	142	148	,	,	PUNCT
eurjchem-351	142	149	77	77	NUM
eurjchem-351	142	150	(	(	PUNCT
eurjchem-351	142	151	75.9	75.9	NUM
eurjchem-351	142	152	)	)	PUNCT
eurjchem-351	142	153	,	,	PUNCT
eurjchem-351	142	154	51	51	NUM
eurjchem-351	142	155	(	(	PUNCT
eurjchem-351	142	156	100	100	NUM
eurjchem-351	142	157	)	)	PUNCT
eurjchem-351	142	158	5	5	NUM
eurjchem-351	142	159	3432	3432	NUM
eurjchem-351	142	160	(	(	PUNCT
eurjchem-351	142	161	oh	oh	INTJ
eurjchem-351	142	162	)	)	PUNCT
eurjchem-351	142	163	,	,	PUNCT
eurjchem-351	142	164	1737	1737	NUM
eurjchem-351	142	165	(	(	PUNCT
eurjchem-351	142	166	c	c	NOUN
eurjchem-351	142	167	=	=	NOUN
eurjchem-351	142	168	o	o	NOUN
eurjchem-351	142	169	pyrone	pyrone	NOUN
eurjchem-351	142	170	)	)	PUNCT
eurjchem-351	142	171	,	,	PUNCT
eurjchem-351	142	172	1649	1649	NUM
eurjchem-351	142	173	(	(	PUNCT
eurjchem-351	142	174	c	c	NOUN
eurjchem-351	142	175	=	=	NOUN
eurjchem-351	142	176	oquinolone	oquinolone	NOUN
eurjchem-351	142	177	)	)	PUNCT
eurjchem-351	142	178	,	,	PUNCT
eurjchem-351	142	179	1618	1618	NUM
eurjchem-351	142	180	(	(	PUNCT
eurjchem-351	142	181	c	c	NOUN
eurjchem-351	142	182	=	=	SYM
eurjchem-351	142	183	n	n	CCONJ
eurjchem-351	142	184	)	)	PUNCT
eurjchem-351	142	185	3.50	3.50	NUM
eurjchem-351	142	186	(	(	PUNCT
eurjchem-351	142	187	s	s	PROPN
eurjchem-351	142	188	,	,	PUNCT
eurjchem-351	142	189	3h	3h	NUM
eurjchem-351	142	190	,	,	PUNCT
eurjchem-351	142	191	nch3	nch3	PROPN
eurjchem-351	142	192	)	)	PUNCT
eurjchem-351	142	193	,	,	PUNCT
eurjchem-351	142	194	7.25‐7.32	7.25‐7.32	NUM
eurjchem-351	142	195	(	(	PUNCT
eurjchem-351	142	196	t	t	PROPN
eurjchem-351	142	197	,	,	PUNCT
eurjchem-351	142	198	j	j	PROPN
eurjchem-351	143	1	=	=	SYM
eurjchem-351	143	2	6.9	6.9	NUM
eurjchem-351	143	3	hz	hz	NOUN
eurjchem-351	143	4	,	,	PUNCT
eurjchem-351	143	5	1h	1h	NUM
eurjchem-351	143	6	,	,	PUNCT
eurjchem-351	143	7	7‐h	7‐h	NUM
eurjchem-351	143	8	)	)	PUNCT
eurjchem-351	143	9	,	,	PUNCT
eurjchem-351	143	10	7.45	7.45	NUM
eurjchem-351	143	11	(	(	PUNCT
eurjchem-351	143	12	d	d	PROPN
eurjchem-351	143	13	,	,	PUNCT
eurjchem-351	143	14	j	j	PROPN
eurjchem-351	144	1	=	=	SYM
eurjchem-351	144	2	8.0	8.0	NUM
eurjchem-351	144	3	hz	hz	NOUN
eurjchem-351	144	4	,	,	PUNCT
eurjchem-351	144	5	1h	1h	NUM
eurjchem-351	144	6	,	,	PUNCT
eurjchem-351	144	7	8‐h	8‐h	NUM
eurjchem-351	144	8	)	)	PUNCT
eurjchem-351	144	9	,	,	PUNCT
eurjchem-351	144	10	7.76	7.76	NUM
eurjchem-351	144	11	(	(	PUNCT
eurjchem-351	144	12	t	t	PROPN
eurjchem-351	144	13	,	,	PUNCT
eurjchem-351	144	14	j	j	PROPN
eurjchem-351	145	1	=	=	SYM
eurjchem-351	145	2	6.9	6.9	NUM
eurjchem-351	145	3	hz	hz	NOUN
eurjchem-351	145	4	,	,	PUNCT
eurjchem-351	145	5	1h	1h	NUM
eurjchem-351	145	6	,	,	PUNCT
eurjchem-351	145	7	6‐h	6‐h	NUM
eurjchem-351	145	8	)	)	PUNCT
eurjchem-351	145	9	,	,	PUNCT
eurjchem-351	145	10	7.98	7.98	NUM
eurjchem-351	145	11	(	(	PUNCT
eurjchem-351	145	12	d	d	NOUN
eurjchem-351	145	13	,	,	PUNCT
eurjchem-351	145	14	j	j	PROPN
eurjchem-351	145	15	=	=	SYM
eurjchem-351	145	16	8.0	8.0	NUM
eurjchem-351	145	17	hz	hz	NOUN
eurjchem-351	145	18	,	,	PUNCT
eurjchem-351	145	19	1h	1h	NUM
eurjchem-351	145	20	,	,	PUNCT
eurjchem-351	145	21	5‐h	5‐h	NUM
eurjchem-351	145	22	)	)	PUNCT
eurjchem-351	145	23	,	,	PUNCT
eurjchem-351	145	24	12.8	12.8	NUM
eurjchem-351	145	25	(	(	PUNCT
eurjchem-351	145	26	s	s	PROPN
eurjchem-351	145	27	,	,	PUNCT
eurjchem-351	145	28	1h	1h	NUM
eurjchem-351	145	29	,	,	PUNCT
eurjchem-351	145	30	ohoxime	ohoxime	NOUN
eurjchem-351	145	31	)	)	PUNCT
eurjchem-351	145	32	6	6	NUM
eurjchem-351	145	33	3206‐2434	3206‐2434	NUM
eurjchem-351	145	34	(	(	PUNCT
eurjchem-351	145	35	ohcarboxylic	ohcarboxylic	NOUN
eurjchem-351	145	36	)	)	PUNCT
eurjchem-351	145	37	,	,	PUNCT
eurjchem-351	145	38	1737	1737	NUM
eurjchem-351	145	39	(	(	PUNCT
eurjchem-351	145	40	c	c	NOUN
eurjchem-351	145	41	=	=	SYM
eurjchem-351	145	42	ocarboxlic	ocarboxlic	ADJ
eurjchem-351	145	43	)	)	PUNCT
eurjchem-351	145	44	,	,	PUNCT
eurjchem-351	145	45	1640	1640	NUM
eurjchem-351	145	46	(	(	PUNCT
eurjchem-351	145	47	c	c	NOUN
eurjchem-351	145	48	=	=	NOUN
eurjchem-351	145	49	oquinolone	oquinolone	NOUN
eurjchem-351	145	50	)	)	PUNCT
eurjchem-351	145	51	,	,	PUNCT
eurjchem-351	145	52	1503	1503	NUM
eurjchem-351	145	53	,	,	PUNCT
eurjchem-351	145	54	1481	1481	NUM
eurjchem-351	145	55	(	(	PUNCT
eurjchem-351	145	56	no2	no2	NOUN
eurjchem-351	145	57	)	)	PUNCT
eurjchem-351	145	58	3.73	3.73	NUM
eurjchem-351	145	59	(	(	PUNCT
eurjchem-351	145	60	s	s	PROPN
eurjchem-351	145	61	,	,	PUNCT
eurjchem-351	145	62	3h	3h	NUM
eurjchem-351	145	63	,	,	PUNCT
eurjchem-351	145	64	nch3	nch3	PROPN
eurjchem-351	145	65	)	)	PUNCT
eurjchem-351	145	66	,	,	PUNCT
eurjchem-351	145	67	7.30‐8.05	7.30‐8.05	NUM
eurjchem-351	145	68	(	(	PUNCT
eurjchem-351	145	69	m	m	PROPN
eurjchem-351	145	70	,	,	PUNCT
eurjchem-351	145	71	8h	8h	NUM
eurjchem-351	145	72	,	,	PUNCT
eurjchem-351	145	73	harom	harom	NOUN
eurjchem-351	145	74	)	)	PUNCT
eurjchem-351	145	75	,	,	PUNCT
eurjchem-351	145	76	9.17	9.17	NUM
eurjchem-351	145	77	(	(	PUNCT
eurjchem-351	145	78	bs	bs	PROPN
eurjchem-351	145	79	,	,	PUNCT
eurjchem-351	145	80	1h	1h	NUM
eurjchem-351	145	81	,	,	PUNCT
eurjchem-351	145	82	nh	nh	PROPN
eurjchem-351	145	83	)	)	PUNCT
eurjchem-351	145	84	,	,	PUNCT
eurjchem-351	145	85	12.37	12.37	NUM
eurjchem-351	145	86	(	(	PUNCT
eurjchem-351	145	87	bs	bs	PROPN
eurjchem-351	145	88	,	,	PUNCT
eurjchem-351	145	89	1h	1h	NUM
eurjchem-351	145	90	,	,	PUNCT
eurjchem-351	145	91	oh	oh	INTJ
eurjchem-351	145	92	)	)	PUNCT
eurjchem-351	145	93	,	,	PUNCT
eurjchem-351	145	94	15.23	15.23	NUM
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eurjchem-351	145	96	bs	bs	PROPN
eurjchem-351	145	97	,	,	PUNCT
eurjchem-351	145	98	1h	1h	NUM
eurjchem-351	145	99	,	,	PUNCT
eurjchem-351	145	100	ohcarboxylic	ohcarboxylic	ADJ
eurjchem-351	145	101	)	)	PUNCT
eurjchem-351	145	102	410	410	NUM
eurjchem-351	145	103	(	(	PUNCT
eurjchem-351	145	104	m+̣	m+̣	PROPN
eurjchem-351	145	105	)	)	PUNCT
eurjchem-351	145	106	(	(	PUNCT
eurjchem-351	145	107	5.1	5.1	NUM
eurjchem-351	145	108	)	)	PUNCT
eurjchem-351	145	109	,	,	PUNCT
eurjchem-351	145	110	411(2.3	411(2.3	NUM
eurjchem-351	145	111	)	)	PUNCT
eurjchem-351	145	112	,	,	PUNCT
eurjchem-351	145	113	394	394	NUM
eurjchem-351	145	114	(	(	PUNCT
eurjchem-351	145	115	20.4	20.4	NUM
eurjchem-351	145	116	)	)	PUNCT
eurjchem-351	145	117	,	,	PUNCT
eurjchem-351	145	118	365	365	NUM
eurjchem-351	145	119	(	(	PUNCT
eurjchem-351	145	120	10.7	10.7	NUM
eurjchem-351	145	121	)	)	PUNCT
eurjchem-351	145	122	,	,	PUNCT
eurjchem-351	145	123	349	349	NUM
eurjchem-351	145	124	(	(	PUNCT
eurjchem-351	145	125	17.9	17.9	NUM
eurjchem-351	145	126	)	)	PUNCT
eurjchem-351	145	127	,	,	PUNCT
eurjchem-351	145	128	321	321	NUM
eurjchem-351	145	129	(	(	PUNCT
eurjchem-351	145	130	32.6	32.6	NUM
eurjchem-351	145	131	)	)	PUNCT
eurjchem-351	145	132	,	,	PUNCT
eurjchem-351	145	133	230	230	NUM
eurjchem-351	145	134	(	(	PUNCT
eurjchem-351	145	135	100	100	NUM
eurjchem-351	145	136	)	)	PUNCT
eurjchem-351	145	137	,	,	PUNCT
eurjchem-351	145	138	217	217	NUM
eurjchem-351	145	139	(	(	PUNCT
eurjchem-351	145	140	34.7	34.7	NUM
eurjchem-351	145	141	)	)	PUNCT
eurjchem-351	145	142	,	,	PUNCT
eurjchem-351	145	143	203	203	NUM
eurjchem-351	145	144	(	(	PUNCT
eurjchem-351	145	145	31.8	31.8	NUM
eurjchem-351	145	146	)	)	PUNCT
eurjchem-351	145	147	,	,	PUNCT
eurjchem-351	145	148	175	175	NUM
eurjchem-351	145	149	(	(	PUNCT
eurjchem-351	145	150	56.9	56.9	NUM
eurjchem-351	145	151	)	)	PUNCT
eurjchem-351	145	152	7	7	NUM
eurjchem-351	145	153	3404(nh	3404(nh	NUM
eurjchem-351	145	154	)	)	PUNCT
eurjchem-351	145	155	,	,	PUNCT
eurjchem-351	145	156	1725	1725	NUM
eurjchem-351	145	157	‐1673	‐1673	NOUN
eurjchem-351	145	158	(	(	PUNCT
eurjchem-351	145	159	c	c	NOUN
eurjchem-351	145	160	=	=	NOUN
eurjchem-351	145	161	opyrone	opyrone	NOUN
eurjchem-351	145	162	)	)	PUNCT
eurjchem-351	145	163	,	,	PUNCT
eurjchem-351	145	164	1631	1631	NUM
eurjchem-351	145	165	(	(	PUNCT
eurjchem-351	145	166	c	c	X
eurjchem-351	145	167	=	=	NOUN
eurjchem-351	145	168	o	o	X
eurjchem-351	145	169	quinolone	quinolone	NOUN
eurjchem-351	145	170	)	)	PUNCT
eurjchem-351	145	171	,	,	PUNCT
eurjchem-351	145	172	1571	1571	NUM
eurjchem-351	145	173	,	,	PUNCT
eurjchem-351	145	174	1495	1495	NUM
eurjchem-351	145	175	(	(	PUNCT
eurjchem-351	145	176	no2	no2	NOUN
eurjchem-351	145	177	)	)	PUNCT
eurjchem-351	145	178	3.73	3.73	NUM
eurjchem-351	145	179	(	(	PUNCT
eurjchem-351	145	180	s	s	PROPN
eurjchem-351	145	181	,	,	PUNCT
eurjchem-351	145	182	3h	3h	NUM
eurjchem-351	145	183	,	,	PUNCT
eurjchem-351	145	184	nch3	nch3	PROPN
eurjchem-351	145	185	)	)	PUNCT
eurjchem-351	145	186	,	,	PUNCT
eurjchem-351	145	187	7.33‐8.02	7.33‐8.02	NUM
eurjchem-351	145	188	(	(	PUNCT
eurjchem-351	145	189	m	m	PROPN
eurjchem-351	145	190	,	,	PUNCT
eurjchem-351	145	191	8h	8h	NUM
eurjchem-351	145	192	,	,	PUNCT
eurjchem-351	145	193	harom	harom	NOUN
eurjchem-351	145	194	)	)	PUNCT
eurjchem-351	145	195	,	,	PUNCT
eurjchem-351	145	196	9.40	9.40	NUM
eurjchem-351	145	197	(	(	PUNCT
eurjchem-351	145	198	bs	bs	PROPN
eurjchem-351	145	199	,	,	PUNCT
eurjchem-351	145	200	1h	1h	NUM
eurjchem-351	145	201	,	,	PUNCT
eurjchem-351	145	202	nh	nh	PROPN
eurjchem-351	145	203	)	)	PUNCT
eurjchem-351	145	204	392	392	NUM
eurjchem-351	145	205	(	(	PUNCT
eurjchem-351	145	206	m+̣	m+̣	PROPN
eurjchem-351	145	207	)	)	PUNCT
eurjchem-351	145	208	(	(	PUNCT
eurjchem-351	145	209	3.6	3.6	NUM
eurjchem-351	145	210	)	)	PUNCT
eurjchem-351	145	211	,	,	PUNCT
eurjchem-351	145	212	393	393	NUM
eurjchem-351	145	213	(	(	PUNCT
eurjchem-351	145	214	1.8	1.8	NUM
eurjchem-351	145	215	)	)	PUNCT
eurjchem-351	145	216	,	,	PUNCT
eurjchem-351	145	217	347	347	NUM
eurjchem-351	145	218	(	(	PUNCT
eurjchem-351	145	219	8.7	8.7	NUM
eurjchem-351	145	220	)	)	PUNCT
eurjchem-351	145	221	,	,	PUNCT
eurjchem-351	145	222	256	256	NUM
eurjchem-351	145	223	(	(	PUNCT
eurjchem-351	145	224	18.0	18.0	NUM
eurjchem-351	145	225	)	)	PUNCT
eurjchem-351	145	226	,	,	PUNCT
eurjchem-351	145	227	243	243	NUM
eurjchem-351	145	228	(	(	PUNCT
eurjchem-351	145	229	100	100	NUM
eurjchem-351	145	230	)	)	PUNCT
eurjchem-351	145	231	,	,	PUNCT
eurjchem-351	145	232	230	230	NUM
eurjchem-351	145	233	(	(	PUNCT
eurjchem-351	145	234	10.4	10.4	NUM
eurjchem-351	145	235	)	)	PUNCT
eurjchem-351	145	236	,	,	PUNCT
eurjchem-351	145	237	217	217	NUM
eurjchem-351	145	238	(	(	PUNCT
eurjchem-351	145	239	40.1	40.1	NUM
eurjchem-351	145	240	)	)	PUNCT
eurjchem-351	145	241	,	,	PUNCT
eurjchem-351	145	242	203	203	NUM
eurjchem-351	145	243	(	(	PUNCT
eurjchem-351	145	244	30.2	30.2	NUM
eurjchem-351	145	245	)	)	PUNCT
eurjchem-351	145	246	,	,	PUNCT
eurjchem-351	145	247	189	189	NUM
eurjchem-351	145	248	(	(	PUNCT
eurjchem-351	145	249	63.3	63.3	NUM
eurjchem-351	145	250	)	)	PUNCT
eurjchem-351	145	251	,	,	PUNCT
eurjchem-351	145	252	175	175	NUM
eurjchem-351	145	253	(	(	PUNCT
eurjchem-351	145	254	34.2	34.2	NUM
eurjchem-351	145	255	)	)	PUNCT
eurjchem-351	145	256	,	,	PUNCT
eurjchem-351	145	257	161	161	NUM
eurjchem-351	145	258	(	(	PUNCT
eurjchem-351	145	259	32.0	32.0	NUM
eurjchem-351	145	260	)	)	PUNCT
eurjchem-351	145	261	8	8	NUM
eurjchem-351	145	262	3227	3227	NUM
eurjchem-351	145	263	(	(	PUNCT
eurjchem-351	145	264	oh	oh	INTJ
eurjchem-351	145	265	,	,	PUNCT
eurjchem-351	145	266	nh	nh	PROPN
eurjchem-351	145	267	)	)	PUNCT
eurjchem-351	145	268	,	,	PUNCT
eurjchem-351	145	269	1742	1742	NUM
eurjchem-351	145	270	(	(	PUNCT
eurjchem-351	145	271	c	c	NOUN
eurjchem-351	145	272	=	=	NOUN
eurjchem-351	145	273	ocarboxylic	ocarboxylic	ADJ
eurjchem-351	145	274	)	)	PUNCT
eurjchem-351	145	275	,	,	PUNCT
eurjchem-351	145	276	1674	1674	NUM
eurjchem-351	145	277	(	(	PUNCT
eurjchem-351	145	278	c	c	NOUN
eurjchem-351	145	279	=	=	NOUN
eurjchem-351	145	280	oquinolone	oquinolone	NOUN
eurjchem-351	145	281	)	)	PUNCT
eurjchem-351	145	282	3.28	3.28	NUM
eurjchem-351	145	283	(	(	PUNCT
eurjchem-351	145	284	s	s	PROPN
eurjchem-351	145	285	,	,	PUNCT
eurjchem-351	145	286	3h	3h	NUM
eurjchem-351	145	287	,	,	PUNCT
eurjchem-351	145	288	nch3	nch3	PROPN
eurjchem-351	145	289	)	)	PUNCT
eurjchem-351	145	290	,	,	PUNCT
eurjchem-351	145	291	3.63	3.63	NUM
eurjchem-351	145	292	(	(	PUNCT
eurjchem-351	145	293	s	s	PROPN
eurjchem-351	145	294	,	,	PUNCT
eurjchem-351	145	295	3h	3h	NUM
eurjchem-351	145	296	,	,	PUNCT
eurjchem-351	145	297	och3	och3	ADJ
eurjchem-351	145	298	)	)	PUNCT
eurjchem-351	145	299	,	,	PUNCT
eurjchem-351	145	300	6.89	6.89	NUM
eurjchem-351	145	301	(	(	PUNCT
eurjchem-351	145	302	d	d	PROPN
eurjchem-351	145	303	,	,	PUNCT
eurjchem-351	145	304	1h	1h	NUM
eurjchem-351	145	305	,	,	PUNCT
eurjchem-351	145	306	j	j	PROPN
eurjchem-351	145	307	=	=	SYM
eurjchem-351	145	308	8.2	8.2	NUM
eurjchem-351	145	309	,	,	PUNCT
eurjchem-351	145	310	2‐hpyrrole	2‐hpyrrole	NUM
eurjchem-351	145	311	)	)	PUNCT
eurjchem-351	145	312	,	,	PUNCT
eurjchem-351	145	313	7.09	7.09	NUM
eurjchem-351	145	314	(	(	PUNCT
eurjchem-351	145	315	d	d	PROPN
eurjchem-351	145	316	,	,	PUNCT
eurjchem-351	145	317	1h	1h	NUM
eurjchem-351	145	318	,	,	PUNCT
eurjchem-351	145	319	j	j	PROPN
eurjchem-351	145	320	=	=	SYM
eurjchem-351	145	321	8.2	8.2	NUM
eurjchem-351	145	322	,	,	PUNCT
eurjchem-351	145	323	3‐hpyrrole	3‐hpyrrole	NUM
eurjchem-351	145	324	)	)	PUNCT
eurjchem-351	145	325	,	,	PUNCT
eurjchem-351	145	326	7.51	7.51	NUM
eurjchem-351	145	327	(	(	PUNCT
eurjchem-351	145	328	t	t	PROPN
eurjchem-351	145	329	,	,	PUNCT
eurjchem-351	145	330	1h	1h	NUM
eurjchem-351	145	331	,	,	PUNCT
eurjchem-351	145	332	j	j	PROPN
eurjchem-351	145	333	=	=	SYM
eurjchem-351	145	334	7.9	7.9	NUM
eurjchem-351	145	335	,	,	PUNCT
eurjchem-351	145	336	6‐h	6‐h	NUM
eurjchem-351	145	337	)	)	PUNCT
eurjchem-351	145	338	,	,	PUNCT
eurjchem-351	145	339	7.82	7.82	NUM
eurjchem-351	145	340	(	(	PUNCT
eurjchem-351	145	341	m	m	PROPN
eurjchem-351	145	342	,	,	PUNCT
eurjchem-351	145	343	2h	2h	NUM
eurjchem-351	145	344	,	,	PUNCT
eurjchem-351	145	345	7‐h	7‐h	NUM
eurjchem-351	145	346	+	+	X
eurjchem-351	145	347	8‐h	8‐h	NUM
eurjchem-351	145	348	)	)	PUNCT
eurjchem-351	145	349	,	,	PUNCT
eurjchem-351	145	350	8.10	8.10	NUM
eurjchem-351	145	351	(	(	PUNCT
eurjchem-351	145	352	d	d	PROPN
eurjchem-351	145	353	,	,	PUNCT
eurjchem-351	145	354	1h	1h	NUM
eurjchem-351	145	355	,	,	PUNCT
eurjchem-351	145	356	j	j	PROPN
eurjchem-351	145	357	=	=	SYM
eurjchem-351	145	358	7.8	7.8	NUM
eurjchem-351	145	359	,	,	PUNCT
eurjchem-351	145	360	5‐h	5‐h	NUM
eurjchem-351	145	361	)	)	PUNCT
eurjchem-351	145	362	,	,	PUNCT
eurjchem-351	145	363	9.64	9.64	NUM
eurjchem-351	145	364	(	(	PUNCT
eurjchem-351	145	365	bs	bs	PROPN
eurjchem-351	145	366	,	,	PUNCT
eurjchem-351	145	367	1h	1h	NUM
eurjchem-351	145	368	,	,	PUNCT
eurjchem-351	145	369	nh	nh	PROPN
eurjchem-351	145	370	)	)	PUNCT
eurjchem-351	145	371	,	,	PUNCT
eurjchem-351	145	372	13.8	13.8	NUM
eurjchem-351	145	373	(	(	PUNCT
eurjchem-351	145	374	bs	bs	PROPN
eurjchem-351	145	375	,	,	PUNCT
eurjchem-351	145	376	1h	1h	NUM
eurjchem-351	145	377	,	,	PUNCT
eurjchem-351	145	378	ohcarboxylic	ohcarboxylic	ADJ
eurjchem-351	145	379	)	)	PUNCT
eurjchem-351	145	380	298	298	NUM
eurjchem-351	145	381	(	(	PUNCT
eurjchem-351	145	382	m+̣	m+̣	PROPN
eurjchem-351	145	383	)	)	PUNCT
eurjchem-351	145	384	(	(	PUNCT
eurjchem-351	145	385	15.9	15.9	NUM
eurjchem-351	145	386	)	)	PUNCT
eurjchem-351	145	387	,	,	PUNCT
eurjchem-351	145	388	299	299	NUM
eurjchem-351	145	389	(	(	PUNCT
eurjchem-351	145	390	5.0	5.0	NUM
eurjchem-351	145	391	)	)	PUNCT
eurjchem-351	145	392	,	,	PUNCT
eurjchem-351	145	393	297	297	NUM
eurjchem-351	145	394	(	(	PUNCT
eurjchem-351	145	395	8.4	8.4	NUM
eurjchem-351	145	396	)	)	PUNCT
eurjchem-351	145	397	,	,	PUNCT
eurjchem-351	145	398	283	283	NUM
eurjchem-351	145	399	(	(	PUNCT
eurjchem-351	145	400	2.9	2.9	NUM
eurjchem-351	145	401	)	)	PUNCT
eurjchem-351	145	402	,	,	PUNCT
eurjchem-351	145	403	269	269	NUM
eurjchem-351	145	404	(	(	PUNCT
eurjchem-351	145	405	8.5	8.5	NUM
eurjchem-351	145	406	)	)	PUNCT
eurjchem-351	145	407	,	,	PUNCT
eurjchem-351	145	408	267	267	NUM
eurjchem-351	145	409	(	(	PUNCT
eurjchem-351	145	410	15.2	15.2	NUM
eurjchem-351	145	411	)	)	PUNCT
eurjchem-351	145	412	,	,	PUNCT
eurjchem-351	145	413	266	266	NUM
eurjchem-351	145	414	(	(	PUNCT
eurjchem-351	145	415	12.0	12.0	NUM
eurjchem-351	145	416	)	)	PUNCT
eurjchem-351	145	417	,	,	PUNCT
eurjchem-351	145	418	254	254	NUM
eurjchem-351	145	419	(	(	PUNCT
eurjchem-351	145	420	21.2	21.2	NUM
eurjchem-351	145	421	)	)	PUNCT
eurjchem-351	145	422	,	,	PUNCT
eurjchem-351	145	423	215	215	NUM
eurjchem-351	145	424	(	(	PUNCT
eurjchem-351	145	425	20.3	20.3	NUM
eurjchem-351	145	426	)	)	PUNCT
eurjchem-351	145	427	,	,	PUNCT
eurjchem-351	145	428	199	199	NUM
eurjchem-351	145	429	(	(	PUNCT
eurjchem-351	145	430	12.2	12.2	NUM
eurjchem-351	145	431	)	)	PUNCT
eurjchem-351	145	432	,	,	PUNCT
eurjchem-351	145	433	159	159	NUM
eurjchem-351	145	434	(	(	PUNCT
eurjchem-351	145	435	14.5	14.5	NUM
eurjchem-351	145	436	)	)	PUNCT
eurjchem-351	145	437	,	,	PUNCT
eurjchem-351	145	438	131	131	NUM
eurjchem-351	145	439	(	(	PUNCT
eurjchem-351	145	440	11.0	11.0	NUM
eurjchem-351	145	441	)	)	PUNCT
eurjchem-351	145	442	,	,	PUNCT
eurjchem-351	145	443	77	77	NUM
eurjchem-351	145	444	(	(	PUNCT
eurjchem-351	145	445	21.1	21.1	NUM
eurjchem-351	145	446	)	)	PUNCT
eurjchem-351	145	447	,	,	PUNCT
eurjchem-351	145	448	76	76	NUM
eurjchem-351	145	449	(	(	PUNCT
eurjchem-351	145	450	18.6	18.6	NUM
eurjchem-351	145	451	)	)	PUNCT
eurjchem-351	145	452	,	,	PUNCT
eurjchem-351	145	453	75	75	NUM
eurjchem-351	145	454	(	(	PUNCT
eurjchem-351	145	455	100	100	NUM
eurjchem-351	145	456	)	)	PUNCT
eurjchem-351	145	457	10	10	NUM
eurjchem-351	145	458	3429	3429	NUM
eurjchem-351	145	459	,	,	PUNCT
eurjchem-351	145	460	3243	3243	NUM
eurjchem-351	145	461	(	(	PUNCT
eurjchem-351	145	462	oh	oh	INTJ
eurjchem-351	145	463	,	,	PUNCT
eurjchem-351	145	464	nh	nh	PROPN
eurjchem-351	145	465	)	)	PUNCT
eurjchem-351	145	466	,	,	PUNCT
eurjchem-351	145	467	1740	1740	NUM
eurjchem-351	145	468	(	(	PUNCT
eurjchem-351	145	469	c	c	NOUN
eurjchem-351	145	470	=	=	NOUN
eurjchem-351	145	471	ocarboxylic	ocarboxylic	ADJ
eurjchem-351	145	472	)	)	PUNCT
eurjchem-351	145	473	,	,	PUNCT
eurjchem-351	145	474	1730	1730	NUM
eurjchem-351	145	475	(	(	PUNCT
eurjchem-351	145	476	c	c	NOUN
eurjchem-351	145	477	=	=	NOUN
eurjchem-351	145	478	oindolone	oindolone	NOUN
eurjchem-351	145	479	)	)	PUNCT
eurjchem-351	145	480	,	,	PUNCT
eurjchem-351	145	481	1650	1650	NUM
eurjchem-351	145	482	(	(	PUNCT
eurjchem-351	145	483	c	c	NOUN
eurjchem-351	145	484	=	=	NOUN
eurjchem-351	145	485	oquinolone	oquinolone	NOUN
eurjchem-351	145	486	)	)	PUNCT
eurjchem-351	145	487	3.71	3.71	NUM
eurjchem-351	145	488	(	(	PUNCT
eurjchem-351	145	489	s	s	PROPN
eurjchem-351	145	490	,	,	PUNCT
eurjchem-351	145	491	3h	3h	NUM
eurjchem-351	145	492	,	,	PUNCT
eurjchem-351	145	493	nch3	nch3	PROPN
eurjchem-351	145	494	)	)	PUNCT
eurjchem-351	145	495	,	,	PUNCT
eurjchem-351	145	496	6.92‐8.34	6.92‐8.34	NUM
eurjchem-351	145	497	(	(	PUNCT
eurjchem-351	145	498	m	m	PROPN
eurjchem-351	145	499	,	,	PUNCT
eurjchem-351	145	500	8h	8h	NUM
eurjchem-351	145	501	,	,	PUNCT
eurjchem-351	145	502	harom	harom	NOUN
eurjchem-351	145	503	)	)	PUNCT
eurjchem-351	145	504	,	,	PUNCT
eurjchem-351	145	505	10.42	10.42	NUM
eurjchem-351	145	506	(	(	PUNCT
eurjchem-351	145	507	bs	bs	PROPN
eurjchem-351	145	508	,	,	PUNCT
eurjchem-351	145	509	1h	1h	NUM
eurjchem-351	145	510	,	,	PUNCT
eurjchem-351	145	511	nh	nh	PROPN
eurjchem-351	145	512	)	)	PUNCT
eurjchem-351	145	513	,	,	PUNCT
eurjchem-351	145	514	12.40	12.40	NUM
eurjchem-351	145	515	(	(	PUNCT
eurjchem-351	145	516	bs	bs	PROPN
eurjchem-351	145	517	,	,	PUNCT
eurjchem-351	145	518	1h	1h	NUM
eurjchem-351	145	519	,	,	PUNCT
eurjchem-351	145	520	oh	oh	INTJ
eurjchem-351	145	521	)	)	PUNCT
eurjchem-351	145	522	,	,	PUNCT
eurjchem-351	145	523	14.2	14.2	NUM
eurjchem-351	145	524	(	(	PUNCT
eurjchem-351	145	525	bs	bs	PROPN
eurjchem-351	145	526	,	,	PUNCT
eurjchem-351	145	527	1h	1h	NUM
eurjchem-351	145	528	,	,	PUNCT
eurjchem-351	145	529	ohcarboxylic	ohcarboxylic	ADJ
eurjchem-351	145	530	)	)	PUNCT
eurjchem-351	145	531	390	390	NUM
eurjchem-351	145	532	(	(	PUNCT
eurjchem-351	145	533	m+̣	m+̣	PROPN
eurjchem-351	145	534	)	)	PUNCT
eurjchem-351	145	535	(	(	PUNCT
eurjchem-351	145	536	8.6	8.6	NUM
eurjchem-351	145	537	)	)	PUNCT
eurjchem-351	145	538	,	,	PUNCT
eurjchem-351	145	539	391	391	NUM
eurjchem-351	145	540	(	(	PUNCT
eurjchem-351	145	541	2.6	2.6	NUM
eurjchem-351	145	542	)	)	PUNCT
eurjchem-351	145	543	,	,	PUNCT
eurjchem-351	145	544	346	346	NUM
eurjchem-351	145	545	(	(	PUNCT
eurjchem-351	145	546	34.0	34.0	NUM
eurjchem-351	145	547	)	)	PUNCT
eurjchem-351	145	548	,	,	PUNCT
eurjchem-351	145	549	330	330	NUM
eurjchem-351	145	550	(	(	PUNCT
eurjchem-351	145	551	22.1	22.1	NUM
eurjchem-351	145	552	)	)	PUNCT
eurjchem-351	145	553	,	,	PUNCT
eurjchem-351	145	554	316	316	NUM
eurjchem-351	145	555	(	(	PUNCT
eurjchem-351	145	556	20.2	20.2	NUM
eurjchem-351	145	557	)	)	PUNCT
eurjchem-351	145	558	,	,	PUNCT
eurjchem-351	145	559	173	173	NUM
eurjchem-351	145	560	(	(	PUNCT
eurjchem-351	145	561	34.6	34.6	NUM
eurjchem-351	145	562	)	)	PUNCT
eurjchem-351	145	563	,	,	PUNCT
eurjchem-351	145	564	159	159	NUM
eurjchem-351	145	565	(	(	PUNCT
eurjchem-351	145	566	43.8	43.8	NUM
eurjchem-351	145	567	)	)	PUNCT
eurjchem-351	145	568	,	,	PUNCT
eurjchem-351	145	569	145	145	NUM
eurjchem-351	145	570	(	(	PUNCT
eurjchem-351	145	571	32.7	32.7	NUM
eurjchem-351	145	572	)	)	PUNCT
eurjchem-351	145	573	11	11	NUM
eurjchem-351	145	574	3157	3157	NUM
eurjchem-351	145	575	(	(	PUNCT
eurjchem-351	145	576	nh	nh	NOUN
eurjchem-351	145	577	)	)	PUNCT
eurjchem-351	145	578	,	,	PUNCT
eurjchem-351	145	579	1752	1752	NUM
eurjchem-351	145	580	(	(	PUNCT
eurjchem-351	145	581	c	c	NOUN
eurjchem-351	145	582	=	=	NOUN
eurjchem-351	145	583	opyrone	opyrone	NOUN
eurjchem-351	145	584	)	)	PUNCT
eurjchem-351	145	585	,	,	PUNCT
eurjchem-351	145	586	1652	1652	NUM
eurjchem-351	145	587	(	(	PUNCT
eurjchem-351	145	588	c	c	X
eurjchem-351	145	589	=	=	NOUN
eurjchem-351	145	590	oindolone	oindolone	NOUN
eurjchem-351	145	591	,	,	PUNCT
eurjchem-351	145	592	c	c	NOUN
eurjchem-351	145	593	=	=	NOUN
eurjchem-351	145	594	oquinolone	oquinolone	NOUN
eurjchem-351	145	595	)	)	PUNCT
eurjchem-351	145	596	3.52	3.52	NUM
eurjchem-351	145	597	(	(	PUNCT
eurjchem-351	145	598	s	s	PROPN
eurjchem-351	145	599	,	,	PUNCT
eurjchem-351	145	600	3h	3h	NUM
eurjchem-351	145	601	,	,	PUNCT
eurjchem-351	145	602	nch3	nch3	PROPN
eurjchem-351	145	603	)	)	PUNCT
eurjchem-351	145	604	,	,	PUNCT
eurjchem-351	145	605	7.04‐8.70	7.04‐8.70	NUM
eurjchem-351	145	606	(	(	PUNCT
eurjchem-351	145	607	m	m	PROPN
eurjchem-351	145	608	,	,	PUNCT
eurjchem-351	145	609	8h	8h	NUM
eurjchem-351	145	610	,	,	PUNCT
eurjchem-351	145	611	harom	harom	NOUN
eurjchem-351	145	612	)	)	PUNCT
eurjchem-351	145	613	,	,	PUNCT
eurjchem-351	145	614	12.01	12.01	NUM
eurjchem-351	145	615	(	(	PUNCT
eurjchem-351	145	616	bs	bs	PROPN
eurjchem-351	145	617	,	,	PUNCT
eurjchem-351	145	618	1h	1h	NUM
eurjchem-351	145	619	,	,	PUNCT
eurjchem-351	145	620	nh	nh	PROPN
eurjchem-351	145	621	)	)	PUNCT
eurjchem-351	145	622	372	372	NUM
eurjchem-351	145	623	(	(	PUNCT
eurjchem-351	145	624	m+̣	m+̣	PROPN
eurjchem-351	145	625	)	)	PUNCT
eurjchem-351	145	626	(	(	PUNCT
eurjchem-351	145	627	4.6	4.6	NUM
eurjchem-351	145	628	)	)	PUNCT
eurjchem-351	145	629	,	,	PUNCT
eurjchem-351	145	630	373	373	NUM
eurjchem-351	145	631	(	(	PUNCT
eurjchem-351	145	632	1.7	1.7	NUM
eurjchem-351	145	633	)	)	PUNCT
eurjchem-351	145	634	,	,	PUNCT
eurjchem-351	145	635	331	331	NUM
eurjchem-351	145	636	(	(	PUNCT
eurjchem-351	145	637	23.3	23.3	NUM
eurjchem-351	145	638	)	)	PUNCT
eurjchem-351	145	639	,	,	PUNCT
eurjchem-351	145	640	317(12.5	317(12.5	NUM
eurjchem-351	145	641	)	)	PUNCT
eurjchem-351	145	642	,	,	PUNCT
eurjchem-351	145	643	255	255	NUM
eurjchem-351	145	644	(	(	PUNCT
eurjchem-351	145	645	100	100	NUM
eurjchem-351	145	646	)	)	PUNCT
eurjchem-351	145	647	,	,	PUNCT
eurjchem-351	145	648	241	241	NUM
eurjchem-351	145	649	(	(	PUNCT
eurjchem-351	145	650	10.7	10.7	NUM
eurjchem-351	145	651	)	)	PUNCT
eurjchem-351	145	652	,	,	PUNCT
eurjchem-351	145	653	229	229	NUM
eurjchem-351	145	654	(	(	PUNCT
eurjchem-351	145	655	21.9	21.9	NUM
eurjchem-351	145	656	)	)	PUNCT
eurjchem-351	145	657	,	,	PUNCT
eurjchem-351	145	658	201	201	NUM
eurjchem-351	145	659	(	(	PUNCT
eurjchem-351	145	660	13.3	13.3	NUM
eurjchem-351	145	661	)	)	PUNCT
eurjchem-351	145	662	,	,	PUNCT
eurjchem-351	145	663	200	200	NUM
eurjchem-351	145	664	(	(	PUNCT
eurjchem-351	145	665	15.2	15.2	NUM
eurjchem-351	145	666	)	)	PUNCT
eurjchem-351	145	667	,	,	PUNCT
eurjchem-351	145	668	173	173	NUM
eurjchem-351	145	669	(	(	PUNCT
eurjchem-351	145	670	18.6	18.6	NUM
eurjchem-351	145	671	)	)	PUNCT
eurjchem-351	145	672	,	,	PUNCT
eurjchem-351	145	673	145	145	NUM
eurjchem-351	145	674	(	(	PUNCT
eurjchem-351	145	675	20.2	20.2	NUM
eurjchem-351	145	676	)	)	PUNCT
eurjchem-351	145	677	,	,	PUNCT
eurjchem-351	145	678	78	78	NUM
eurjchem-351	145	679	(	(	PUNCT
eurjchem-351	145	680	21.3	21.3	NUM
eurjchem-351	145	681	)	)	PUNCT
eurjchem-351	145	682	12	12	NUM
eurjchem-351	145	683	3435	3435	NUM
eurjchem-351	145	684	(	(	PUNCT
eurjchem-351	145	685	oh	oh	INTJ
eurjchem-351	145	686	)	)	PUNCT
eurjchem-351	145	687	,	,	PUNCT
eurjchem-351	145	688	1730	1730	NUM
eurjchem-351	145	689	(	(	PUNCT
eurjchem-351	145	690	c	c	NOUN
eurjchem-351	145	691	=	=	NOUN
eurjchem-351	145	692	opyrone	opyrone	NOUN
eurjchem-351	145	693	)	)	PUNCT
eurjchem-351	145	694	,	,	PUNCT
eurjchem-351	145	695	1636	1636	NUM
eurjchem-351	145	696	(	(	PUNCT
eurjchem-351	145	697	c	c	NOUN
eurjchem-351	145	698	=	=	NOUN
eurjchem-351	145	699	o	o	X
eurjchem-351	145	700	quinolone	quinolone	NOUN
eurjchem-351	145	701	)	)	PUNCT
eurjchem-351	145	702	3.49	3.49	NUM
eurjchem-351	145	703	(	(	PUNCT
eurjchem-351	145	704	s	s	PROPN
eurjchem-351	145	705	,	,	PUNCT
eurjchem-351	145	706	3h	3h	NUM
eurjchem-351	145	707	,	,	PUNCT
eurjchem-351	145	708	nch3	nch3	PROPN
eurjchem-351	145	709	)	)	PUNCT
eurjchem-351	145	710	,	,	PUNCT
eurjchem-351	145	711	7.37‐7.84	7.37‐7.84	NUM
eurjchem-351	145	712	(	(	PUNCT
eurjchem-351	145	713	s	s	PROPN
eurjchem-351	145	714	,	,	PUNCT
eurjchem-351	145	715	8h	8h	NUM
eurjchem-351	145	716	,	,	PUNCT
eurjchem-351	145	717	harom	harom	NOUN
eurjchem-351	145	718	)	)	PUNCT
eurjchem-351	145	719	,	,	PUNCT
eurjchem-351	145	720	8.16	8.16	NUM
eurjchem-351	145	721	(	(	PUNCT
eurjchem-351	145	722	s	s	PROPN
eurjchem-351	145	723	,	,	PUNCT
eurjchem-351	145	724	1h	1h	NUM
eurjchem-351	145	725	,	,	PUNCT
eurjchem-351	145	726	4‐hcoumarin	4‐hcoumarin	NUM
eurjchem-351	145	727	)	)	PUNCT
eurjchem-351	145	728	,	,	PUNCT
eurjchem-351	145	729	14.80	14.80	NUM
eurjchem-351	145	730	(	(	PUNCT
eurjchem-351	145	731	bs,1h	bs,1h	NOUN
eurjchem-351	145	732	,	,	PUNCT
eurjchem-351	145	733	oh	oh	INTJ
eurjchem-351	145	734	)	)	PUNCT
eurjchem-351	145	735	347	347	NUM
eurjchem-351	145	736	(	(	PUNCT
eurjchem-351	145	737	m+̣	m+̣	PROPN
eurjchem-351	145	738	)	)	PUNCT
eurjchem-351	145	739	(	(	PUNCT
eurjchem-351	145	740	100	100	NUM
eurjchem-351	145	741	)	)	PUNCT
eurjchem-351	145	742	,	,	PUNCT
eurjchem-351	145	743	348	348	NUM
eurjchem-351	145	744	(	(	PUNCT
eurjchem-351	145	745	36.0	36.0	NUM
eurjchem-351	145	746	)	)	PUNCT
eurjchem-351	145	747	,	,	PUNCT
eurjchem-351	145	748	349	349	NUM
eurjchem-351	145	749	(	(	PUNCT
eurjchem-351	145	750	6.7	6.7	NUM
eurjchem-351	145	751	)	)	PUNCT
eurjchem-351	145	752	,	,	PUNCT
eurjchem-351	145	753	319	319	NUM
eurjchem-351	145	754	(	(	PUNCT
eurjchem-351	145	755	39.6	39.6	NUM
eurjchem-351	145	756	)	)	PUNCT
eurjchem-351	145	757	,	,	PUNCT
eurjchem-351	145	758	275	275	NUM
eurjchem-351	145	759	(	(	PUNCT
eurjchem-351	145	760	61.9	61.9	NUM
eurjchem-351	145	761	)	)	PUNCT
eurjchem-351	145	762	,	,	PUNCT
eurjchem-351	145	763	202	202	NUM
eurjchem-351	145	764	(	(	PUNCT
eurjchem-351	145	765	38.4	38.4	NUM
eurjchem-351	145	766	)	)	PUNCT
eurjchem-351	145	767	,	,	PUNCT
eurjchem-351	145	768	173	173	NUM
eurjchem-351	145	769	(	(	PUNCT
eurjchem-351	145	770	57.6	57.6	NUM
eurjchem-351	145	771	)	)	PUNCT
eurjchem-351	145	772	,	,	PUNCT
eurjchem-351	145	773	134	134	NUM
eurjchem-351	145	774	(	(	PUNCT
eurjchem-351	145	775	46.5	46.5	NUM
eurjchem-351	145	776	)	)	PUNCT
eurjchem-351	145	777	,	,	PUNCT
eurjchem-351	145	778	90	90	NUM
eurjchem-351	145	779	(	(	PUNCT
eurjchem-351	145	780	23.6	23.6	NUM
eurjchem-351	145	781	)	)	PUNCT
eurjchem-351	145	782	,	,	PUNCT
eurjchem-351	145	783	77	77	NUM
eurjchem-351	145	784	(	(	PUNCT
eurjchem-351	145	785	71.4	71.4	NUM
eurjchem-351	145	786	)	)	PUNCT
eurjchem-351	145	787	,	,	PUNCT
eurjchem-351	145	788	63	63	NUM
eurjchem-351	145	789	(	(	PUNCT
eurjchem-351	145	790	46.8	46.8	NUM
eurjchem-351	145	791	)	)	PUNCT
eurjchem-351	145	792	13	13	NUM
eurjchem-351	145	793	3423,(oh	3423,(oh	NUM
eurjchem-351	145	794	)	)	PUNCT
eurjchem-351	145	795	,	,	PUNCT
eurjchem-351	145	796	1670	1670	NUM
eurjchem-351	145	797	,	,	PUNCT
eurjchem-351	145	798	1651	1651	NUM
eurjchem-351	145	799	(	(	PUNCT
eurjchem-351	145	800	c	c	NOUN
eurjchem-351	145	801	=	=	NOUN
eurjchem-351	145	802	opyrone	opyrone	NOUN
eurjchem-351	145	803	)	)	PUNCT
eurjchem-351	145	804	,	,	PUNCT
eurjchem-351	145	805	1644	1644	NUM
eurjchem-351	145	806	(	(	PUNCT
eurjchem-351	145	807	c	c	NOUN
eurjchem-351	145	808	=	=	NOUN
eurjchem-351	145	809	oquinolone	oquinolone	NOUN
eurjchem-351	145	810	)	)	PUNCT
eurjchem-351	145	811	3.52	3.52	NUM
eurjchem-351	145	812	(	(	PUNCT
eurjchem-351	145	813	s	s	PROPN
eurjchem-351	145	814	,	,	PUNCT
eurjchem-351	145	815	3h	3h	NUM
eurjchem-351	145	816	,	,	PUNCT
eurjchem-351	145	817	nch3	nch3	PROPN
eurjchem-351	145	818	)	)	PUNCT
eurjchem-351	145	819	,	,	PUNCT
eurjchem-351	145	820	7.15‐7.97	7.15‐7.97	PROPN
eurjchem-351	145	821	(	(	PUNCT
eurjchem-351	145	822	m	m	PROPN
eurjchem-351	145	823	,	,	PUNCT
eurjchem-351	145	824	8h	8h	NUM
eurjchem-351	145	825	,	,	PUNCT
eurjchem-351	145	826	harom	harom	NOUN
eurjchem-351	145	827	)	)	PUNCT
eurjchem-351	145	828	,	,	PUNCT
eurjchem-351	145	829	5.68	5.68	NUM
eurjchem-351	145	830	(	(	PUNCT
eurjchem-351	145	831	s	s	PROPN
eurjchem-351	145	832	,	,	PUNCT
eurjchem-351	145	833	1h	1h	NUM
eurjchem-351	145	834	,	,	PUNCT
eurjchem-351	145	835	hmethine	hmethine	ADJ
eurjchem-351	145	836	)	)	PUNCT
eurjchem-351	145	837	,	,	PUNCT
eurjchem-351	145	838	12.00	12.00	NUM
eurjchem-351	145	839	(	(	PUNCT
eurjchem-351	145	840	bs	bs	PROPN
eurjchem-351	145	841	,	,	PUNCT
eurjchem-351	145	842	1h	1h	NUM
eurjchem-351	145	843	,	,	PUNCT
eurjchem-351	145	844	oh	oh	INTJ
eurjchem-351	145	845	)	)	PUNCT
eurjchem-351	145	846	17a	17a	PROPN
eurjchem-351	145	847	3415	3415	NUM
eurjchem-351	145	848	(	(	PUNCT
eurjchem-351	145	849	oh	oh	INTJ
eurjchem-351	145	850	)	)	PUNCT
eurjchem-351	145	851	,	,	PUNCT
eurjchem-351	145	852	1717	1717	NUM
eurjchem-351	145	853	(	(	PUNCT
eurjchem-351	145	854	c	c	NOUN
eurjchem-351	145	855	=	=	NOUN
eurjchem-351	145	856	opyrone	opyrone	NOUN
eurjchem-351	145	857	)	)	PUNCT
eurjchem-351	145	858	,	,	PUNCT
eurjchem-351	145	859	1670	1670	NUM
eurjchem-351	145	860	(	(	PUNCT
eurjchem-351	145	861	c	c	NOUN
eurjchem-351	145	862	=	=	NOUN
eurjchem-351	145	863	oquinolone	oquinolone	NOUN
eurjchem-351	145	864	)	)	PUNCT
eurjchem-351	145	865	3.70	3.70	NUM
eurjchem-351	145	866	(	(	PUNCT
eurjchem-351	145	867	s	s	PROPN
eurjchem-351	145	868	,	,	PUNCT
eurjchem-351	145	869	3h	3h	NUM
eurjchem-351	145	870	,	,	PUNCT
eurjchem-351	145	871	nch3	nch3	PROPN
eurjchem-351	145	872	)	)	PUNCT
eurjchem-351	145	873	,	,	PUNCT
eurjchem-351	145	874	3.77	3.77	NUM
eurjchem-351	145	875	(	(	PUNCT
eurjchem-351	145	876	s	s	PROPN
eurjchem-351	145	877	,	,	PUNCT
eurjchem-351	145	878	3h	3h	NUM
eurjchem-351	145	879	,	,	PUNCT
eurjchem-351	145	880	nch3	nch3	PROPN
eurjchem-351	145	881	)	)	PUNCT
eurjchem-351	145	882	,	,	PUNCT
eurjchem-351	145	883	5.82	5.82	NUM
eurjchem-351	145	884	(	(	PUNCT
eurjchem-351	145	885	s	s	PROPN
eurjchem-351	145	886	,	,	PUNCT
eurjchem-351	145	887	1h	1h	NUM
eurjchem-351	145	888	,	,	PUNCT
eurjchem-351	145	889	hmethine	hmethine	ADJ
eurjchem-351	145	890	)	)	PUNCT
eurjchem-351	145	891	,	,	PUNCT
eurjchem-351	145	892	7.30‐8.33	7.30‐8.33	NUM
eurjchem-351	145	893	(	(	PUNCT
eurjchem-351	145	894	m	m	PROPN
eurjchem-351	145	895	,	,	PUNCT
eurjchem-351	145	896	8h	8h	NUM
eurjchem-351	145	897	,	,	PUNCT
eurjchem-351	145	898	harom	harom	NOUN
eurjchem-351	145	899	)	)	PUNCT
eurjchem-351	145	900	,	,	PUNCT
eurjchem-351	145	901	13.4	13.4	NUM
eurjchem-351	145	902	(	(	PUNCT
eurjchem-351	145	903	bs	bs	PROPN
eurjchem-351	145	904	,	,	PUNCT
eurjchem-351	145	905	1h	1h	NUM
eurjchem-351	145	906	,	,	PUNCT
eurjchem-351	145	907	oh	oh	INTJ
eurjchem-351	145	908	)	)	PUNCT
eurjchem-351	145	909	428	428	NUM
eurjchem-351	145	910	(	(	PUNCT
eurjchem-351	145	911	m+̣	m+̣	PROPN
eurjchem-351	145	912	)	)	PUNCT
eurjchem-351	145	913	(	(	PUNCT
eurjchem-351	145	914	38.3	38.3	NUM
eurjchem-351	145	915	)	)	PUNCT
eurjchem-351	145	916	,	,	PUNCT
eurjchem-351	145	917	429	429	NUM
eurjchem-351	145	918	(	(	PUNCT
eurjchem-351	145	919	9.4	9.4	NUM
eurjchem-351	145	920	)	)	PUNCT
eurjchem-351	145	921	,	,	PUNCT
eurjchem-351	145	922	400	400	NUM
eurjchem-351	145	923	(	(	PUNCT
eurjchem-351	145	924	31.2	31.2	NUM
eurjchem-351	145	925	)	)	PUNCT
eurjchem-351	145	926	,	,	PUNCT
eurjchem-351	145	927	399(10.9	399(10.9	NUM
eurjchem-351	145	928	)	)	PUNCT
eurjchem-351	145	929	,	,	PUNCT
eurjchem-351	145	930	385(6.8	385(6.8	NUM
eurjchem-351	145	931	)	)	PUNCT
eurjchem-351	145	932	,	,	PUNCT
eurjchem-351	145	933	268(16.4	268(16.4	NUM
eurjchem-351	145	934	)	)	PUNCT
eurjchem-351	145	935	,	,	PUNCT
eurjchem-351	145	936	254	254	NUM
eurjchem-351	145	937	(	(	PUNCT
eurjchem-351	145	938	29.6	29.6	NUM
eurjchem-351	145	939	)	)	PUNCT
eurjchem-351	145	940	,	,	PUNCT
eurjchem-351	145	941	226	226	NUM
eurjchem-351	145	942	(	(	PUNCT
eurjchem-351	145	943	8.3	8.3	NUM
eurjchem-351	145	944	)	)	PUNCT
eurjchem-351	145	945	,	,	PUNCT
eurjchem-351	145	946	214	214	NUM
eurjchem-351	145	947	(	(	PUNCT
eurjchem-351	145	948	11.3	11.3	NUM
eurjchem-351	145	949	)	)	PUNCT
eurjchem-351	145	950	,	,	PUNCT
eurjchem-351	145	951	202	202	NUM
eurjchem-351	145	952	(	(	PUNCT
eurjchem-351	145	953	20.4	20.4	NUM
eurjchem-351	145	954	)	)	PUNCT
eurjchem-351	145	955	,	,	PUNCT
eurjchem-351	145	956	199	199	NUM
eurjchem-351	145	957	(	(	PUNCT
eurjchem-351	145	958	60.6	60.6	NUM
eurjchem-351	145	959	)	)	PUNCT
eurjchem-351	145	960	,	,	PUNCT
eurjchem-351	145	961	172	172	NUM
eurjchem-351	145	962	(	(	PUNCT
eurjchem-351	145	963	14.3	14.3	NUM
eurjchem-351	145	964	)	)	PUNCT
eurjchem-351	145	965	,	,	PUNCT
eurjchem-351	145	966	117	117	NUM
eurjchem-351	145	967	(	(	PUNCT
eurjchem-351	145	968	14.2	14.2	NUM
eurjchem-351	145	969	)	)	PUNCT
eurjchem-351	145	970	,	,	PUNCT
eurjchem-351	145	971	115	115	NUM
eurjchem-351	145	972	(	(	PUNCT
eurjchem-351	145	973	24.0	24.0	NUM
eurjchem-351	145	974	)	)	PUNCT
eurjchem-351	145	975	,	,	PUNCT
eurjchem-351	145	976	104	104	NUM
eurjchem-351	145	977	(	(	PUNCT
eurjchem-351	145	978	38.5	38.5	NUM
eurjchem-351	145	979	)	)	PUNCT
eurjchem-351	145	980	,	,	PUNCT
eurjchem-351	145	981	77	77	NUM
eurjchem-351	145	982	(	(	PUNCT
eurjchem-351	145	983	100	100	NUM
eurjchem-351	145	984	)	)	PUNCT
eurjchem-351	145	985	,	,	PUNCT
eurjchem-351	145	986	76	76	NUM
eurjchem-351	145	987	(	(	PUNCT
eurjchem-351	145	988	29.7	29.7	NUM
eurjchem-351	145	989	)	)	PUNCT
eurjchem-351	145	990	,	,	PUNCT
eurjchem-351	145	991	64	64	NUM
eurjchem-351	145	992	(	(	PUNCT
eurjchem-351	145	993	23.3	23.3	NUM
eurjchem-351	145	994	)	)	PUNCT
eurjchem-351	145	995	17b	17b	NOUN
eurjchem-351	145	996	3438	3438	NUM
eurjchem-351	145	997	,	,	PUNCT
eurjchem-351	145	998	3158	3158	NUM
eurjchem-351	145	999	(	(	PUNCT
eurjchem-351	145	1000	oh	oh	INTJ
eurjchem-351	145	1001	)	)	PUNCT
eurjchem-351	145	1002	,	,	PUNCT
eurjchem-351	145	1003	1752	1752	NUM
eurjchem-351	145	1004	(	(	PUNCT
eurjchem-351	145	1005	c	c	NOUN
eurjchem-351	145	1006	=	=	NOUN
eurjchem-351	145	1007	opyrone	opyrone	NOUN
eurjchem-351	145	1008	)	)	PUNCT
eurjchem-351	145	1009	,	,	PUNCT
eurjchem-351	145	1010	1657	1657	NUM
eurjchem-351	145	1011	(	(	PUNCT
eurjchem-351	145	1012	c	c	NOUN
eurjchem-351	145	1013	=	=	NOUN
eurjchem-351	145	1014	oquinolone	oquinolone	NOUN
eurjchem-351	145	1015	)	)	PUNCT
eurjchem-351	145	1016	2.43	2.43	NUM
eurjchem-351	145	1017	(	(	PUNCT
eurjchem-351	145	1018	s	s	PROPN
eurjchem-351	145	1019	,	,	PUNCT
eurjchem-351	145	1020	3h	3h	NUM
eurjchem-351	145	1021	,	,	PUNCT
eurjchem-351	145	1022	6ch3	6ch3	NUM
eurjchem-351	145	1023	)	)	PUNCT
eurjchem-351	145	1024	,	,	PUNCT
eurjchem-351	145	1025	3.49	3.49	NUM
eurjchem-351	145	1026	(	(	PUNCT
eurjchem-351	145	1027	s	s	PROPN
eurjchem-351	145	1028	,	,	PUNCT
eurjchem-351	145	1029	3h	3h	NUM
eurjchem-351	145	1030	,	,	PUNCT
eurjchem-351	145	1031	nch3	nch3	PROPN
eurjchem-351	145	1032	)	)	PUNCT
eurjchem-351	145	1033	,	,	PUNCT
eurjchem-351	145	1034	5.44	5.44	NUM
eurjchem-351	145	1035	(	(	PUNCT
eurjchem-351	145	1036	s	s	PROPN
eurjchem-351	145	1037	,	,	PUNCT
eurjchem-351	145	1038	1h	1h	NUM
eurjchem-351	145	1039	,	,	PUNCT
eurjchem-351	145	1040	hmethine	hmethine	ADJ
eurjchem-351	145	1041	)	)	PUNCT
eurjchem-351	145	1042	,	,	PUNCT
eurjchem-351	145	1043	7.31‐8.05	7.31‐8.05	PROPN
eurjchem-351	145	1044	(	(	PUNCT
eurjchem-351	145	1045	m	m	PROPN
eurjchem-351	145	1046	,	,	PUNCT
eurjchem-351	145	1047	7h	7h	PROPN
eurjchem-351	145	1048	,	,	PUNCT
eurjchem-351	145	1049	harom	harom	NOUN
eurjchem-351	145	1050	)	)	PUNCT
eurjchem-351	145	1051	,	,	PUNCT
eurjchem-351	145	1052	12.11	12.11	NUM
eurjchem-351	145	1053	(	(	PUNCT
eurjchem-351	145	1054	bs	bs	PROPN
eurjchem-351	145	1055	,	,	PUNCT
eurjchem-351	145	1056	1h	1h	NUM
eurjchem-351	145	1057	,	,	PUNCT
eurjchem-351	145	1058	nh	nh	PROPN
eurjchem-351	145	1059	)	)	PUNCT
eurjchem-351	145	1060	,	,	PUNCT
eurjchem-351	145	1061	13.8	13.8	NUM
eurjchem-351	145	1062	(	(	PUNCT
eurjchem-351	145	1063	bs	bs	PROPN
eurjchem-351	145	1064	,	,	PUNCT
eurjchem-351	145	1065	1h	1h	NUM
eurjchem-351	145	1066	,	,	PUNCT
eurjchem-351	145	1067	oh	oh	INTJ
eurjchem-351	145	1068	)	)	PUNCT
eurjchem-351	145	1069	428	428	NUM
eurjchem-351	145	1070	(	(	PUNCT
eurjchem-351	145	1071	m+̣	m+̣	PROPN
eurjchem-351	145	1072	)	)	PUNCT
eurjchem-351	145	1073	(	(	PUNCT
eurjchem-351	145	1074	100	100	NUM
eurjchem-351	145	1075	)	)	PUNCT
eurjchem-351	145	1076	,	,	PUNCT
eurjchem-351	145	1077	429	429	NUM
eurjchem-351	145	1078	(	(	PUNCT
eurjchem-351	145	1079	25.3	25.3	NUM
eurjchem-351	145	1080	)	)	PUNCT
eurjchem-351	145	1081	,	,	PUNCT
eurjchem-351	145	1082	430	430	NUM
eurjchem-351	145	1083	(	(	PUNCT
eurjchem-351	145	1084	10.6	10.6	NUM
eurjchem-351	145	1085	)	)	PUNCT
eurjchem-351	145	1086	,	,	PUNCT
eurjchem-351	145	1087	427	427	NUM
eurjchem-351	145	1088	(	(	PUNCT
eurjchem-351	145	1089	11.3	11.3	NUM
eurjchem-351	145	1090	)	)	PUNCT
eurjchem-351	145	1091	,	,	PUNCT
eurjchem-351	145	1092	400	400	NUM
eurjchem-351	145	1093	(	(	PUNCT
eurjchem-351	145	1094	74.2	74.2	NUM
eurjchem-351	145	1095	)	)	PUNCT
eurjchem-351	145	1096	,	,	PUNCT
eurjchem-351	145	1097	399	399	NUM
eurjchem-351	145	1098	(	(	PUNCT
eurjchem-351	145	1099	18.2	18.2	NUM
eurjchem-351	145	1100	)	)	PUNCT
eurjchem-351	145	1101	,	,	PUNCT
eurjchem-351	145	1102	372	372	NUM
eurjchem-351	145	1103	(	(	PUNCT
eurjchem-351	145	1104	27.3	27.3	NUM
eurjchem-351	145	1105	)	)	PUNCT
eurjchem-351	145	1106	,	,	PUNCT
eurjchem-351	145	1107	226	226	NUM
eurjchem-351	145	1108	(	(	PUNCT
eurjchem-351	145	1109	21.4	21.4	NUM
eurjchem-351	145	1110	)	)	PUNCT
eurjchem-351	145	1111	,	,	PUNCT
eurjchem-351	145	1112	200	200	NUM
eurjchem-351	145	1113	(	(	PUNCT
eurjchem-351	145	1114	25.4	25.4	NUM
eurjchem-351	145	1115	)	)	PUNCT
eurjchem-351	145	1116	,	,	PUNCT
eurjchem-351	145	1117	199	199	NUM
eurjchem-351	145	1118	(	(	PUNCT
eurjchem-351	145	1119	97.6	97.6	NUM
eurjchem-351	145	1120	)	)	PUNCT
eurjchem-351	145	1121	,	,	PUNCT
eurjchem-351	145	1122	186	186	NUM
eurjchem-351	145	1123	(	(	PUNCT
eurjchem-351	145	1124	22.6	22.6	NUM
eurjchem-351	145	1125	)	)	PUNCT
eurjchem-351	145	1126	,	,	PUNCT
eurjchem-351	145	1127	39	39	NUM
eurjchem-351	145	1128	(	(	PUNCT
eurjchem-351	145	1129	12.8	12.8	NUM
eurjchem-351	145	1130	)	)	PUNCT
eurjchem-351	145	1131	,	,	PUNCT
eurjchem-351	145	1132	104	104	NUM
eurjchem-351	145	1133	(	(	PUNCT
eurjchem-351	145	1134	55.6	55.6	NUM
eurjchem-351	145	1135	)	)	PUNCT
eurjchem-351	145	1136	,	,	PUNCT
eurjchem-351	145	1137	77	77	NUM
eurjchem-351	145	1138	(	(	PUNCT
eurjchem-351	145	1139	99.9	99.9	NUM
eurjchem-351	145	1140	)	)	PUNCT
eurjchem-351	145	1141	20	20	NUM
eurjchem-351	145	1142	3051	3051	NUM
eurjchem-351	145	1143	(	(	PUNCT
eurjchem-351	145	1144	c‐harom	c‐harom	NUM
eurjchem-351	145	1145	)	)	PUNCT
eurjchem-351	145	1146	,	,	PUNCT
eurjchem-351	145	1147	1748	1748	NUM
eurjchem-351	145	1148	(	(	PUNCT
eurjchem-351	145	1149	c	c	NOUN
eurjchem-351	145	1150	=	=	NOUN
eurjchem-351	145	1151	opyrone	opyrone	NOUN
eurjchem-351	145	1152	)	)	PUNCT
eurjchem-351	145	1153	,	,	PUNCT
eurjchem-351	145	1154	1644	1644	NUM
eurjchem-351	145	1155	(	(	PUNCT
eurjchem-351	145	1156	c	c	NOUN
eurjchem-351	145	1157	=	=	NOUN
eurjchem-351	145	1158	opyrone	opyrone	NOUN
eurjchem-351	145	1159	)	)	PUNCT
eurjchem-351	145	1160	,	,	PUNCT
eurjchem-351	145	1161	1622	1622	NUM
eurjchem-351	145	1162	(	(	PUNCT
eurjchem-351	145	1163	c	c	NOUN
eurjchem-351	145	1164	=	=	NOUN
eurjchem-351	145	1165	oquinolone	oquinolone	NOUN
eurjchem-351	145	1166	)	)	PUNCT
eurjchem-351	145	1167	(	(	PUNCT
eurjchem-351	145	1168	cdcl3	cdcl3	PROPN
eurjchem-351	145	1169	)	)	PUNCT
eurjchem-351	145	1170	3.84	3.84	NUM
eurjchem-351	145	1171	(	(	PUNCT
eurjchem-351	145	1172	s	s	PROPN
eurjchem-351	145	1173	,	,	PUNCT
eurjchem-351	145	1174	3h	3h	NUM
eurjchem-351	145	1175	,	,	PUNCT
eurjchem-351	145	1176	nch3	nch3	PROPN
eurjchem-351	145	1177	)	)	PUNCT
eurjchem-351	145	1178	,	,	PUNCT
eurjchem-351	145	1179	6.94	6.94	NUM
eurjchem-351	145	1180	(	(	PUNCT
eurjchem-351	145	1181	s	s	PROPN
eurjchem-351	145	1182	,	,	PUNCT
eurjchem-351	145	1183	1h	1h	NUM
eurjchem-351	145	1184	,	,	PUNCT
eurjchem-351	145	1185	hmethine	hmethine	ADJ
eurjchem-351	145	1186	)	)	PUNCT
eurjchem-351	145	1187	,	,	PUNCT
eurjchem-351	145	1188	7.12	7.12	NUM
eurjchem-351	145	1189	(	(	PUNCT
eurjchem-351	145	1190	d	d	PROPN
eurjchem-351	145	1191	,	,	PUNCT
eurjchem-351	145	1192	1h	1h	NUM
eurjchem-351	145	1193	,	,	PUNCT
eurjchem-351	145	1194	j	j	PROPN
eurjchem-351	145	1195	=	=	SYM
eurjchem-351	145	1196	7.9	7.9	NUM
eurjchem-351	145	1197	,	,	PUNCT
eurjchem-351	145	1198	6‐hquinolinone	6‐hquinolinone	NUM
eurjchem-351	145	1199	)	)	PUNCT
eurjchem-351	145	1200	,	,	PUNCT
eurjchem-351	145	1201	7.44	7.44	NUM
eurjchem-351	145	1202	‐7.53	‐7.53	NOUN
eurjchem-351	145	1203	(	(	PUNCT
eurjchem-351	145	1204	m	m	PROPN
eurjchem-351	145	1205	,	,	PUNCT
eurjchem-351	145	1206	4h	4h	NOUN
eurjchem-351	145	1207	,	,	PUNCT
eurjchem-351	145	1208	harom	harom	NOUN
eurjchem-351	145	1209	)	)	PUNCT
eurjchem-351	145	1210	,	,	PUNCT
eurjchem-351	145	1211	7.74	7.74	NUM
eurjchem-351	145	1212	(	(	PUNCT
eurjchem-351	145	1213	d	d	PROPN
eurjchem-351	145	1214	,	,	PUNCT
eurjchem-351	145	1215	1h	1h	NUM
eurjchem-351	145	1216	,	,	PUNCT
eurjchem-351	145	1217	j	j	PROPN
eurjchem-351	145	1218	=	=	SYM
eurjchem-351	145	1219	8.2	8.2	NUM
eurjchem-351	145	1220	,	,	PUNCT
eurjchem-351	145	1221	8‐hchromone	8‐hchromone	NUM
eurjchem-351	145	1222	)	)	PUNCT
eurjchem-351	145	1223	,	,	PUNCT
eurjchem-351	145	1224	8.17	8.17	NUM
eurjchem-351	145	1225	(	(	PUNCT
eurjchem-351	145	1226	d	d	PROPN
eurjchem-351	145	1227	,	,	PUNCT
eurjchem-351	145	1228	1h	1h	NUM
eurjchem-351	145	1229	,	,	PUNCT
eurjchem-351	145	1230	j	j	PROPN
eurjchem-351	145	1231	=	=	SYM
eurjchem-351	145	1232	8.0	8.0	NUM
eurjchem-351	145	1233	,	,	PUNCT
eurjchem-351	145	1234	5‐hquinolone	5‐hquinolone	NUM
eurjchem-351	145	1235	)	)	PUNCT
eurjchem-351	145	1236	,	,	PUNCT
eurjchem-351	145	1237	8.37	8.37	NUM
eurjchem-351	145	1238	(	(	PUNCT
eurjchem-351	145	1239	d	d	PROPN
eurjchem-351	145	1240	,	,	PUNCT
eurjchem-351	145	1241	1h	1h	NUM
eurjchem-351	145	1242	,	,	PUNCT
eurjchem-351	145	1243	j	j	PROPN
eurjchem-351	145	1244	=	=	SYM
eurjchem-351	145	1245	8.2	8.2	NUM
eurjchem-351	145	1246	,	,	PUNCT
eurjchem-351	145	1247	5‐hchromone	5‐hchromone	NUM
eurjchem-351	145	1248	)	)	PUNCT
eurjchem-351	145	1249	,	,	PUNCT
eurjchem-351	145	1250	8.70	8.70	NUM
eurjchem-351	145	1251	(	(	PUNCT
eurjchem-351	145	1252	s	s	PROPN
eurjchem-351	145	1253	,	,	PUNCT
eurjchem-351	145	1254	1h	1h	NUM
eurjchem-351	145	1255	,	,	PUNCT
eurjchem-351	145	1256	2‐hchromone	2‐hchromone	NUM
eurjchem-351	145	1257	)	)	PUNCT
eurjchem-351	145	1258	399	399	NUM
eurjchem-351	145	1259	(	(	PUNCT
eurjchem-351	145	1260	m+̣	m+̣	PROPN
eurjchem-351	145	1261	)	)	PUNCT
eurjchem-351	145	1262	(	(	PUNCT
eurjchem-351	145	1263	5.4	5.4	NUM
eurjchem-351	145	1264	)	)	PUNCT
eurjchem-351	145	1265	,	,	PUNCT
eurjchem-351	145	1266	400	400	NUM
eurjchem-351	145	1267	(	(	PUNCT
eurjchem-351	145	1268	2.2	2.2	NUM
eurjchem-351	145	1269	)	)	PUNCT
eurjchem-351	145	1270	,	,	PUNCT
eurjchem-351	145	1271	398	398	NUM
eurjchem-351	145	1272	(	(	PUNCT
eurjchem-351	145	1273	25.4	25.4	NUM
eurjchem-351	145	1274	)	)	PUNCT
eurjchem-351	145	1275	,	,	PUNCT
eurjchem-351	145	1276	397	397	NUM
eurjchem-351	145	1277	(	(	PUNCT
eurjchem-351	145	1278	100	100	NUM
eurjchem-351	145	1279	)	)	PUNCT
eurjchem-351	145	1280	,	,	PUNCT
eurjchem-351	145	1281	396	396	NUM
eurjchem-351	145	1282	(	(	PUNCT
eurjchem-351	145	1283	35.8	35.8	NUM
eurjchem-351	145	1284	)	)	PUNCT
eurjchem-351	145	1285	,	,	PUNCT
eurjchem-351	145	1286	368	368	NUM
eurjchem-351	145	1287	(	(	PUNCT
eurjchem-351	145	1288	30.4	30.4	NUM
eurjchem-351	145	1289	)	)	PUNCT
eurjchem-351	145	1290	,	,	PUNCT
eurjchem-351	145	1291	277	277	NUM
eurjchem-351	145	1292	(	(	PUNCT
eurjchem-351	145	1293	81.6	81.6	NUM
eurjchem-351	145	1294	)	)	PUNCT
eurjchem-351	145	1295	,	,	PUNCT
eurjchem-351	145	1296	276	276	NUM
eurjchem-351	145	1297	(	(	PUNCT
eurjchem-351	145	1298	18.3	18.3	NUM
eurjchem-351	145	1299	)	)	PUNCT
eurjchem-351	145	1300	,	,	PUNCT
eurjchem-351	145	1301	104	104	NUM
eurjchem-351	145	1302	(	(	PUNCT
eurjchem-351	145	1303	11.4	11.4	NUM
eurjchem-351	145	1304	)	)	PUNCT
eurjchem-351	145	1305	,	,	PUNCT
eurjchem-351	145	1306	93	93	NUM
eurjchem-351	145	1307	(	(	PUNCT
eurjchem-351	145	1308	28.2	28.2	NUM
eurjchem-351	145	1309	)	)	PUNCT
eurjchem-351	145	1310	,	,	PUNCT
eurjchem-351	145	1311	77	77	NUM
eurjchem-351	145	1312	(	(	PUNCT
eurjchem-351	145	1313	36.2	36.2	NUM
eurjchem-351	145	1314	)	)	PUNCT
eurjchem-351	145	1315	,	,	PUNCT
eurjchem-351	145	1316	65	65	NUM
eurjchem-351	145	1317	(	(	PUNCT
eurjchem-351	145	1318	67.2	67.2	NUM
eurjchem-351	145	1319	)	)	PUNCT
eurjchem-351	145	1320	†	†	NOUN
eurjchem-351	146	1	all	all	DET
eurjchem-351	146	2	1h	1h	NUM
eurjchem-351	146	3	nmr	nmr	NOUN
eurjchem-351	146	4	experiments	experiment	NOUN
eurjchem-351	146	5	were	be	AUX
eurjchem-351	146	6	carried	carry	VERB
eurjchem-351	146	7	out	out	ADP
eurjchem-351	146	8	in	in	ADP
eurjchem-351	146	9	dmso‐d6	dmso‐d6	PROPN
eurjchem-351	146	10	unless	unless	SCONJ
eurjchem-351	146	11	cited	cite	VERB
eurjchem-351	146	12	.	.	PUNCT
eurjchem-351	147	1	384	384	NUM
eurjchem-351	147	2	abass	abass	PROPN
eurjchem-351	147	3	et	et	PROPN
eurjchem-351	147	4	al	al	PROPN
eurjchem-351	147	5	.	.	PUNCT
eurjchem-351	147	6	/	/	SYM
eurjchem-351	147	7	european	european	PROPN
eurjchem-351	147	8	journal	journal	PROPN
eurjchem-351	147	9	of	of	ADP
eurjchem-351	147	10	chemistry	chemistry	NOUN
eurjchem-351	147	11	2	2	NUM
eurjchem-351	147	12	(	(	PUNCT
eurjchem-351	147	13	3	3	NUM
eurjchem-351	147	14	)	)	PUNCT
eurjchem-351	147	15	(	(	PUNCT
eurjchem-351	147	16	2011	2011	NUM
eurjchem-351	147	17	)	)	PUNCT
eurjchem-351	147	18	378‐387	378‐387	NUM
eurjchem-351	147	19	scheme	scheme	NOUN
eurjchem-351	147	20	4	4	NUM
eurjchem-351	147	21	2.14	2.14	NUM
eurjchem-351	147	22	.	.	PUNCT
eurjchem-351	148	1	3‐(2‐hydroxybenzylidene)‐6‐methylpyrano[3,2‐c	3‐(2‐hydroxybenzylidene)‐6‐methylpyrano[3,2‐c	NUM
eurjchem-351	148	2	]	]	X
eurjchem-351	148	3	quinoline‐2,4,5(3h,6h)‐trione	quinoline‐2,4,5(3h,6h)‐trione	PROPN
eurjchem-351	148	4	(	(	PUNCT
eurjchem-351	148	5	13	13	NUM
eurjchem-351	148	6	)	)	PUNCT
eurjchem-351	148	7	a	a	DET
eurjchem-351	148	8	mixture	mixture	NOUN
eurjchem-351	148	9	of	of	ADP
eurjchem-351	148	10	the	the	DET
eurjchem-351	148	11	compound	compound	NOUN
eurjchem-351	148	12	1	1	NUM
eurjchem-351	148	13	(	(	PUNCT
eurjchem-351	148	14	2.43	2.43	NUM
eurjchem-351	148	15	g	g	NOUN
eurjchem-351	148	16	,	,	PUNCT
eurjchem-351	148	17	10	10	NUM
eurjchem-351	148	18	mmol	mmol	NOUN
eurjchem-351	148	19	)	)	PUNCT
eurjchem-351	148	20	,	,	PUNCT
eurjchem-351	148	21	salicylaldehyde	salicylaldehyde	PROPN
eurjchem-351	148	22	(	(	PUNCT
eurjchem-351	148	23	1	1	NUM
eurjchem-351	148	24	ml	ml	NOUN
eurjchem-351	148	25	,	,	PUNCT
eurjchem-351	148	26	10	10	NUM
eurjchem-351	148	27	mmol	mmol	NOUN
eurjchem-351	148	28	)	)	PUNCT
eurjchem-351	148	29	,	,	PUNCT
eurjchem-351	148	30	and	and	CCONJ
eurjchem-351	148	31	fused	fuse	VERB
eurjchem-351	148	32	sodium	sodium	NOUN
eurjchem-351	148	33	acetate	acetate	NOUN
eurjchem-351	148	34	(	(	PUNCT
eurjchem-351	148	35	2.05	2.05	NUM
eurjchem-351	148	36	g	g	NOUN
eurjchem-351	148	37	,	,	PUNCT
eurjchem-351	148	38	25	25	NUM
eurjchem-351	148	39	mmol	mmol	NOUN
eurjchem-351	148	40	)	)	PUNCT
eurjchem-351	148	41	,	,	PUNCT
eurjchem-351	148	42	in	in	ADP
eurjchem-351	148	43	acetic	acetic	ADJ
eurjchem-351	148	44	acid	acid	NOUN
eurjchem-351	148	45	(	(	PUNCT
eurjchem-351	148	46	20	20	NUM
eurjchem-351	148	47	ml	ml	NOUN
eurjchem-351	148	48	)	)	PUNCT
eurjchem-351	148	49	,	,	PUNCT
eurjchem-351	148	50	was	be	AUX
eurjchem-351	148	51	heated	heat	VERB
eurjchem-351	148	52	under	under	ADP
eurjchem-351	148	53	reflux	reflux	NOUN
eurjchem-351	148	54	for	for	ADP
eurjchem-351	148	55	4	4	NUM
eurjchem-351	148	56	hr	hr	NOUN
eurjchem-351	148	57	.	.	PUNCT
eurjchem-351	149	1	the	the	DET
eurjchem-351	149	2	pale‐yellow	pale‐yellow	NOUN
eurjchem-351	149	3	precipitate	precipitate	NOUN
eurjchem-351	149	4	so	so	ADV
eurjchem-351	149	5	formed	form	VERB
eurjchem-351	149	6	was	be	AUX
eurjchem-351	149	7	filtered	filter	VERB
eurjchem-351	149	8	,	,	PUNCT
eurjchem-351	149	9	washed	wash	VERB
eurjchem-351	149	10	twice	twice	ADV
eurjchem-351	149	11	with	with	ADP
eurjchem-351	149	12	water	water	NOUN
eurjchem-351	149	13	and	and	CCONJ
eurjchem-351	149	14	ethanol	ethanol	NOUN
eurjchem-351	149	15	,	,	PUNCT
eurjchem-351	149	16	and	and	CCONJ
eurjchem-351	149	17	crystallized	crystallize	VERB
eurjchem-351	149	18	to	to	PART
eurjchem-351	149	19	give	give	VERB
eurjchem-351	149	20	the	the	DET
eurjchem-351	149	21	compound	compound	NOUN
eurjchem-351	149	22	13	13	NUM
eurjchem-351	149	23	(	(	PUNCT
eurjchem-351	149	24	scheme	scheme	NOUN
eurjchem-351	149	25	4	4	NUM
eurjchem-351	149	26	)	)	PUNCT
eurjchem-351	149	27	(	(	PUNCT
eurjchem-351	149	28	table	table	NOUN
eurjchem-351	149	29	1	1	NUM
eurjchem-351	149	30	and	and	CCONJ
eurjchem-351	149	31	2	2	NUM
eurjchem-351	149	32	)	)	PUNCT
eurjchem-351	149	33	.	.	PUNCT
eurjchem-351	150	1	2.15	2.15	NUM
eurjchem-351	150	2	.	.	PUNCT
eurjchem-351	151	1	3‐((4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐	3‐((4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐	NUM
eurjchem-351	152	1	yl)methylene)‐6‐methyl‐2h‐pyrano[3,2‐c]quinoline‐2,4,5	yl)methylene)‐6‐methyl‐2h‐pyrano[3,2‐c]quinoline‐2,4,5	NOUN
eurjchem-351	152	2	(	(	PUNCT
eurjchem-351	152	3	3h,6h)‐trione	3h,6h)‐trione	NUM
eurjchem-351	152	4	(	(	PUNCT
eurjchem-351	152	5	17a	17a	NOUN
eurjchem-351	152	6	)	)	PUNCT
eurjchem-351	152	7	and	and	CCONJ
eurjchem-351	152	8	3‐((4‐hydroxy‐6‐methyl‐2‐oxo‐1,2‐	3‐((4‐hydroxy‐6‐methyl‐2‐oxo‐1,2‐	NUM
eurjchem-351	152	9	dihydroquinolin‐3‐yl)methylene)‐6‐methyl‐2h‐pyrano[3,2‐	dihydroquinolin‐3‐yl)methylene)‐6‐methyl‐2h‐pyrano[3,2‐	NOUN
eurjchem-351	152	10	c]quinoline‐2,4,5(3h,6h)‐trione	c]quinoline‐2,4,5(3h,6h)‐trione	NOUN
eurjchem-351	152	11	(	(	PUNCT
eurjchem-351	152	12	17b	17b	NUM
eurjchem-351	152	13	)	)	PUNCT
eurjchem-351	152	14	a	a	DET
eurjchem-351	152	15	mixture	mixture	NOUN
eurjchem-351	152	16	of	of	ADP
eurjchem-351	152	17	the	the	DET
eurjchem-351	152	18	compound	compound	NOUN
eurjchem-351	152	19	2	2	NUM
eurjchem-351	152	20	(	(	PUNCT
eurjchem-351	152	21	0.52	0.52	NUM
eurjchem-351	152	22	g	g	NOUN
eurjchem-351	152	23	,	,	PUNCT
eurjchem-351	152	24	2	2	NUM
eurjchem-351	152	25	mmol	mmol	NOUN
eurjchem-351	152	26	)	)	PUNCT
eurjchem-351	152	27	,	,	PUNCT
eurjchem-351	152	28	the	the	DET
eurjchem-351	152	29	proper	proper	ADJ
eurjchem-351	152	30	aldehyde	aldehyde	NOUN
eurjchem-351	152	31	derivative	derivative	ADJ
eurjchem-351	152	32	14a	14a	NOUN
eurjchem-351	153	1	[	[	X
eurjchem-351	153	2	22	22	NUM
eurjchem-351	153	3	]	]	PUNCT
eurjchem-351	153	4	,	,	PUNCT
eurjchem-351	153	5	14b	14b	X
eurjchem-351	153	6	[	[	X
eurjchem-351	153	7	23	23	NUM
eurjchem-351	153	8	]	]	PUNCT
eurjchem-351	153	9	,	,	PUNCT
eurjchem-351	153	10	(	(	PUNCT
eurjchem-351	153	11	0.41	0.41	NUM
eurjchem-351	153	12	g	g	NOUN
eurjchem-351	153	13	,	,	PUNCT
eurjchem-351	153	14	2	2	NUM
eurjchem-351	153	15	mmol	mmol	NOUN
eurjchem-351	153	16	)	)	PUNCT
eurjchem-351	153	17	,	,	PUNCT
eurjchem-351	153	18	and	and	CCONJ
eurjchem-351	153	19	freshly	freshly	ADV
eurjchem-351	153	20	fused	fuse	VERB
eurjchem-351	153	21	sodium	sodium	NOUN
eurjchem-351	153	22	acetate	acetate	NOUN
eurjchem-351	153	23	(	(	PUNCT
eurjchem-351	153	24	0.82	0.82	NUM
eurjchem-351	153	25	g	g	NOUN
eurjchem-351	153	26	,	,	PUNCT
eurjchem-351	153	27	10	10	NUM
eurjchem-351	153	28	mmol	mmol	NOUN
eurjchem-351	153	29	)	)	PUNCT
eurjchem-351	153	30	,	,	PUNCT
eurjchem-351	153	31	in	in	ADP
eurjchem-351	153	32	glacial	glacial	ADJ
eurjchem-351	153	33	acetic	acetic	ADJ
eurjchem-351	153	34	acid	acid	NOUN
eurjchem-351	153	35	(	(	PUNCT
eurjchem-351	153	36	20	20	NUM
eurjchem-351	153	37	ml	ml	NOUN
eurjchem-351	153	38	)	)	PUNCT
eurjchem-351	153	39	was	be	AUX
eurjchem-351	153	40	heated	heat	VERB
eurjchem-351	153	41	under	under	ADP
eurjchem-351	153	42	reflux	reflux	NOUN
eurjchem-351	153	43	for	for	ADP
eurjchem-351	153	44	4	4	NUM
eurjchem-351	153	45	hr	hr	NOUN
eurjchem-351	153	46	.	.	PUNCT
eurjchem-351	154	1	the	the	DET
eurjchem-351	154	2	crystalline	crystalline	PROPN
eurjchem-351	154	3	precipitate	precipitate	NOUN
eurjchem-351	154	4	that	that	PRON
eurjchem-351	154	5	formed	form	VERB
eurjchem-351	154	6	was	be	AUX
eurjchem-351	154	7	collected	collect	VERB
eurjchem-351	154	8	by	by	ADP
eurjchem-351	154	9	filtration	filtration	NOUN
eurjchem-351	154	10	,	,	PUNCT
eurjchem-351	154	11	washed	wash	VERB
eurjchem-351	154	12	with	with	ADP
eurjchem-351	154	13	cold	cold	ADJ
eurjchem-351	154	14	ethanol	ethanol	NOUN
eurjchem-351	154	15	(	(	PUNCT
eurjchem-351	154	16	10	10	NUM
eurjchem-351	154	17	ml	ml	NOUN
eurjchem-351	154	18	)	)	PUNCT
eurjchem-351	154	19	and	and	CCONJ
eurjchem-351	154	20	diethyl	diethyl	NOUN
eurjchem-351	154	21	ether	ether	NOUN
eurjchem-351	154	22	(	(	PUNCT
eurjchem-351	154	23	10	10	NUM
eurjchem-351	154	24	ml	ml	NOUN
eurjchem-351	154	25	)	)	PUNCT
eurjchem-351	154	26	,	,	PUNCT
eurjchem-351	154	27	and	and	CCONJ
eurjchem-351	154	28	recrystallized	recrystallize	VERB
eurjchem-351	154	29	to	to	PART
eurjchem-351	154	30	give	give	VERB
eurjchem-351	154	31	the	the	DET
eurjchem-351	154	32	corresponding	correspond	VERB
eurjchem-351	154	33	pyranoquinoline	pyranoquinoline	PROPN
eurjchem-351	154	34	17a	17a	PROPN
eurjchem-351	154	35	and	and	CCONJ
eurjchem-351	154	36	17b	17b	NOUN
eurjchem-351	154	37	(	(	PUNCT
eurjchem-351	154	38	scheme	scheme	NOUN
eurjchem-351	154	39	5	5	NUM
eurjchem-351	154	40	)	)	PUNCT
eurjchem-351	154	41	(	(	PUNCT
eurjchem-351	154	42	table	table	NOUN
eurjchem-351	154	43	1	1	NUM
eurjchem-351	154	44	and	and	CCONJ
eurjchem-351	154	45	2	2	NUM
eurjchem-351	154	46	)	)	PUNCT
eurjchem-351	154	47	.	.	PUNCT
eurjchem-351	155	1	2.16	2.16	NUM
eurjchem-351	155	2	.	.	PUNCT
eurjchem-351	156	1	6‐methyl‐3‐((4‐oxo‐4h‐chromen‐3‐yl)methylene)‐2h‐	6‐methyl‐3‐((4‐oxo‐4h‐chromen‐3‐yl)methylene)‐2h‐	NUM
eurjchem-351	156	2	pyrano[3,2‐c]quinoline‐2,4,5(3h,6h)‐trione	pyrano[3,2‐c]quinoline‐2,4,5(3h,6h)‐trione	NOUN
eurjchem-351	156	3	(	(	PUNCT
eurjchem-351	156	4	20	20	NUM
eurjchem-351	156	5	)	)	PUNCT
eurjchem-351	156	6	and	and	CCONJ
eurjchem-351	156	7	(	(	PUNCT
eurjchem-351	156	8	e)‐4‐	e)‐4‐	NOUN
eurjchem-351	156	9	hydroxy‐1‐methyl‐3‐(3‐(4‐oxo‐4h‐chromen‐3‐yl	hydroxy‐1‐methyl‐3‐(3‐(4‐oxo‐4h‐chromen‐3‐yl	NOUN
eurjchem-351	156	10	)	)	PUNCT
eurjchem-351	156	11	acryloyl	acryloyl	NOUN
eurjchem-351	156	12	)	)	PUNCT
eurjchem-351	156	13	quinolin‐2(1h)‐one	quinolin‐2(1h)‐one	NOUN
eurjchem-351	156	14	(	(	PUNCT
eurjchem-351	156	15	21	21	NUM
eurjchem-351	156	16	)	)	PUNCT
eurjchem-351	156	17	a	a	DET
eurjchem-351	156	18	mixture	mixture	NOUN
eurjchem-351	156	19	of	of	ADP
eurjchem-351	156	20	the	the	DET
eurjchem-351	156	21	compound	compound	NOUN
eurjchem-351	156	22	2	2	NUM
eurjchem-351	156	23	(	(	PUNCT
eurjchem-351	156	24	0.52	0.52	NUM
eurjchem-351	156	25	g	g	NOUN
eurjchem-351	156	26	,	,	PUNCT
eurjchem-351	156	27	2	2	NUM
eurjchem-351	156	28	mmol	mmol	NOUN
eurjchem-351	156	29	)	)	PUNCT
eurjchem-351	156	30	,	,	PUNCT
eurjchem-351	156	31	4‐oxo‐4h‐	4‐oxo‐4h‐	PROPN
eurjchem-351	156	32	chromene‐3‐carbaldehyde	chromene‐3‐carbaldehyde	PROPN
eurjchem-351	156	33	(	(	PUNCT
eurjchem-351	156	34	18	18	NUM
eurjchem-351	156	35	)	)	PUNCT
eurjchem-351	157	1	[	[	X
eurjchem-351	157	2	24	24	NUM
eurjchem-351	157	3	]	]	PUNCT
eurjchem-351	157	4	(	(	PUNCT
eurjchem-351	157	5	0.35	0.35	NUM
eurjchem-351	157	6	g	g	NOUN
eurjchem-351	157	7	,	,	PUNCT
eurjchem-351	157	8	2	2	NUM
eurjchem-351	157	9	mmol	mmol	NOUN
eurjchem-351	157	10	)	)	PUNCT
eurjchem-351	157	11	,	,	PUNCT
eurjchem-351	157	12	and	and	CCONJ
eurjchem-351	157	13	freshly	freshly	ADV
eurjchem-351	157	14	fused	fuse	VERB
eurjchem-351	157	15	sodium	sodium	NOUN
eurjchem-351	157	16	acetate	acetate	NOUN
eurjchem-351	157	17	(	(	PUNCT
eurjchem-351	157	18	0.82	0.82	NUM
eurjchem-351	157	19	g	g	NOUN
eurjchem-351	157	20	,	,	PUNCT
eurjchem-351	157	21	10	10	NUM
eurjchem-351	157	22	mmol	mmol	NOUN
eurjchem-351	157	23	)	)	PUNCT
eurjchem-351	157	24	,	,	PUNCT
eurjchem-351	157	25	glacial	glacial	ADJ
eurjchem-351	157	26	acetic	acetic	ADJ
eurjchem-351	157	27	acid	acid	NOUN
eurjchem-351	157	28	(	(	PUNCT
eurjchem-351	157	29	20	20	NUM
eurjchem-351	157	30	ml	ml	NOUN
eurjchem-351	157	31	)	)	PUNCT
eurjchem-351	157	32	,	,	PUNCT
eurjchem-351	157	33	was	be	AUX
eurjchem-351	157	34	refluxed	refluxe	VERB
eurjchem-351	157	35	for	for	ADP
eurjchem-351	157	36	5	5	NUM
eurjchem-351	157	37	hr	hr	NOUN
eurjchem-351	157	38	.	.	PUNCT
eurjchem-351	158	1	the	the	DET
eurjchem-351	158	2	brown	brown	ADJ
eurjchem-351	158	3	precipitate	precipitate	NOUN
eurjchem-351	158	4	so	so	ADV
eurjchem-351	158	5	separated	separate	VERB
eurjchem-351	158	6	was	be	AUX
eurjchem-351	158	7	filtered	filter	VERB
eurjchem-351	158	8	,	,	PUNCT
eurjchem-351	158	9	washed	wash	VERB
eurjchem-351	158	10	with	with	ADP
eurjchem-351	158	11	cold	cold	ADJ
eurjchem-351	158	12	water	water	NOUN
eurjchem-351	158	13	,	,	PUNCT
eurjchem-351	158	14	dried	dry	VERB
eurjchem-351	158	15	and	and	CCONJ
eurjchem-351	158	16	crystallized	crystallize	VERB
eurjchem-351	158	17	from	from	ADP
eurjchem-351	158	18	hot	hot	PROPN
eurjchem-351	158	19	dmf	dmf	PROPN
eurjchem-351	158	20	(	(	PUNCT
eurjchem-351	158	21	20	20	NUM
eurjchem-351	158	22	ml	ml	NOUN
eurjchem-351	158	23	)	)	PUNCT
eurjchem-351	158	24	to	to	PART
eurjchem-351	158	25	give	give	VERB
eurjchem-351	158	26	reddish‐brown	reddish‐brown	ADJ
eurjchem-351	158	27	prisms	prism	NOUN
eurjchem-351	158	28	(	(	PUNCT
eurjchem-351	158	29	0.52	0.52	NUM
eurjchem-351	158	30	g	g	NOUN
eurjchem-351	158	31	)	)	PUNCT
eurjchem-351	158	32	of	of	ADP
eurjchem-351	158	33	the	the	DET
eurjchem-351	158	34	chromenylpyranoquinline	chromenylpyranoquinline	NOUN
eurjchem-351	158	35	20	20	NUM
eurjchem-351	158	36	(	(	PUNCT
eurjchem-351	158	37	scheme	scheme	NOUN
eurjchem-351	158	38	5	5	NUM
eurjchem-351	158	39	)	)	PUNCT
eurjchem-351	158	40	(	(	PUNCT
eurjchem-351	158	41	table	table	NOUN
eurjchem-351	158	42	1	1	NUM
eurjchem-351	158	43	and	and	CCONJ
eurjchem-351	158	44	2	2	NUM
eurjchem-351	158	45	)	)	PUNCT
eurjchem-351	158	46	.	.	PUNCT
eurjchem-351	159	1	the	the	DET
eurjchem-351	159	2	dmf‐mother	dmf‐mother	ADJ
eurjchem-351	159	3	liquor	liquor	NOUN
eurjchem-351	159	4	filtrate	filtrate	NOUN
eurjchem-351	159	5	of	of	ADP
eurjchem-351	159	6	abass	abass	PROPN
eurjchem-351	159	7	et	et	PROPN
eurjchem-351	159	8	al	al	PROPN
eurjchem-351	159	9	.	.	PUNCT
eurjchem-351	159	10	/	/	SYM
eurjchem-351	159	11	european	european	PROPN
eurjchem-351	159	12	journal	journal	PROPN
eurjchem-351	159	13	of	of	ADP
eurjchem-351	159	14	chemistry	chemistry	NOUN
eurjchem-351	159	15	2	2	NUM
eurjchem-351	159	16	(	(	PUNCT
eurjchem-351	159	17	3	3	NUM
eurjchem-351	159	18	)	)	PUNCT
eurjchem-351	159	19	(	(	PUNCT
eurjchem-351	159	20	2011	2011	NUM
eurjchem-351	159	21	)	)	PUNCT
eurjchem-351	159	22	378‐387	378‐387	NOUN
eurjchem-351	159	23	385	385	NUM
eurjchem-351	159	24	crystallization	crystallization	NOUN
eurjchem-351	159	25	was	be	AUX
eurjchem-351	159	26	evaporated	evaporate	VERB
eurjchem-351	159	27	to	to	ADP
eurjchem-351	159	28	about	about	ADP
eurjchem-351	159	29	one‐third	one‐third	NUM
eurjchem-351	159	30	of	of	ADP
eurjchem-351	159	31	its	its	PRON
eurjchem-351	159	32	initial	initial	ADJ
eurjchem-351	159	33	volume	volume	NOUN
eurjchem-351	159	34	to	to	PART
eurjchem-351	159	35	give	give	VERB
eurjchem-351	159	36	yellowish	yellowish	ADJ
eurjchem-351	159	37	brown	brown	ADJ
eurjchem-351	159	38	needles	needle	NOUN
eurjchem-351	159	39	(	(	PUNCT
eurjchem-351	159	40	0.10	0.10	NUM
eurjchem-351	159	41	g	g	NOUN
eurjchem-351	159	42	)	)	PUNCT
eurjchem-351	159	43	of	of	ADP
eurjchem-351	159	44	the	the	DET
eurjchem-351	159	45	chromenylacryloylquinoline	chromenylacryloylquinoline	NOUN
eurjchem-351	159	46	21	21	NUM
eurjchem-351	159	47	[	[	X
eurjchem-351	159	48	25	25	NUM
eurjchem-351	159	49	]	]	PUNCT
eurjchem-351	159	50	(	(	PUNCT
eurjchem-351	159	51	scheme	scheme	NOUN
eurjchem-351	159	52	5	5	NUM
eurjchem-351	159	53	)	)	PUNCT
eurjchem-351	159	54	(	(	PUNCT
eurjchem-351	159	55	table	table	NOUN
eurjchem-351	159	56	1	1	NUM
eurjchem-351	159	57	and	and	CCONJ
eurjchem-351	159	58	2	2	NUM
eurjchem-351	159	59	)	)	PUNCT
eurjchem-351	159	60	.	.	PUNCT
eurjchem-351	160	1	3	3	X
eurjchem-351	160	2	.	.	NOUN
eurjchem-351	160	3	results	result	NOUN
eurjchem-351	160	4	and	and	CCONJ
eurjchem-351	160	5	discussion	discussion	NOUN
eurjchem-351	160	6	it	it	PRON
eurjchem-351	160	7	was	be	AUX
eurjchem-351	160	8	reported	report	VERB
eurjchem-351	160	9	that	that	SCONJ
eurjchem-351	160	10	boiling	boiling	NOUN
eurjchem-351	160	11	of	of	ADP
eurjchem-351	160	12	pyranoquinolinone	pyranoquinolinone	NOUN
eurjchem-351	160	13	1	1	NUM
eurjchem-351	160	14	in	in	ADP
eurjchem-351	160	15	aqueous	aqueous	ADJ
eurjchem-351	160	16	sodium	sodium	NOUN
eurjchem-351	160	17	hydroxide	hydroxide	NOUN
eurjchem-351	160	18	results	result	NOUN
eurjchem-351	160	19	in	in	ADP
eurjchem-351	160	20	3‐acetyl‐4‐	3‐acetyl‐4‐	NUM
eurjchem-351	160	21	hydroxyquinolin‐2(1h)‐one	hydroxyquinolin‐2(1h)‐one	NOUN
eurjchem-351	160	22	in	in	ADP
eurjchem-351	160	23	which	which	PRON
eurjchem-351	160	24	ring‐opening	ring‐opening	NOUN
eurjchem-351	160	25	is	be	AUX
eurjchem-351	160	26	followed	follow	VERB
eurjchem-351	160	27	by	by	ADP
eurjchem-351	160	28	decarboxylation	decarboxylation	NOUN
eurjchem-351	160	29	[	[	X
eurjchem-351	160	30	14,26	14,26	NOUN
eurjchem-351	160	31	]	]	X
eurjchem-351	160	32	.	.	PUNCT
eurjchem-351	161	1	our	our	PRON
eurjchem-351	161	2	attempts	attempt	NOUN
eurjchem-351	161	3	to	to	PART
eurjchem-351	161	4	obtain	obtain	VERB
eurjchem-351	161	5	a	a	DET
eurjchem-351	161	6	quinolinone	quinolinone	NOUN
eurjchem-351	161	7	bearing	bearing	NOUN
eurjchem-351	161	8	β‐keto	β‐keto	PUNCT
eurjchem-351	161	9	carboxylic	carboxylic	ADJ
eurjchem-351	161	10	acid	acid	NOUN
eurjchem-351	161	11	group	group	NOUN
eurjchem-351	161	12	at	at	ADP
eurjchem-351	161	13	position‐3	position‐3	PROPN
eurjchem-351	161	14	met	meet	VERB
eurjchem-351	161	15	success	success	NOUN
eurjchem-351	161	16	,	,	PUNCT
eurjchem-351	161	17	starting	start	VERB
eurjchem-351	161	18	from	from	ADP
eurjchem-351	161	19	pyranoquinolinone	pyranoquinolinone	NOUN
eurjchem-351	161	20	1	1	NUM
eurjchem-351	161	21	.	.	PUNCT
eurjchem-351	162	1	a	a	DET
eurjchem-351	162	2	convenient	convenient	ADJ
eurjchem-351	162	3	facile	facile	ADJ
eurjchem-351	162	4	basic	basic	ADJ
eurjchem-351	162	5	hydrolysis	hydrolysis	NOUN
eurjchem-351	162	6	of	of	ADP
eurjchem-351	162	7	pyranoquinolinone	pyranoquinolinone	NOUN
eurjchem-351	162	8	1	1	NUM
eurjchem-351	162	9	was	be	AUX
eurjchem-351	162	10	carried	carry	VERB
eurjchem-351	162	11	out	out	ADP
eurjchem-351	162	12	via	via	ADP
eurjchem-351	162	13	warming	warm	VERB
eurjchem-351	162	14	its	its	PRON
eurjchem-351	162	15	aqueous	aqueous	ADJ
eurjchem-351	162	16	sodium	sodium	NOUN
eurjchem-351	162	17	hydroxide	hydroxide	NOUN
eurjchem-351	162	18	solution	solution	NOUN
eurjchem-351	162	19	at	at	ADP
eurjchem-351	162	20	about	about	ADV
eurjchem-351	162	21	50	50	NUM
eurjchem-351	162	22	oc	oc	NOUN
eurjchem-351	162	23	,	,	PUNCT
eurjchem-351	162	24	to	to	PART
eurjchem-351	162	25	give	give	VERB
eurjchem-351	162	26	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐	3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐	NUM
eurjchem-351	162	27	3‐yl)‐3‐oxopropanoic	3‐yl)‐3‐oxopropanoic	NUM
eurjchem-351	162	28	acid	acid	NOUN
eurjchem-351	162	29	(	(	PUNCT
eurjchem-351	162	30	2	2	NUM
eurjchem-351	162	31	)	)	PUNCT
eurjchem-351	162	32	in	in	ADP
eurjchem-351	162	33	94	94	NUM
eurjchem-351	162	34	%	%	NOUN
eurjchem-351	162	35	yield	yield	NOUN
eurjchem-351	162	36	(	(	PUNCT
eurjchem-351	162	37	scheme	scheme	NOUN
eurjchem-351	162	38	1	1	NUM
eurjchem-351	162	39	)	)	PUNCT
eurjchem-351	162	40	.	.	PUNCT
eurjchem-351	163	1	the	the	DET
eurjchem-351	163	2	structure	structure	NOUN
eurjchem-351	163	3	of	of	ADP
eurjchem-351	163	4	the	the	DET
eurjchem-351	163	5	product	product	NOUN
eurjchem-351	163	6	was	be	AUX
eurjchem-351	163	7	established	establish	VERB
eurjchem-351	163	8	on	on	ADP
eurjchem-351	163	9	basis	basis	NOUN
eurjchem-351	163	10	of	of	ADP
eurjchem-351	163	11	the	the	DET
eurjchem-351	163	12	following	follow	VERB
eurjchem-351	163	13	analytical	analytical	ADJ
eurjchem-351	163	14	and	and	CCONJ
eurjchem-351	163	15	spectral	spectral	ADJ
eurjchem-351	163	16	results	result	NOUN
eurjchem-351	163	17	;	;	PUNCT
eurjchem-351	163	18	satisfactory	satisfactory	ADJ
eurjchem-351	163	19	elemental	elemental	ADJ
eurjchem-351	163	20	microanalysis	microanalysis	NOUN
eurjchem-351	163	21	for	for	ADP
eurjchem-351	163	22	c	c	PROPN
eurjchem-351	163	23	,	,	PUNCT
eurjchem-351	163	24	h	h	NOUN
eurjchem-351	163	25	,	,	PUNCT
eurjchem-351	163	26	and	and	CCONJ
eurjchem-351	163	27	n	n	PRON
eurjchem-351	163	28	elements	element	NOUN
eurjchem-351	163	29	is	be	AUX
eurjchem-351	163	30	within	within	ADP
eurjchem-351	163	31	±0.2	±0.2	PROPN
eurjchem-351	163	32	%	%	NOUN
eurjchem-351	163	33	(	(	PUNCT
eurjchem-351	163	34	table	table	NOUN
eurjchem-351	163	35	1	1	NUM
eurjchem-351	163	36	)	)	PUNCT
eurjchem-351	163	37	,	,	PUNCT
eurjchem-351	163	38	ir	ir	PROPN
eurjchem-351	163	39	spectrum	spectrum	PROPN
eurjchem-351	163	40	revealed	reveal	VERB
eurjchem-351	163	41	the	the	DET
eurjchem-351	163	42	presence	presence	NOUN
eurjchem-351	163	43	of	of	ADP
eurjchem-351	163	44	absorption	absorption	NOUN
eurjchem-351	163	45	bands	band	NOUN
eurjchem-351	163	46	at	at	ADP
eurjchem-351	163	47			ADJ
eurjchem-351	163	48	3447	3447	NUM
eurjchem-351	163	49	and	and	CCONJ
eurjchem-351	163	50	1734	1734	NUM
eurjchem-351	163	51	cm‐1	cm‐1	NOUN
eurjchem-351	163	52	due	due	ADP
eurjchem-351	163	53	to	to	ADP
eurjchem-351	163	54	co2h	co2h	PROPN
eurjchem-351	163	55	group	group	NOUN
eurjchem-351	163	56	,	,	PUNCT
eurjchem-351	163	57	1h	1h	NUM
eurjchem-351	163	58	nmr	nmr	NOUN
eurjchem-351	163	59	spectrum	spectrum	NOUN
eurjchem-351	163	60	,	,	PUNCT
eurjchem-351	163	61	in	in	ADP
eurjchem-351	163	62	dimethylsulfoxide	dimethylsulfoxide	ADJ
eurjchem-351	163	63	(	(	PUNCT
eurjchem-351	163	64	dmso‐d6	dmso‐d6	NOUN
eurjchem-351	163	65	)	)	PUNCT
eurjchem-351	163	66	,	,	PUNCT
eurjchem-351	163	67	showed	show	VERB
eurjchem-351	163	68	that	that	SCONJ
eurjchem-351	163	69	it	it	PRON
eurjchem-351	163	70	exists	exist	VERB
eurjchem-351	163	71	as	as	ADP
eurjchem-351	163	72	4‐	4‐	PROPN
eurjchem-351	163	73	hydroxyquinolin‐2‐one	hydroxyquinolin‐2‐one	NUM
eurjchem-351	163	74	form	form	NOUN
eurjchem-351	163	75	,	,	PUNCT
eurjchem-351	163	76	while	while	SCONJ
eurjchem-351	163	77	in	in	ADP
eurjchem-351	163	78	chloroform	chloroform	NOUN
eurjchem-351	163	79	(	(	PUNCT
eurjchem-351	163	80	cdcl3	cdcl3	PROPN
eurjchem-351	163	81	)	)	PUNCT
eurjchem-351	163	82	it	it	PRON
eurjchem-351	163	83	exists	exist	VERB
eurjchem-351	163	84	as	as	ADP
eurjchem-351	163	85	2,4‐quinolinedione	2,4‐quinolinedione	NUM
eurjchem-351	163	86	form	form	NOUN
eurjchem-351	163	87	.	.	PUNCT
eurjchem-351	164	1	in	in	ADP
eurjchem-351	164	2	cdcl3	cdcl3	NOUN
eurjchem-351	164	3	the	the	DET
eurjchem-351	164	4	proton	proton	NOUN
eurjchem-351	164	5	at	at	ADP
eurjchem-351	164	6	position‐3	position‐3	PROPN
eurjchem-351	164	7	was	be	AUX
eurjchem-351	164	8	observed	observe	VERB
eurjchem-351	164	9	at	at	ADP
eurjchem-351	164	10			NUM
eurjchem-351	164	11	5.66	5.66	NUM
eurjchem-351	164	12	(	(	PUNCT
eurjchem-351	164	13	table	table	NOUN
eurjchem-351	164	14	2	2	NUM
eurjchem-351	164	15	)	)	PUNCT
eurjchem-351	164	16	,	,	PUNCT
eurjchem-351	164	17	and	and	CCONJ
eurjchem-351	164	18	mass	mass	NOUN
eurjchem-351	164	19	spectrum	spectrum	NOUN
eurjchem-351	164	20	presented	present	VERB
eurjchem-351	164	21	molecular	molecular	ADJ
eurjchem-351	164	22	ion	ion	NOUN
eurjchem-351	164	23	peak	peak	NOUN
eurjchem-351	164	24	m+	m+	NUM
eurjchem-351	164	25	at	at	ADP
eurjchem-351	164	26	m	m	PROPN
eurjchem-351	164	27	/	/	SYM
eurjchem-351	164	28	z	z	PROPN
eurjchem-351	164	29	261	261	NUM
eurjchem-351	164	30	and	and	CCONJ
eurjchem-351	164	31	a	a	DET
eurjchem-351	164	32	peak	peak	NOUN
eurjchem-351	164	33	at	at	ADP
eurjchem-351	164	34	m	m	PROPN
eurjchem-351	164	35	/	/	SYM
eurjchem-351	164	36	z	z	PROPN
eurjchem-351	164	37	243	243	NUM
eurjchem-351	164	38	due	due	ADJ
eurjchem-351	164	39	to	to	ADP
eurjchem-351	164	40	(	(	PUNCT
eurjchem-351	164	41	m‐h2o)+	m‐h2o)+	PROPN
eurjchem-351	164	42	ion	ion	NOUN
eurjchem-351	164	43	of	of	ADP
eurjchem-351	164	44	a	a	DET
eurjchem-351	164	45	recyclized	recyclize	VERB
eurjchem-351	164	46	pyranoquinoline	pyranoquinoline	NOUN
eurjchem-351	164	47	fragment	fragment	NOUN
eurjchem-351	164	48	(	(	PUNCT
eurjchem-351	164	49	table	table	NOUN
eurjchem-351	164	50	2	2	NUM
eurjchem-351	164	51	)	)	PUNCT
eurjchem-351	164	52	.	.	PUNCT
eurjchem-351	165	1	alkyl	alkyl	PROPN
eurjchem-351	165	2	3‐(quinolinyl)‐3‐oxopropanoates	3‐(quinolinyl)‐3‐oxopropanoates	NUM
eurjchem-351	165	3	3a	3a	NUM
eurjchem-351	165	4	,	,	PUNCT
eurjchem-351	165	5	b	b	NUM
eurjchem-351	165	6	were	be	AUX
eurjchem-351	165	7	obtained	obtain	VERB
eurjchem-351	165	8	via	via	ADP
eurjchem-351	165	9	esterification	esterification	NOUN
eurjchem-351	165	10	of	of	ADP
eurjchem-351	165	11	the	the	DET
eurjchem-351	165	12	‐keto	‐keto	NOUN
eurjchem-351	165	13	acid	acid	NOUN
eurjchem-351	165	14	2	2	NUM
eurjchem-351	165	15	with	with	ADP
eurjchem-351	165	16	alcohols	alcohol	NOUN
eurjchem-351	165	17	viz	viz	NUM
eurjchem-351	165	18	;	;	PUNCT
eurjchem-351	165	19	methanol	methanol	NOUN
eurjchem-351	165	20	and	and	CCONJ
eurjchem-351	165	21	ethanol	ethanol	NOUN
eurjchem-351	165	22	,	,	PUNCT
eurjchem-351	165	23	in	in	ADP
eurjchem-351	165	24	presence	presence	NOUN
eurjchem-351	165	25	of	of	ADP
eurjchem-351	165	26	concentrated	concentrated	ADJ
eurjchem-351	165	27	sulfuric	sulfuric	ADJ
eurjchem-351	165	28	acid	acid	NOUN
eurjchem-351	165	29	,	,	PUNCT
eurjchem-351	165	30	in	in	ADP
eurjchem-351	165	31	84	84	NUM
eurjchem-351	165	32	±	±	NUM
eurjchem-351	165	33	1	1	NUM
eurjchem-351	165	34	%	%	NOUN
eurjchem-351	165	35	yields	yield	NOUN
eurjchem-351	165	36	(	(	PUNCT
eurjchem-351	165	37	scheme	scheme	NOUN
eurjchem-351	165	38	1	1	NUM
eurjchem-351	165	39	)	)	PUNCT
eurjchem-351	165	40	.	.	PUNCT
eurjchem-351	166	1	1h	1h	NUM
eurjchem-351	166	2	nmr	nmr	NOUN
eurjchem-351	166	3	spectrum	spectrum	NOUN
eurjchem-351	166	4	of	of	ADP
eurjchem-351	166	5	compound	compound	NOUN
eurjchem-351	166	6	3a	3a	NUM
eurjchem-351	166	7	(	(	PUNCT
eurjchem-351	166	8	r	r	NOUN
eurjchem-351	166	9	=	=	SYM
eurjchem-351	166	10	et	et	NOUN
eurjchem-351	166	11	)	)	PUNCT
eurjchem-351	166	12	showed	show	VERB
eurjchem-351	166	13	signals	signal	NOUN
eurjchem-351	166	14	at	at	ADP
eurjchem-351	166	15			NUM
eurjchem-351	166	16	3.48	3.48	NUM
eurjchem-351	166	17	due	due	ADP
eurjchem-351	166	18	to	to	ADP
eurjchem-351	166	19	(	(	PUNCT
eurjchem-351	166	20	nch3	nch3	PROPN
eurjchem-351	166	21	)	)	PUNCT
eurjchem-351	166	22	,	,	PUNCT
eurjchem-351	166	23	3.52	3.52	NUM
eurjchem-351	166	24	due	due	ADJ
eurjchem-351	166	25	to	to	ADP
eurjchem-351	166	26	(	(	PUNCT
eurjchem-351	166	27	‐ch2co2me	‐ch2co2me	PROPN
eurjchem-351	166	28	)	)	PUNCT
eurjchem-351	166	29	,	,	PUNCT
eurjchem-351	166	30	and	and	CCONJ
eurjchem-351	166	31	3.62	3.62	NUM
eurjchem-351	166	32	due	due	ADJ
eurjchem-351	166	33	to	to	ADP
eurjchem-351	166	34	(	(	PUNCT
eurjchem-351	166	35	co2ch3	co2ch3	ADJ
eurjchem-351	166	36	)	)	PUNCT
eurjchem-351	166	37	.	.	PUNCT
eurjchem-351	167	1	an	an	DET
eurjchem-351	167	2	alternative	alternative	ADJ
eurjchem-351	167	3	route	route	NOUN
eurjchem-351	167	4	to	to	PART
eurjchem-351	167	5	obtain	obtain	VERB
eurjchem-351	167	6	the	the	DET
eurjchem-351	167	7	ester	ester	NOUN
eurjchem-351	167	8	3b	3b	NOUN
eurjchem-351	167	9	(	(	PUNCT
eurjchem-351	167	10	r	r	NOUN
eurjchem-351	167	11	=	=	SYM
eurjchem-351	167	12	et	et	NOUN
eurjchem-351	167	13	)	)	PUNCT
eurjchem-351	167	14	was	be	AUX
eurjchem-351	167	15	described	describe	VERB
eurjchem-351	167	16	via	via	ADP
eurjchem-351	167	17	claisen	claisen	NOUN
eurjchem-351	167	18	condensation	condensation	NOUN
eurjchem-351	167	19	reaction	reaction	NOUN
eurjchem-351	167	20	between	between	ADP
eurjchem-351	167	21	diethyl	diethyl	NOUN
eurjchem-351	167	22	carbonate	carbonate	NOUN
eurjchem-351	167	23	and	and	CCONJ
eurjchem-351	167	24	3‐acetyl‐4‐hydroxy‐1‐methylquinolin‐2(1h)‐one	3‐acetyl‐4‐hydroxy‐1‐methylquinolin‐2(1h)‐one	NUM
eurjchem-351	167	25	[	[	X
eurjchem-351	167	26	21	21	NUM
eurjchem-351	167	27	]	]	PUNCT
eurjchem-351	167	28	.	.	PUNCT
eurjchem-351	168	1	however	however	ADV
eurjchem-351	168	2	,	,	PUNCT
eurjchem-351	168	3	the	the	DET
eurjchem-351	168	4	present	present	ADJ
eurjchem-351	168	5	preparation	preparation	NOUN
eurjchem-351	168	6	from	from	ADP
eurjchem-351	168	7	compound	compound	NOUN
eurjchem-351	168	8	2	2	NUM
eurjchem-351	168	9	is	be	AUX
eurjchem-351	168	10	convenient	convenient	ADJ
eurjchem-351	168	11	and	and	CCONJ
eurjchem-351	168	12	advantageous	advantageous	ADJ
eurjchem-351	168	13	because	because	SCONJ
eurjchem-351	168	14	claisen	claisen	ADJ
eurjchem-351	168	15	condensation	condensation	NOUN
eurjchem-351	168	16	,	,	PUNCT
eurjchem-351	168	17	in	in	ADP
eurjchem-351	168	18	which	which	PRON
eurjchem-351	168	19	many	many	ADJ
eurjchem-351	168	20	by‐products	by‐product	NOUN
eurjchem-351	168	21	are	be	AUX
eurjchem-351	168	22	formed	form	VERB
eurjchem-351	168	23	and	and	CCONJ
eurjchem-351	168	24	purification	purification	NOUN
eurjchem-351	168	25	of	of	ADP
eurjchem-351	168	26	the	the	DET
eurjchem-351	168	27	product	product	NOUN
eurjchem-351	168	28	is	be	AUX
eurjchem-351	168	29	inconvenient	inconvenient	ADJ
eurjchem-351	168	30	,	,	PUNCT
eurjchem-351	168	31	with	with	ADP
eurjchem-351	168	32	overall	overall	ADJ
eurjchem-351	168	33	yield	yield	NOUN
eurjchem-351	169	1	~44	~44	SYM
eurjchem-351	169	2	%	%	NOUN
eurjchem-351	169	3	,	,	PUNCT
eurjchem-351	169	4	starting	start	VERB
eurjchem-351	169	5	from	from	ADP
eurjchem-351	169	6	pyranoquinoline	pyranoquinoline	PROPN
eurjchem-351	169	7	1	1	NUM
eurjchem-351	169	8	,	,	PUNCT
eurjchem-351	169	9	a	a	DET
eurjchem-351	169	10	nearly	nearly	ADV
eurjchem-351	169	11	half	half	NOUN
eurjchem-351	169	12	of	of	ADP
eurjchem-351	169	13	the	the	DET
eurjchem-351	169	14	present	present	ADJ
eurjchem-351	169	15	preparation	preparation	NOUN
eurjchem-351	169	16	yield	yield	NOUN
eurjchem-351	169	17	[	[	X
eurjchem-351	169	18	17	17	NUM
eurjchem-351	169	19	]	]	PUNCT
eurjchem-351	169	20	.	.	PUNCT
eurjchem-351	170	1	nitrosation	nitrosation	NOUN
eurjchem-351	170	2	of	of	ADP
eurjchem-351	170	3	the	the	DET
eurjchem-351	170	4	β‐keto	β‐keto	PUNCT
eurjchem-351	170	5	acid	acid	NOUN
eurjchem-351	170	6	2	2	NUM
eurjchem-351	170	7	,	,	PUNCT
eurjchem-351	170	8	using	use	VERB
eurjchem-351	170	9	sodium	sodium	NOUN
eurjchem-351	170	10	nitrite	nitrite	NOUN
eurjchem-351	170	11	and	and	CCONJ
eurjchem-351	170	12	dilute	dilute	VERB
eurjchem-351	170	13	hydrochloric	hydrochloric	ADJ
eurjchem-351	170	14	acid	acid	NOUN
eurjchem-351	170	15	at	at	ADP
eurjchem-351	170	16	0‐5	0‐5	NUM
eurjchem-351	170	17	oc	oc	PROPN
eurjchem-351	170	18	,	,	PUNCT
eurjchem-351	170	19	furnished	furnish	VERB
eurjchem-351	170	20	3‐(quinolin‐3‐yl)‐	3‐(quinolin‐3‐yl)‐	NUM
eurjchem-351	170	21	2‐oximo‐3‐oxopropannoic	2‐oximo‐3‐oxopropannoic	NUM
eurjchem-351	170	22	acid	acid	NOUN
eurjchem-351	170	23	4	4	NUM
eurjchem-351	170	24	.	.	PUNCT
eurjchem-351	170	25	as	as	SCONJ
eurjchem-351	170	26	depicted	depict	VERB
eurjchem-351	170	27	in	in	ADP
eurjchem-351	170	28	scheme	scheme	NOUN
eurjchem-351	170	29	2	2	NUM
eurjchem-351	170	30	,	,	PUNCT
eurjchem-351	170	31	the	the	DET
eurjchem-351	170	32	oxime	oxime	NOUN
eurjchem-351	170	33	4	4	NUM
eurjchem-351	170	34	may	may	AUX
eurjchem-351	170	35	exist	exist	VERB
eurjchem-351	170	36	in	in	ADP
eurjchem-351	170	37	two	two	NUM
eurjchem-351	170	38	forms	form	NOUN
eurjchem-351	170	39	;	;	PUNCT
eurjchem-351	170	40	z‐form	z‐form	NUM
eurjchem-351	170	41	4	4	NUM
eurjchem-351	170	42	and/or	and/or	CCONJ
eurjchem-351	170	43	e‐form	e‐form	VERB
eurjchem-351	170	44	4	4	NUM
eurjchem-351	170	45	’	'	PUNCT
eurjchem-351	170	46	.	.	PUNCT
eurjchem-351	171	1	1h	1h	NUM
eurjchem-351	171	2	nmr	nmr	NOUN
eurjchem-351	171	3	spectrum	spectrum	NOUN
eurjchem-351	171	4	of	of	ADP
eurjchem-351	171	5	compound	compound	NOUN
eurjchem-351	171	6	4	4	NUM
eurjchem-351	171	7	showed	show	VERB
eurjchem-351	171	8	three	three	NUM
eurjchem-351	171	9	signals	signal	NOUN
eurjchem-351	171	10	at	at	ADP
eurjchem-351	171	11			NUM
eurjchem-351	171	12	12.8	12.8	NUM
eurjchem-351	171	13	,	,	PUNCT
eurjchem-351	171	14	13.4	13.4	NUM
eurjchem-351	171	15	,	,	PUNCT
eurjchem-351	171	16	and	and	CCONJ
eurjchem-351	171	17	17.6	17.6	NUM
eurjchem-351	171	18	(	(	PUNCT
eurjchem-351	171	19	table	table	NOUN
eurjchem-351	171	20	2	2	NUM
eurjchem-351	171	21	)	)	PUNCT
eurjchem-351	171	22	.	.	PUNCT
eurjchem-351	172	1	since	since	SCONJ
eurjchem-351	172	2	the	the	DET
eurjchem-351	172	3	three	three	NUM
eurjchem-351	172	4	chemical	chemical	ADJ
eurjchem-351	172	5	shifts	shift	NOUN
eurjchem-351	172	6	disappear	disappear	VERB
eurjchem-351	172	7	on	on	ADP
eurjchem-351	172	8	deutration	deutration	NOUN
eurjchem-351	172	9	,	,	PUNCT
eurjchem-351	172	10	they	they	PRON
eurjchem-351	172	11	attributed	attribute	VERB
eurjchem-351	172	12	to	to	ADP
eurjchem-351	172	13	three	three	NUM
eurjchem-351	172	14	oh	oh	NUM
eurjchem-351	172	15	groups	group	NOUN
eurjchem-351	172	16	of	of	ADP
eurjchem-351	172	17	oxime	oxime	NOUN
eurjchem-351	172	18	,	,	PUNCT
eurjchem-351	172	19	quinolinol	quinolinol	NOUN
eurjchem-351	172	20	,	,	PUNCT
eurjchem-351	172	21	and	and	CCONJ
eurjchem-351	172	22	carboxylic	carboxylic	ADJ
eurjchem-351	172	23	acid	acid	NOUN
eurjchem-351	172	24	,	,	PUNCT
eurjchem-351	172	25	respectively	respectively	ADV
eurjchem-351	172	26	.	.	PUNCT
eurjchem-351	173	1	the	the	DET
eurjchem-351	173	2	dehydration	dehydration	NOUN
eurjchem-351	173	3	reaction	reaction	NOUN
eurjchem-351	173	4	of	of	ADP
eurjchem-351	173	5	the	the	DET
eurjchem-351	173	6	oxime	oxime	NOUN
eurjchem-351	173	7	4	4	NUM
eurjchem-351	173	8	,	,	PUNCT
eurjchem-351	173	9	in	in	ADP
eurjchem-351	173	10	concentrated	concentrated	ADJ
eurjchem-351	173	11	sulfuric	sulfuric	ADJ
eurjchem-351	173	12	acid	acid	NOUN
eurjchem-351	173	13	,	,	PUNCT
eurjchem-351	173	14	is	be	AUX
eurjchem-351	173	15	expected	expect	VERB
eurjchem-351	173	16	to	to	PART
eurjchem-351	173	17	give	give	VERB
eurjchem-351	173	18	one	one	NUM
eurjchem-351	173	19	or	or	CCONJ
eurjchem-351	173	20	more	more	ADJ
eurjchem-351	173	21	than	than	ADP
eurjchem-351	173	22	one	one	NUM
eurjchem-351	173	23	product	product	NOUN
eurjchem-351	173	24	.	.	PUNCT
eurjchem-351	174	1	the	the	DET
eurjchem-351	174	2	structures	structure	NOUN
eurjchem-351	174	3	which	which	PRON
eurjchem-351	174	4	are	be	AUX
eurjchem-351	174	5	suggested	suggest	VERB
eurjchem-351	174	6	as	as	ADP
eurjchem-351	174	7	possible	possible	ADJ
eurjchem-351	174	8	products	product	NOUN
eurjchem-351	174	9	for	for	ADP
eurjchem-351	174	10	such	such	ADJ
eurjchem-351	174	11	reaction	reaction	NOUN
eurjchem-351	174	12	include	include	VERB
eurjchem-351	174	13	;	;	PUNCT
eurjchem-351	174	14	3‐oximopyrano[3,2‐c]quinolinetrione	3‐oximopyrano[3,2‐c]quinolinetrione	NUM
eurjchem-351	174	15	5	5	NUM
eurjchem-351	174	16	and	and	CCONJ
eurjchem-351	174	17	1,2‐oxazino[5,6‐c]quinoline‐3‐carboxylic	1,2‐oxazino[5,6‐c]quinoline‐3‐carboxylic	NUM
eurjchem-351	174	18	acid	acid	NOUN
eurjchem-351	174	19	,	,	PUNCT
eurjchem-351	174	20	(	(	PUNCT
eurjchem-351	174	21	scheme	scheme	NOUN
eurjchem-351	174	22	2	2	NUM
eurjchem-351	174	23	)	)	PUNCT
eurjchem-351	174	24	.	.	PUNCT
eurjchem-351	175	1	in	in	ADP
eurjchem-351	175	2	addition	addition	NOUN
eurjchem-351	175	3	to	to	ADP
eurjchem-351	175	4	chemical	chemical	NOUN
eurjchem-351	175	5	tests	test	NOUN
eurjchem-351	175	6	,	,	PUNCT
eurjchem-351	175	7	ir	ir	PROPN
eurjchem-351	175	8	and	and	CCONJ
eurjchem-351	175	9	1h	1h	NUM
eurjchem-351	175	10	nmr	nmr	PROPN
eurjchem-351	175	11	spectral	spectral	ADJ
eurjchem-351	175	12	data	datum	NOUN
eurjchem-351	175	13	of	of	ADP
eurjchem-351	175	14	the	the	DET
eurjchem-351	175	15	product	product	NOUN
eurjchem-351	175	16	showed	show	VERB
eurjchem-351	175	17	no	no	DET
eurjchem-351	175	18	evidences	evidence	NOUN
eurjchem-351	175	19	for	for	ADP
eurjchem-351	175	20	presence	presence	NOUN
eurjchem-351	175	21	of	of	ADP
eurjchem-351	175	22	co2h	co2h	PROPN
eurjchem-351	175	23	.	.	PUNCT
eurjchem-351	176	1	so	so	ADV
eurjchem-351	176	2	it	it	PRON
eurjchem-351	176	3	is	be	AUX
eurjchem-351	176	4	concluded	conclude	VERB
eurjchem-351	176	5	that	that	SCONJ
eurjchem-351	176	6	the	the	DET
eurjchem-351	176	7	product	product	NOUN
eurjchem-351	176	8	of	of	ADP
eurjchem-351	176	9	this	this	DET
eurjchem-351	176	10	reaction	reaction	NOUN
eurjchem-351	176	11	is	be	AUX
eurjchem-351	176	12	the	the	DET
eurjchem-351	176	13	compound	compound	NOUN
eurjchem-351	176	14	5	5	NUM
eurjchem-351	176	15	.	.	PUNCT
eurjchem-351	177	1	moreover	moreover	ADV
eurjchem-351	177	2	,	,	PUNCT
eurjchem-351	177	3	these	these	DET
eurjchem-351	177	4	results	result	NOUN
eurjchem-351	177	5	were	be	AUX
eurjchem-351	177	6	clearly	clearly	ADV
eurjchem-351	177	7	supported	support	VERB
eurjchem-351	177	8	by	by	ADP
eurjchem-351	177	9	obtaining	obtain	VERB
eurjchem-351	177	10	of	of	ADP
eurjchem-351	177	11	the	the	DET
eurjchem-351	177	12	pyranoquinoline	pyranoquinoline	NOUN
eurjchem-351	177	13	5	5	NUM
eurjchem-351	177	14	directly	directly	ADV
eurjchem-351	177	15	from	from	ADP
eurjchem-351	177	16	nitrosation	nitrosation	NOUN
eurjchem-351	177	17	of	of	ADP
eurjchem-351	177	18	pyranoquinoline	pyranoquinoline	NOUN
eurjchem-351	177	19	1	1	NUM
eurjchem-351	177	20	(	(	PUNCT
eurjchem-351	177	21	scheme	scheme	NOUN
eurjchem-351	177	22	2	2	NUM
eurjchem-351	177	23	)	)	PUNCT
eurjchem-351	177	24	.	.	PUNCT
eurjchem-351	178	1	the	the	DET
eurjchem-351	178	2	coupling	coupling	NOUN
eurjchem-351	178	3	reaction	reaction	NOUN
eurjchem-351	178	4	of	of	ADP
eurjchem-351	178	5	β‐keto	β‐keto	PUNCT
eurjchem-351	178	6	acid	acid	NOUN
eurjchem-351	178	7	2	2	NUM
eurjchem-351	178	8	with	with	ADP
eurjchem-351	178	9	p‐	p‐	PROPN
eurjchem-351	178	10	nitrobenzenediazonium	nitrobenzenediazonium	NOUN
eurjchem-351	178	11	chloride	chloride	PROPN
eurjchem-351	178	12	afforded	afford	VERB
eurjchem-351	178	13	an	an	DET
eurjchem-351	178	14	orange	orange	ADJ
eurjchem-351	178	15	colored	colored	ADJ
eurjchem-351	178	16	product	product	NOUN
eurjchem-351	178	17	.	.	PUNCT
eurjchem-351	179	1	ir	ir	PROPN
eurjchem-351	179	2	spectrum	spectrum	NOUN
eurjchem-351	179	3	of	of	ADP
eurjchem-351	179	4	the	the	DET
eurjchem-351	179	5	product	product	NOUN
eurjchem-351	179	6	showed	show	VERB
eurjchem-351	179	7	a	a	DET
eurjchem-351	179	8	medium	medium	ADJ
eurjchem-351	179	9	absorption	absorption	NOUN
eurjchem-351	179	10	band	band	NOUN
eurjchem-351	179	11	broaden	broaden	VERB
eurjchem-351	179	12	between	between	ADP
eurjchem-351	179	13	3206‐2434	3206‐2434	NUM
eurjchem-351	179	14	cm‐1	cm‐1	NOUN
eurjchem-351	179	15	due	due	ADP
eurjchem-351	179	16	to	to	ADP
eurjchem-351	179	17	h‐	h‐	PROPN
eurjchem-351	179	18	bonded	bond	VERB
eurjchem-351	179	19	n‐h	n‐h	PRON
eurjchem-351	179	20	and	and	CCONJ
eurjchem-351	179	21	o‐h	o‐h	PROPN
eurjchem-351	179	22	,	,	PUNCT
eurjchem-351	179	23	in	in	ADP
eurjchem-351	179	24	addition	addition	NOUN
eurjchem-351	179	25	to	to	ADP
eurjchem-351	179	26	two	two	NUM
eurjchem-351	179	27	strong	strong	ADJ
eurjchem-351	179	28	stretching	stretching	NOUN
eurjchem-351	179	29	bands	band	NOUN
eurjchem-351	179	30	at	at	ADP
eurjchem-351	179	31	1737	1737	NUM
eurjchem-351	179	32	and	and	CCONJ
eurjchem-351	179	33	1640	1640	NUM
eurjchem-351	179	34	cm‐1	cm‐1	NOUN
eurjchem-351	179	35	due	due	ADP
eurjchem-351	179	36	to	to	ADP
eurjchem-351	179	37	c	c	NOUN
eurjchem-351	179	38	=	=	NOUN
eurjchem-351	179	39	o	o	NOUN
eurjchem-351	179	40	of	of	ADP
eurjchem-351	179	41	carboxylic	carboxylic	ADJ
eurjchem-351	179	42	acid	acid	NOUN
eurjchem-351	179	43	and	and	CCONJ
eurjchem-351	179	44	quinolinone	quinolinone	NOUN
eurjchem-351	179	45	.	.	PUNCT
eurjchem-351	180	1	1h	1h	NUM
eurjchem-351	180	2	nmr	nmr	NOUN
eurjchem-351	180	3	spectrum	spectrum	NOUN
eurjchem-351	180	4	revealed	reveal	VERB
eurjchem-351	180	5	the	the	DET
eurjchem-351	180	6	presence	presence	NOUN
eurjchem-351	180	7	of	of	ADP
eurjchem-351	180	8	three	three	NUM
eurjchem-351	180	9	d‐exchangeable	d‐exchangeable	NOUN
eurjchem-351	180	10	protons	proton	NOUN
eurjchem-351	180	11	at	at	ADP
eurjchem-351	180	12			NUM
eurjchem-351	180	13	9.17	9.17	NUM
eurjchem-351	180	14	,	,	PUNCT
eurjchem-351	180	15	12.37	12.37	NUM
eurjchem-351	180	16	,	,	PUNCT
eurjchem-351	180	17	and	and	CCONJ
eurjchem-351	180	18	15.23	15.23	NUM
eurjchem-351	180	19	refer	refer	NOUN
eurjchem-351	180	20	to	to	ADP
eurjchem-351	180	21	n‐h	n‐h	PRON
eurjchem-351	180	22	of	of	ADP
eurjchem-351	180	23	hydrazone	hydrazone	NOUN
eurjchem-351	180	24	and	and	CCONJ
eurjchem-351	180	25	o‐h	o‐h	PROPN
eurjchem-351	180	26	of	of	ADP
eurjchem-351	180	27	quinolinol	quinolinol	NOUN
eurjchem-351	180	28	and	and	CCONJ
eurjchem-351	180	29	carboxylic	carboxylic	ADJ
eurjchem-351	180	30	acid	acid	NOUN
eurjchem-351	180	31	.	.	PUNCT
eurjchem-351	181	1	building	build	VERB
eurjchem-351	181	2	on	on	ADP
eurjchem-351	181	3	above	above	ADP
eurjchem-351	181	4	the	the	DET
eurjchem-351	181	5	structure	structure	NOUN
eurjchem-351	181	6	of	of	ADP
eurjchem-351	181	7	the	the	DET
eurjchem-351	181	8	product	product	NOUN
eurjchem-351	181	9	was	be	AUX
eurjchem-351	181	10	determined	determine	VERB
eurjchem-351	181	11	as	as	ADP
eurjchem-351	181	12	3‐quinolinyl‐2‐(4‐nitrophenylhydrazono)‐3‐oxopropionic	3‐quinolinyl‐2‐(4‐nitrophenylhydrazono)‐3‐oxopropionic	NUM
eurjchem-351	181	13	acid	acid	NOUN
eurjchem-351	181	14	6	6	NUM
eurjchem-351	181	15	.	.	PUNCT
eurjchem-351	182	1	herein	herein	NOUN
eurjchem-351	182	2	again	again	ADV
eurjchem-351	182	3	the	the	PRON
eurjchem-351	182	4	z‐form	z‐form	NUM
eurjchem-351	182	5	6	6	NUM
eurjchem-351	182	6	and	and	CCONJ
eurjchem-351	182	7	e‐form	e‐form	NUM
eurjchem-351	182	8	6	6	NUM
eurjchem-351	182	9	’	'	PUNCT
eurjchem-351	182	10	are	be	AUX
eurjchem-351	182	11	possible	possible	ADJ
eurjchem-351	182	12	as	as	SCONJ
eurjchem-351	182	13	depicted	depict	VERB
eurjchem-351	182	14	in	in	ADP
eurjchem-351	182	15	scheme	scheme	NOUN
eurjchem-351	182	16	2	2	NUM
eurjchem-351	182	17	.	.	PUNCT
eurjchem-351	183	1	the	the	DET
eurjchem-351	183	2	structures	structure	NOUN
eurjchem-351	183	3	of	of	ADP
eurjchem-351	183	4	compounds	compound	NOUN
eurjchem-351	183	5	4	4	NUM
eurjchem-351	183	6	and	and	CCONJ
eurjchem-351	183	7	6	6	NUM
eurjchem-351	183	8	as	as	SCONJ
eurjchem-351	183	9	seen	see	VERB
eurjchem-351	183	10	need	need	VERB
eurjchem-351	183	11	further	further	ADJ
eurjchem-351	183	12	study	study	NOUN
eurjchem-351	183	13	using	use	VERB
eurjchem-351	183	14	x‐ray	x‐ray	PROPN
eurjchem-351	183	15	single	single	ADJ
eurjchem-351	183	16	crystal	crystal	NOUN
eurjchem-351	183	17	analysis	analysis	NOUN
eurjchem-351	183	18	but	but	CCONJ
eurjchem-351	183	19	unfortunately	unfortunately	ADV
eurjchem-351	183	20	we	we	PRON
eurjchem-351	183	21	did	do	AUX
eurjchem-351	183	22	not	not	PART
eurjchem-351	183	23	succeed	succeed	VERB
eurjchem-351	183	24	in	in	ADP
eurjchem-351	183	25	getting	get	VERB
eurjchem-351	183	26	suitable	suitable	ADJ
eurjchem-351	183	27	crystals	crystal	NOUN
eurjchem-351	183	28	for	for	ADP
eurjchem-351	183	29	such	such	ADJ
eurjchem-351	183	30	analysis	analysis	NOUN
eurjchem-351	183	31	.	.	PUNCT
eurjchem-351	184	1	when	when	SCONJ
eurjchem-351	184	2	the	the	DET
eurjchem-351	184	3	compound	compound	NOUN
eurjchem-351	184	4	6	6	NUM
eurjchem-351	184	5	was	be	AUX
eurjchem-351	184	6	subjected	subject	VERB
eurjchem-351	184	7	to	to	ADP
eurjchem-351	184	8	dehydration	dehydration	NOUN
eurjchem-351	184	9	using	use	VERB
eurjchem-351	184	10	concentrated	concentrated	ADJ
eurjchem-351	184	11	sulfuric	sulfuric	NOUN
eurjchem-351	184	12	acid	acid	NOUN
eurjchem-351	184	13	only	only	ADV
eurjchem-351	184	14	3‐hydrazonopyrano[3,2‐	3‐hydrazonopyrano[3,2‐	ADJ
eurjchem-351	184	15	c]quinolinetrione	c]quinolinetrione	PROPN
eurjchem-351	184	16	7	7	NUM
eurjchem-351	184	17	was	be	AUX
eurjchem-351	184	18	obtained	obtain	VERB
eurjchem-351	184	19	.	.	PUNCT
eurjchem-351	185	1	for	for	ADP
eurjchem-351	185	2	such	such	ADJ
eurjchem-351	185	3	reaction	reaction	NOUN
eurjchem-351	185	4	one	one	NOUN
eurjchem-351	185	5	can	can	AUX
eurjchem-351	185	6	also	also	ADV
eurjchem-351	185	7	expect	expect	VERB
eurjchem-351	185	8	to	to	PART
eurjchem-351	185	9	get	get	VERB
eurjchem-351	185	10	pyridazino[4,3‐c]quinoline‐3‐carboxylic	pyridazino[4,3‐c]quinoline‐3‐carboxylic	ADJ
eurjchem-351	185	11	acid	acid	NOUN
eurjchem-351	185	12	by	by	ADP
eurjchem-351	185	13	the	the	DET
eurjchem-351	185	14	possible	possible	ADJ
eurjchem-351	185	15	intramolecular	intramolecular	ADJ
eurjchem-351	185	16	heterocyclization	heterocyclization	NOUN
eurjchem-351	185	17	between	between	ADP
eurjchem-351	185	18	hydrazone	hydrazone	NOUN
eurjchem-351	185	19	nitrogen	nitrogen	NOUN
eurjchem-351	185	20	and	and	CCONJ
eurjchem-351	185	21	quinolinol	quinolinol	ADJ
eurjchem-351	185	22	hydroxyl	hydroxyl	NOUN
eurjchem-351	185	23	group	group	NOUN
eurjchem-351	185	24	.	.	PUNCT
eurjchem-351	186	1	all	all	DET
eurjchem-351	186	2	analytical	analytical	ADJ
eurjchem-351	186	3	and	and	CCONJ
eurjchem-351	186	4	spectral	spectral	ADJ
eurjchem-351	186	5	data	datum	NOUN
eurjchem-351	186	6	showed	show	VERB
eurjchem-351	186	7	that	that	SCONJ
eurjchem-351	186	8	carboxylic	carboxylic	ADJ
eurjchem-351	186	9	group	group	NOUN
eurjchem-351	186	10	was	be	AUX
eurjchem-351	186	11	involved	involve	VERB
eurjchem-351	186	12	in	in	ADP
eurjchem-351	186	13	cyclization	cyclization	NOUN
eurjchem-351	186	14	and	and	CCONJ
eurjchem-351	186	15	structure	structure	NOUN
eurjchem-351	186	16	of	of	ADP
eurjchem-351	186	17	the	the	DET
eurjchem-351	186	18	product	product	NOUN
eurjchem-351	186	19	contains	contain	VERB
eurjchem-351	186	20	an	an	DET
eurjchem-351	186	21	n‐h	n‐h	PROPN
eurjchem-351	186	22	appeared	appear	VERB
eurjchem-351	186	23	at	at	ADP
eurjchem-351	186	24			NUM
eurjchem-351	186	25	9.64	9.64	NUM
eurjchem-351	186	26	(	(	PUNCT
eurjchem-351	186	27	exchangeable	exchangeable	ADJ
eurjchem-351	186	28	on	on	ADP
eurjchem-351	186	29	deutration	deutration	NOUN
eurjchem-351	186	30	)	)	PUNCT
eurjchem-351	186	31	.	.	PUNCT
eurjchem-351	187	1	moreover	moreover	ADV
eurjchem-351	187	2	,	,	PUNCT
eurjchem-351	187	3	these	these	DET
eurjchem-351	187	4	results	result	NOUN
eurjchem-351	187	5	were	be	AUX
eurjchem-351	187	6	definitely	definitely	ADV
eurjchem-351	187	7	confirmed	confirm	VERB
eurjchem-351	187	8	when	when	SCONJ
eurjchem-351	187	9	the	the	DET
eurjchem-351	187	10	same	same	ADJ
eurjchem-351	187	11	hydrazone	hydrazone	NOUN
eurjchem-351	187	12	derivative	derivative	NOUN
eurjchem-351	187	13	7	7	NUM
eurjchem-351	187	14	was	be	AUX
eurjchem-351	187	15	obtained	obtain	VERB
eurjchem-351	187	16	via	via	ADP
eurjchem-351	187	17	coupling	coupling	NOUN
eurjchem-351	187	18	of	of	ADP
eurjchem-351	187	19	the	the	DET
eurjchem-351	187	20	pyranoquinolinedione	pyranoquinolinedione	NOUN
eurjchem-351	187	21	1	1	NUM
eurjchem-351	187	22	with	with	ADP
eurjchem-351	187	23	p‐nitrobenzenediazonium	p‐nitrobenzenediazonium	X
eurjchem-351	187	24	chloride	chloride	NOUN
eurjchem-351	187	25	(	(	PUNCT
eurjchem-351	187	26	scheme	scheme	NOUN
eurjchem-351	187	27	2	2	NUM
eurjchem-351	187	28	)	)	PUNCT
eurjchem-351	187	29	.	.	PUNCT
eurjchem-351	188	1	the	the	DET
eurjchem-351	188	2	reaction	reaction	NOUN
eurjchem-351	188	3	of	of	ADP
eurjchem-351	188	4	the	the	DET
eurjchem-351	188	5	β‐keto	β‐keto	PUNCT
eurjchem-351	188	6	acid	acid	NOUN
eurjchem-351	188	7	2	2	NUM
eurjchem-351	188	8	with	with	ADP
eurjchem-351	188	9	2,2‐	2,2‐	NUM
eurjchem-351	188	10	dimethoxyethanamine	dimethoxyethanamine	NOUN
eurjchem-351	188	11	(	(	PUNCT
eurjchem-351	188	12	2‐aminoacetaldehyde	2‐aminoacetaldehyde	NUM
eurjchem-351	188	13	dimethyl	dimethyl	NOUN
eurjchem-351	188	14	acetal	acetal	NOUN
eurjchem-351	188	15	)	)	PUNCT
eurjchem-351	188	16	,	,	PUNCT
eurjchem-351	188	17	in	in	ADP
eurjchem-351	188	18	boiling	boil	VERB
eurjchem-351	188	19	dmf	dmf	PROPN
eurjchem-351	188	20	,	,	PUNCT
eurjchem-351	188	21	was	be	AUX
eurjchem-351	188	22	carried	carry	VERB
eurjchem-351	188	23	out	out	ADP
eurjchem-351	188	24	to	to	PART
eurjchem-351	188	25	obtain	obtain	VERB
eurjchem-351	188	26	a	a	DET
eurjchem-351	188	27	2‐(quinolin‐3‐	2‐(quinolin‐3‐	NUM
eurjchem-351	188	28	yl)pyrrole‐3‐carboxylic	yl)pyrrole‐3‐carboxylic	ADV
eurjchem-351	188	29	acid	acid	PROPN
eurjchem-351	188	30	derivative	derivative	NOUN
eurjchem-351	188	31	.	.	PUNCT
eurjchem-351	189	1	unexpectedly	unexpectedly	ADV
eurjchem-351	189	2	,	,	PUNCT
eurjchem-351	189	3	characterization	characterization	NOUN
eurjchem-351	189	4	of	of	ADP
eurjchem-351	189	5	structure	structure	NOUN
eurjchem-351	189	6	of	of	ADP
eurjchem-351	189	7	the	the	DET
eurjchem-351	189	8	product	product	NOUN
eurjchem-351	189	9	using	use	VERB
eurjchem-351	189	10	elemental	elemental	ADJ
eurjchem-351	189	11	and	and	CCONJ
eurjchem-351	189	12	spectral	spectral	ADJ
eurjchem-351	189	13	analyses	analysis	NOUN
eurjchem-351	189	14	indicated	indicate	VERB
eurjchem-351	189	15	the	the	DET
eurjchem-351	189	16	existence	existence	NOUN
eurjchem-351	189	17	of	of	ADP
eurjchem-351	189	18	a	a	DET
eurjchem-351	189	19	methoxy	methoxy	NOUN
eurjchem-351	189	20	and	and	CCONJ
eurjchem-351	189	21	a	a	DET
eurjchem-351	189	22	carboxylic	carboxylic	ADJ
eurjchem-351	189	23	acid	acid	NOUN
eurjchem-351	189	24	functions	function	NOUN
eurjchem-351	189	25	.	.	PUNCT
eurjchem-351	190	1	mass	mass	ADJ
eurjchem-351	190	2	fragmentation	fragmentation	NOUN
eurjchem-351	190	3	pattern	pattern	NOUN
eurjchem-351	190	4	revealed	reveal	VERB
eurjchem-351	190	5	peaks	peak	NOUN
eurjchem-351	190	6	at	at	ADP
eurjchem-351	190	7	m	m	PROPN
eurjchem-351	190	8	/	/	SYM
eurjchem-351	190	9	z	z	PROPN
eurjchem-351	190	10	267	267	NUM
eurjchem-351	190	11	due	due	ADP
eurjchem-351	190	12	to	to	ADP
eurjchem-351	190	13	(	(	PUNCT
eurjchem-351	190	14	m	m	VERB
eurjchem-351	190	15	‐	‐	ADV
eurjchem-351	190	16	och3)+	och3)+	PUNCT
eurjchem-351	190	17	ion	ion	NOUN
eurjchem-351	190	18	and	and	CCONJ
eurjchem-351	190	19	m	m	PROPN
eurjchem-351	190	20	/	/	SYM
eurjchem-351	190	21	z	z	PROPN
eurjchem-351	190	22	254	254	NUM
eurjchem-351	190	23	due	due	ADJ
eurjchem-351	190	24	to	to	ADP
eurjchem-351	190	25	(	(	PUNCT
eurjchem-351	190	26	m	m	PROPN
eurjchem-351	190	27	‐	‐	ADJ
eurjchem-351	190	28	co2)+	co2)+	PROPN
eurjchem-351	190	29	ion	ion	NOUN
eurjchem-351	190	30	(	(	PUNCT
eurjchem-351	190	31	table	table	NOUN
eurjchem-351	190	32	2	2	NUM
eurjchem-351	190	33	)	)	PUNCT
eurjchem-351	190	34	.	.	PUNCT
eurjchem-351	191	1	1h	1h	NUM
eurjchem-351	191	2	nmr	nmr	NOUN
eurjchem-351	191	3	spectrum	spectrum	NOUN
eurjchem-351	191	4	showed	show	VERB
eurjchem-351	191	5	a	a	DET
eurjchem-351	191	6	singlet	singlet	ADJ
eurjchem-351	191	7	signal	signal	NOUN
eurjchem-351	191	8	at	at	ADP
eurjchem-351	191	9			NUM
eurjchem-351	191	10	3.63	3.63	NUM
eurjchem-351	191	11	due	due	ADJ
eurjchem-351	191	12	chemical	chemical	NOUN
eurjchem-351	191	13	shift	shift	NOUN
eurjchem-351	191	14	of	of	ADP
eurjchem-351	191	15	och3	och3	ADJ
eurjchem-351	191	16	in	in	ADP
eurjchem-351	191	17	addition	addition	NOUN
eurjchem-351	191	18	to	to	ADP
eurjchem-351	191	19	two	two	NUM
eurjchem-351	191	20	deuterium	deuterium	NOUN
eurjchem-351	191	21	replaceable	replaceable	ADJ
eurjchem-351	191	22	protons	proton	NOUN
eurjchem-351	191	23	appeared	appear	VERB
eurjchem-351	191	24	at	at	ADP
eurjchem-351	191	25			NUM
eurjchem-351	191	26	9.64	9.64	NUM
eurjchem-351	191	27	and	and	CCONJ
eurjchem-351	191	28	13.8	13.8	NUM
eurjchem-351	191	29	due	due	ADP
eurjchem-351	191	30	to	to	ADP
eurjchem-351	191	31	pyrrole	pyrrole	VERB
eurjchem-351	191	32	n‐h	n‐h	PRON
eurjchem-351	191	33	and	and	CCONJ
eurjchem-351	191	34	carboxylic	carboxylic	ADJ
eurjchem-351	191	35	o‐h	o‐h	PROPN
eurjchem-351	191	36	(	(	PUNCT
eurjchem-351	191	37	table	table	NOUN
eurjchem-351	191	38	2	2	NUM
eurjchem-351	191	39	)	)	PUNCT
eurjchem-351	191	40	.	.	PUNCT
eurjchem-351	192	1	as	as	SCONJ
eurjchem-351	192	2	depicted	depict	VERB
eurjchem-351	192	3	in	in	ADP
eurjchem-351	192	4	scheme	scheme	NOUN
eurjchem-351	192	5	3	3	NUM
eurjchem-351	192	6	,	,	PUNCT
eurjchem-351	192	7	friedländer	friedländer	NOUN
eurjchem-351	192	8	cyclo‐condensation	cyclo‐condensation	NOUN
eurjchem-351	192	9	reaction	reaction	NOUN
eurjchem-351	192	10	took	take	VERB
eurjchem-351	192	11	place	place	NOUN
eurjchem-351	192	12	,	,	PUNCT
eurjchem-351	192	13	giving	give	VERB
eurjchem-351	192	14	the	the	DET
eurjchem-351	192	15	corresponding	correspond	VERB
eurjchem-351	192	16	azomethine	azomethine	NOUN
eurjchem-351	192	17	intermediate	intermediate	ADJ
eurjchem-351	192	18	,	,	PUNCT
eurjchem-351	192	19	which	which	PRON
eurjchem-351	192	20	underwent	undergo	VERB
eurjchem-351	192	21	an	an	DET
eurjchem-351	192	22	intramolecular	intramolecular	ADJ
eurjchem-351	192	23	sn2	sn2	NOUN
eurjchem-351	192	24	o‐methylation	o‐methylation	PUNCT
eurjchem-351	192	25	of	of	ADP
eurjchem-351	192	26	4‐	4‐	PROPN
eurjchem-351	192	27	hydroxyquinolin‐2‐one	hydroxyquinolin‐2‐one	PROPN
eurjchem-351	192	28	,	,	PUNCT
eurjchem-351	192	29	accompanied	accompany	VERB
eurjchem-351	192	30	by	by	ADP
eurjchem-351	192	31	loss	loss	NOUN
eurjchem-351	192	32	of	of	ADP
eurjchem-351	192	33	methanol	methanol	NOUN
eurjchem-351	192	34	.	.	PUNCT
eurjchem-351	193	1	the	the	DET
eurjchem-351	193	2	presumed	presume	VERB
eurjchem-351	193	3	aldehyde	aldehyde	NOUN
eurjchem-351	193	4	intermediate	intermediate	ADJ
eurjchem-351	193	5	underwent	underwent	ADJ
eurjchem-351	193	6	smooth	smooth	ADJ
eurjchem-351	193	7	cyclization	cyclization	NOUN
eurjchem-351	193	8	,	,	PUNCT
eurjchem-351	193	9	leading	lead	VERB
eurjchem-351	193	10	to	to	ADP
eurjchem-351	193	11	2‐(4‐methoxy‐1‐methyl‐2‐oxo‐1,2‐	2‐(4‐methoxy‐1‐methyl‐2‐oxo‐1,2‐	NUM
eurjchem-351	193	12	dihydroquinolin‐3‐yl)‐1h‐pyrrole‐3‐carboxylic	dihydroquinolin‐3‐yl)‐1h‐pyrrole‐3‐carboxylic	ADJ
eurjchem-351	193	13	acid	acid	NOUN
eurjchem-351	193	14	(	(	PUNCT
eurjchem-351	193	15	8)	8)	NUM
eurjchem-351	193	16	(	(	PUNCT
eurjchem-351	193	17	scheme	scheme	NOUN
eurjchem-351	193	18	3	3	NUM
eurjchem-351	193	19	)	)	PUNCT
eurjchem-351	193	20	.	.	PUNCT
eurjchem-351	194	1	as	as	SCONJ
eurjchem-351	194	2	illustrated	illustrate	VERB
eurjchem-351	194	3	in	in	ADP
eurjchem-351	194	4	scheme	scheme	NOUN
eurjchem-351	194	5	3	3	NUM
eurjchem-351	194	6	,	,	PUNCT
eurjchem-351	194	7	when	when	SCONJ
eurjchem-351	194	8	the	the	DET
eurjchem-351	194	9	‐keto	‐keto	NOUN
eurjchem-351	194	10	acid	acid	NOUN
eurjchem-351	194	11	2	2	NUM
eurjchem-351	194	12	was	be	AUX
eurjchem-351	194	13	subjected	subject	VERB
eurjchem-351	194	14	to	to	PART
eurjchem-351	194	15	react	react	VERB
eurjchem-351	194	16	with	with	ADP
eurjchem-351	194	17	hydrazine	hydrazine	NOUN
eurjchem-351	194	18	hydrate	hydrate	NOUN
eurjchem-351	194	19	,	,	PUNCT
eurjchem-351	194	20	in	in	ADP
eurjchem-351	194	21	boiling	boiling	NOUN
eurjchem-351	194	22	dmf	dmf	PROPN
eurjchem-351	194	23	,	,	PUNCT
eurjchem-351	194	24	the	the	DET
eurjchem-351	194	25	pyrazolinylquinoline	pyrazolinylquinoline	NOUN
eurjchem-351	194	26	9	9	NUM
eurjchem-351	194	27	was	be	AUX
eurjchem-351	194	28	obtained	obtain	VERB
eurjchem-351	194	29	,	,	PUNCT
eurjchem-351	194	30	in	in	ADP
eurjchem-351	194	31	moderate	moderate	ADJ
eurjchem-351	194	32	yield	yield	NOUN
eurjchem-351	194	33	(	(	PUNCT
eurjchem-351	194	34	56	56	NUM
eurjchem-351	194	35	%	%	NOUN
eurjchem-351	194	36	)	)	PUNCT
eurjchem-351	194	37	.	.	PUNCT
eurjchem-351	195	1	the	the	DET
eurjchem-351	195	2	same	same	ADJ
eurjchem-351	195	3	compound	compound	NOUN
eurjchem-351	195	4	was	be	AUX
eurjchem-351	195	5	also	also	ADV
eurjchem-351	195	6	obtained	obtain	VERB
eurjchem-351	195	7	starting	start	VERB
eurjchem-351	195	8	from	from	ADP
eurjchem-351	195	9	the	the	DET
eurjchem-351	195	10	pyranoquinolinedione	pyranoquinolinedione	NOUN
eurjchem-351	195	11	1	1	NUM
eurjchem-351	195	12	as	as	SCONJ
eurjchem-351	195	13	previously	previously	ADV
eurjchem-351	195	14	described	describe	VERB
eurjchem-351	195	15	by	by	ADP
eurjchem-351	195	16	us	we	PRON
eurjchem-351	196	1	[	[	X
eurjchem-351	196	2	16	16	NUM
eurjchem-351	196	3	]	]	PUNCT
eurjchem-351	196	4	.	.	PUNCT
eurjchem-351	197	1	even	even	ADV
eurjchem-351	197	2	,	,	PUNCT
eurjchem-351	197	3	the	the	DET
eurjchem-351	197	4	reported	report	VERB
eurjchem-351	197	5	preparation	preparation	NOUN
eurjchem-351	197	6	yield	yield	NOUN
eurjchem-351	197	7	(	(	PUNCT
eurjchem-351	197	8	92	92	NUM
eurjchem-351	197	9	%	%	NOUN
eurjchem-351	197	10	)	)	PUNCT
eurjchem-351	197	11	is	be	AUX
eurjchem-351	197	12	higher	high	ADJ
eurjchem-351	197	13	than	than	ADP
eurjchem-351	197	14	the	the	DET
eurjchem-351	197	15	present	present	NOUN
eurjchem-351	197	16	but	but	CCONJ
eurjchem-351	197	17	usage	usage	NOUN
eurjchem-351	197	18	of	of	ADP
eurjchem-351	197	19	‐keto	‐keto	NOUN
eurjchem-351	197	20	acid	acid	NOUN
eurjchem-351	197	21	2	2	NUM
eurjchem-351	197	22	in	in	ADP
eurjchem-351	197	23	preparation	preparation	NOUN
eurjchem-351	197	24	is	be	AUX
eurjchem-351	197	25	mandatory	mandatory	ADJ
eurjchem-351	197	26	for	for	ADP
eurjchem-351	197	27	estimation	estimation	NOUN
eurjchem-351	197	28	of	of	ADP
eurjchem-351	197	29	orientation	orientation	NOUN
eurjchem-351	197	30	of	of	ADP
eurjchem-351	197	31	cyclization	cyclization	NOUN
eurjchem-351	197	32	.	.	PUNCT
eurjchem-351	198	1	in	in	ADP
eurjchem-351	198	2	case	case	NOUN
eurjchem-351	198	3	of	of	ADP
eurjchem-351	198	4	‐	‐	NUM
eurjchem-351	198	5	hydroxy‐‐pyrone	hydroxy‐‐pyrone	NOUN
eurjchem-351	198	6	,	,	PUNCT
eurjchem-351	198	7	the	the	DET
eurjchem-351	198	8	nucleophilic	nucleophilic	ADJ
eurjchem-351	198	9	attack	attack	NOUN
eurjchem-351	198	10	starts	start	VERB
eurjchem-351	198	11	at	at	ADP
eurjchem-351	198	12	lactone	lactone	PROPN
eurjchem-351	198	13	c	c	PROPN
eurjchem-351	198	14	=	=	NOUN
eurjchem-351	198	15	o	o	NOUN
eurjchem-351	198	16	followed	follow	VERB
eurjchem-351	198	17	by	by	ADP
eurjchem-351	198	18	cyclization	cyclization	NOUN
eurjchem-351	198	19	with	with	ADP
eurjchem-351	198	20	nucleophilic	nucleophilic	ADJ
eurjchem-351	198	21	replacement	replacement	NOUN
eurjchem-351	198	22	of	of	ADP
eurjchem-351	198	23	the	the	DET
eurjchem-351	198	24	‐	‐	NOUN
eurjchem-351	198	25	enol	enol	NOUN
eurjchem-351	198	26	oh	oh	INTJ
eurjchem-351	198	27	,	,	PUNCT
eurjchem-351	198	28	while	while	SCONJ
eurjchem-351	198	29	in	in	ADP
eurjchem-351	198	30	case	case	NOUN
eurjchem-351	198	31	of	of	ADP
eurjchem-351	198	32	‐keto	‐keto	NOUN
eurjchem-351	198	33	acid	acid	NOUN
eurjchem-351	198	34	this	this	DET
eurjchem-351	198	35	attack	attack	NOUN
eurjchem-351	198	36	should	should	AUX
eurjchem-351	198	37	start	start	VERB
eurjchem-351	198	38	at	at	ADP
eurjchem-351	198	39	the	the	DET
eurjchem-351	198	40	‐c	‐c	NUM
eurjchem-351	198	41	=	=	NOUN
eurjchem-351	198	42	o	o	NOUN
eurjchem-351	198	43	followed	follow	VERB
eurjchem-351	198	44	by	by	ADP
eurjchem-351	198	45	cyclization	cyclization	NOUN
eurjchem-351	198	46	with	with	ADP
eurjchem-351	198	47	cyclo‐condensation	cyclo‐condensation	NOUN
eurjchem-351	198	48	with	with	ADP
eurjchem-351	198	49	the	the	DET
eurjchem-351	198	50	carboxylic	carboxylic	ADJ
eurjchem-351	198	51	group	group	NOUN
eurjchem-351	198	52	.	.	PUNCT
eurjchem-351	199	1	anyhow	anyhow	ADV
eurjchem-351	199	2	in	in	ADP
eurjchem-351	199	3	case	case	NOUN
eurjchem-351	199	4	of	of	ADP
eurjchem-351	199	5	treatment	treatment	NOUN
eurjchem-351	199	6	with	with	ADP
eurjchem-351	199	7	hydrazine	hydrazine	NOUN
eurjchem-351	199	8	no	no	DET
eurjchem-351	199	9	difference	difference	NOUN
eurjchem-351	199	10	is	be	AUX
eurjchem-351	199	11	noticed	notice	VERB
eurjchem-351	199	12	but	but	CCONJ
eurjchem-351	199	13	we	we	PRON
eurjchem-351	199	14	expect	expect	VERB
eurjchem-351	199	15	that	that	SCONJ
eurjchem-351	199	16	both	both	DET
eurjchem-351	199	17	compounds	compound	VERB
eurjchem-351	199	18	1	1	NUM
eurjchem-351	199	19	and	and	CCONJ
eurjchem-351	199	20	2	2	NUM
eurjchem-351	199	21	may	may	AUX
eurjchem-351	199	22	give	give	VERB
eurjchem-351	199	23	different	different	ADJ
eurjchem-351	199	24	products	product	NOUN
eurjchem-351	199	25	on	on	ADP
eurjchem-351	199	26	use	use	NOUN
eurjchem-351	199	27	of	of	ADP
eurjchem-351	199	28	unsymmetrical	unsymmetrical	ADJ
eurjchem-351	199	29	1,2‐binucleophiles	1,2‐binucleophile	NOUN
eurjchem-351	199	30	like	like	ADP
eurjchem-351	199	31	mono‐substituted	mono‐substitute	VERB
eurjchem-351	199	32	hydrazine	hydrazine	NOUN
eurjchem-351	199	33	and	and	CCONJ
eurjchem-351	199	34	hydroxylamine	hydroxylamine	NOUN
eurjchem-351	199	35	.	.	PUNCT
eurjchem-351	200	1	treatment	treatment	NOUN
eurjchem-351	200	2	of	of	ADP
eurjchem-351	200	3	the	the	DET
eurjchem-351	200	4	β‐keto	β‐keto	PUNCT
eurjchem-351	200	5	acid	acid	NOUN
eurjchem-351	200	6	2	2	NUM
eurjchem-351	200	7	with	with	ADP
eurjchem-351	200	8	isatine	isatine	NOUN
eurjchem-351	200	9	was	be	AUX
eurjchem-351	200	10	carried	carry	VERB
eurjchem-351	200	11	out	out	ADP
eurjchem-351	200	12	under	under	ADP
eurjchem-351	200	13	knoevenagel	knoevenagel	NOUN
eurjchem-351	200	14	reaction	reaction	NOUN
eurjchem-351	200	15	conditions	condition	NOUN
eurjchem-351	200	16	using	use	VERB
eurjchem-351	200	17	fused	fuse	VERB
eurjchem-351	200	18	sodium	sodium	NOUN
eurjchem-351	200	19	acetate	acetate	NOUN
eurjchem-351	200	20	and	and	CCONJ
eurjchem-351	200	21	glacial	glacial	ADJ
eurjchem-351	200	22	acetic	acetic	ADJ
eurjchem-351	200	23	acid	acid	NOUN
eurjchem-351	200	24	.	.	PUNCT
eurjchem-351	201	1	the	the	DET
eurjchem-351	201	2	product	product	NOUN
eurjchem-351	201	3	of	of	ADP
eurjchem-351	201	4	this	this	DET
eurjchem-351	201	5	reaction	reaction	NOUN
eurjchem-351	201	6	was	be	AUX
eurjchem-351	201	7	characterized	characterize	VERB
eurjchem-351	201	8	as	as	ADP
eurjchem-351	201	9	3‐quinolinyl‐3‐oxo‐2‐(indol‐3‐ylidene	3‐quinolinyl‐3‐oxo‐2‐(indol‐3‐ylidene	NUM
eurjchem-351	201	10	)	)	PUNCT
eurjchem-351	201	11	propanoic	propanoic	NOUN
eurjchem-351	201	12	acid	acid	NOUN
eurjchem-351	201	13	10	10	NUM
eurjchem-351	201	14	(	(	PUNCT
eurjchem-351	201	15	scheme	scheme	NOUN
eurjchem-351	201	16	4	4	NUM
eurjchem-351	201	17	)	)	PUNCT
eurjchem-351	201	18	.	.	PUNCT
eurjchem-351	202	1	under	under	ADP
eurjchem-351	202	2	this	this	DET
eurjchem-351	202	3	acidic	acidic	ADJ
eurjchem-351	202	4	conditions	condition	NOUN
eurjchem-351	202	5	,	,	PUNCT
eurjchem-351	202	6	it	it	PRON
eurjchem-351	202	7	was	be	AUX
eurjchem-351	202	8	expected	expect	VERB
eurjchem-351	202	9	to	to	PART
eurjchem-351	202	10	obtain	obtain	VERB
eurjchem-351	202	11	the	the	DET
eurjchem-351	202	12	cyclization	cyclization	NOUN
eurjchem-351	202	13	product	product	NOUN
eurjchem-351	202	14	;	;	PUNCT
eurjchem-351	202	15	indolylidene	indolylidene	VERB
eurjchem-351	202	16	pyranoquinoline	pyranoquinoline	NOUN
eurjchem-351	202	17	11	11	NUM
eurjchem-351	202	18	.	.	PUNCT
eurjchem-351	203	1	386	386	NUM
eurjchem-351	203	2	abass	abass	PROPN
eurjchem-351	203	3	et	et	PROPN
eurjchem-351	203	4	al	al	PROPN
eurjchem-351	203	5	.	.	PUNCT
eurjchem-351	203	6	/	/	SYM
eurjchem-351	203	7	european	european	PROPN
eurjchem-351	203	8	journal	journal	PROPN
eurjchem-351	203	9	of	of	ADP
eurjchem-351	203	10	chemistry	chemistry	NOUN
eurjchem-351	203	11	2	2	NUM
eurjchem-351	203	12	(	(	PUNCT
eurjchem-351	203	13	3	3	NUM
eurjchem-351	203	14	)	)	PUNCT
eurjchem-351	203	15	(	(	PUNCT
eurjchem-351	203	16	2011	2011	NUM
eurjchem-351	203	17	)	)	PUNCT
eurjchem-351	203	18	378‐387	378‐387	NOUN
eurjchem-351	204	1	n	n	CCONJ
eurjchem-351	205	1	oh	oh	INTJ
eurjchem-351	205	2	o	o	X
eurjchem-351	205	3	ch3	ch3	PROPN
eurjchem-351	205	4	o	o	PROPN
eurjchem-351	205	5	co2h	co2h	PROPN
eurjchem-351	206	1	n	n	CCONJ
eurjchem-351	207	1	oh	oh	INTJ
eurjchem-351	207	2	cho	cho	NOUN
eurjchem-351	208	1	o	o	NOUN
eurjchem-351	208	2	r	r	NOUN
eurjchem-351	208	3	r	r	NOUN
eurjchem-351	208	4	2	2	NUM
eurjchem-351	208	5	15	15	NUM
eurjchem-351	208	6	17a	17a	NOUN
eurjchem-351	208	7	,	,	PUNCT
eurjchem-351	208	8	r1	r1	PROPN
eurjchem-351	208	9	=	=	PUNCT
eurjchem-351	208	10	me	me	PROPN
eurjchem-351	208	11	;	;	PUNCT
eurjchem-351	209	1	r2	r2	PROPN
eurjchem-351	209	2	=	=	SYM
eurjchem-351	209	3	h	h	PROPN
eurjchem-351	209	4	17b	17b	NUM
eurjchem-351	209	5	,	,	PUNCT
eurjchem-351	209	6	r1	r1	NOUN
eurjchem-351	209	7	=	=	SYM
eurjchem-351	209	8	h	h	NOUN
eurjchem-351	209	9	;	;	PUNCT
eurjchem-351	209	10	r2	r2	PROPN
eurjchem-351	209	11	=	=	PUNCT
eurjchem-351	209	12	me	i	PRON
eurjchem-351	209	13	on	on	ADP
eurjchem-351	209	14	ch3	ch3	PROPN
eurjchem-351	210	1	oh	oh	INTJ
eurjchem-351	210	2	no	no	INTJ
eurjchem-351	210	3	r	r	NOUN
eurjchem-351	211	1	r	r	NOUN
eurjchem-351	211	2	o	o	NOUN
eurjchem-351	212	1	o	o	NOUN
eurjchem-351	212	2	o	o	NOUN
eurjchem-351	212	3	16	16	NUM
eurjchem-351	212	4	o	o	NOUN
eurjchem-351	212	5	n	n	X
eurjchem-351	212	6	ch3	ch3	PROPN
eurjchem-351	213	1	oh	oh	INTJ
eurjchem-351	213	2	o	o	INTJ
eurjchem-351	214	1	n	n	CCONJ
eurjchem-351	215	1	oh	oh	INTJ
eurjchem-351	215	2	r	r	NOUN
eurjchem-351	215	3	o	o	NOUN
eurjchem-351	215	4	r	r	NOUN
eurjchem-351	215	5	co2h	co2h	PROPN
eurjchem-351	215	6	r	r	NOUN
eurjchem-351	215	7	r	r	NOUN
eurjchem-351	215	8	on	on	ADP
eurjchem-351	215	9	ch3	ch3	PROPN
eurjchem-351	215	10	o	o	NOUN
eurjchem-351	216	1	o	o	NOUN
eurjchem-351	216	2	n	n	CCONJ
eurjchem-351	216	3	ho	ho	NOUN
eurjchem-351	216	4	o	o	X
eurjchem-351	216	5	o	o	NOUN
eurjchem-351	216	6	21	21	NUM
eurjchem-351	216	7	on	on	ADP
eurjchem-351	216	8	ch3	ch3	PROPN
eurjchem-351	217	1	oh	oh	INTJ
eurjchem-351	217	2	o	o	INTJ
eurjchem-351	218	1	co2h	co2h	NOUN
eurjchem-351	218	2	o	o	X
eurjchem-351	218	3	o	o	NOUN
eurjchem-351	218	4	on	on	ADP
eurjchem-351	218	5	ch3	ch3	PROPN
eurjchem-351	219	1	o	o	NOUN
eurjchem-351	220	1	o	o	X
eurjchem-351	221	1	o	o	X
eurjchem-351	222	1	o	o	X
eurjchem-351	223	1	o	o	X
eurjchem-351	223	2	o	o	X
eurjchem-351	223	3	o	o	X
eurjchem-351	223	4	cho	cho	PROPN
eurjchem-351	223	5	acona	acona	PROPN
eurjchem-351	223	6	acoh	acoh	NOUN
eurjchem-351	223	7	19	19	NUM
eurjchem-351	223	8	18	18	NUM
eurjchem-351	223	9	20	20	NUM
eurjchem-351	223	10	+	+	CCONJ
eurjchem-351	223	11	on	on	ADP
eurjchem-351	223	12	ch3	ch3	PROPN
eurjchem-351	224	1	oh	oh	INTJ
eurjchem-351	224	2	o	o	NOUN
eurjchem-351	224	3	o	o	X
eurjchem-351	224	4	o	o	NOUN
eurjchem-351	224	5	14a	14a	NOUN
eurjchem-351	224	6	,	,	PUNCT
eurjchem-351	224	7	b	b	PROPN
eurjchem-351	224	8	acona	acona	NOUN
eurjchem-351	224	9	acoh	acoh	ADJ
eurjchem-351	224	10	scheme	scheme	NOUN
eurjchem-351	224	11	5	5	NUM
eurjchem-351	224	12	however	however	ADV
eurjchem-351	224	13	,	,	PUNCT
eurjchem-351	224	14	when	when	SCONJ
eurjchem-351	224	15	the	the	DET
eurjchem-351	224	16	product	product	NOUN
eurjchem-351	224	17	10	10	NUM
eurjchem-351	224	18	was	be	AUX
eurjchem-351	224	19	consequently	consequently	ADV
eurjchem-351	224	20	treated	treat	VERB
eurjchem-351	224	21	with	with	ADP
eurjchem-351	224	22	concentrated	concentrated	ADJ
eurjchem-351	224	23	sulfuric	sulfuric	ADJ
eurjchem-351	224	24	acid	acid	NOUN
eurjchem-351	224	25	,	,	PUNCT
eurjchem-351	224	26	this	this	DET
eurjchem-351	224	27	cyclization	cyclization	NOUN
eurjchem-351	224	28	took	take	VERB
eurjchem-351	224	29	place	place	NOUN
eurjchem-351	224	30	and	and	CCONJ
eurjchem-351	224	31	the	the	DET
eurjchem-351	224	32	compound	compound	NOUN
eurjchem-351	224	33	11	11	NUM
eurjchem-351	224	34	was	be	AUX
eurjchem-351	224	35	formed	form	VERB
eurjchem-351	224	36	.	.	PUNCT
eurjchem-351	225	1	interestingly	interestingly	ADV
eurjchem-351	225	2	,	,	PUNCT
eurjchem-351	225	3	when	when	SCONJ
eurjchem-351	225	4	the	the	DET
eurjchem-351	225	5	pyranoquinoline	pyranoquinoline	NOUN
eurjchem-351	225	6	1	1	NUM
eurjchem-351	225	7	was	be	AUX
eurjchem-351	225	8	subjected	subject	VERB
eurjchem-351	225	9	to	to	PART
eurjchem-351	225	10	react	react	VERB
eurjchem-351	225	11	with	with	ADP
eurjchem-351	225	12	isatine	isatine	NOUN
eurjchem-351	225	13	,	,	PUNCT
eurjchem-351	225	14	in	in	ADP
eurjchem-351	225	15	presence	presence	NOUN
eurjchem-351	225	16	of	of	ADP
eurjchem-351	225	17	fused	fuse	VERB
eurjchem-351	225	18	sodium	sodium	NOUN
eurjchem-351	225	19	acetate	acetate	NOUN
eurjchem-351	225	20	and	and	CCONJ
eurjchem-351	225	21	glacial	glacial	ADJ
eurjchem-351	225	22	acetic	acetic	ADJ
eurjchem-351	225	23	acid	acid	NOUN
eurjchem-351	225	24	,	,	PUNCT
eurjchem-351	225	25	the	the	DET
eurjchem-351	225	26	same	same	ADJ
eurjchem-351	225	27	compound	compound	NOUN
eurjchem-351	225	28	11	11	NUM
eurjchem-351	225	29	was	be	AUX
eurjchem-351	225	30	afforded	afford	VERB
eurjchem-351	225	31	,	,	PUNCT
eurjchem-351	225	32	in	in	ADP
eurjchem-351	225	33	88	88	NUM
eurjchem-351	225	34	%	%	NOUN
eurjchem-351	225	35	yield	yield	NOUN
eurjchem-351	225	36	(	(	PUNCT
eurjchem-351	225	37	scheme	scheme	NOUN
eurjchem-351	225	38	4	4	NUM
eurjchem-351	225	39	)	)	PUNCT
eurjchem-351	225	40	.	.	PUNCT
eurjchem-351	226	1	since	since	SCONJ
eurjchem-351	226	2	benzopyrones	benzopyrone	NOUN
eurjchem-351	226	3	are	be	AUX
eurjchem-351	226	4	well	well	ADV
eurjchem-351	226	5	thought‐out	thought‐out	NOUN
eurjchem-351	226	6	as	as	ADP
eurjchem-351	226	7	useful	useful	ADJ
eurjchem-351	226	8	synthons	synthon	NOUN
eurjchem-351	226	9	to	to	PART
eurjchem-351	226	10	get	get	VERB
eurjchem-351	226	11	diverse	diverse	ADJ
eurjchem-351	226	12	heterocyclic	heterocyclic	ADJ
eurjchem-351	226	13	derivatives	derivative	NOUN
eurjchem-351	226	14	through	through	ADP
eurjchem-351	226	15	ring‐	ring‐	NOUN
eurjchem-351	226	16	opening	opening	NOUN
eurjchem-351	226	17	ring	ring	NOUN
eurjchem-351	226	18	closure	closure	NOUN
eurjchem-351	226	19	(	(	PUNCT
eurjchem-351	226	20	rorc	rorc	NOUN
eurjchem-351	226	21	)	)	PUNCT
eurjchem-351	226	22	reactions	reaction	NOUN
eurjchem-351	227	1	[	[	X
eurjchem-351	227	2	27‐30	27‐30	NUM
eurjchem-351	227	3	]	]	PUNCT
eurjchem-351	227	4	,	,	PUNCT
eurjchem-351	227	5	it	it	PRON
eurjchem-351	227	6	was	be	AUX
eurjchem-351	227	7	planned	plan	VERB
eurjchem-351	227	8	to	to	PART
eurjchem-351	227	9	obtain	obtain	VERB
eurjchem-351	227	10	a	a	DET
eurjchem-351	227	11	new	new	ADJ
eurjchem-351	227	12	quinolinone	quinolinone	NOUN
eurjchem-351	227	13	derivatives	derivative	NOUN
eurjchem-351	227	14	in	in	ADP
eurjchem-351	227	15	which	which	PRON
eurjchem-351	227	16	benzopyrone	benzopyrone	NOUN
eurjchem-351	227	17	nucleus	nucleus	NOUN
eurjchem-351	227	18	was	be	AUX
eurjchem-351	227	19	constructed	construct	VERB
eurjchem-351	227	20	as	as	ADP
eurjchem-351	227	21	substituent	substituent	NOUN
eurjchem-351	227	22	at	at	ADP
eurjchem-351	227	23	position‐3	position‐3	PROPN
eurjchem-351	227	24	.	.	PUNCT
eurjchem-351	228	1	thus	thus	ADV
eurjchem-351	228	2	,	,	PUNCT
eurjchem-351	228	3	β‐	β‐	PROPN
eurjchem-351	228	4	keto	keto	NOUN
eurjchem-351	228	5	acid	acid	NOUN
eurjchem-351	228	6	2	2	NUM
eurjchem-351	228	7	was	be	AUX
eurjchem-351	228	8	subjected	subject	VERB
eurjchem-351	228	9	to	to	PART
eurjchem-351	228	10	react	react	VERB
eurjchem-351	228	11	with	with	ADP
eurjchem-351	228	12	salicylaldehyde	salicylaldehyde	NOUN
eurjchem-351	228	13	,	,	PUNCT
eurjchem-351	228	14	in	in	ADP
eurjchem-351	228	15	presence	presence	NOUN
eurjchem-351	228	16	of	of	ADP
eurjchem-351	228	17	piperidine	piperidine	NOUN
eurjchem-351	228	18	in	in	ADP
eurjchem-351	228	19	boiling	boiling	NOUN
eurjchem-351	228	20	ethanol	ethanol	NOUN
eurjchem-351	228	21	.	.	PUNCT
eurjchem-351	229	1	both	both	PRON
eurjchem-351	229	2	coumarin	coumarin	VERB
eurjchem-351	229	3	derivative	derivative	NOUN
eurjchem-351	229	4	12	12	NUM
eurjchem-351	229	5	and	and	CCONJ
eurjchem-351	229	6	pyranoquinoline	pyranoquinoline	PROPN
eurjchem-351	229	7	derivative	derivative	ADJ
eurjchem-351	229	8	13	13	NUM
eurjchem-351	229	9	were	be	AUX
eurjchem-351	229	10	expected	expect	VERB
eurjchem-351	229	11	as	as	ADP
eurjchem-351	229	12	products	product	NOUN
eurjchem-351	229	13	of	of	ADP
eurjchem-351	229	14	this	this	DET
eurjchem-351	229	15	reaction	reaction	NOUN
eurjchem-351	229	16	(	(	PUNCT
eurjchem-351	229	17	scheme	scheme	NOUN
eurjchem-351	229	18	4	4	NUM
eurjchem-351	229	19	)	)	PUNCT
eurjchem-351	229	20	.	.	PUNCT
eurjchem-351	230	1	for	for	ADP
eurjchem-351	230	2	such	such	ADJ
eurjchem-351	230	3	reaction	reaction	NOUN
eurjchem-351	230	4	the	the	DET
eurjchem-351	230	5	plausible	plausible	ADJ
eurjchem-351	230	6	knoevenagel	knoevenagel	NOUN
eurjchem-351	230	7	condensation	condensation	NOUN
eurjchem-351	230	8	intermediate	intermediate	ADJ
eurjchem-351	230	9	was	be	AUX
eurjchem-351	230	10	suggested	suggest	VERB
eurjchem-351	230	11	due	due	ADP
eurjchem-351	230	12	to	to	ADP
eurjchem-351	230	13	the	the	DET
eurjchem-351	230	14	reactivity	reactivity	NOUN
eurjchem-351	230	15	of	of	ADP
eurjchem-351	230	16	methylene	methylene	NOUN
eurjchem-351	230	17	of	of	ADP
eurjchem-351	230	18	the	the	DET
eurjchem-351	230	19	β‐keto	β‐keto	PUNCT
eurjchem-351	230	20	acid	acid	NOUN
eurjchem-351	230	21	2	2	NUM
eurjchem-351	230	22	.	.	PUNCT
eurjchem-351	231	1	this	this	DET
eurjchem-351	231	2	intermediate	intermediate	NOUN
eurjchem-351	231	3	can	can	AUX
eurjchem-351	231	4	undergo	undergo	VERB
eurjchem-351	231	5	intramolecular	intramolecular	ADJ
eurjchem-351	231	6	nucleophilic	nucleophilic	ADJ
eurjchem-351	231	7	lactonization	lactonization	NOUN
eurjchem-351	231	8	,	,	PUNCT
eurjchem-351	231	9	forming	form	VERB
eurjchem-351	231	10	either	either	CCONJ
eurjchem-351	231	11	coumarin	coumarin	NOUN
eurjchem-351	231	12	derivative	derivative	ADJ
eurjchem-351	231	13	12	12	NUM
eurjchem-351	231	14	or	or	CCONJ
eurjchem-351	231	15	pyranoquinoline	pyranoquinoline	VERB
eurjchem-351	231	16	derivative	derivative	ADJ
eurjchem-351	231	17	13	13	NUM
eurjchem-351	231	18	.	.	PUNCT
eurjchem-351	232	1	the	the	DET
eurjchem-351	232	2	elemental	elemental	ADJ
eurjchem-351	232	3	and	and	CCONJ
eurjchem-351	232	4	mass	mass	ADJ
eurjchem-351	232	5	analyses	analysis	NOUN
eurjchem-351	232	6	of	of	ADP
eurjchem-351	232	7	the	the	DET
eurjchem-351	232	8	product	product	NOUN
eurjchem-351	232	9	are	be	AUX
eurjchem-351	232	10	not	not	PART
eurjchem-351	232	11	differential	differential	ADJ
eurjchem-351	232	12	because	because	SCONJ
eurjchem-351	232	13	both	both	PRON
eurjchem-351	232	14	expected	expect	VERB
eurjchem-351	232	15	structures	structure	NOUN
eurjchem-351	232	16	are	be	AUX
eurjchem-351	232	17	isomers	isomer	NOUN
eurjchem-351	232	18	.	.	PUNCT
eurjchem-351	233	1	1h	1h	NUM
eurjchem-351	233	2	nmr	nmr	NOUN
eurjchem-351	233	3	spectrum	spectrum	NOUN
eurjchem-351	233	4	of	of	ADP
eurjchem-351	233	5	the	the	DET
eurjchem-351	233	6	product	product	NOUN
eurjchem-351	233	7	gave	give	VERB
eurjchem-351	233	8	important	important	ADJ
eurjchem-351	233	9	information	information	NOUN
eurjchem-351	233	10	about	about	ADP
eurjchem-351	233	11	characterization	characterization	NOUN
eurjchem-351	233	12	of	of	ADP
eurjchem-351	233	13	its	its	PRON
eurjchem-351	233	14	structure	structure	NOUN
eurjchem-351	233	15	.	.	PUNCT
eurjchem-351	234	1	thus	thus	ADV
eurjchem-351	234	2	,	,	PUNCT
eurjchem-351	234	3	it	it	PRON
eurjchem-351	234	4	exhibited	exhibit	VERB
eurjchem-351	234	5	a	a	DET
eurjchem-351	234	6	singlet	singlet	ADJ
eurjchem-351	234	7	signal	signal	NOUN
eurjchem-351	234	8	at	at	ADP
eurjchem-351	234	9			NUM
eurjchem-351	234	10	8.16	8.16	NUM
eurjchem-351	234	11	,	,	PUNCT
eurjchem-351	234	12	which	which	PRON
eurjchem-351	234	13	is	be	AUX
eurjchem-351	234	14	characteristic	characteristic	ADJ
eurjchem-351	234	15	for	for	ADP
eurjchem-351	234	16	chemical	chemical	ADJ
eurjchem-351	234	17	shift	shift	NOUN
eurjchem-351	234	18	of	of	ADP
eurjchem-351	234	19	c‐h	c‐h	PROPN
eurjchem-351	234	20	at	at	ADP
eurjchem-351	234	21	position	position	NOUN
eurjchem-351	234	22	4	4	NUM
eurjchem-351	234	23	of	of	ADP
eurjchem-351	234	24	‐pyrone	‐pyrone	NUM
eurjchem-351	234	25	.	.	PUNCT
eurjchem-351	235	1	this	this	PRON
eurjchem-351	235	2	indicates	indicate	VERB
eurjchem-351	235	3	that	that	SCONJ
eurjchem-351	235	4	the	the	DET
eurjchem-351	235	5	structure	structure	NOUN
eurjchem-351	235	6	of	of	ADP
eurjchem-351	235	7	the	the	DET
eurjchem-351	235	8	product	product	NOUN
eurjchem-351	235	9	is	be	AUX
eurjchem-351	235	10	the	the	DET
eurjchem-351	235	11	coumarin	coumarin	NOUN
eurjchem-351	235	12	12	12	NUM
eurjchem-351	235	13	(	(	PUNCT
eurjchem-351	235	14	scheme	scheme	NOUN
eurjchem-351	235	15	4	4	NUM
eurjchem-351	235	16	)	)	PUNCT
eurjchem-351	235	17	.	.	PUNCT
eurjchem-351	236	1	interestingly	interestingly	ADV
eurjchem-351	236	2	,	,	PUNCT
eurjchem-351	236	3	we	we	PRON
eurjchem-351	236	4	checked	check	VERB
eurjchem-351	236	5	this	this	DET
eurjchem-351	236	6	result	result	NOUN
eurjchem-351	236	7	by	by	ADP
eurjchem-351	236	8	an	an	DET
eurjchem-351	236	9	alternate	alternate	ADJ
eurjchem-351	236	10	route	route	NOUN
eurjchem-351	236	11	when	when	SCONJ
eurjchem-351	236	12	we	we	PRON
eurjchem-351	236	13	carried	carry	VERB
eurjchem-351	236	14	out	out	ADP
eurjchem-351	236	15	the	the	DET
eurjchem-351	236	16	reaction	reaction	NOUN
eurjchem-351	236	17	of	of	ADP
eurjchem-351	236	18	salicylaldehyde	salicylaldehyde	NOUN
eurjchem-351	236	19	with	with	ADP
eurjchem-351	236	20	pyranoquinoline	pyranoquinoline	NOUN
eurjchem-351	236	21	1	1	NUM
eurjchem-351	236	22	,	,	PUNCT
eurjchem-351	236	23	in	in	ADP
eurjchem-351	236	24	acidic	acidic	ADJ
eurjchem-351	236	25	medium	medium	NOUN
eurjchem-351	236	26	to	to	PART
eurjchem-351	236	27	retain	retain	VERB
eurjchem-351	236	28	the	the	DET
eurjchem-351	236	29	pyrone	pyrone	NOUN
eurjchem-351	236	30	nucleus	nucleus	NOUN
eurjchem-351	236	31	during	during	ADP
eurjchem-351	236	32	the	the	DET
eurjchem-351	236	33	reaction	reaction	NOUN
eurjchem-351	236	34	.	.	PUNCT
eurjchem-351	237	1	this	this	DET
eurjchem-351	237	2	reaction	reaction	NOUN
eurjchem-351	237	3	was	be	AUX
eurjchem-351	237	4	constructed	construct	VERB
eurjchem-351	237	5	building	building	NOUN
eurjchem-351	237	6	on	on	ADP
eurjchem-351	237	7	the	the	DET
eurjchem-351	237	8	presence	presence	NOUN
eurjchem-351	237	9	of	of	ADP
eurjchem-351	237	10	4‐hydroxy‐2‐pyrone	4‐hydroxy‐2‐pyrone	NOUN
eurjchem-351	237	11	as	as	ADP
eurjchem-351	237	12	malonyl	malonyl	NOUN
eurjchem-351	237	13	heterocycles	heterocycle	NOUN
eurjchem-351	237	14	,	,	PUNCT
eurjchem-351	237	15	a	a	DET
eurjchem-351	237	16	tautomeric	tautomeric	ADJ
eurjchem-351	237	17	1,3‐dione	1,3‐dione	NUM
eurjchem-351	237	18	form	form	NOUN
eurjchem-351	237	19	,	,	PUNCT
eurjchem-351	237	20	which	which	PRON
eurjchem-351	237	21	possesses	possess	VERB
eurjchem-351	237	22	an	an	DET
eurjchem-351	237	23	active	active	ADJ
eurjchem-351	237	24	methylene	methylene	NOUN
eurjchem-351	237	25	site	site	NOUN
eurjchem-351	237	26	.	.	PUNCT
eurjchem-351	238	1	thus	thus	ADV
eurjchem-351	238	2	,	,	PUNCT
eurjchem-351	238	3	this	this	DET
eurjchem-351	238	4	condensation	condensation	NOUN
eurjchem-351	238	5	was	be	AUX
eurjchem-351	238	6	carried	carry	VERB
eurjchem-351	238	7	out	out	ADP
eurjchem-351	238	8	,	,	PUNCT
eurjchem-351	238	9	in	in	ADP
eurjchem-351	238	10	presence	presence	NOUN
eurjchem-351	238	11	of	of	ADP
eurjchem-351	238	12	fused	fuse	VERB
eurjchem-351	238	13	sodium	sodium	NOUN
eurjchem-351	238	14	acetate	acetate	NOUN
eurjchem-351	238	15	and	and	CCONJ
eurjchem-351	238	16	glacial	glacial	ADJ
eurjchem-351	238	17	acetic	acetic	ADJ
eurjchem-351	238	18	acid	acid	NOUN
eurjchem-351	238	19	,	,	PUNCT
eurjchem-351	238	20	to	to	PART
eurjchem-351	238	21	give	give	VERB
eurjchem-351	238	22	a	a	DET
eurjchem-351	238	23	single	single	ADJ
eurjchem-351	238	24	product	product	NOUN
eurjchem-351	238	25	which	which	PRON
eurjchem-351	238	26	was	be	AUX
eurjchem-351	238	27	found	find	VERB
eurjchem-351	238	28	to	to	PART
eurjchem-351	238	29	be	be	AUX
eurjchem-351	238	30	different	different	ADJ
eurjchem-351	238	31	from	from	ADP
eurjchem-351	238	32	the	the	DET
eurjchem-351	238	33	coumarin	coumarin	NOUN
eurjchem-351	238	34	derivative	derivative	ADJ
eurjchem-351	238	35	12	12	NUM
eurjchem-351	238	36	.	.	PUNCT
eurjchem-351	239	1	again	again	ADV
eurjchem-351	239	2	1h	1h	NUM
eurjchem-351	239	3	nmr	nmr	NOUN
eurjchem-351	239	4	was	be	AUX
eurjchem-351	239	5	used	use	VERB
eurjchem-351	239	6	to	to	PART
eurjchem-351	239	7	distinguish	distinguish	VERB
eurjchem-351	239	8	the	the	DET
eurjchem-351	239	9	structure	structure	NOUN
eurjchem-351	239	10	of	of	ADP
eurjchem-351	239	11	the	the	DET
eurjchem-351	239	12	product	product	NOUN
eurjchem-351	239	13	in	in	ADP
eurjchem-351	239	14	which	which	PRON
eurjchem-351	239	15	a	a	DET
eurjchem-351	239	16	methine	methine	ADJ
eurjchem-351	239	17	proton	proton	NOUN
eurjchem-351	239	18	was	be	AUX
eurjchem-351	239	19	observed	observe	VERB
eurjchem-351	239	20	in	in	ADP
eurjchem-351	239	21	the	the	DET
eurjchem-351	239	22	normal	normal	ADJ
eurjchem-351	239	23	olefinic	olefinic	ADJ
eurjchem-351	239	24	region	region	NOUN
eurjchem-351	239	25	as	as	ADP
eurjchem-351	239	26	singlet	singlet	NOUN
eurjchem-351	239	27	at	at	ADP
eurjchem-351	239	28	δ	δ	PROPN
eurjchem-351	239	29	5.68	5.68	NUM
eurjchem-351	239	30	.	.	PUNCT
eurjchem-351	240	1	these	these	DET
eurjchem-351	240	2	results	result	NOUN
eurjchem-351	240	3	confirmed	confirm	VERB
eurjchem-351	240	4	that	that	SCONJ
eurjchem-351	240	5	the	the	DET
eurjchem-351	240	6	latter	latter	ADJ
eurjchem-351	240	7	product	product	NOUN
eurjchem-351	240	8	is	be	AUX
eurjchem-351	240	9	the	the	DET
eurjchem-351	240	10	expected	expect	VERB
eurjchem-351	240	11	structure	structure	NOUN
eurjchem-351	240	12	of	of	ADP
eurjchem-351	240	13	3‐benzylidenepyrano[3,2‐c]quinolinetrione	3‐benzylidenepyrano[3,2‐c]quinolinetrione	SYM
eurjchem-351	240	14	13	13	NUM
eurjchem-351	240	15	(	(	PUNCT
eurjchem-351	240	16	scheme	scheme	NOUN
eurjchem-351	240	17	4	4	NUM
eurjchem-351	240	18	)	)	PUNCT
eurjchem-351	240	19	.	.	PUNCT
eurjchem-351	241	1	knoevenagel	knoevenagel	NOUN
eurjchem-351	241	2	condensation	condensation	NOUN
eurjchem-351	241	3	of	of	ADP
eurjchem-351	241	4	the	the	DET
eurjchem-351	241	5	‐keto	‐keto	NOUN
eurjchem-351	241	6	acid	acid	NOUN
eurjchem-351	241	7	2	2	NUM
eurjchem-351	241	8	with	with	ADP
eurjchem-351	241	9	quinoline‐3‐carbaldehydes	quinoline‐3‐carbaldehydes	NUM
eurjchem-351	241	10	14a	14a	NOUN
eurjchem-351	241	11	,	,	PUNCT
eurjchem-351	241	12	b	b	NUM
eurjchem-351	241	13	was	be	AUX
eurjchem-351	241	14	carried	carry	VERB
eurjchem-351	241	15	out	out	ADP
eurjchem-351	241	16	,	,	PUNCT
eurjchem-351	241	17	in	in	ADP
eurjchem-351	241	18	the	the	DET
eurjchem-351	241	19	presence	presence	NOUN
eurjchem-351	241	20	of	of	ADP
eurjchem-351	241	21	freshly	freshly	ADV
eurjchem-351	241	22	fused	fuse	VERB
eurjchem-351	241	23	sodium	sodium	NOUN
eurjchem-351	241	24	acetate	acetate	NOUN
eurjchem-351	241	25	in	in	ADP
eurjchem-351	241	26	glacial	glacial	ADJ
eurjchem-351	241	27	acetic	acetic	ADJ
eurjchem-351	241	28	acid	acid	NOUN
eurjchem-351	241	29	aiming	aim	VERB
eurjchem-351	241	30	to	to	PART
eurjchem-351	241	31	get	get	VERB
eurjchem-351	241	32	the	the	DET
eurjchem-351	241	33	acrylic	acrylic	NOUN
eurjchem-351	241	34	acid	acid	NOUN
eurjchem-351	241	35	derivative	derivative	ADJ
eurjchem-351	241	36	15	15	NUM
eurjchem-351	241	37	.	.	PUNCT
eurjchem-351	242	1	albeit	albeit	ADV
eurjchem-351	242	2	,	,	PUNCT
eurjchem-351	242	3	the	the	DET
eurjchem-351	242	4	expected	expect	VERB
eurjchem-351	242	5	acrylic	acrylic	NOUN
eurjchem-351	242	6	acid	acid	NOUN
eurjchem-351	242	7	derivative	derivative	ADJ
eurjchem-351	242	8	15	15	NUM
eurjchem-351	242	9	was	be	AUX
eurjchem-351	242	10	not	not	PART
eurjchem-351	242	11	isolated	isolate	VERB
eurjchem-351	242	12	,	,	PUNCT
eurjchem-351	242	13	its	its	PRON
eurjchem-351	242	14	cyclized	cyclize	VERB
eurjchem-351	242	15	products	product	NOUN
eurjchem-351	242	16	3‐(quinolinylmethylene)pyrano[3,2‐c]quinolinetriones	3‐(quinolinylmethylene)pyrano[3,2‐c]quinolinetrione	NOUN
eurjchem-351	242	17	17a	17a	NOUN
eurjchem-351	242	18	,	,	PUNCT
eurjchem-351	242	19	b	b	NUM
eurjchem-351	242	20	were	be	AUX
eurjchem-351	242	21	obtained	obtain	VERB
eurjchem-351	242	22	(	(	PUNCT
eurjchem-351	242	23	scheme	scheme	NOUN
eurjchem-351	242	24	5	5	NUM
eurjchem-351	242	25	)	)	PUNCT
eurjchem-351	242	26	.	.	PUNCT
eurjchem-351	243	1	the	the	DET
eurjchem-351	243	2	structure	structure	NOUN
eurjchem-351	243	3	of	of	ADP
eurjchem-351	243	4	the	the	DET
eurjchem-351	243	5	products	product	NOUN
eurjchem-351	243	6	was	be	AUX
eurjchem-351	243	7	established	establish	VERB
eurjchem-351	243	8	on	on	ADP
eurjchem-351	243	9	basis	basis	NOUN
eurjchem-351	243	10	of	of	ADP
eurjchem-351	243	11	their	their	PRON
eurjchem-351	243	12	spectral	spectral	ADJ
eurjchem-351	243	13	and	and	CCONJ
eurjchem-351	243	14	analytical	analytical	ADJ
eurjchem-351	243	15	data	datum	NOUN
eurjchem-351	243	16	,	,	PUNCT
eurjchem-351	243	17	which	which	PRON
eurjchem-351	243	18	showed	show	VERB
eurjchem-351	243	19	the	the	DET
eurjchem-351	243	20	disappearance	disappearance	NOUN
eurjchem-351	243	21	of	of	ADP
eurjchem-351	243	22	the	the	DET
eurjchem-351	243	23	carboxylic	carboxylic	ADJ
eurjchem-351	243	24	group	group	NOUN
eurjchem-351	243	25	and	and	CCONJ
eurjchem-351	243	26	the	the	DET
eurjchem-351	243	27	presence	presence	NOUN
eurjchem-351	243	28	of	of	ADP
eurjchem-351	243	29	only	only	ADV
eurjchem-351	243	30	one	one	NUM
eurjchem-351	243	31	hydroxyl	hydroxyl	NOUN
eurjchem-351	243	32	group	group	NOUN
eurjchem-351	243	33	.	.	PUNCT
eurjchem-351	244	1	it	it	PRON
eurjchem-351	244	2	is	be	AUX
eurjchem-351	244	3	worthwhile	worthwhile	ADJ
eurjchem-351	244	4	to	to	PART
eurjchem-351	244	5	take	take	VERB
eurjchem-351	244	6	into	into	ADP
eurjchem-351	244	7	account	account	NOUN
eurjchem-351	244	8	the	the	DET
eurjchem-351	244	9	other	other	ADJ
eurjchem-351	244	10	reasonable	reasonable	ADJ
eurjchem-351	244	11	isomeric	isomeric	ADJ
eurjchem-351	244	12	structure	structure	NOUN
eurjchem-351	244	13	16	16	NUM
eurjchem-351	244	14	.	.	PUNCT
eurjchem-351	245	1	elemental	elemental	ADJ
eurjchem-351	245	2	microanalyses	microanalysis	NOUN
eurjchem-351	245	3	and	and	CCONJ
eurjchem-351	245	4	ir	ir	PROPN
eurjchem-351	245	5	spectra	spectra	PROPN
eurjchem-351	245	6	did	do	AUX
eurjchem-351	245	7	not	not	PART
eurjchem-351	245	8	give	give	VERB
eurjchem-351	245	9	significant	significant	ADJ
eurjchem-351	245	10	information	information	NOUN
eurjchem-351	245	11	to	to	PART
eurjchem-351	245	12	deduce	deduce	VERB
eurjchem-351	245	13	which	which	DET
eurjchem-351	245	14	structure	structure	NOUN
eurjchem-351	245	15	16	16	NUM
eurjchem-351	245	16	or	or	CCONJ
eurjchem-351	245	17	17	17	NUM
eurjchem-351	245	18	is	be	AUX
eurjchem-351	245	19	the	the	DET
eurjchem-351	245	20	product	product	NOUN
eurjchem-351	245	21	.	.	PUNCT
eurjchem-351	246	1	1h	1h	NUM
eurjchem-351	246	2	nmr	nmr	NOUN
eurjchem-351	246	3	spectrum	spectrum	NOUN
eurjchem-351	246	4	showed	show	VERB
eurjchem-351	246	5	singlet	singlet	ADJ
eurjchem-351	246	6	peak	peak	NOUN
eurjchem-351	246	7	due	due	ADP
eurjchem-351	246	8	to	to	ADP
eurjchem-351	246	9	chemical	chemical	ADJ
eurjchem-351	246	10	shift	shift	NOUN
eurjchem-351	246	11	of	of	ADP
eurjchem-351	246	12	olefinic	olefinic	ADJ
eurjchem-351	246	13	c‐h	c‐h	PROPN
eurjchem-351	246	14	proton	proton	NOUN
eurjchem-351	246	15	appeared	appear	VERB
eurjchem-351	246	16	at	at	ADP
eurjchem-351	246	17	δ	δ	PROPN
eurjchem-351	246	18	5.82	5.82	NUM
eurjchem-351	246	19	corresponding	correspond	VERB
eurjchem-351	246	20	to	to	ADP
eurjchem-351	246	21	compound	compound	VERB
eurjchem-351	246	22	17a	17a	NOUN
eurjchem-351	246	23	,	,	PUNCT
eurjchem-351	246	24	and	and	CCONJ
eurjchem-351	246	25	at	at	ADP
eurjchem-351	246	26	δ	δ	PROPN
eurjchem-351	246	27	5.44	5.44	NUM
eurjchem-351	246	28	corresponding	correspond	VERB
eurjchem-351	246	29	to	to	ADP
eurjchem-351	246	30	compound	compound	VERB
eurjchem-351	246	31	17b	17b	NUM
eurjchem-351	246	32	.	.	PUNCT
eurjchem-351	247	1	these	these	DET
eurjchem-351	247	2	results	result	NOUN
eurjchem-351	247	3	confirmed	confirm	VERB
eurjchem-351	247	4	the	the	DET
eurjchem-351	247	5	proposed	propose	VERB
eurjchem-351	247	6	lactonization	lactonization	NOUN
eurjchem-351	247	7	,	,	PUNCT
eurjchem-351	247	8	excluding	exclude	VERB
eurjchem-351	247	9	formation	formation	NOUN
eurjchem-351	247	10	of	of	ADP
eurjchem-351	247	11	structure	structure	NOUN
eurjchem-351	247	12	16	16	NUM
eurjchem-351	247	13	.	.	PUNCT
eurjchem-351	248	1	there	there	PRON
eurjchem-351	248	2	is	be	VERB
eurjchem-351	248	3	no	no	DET
eurjchem-351	248	4	explanation	explanation	NOUN
eurjchem-351	248	5	for	for	ADP
eurjchem-351	248	6	these	these	DET
eurjchem-351	248	7	results	result	NOUN
eurjchem-351	248	8	other	other	ADJ
eurjchem-351	248	9	than	than	ADP
eurjchem-351	248	10	the	the	DET
eurjchem-351	248	11	formation	formation	NOUN
eurjchem-351	248	12	of	of	ADP
eurjchem-351	248	13	z‐intermediate	z‐intermediate	NUM
eurjchem-351	248	14	15	15	NUM
eurjchem-351	248	15	which	which	PRON
eurjchem-351	248	16	is	be	AUX
eurjchem-351	248	17	stabilized	stabilize	VERB
eurjchem-351	248	18	through	through	ADP
eurjchem-351	248	19	the	the	DET
eurjchem-351	248	20	extended	extended	ADJ
eurjchem-351	248	21	conjugation	conjugation	NOUN
eurjchem-351	248	22	of	of	ADP
eurjchem-351	248	23	the	the	DET
eurjchem-351	248	24	chain	chain	NOUN
eurjchem-351	248	25	ho‐	ho‐	VERB
eurjchem-351	248	26	abass	abass	PROPN
eurjchem-351	248	27	et	et	PROPN
eurjchem-351	248	28	al	al	PROPN
eurjchem-351	248	29	.	.	PUNCT
eurjchem-351	248	30	/	/	SYM
eurjchem-351	248	31	european	european	PROPN
eurjchem-351	248	32	journal	journal	PROPN
eurjchem-351	248	33	of	of	ADP
eurjchem-351	248	34	chemistry	chemistry	NOUN
eurjchem-351	248	35	2	2	NUM
eurjchem-351	248	36	(	(	PUNCT
eurjchem-351	248	37	3	3	NUM
eurjchem-351	248	38	)	)	PUNCT
eurjchem-351	248	39	(	(	PUNCT
eurjchem-351	248	40	2011	2011	NUM
eurjchem-351	248	41	)	)	PUNCT
eurjchem-351	248	42	378‐387	378‐387	NOUN
eurjchem-351	248	43	387	387	NUM
eurjchem-351	248	44	c	c	X
eurjchem-351	248	45	=	=	X
eurjchem-351	248	46	c‐ch	c‐ch	NOUN
eurjchem-351	248	47	=	=	ADJ
eurjchem-351	248	48	c‐c	c‐c	NOUN
eurjchem-351	248	49	=	=	NOUN
eurjchem-351	248	50	ooh	ooh	PROPN
eurjchem-351	248	51	,	,	PUNCT
eurjchem-351	248	52	in	in	ADP
eurjchem-351	248	53	addition	addition	NOUN
eurjchem-351	248	54	to	to	ADP
eurjchem-351	248	55	additional	additional	ADJ
eurjchem-351	248	56	stabilization	stabilization	NOUN
eurjchem-351	248	57	comes	come	VERB
eurjchem-351	248	58	from	from	ADP
eurjchem-351	248	59	intramolecular	intramolecular	ADJ
eurjchem-351	248	60	h‐bonding	h‐bonding	NOUN
eurjchem-351	248	61	between	between	ADP
eurjchem-351	248	62	carboxylic	carboxylic	ADJ
eurjchem-351	248	63	function	function	NOUN
eurjchem-351	248	64	and	and	CCONJ
eurjchem-351	248	65	its	its	PRON
eurjchem-351	248	66	neighbouring	neighbouring	ADJ
eurjchem-351	248	67	hydroxy	hydroxy	NOUN
eurjchem-351	248	68	and	and	CCONJ
eurjchem-351	248	69	oxo	oxo	NOUN
eurjchem-351	248	70	functions	function	NOUN
eurjchem-351	248	71	(	(	PUNCT
eurjchem-351	248	72	scheme	scheme	NOUN
eurjchem-351	248	73	5	5	NUM
eurjchem-351	248	74	)	)	PUNCT
eurjchem-351	248	75	the	the	DET
eurjchem-351	248	76	‐keto	‐keto	NOUN
eurjchem-351	248	77	acid	acid	NOUN
eurjchem-351	248	78	2	2	NUM
eurjchem-351	248	79	was	be	AUX
eurjchem-351	248	80	subjected	subject	VERB
eurjchem-351	248	81	to	to	PART
eurjchem-351	248	82	react	react	VERB
eurjchem-351	248	83	with	with	ADP
eurjchem-351	248	84	4‐oxo‐4h‐	4‐oxo‐4h‐	PROPN
eurjchem-351	248	85	chromene‐3‐carbaldehyde	chromene‐3‐carbaldehyde	PROPN
eurjchem-351	248	86	(	(	PUNCT
eurjchem-351	248	87	18	18	NUM
eurjchem-351	248	88	)	)	PUNCT
eurjchem-351	248	89	,	,	PUNCT
eurjchem-351	248	90	in	in	ADP
eurjchem-351	248	91	presence	presence	NOUN
eurjchem-351	248	92	of	of	ADP
eurjchem-351	248	93	fused	fuse	VERB
eurjchem-351	248	94	sodium	sodium	NOUN
eurjchem-351	248	95	acetate	acetate	NOUN
eurjchem-351	248	96	.	.	PUNCT
eurjchem-351	249	1	this	this	DET
eurjchem-351	249	2	reaction	reaction	NOUN
eurjchem-351	249	3	led	lead	VERB
eurjchem-351	249	4	to	to	ADP
eurjchem-351	249	5	the	the	DET
eurjchem-351	249	6	formation	formation	NOUN
eurjchem-351	249	7	of	of	ADP
eurjchem-351	249	8	two	two	NUM
eurjchem-351	249	9	isolable	isolable	ADJ
eurjchem-351	249	10	products	product	NOUN
eurjchem-351	249	11	.	.	PUNCT
eurjchem-351	250	1	characterization	characterization	NOUN
eurjchem-351	250	2	of	of	ADP
eurjchem-351	250	3	the	the	DET
eurjchem-351	250	4	two	two	NUM
eurjchem-351	250	5	products	product	NOUN
eurjchem-351	250	6	proved	prove	VERB
eurjchem-351	250	7	that	that	SCONJ
eurjchem-351	250	8	the	the	DET
eurjchem-351	250	9	major	major	ADJ
eurjchem-351	250	10	product	product	NOUN
eurjchem-351	250	11	is	be	AUX
eurjchem-351	250	12	3‐(chromenylmethylene)pyrano[3,2‐	3‐(chromenylmethylene)pyrano[3,2‐	PROPN
eurjchem-351	250	13	c]quinolinetrione	c]quinolinetrione	NOUN
eurjchem-351	250	14	20	20	NUM
eurjchem-351	250	15	.	.	PUNCT
eurjchem-351	251	1	the	the	DET
eurjchem-351	251	2	minor	minor	ADJ
eurjchem-351	251	3	product	product	NOUN
eurjchem-351	251	4	,	,	PUNCT
eurjchem-351	251	5	which	which	PRON
eurjchem-351	251	6	was	be	AUX
eurjchem-351	251	7	separated	separate	VERB
eurjchem-351	251	8	from	from	ADP
eurjchem-351	251	9	the	the	DET
eurjchem-351	251	10	dmf	dmf	PROPN
eurjchem-351	251	11	filtrate	filtrate	NOUN
eurjchem-351	251	12	of	of	ADP
eurjchem-351	251	13	crystallization	crystallization	NOUN
eurjchem-351	251	14	of	of	ADP
eurjchem-351	251	15	reaction	reaction	NOUN
eurjchem-351	251	16	product	product	NOUN
eurjchem-351	251	17	,	,	PUNCT
eurjchem-351	251	18	was	be	AUX
eurjchem-351	251	19	characterized	characterize	VERB
eurjchem-351	251	20	as	as	ADP
eurjchem-351	251	21	3‐(3‐chromenyl)acryloylquinolinone	3‐(3‐chromenyl)acryloylquinolinone	NUM
eurjchem-351	251	22	21	21	NUM
eurjchem-351	251	23	(	(	PUNCT
eurjchem-351	251	24	scheme	scheme	NOUN
eurjchem-351	251	25	5	5	NUM
eurjchem-351	251	26	)	)	PUNCT
eurjchem-351	251	27	.	.	PUNCT
eurjchem-351	252	1	the	the	DET
eurjchem-351	252	2	structure	structure	NOUN
eurjchem-351	252	3	of	of	ADP
eurjchem-351	252	4	the	the	DET
eurjchem-351	252	5	major	major	ADJ
eurjchem-351	252	6	product	product	NOUN
eurjchem-351	252	7	pyranoquinoline	pyranoquinoline	NOUN
eurjchem-351	252	8	20	20	NUM
eurjchem-351	252	9	was	be	AUX
eurjchem-351	252	10	inferred	infer	VERB
eurjchem-351	252	11	from	from	ADP
eurjchem-351	252	12	its	its	PRON
eurjchem-351	252	13	elemental	elemental	ADJ
eurjchem-351	252	14	and	and	CCONJ
eurjchem-351	252	15	spectral	spectral	ADJ
eurjchem-351	252	16	analytical	analytical	ADJ
eurjchem-351	252	17	data	datum	NOUN
eurjchem-351	252	18	.	.	PUNCT
eurjchem-351	253	1	microanalysis	microanalysis	PROPN
eurjchem-351	253	2	for	for	ADP
eurjchem-351	253	3	c	c	PROPN
eurjchem-351	253	4	,	,	PUNCT
eurjchem-351	253	5	h	h	NOUN
eurjchem-351	253	6	,	,	PUNCT
eurjchem-351	253	7	and	and	CCONJ
eurjchem-351	253	8	n	n	PRON
eurjchem-351	253	9	elements	element	NOUN
eurjchem-351	253	10	showed	show	VERB
eurjchem-351	253	11	satisfactory	satisfactory	ADJ
eurjchem-351	253	12	results	result	NOUN
eurjchem-351	253	13	(	(	PUNCT
eurjchem-351	253	14	within	within	ADP
eurjchem-351	253	15	±	±	NUM
eurjchem-351	253	16	0.4	0.4	NUM
eurjchem-351	253	17	%	%	NOUN
eurjchem-351	253	18	)	)	PUNCT
eurjchem-351	253	19	of	of	ADP
eurjchem-351	253	20	the	the	DET
eurjchem-351	253	21	calculated	calculated	ADJ
eurjchem-351	253	22	values	value	NOUN
eurjchem-351	253	23	(	(	PUNCT
eurjchem-351	253	24	table	table	NOUN
eurjchem-351	253	25	1	1	NUM
eurjchem-351	253	26	)	)	PUNCT
eurjchem-351	253	27	.	.	PUNCT
eurjchem-351	254	1	ir	ir	PROPN
eurjchem-351	254	2	spectrum	spectrum	PROPN
eurjchem-351	254	3	represented	represent	VERB
eurjchem-351	254	4	strong	strong	ADJ
eurjchem-351	254	5	stretching	stretching	NOUN
eurjchem-351	254	6	band	band	NOUN
eurjchem-351	254	7	at	at	ADP
eurjchem-351	254	8			NOUN
eurjchem-351	254	9	1748	1748	NUM
eurjchem-351	254	10	correlated	correlate	VERB
eurjchem-351	254	11	to	to	ADP
eurjchem-351	254	12	c	c	NOUN
eurjchem-351	254	13	=	=	NOUN
eurjchem-351	254	14	o	o	NOUN
eurjchem-351	254	15	groups	group	NOUN
eurjchem-351	254	16	of	of	ADP
eurjchem-351	254	17	‐pyrone	‐pyrone	NUM
eurjchem-351	254	18	,	,	PUNCT
eurjchem-351	254	19	and	and	CCONJ
eurjchem-351	254	20	1644‐1622	1644‐1622	NUM
eurjchem-351	254	21	cm‐1	cm‐1	NOUN
eurjchem-351	254	22	due	due	ADP
eurjchem-351	254	23	to	to	ADP
eurjchem-351	254	24	c	c	NOUN
eurjchem-351	254	25	=	=	NOUN
eurjchem-351	254	26	o	o	NOUN
eurjchem-351	254	27	groups	group	NOUN
eurjchem-351	254	28	of	of	ADP
eurjchem-351	254	29	‐pyrone	‐pyrone	PROPN
eurjchem-351	254	30	and	and	CCONJ
eurjchem-351	254	31	quinolone	quinolone	NOUN
eurjchem-351	254	32	.	.	PUNCT
eurjchem-351	255	1	1h	1h	NUM
eurjchem-351	255	2	nmr	nmr	NOUN
eurjchem-351	255	3	spectrum	spectrum	NOUN
eurjchem-351	255	4	showed	show	VERB
eurjchem-351	255	5	singlet	singlet	ADJ
eurjchem-351	255	6	signal	signal	NOUN
eurjchem-351	255	7	at	at	ADP
eurjchem-351	255	8	δ	δ	PROPN
eurjchem-351	255	9	6.94	6.94	NUM
eurjchem-351	255	10	due	due	ADP
eurjchem-351	255	11	to	to	ADP
eurjchem-351	255	12	chemical	chemical	ADJ
eurjchem-351	255	13	shift	shift	NOUN
eurjchem-351	255	14	of	of	ADP
eurjchem-351	255	15	a	a	DET
eurjchem-351	255	16	methine	methine	ADJ
eurjchem-351	255	17	proton	proton	NOUN
eurjchem-351	255	18	.	.	PUNCT
eurjchem-351	256	1	moreover	moreover	ADV
eurjchem-351	256	2	,	,	PUNCT
eurjchem-351	256	3	three	three	NUM
eurjchem-351	256	4	signals	signal	NOUN
eurjchem-351	256	5	were	be	AUX
eurjchem-351	256	6	also	also	ADV
eurjchem-351	256	7	observed	observe	VERB
eurjchem-351	256	8	at	at	ADP
eurjchem-351	256	9	more	more	ADV
eurjchem-351	256	10	down	down	ADJ
eurjchem-351	256	11	field	field	NOUN
eurjchem-351	256	12	shifts	shift	NOUN
eurjchem-351	256	13	at	at	ADP
eurjchem-351	256	14	δ	δ	PROPN
eurjchem-351	256	15	8.17	8.17	NUM
eurjchem-351	256	16	as	as	ADP
eurjchem-351	256	17	doublet	doublet	ADJ
eurjchem-351	256	18	due	due	ADP
eurjchem-351	256	19	to	to	ADP
eurjchem-351	256	20	c5‐h	c5‐h	PROPN
eurjchem-351	256	21	of	of	ADP
eurjchem-351	256	22	quinoline	quinoline	NOUN
eurjchem-351	256	23	,	,	PUNCT
eurjchem-351	256	24	8.37	8.37	NUM
eurjchem-351	256	25	as	as	ADP
eurjchem-351	256	26	doublet	doublet	ADJ
eurjchem-351	256	27	due	due	ADJ
eurjchem-351	256	28	to	to	ADP
eurjchem-351	256	29	c5‐h	c5‐h	PROPN
eurjchem-351	256	30	of	of	ADP
eurjchem-351	256	31	‐chromone	‐chromone	NUM
eurjchem-351	256	32	,	,	PUNCT
eurjchem-351	256	33	and	and	CCONJ
eurjchem-351	256	34	δ	δ	PROPN
eurjchem-351	256	35	8.70	8.70	NUM
eurjchem-351	256	36	as	as	ADP
eurjchem-351	256	37	singlet	singlet	ADJ
eurjchem-351	256	38	characteristic	characteristic	NOUN
eurjchem-351	256	39	for	for	ADP
eurjchem-351	256	40	c2‐h	c2‐h	PROPN
eurjchem-351	256	41	of	of	ADP
eurjchem-351	256	42	chromone	chromone	NOUN
eurjchem-351	256	43	(	(	PUNCT
eurjchem-351	256	44	table	table	NOUN
eurjchem-351	256	45	2	2	NUM
eurjchem-351	256	46	)	)	PUNCT
eurjchem-351	256	47	.	.	PUNCT
eurjchem-351	257	1	mass	mass	PROPN
eurjchem-351	257	2	spectrum	spectrum	PROPN
eurjchem-351	257	3	revealed	reveal	VERB
eurjchem-351	257	4	molecular	molecular	ADJ
eurjchem-351	257	5	ion	ion	NOUN
eurjchem-351	257	6	peak	peak	NOUN
eurjchem-351	257	7	at	at	ADP
eurjchem-351	257	8	m	m	PROPN
eurjchem-351	257	9	/	/	SYM
eurjchem-351	257	10	z	z	PROPN
eurjchem-351	257	11	399	399	NUM
eurjchem-351	257	12	,	,	PUNCT
eurjchem-351	257	13	which	which	PRON
eurjchem-351	257	14	is	be	AUX
eurjchem-351	257	15	in	in	ADP
eurjchem-351	257	16	agreement	agreement	NOUN
eurjchem-351	257	17	with	with	ADP
eurjchem-351	257	18	the	the	DET
eurjchem-351	257	19	calculated	calculated	ADJ
eurjchem-351	257	20	molecular	molecular	ADJ
eurjchem-351	257	21	weight	weight	NOUN
eurjchem-351	257	22	for	for	ADP
eurjchem-351	257	23	the	the	DET
eurjchem-351	257	24	formula	formula	NOUN
eurjchem-351	257	25	(	(	PUNCT
eurjchem-351	257	26	table	table	NOUN
eurjchem-351	257	27	2	2	NUM
eurjchem-351	257	28	)	)	PUNCT
eurjchem-351	257	29	.	.	PUNCT
eurjchem-351	258	1	the	the	DET
eurjchem-351	258	2	minor	minor	ADJ
eurjchem-351	258	3	product	product	NOUN
eurjchem-351	258	4	acryloylquinoline	acryloylquinoline	VERB
eurjchem-351	258	5	21	21	NUM
eurjchem-351	258	6	is	be	AUX
eurjchem-351	258	7	a	a	DET
eurjchem-351	258	8	known	know	VERB
eurjchem-351	258	9	compound	compound	NOUN
eurjchem-351	258	10	previously	previously	ADV
eurjchem-351	258	11	prepared	prepare	VERB
eurjchem-351	258	12	by	by	ADP
eurjchem-351	258	13	condensation	condensation	NOUN
eurjchem-351	258	14	of	of	ADP
eurjchem-351	258	15	3‐acetyl‐4‐hydroxy‐1‐	3‐acetyl‐4‐hydroxy‐1‐	PROPN
eurjchem-351	258	16	methylquinolin‐2(1h)‐one	methylquinolin‐2(1h)‐one	NOUN
eurjchem-351	258	17	and	and	CCONJ
eurjchem-351	258	18	4‐oxo‐4h‐chromene‐3‐	4‐oxo‐4h‐chromene‐3‐	NUM
eurjchem-351	258	19	carbaldehyde	carbaldehyde	NOUN
eurjchem-351	258	20	(	(	PUNCT
eurjchem-351	258	21	18	18	NUM
eurjchem-351	258	22	)	)	PUNCT
eurjchem-351	259	1	[	[	X
eurjchem-351	259	2	25	25	NUM
eurjchem-351	259	3	]	]	PUNCT
eurjchem-351	259	4	.	.	PUNCT
eurjchem-351	260	1	an	an	DET
eurjchem-351	260	2	authentic	authentic	ADJ
eurjchem-351	260	3	sample	sample	NOUN
eurjchem-351	260	4	of	of	ADP
eurjchem-351	260	5	the	the	DET
eurjchem-351	260	6	compound	compound	NOUN
eurjchem-351	260	7	21	21	NUM
eurjchem-351	260	8	was	be	AUX
eurjchem-351	260	9	compared	compare	VERB
eurjchem-351	260	10	with	with	ADP
eurjchem-351	260	11	this	this	DET
eurjchem-351	260	12	product	product	NOUN
eurjchem-351	260	13	and	and	CCONJ
eurjchem-351	260	14	found	find	VERB
eurjchem-351	260	15	completely	completely	ADV
eurjchem-351	260	16	identical	identical	ADJ
eurjchem-351	260	17	.	.	PUNCT
eurjchem-351	261	1	this	this	PRON
eurjchem-351	261	2	showed	show	VERB
eurjchem-351	261	3	that	that	SCONJ
eurjchem-351	261	4	subsequent	subsequent	ADJ
eurjchem-351	261	5	to	to	ADP
eurjchem-351	261	6	condensation	condensation	NOUN
eurjchem-351	261	7	to	to	PART
eurjchem-351	261	8	form	form	VERB
eurjchem-351	261	9	the	the	DET
eurjchem-351	261	10	intermediate	intermediate	ADJ
eurjchem-351	261	11	19	19	NUM
eurjchem-351	261	12	,	,	PUNCT
eurjchem-351	261	13	partial	partial	ADJ
eurjchem-351	261	14	decarboxylation	decarboxylation	NOUN
eurjchem-351	261	15	took	take	VERB
eurjchem-351	261	16	place	place	NOUN
eurjchem-351	261	17	to	to	ADP
eurjchem-351	261	18	some	some	DET
eurjchem-351	261	19	extent	extent	NOUN
eurjchem-351	261	20	affording	afford	VERB
eurjchem-351	261	21	the	the	DET
eurjchem-351	261	22	acryloylquinoline	acryloylquinoline	NOUN
eurjchem-351	261	23	21	21	NUM
eurjchem-351	261	24	,	,	PUNCT
eurjchem-351	261	25	while	while	SCONJ
eurjchem-351	261	26	the	the	DET
eurjchem-351	261	27	majority	majority	NOUN
eurjchem-351	261	28	cyclized	cyclize	VERB
eurjchem-351	261	29	to	to	PART
eurjchem-351	261	30	give	give	VERB
eurjchem-351	261	31	the	the	DET
eurjchem-351	261	32	major	major	ADJ
eurjchem-351	261	33	product	product	NOUN
eurjchem-351	261	34	pyranoquinoline	pyranoquinoline	NOUN
eurjchem-351	261	35	20	20	NUM
eurjchem-351	261	36	(	(	PUNCT
eurjchem-351	261	37	scheme	scheme	NOUN
eurjchem-351	261	38	5	5	NUM
eurjchem-351	261	39	)	)	PUNCT
eurjchem-351	261	40	.	.	PUNCT
eurjchem-351	262	1	4	4	X
eurjchem-351	262	2	.	.	X
eurjchem-351	262	3	conclusion	conclusion	NOUN
eurjchem-351	262	4	4‐hydroxypyranoquinolinedione	4‐hydroxypyranoquinolinedione	NUM
eurjchem-351	262	5	1	1	NUM
eurjchem-351	262	6	and	and	CCONJ
eurjchem-351	262	7	its	its	PRON
eurjchem-351	262	8	alkaline	alkaline	NOUN
eurjchem-351	262	9	hydrolysis	hydrolysis	NOUN
eurjchem-351	262	10	product	product	NOUN
eurjchem-351	262	11	‐keto	‐keto	NOUN
eurjchem-351	262	12	acid	acid	PROPN
eurjchem-351	262	13	derivative	derivative	ADJ
eurjchem-351	262	14	2	2	NUM
eurjchem-351	262	15	are	be	AUX
eurjchem-351	262	16	useful	useful	ADJ
eurjchem-351	262	17	synthons	synthon	NOUN
eurjchem-351	262	18	to	to	PART
eurjchem-351	262	19	obtain	obtain	VERB
eurjchem-351	262	20	some	some	DET
eurjchem-351	262	21	new	new	ADJ
eurjchem-351	262	22	3‐heterocyclic	3‐heterocyclic	NUM
eurjchem-351	262	23	substituted	substitute	VERB
eurjchem-351	262	24	quinoline‐	quinoline‐	PROPN
eurjchem-351	262	25	2(1h)‐one	2(1h)‐one	NUM
eurjchem-351	262	26	derivatives	derivative	NOUN
eurjchem-351	262	27	in	in	ADP
eurjchem-351	262	28	good	good	ADJ
eurjchem-351	262	29	yields	yield	NOUN
eurjchem-351	262	30	.	.	PUNCT
eurjchem-351	263	1	usage	usage	NOUN
eurjchem-351	263	2	of	of	ADP
eurjchem-351	263	3	either	either	CCONJ
eurjchem-351	263	4	compound	compound	NOUN
eurjchem-351	263	5	1	1	NUM
eurjchem-351	263	6	or	or	CCONJ
eurjchem-351	263	7	2	2	NUM
eurjchem-351	263	8	in	in	ADP
eurjchem-351	263	9	condensation	condensation	NOUN
eurjchem-351	263	10	reaction	reaction	NOUN
eurjchem-351	263	11	with	with	ADP
eurjchem-351	263	12	aldehydes	aldehyde	NOUN
eurjchem-351	263	13	can	can	AUX
eurjchem-351	263	14	lead	lead	VERB
eurjchem-351	263	15	to	to	ADP
eurjchem-351	263	16	the	the	DET
eurjchem-351	263	17	same	same	ADJ
eurjchem-351	263	18	products	product	NOUN
eurjchem-351	263	19	since	since	SCONJ
eurjchem-351	263	20	a	a	DET
eurjchem-351	263	21	facile	facile	ADJ
eurjchem-351	263	22	lactonization	lactonization	NOUN
eurjchem-351	263	23	of	of	ADP
eurjchem-351	263	24	the	the	DET
eurjchem-351	263	25	‐keto	‐keto	NOUN
eurjchem-351	263	26	acid	acid	NOUN
eurjchem-351	263	27	products	product	NOUN
eurjchem-351	263	28	takes	take	VERB
eurjchem-351	263	29	place	place	NOUN
eurjchem-351	263	30	in	in	ADP
eurjchem-351	263	31	acid	acid	NOUN
eurjchem-351	263	32	media	medium	NOUN
eurjchem-351	263	33	.	.	PUNCT
eurjchem-351	264	1	references	reference	NOUN
eurjchem-351	264	2	[	[	X
eurjchem-351	264	3	1	1	NUM
eurjchem-351	264	4	]	]	PUNCT
eurjchem-351	264	5	.	.	PUNCT
eurjchem-351	265	1	abass	abass	PROPN
eurjchem-351	265	2	,	,	PUNCT
eurjchem-351	265	3	m.	m.	NOUN
eurjchem-351	265	4	;	;	PUNCT
eurjchem-351	265	5	mostafa	mostafa	PROPN
eurjchem-351	265	6	,	,	PUNCT
eurjchem-351	265	7	b.	b.	PROPN
eurjchem-351	265	8	b.	b.	PROPN
eurjchem-351	265	9	bioorg	bioorg	PROPN
eurjchem-351	265	10	.	.	PUNCT
eurjchem-351	266	1	med	med	PROPN
eurjchem-351	266	2	.	.	PROPN
eurjchem-351	266	3	chem	chem	PROPN
eurjchem-351	266	4	.	.	PUNCT
eurjchem-351	267	1	2005	2005	NUM
eurjchem-351	267	2	,	,	PUNCT
eurjchem-351	267	3	13	13	NUM
eurjchem-351	267	4	,	,	PUNCT
eurjchem-351	267	5	6133‐6144	6133‐6144	NUM
eurjchem-351	267	6	.	.	PUNCT
eurjchem-351	268	1	[	[	X
eurjchem-351	268	2	2	2	NUM
eurjchem-351	268	3	]	]	PUNCT
eurjchem-351	268	4	.	.	PUNCT
eurjchem-351	269	1	el‐shennawy	el‐shennawy	PROPN
eurjchem-351	269	2	,	,	PUNCT
eurjchem-351	269	3	a.	a.	NOUN
eurjchem-351	269	4	m.	m.	NOUN
eurjchem-351	269	5	;	;	PUNCT
eurjchem-351	269	6	mohamed	mohamed	PROPN
eurjchem-351	269	7	,	,	PUNCT
eurjchem-351	269	8	a.	a.	PROPN
eurjchem-351	269	9	h.	h.	PROPN
eurjchem-351	269	10	;	;	PUNCT
eurjchem-351	269	11	abass	abass	PROPN
eurjchem-351	269	12	m.	m.	PROPN
eurjchem-351	269	13	gen	gen	PROPN
eurjchem-351	269	14	.	.	PROPN
eurjchem-351	269	15	med	med	PROPN
eurjchem-351	269	16	.	.	PUNCT
eurjchem-351	270	1	j.	j.	PROPN
eurjchem-351	270	2	2007	2007	NUM
eurjchem-351	270	3	,	,	PUNCT
eurjchem-351	270	4	9	9	NUM
eurjchem-351	270	5	,	,	PUNCT
eurjchem-351	270	6	15‐	15‐	NUM
eurjchem-351	270	7	33	33	NUM
eurjchem-351	270	8	.	.	PUNCT
eurjchem-351	271	1	[	[	X
eurjchem-351	271	2	3	3	NUM
eurjchem-351	271	3	]	]	PUNCT
eurjchem-351	271	4	.	.	PUNCT
eurjchem-351	272	1	detsi	detsi	PROPN
eurjchem-351	272	2	,	,	PUNCT
eurjchem-351	272	3	a.	a.	NOUN
eurjchem-351	272	4	;	;	PUNCT
eurjchem-351	272	5	bouloumbasi	bouloumbasi	PROPN
eurjchem-351	272	6	,	,	PUNCT
eurjchem-351	272	7	d.	d.	PROPN
eurjchem-351	272	8	;	;	PUNCT
eurjchem-351	272	9	prousis	prousis	PROPN
eurjchem-351	272	10	,	,	PUNCT
eurjchem-351	272	11	k.	k.	PROPN
eurjchem-351	272	12	c.	c.	PROPN
eurjchem-351	272	13	;	;	PUNCT
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eurjchem-351	274	3	]	]	PUNCT
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eurjchem-351	279	2	,	,	PUNCT
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eurjchem-351	279	4	,	,	PUNCT
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eurjchem-351	280	3	]	]	PUNCT
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eurjchem-351	299	2	,	,	PUNCT
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eurjchem-351	299	4	,	,	PUNCT
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eurjchem-351	301	20	.	.	PUNCT
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eurjchem-351	303	2	.	.	PUNCT
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eurjchem-351	305	4	.	.	PUNCT
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eurjchem-351	311	21	.	.	PUNCT
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eurjchem-351	313	7	.	.	PUNCT
eurjchem-351	314	1	[	[	X
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eurjchem-351	314	3	]	]	PUNCT
eurjchem-351	314	4	.	.	PUNCT
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eurjchem-351	315	7	,	,	PUNCT
eurjchem-351	315	8	u.	u.	PROPN
eurjchem-351	315	9	;	;	PUNCT
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eurjchem-351	316	2	.	.	PUNCT
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eurjchem-351	317	2	,	,	PUNCT
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eurjchem-351	317	4	,	,	PUNCT
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eurjchem-351	317	6	.	.	PUNCT
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eurjchem-351	318	3	]	]	PUNCT
eurjchem-351	318	4	.	.	PUNCT
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eurjchem-351	319	2	,	,	PUNCT
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eurjchem-351	319	4	;	;	PUNCT
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eurjchem-351	320	2	.	.	PROPN
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eurjchem-351	320	4	,	,	PUNCT
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eurjchem-351	320	6	,	,	PUNCT
eurjchem-351	320	7	596‐601	596‐601	NUM
eurjchem-351	320	8	.	.	PUNCT
eurjchem-351	321	1	[	[	X
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eurjchem-351	321	3	]	]	PUNCT
eurjchem-351	321	4	.	.	PUNCT
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eurjchem-351	322	10	.	.	PUNCT
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eurjchem-351	323	2	.	.	PUNCT
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eurjchem-351	324	2	,	,	PUNCT
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eurjchem-351	324	4	,	,	PUNCT
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eurjchem-351	324	6	.	.	PUNCT
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eurjchem-351	325	3	]	]	PUNCT
eurjchem-351	325	4	.	.	PUNCT
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eurjchem-351	327	2	,	,	PUNCT
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eurjchem-351	328	3	]	]	PUNCT
eurjchem-351	328	4	.	.	PUNCT
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eurjchem-351	330	2	,	,	PUNCT
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eurjchem-351	330	4	,	,	PUNCT
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eurjchem-351	331	3	]	]	PUNCT
eurjchem-351	331	4	.	.	PUNCT
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eurjchem-351	332	5	;	;	PUNCT
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eurjchem-351	332	16	.	.	PUNCT
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eurjchem-351	332	18	.	.	PUNCT
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eurjchem-351	333	2	,	,	PUNCT
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eurjchem-351	333	5	.	.	PUNCT
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eurjchem-351	334	4	.	.	PUNCT
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eurjchem-351	334	15	,	,	PUNCT
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eurjchem-351	334	17	;	;	PUNCT
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eurjchem-351	334	19	,	,	PUNCT
eurjchem-351	334	20	a.	a.	PROPN
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eurjchem-351	334	30	.	.	PUNCT
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eurjchem-351	335	2	,	,	PUNCT
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eurjchem-351	335	4	,	,	PUNCT
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eurjchem-351	335	6	.	.	PUNCT
eurjchem-351	336	1	[	[	X
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eurjchem-351	336	4	.	.	PUNCT
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eurjchem-351	337	5	;	;	PUNCT
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eurjchem-351	337	7	,	,	PUNCT
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eurjchem-351	338	3	,	,	PUNCT
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eurjchem-351	339	4	.	.	PUNCT
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eurjchem-351	341	3	,	,	PUNCT
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eurjchem-351	341	5	,	,	PUNCT
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eurjchem-351	342	4	.	.	PUNCT
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eurjchem-351	344	3	,	,	PUNCT
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eurjchem-351	346	8	;	;	PUNCT
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eurjchem-351	347	4	.	.	PUNCT
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eurjchem-351	349	2	.	.	PUNCT
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eurjchem-351	350	2	,	,	PUNCT
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eurjchem-351	350	4	,	,	PUNCT
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eurjchem-351	351	3	]	]	PUNCT
eurjchem-351	351	4	.	.	PUNCT
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eurjchem-351	352	4	;	;	PUNCT
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eurjchem-351	352	7	;	;	PUNCT
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eurjchem-351	352	13	.	.	PUNCT
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eurjchem-351	353	2	,	,	PUNCT
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eurjchem-351	354	3	]	]	PUNCT
eurjchem-351	354	4	.	.	PUNCT
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eurjchem-351	355	2	(	(	PUNCT
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eurjchem-351	355	4	)	)	PUNCT
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eurjchem-351	356	4	.	.	PUNCT
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eurjchem-351	357	4	;	;	PUNCT
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