id	sid	tid	token	lemma	pos
eurjchem-1316	1	1	untitled	untitle	VERB
eurjchem-1316	1	2	european	european	PROPN
eurjchem-1316	1	3	journal	journal	PROPN
eurjchem-1316	1	4	of	of	ADP
eurjchem-1316	1	5	chemistry	chemistry	NOUN
eurjchem-1316	1	6	6	6	NUM
eurjchem-1316	1	7	(	(	PUNCT
eurjchem-1316	1	8	4	4	NUM
eurjchem-1316	1	9	)	)	PUNCT
eurjchem-1316	1	10	(	(	PUNCT
eurjchem-1316	1	11	2015	2015	NUM
eurjchem-1316	1	12	)	)	PUNCT
eurjchem-1316	1	13	444‐450	444‐450	NUM
eurjchem-1316	1	14	european	european	ADJ
eurjchem-1316	1	15	journal	journal	PROPN
eurjchem-1316	1	16	of	of	ADP
eurjchem-1316	1	17	chemistry	chemistry	NOUN
eurjchem-1316	1	18	issn	issn	PROPN
eurjchem-1316	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-1316	1	20	(	(	PUNCT
eurjchem-1316	1	21	print	print	NOUN
eurjchem-1316	1	22	)	)	PUNCT
eurjchem-1316	1	23	/	/	SYM
eurjchem-1316	1	24	issn	issn	PROPN
eurjchem-1316	1	25	2153‐2257	2153‐2257	NUM
eurjchem-1316	1	26	(	(	PUNCT
eurjchem-1316	1	27	online	online	ADJ
eurjchem-1316	1	28	)	)	PUNCT
eurjchem-1316	1	29			NOUN
eurjchem-1316	1	30	2015	2015	NUM
eurjchem-1316	1	31	atlanta	atlanta	PROPN
eurjchem-1316	1	32	publishing	publishing	PROPN
eurjchem-1316	1	33	house	house	PROPN
eurjchem-1316	1	34	llc	llc	PROPN
eurjchem-1316	1	35	‐	‐	PUNCT
eurjchem-1316	1	36	all	all	DET
eurjchem-1316	1	37	rights	right	NOUN
eurjchem-1316	1	38	reserved	reserve	VERB
eurjchem-1316	1	39	‐	‐	NOUN
eurjchem-1316	1	40	printed	print	VERB
eurjchem-1316	1	41	in	in	ADP
eurjchem-1316	1	42	the	the	DET
eurjchem-1316	1	43	usa	usa	PROPN
eurjchem-1316	1	44	http://dx.doi.org/10.5155/eurjchem.6.4.444‐450.1316	http://dx.doi.org/10.5155/eurjchem.6.4.444‐450.1316	NUM
eurjchem-1316	1	45	european	european	PROPN
eurjchem-1316	1	46	journal	journal	PROPN
eurjchem-1316	1	47	of	of	ADP
eurjchem-1316	1	48	chemistry	chemistry	PROPN
eurjchem-1316	1	49	journal	journal	PROPN
eurjchem-1316	1	50	webpage	webpage	NOUN
eurjchem-1316	1	51	:	:	PUNCT
eurjchem-1316	1	52	www.eurjchem.com	www.eurjchem.com	X
eurjchem-1316	1	53	design	design	NOUN
eurjchem-1316	1	54	and	and	CCONJ
eurjchem-1316	1	55	synthesis	synthesis	NOUN
eurjchem-1316	1	56	of	of	ADP
eurjchem-1316	1	57	new	new	ADJ
eurjchem-1316	1	58	thiophene	thiophene	NOUN
eurjchem-1316	1	59	derivatives	derivative	NOUN
eurjchem-1316	1	60	together	together	ADV
eurjchem-1316	1	61	with	with	ADP
eurjchem-1316	1	62	their	their	PRON
eurjchem-1316	1	63	antitumor	antitumor	PROPN
eurjchem-1316	1	64	evaluations	evaluation	NOUN
eurjchem-1316	1	65	mahmoud	mahmoud	PROPN
eurjchem-1316	1	66	ali	ali	PROPN
eurjchem-1316	1	67	abdelaziz	abdelaziz	PROPN
eurjchem-1316	1	68	mahmoud	mahmoud	PROPN
eurjchem-1316	1	69	department	department	PROPN
eurjchem-1316	1	70	of	of	ADP
eurjchem-1316	1	71	chemistry	chemistry	NOUN
eurjchem-1316	1	72	,	,	PUNCT
eurjchem-1316	1	73	faculty	faculty	NOUN
eurjchem-1316	1	74	of	of	ADP
eurjchem-1316	1	75	science	science	NOUN
eurjchem-1316	1	76	,	,	PUNCT
eurjchem-1316	1	77	university	university	NOUN
eurjchem-1316	1	78	of	of	ADP
eurjchem-1316	1	79	tabuk	tabuk	PROPN
eurjchem-1316	1	80	,	,	PUNCT
eurjchem-1316	1	81	tabuk	tabuk	NOUN
eurjchem-1316	1	82	,	,	PUNCT
eurjchem-1316	1	83	71491	71491	NUM
eurjchem-1316	1	84	,	,	PUNCT
eurjchem-1316	1	85	p.o	p.o	PROPN
eurjchem-1316	1	86	.	.	PROPN
eurjchem-1316	1	87	box	box	PROPN
eurjchem-1316	1	88	741	741	NUM
eurjchem-1316	1	89	,	,	PUNCT
eurjchem-1316	1	90	kingdom	kingdom	NOUN
eurjchem-1316	1	91	of	of	ADP
eurjchem-1316	1	92	saudi	saudi	PROPN
eurjchem-1316	1	93	arabia	arabia	PROPN
eurjchem-1316	1	94	*	*	PUNCT
eurjchem-1316	1	95	corresponding	correspond	VERB
eurjchem-1316	1	96	author	author	NOUN
eurjchem-1316	1	97	at	at	ADP
eurjchem-1316	1	98	:	:	PUNCT
eurjchem-1316	1	99	department	department	NOUN
eurjchem-1316	1	100	of	of	ADP
eurjchem-1316	1	101	chemistry	chemistry	NOUN
eurjchem-1316	1	102	,	,	PUNCT
eurjchem-1316	1	103	faculty	faculty	NOUN
eurjchem-1316	1	104	of	of	ADP
eurjchem-1316	1	105	science	science	NOUN
eurjchem-1316	1	106	,	,	PUNCT
eurjchem-1316	1	107	university	university	NOUN
eurjchem-1316	1	108	of	of	ADP
eurjchem-1316	1	109	tabuk	tabuk	PROPN
eurjchem-1316	1	110	,	,	PUNCT
eurjchem-1316	1	111	tabuk	tabuk	NOUN
eurjchem-1316	1	112	,	,	PUNCT
eurjchem-1316	1	113	71491	71491	NUM
eurjchem-1316	1	114	,	,	PUNCT
eurjchem-1316	1	115	p.o	p.o	PROPN
eurjchem-1316	1	116	.	.	PROPN
eurjchem-1316	1	117	box	box	PROPN
eurjchem-1316	1	118	741	741	NUM
eurjchem-1316	1	119	,	,	PUNCT
eurjchem-1316	1	120	kingdom	kingdom	NOUN
eurjchem-1316	1	121	of	of	ADP
eurjchem-1316	1	122	saudi	saudi	PROPN
eurjchem-1316	1	123	arabia	arabia	PROPN
eurjchem-1316	1	124	.	.	PUNCT
eurjchem-1316	2	1	tel	tel	PROPN
eurjchem-1316	2	2	.	.	PUNCT
eurjchem-1316	2	3	:	:	PUNCT
eurjchem-1316	3	1	+966.055.7235368	+966.055.7235368	PROPN
eurjchem-1316	3	2	.	.	PUNCT
eurjchem-1316	4	1	fax	fax	NOUN
eurjchem-1316	4	2	:	:	PUNCT
eurjchem-1316	4	3	+966.04.4262593	+966.04.4262593	PROPN
eurjchem-1316	4	4	.	.	PUNCT
eurjchem-1316	4	5	e‐mail	e‐mail	PUNCT
eurjchem-1316	5	1	address	address	NOUN
eurjchem-1316	5	2	:	:	PUNCT
eurjchem-1316	5	3	m_mahmoud@ut.edu.sa	m_mahmoud@ut.edu.sa	PROPN
eurjchem-1316	5	4	(	(	PUNCT
eurjchem-1316	5	5	m.a.a	m.a.a	PROPN
eurjchem-1316	5	6	.	.	PUNCT
eurjchem-1316	6	1	mahmoud	mahmoud	PROPN
eurjchem-1316	6	2	)	)	PUNCT
eurjchem-1316	6	3	.	.	PUNCT
eurjchem-1316	7	1	article	article	NOUN
eurjchem-1316	7	2	information	information	PROPN
eurjchem-1316	7	3	abstract	abstract	ADJ
eurjchem-1316	7	4	doi	doi	NOUN
eurjchem-1316	7	5	:	:	PUNCT
eurjchem-1316	7	6	10.5155	10.5155	NUM
eurjchem-1316	7	7	/	/	SYM
eurjchem-1316	7	8	eurjchem.6.4.444‐450.1316	eurjchem.6.4.444‐450.1316	VERB
eurjchem-1316	7	9	received	receive	VERB
eurjchem-1316	7	10	:	:	PUNCT
eurjchem-1316	7	11	09	09	NUM
eurjchem-1316	7	12	september	september	PROPN
eurjchem-1316	7	13	2015	2015	NUM
eurjchem-1316	7	14	accepted	accept	VERB
eurjchem-1316	7	15	:	:	PUNCT
eurjchem-1316	7	16	04	04	NUM
eurjchem-1316	7	17	october	october	NOUN
eurjchem-1316	7	18	2015	2015	NUM
eurjchem-1316	7	19	published	publish	VERB
eurjchem-1316	7	20	online	online	ADV
eurjchem-1316	7	21	:	:	PUNCT
eurjchem-1316	7	22	31	31	NUM
eurjchem-1316	7	23	december	december	PROPN
eurjchem-1316	7	24	2015	2015	NUM
eurjchem-1316	7	25	printed	print	VERB
eurjchem-1316	7	26	:	:	PUNCT
eurjchem-1316	7	27	31	31	NUM
eurjchem-1316	7	28	december	december	PROPN
eurjchem-1316	7	29	2015	2015	NUM
eurjchem-1316	7	30	a	a	DET
eurjchem-1316	7	31	series	series	NOUN
eurjchem-1316	7	32	of	of	ADP
eurjchem-1316	7	33	new	new	ADJ
eurjchem-1316	7	34	thiophene	thiophene	NOUN
eurjchem-1316	7	35	derivatives	derivative	NOUN
eurjchem-1316	7	36	(	(	PUNCT
eurjchem-1316	7	37	3a	3a	NUM
eurjchem-1316	7	38	,	,	PUNCT
eurjchem-1316	7	39	b	b	NOUN
eurjchem-1316	7	40	)	)	PUNCT
eurjchem-1316	7	41	have	have	AUX
eurjchem-1316	7	42	been	be	AUX
eurjchem-1316	7	43	prepared	prepare	VERB
eurjchem-1316	7	44	by	by	ADP
eurjchem-1316	7	45	the	the	DET
eurjchem-1316	7	46	reaction	reaction	NOUN
eurjchem-1316	7	47	of	of	ADP
eurjchem-1316	7	48	acetylacetone	acetylacetone	NOUN
eurjchem-1316	7	49	with	with	ADP
eurjchem-1316	7	50	either	either	CCONJ
eurjchem-1316	7	51	cyanoacetanilide	cyanoacetanilide	NOUN
eurjchem-1316	7	52	or	or	CCONJ
eurjchem-1316	7	53	2‐cyano‐n‐(p‐tolyl)acetamide	2‐cyano‐n‐(p‐tolyl)acetamide	NUM
eurjchem-1316	7	54	and	and	CCONJ
eurjchem-1316	7	55	elemental	elemental	ADJ
eurjchem-1316	7	56	sulfur	sulfur	NOUN
eurjchem-1316	7	57	in	in	ADP
eurjchem-1316	7	58	the	the	DET
eurjchem-1316	7	59	presence	presence	NOUN
eurjchem-1316	7	60	of	of	ADP
eurjchem-1316	7	61	triethylamine	triethylamine	NOUN
eurjchem-1316	7	62	as	as	ADP
eurjchem-1316	7	63	basic	basic	ADJ
eurjchem-1316	7	64	catalyst	catalyst	NOUN
eurjchem-1316	7	65	.	.	PUNCT
eurjchem-1316	8	1	the	the	DET
eurjchem-1316	8	2	two	two	NUM
eurjchem-1316	8	3	synthesized	synthesize	VERB
eurjchem-1316	8	4	compounds	compound	NOUN
eurjchem-1316	8	5	were	be	AUX
eurjchem-1316	8	6	used	use	VERB
eurjchem-1316	8	7	to	to	PART
eurjchem-1316	8	8	further	far	ADV
eurjchem-1316	8	9	synthesize	synthesize	VERB
eurjchem-1316	8	10	new	new	ADJ
eurjchem-1316	8	11	thiophene	thiophene	NOUN
eurjchem-1316	8	12	derivatives	derivative	NOUN
eurjchem-1316	8	13	.	.	PUNCT
eurjchem-1316	9	1	the	the	DET
eurjchem-1316	9	2	structures	structure	NOUN
eurjchem-1316	9	3	of	of	ADP
eurjchem-1316	9	4	all	all	DET
eurjchem-1316	9	5	the	the	DET
eurjchem-1316	9	6	newly	newly	ADV
eurjchem-1316	9	7	synthesized	synthesize	VERB
eurjchem-1316	9	8	products	product	NOUN
eurjchem-1316	9	9	have	have	AUX
eurjchem-1316	9	10	been	be	AUX
eurjchem-1316	9	11	established	establish	VERB
eurjchem-1316	9	12	on	on	ADP
eurjchem-1316	9	13	the	the	DET
eurjchem-1316	9	14	basis	basis	NOUN
eurjchem-1316	9	15	of	of	ADP
eurjchem-1316	9	16	analytical	analytical	ADJ
eurjchem-1316	9	17	and	and	CCONJ
eurjchem-1316	9	18	spectral	spectral	ADJ
eurjchem-1316	9	19	data	datum	NOUN
eurjchem-1316	9	20	.	.	PUNCT
eurjchem-1316	10	1	the	the	DET
eurjchem-1316	10	2	antitumor	antitumor	PROPN
eurjchem-1316	10	3	activity	activity	NOUN
eurjchem-1316	10	4	of	of	ADP
eurjchem-1316	10	5	the	the	DET
eurjchem-1316	10	6	newly	newly	ADV
eurjchem-1316	10	7	thiophene	thiophene	NOUN
eurjchem-1316	10	8	derivatives	derivative	NOUN
eurjchem-1316	10	9	was	be	AUX
eurjchem-1316	10	10	evaluated	evaluate	VERB
eurjchem-1316	10	11	against	against	ADP
eurjchem-1316	10	12	six	six	NUM
eurjchem-1316	10	13	human	human	ADJ
eurjchem-1316	10	14	cancer	cancer	NOUN
eurjchem-1316	10	15	cell	cell	NOUN
eurjchem-1316	10	16	lines	line	NOUN
eurjchem-1316	10	17	,	,	PUNCT
eurjchem-1316	10	18	namely	namely	ADV
eurjchem-1316	10	19	gastric	gastric	ADJ
eurjchem-1316	10	20	cancer	cancer	NOUN
eurjchem-1316	10	21	(	(	PUNCT
eurjchem-1316	10	22	nugc	nugc	NOUN
eurjchem-1316	10	23	)	)	PUNCT
eurjchem-1316	10	24	,	,	PUNCT
eurjchem-1316	10	25	colon	colon	NOUN
eurjchem-1316	10	26	cancer	cancer	NOUN
eurjchem-1316	10	27	(	(	PUNCT
eurjchem-1316	10	28	dld1	dld1	PROPN
eurjchem-1316	10	29	)	)	PUNCT
eurjchem-1316	10	30	,	,	PUNCT
eurjchem-1316	10	31	liver	liver	NOUN
eurjchem-1316	10	32	cancer	cancer	NOUN
eurjchem-1316	10	33	(	(	PUNCT
eurjchem-1316	10	34	ha22	ha22	PROPN
eurjchem-1316	10	35	t	t	NOUN
eurjchem-1316	10	36	and	and	CCONJ
eurjchem-1316	10	37	hepg2	hepg2	NOUN
eurjchem-1316	10	38	)	)	PUNCT
eurjchem-1316	10	39	,	,	PUNCT
eurjchem-1316	10	40	nasopharyngeal	nasopharyngeal	ADJ
eurjchem-1316	10	41	carcinoma	carcinoma	NOUN
eurjchem-1316	10	42	(	(	PUNCT
eurjchem-1316	10	43	hone1	hone1	PROPN
eurjchem-1316	10	44	)	)	PUNCT
eurjchem-1316	10	45	,	,	PUNCT
eurjchem-1316	10	46	breast	breast	NOUN
eurjchem-1316	10	47	cancer	cancer	NOUN
eurjchem-1316	10	48	(	(	PUNCT
eurjchem-1316	10	49	mcf	mcf	NOUN
eurjchem-1316	10	50	)	)	PUNCT
eurjchem-1316	10	51	and	and	CCONJ
eurjchem-1316	10	52	normal	normal	ADJ
eurjchem-1316	10	53	fibroblast	fibroblast	ADJ
eurjchem-1316	10	54	cells	cell	NOUN
eurjchem-1316	10	55	(	(	PUNCT
eurjchem-1316	10	56	wi38	wi38	PROPN
eurjchem-1316	10	57	)	)	PUNCT
eurjchem-1316	10	58	.	.	PUNCT
eurjchem-1316	11	1	keywords	keyword	NOUN
eurjchem-1316	11	2	pyrazole	pyrazole	VERB
eurjchem-1316	11	3	thiophene	thiophene	NOUN
eurjchem-1316	11	4	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	11	5	breast	breast	NOUN
eurjchem-1316	11	6	cancer	cancer	NOUN
eurjchem-1316	11	7	antitumor	antitumor	PROPN
eurjchem-1316	11	8	activity	activity	NOUN
eurjchem-1316	11	9	benzo[b]thiophene	benzo[b]thiophene	NOUN
eurjchem-1316	11	10	cite	cite	VERB
eurjchem-1316	11	11	this	this	PRON
eurjchem-1316	11	12	:	:	PUNCT
eurjchem-1316	11	13	eur	eur	PROPN
eurjchem-1316	11	14	.	.	PUNCT
eurjchem-1316	12	1	j.	j.	PROPN
eurjchem-1316	12	2	chem	chem	PROPN
eurjchem-1316	12	3	.	.	PUNCT
eurjchem-1316	13	1	2015	2015	NUM
eurjchem-1316	13	2	,	,	PUNCT
eurjchem-1316	13	3	6(4	6(4	NUM
eurjchem-1316	13	4	)	)	PUNCT
eurjchem-1316	13	5	,	,	PUNCT
eurjchem-1316	14	1	444‐450	444‐450	NUM
eurjchem-1316	14	2	1	1	NUM
eurjchem-1316	14	3	.	.	PUNCT
eurjchem-1316	15	1	introduction	introduction	NOUN
eurjchem-1316	15	2	thiophenes	thiophene	NOUN
eurjchem-1316	15	3	are	be	AUX
eurjchem-1316	15	4	versatile	versatile	ADJ
eurjchem-1316	15	5	reagents	reagent	NOUN
eurjchem-1316	15	6	for	for	ADP
eurjchem-1316	15	7	many	many	ADJ
eurjchem-1316	15	8	heterocyclic	heterocyclic	ADJ
eurjchem-1316	15	9	reactions	reaction	NOUN
eurjchem-1316	15	10	leading	lead	VERB
eurjchem-1316	15	11	to	to	ADP
eurjchem-1316	15	12	the	the	DET
eurjchem-1316	15	13	formation	formation	NOUN
eurjchem-1316	15	14	of	of	ADP
eurjchem-1316	15	15	important	important	ADJ
eurjchem-1316	15	16	biologically	biologically	ADV
eurjchem-1316	15	17	active	active	ADJ
eurjchem-1316	15	18	compounds	compound	NOUN
eurjchem-1316	15	19	[	[	X
eurjchem-1316	15	20	1‐6	1‐6	NOUN
eurjchem-1316	15	21	]	]	PUNCT
eurjchem-1316	15	22	.	.	PUNCT
eurjchem-1316	16	1	in	in	ADP
eurjchem-1316	16	2	addition	addition	NOUN
eurjchem-1316	16	3	,	,	PUNCT
eurjchem-1316	16	4	thiophenes	thiophene	VERB
eurjchem-1316	16	5	derivatives	derivative	NOUN
eurjchem-1316	16	6	belong	belong	VERB
eurjchem-1316	16	7	to	to	ADP
eurjchem-1316	16	8	aromatic	aromatic	ADJ
eurjchem-1316	16	9	heterocyclic	heterocyclic	ADJ
eurjchem-1316	16	10	group	group	NOUN
eurjchem-1316	16	11	consequently	consequently	ADV
eurjchem-1316	16	12	;	;	PUNCT
eurjchem-1316	16	13	they	they	PRON
eurjchem-1316	16	14	are	be	AUX
eurjchem-1316	16	15	important	important	ADJ
eurjchem-1316	16	16	structural	structural	ADJ
eurjchem-1316	16	17	fragment	fragment	NOUN
eurjchem-1316	16	18	in	in	ADP
eurjchem-1316	16	19	many	many	ADJ
eurjchem-1316	16	20	pharmaceutical	pharmaceutical	ADJ
eurjchem-1316	16	21	and	and	CCONJ
eurjchem-1316	16	22	chemical	chemical	NOUN
eurjchem-1316	16	23	compounds	compound	NOUN
eurjchem-1316	16	24	[	[	X
eurjchem-1316	16	25	7,8	7,8	NUM
eurjchem-1316	16	26	]	]	PUNCT
eurjchem-1316	16	27	.	.	PUNCT
eurjchem-1316	17	1	thiophenes	thiophene	NOUN
eurjchem-1316	17	2	compounds	compound	NOUN
eurjchem-1316	17	3	have	have	AUX
eurjchem-1316	17	4	been	be	AUX
eurjchem-1316	17	5	found	find	VERB
eurjchem-1316	17	6	to	to	PART
eurjchem-1316	17	7	show	show	VERB
eurjchem-1316	17	8	nematocidal	nematocidal	NOUN
eurjchem-1316	17	9	[	[	X
eurjchem-1316	17	10	9	9	NUM
eurjchem-1316	17	11	]	]	PUNCT
eurjchem-1316	17	12	,	,	PUNCT
eurjchem-1316	17	13	insecticidal	insecticidal	NOUN
eurjchem-1316	17	14	[	[	X
eurjchem-1316	17	15	10	10	NUM
eurjchem-1316	17	16	]	]	PUNCT
eurjchem-1316	17	17	,	,	PUNCT
eurjchem-1316	17	18	antibacterial	antibacterial	ADJ
eurjchem-1316	17	19	[	[	X
eurjchem-1316	17	20	11	11	NUM
eurjchem-1316	17	21	]	]	PUNCT
eurjchem-1316	17	22	,	,	PUNCT
eurjchem-1316	17	23	antifungal	antifungal	PROPN
eurjchem-1316	18	1	[	[	X
eurjchem-1316	18	2	12	12	NUM
eurjchem-1316	18	3	]	]	PUNCT
eurjchem-1316	18	4	,	,	PUNCT
eurjchem-1316	18	5	antiviral	antiviral	NOUN
eurjchem-1316	18	6	[	[	X
eurjchem-1316	18	7	13	13	NUM
eurjchem-1316	18	8	]	]	PUNCT
eurjchem-1316	18	9	and	and	CCONJ
eurjchem-1316	18	10	antioxidant	antioxidant	ADJ
eurjchem-1316	18	11	activity	activity	NOUN
eurjchem-1316	18	12	[	[	X
eurjchem-1316	18	13	14	14	NUM
eurjchem-1316	18	14	]	]	PUNCT
eurjchem-1316	18	15	.	.	PUNCT
eurjchem-1316	19	1	in	in	ADP
eurjchem-1316	19	2	fact	fact	NOUN
eurjchem-1316	19	3	,	,	PUNCT
eurjchem-1316	19	4	many	many	ADJ
eurjchem-1316	19	5	therapeutic	therapeutic	ADJ
eurjchem-1316	19	6	drugs	drug	NOUN
eurjchem-1316	19	7	contain	contain	VERB
eurjchem-1316	19	8	the	the	DET
eurjchem-1316	19	9	thiophene	thiophene	NOUN
eurjchem-1316	19	10	nucleus	nucleus	NOUN
eurjchem-1316	19	11	as	as	ADP
eurjchem-1316	19	12	the	the	DET
eurjchem-1316	19	13	main	main	ADJ
eurjchem-1316	19	14	active	active	ADJ
eurjchem-1316	19	15	moiety	moiety	NOUN
eurjchem-1316	19	16	through	through	ADP
eurjchem-1316	19	17	the	the	DET
eurjchem-1316	19	18	drug	drug	NOUN
eurjchem-1316	19	19	e.g.	e.g.	ADV
eurjchem-1316	19	20	nsc	nsc	PROPN
eurjchem-1316	19	21	652287	652287	NUM
eurjchem-1316	19	22	(	(	PUNCT
eurjchem-1316	19	23	figure	figure	NOUN
eurjchem-1316	19	24	1	1	NUM
eurjchem-1316	19	25	)	)	PUNCT
eurjchem-1316	20	1	[	[	X
eurjchem-1316	20	2	15	15	NUM
eurjchem-1316	20	3	]	]	PUNCT
eurjchem-1316	20	4	.	.	PUNCT
eurjchem-1316	21	1	it	it	PRON
eurjchem-1316	21	2	was	be	AUX
eurjchem-1316	21	3	hoped	hope	VERB
eurjchem-1316	21	4	that	that	SCONJ
eurjchem-1316	21	5	thiophenes	thiophene	NOUN
eurjchem-1316	21	6	compounds	compound	NOUN
eurjchem-1316	21	7	would	would	AUX
eurjchem-1316	21	8	be	be	AUX
eurjchem-1316	21	9	as	as	ADV
eurjchem-1316	21	10	active	active	ADJ
eurjchem-1316	21	11	as	as	SCONJ
eurjchem-1316	21	12	the	the	DET
eurjchem-1316	21	13	parent	parent	NOUN
eurjchem-1316	21	14	compound	compound	NOUN
eurjchem-1316	21	15	or	or	CCONJ
eurjchem-1316	21	16	that	that	SCONJ
eurjchem-1316	21	17	these	these	DET
eurjchem-1316	21	18	analogous	analogous	ADJ
eurjchem-1316	21	19	would	would	AUX
eurjchem-1316	21	20	,	,	PUNCT
eurjchem-1316	21	21	by	by	ADP
eurjchem-1316	21	22	virtue	virtue	NOUN
eurjchem-1316	21	23	of	of	ADP
eurjchem-1316	21	24	its	its	PRON
eurjchem-1316	21	25	similar	similar	ADJ
eurjchem-1316	21	26	chemical	chemical	NOUN
eurjchem-1316	21	27	structure	structure	NOUN
eurjchem-1316	21	28	,	,	PUNCT
eurjchem-1316	21	29	combine	combine	VERB
eurjchem-1316	21	30	with	with	ADP
eurjchem-1316	21	31	the	the	DET
eurjchem-1316	21	32	receptor	receptor	NOUN
eurjchem-1316	21	33	and	and	CCONJ
eurjchem-1316	21	34	if	if	SCONJ
eurjchem-1316	21	35	not	not	PART
eurjchem-1316	21	36	elicit	elicit	VERB
eurjchem-1316	21	37	a	a	DET
eurjchem-1316	21	38	response	response	NOUN
eurjchem-1316	21	39	of	of	ADP
eurjchem-1316	21	40	its	its	PRON
eurjchem-1316	21	41	own	own	ADJ
eurjchem-1316	21	42	,	,	PUNCT
eurjchem-1316	21	43	serve	serve	VERB
eurjchem-1316	21	44	effectively	effectively	ADV
eurjchem-1316	21	45	as	as	ADP
eurjchem-1316	21	46	a	a	DET
eurjchem-1316	21	47	competitive	competitive	ADJ
eurjchem-1316	21	48	inhibitor	inhibitor	NOUN
eurjchem-1316	21	49	.	.	PUNCT
eurjchem-1316	22	1	thus	thus	ADV
eurjchem-1316	22	2	,	,	PUNCT
eurjchem-1316	22	3	when	when	SCONJ
eurjchem-1316	22	4	the	the	DET
eurjchem-1316	22	5	thiophenes	thiophene	NOUN
eurjchem-1316	22	6	and	and	CCONJ
eurjchem-1316	22	7	furans	furan	VERB
eurjchem-1316	22	8	derivatives	derivative	NOUN
eurjchem-1316	22	9	are	be	AUX
eurjchem-1316	22	10	prepared	prepare	VERB
eurjchem-1316	22	11	,	,	PUNCT
eurjchem-1316	22	12	it	it	PRON
eurjchem-1316	22	13	is	be	AUX
eurjchem-1316	22	14	conceivable	conceivable	ADJ
eurjchem-1316	22	15	that	that	SCONJ
eurjchem-1316	22	16	such	such	DET
eurjchem-1316	22	17	an	an	DET
eurjchem-1316	22	18	agentmay	agentmay	VERB
eurjchem-1316	22	19	intensify	intensify	VERB
eurjchem-1316	22	20	,	,	PUNCT
eurjchem-1316	22	21	mimic	mimic	VERB
eurjchem-1316	22	22	or	or	CCONJ
eurjchem-1316	22	23	antagonize	antagonize	VERB
eurjchem-1316	22	24	the	the	DET
eurjchem-1316	22	25	physiological	physiological	ADJ
eurjchem-1316	22	26	activity	activity	NOUN
eurjchem-1316	22	27	of	of	ADP
eurjchem-1316	22	28	the	the	DET
eurjchem-1316	22	29	parent	parent	NOUN
eurjchem-1316	22	30	substance	substance	NOUN
eurjchem-1316	23	1	[	[	X
eurjchem-1316	23	2	16	16	NUM
eurjchem-1316	23	3	]	]	PUNCT
eurjchem-1316	23	4	.	.	PUNCT
eurjchem-1316	24	1	2	2	X
eurjchem-1316	24	2	.	.	X
eurjchem-1316	24	3	experimental	experimental	ADJ
eurjchem-1316	24	4	2.1	2.1	NUM
eurjchem-1316	24	5	.	.	PUNCT
eurjchem-1316	25	1	instrumentation	instrumentation	NOUN
eurjchem-1316	25	2	figure	figure	NOUN
eurjchem-1316	25	3	1	1	NUM
eurjchem-1316	25	4	.	.	PUNCT
eurjchem-1316	25	5	chemical	chemical	ADJ
eurjchem-1316	25	6	structure	structure	NOUN
eurjchem-1316	25	7	of	of	ADP
eurjchem-1316	25	8	the	the	DET
eurjchem-1316	25	9	thiophene	thiophene	NOUN
eurjchem-1316	25	10	nsc	nsc	PROPN
eurjchem-1316	25	11	6522872	6522872	NUM
eurjchem-1316	25	12	,	,	PUNCT
eurjchem-1316	25	13	5‐bis(5‐	5‐bis(5‐	NUM
eurjchem-1316	25	14	hydroxymethyl‐2‐thienyl)furan	hydroxymethyl‐2‐thienyl)furan	PROPN
eurjchem-1316	25	15	.	.	PUNCT
eurjchem-1316	26	1	all	all	DET
eurjchem-1316	26	2	melting	melt	VERB
eurjchem-1316	26	3	points	point	NOUN
eurjchem-1316	26	4	were	be	AUX
eurjchem-1316	26	5	determined	determine	VERB
eurjchem-1316	26	6	on	on	ADP
eurjchem-1316	26	7	an	an	DET
eurjchem-1316	26	8	electrothermal	electrothermal	ADJ
eurjchem-1316	26	9	digital	digital	ADJ
eurjchem-1316	26	10	melting	melting	NOUN
eurjchem-1316	26	11	point	point	NOUN
eurjchem-1316	26	12	apparatus	apparatus	NOUN
eurjchem-1316	26	13	and	and	CCONJ
eurjchem-1316	26	14	are	be	AUX
eurjchem-1316	26	15	uncorrected	uncorrecte	VERB
eurjchem-1316	26	16	.	.	PUNCT
eurjchem-1316	27	1	ir	ir	PROPN
eurjchem-1316	27	2	spectra	spectra	PROPN
eurjchem-1316	27	3	(	(	PUNCT
eurjchem-1316	27	4	kbr	kbr	PROPN
eurjchem-1316	27	5	discs	disc	NOUN
eurjchem-1316	27	6	)	)	PUNCT
eurjchem-1316	27	7	were	be	AUX
eurjchem-1316	27	8	recorded	record	VERB
eurjchem-1316	27	9	on	on	ADP
eurjchem-1316	27	10	a	a	DET
eurjchem-1316	27	11	ft‐ir	ft‐ir	NOUN
eurjchem-1316	27	12	plus	plus	CCONJ
eurjchem-1316	27	13	460	460	NUM
eurjchem-1316	27	14	or	or	CCONJ
eurjchem-1316	27	15	pye	pye	PROPN
eurjchem-1316	27	16	unicam	unicam	ADJ
eurjchem-1316	27	17	sp‐1000	sp‐1000	PROPN
eurjchem-1316	27	18	spectrophotometer	spectrophotometer	NOUN
eurjchem-1316	27	19	.	.	PUNCT
eurjchem-1316	28	1	1h	1h	NUM
eurjchem-1316	28	2	nmr	nmr	PROPN
eurjchem-1316	28	3	spectra	spectra	NOUN
eurjchem-1316	28	4	were	be	AUX
eurjchem-1316	28	5	recorded	record	VERB
eurjchem-1316	28	6	with	with	ADP
eurjchem-1316	28	7	varian	varian	PROPN
eurjchem-1316	28	8	gemini‐200	gemini‐200	PROPN
eurjchem-1316	28	9	(	(	PUNCT
eurjchem-1316	28	10	200	200	NUM
eurjchem-1316	28	11	mhz	mhz	NOUN
eurjchem-1316	28	12	)	)	PUNCT
eurjchem-1316	28	13	and	and	CCONJ
eurjchem-1316	28	14	jeol	jeol	NOUN
eurjchem-1316	28	15	as	as	SCONJ
eurjchem-1316	28	16	500	500	NUM
eurjchem-1316	28	17	mhz	mhz	NOUN
eurjchem-1316	28	18	instruments	instrument	NOUN
eurjchem-1316	28	19	spectra	spectra	NOUN
eurjchem-1316	28	20	were	be	AUX
eurjchem-1316	28	21	performed	perform	VERB
eurjchem-1316	28	22	in	in	ADP
eurjchem-1316	28	23	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	28	24	as	as	SCONJ
eurjchem-1316	28	25	solvent	solvent	ADJ
eurjchem-1316	28	26	using	use	VERB
eurjchem-1316	28	27	tms	tms	PROPN
eurjchem-1316	28	28	as	as	ADP
eurjchem-1316	28	29	internal	internal	ADJ
eurjchem-1316	28	30	standard	standard	ADJ
eurjchem-1316	28	31	and	and	CCONJ
eurjchem-1316	28	32	chemical	chemical	NOUN
eurjchem-1316	28	33	shifts	shift	NOUN
eurjchem-1316	28	34	are	be	AUX
eurjchem-1316	28	35	expressed	express	VERB
eurjchem-1316	28	36	as	as	ADP
eurjchem-1316	28	37	δ	δ	PROPN
eurjchem-1316	28	38	ppm	ppm	NOUN
eurjchem-1316	28	39	.	.	PUNCT
eurjchem-1316	29	1	ms	ms	NOUN
eurjchem-1316	29	2	(	(	PUNCT
eurjchem-1316	29	3	ei	ei	PROPN
eurjchem-1316	29	4	)	)	PUNCT
eurjchem-1316	29	5	spectra	spectra	NOUN
eurjchem-1316	29	6	were	be	AUX
eurjchem-1316	29	7	recorded	record	VERB
eurjchem-1316	29	8	with	with	ADP
eurjchem-1316	29	9	hewlett	hewlett	PROPN
eurjchem-1316	29	10	packard	packard	PROPN
eurjchem-1316	29	11	5988	5988	NUM
eurjchem-1316	29	12	a	a	DET
eurjchem-1316	29	13	gc	gc	PROPN
eurjchem-1316	29	14	/	/	SYM
eurjchem-1316	29	15	ms	ms	NOUN
eurjchem-1316	29	16	system	system	NOUN
eurjchem-1316	29	17	and	and	CCONJ
eurjchem-1316	29	18	gcms‐qp	gcms‐qp	NUM
eurjchem-1316	29	19	1000	1000	NUM
eurjchem-1316	29	20	ex	ex	PRON
eurjchem-1316	29	21	shimadzu	shimadzu	ADJ
eurjchem-1316	29	22	instruments	instrument	NOUN
eurjchem-1316	29	23	.	.	PUNCT
eurjchem-1316	30	1	analytical	analytical	ADJ
eurjchem-1316	30	2	data	datum	NOUN
eurjchem-1316	30	3	were	be	AUX
eurjchem-1316	30	4	obtained	obtain	VERB
eurjchem-1316	30	5	from	from	ADP
eurjchem-1316	30	6	the	the	DET
eurjchem-1316	30	7	micro‐analytical	micro‐analytical	ADJ
eurjchem-1316	30	8	data	data	NOUN
eurjchem-1316	30	9	unit	unit	NOUN
eurjchem-1316	30	10	at	at	ADP
eurjchem-1316	30	11	cairo	cairo	PROPN
eurjchem-1316	30	12	university	university	PROPN
eurjchem-1316	30	13	and	and	CCONJ
eurjchem-1316	30	14	were	be	AUX
eurjchem-1316	30	15	performed	perform	VERB
eurjchem-1316	30	16	on	on	ADP
eurjchem-1316	30	17	vario	vario	PROPN
eurjchem-1316	30	18	el	el	PROPN
eurjchem-1316	30	19	iii	iii	PROPN
eurjchem-1316	30	20	elemental	elemental	ADJ
eurjchem-1316	30	21	analyser	analyser	NOUN
eurjchem-1316	30	22	.	.	PUNCT
eurjchem-1316	31	1	2.2	2.2	NUM
eurjchem-1316	31	2	.	.	PUNCT
eurjchem-1316	31	3	synthesis	synthesis	NOUN
eurjchem-1316	31	4	2.2.1	2.2.1	NUM
eurjchem-1316	31	5	.	.	PUNCT
eurjchem-1316	31	6	general	general	ADJ
eurjchem-1316	31	7	procedure	procedure	NOUN
eurjchem-1316	31	8	for	for	ADP
eurjchem-1316	31	9	the	the	DET
eurjchem-1316	31	10	synthesis	synthesis	NOUN
eurjchem-1316	31	11	of	of	ADP
eurjchem-1316	31	12	the	the	DET
eurjchem-1316	31	13	thiophene	thiophene	NOUN
eurjchem-1316	31	14	derivatives	derivative	NOUN
eurjchem-1316	31	15	3a	3a	NUM
eurjchem-1316	31	16	,	,	PUNCT
eurjchem-1316	31	17	b	b	PROPN
eurjchem-1316	31	18	mahmoud	mahmoud	PROPN
eurjchem-1316	31	19	/	/	SYM
eurjchem-1316	31	20	european	european	PROPN
eurjchem-1316	31	21	journal	journal	PROPN
eurjchem-1316	31	22	of	of	ADP
eurjchem-1316	31	23	chemistry	chemistry	NOUN
eurjchem-1316	31	24	6	6	NUM
eurjchem-1316	31	25	(	(	PUNCT
eurjchem-1316	31	26	4	4	NUM
eurjchem-1316	31	27	)	)	PUNCT
eurjchem-1316	31	28	(	(	PUNCT
eurjchem-1316	31	29	2015	2015	NUM
eurjchem-1316	31	30	)	)	PUNCT
eurjchem-1316	32	1	444‐450	444‐450	NUM
eurjchem-1316	32	2	445	445	NUM
eurjchem-1316	32	3	scheme	scheme	NOUN
eurjchem-1316	32	4	1	1	NUM
eurjchem-1316	32	5	to	to	ADP
eurjchem-1316	32	6	a	a	DET
eurjchem-1316	32	7	solution	solution	NOUN
eurjchem-1316	32	8	of	of	ADP
eurjchem-1316	32	9	acetylacetone	acetylacetone	NOUN
eurjchem-1316	32	10	(	(	PUNCT
eurjchem-1316	32	11	1.0	1.0	NUM
eurjchem-1316	32	12	g	g	NOUN
eurjchem-1316	32	13	,	,	PUNCT
eurjchem-1316	32	14	0.01	0.01	NUM
eurjchem-1316	32	15	mol	mol	NOUN
eurjchem-1316	32	16	)	)	PUNCT
eurjchem-1316	32	17	in	in	ADP
eurjchem-1316	32	18	1,4‐	1,4‐	NUM
eurjchem-1316	32	19	dioxane	dioxane	NOUN
eurjchem-1316	32	20	(	(	PUNCT
eurjchem-1316	32	21	40	40	NUM
eurjchem-1316	32	22	ml	ml	NOUN
eurjchem-1316	32	23	)	)	PUNCT
eurjchem-1316	32	24	containing	contain	VERB
eurjchem-1316	32	25	triethylamine	triethylamine	NOUN
eurjchem-1316	32	26	(	(	PUNCT
eurjchem-1316	32	27	1.0	1.0	NUM
eurjchem-1316	32	28	ml	ml	NOUN
eurjchem-1316	32	29	)	)	PUNCT
eurjchem-1316	32	30	,	,	PUNCT
eurjchem-1316	32	31	either	either	CCONJ
eurjchem-1316	32	32	cyanoacetanilide	cyanoacetanilide	NOUN
eurjchem-1316	32	33	(	(	PUNCT
eurjchem-1316	32	34	1.60	1.60	NUM
eurjchem-1316	32	35	g	g	NOUN
eurjchem-1316	32	36	,	,	PUNCT
eurjchem-1316	32	37	0.01	0.01	NUM
eurjchem-1316	32	38	mol	mol	NOUN
eurjchem-1316	32	39	)	)	PUNCT
eurjchem-1316	32	40	(	(	PUNCT
eurjchem-1316	32	41	2a	2a	NUM
eurjchem-1316	32	42	)	)	PUNCT
eurjchem-1316	32	43	or	or	CCONJ
eurjchem-1316	32	44	2‐cyano‐n‐(p‐	2‐cyano‐n‐(p‐	NUM
eurjchem-1316	32	45	tolyl)acetamide	tolyl)acetamide	ADV
eurjchem-1316	32	46	(	(	PUNCT
eurjchem-1316	32	47	2b	2b	NUM
eurjchem-1316	32	48	)	)	PUNCT
eurjchem-1316	32	49	(	(	PUNCT
eurjchem-1316	32	50	1.74	1.74	NUM
eurjchem-1316	32	51	g	g	NOUN
eurjchem-1316	32	52	,	,	PUNCT
eurjchem-1316	32	53	0.01	0.01	NUM
eurjchem-1316	32	54	mol	mol	NOUN
eurjchem-1316	32	55	)	)	PUNCT
eurjchem-1316	32	56	and	and	CCONJ
eurjchem-1316	32	57	elemental	elemental	ADJ
eurjchem-1316	32	58	sulfur	sulfur	NOUN
eurjchem-1316	32	59	(	(	PUNCT
eurjchem-1316	32	60	0.32	0.32	NUM
eurjchem-1316	32	61	g	g	NOUN
eurjchem-1316	32	62	,	,	PUNCT
eurjchem-1316	32	63	0.01	0.01	NUM
eurjchem-1316	32	64	mol	mol	NOUN
eurjchem-1316	32	65	)	)	PUNCT
eurjchem-1316	32	66	were	be	AUX
eurjchem-1316	32	67	added	add	VERB
eurjchem-1316	32	68	.	.	PUNCT
eurjchem-1316	33	1	the	the	DET
eurjchem-1316	33	2	reaction	reaction	NOUN
eurjchem-1316	33	3	mixture	mixture	NOUN
eurjchem-1316	33	4	,	,	PUNCT
eurjchem-1316	33	5	in	in	ADP
eurjchem-1316	33	6	each	each	DET
eurjchem-1316	33	7	case	case	NOUN
eurjchem-1316	33	8	,	,	PUNCT
eurjchem-1316	33	9	was	be	AUX
eurjchem-1316	33	10	heated	heat	VERB
eurjchem-1316	33	11	under	under	ADP
eurjchem-1316	33	12	reflux	reflux	NOUN
eurjchem-1316	33	13	for	for	SCONJ
eurjchem-1316	33	14	2	2	NUM
eurjchem-1316	33	15	h	h	NOUN
eurjchem-1316	33	16	then	then	ADV
eurjchem-1316	33	17	left	leave	VERB
eurjchem-1316	33	18	to	to	PART
eurjchem-1316	33	19	cool	cool	ADJ
eurjchem-1316	33	20	.	.	PUNCT
eurjchem-1316	34	1	the	the	DET
eurjchem-1316	34	2	solid	solid	ADJ
eurjchem-1316	34	3	product	product	NOUN
eurjchem-1316	34	4	formed	form	VERB
eurjchem-1316	34	5	upon	upon	SCONJ
eurjchem-1316	34	6	pouring	pour	VERB
eurjchem-1316	34	7	onto	onto	ADP
eurjchem-1316	34	8	ice	ice	NOUN
eurjchem-1316	34	9	/	/	SYM
eurjchem-1316	34	10	water	water	NOUN
eurjchem-1316	34	11	containing	contain	VERB
eurjchem-1316	34	12	few	few	ADJ
eurjchem-1316	34	13	drops	drop	NOUN
eurjchem-1316	34	14	of	of	ADP
eurjchem-1316	34	15	hydrochloric	hydrochloric	ADJ
eurjchem-1316	34	16	acid	acid	NOUN
eurjchem-1316	34	17	was	be	AUX
eurjchem-1316	34	18	collected	collect	VERB
eurjchem-1316	34	19	by	by	ADP
eurjchem-1316	34	20	filtration	filtration	NOUN
eurjchem-1316	34	21	and	and	CCONJ
eurjchem-1316	34	22	crystallized	crystallize	VERB
eurjchem-1316	34	23	from	from	ADP
eurjchem-1316	34	24	the	the	DET
eurjchem-1316	34	25	suitable	suitable	ADJ
eurjchem-1316	34	26	solvent	solvent	NOUN
eurjchem-1316	34	27	(	(	PUNCT
eurjchem-1316	34	28	scheme	scheme	NOUN
eurjchem-1316	34	29	1	1	NUM
eurjchem-1316	34	30	)	)	PUNCT
eurjchem-1316	34	31	.	.	PUNCT
eurjchem-1316	35	1	5‐acetyl‐2‐amino‐4‐methyl‐n‐phenylthiophene‐3‐carbox‐	5‐acetyl‐2‐amino‐4‐methyl‐n‐phenylthiophene‐3‐carbox‐	NUM
eurjchem-1316	35	2	amide	amide	NOUN
eurjchem-1316	35	3	(	(	PUNCT
eurjchem-1316	35	4	3a	3a	NUM
eurjchem-1316	35	5	):	):	PUNCT
eurjchem-1316	35	6	color	color	NOUN
eurjchem-1316	35	7	:	:	PUNCT
eurjchem-1316	35	8	pale	pale	ADJ
eurjchem-1316	35	9	yellow	yellow	ADJ
eurjchem-1316	35	10	crystals	crystal	NOUN
eurjchem-1316	35	11	from	from	ADP
eurjchem-1316	35	12	acetic	acetic	ADJ
eurjchem-1316	35	13	acid	acid	NOUN
eurjchem-1316	35	14	.	.	PUNCT
eurjchem-1316	35	15	yield	yield	NOUN
eurjchem-1316	35	16	:	:	PUNCT
eurjchem-1316	35	17	74	74	NUM
eurjchem-1316	35	18	%	%	NOUN
eurjchem-1316	35	19	(	(	PUNCT
eurjchem-1316	35	20	2.03	2.03	NUM
eurjchem-1316	35	21	g	g	NOUN
eurjchem-1316	35	22	)	)	PUNCT
eurjchem-1316	35	23	.	.	PUNCT
eurjchem-1316	36	1	m.p	m.p	PROPN
eurjchem-1316	36	2	.	.	PROPN
eurjchem-1316	36	3	:	:	PUNCT
eurjchem-1316	37	1	180‐182	180‐182	NUM
eurjchem-1316	37	2	°	°	PROPN
eurjchem-1316	37	3	c	c	X
eurjchem-1316	37	4	.	.	PUNCT
eurjchem-1316	38	1	ir	ir	PROPN
eurjchem-1316	38	2	(	(	PUNCT
eurjchem-1316	38	3	kbr	kbr	PROPN
eurjchem-1316	38	4	,	,	PUNCT
eurjchem-1316	38	5	ν	ν	PROPN
eurjchem-1316	38	6	,	,	PUNCT
eurjchem-1316	38	7	cm‐1	cm‐1	PROPN
eurjchem-1316	38	8	):	):	PUNCT
eurjchem-1316	38	9	3473‐3340	3473‐3340	NUM
eurjchem-1316	38	10	(	(	PUNCT
eurjchem-1316	38	11	nh2	nh2	PROPN
eurjchem-1316	38	12	,	,	PUNCT
eurjchem-1316	38	13	nh	nh	PROPN
eurjchem-1316	38	14	)	)	PUNCT
eurjchem-1316	38	15	,	,	PUNCT
eurjchem-1316	38	16	3054	3054	NUM
eurjchem-1316	38	17	(	(	PUNCT
eurjchem-1316	38	18	ch	ch	NOUN
eurjchem-1316	38	19	,	,	PUNCT
eurjchem-1316	38	20	aromatic	aromatic	NOUN
eurjchem-1316	38	21	)	)	PUNCT
eurjchem-1316	38	22	,	,	PUNCT
eurjchem-1316	38	23	2982	2982	NUM
eurjchem-1316	38	24	(	(	PUNCT
eurjchem-1316	38	25	ch3	ch3	PROPN
eurjchem-1316	38	26	)	)	PUNCT
eurjchem-1316	38	27	,	,	PUNCT
eurjchem-1316	38	28	1708	1708	NUM
eurjchem-1316	38	29	,	,	PUNCT
eurjchem-1316	38	30	1687	1687	NUM
eurjchem-1316	38	31	(	(	PUNCT
eurjchem-1316	38	32	2	2	NUM
eurjchem-1316	38	33	co	co	NOUN
eurjchem-1316	38	34	)	)	PUNCT
eurjchem-1316	38	35	,	,	PUNCT
eurjchem-1316	38	36	1628	1628	NUM
eurjchem-1316	38	37	(	(	PUNCT
eurjchem-1316	38	38	c	c	NOUN
eurjchem-1316	38	39	=	=	SYM
eurjchem-1316	38	40	c	c	NOUN
eurjchem-1316	38	41	)	)	PUNCT
eurjchem-1316	38	42	.	.	PUNCT
eurjchem-1316	39	1	1h	1h	NUM
eurjchem-1316	39	2	nmr	nmr	NOUN
eurjchem-1316	39	3	(	(	PUNCT
eurjchem-1316	39	4	400	400	NUM
eurjchem-1316	39	5	mhz	mhz	NOUN
eurjchem-1316	39	6	,	,	PUNCT
eurjchem-1316	39	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	39	8	,	,	PUNCT
eurjchem-1316	39	9	δ	δ	PROPN
eurjchem-1316	39	10	,	,	PUNCT
eurjchem-1316	39	11	ppm	ppm	NOUN
eurjchem-1316	39	12	):	):	PUNCT
eurjchem-1316	39	13	2.68	2.68	NUM
eurjchem-1316	39	14	(	(	PUNCT
eurjchem-1316	39	15	s	s	PROPN
eurjchem-1316	39	16	,	,	PUNCT
eurjchem-1316	39	17	3h	3h	NUM
eurjchem-1316	39	18	,	,	PUNCT
eurjchem-1316	39	19	ch3	ch3	PROPN
eurjchem-1316	39	20	)	)	PUNCT
eurjchem-1316	39	21	,	,	PUNCT
eurjchem-1316	39	22	2.97	2.97	NUM
eurjchem-1316	39	23	(	(	PUNCT
eurjchem-1316	39	24	s	s	PROPN
eurjchem-1316	39	25	,	,	PUNCT
eurjchem-1316	39	26	3h	3h	NUM
eurjchem-1316	39	27	,	,	PUNCT
eurjchem-1316	39	28	ch3	ch3	PROPN
eurjchem-1316	39	29	)	)	PUNCT
eurjchem-1316	39	30	,	,	PUNCT
eurjchem-1316	39	31	4.85	4.85	NUM
eurjchem-1316	39	32	(	(	PUNCT
eurjchem-1316	39	33	s	s	PROPN
eurjchem-1316	39	34	,	,	PUNCT
eurjchem-1316	39	35	2h	2h	NUM
eurjchem-1316	39	36	,	,	PUNCT
eurjchem-1316	39	37	nh2	nh2	PROPN
eurjchem-1316	39	38	)	)	PUNCT
eurjchem-1316	39	39	,	,	PUNCT
eurjchem-1316	39	40	7.31‐7.37	7.31‐7.37	NUM
eurjchem-1316	39	41	(	(	PUNCT
eurjchem-1316	39	42	m	m	PROPN
eurjchem-1316	39	43	,	,	PUNCT
eurjchem-1316	39	44	5h	5h	NUM
eurjchem-1316	39	45	,	,	PUNCT
eurjchem-1316	39	46	c6h5	c6h5	PROPN
eurjchem-1316	39	47	)	)	PUNCT
eurjchem-1316	39	48	,	,	PUNCT
eurjchem-1316	39	49	8.38	8.38	NUM
eurjchem-1316	39	50	(	(	PUNCT
eurjchem-1316	39	51	s	s	PROPN
eurjchem-1316	39	52	,	,	PUNCT
eurjchem-1316	39	53	1h	1h	NUM
eurjchem-1316	39	54	,	,	PUNCT
eurjchem-1316	39	55	nh	nh	PROPN
eurjchem-1316	39	56	)	)	PUNCT
eurjchem-1316	39	57	.	.	PUNCT
eurjchem-1316	40	1	anal	anal	PROPN
eurjchem-1316	40	2	.	.	PUNCT
eurjchem-1316	40	3	calcd	calcd	NOUN
eurjchem-1316	40	4	.	.	PUNCT
eurjchem-1316	41	1	for	for	SCONJ
eurjchem-1316	41	2	c14h14n2o2s	c14h14n2o2s	NUM
eurjchem-1316	41	3	:	:	PUNCT
eurjchem-1316	41	4	c	c	X
eurjchem-1316	41	5	,	,	PUNCT
eurjchem-1316	41	6	61.29	61.29	NUM
eurjchem-1316	41	7	;	;	PUNCT
eurjchem-1316	41	8	h	h	NOUN
eurjchem-1316	41	9	,	,	PUNCT
eurjchem-1316	41	10	5.14	5.14	NUM
eurjchem-1316	41	11	;	;	PUNCT
eurjchem-1316	41	12	n	n	CCONJ
eurjchem-1316	41	13	,	,	PUNCT
eurjchem-1316	41	14	10.21	10.21	NUM
eurjchem-1316	41	15	.	.	PUNCT
eurjchem-1316	41	16	found	find	VERB
eurjchem-1316	41	17	:	:	PUNCT
eurjchem-1316	42	1	c	c	X
eurjchem-1316	42	2	,	,	PUNCT
eurjchem-1316	42	3	61.03	61.03	NUM
eurjchem-1316	42	4	;	;	PUNCT
eurjchem-1316	42	5	h	h	NOUN
eurjchem-1316	42	6	,	,	PUNCT
eurjchem-1316	42	7	5.30	5.30	NUM
eurjchem-1316	42	8	;	;	PUNCT
eurjchem-1316	42	9	n	n	CCONJ
eurjchem-1316	42	10	;	;	PUNCT
eurjchem-1316	42	11	10.49	10.49	NUM
eurjchem-1316	42	12	%	%	NOUN
eurjchem-1316	42	13	.	.	PUNCT
eurjchem-1316	43	1	5‐acetyl‐2‐amino‐4‐methyl‐n‐(p‐tolyl	5‐acetyl‐2‐amino‐4‐methyl‐n‐(p‐tolyl	NUM
eurjchem-1316	43	2	)	)	PUNCT
eurjchem-1316	43	3	thiophene‐3‐carbox‐	thiophene‐3‐carbox‐	PRON
eurjchem-1316	43	4	amide	amide	NOUN
eurjchem-1316	43	5	(	(	PUNCT
eurjchem-1316	43	6	3b	3b	NUM
eurjchem-1316	43	7	):	):	PUNCT
eurjchem-1316	43	8	color	color	NOUN
eurjchem-1316	43	9	:	:	PUNCT
eurjchem-1316	43	10	yellow	yellow	ADJ
eurjchem-1316	43	11	crystals	crystal	NOUN
eurjchem-1316	43	12	from	from	ADP
eurjchem-1316	43	13	acetic	acetic	ADJ
eurjchem-1316	43	14	acid	acid	NOUN
eurjchem-1316	43	15	.	.	PUNCT
eurjchem-1316	44	1	yield	yield	NOUN
eurjchem-1316	44	2	:	:	PUNCT
eurjchem-1316	44	3	80	80	NUM
eurjchem-1316	44	4	%	%	NOUN
eurjchem-1316	44	5	(	(	PUNCT
eurjchem-1316	44	6	2.31	2.31	NUM
eurjchem-1316	44	7	g	g	NOUN
eurjchem-1316	44	8	)	)	PUNCT
eurjchem-1316	44	9	.	.	PUNCT
eurjchem-1316	45	1	m.p	m.p	PROPN
eurjchem-1316	45	2	.	.	PROPN
eurjchem-1316	45	3	:	:	PUNCT
eurjchem-1316	46	1	220‐222	220‐222	NUM
eurjchem-1316	46	2	°	°	SYM
eurjchem-1316	46	3	c	c	X
eurjchem-1316	46	4	.	.	PUNCT
eurjchem-1316	47	1	ir	ir	PROPN
eurjchem-1316	47	2	(	(	PUNCT
eurjchem-1316	47	3	kbr	kbr	PROPN
eurjchem-1316	47	4	,	,	PUNCT
eurjchem-1316	47	5	ν	ν	PROPN
eurjchem-1316	47	6	,	,	PUNCT
eurjchem-1316	47	7	cm‐1	cm‐1	PROPN
eurjchem-1316	47	8	):	):	PUNCT
eurjchem-1316	47	9	3455‐3332	3455‐3332	NUM
eurjchem-1316	47	10	(	(	PUNCT
eurjchem-1316	47	11	nh2	nh2	PROPN
eurjchem-1316	47	12	,	,	PUNCT
eurjchem-1316	47	13	nh	nh	PROPN
eurjchem-1316	47	14	)	)	PUNCT
eurjchem-1316	47	15	,	,	PUNCT
eurjchem-1316	47	16	3058	3058	NUM
eurjchem-1316	47	17	(	(	PUNCT
eurjchem-1316	47	18	ch	ch	NOUN
eurjchem-1316	47	19	,	,	PUNCT
eurjchem-1316	47	20	aromatic	aromatic	NOUN
eurjchem-1316	47	21	)	)	PUNCT
eurjchem-1316	47	22	,	,	PUNCT
eurjchem-1316	47	23	2984	2984	NUM
eurjchem-1316	47	24	(	(	PUNCT
eurjchem-1316	47	25	ch3	ch3	PROPN
eurjchem-1316	47	26	)	)	PUNCT
eurjchem-1316	47	27	,	,	PUNCT
eurjchem-1316	47	28	1705	1705	NUM
eurjchem-1316	47	29	,	,	PUNCT
eurjchem-1316	47	30	1688	1688	NUM
eurjchem-1316	47	31	(	(	PUNCT
eurjchem-1316	47	32	2	2	NUM
eurjchem-1316	47	33	co	co	NOUN
eurjchem-1316	47	34	)	)	PUNCT
eurjchem-1316	47	35	,	,	PUNCT
eurjchem-1316	47	36	1625	1625	NUM
eurjchem-1316	47	37	(	(	PUNCT
eurjchem-1316	47	38	c	c	NOUN
eurjchem-1316	47	39	=	=	SYM
eurjchem-1316	47	40	c	c	NOUN
eurjchem-1316	47	41	)	)	PUNCT
eurjchem-1316	47	42	.	.	PUNCT
eurjchem-1316	48	1	1h	1h	NUM
eurjchem-1316	48	2	nmr	nmr	NOUN
eurjchem-1316	48	3	(	(	PUNCT
eurjchem-1316	48	4	400	400	NUM
eurjchem-1316	48	5	mhz	mhz	NOUN
eurjchem-1316	48	6	,	,	PUNCT
eurjchem-1316	48	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	48	8	,	,	PUNCT
eurjchem-1316	48	9	δ	δ	PROPN
eurjchem-1316	48	10	,	,	PUNCT
eurjchem-1316	48	11	ppm	ppm	NOUN
eurjchem-1316	48	12	):	):	PUNCT
eurjchem-1316	48	13	2.66	2.66	NUM
eurjchem-1316	48	14	(	(	PUNCT
eurjchem-1316	48	15	s	s	PROPN
eurjchem-1316	48	16	,	,	PUNCT
eurjchem-1316	48	17	3h	3h	NUM
eurjchem-1316	48	18	,	,	PUNCT
eurjchem-1316	48	19	ch3	ch3	PROPN
eurjchem-1316	48	20	)	)	PUNCT
eurjchem-1316	48	21	,	,	PUNCT
eurjchem-1316	48	22	2.99	2.99	NUM
eurjchem-1316	48	23	(	(	PUNCT
eurjchem-1316	48	24	s	s	PROPN
eurjchem-1316	48	25	,	,	PUNCT
eurjchem-1316	48	26	3h	3h	NUM
eurjchem-1316	48	27	,	,	PUNCT
eurjchem-1316	48	28	ch3	ch3	PROPN
eurjchem-1316	48	29	)	)	PUNCT
eurjchem-1316	48	30	,	,	PUNCT
eurjchem-1316	48	31	3.11	3.11	NUM
eurjchem-1316	48	32	(	(	PUNCT
eurjchem-1316	48	33	s	s	PROPN
eurjchem-1316	48	34	,	,	PUNCT
eurjchem-1316	48	35	3h	3h	NUM
eurjchem-1316	48	36	,	,	PUNCT
eurjchem-1316	48	37	ch3	ch3	PROPN
eurjchem-1316	48	38	)	)	PUNCT
eurjchem-1316	48	39	,	,	PUNCT
eurjchem-1316	48	40	4.87	4.87	NUM
eurjchem-1316	48	41	(	(	PUNCT
eurjchem-1316	48	42	s	s	PROPN
eurjchem-1316	48	43	,	,	PUNCT
eurjchem-1316	48	44	2h	2h	NUM
eurjchem-1316	48	45	,	,	PUNCT
eurjchem-1316	48	46	nh2	nh2	PROPN
eurjchem-1316	48	47	)	)	PUNCT
eurjchem-1316	48	48	,	,	PUNCT
eurjchem-1316	48	49	7.30‐7.41	7.30‐7.41	NUM
eurjchem-1316	48	50	(	(	PUNCT
eurjchem-1316	48	51	m	m	PROPN
eurjchem-1316	48	52	,	,	PUNCT
eurjchem-1316	48	53	4h	4h	NUM
eurjchem-1316	48	54	,	,	PUNCT
eurjchem-1316	48	55	c6h4	c6h4	NOUN
eurjchem-1316	48	56	)	)	PUNCT
eurjchem-1316	48	57	,	,	PUNCT
eurjchem-1316	48	58	8.36	8.36	NUM
eurjchem-1316	48	59	(	(	PUNCT
eurjchem-1316	48	60	s	s	PROPN
eurjchem-1316	48	61	,	,	PUNCT
eurjchem-1316	48	62	1h	1h	NUM
eurjchem-1316	48	63	,	,	PUNCT
eurjchem-1316	48	64	nh	nh	PROPN
eurjchem-1316	48	65	)	)	PUNCT
eurjchem-1316	48	66	.	.	PUNCT
eurjchem-1316	49	1	anal	anal	PROPN
eurjchem-1316	49	2	.	.	PUNCT
eurjchem-1316	49	3	calcd	calcd	NOUN
eurjchem-1316	49	4	.	.	PUNCT
eurjchem-1316	50	1	for	for	ADP
eurjchem-1316	50	2	c15h16n2o2s	c15h16n2o2s	PROPN
eurjchem-1316	50	3	:	:	PUNCT
eurjchem-1316	50	4	c	c	X
eurjchem-1316	50	5	,	,	PUNCT
eurjchem-1316	50	6	62.48	62.48	NUM
eurjchem-1316	50	7	;	;	PUNCT
eurjchem-1316	50	8	h	h	NOUN
eurjchem-1316	50	9	,	,	PUNCT
eurjchem-1316	50	10	5.59	5.59	NUM
eurjchem-1316	50	11	;	;	PUNCT
eurjchem-1316	50	12	n	n	CCONJ
eurjchem-1316	50	13	,	,	PUNCT
eurjchem-1316	50	14	9.71	9.71	NUM
eurjchem-1316	50	15	.	.	PUNCT
eurjchem-1316	50	16	found	find	VERB
eurjchem-1316	50	17	:	:	PUNCT
eurjchem-1316	51	1	c	c	X
eurjchem-1316	51	2	,	,	PUNCT
eurjchem-1316	51	3	62.31	62.31	NUM
eurjchem-1316	51	4	;	;	PUNCT
eurjchem-1316	51	5	h	h	NOUN
eurjchem-1316	51	6	,	,	PUNCT
eurjchem-1316	51	7	5.42	5.42	NUM
eurjchem-1316	51	8	;	;	PUNCT
eurjchem-1316	51	9	n	n	CCONJ
eurjchem-1316	51	10	;	;	PUNCT
eurjchem-1316	51	11	9.86	9.86	NUM
eurjchem-1316	51	12	%	%	NOUN
eurjchem-1316	51	13	.	.	PUNCT
eurjchem-1316	52	1	2.2.2	2.2.2	X
eurjchem-1316	52	2	.	.	PUNCT
eurjchem-1316	52	3	ethyl	ethyl	PROPN
eurjchem-1316	52	4	(	(	PUNCT
eurjchem-1316	52	5	5‐acetyl‐4‐methyl‐3‐(phenylcarbamoyl	5‐acetyl‐4‐methyl‐3‐(phenylcarbamoyl	ADJ
eurjchem-1316	52	6	)	)	PUNCT
eurjchem-1316	52	7	thiophen‐2‐yl)glycinate	thiophen‐2‐yl)glycinate	NOUN
eurjchem-1316	52	8	(	(	PUNCT
eurjchem-1316	52	9	5	5	NUM
eurjchem-1316	52	10	)	)	PUNCT
eurjchem-1316	52	11	to	to	ADP
eurjchem-1316	52	12	a	a	DET
eurjchem-1316	52	13	solution	solution	NOUN
eurjchem-1316	52	14	of	of	ADP
eurjchem-1316	52	15	compound	compound	NOUN
eurjchem-1316	52	16	3a	3a	NUM
eurjchem-1316	52	17	(	(	PUNCT
eurjchem-1316	52	18	2.74	2.74	NUM
eurjchem-1316	52	19	g	g	NOUN
eurjchem-1316	52	20	,	,	PUNCT
eurjchem-1316	52	21	0.01	0.01	NUM
eurjchem-1316	52	22	mol	mol	NOUN
eurjchem-1316	52	23	)	)	PUNCT
eurjchem-1316	52	24	in	in	ADP
eurjchem-1316	52	25	1,4‐	1,4‐	NUM
eurjchem-1316	52	26	dioxane	dioxane	NOUN
eurjchem-1316	52	27	(	(	PUNCT
eurjchem-1316	52	28	40	40	NUM
eurjchem-1316	52	29	ml	ml	NOUN
eurjchem-1316	52	30	)	)	PUNCT
eurjchem-1316	52	31	containing	contain	VERB
eurjchem-1316	52	32	potassium	potassium	NOUN
eurjchem-1316	52	33	hydroxide	hydroxide	NOUN
eurjchem-1316	52	34	(	(	PUNCT
eurjchem-1316	52	35	0.50	0.50	NUM
eurjchem-1316	52	36	g	g	NOUN
eurjchem-1316	52	37	)	)	PUNCT
eurjchem-1316	52	38	ethyl	ethyl	PROPN
eurjchem-1316	52	39	2‐chloro	2‐chloro	NUM
eurjchem-1316	52	40	acetate	acetate	NOUN
eurjchem-1316	52	41	(	(	PUNCT
eurjchem-1316	52	42	1.22	1.22	NUM
eurjchem-1316	52	43	g	g	NOUN
eurjchem-1316	52	44	,	,	PUNCT
eurjchem-1316	52	45	0.01	0.01	NUM
eurjchem-1316	52	46	mol	mol	NOUN
eurjchem-1316	52	47	)	)	PUNCT
eurjchem-1316	52	48	was	be	AUX
eurjchem-1316	52	49	added	add	VERB
eurjchem-1316	52	50	.	.	PUNCT
eurjchem-1316	53	1	the	the	DET
eurjchem-1316	53	2	reaction	reaction	NOUN
eurjchem-1316	53	3	mixture	mixture	NOUN
eurjchem-1316	53	4	was	be	AUX
eurjchem-1316	53	5	heated	heat	VERB
eurjchem-1316	53	6	under	under	ADP
eurjchem-1316	53	7	reflux	reflux	NOUN
eurjchem-1316	53	8	for	for	SCONJ
eurjchem-1316	53	9	2	2	NUM
eurjchem-1316	53	10	h	h	NOUN
eurjchem-1316	53	11	then	then	ADV
eurjchem-1316	53	12	poured	pour	VERB
eurjchem-1316	53	13	onto	onto	ADP
eurjchem-1316	53	14	ice	ice	NOUN
eurjchem-1316	53	15	/	/	SYM
eurjchem-1316	53	16	water	water	NOUN
eurjchem-1316	53	17	containing	contain	VERB
eurjchem-1316	53	18	few	few	ADJ
eurjchem-1316	53	19	drops	drop	NOUN
eurjchem-1316	53	20	of	of	ADP
eurjchem-1316	53	21	hydrochloric	hydrochloric	ADJ
eurjchem-1316	53	22	acid	acid	NOUN
eurjchem-1316	53	23	(	(	PUNCT
eurjchem-1316	53	24	till	till	SCONJ
eurjchem-1316	53	25	ph	ph	NOUN
eurjchem-1316	53	26	=	=	NOUN
eurjchem-1316	53	27	6	6	NUM
eurjchem-1316	53	28	)	)	PUNCT
eurjchem-1316	53	29	and	and	CCONJ
eurjchem-1316	53	30	the	the	DET
eurjchem-1316	53	31	formed	form	VERB
eurjchem-1316	53	32	solid	solid	ADJ
eurjchem-1316	53	33	product	product	NOUN
eurjchem-1316	53	34	was	be	AUX
eurjchem-1316	53	35	collected	collect	VERB
eurjchem-1316	53	36	by	by	ADP
eurjchem-1316	53	37	filtration	filtration	NOUN
eurjchem-1316	53	38	.	.	PUNCT
eurjchem-1316	54	1	color	color	NOUN
eurjchem-1316	54	2	:	:	PUNCT
eurjchem-1316	54	3	white	white	ADJ
eurjchem-1316	54	4	crystals	crystal	NOUN
eurjchem-1316	54	5	from	from	ADP
eurjchem-1316	54	6	ethanol	ethanol	NOUN
eurjchem-1316	54	7	(	(	PUNCT
eurjchem-1316	54	8	scheme	scheme	NOUN
eurjchem-1316	54	9	1	1	NUM
eurjchem-1316	54	10	)	)	PUNCT
eurjchem-1316	54	11	.	.	PUNCT
eurjchem-1316	55	1	yield	yield	NOUN
eurjchem-1316	55	2	:	:	PUNCT
eurjchem-1316	55	3	78	78	NUM
eurjchem-1316	55	4	%	%	NOUN
eurjchem-1316	55	5	(	(	PUNCT
eurjchem-1316	55	6	2.81	2.81	NUM
eurjchem-1316	55	7	g	g	NOUN
eurjchem-1316	55	8	)	)	PUNCT
eurjchem-1316	55	9	.	.	PUNCT
eurjchem-1316	56	1	m.p	m.p	PROPN
eurjchem-1316	56	2	.	.	PROPN
eurjchem-1316	56	3	:	:	PUNCT
eurjchem-1316	57	1	195‐197	195‐197	NUM
eurjchem-1316	57	2	°	°	SYM
eurjchem-1316	57	3	c	c	X
eurjchem-1316	57	4	.	.	PUNCT
eurjchem-1316	58	1	ir	ir	PROPN
eurjchem-1316	58	2	(	(	PUNCT
eurjchem-1316	58	3	kbr	kbr	PROPN
eurjchem-1316	58	4	,	,	PUNCT
eurjchem-1316	58	5	ν	ν	PROPN
eurjchem-1316	58	6	,	,	PUNCT
eurjchem-1316	58	7	cm‐1	cm‐1	PROPN
eurjchem-1316	58	8	):	):	PUNCT
eurjchem-1316	58	9	3466‐3323	3466‐3323	PROPN
eurjchem-1316	58	10	(	(	PUNCT
eurjchem-1316	58	11	2	2	NUM
eurjchem-1316	58	12	nh	nh	NUM
eurjchem-1316	58	13	)	)	PUNCT
eurjchem-1316	58	14	,	,	PUNCT
eurjchem-1316	58	15	3054	3054	NUM
eurjchem-1316	58	16	(	(	PUNCT
eurjchem-1316	58	17	ch	ch	NOUN
eurjchem-1316	58	18	,	,	PUNCT
eurjchem-1316	58	19	aromatic	aromatic	NOUN
eurjchem-1316	58	20	)	)	PUNCT
eurjchem-1316	58	21	,	,	PUNCT
eurjchem-1316	58	22	2980	2980	NUM
eurjchem-1316	58	23	(	(	PUNCT
eurjchem-1316	58	24	ch3	ch3	PROPN
eurjchem-1316	58	25	)	)	PUNCT
eurjchem-1316	58	26	,	,	PUNCT
eurjchem-1316	58	27	1712‐1686	1712‐1686	NUM
eurjchem-1316	58	28	(	(	PUNCT
eurjchem-1316	58	29	3	3	NUM
eurjchem-1316	58	30	co	co	NOUN
eurjchem-1316	58	31	)	)	PUNCT
eurjchem-1316	58	32	,	,	PUNCT
eurjchem-1316	58	33	1630	1630	NUM
eurjchem-1316	58	34	(	(	PUNCT
eurjchem-1316	58	35	c	c	NOUN
eurjchem-1316	58	36	=	=	SYM
eurjchem-1316	58	37	c	c	NOUN
eurjchem-1316	58	38	)	)	PUNCT
eurjchem-1316	58	39	.	.	PUNCT
eurjchem-1316	59	1	1h	1h	NUM
eurjchem-1316	59	2	nmr	nmr	NOUN
eurjchem-1316	59	3	(	(	PUNCT
eurjchem-1316	59	4	400	400	NUM
eurjchem-1316	59	5	mhz	mhz	NOUN
eurjchem-1316	59	6	,	,	PUNCT
eurjchem-1316	59	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	59	8	,	,	PUNCT
eurjchem-1316	59	9	δ	δ	PROPN
eurjchem-1316	59	10	,	,	PUNCT
eurjchem-1316	59	11	ppm	ppm	NUM
eurjchem-1316	59	12	):	):	PUNCT
eurjchem-1316	59	13	1.13	1.13	NUM
eurjchem-1316	59	14	(	(	PUNCT
eurjchem-1316	59	15	t	t	PROPN
eurjchem-1316	59	16	,	,	PUNCT
eurjchem-1316	59	17	3h	3h	NUM
eurjchem-1316	59	18	,	,	PUNCT
eurjchem-1316	59	19	j	j	PROPN
eurjchem-1316	59	20	=	=	SYM
eurjchem-1316	59	21	7.02	7.02	NUM
eurjchem-1316	59	22	hz	hz	NOUN
eurjchem-1316	59	23	,	,	PUNCT
eurjchem-1316	59	24	ch3	ch3	PROPN
eurjchem-1316	59	25	)	)	PUNCT
eurjchem-1316	59	26	,	,	PUNCT
eurjchem-1316	59	27	2.66	2.66	NUM
eurjchem-1316	59	28	(	(	PUNCT
eurjchem-1316	59	29	s	s	PROPN
eurjchem-1316	59	30	,	,	PUNCT
eurjchem-1316	59	31	3h	3h	NUM
eurjchem-1316	59	32	,	,	PUNCT
eurjchem-1316	59	33	ch3	ch3	PROPN
eurjchem-1316	59	34	)	)	PUNCT
eurjchem-1316	59	35	,	,	PUNCT
eurjchem-1316	59	36	2.83	2.83	NUM
eurjchem-1316	59	37	(	(	PUNCT
eurjchem-1316	59	38	s	s	PROPN
eurjchem-1316	59	39	,	,	PUNCT
eurjchem-1316	59	40	3h	3h	NUM
eurjchem-1316	59	41	,	,	PUNCT
eurjchem-1316	59	42	ch3	ch3	PROPN
eurjchem-1316	59	43	)	)	PUNCT
eurjchem-1316	59	44	,	,	PUNCT
eurjchem-1316	59	45	4.22	4.22	NUM
eurjchem-1316	59	46	(	(	PUNCT
eurjchem-1316	59	47	q	q	NOUN
eurjchem-1316	59	48	,	,	PUNCT
eurjchem-1316	59	49	2h	2h	NUM
eurjchem-1316	59	50	,	,	PUNCT
eurjchem-1316	59	51	j	j	PROPN
eurjchem-1316	59	52	=	=	SYM
eurjchem-1316	59	53	7.02	7.02	NUM
eurjchem-1316	59	54	hz	hz	NOUN
eurjchem-1316	59	55	,	,	PUNCT
eurjchem-1316	59	56	ch2	ch2	PROPN
eurjchem-1316	59	57	)	)	PUNCT
eurjchem-1316	59	58	,	,	PUNCT
eurjchem-1316	59	59	5.37	5.37	NUM
eurjchem-1316	59	60	(	(	PUNCT
eurjchem-1316	59	61	s	s	PROPN
eurjchem-1316	59	62	,	,	PUNCT
eurjchem-1316	59	63	2h	2h	NUM
eurjchem-1316	59	64	,	,	PUNCT
eurjchem-1316	59	65	ch2	ch2	PROPN
eurjchem-1316	59	66	)	)	PUNCT
eurjchem-1316	59	67	,	,	PUNCT
eurjchem-1316	59	68	7.28‐7.39	7.28‐7.39	PROPN
eurjchem-1316	59	69	(	(	PUNCT
eurjchem-1316	59	70	m	m	PROPN
eurjchem-1316	59	71	,	,	PUNCT
eurjchem-1316	59	72	5h	5h	NUM
eurjchem-1316	59	73	,	,	PUNCT
eurjchem-1316	59	74	c6h5	c6h5	PROPN
eurjchem-1316	59	75	)	)	PUNCT
eurjchem-1316	59	76	,	,	PUNCT
eurjchem-1316	59	77	8.31	8.31	NUM
eurjchem-1316	59	78	(	(	PUNCT
eurjchem-1316	59	79	s	s	PROPN
eurjchem-1316	59	80	,	,	PUNCT
eurjchem-1316	59	81	1h	1h	NUM
eurjchem-1316	59	82	,	,	PUNCT
eurjchem-1316	59	83	nh	nh	PROPN
eurjchem-1316	59	84	)	)	PUNCT
eurjchem-1316	59	85	,	,	PUNCT
eurjchem-1316	59	86	8.40	8.40	NUM
eurjchem-1316	59	87	(	(	PUNCT
eurjchem-1316	59	88	s	s	PROPN
eurjchem-1316	59	89	,	,	PUNCT
eurjchem-1316	59	90	1h	1h	NUM
eurjchem-1316	59	91	,	,	PUNCT
eurjchem-1316	59	92	nh	nh	PROPN
eurjchem-1316	59	93	)	)	PUNCT
eurjchem-1316	59	94	.	.	PUNCT
eurjchem-1316	60	1	anal	anal	PROPN
eurjchem-1316	60	2	.	.	PUNCT
eurjchem-1316	60	3	calcd	calcd	NOUN
eurjchem-1316	60	4	.	.	PUNCT
eurjchem-1316	61	1	for	for	ADP
eurjchem-1316	61	2	c18h20n2o4s	c18h20n2o4s	PROPN
eurjchem-1316	61	3	:	:	PUNCT
eurjchem-1316	61	4	c	c	X
eurjchem-1316	61	5	,	,	PUNCT
eurjchem-1316	61	6	59.98	59.98	NUM
eurjchem-1316	61	7	;	;	PUNCT
eurjchem-1316	61	8	h	h	NOUN
eurjchem-1316	61	9	,	,	PUNCT
eurjchem-1316	61	10	5.59	5.59	NUM
eurjchem-1316	61	11	;	;	PUNCT
eurjchem-1316	61	12	n	n	CCONJ
eurjchem-1316	61	13	,	,	PUNCT
eurjchem-1316	61	14	7.77	7.77	NUM
eurjchem-1316	61	15	.	.	PUNCT
eurjchem-1316	61	16	found	find	VERB
eurjchem-1316	61	17	:	:	PUNCT
eurjchem-1316	62	1	c	c	X
eurjchem-1316	62	2	,	,	PUNCT
eurjchem-1316	62	3	60.17	60.17	NUM
eurjchem-1316	62	4	;	;	PUNCT
eurjchem-1316	62	5	h	h	X
eurjchem-1316	62	6	,	,	PUNCT
eurjchem-1316	62	7	5.66	5.66	NUM
eurjchem-1316	62	8	;	;	PUNCT
eurjchem-1316	62	9	n	n	CCONJ
eurjchem-1316	62	10	;	;	PUNCT
eurjchem-1316	62	11	7.93	7.93	NUM
eurjchem-1316	62	12	%	%	NOUN
eurjchem-1316	62	13	.	.	PUNCT
eurjchem-1316	63	1	2.2.3	2.2.3	X
eurjchem-1316	63	2	.	.	PUNCT
eurjchem-1316	63	3	general	general	ADJ
eurjchem-1316	63	4	procedure	procedure	NOUN
eurjchem-1316	63	5	for	for	ADP
eurjchem-1316	63	6	the	the	DET
eurjchem-1316	63	7	synthesis	synthesis	NOUN
eurjchem-1316	63	8	of	of	ADP
eurjchem-1316	63	9	the	the	DET
eurjchem-1316	63	10	2,3‐dihydro	2,3‐dihydro	NUM
eurjchem-1316	63	11	thieno[2,3‐d]pyrimidine	thieno[2,3‐d]pyrimidine	PROPN
eurjchem-1316	63	12	derivatives	derivative	NOUN
eurjchem-1316	63	13	7a	7a	NUM
eurjchem-1316	63	14	,	,	PUNCT
eurjchem-1316	63	15	b	b	NOUN
eurjchem-1316	63	16	to	to	ADP
eurjchem-1316	63	17	a	a	DET
eurjchem-1316	63	18	solution	solution	NOUN
eurjchem-1316	63	19	of	of	ADP
eurjchem-1316	63	20	compound	compound	NOUN
eurjchem-1316	63	21	3a	3a	NUM
eurjchem-1316	63	22	(	(	PUNCT
eurjchem-1316	63	23	2.74	2.74	NUM
eurjchem-1316	63	24	g	g	NOUN
eurjchem-1316	63	25	,	,	PUNCT
eurjchem-1316	63	26	0.01	0.01	NUM
eurjchem-1316	63	27	mol	mol	NOUN
eurjchem-1316	63	28	)	)	PUNCT
eurjchem-1316	63	29	in	in	ADP
eurjchem-1316	63	30	1,4‐	1,4‐	NUM
eurjchem-1316	63	31	dioxane	dioxane	NOUN
eurjchem-1316	63	32	(	(	PUNCT
eurjchem-1316	63	33	40	40	NUM
eurjchem-1316	63	34	ml	ml	NOUN
eurjchem-1316	63	35	)	)	PUNCT
eurjchem-1316	63	36	containing	contain	VERB
eurjchem-1316	63	37	triethylamine	triethylamine	NOUN
eurjchem-1316	63	38	(	(	PUNCT
eurjchem-1316	63	39	0.50	0.50	NUM
eurjchem-1316	63	40	ml	ml	NOUN
eurjchem-1316	63	41	)	)	PUNCT
eurjchem-1316	63	42	either	either	CCONJ
eurjchem-1316	63	43	formaldehyde	formaldehyde	NOUN
eurjchem-1316	63	44	(	(	PUNCT
eurjchem-1316	63	45	0.32	0.32	NUM
eurjchem-1316	63	46	g	g	NOUN
eurjchem-1316	63	47	,	,	PUNCT
eurjchem-1316	63	48	0.01	0.01	NUM
eurjchem-1316	63	49	mol	mol	NOUN
eurjchem-1316	63	50	)	)	PUNCT
eurjchem-1316	63	51	or	or	CCONJ
eurjchem-1316	63	52	benzaldehyde	benzaldehyde	NOUN
eurjchem-1316	63	53	(	(	PUNCT
eurjchem-1316	63	54	1.06	1.06	NUM
eurjchem-1316	63	55	g	g	NOUN
eurjchem-1316	63	56	,	,	PUNCT
eurjchem-1316	63	57	0.01	0.01	NUM
eurjchem-1316	63	58	mol	mol	NOUN
eurjchem-1316	63	59	)	)	PUNCT
eurjchem-1316	63	60	was	be	AUX
eurjchem-1316	63	61	added	add	VERB
eurjchem-1316	63	62	.	.	PUNCT
eurjchem-1316	64	1	the	the	DET
eurjchem-1316	64	2	reaction	reaction	NOUN
eurjchem-1316	64	3	mixture	mixture	NOUN
eurjchem-1316	64	4	,	,	PUNCT
eurjchem-1316	64	5	in	in	ADP
eurjchem-1316	64	6	each	each	DET
eurjchem-1316	64	7	case	case	NOUN
eurjchem-1316	64	8	,	,	PUNCT
eurjchem-1316	64	9	was	be	AUX
eurjchem-1316	64	10	heated	heat	VERB
eurjchem-1316	64	11	under	under	ADP
eurjchem-1316	64	12	reflux	reflux	NOUN
eurjchem-1316	64	13	for	for	ADP
eurjchem-1316	64	14	6	6	NUM
eurjchem-1316	64	15	h	h	NOUN
eurjchem-1316	64	16	then	then	ADV
eurjchem-1316	64	17	evaporated	evaporate	VERB
eurjchem-1316	64	18	under	under	ADP
eurjchem-1316	64	19	vacuum	vacuum	NOUN
eurjchem-1316	64	20	.	.	PUNCT
eurjchem-1316	65	1	446	446	NUM
eurjchem-1316	65	2	mahmoud	mahmoud	PROPN
eurjchem-1316	65	3	/	/	SYM
eurjchem-1316	65	4	european	european	PROPN
eurjchem-1316	65	5	journal	journal	PROPN
eurjchem-1316	65	6	of	of	ADP
eurjchem-1316	65	7	chemistry	chemistry	NOUN
eurjchem-1316	65	8	6	6	NUM
eurjchem-1316	65	9	(	(	PUNCT
eurjchem-1316	65	10	4	4	NUM
eurjchem-1316	65	11	)	)	PUNCT
eurjchem-1316	65	12	(	(	PUNCT
eurjchem-1316	65	13	2015	2015	NUM
eurjchem-1316	65	14	)	)	PUNCT
eurjchem-1316	65	15	444‐450	444‐450	NUM
eurjchem-1316	66	1	the	the	DET
eurjchem-1316	66	2	remaining	remain	VERB
eurjchem-1316	66	3	product	product	NOUN
eurjchem-1316	66	4	was	be	AUX
eurjchem-1316	66	5	triturated	triturate	VERB
eurjchem-1316	66	6	with	with	ADP
eurjchem-1316	66	7	diethyl	diethyl	NOUN
eurjchem-1316	66	8	ether	ether	NOUN
eurjchem-1316	66	9	and	and	CCONJ
eurjchem-1316	66	10	the	the	DET
eurjchem-1316	66	11	formed	form	VERB
eurjchem-1316	66	12	solid	solid	ADJ
eurjchem-1316	66	13	product	product	NOUN
eurjchem-1316	66	14	was	be	AUX
eurjchem-1316	66	15	collected	collect	VERB
eurjchem-1316	66	16	by	by	ADP
eurjchem-1316	66	17	filtration	filtration	NOUN
eurjchem-1316	66	18	(	(	PUNCT
eurjchem-1316	66	19	scheme	scheme	NOUN
eurjchem-1316	66	20	1	1	NUM
eurjchem-1316	66	21	)	)	PUNCT
eurjchem-1316	66	22	.	.	PUNCT
eurjchem-1316	67	1	6‐acetyl‐5‐methyl‐3‐phenyl‐2,3‐dihydrothieno[2,3‐d]pyrimi	6‐acetyl‐5‐methyl‐3‐phenyl‐2,3‐dihydrothieno[2,3‐d]pyrimi	NUM
eurjchem-1316	67	2	din‐4(1h)‐one	din‐4(1h)‐one	NUM
eurjchem-1316	67	3	(	(	PUNCT
eurjchem-1316	67	4	7a	7a	NUM
eurjchem-1316	67	5	):	):	PUNCT
eurjchem-1316	67	6	color	color	NOUN
eurjchem-1316	67	7	:	:	PUNCT
eurjchem-1316	67	8	pale	pale	ADJ
eurjchem-1316	67	9	yellow	yellow	ADJ
eurjchem-1316	67	10	crystals	crystal	NOUN
eurjchem-1316	67	11	from	from	ADP
eurjchem-1316	67	12	ethanol	ethanol	NOUN
eurjchem-1316	67	13	.	.	PUNCT
eurjchem-1316	68	1	yield	yield	NOUN
eurjchem-1316	68	2	:	:	PUNCT
eurjchem-1316	68	3	66	66	NUM
eurjchem-1316	68	4	%	%	NOUN
eurjchem-1316	68	5	(	(	PUNCT
eurjchem-1316	68	6	1.89	1.89	NUM
eurjchem-1316	68	7	g	g	NOUN
eurjchem-1316	68	8	)	)	PUNCT
eurjchem-1316	68	9	.	.	PUNCT
eurjchem-1316	69	1	m.p	m.p	PROPN
eurjchem-1316	69	2	.	.	PROPN
eurjchem-1316	69	3	:	:	PUNCT
eurjchem-1316	70	1	210‐212	210‐212	NUM
eurjchem-1316	70	2	°	°	ADP
eurjchem-1316	70	3	c	c	X
eurjchem-1316	70	4	.	.	PUNCT
eurjchem-1316	71	1	ir	ir	PROPN
eurjchem-1316	71	2	(	(	PUNCT
eurjchem-1316	71	3	kbr	kbr	PROPN
eurjchem-1316	71	4	,	,	PUNCT
eurjchem-1316	71	5	ν	ν	PROPN
eurjchem-1316	71	6	,	,	PUNCT
eurjchem-1316	71	7	cm‐1	cm‐1	PROPN
eurjchem-1316	71	8	):	):	PUNCT
eurjchem-1316	71	9	3458‐	3458‐	NUM
eurjchem-1316	71	10	3312	3312	NUM
eurjchem-1316	71	11	(	(	PUNCT
eurjchem-1316	71	12	2	2	NUM
eurjchem-1316	71	13	nh	nh	PROPN
eurjchem-1316	71	14	)	)	PUNCT
eurjchem-1316	71	15	,	,	PUNCT
eurjchem-1316	71	16	3053	3053	NUM
eurjchem-1316	71	17	(	(	PUNCT
eurjchem-1316	71	18	ch	ch	NOUN
eurjchem-1316	71	19	,	,	PUNCT
eurjchem-1316	71	20	aromatic	aromatic	NOUN
eurjchem-1316	71	21	)	)	PUNCT
eurjchem-1316	71	22	,	,	PUNCT
eurjchem-1316	71	23	2982	2982	NUM
eurjchem-1316	71	24	(	(	PUNCT
eurjchem-1316	71	25	ch3	ch3	PROPN
eurjchem-1316	71	26	)	)	PUNCT
eurjchem-1316	71	27	,	,	PUNCT
eurjchem-1316	71	28	1705‐1688	1705‐1688	NUM
eurjchem-1316	71	29	(	(	PUNCT
eurjchem-1316	71	30	2	2	NUM
eurjchem-1316	71	31	co	co	NOUN
eurjchem-1316	71	32	)	)	PUNCT
eurjchem-1316	71	33	,	,	PUNCT
eurjchem-1316	71	34	1628	1628	NUM
eurjchem-1316	71	35	(	(	PUNCT
eurjchem-1316	71	36	c	c	NOUN
eurjchem-1316	71	37	=	=	SYM
eurjchem-1316	71	38	c	c	NOUN
eurjchem-1316	71	39	)	)	PUNCT
eurjchem-1316	71	40	.	.	PUNCT
eurjchem-1316	72	1	1h	1h	NUM
eurjchem-1316	72	2	nmr	nmr	NOUN
eurjchem-1316	72	3	(	(	PUNCT
eurjchem-1316	72	4	400	400	NUM
eurjchem-1316	72	5	mhz	mhz	NOUN
eurjchem-1316	72	6	,	,	PUNCT
eurjchem-1316	72	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	72	8	,	,	PUNCT
eurjchem-1316	72	9	δ	δ	PROPN
eurjchem-1316	72	10	,	,	PUNCT
eurjchem-1316	72	11	ppm	ppm	NOUN
eurjchem-1316	72	12	):	):	PUNCT
eurjchem-1316	72	13	2.68	2.68	NUM
eurjchem-1316	72	14	(	(	PUNCT
eurjchem-1316	72	15	s	s	PROPN
eurjchem-1316	72	16	,	,	PUNCT
eurjchem-1316	72	17	3h	3h	NUM
eurjchem-1316	72	18	,	,	PUNCT
eurjchem-1316	72	19	ch3	ch3	PROPN
eurjchem-1316	72	20	)	)	PUNCT
eurjchem-1316	72	21	,	,	PUNCT
eurjchem-1316	72	22	2.80	2.80	NUM
eurjchem-1316	72	23	(	(	PUNCT
eurjchem-1316	72	24	s	s	PROPN
eurjchem-1316	72	25	,	,	PUNCT
eurjchem-1316	72	26	3h	3h	NUM
eurjchem-1316	72	27	,	,	PUNCT
eurjchem-1316	72	28	ch3	ch3	PROPN
eurjchem-1316	72	29	)	)	PUNCT
eurjchem-1316	72	30	,	,	PUNCT
eurjchem-1316	72	31	6.41	6.41	NUM
eurjchem-1316	72	32	(	(	PUNCT
eurjchem-1316	72	33	s	s	PROPN
eurjchem-1316	72	34	,	,	PUNCT
eurjchem-1316	72	35	2h	2h	NUM
eurjchem-1316	72	36	,	,	PUNCT
eurjchem-1316	72	37	ch2	ch2	PROPN
eurjchem-1316	72	38	)	)	PUNCT
eurjchem-1316	72	39	,	,	PUNCT
eurjchem-1316	72	40	7.31‐7.38	7.31‐7.38	NUM
eurjchem-1316	72	41	(	(	PUNCT
eurjchem-1316	72	42	m	m	PROPN
eurjchem-1316	72	43	,	,	PUNCT
eurjchem-1316	72	44	5h	5h	NUM
eurjchem-1316	72	45	,	,	PUNCT
eurjchem-1316	72	46	c6h5	c6h5	PROPN
eurjchem-1316	72	47	)	)	PUNCT
eurjchem-1316	72	48	,	,	PUNCT
eurjchem-1316	72	49	8.34	8.34	NUM
eurjchem-1316	72	50	(	(	PUNCT
eurjchem-1316	72	51	s	s	PROPN
eurjchem-1316	72	52	,	,	PUNCT
eurjchem-1316	72	53	1h	1h	NUM
eurjchem-1316	72	54	,	,	PUNCT
eurjchem-1316	72	55	nh	nh	PROPN
eurjchem-1316	72	56	)	)	PUNCT
eurjchem-1316	72	57	.	.	PUNCT
eurjchem-1316	73	1	anal	anal	PROPN
eurjchem-1316	73	2	.	.	PUNCT
eurjchem-1316	73	3	calcd	calcd	NOUN
eurjchem-1316	73	4	.	.	PUNCT
eurjchem-1316	74	1	for	for	ADP
eurjchem-1316	74	2	c15h14n2o2s	c15h14n2o2s	PROPN
eurjchem-1316	74	3	:	:	PUNCT
eurjchem-1316	74	4	c	c	X
eurjchem-1316	74	5	,	,	PUNCT
eurjchem-1316	74	6	62.92	62.92	NUM
eurjchem-1316	74	7	;	;	PUNCT
eurjchem-1316	74	8	h	h	X
eurjchem-1316	74	9	,	,	PUNCT
eurjchem-1316	74	10	4.93	4.93	NUM
eurjchem-1316	74	11	;	;	PUNCT
eurjchem-1316	74	12	n	n	CCONJ
eurjchem-1316	74	13	,	,	PUNCT
eurjchem-1316	74	14	9.78	9.78	NUM
eurjchem-1316	74	15	.	.	PUNCT
eurjchem-1316	74	16	found	find	VERB
eurjchem-1316	74	17	:	:	PUNCT
eurjchem-1316	75	1	c	c	X
eurjchem-1316	75	2	,	,	PUNCT
eurjchem-1316	75	3	62.68	62.68	NUM
eurjchem-1316	75	4	;	;	PUNCT
eurjchem-1316	75	5	h	h	NOUN
eurjchem-1316	75	6	,	,	PUNCT
eurjchem-1316	75	7	5.04	5.04	NUM
eurjchem-1316	75	8	;	;	PUNCT
eurjchem-1316	75	9	n	n	CCONJ
eurjchem-1316	75	10	,	,	PUNCT
eurjchem-1316	75	11	9.61	9.61	NUM
eurjchem-1316	75	12	%	%	NOUN
eurjchem-1316	75	13	.	.	PUNCT
eurjchem-1316	76	1	6‐acetyl‐5‐methyl‐2,3‐diphenyl‐2,3‐dihydrothieno[2,3‐d]pyri	6‐acetyl‐5‐methyl‐2,3‐diphenyl‐2,3‐dihydrothieno[2,3‐d]pyri	NUM
eurjchem-1316	76	2	midin‐4(1h)‐one	midin‐4(1h)‐one	NOUN
eurjchem-1316	76	3	(	(	PUNCT
eurjchem-1316	76	4	7b	7b	NUM
eurjchem-1316	76	5	):	):	PUNCT
eurjchem-1316	76	6	color	color	NOUN
eurjchem-1316	76	7	:	:	PUNCT
eurjchem-1316	76	8	orange	orange	ADJ
eurjchem-1316	76	9	crystals	crystal	NOUN
eurjchem-1316	76	10	from	from	ADP
eurjchem-1316	76	11	ethanol	ethanol	NOUN
eurjchem-1316	76	12	.	.	PUNCT
eurjchem-1316	77	1	yield	yield	NOUN
eurjchem-1316	77	2	:	:	PUNCT
eurjchem-1316	77	3	78	78	NUM
eurjchem-1316	77	4	%	%	NOUN
eurjchem-1316	77	5	(	(	PUNCT
eurjchem-1316	77	6	2.83	2.83	NUM
eurjchem-1316	77	7	g	g	NOUN
eurjchem-1316	77	8	)	)	PUNCT
eurjchem-1316	77	9	.	.	PUNCT
eurjchem-1316	78	1	m.p	m.p	PROPN
eurjchem-1316	78	2	.	.	PROPN
eurjchem-1316	78	3	:	:	PUNCT
eurjchem-1316	79	1	188‐190	188‐190	NUM
eurjchem-1316	79	2	°	°	PROPN
eurjchem-1316	79	3	c	c	NOUN
eurjchem-1316	79	4	.	.	PUNCT
eurjchem-1316	80	1	ir	ir	PROPN
eurjchem-1316	80	2	(	(	PUNCT
eurjchem-1316	80	3	kbr	kbr	PROPN
eurjchem-1316	80	4	,	,	PUNCT
eurjchem-1316	80	5	ν	ν	PROPN
eurjchem-1316	80	6	,	,	PUNCT
eurjchem-1316	80	7	cm‐1	cm‐1	PROPN
eurjchem-1316	80	8	):	):	PUNCT
eurjchem-1316	80	9	3461	3461	NUM
eurjchem-1316	80	10	(	(	PUNCT
eurjchem-1316	80	11	nh	nh	NOUN
eurjchem-1316	80	12	)	)	PUNCT
eurjchem-1316	80	13	,	,	PUNCT
eurjchem-1316	80	14	3056	3056	NUM
eurjchem-1316	80	15	(	(	PUNCT
eurjchem-1316	80	16	ch	ch	NOUN
eurjchem-1316	80	17	,	,	PUNCT
eurjchem-1316	80	18	aromatic	aromatic	NOUN
eurjchem-1316	80	19	)	)	PUNCT
eurjchem-1316	80	20	,	,	PUNCT
eurjchem-1316	80	21	2980	2980	NUM
eurjchem-1316	80	22	(	(	PUNCT
eurjchem-1316	80	23	ch3	ch3	PROPN
eurjchem-1316	80	24	)	)	PUNCT
eurjchem-1316	80	25	,	,	PUNCT
eurjchem-1316	80	26	1720‐1687	1720‐1687	NUM
eurjchem-1316	80	27	(	(	PUNCT
eurjchem-1316	80	28	2	2	NUM
eurjchem-1316	80	29	co	co	NOUN
eurjchem-1316	80	30	)	)	PUNCT
eurjchem-1316	80	31	,	,	PUNCT
eurjchem-1316	80	32	1623	1623	NUM
eurjchem-1316	80	33	(	(	PUNCT
eurjchem-1316	80	34	c	c	NOUN
eurjchem-1316	80	35	=	=	SYM
eurjchem-1316	80	36	c	c	NOUN
eurjchem-1316	80	37	)	)	PUNCT
eurjchem-1316	80	38	.	.	PUNCT
eurjchem-1316	81	1	1h	1h	NUM
eurjchem-1316	81	2	nmr	nmr	NOUN
eurjchem-1316	81	3	(	(	PUNCT
eurjchem-1316	81	4	400	400	NUM
eurjchem-1316	81	5	mhz	mhz	NOUN
eurjchem-1316	81	6	,	,	PUNCT
eurjchem-1316	81	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	81	8	,	,	PUNCT
eurjchem-1316	81	9	δ	δ	PROPN
eurjchem-1316	81	10	,	,	PUNCT
eurjchem-1316	81	11	ppm	ppm	NUM
eurjchem-1316	81	12	):	):	PUNCT
eurjchem-1316	81	13	2.67	2.67	NUM
eurjchem-1316	81	14	(	(	PUNCT
eurjchem-1316	81	15	s	s	PROPN
eurjchem-1316	81	16	,	,	PUNCT
eurjchem-1316	81	17	3h	3h	NUM
eurjchem-1316	81	18	,	,	PUNCT
eurjchem-1316	81	19	ch3	ch3	PROPN
eurjchem-1316	81	20	)	)	PUNCT
eurjchem-1316	81	21	,	,	PUNCT
eurjchem-1316	81	22	2.82	2.82	NUM
eurjchem-1316	81	23	(	(	PUNCT
eurjchem-1316	81	24	s	s	PROPN
eurjchem-1316	81	25	,	,	PUNCT
eurjchem-1316	81	26	3h	3h	NUM
eurjchem-1316	81	27	,	,	PUNCT
eurjchem-1316	81	28	ch3	ch3	PROPN
eurjchem-1316	81	29	)	)	PUNCT
eurjchem-1316	81	30	,	,	PUNCT
eurjchem-1316	81	31	7.02	7.02	NUM
eurjchem-1316	81	32	(	(	PUNCT
eurjchem-1316	81	33	s	s	PROPN
eurjchem-1316	81	34	,	,	PUNCT
eurjchem-1316	81	35	1h	1h	NUM
eurjchem-1316	81	36	,	,	PUNCT
eurjchem-1316	81	37	ch	ch	NOUN
eurjchem-1316	81	38	)	)	PUNCT
eurjchem-1316	81	39	,	,	PUNCT
eurjchem-1316	81	40	7.27‐7.35	7.27‐7.35	NUM
eurjchem-1316	81	41	(	(	PUNCT
eurjchem-1316	81	42	m	m	PROPN
eurjchem-1316	81	43	,	,	PUNCT
eurjchem-1316	81	44	10h	10h	NUM
eurjchem-1316	81	45	,	,	PUNCT
eurjchem-1316	81	46	2c6h5	2c6h5	NUM
eurjchem-1316	81	47	)	)	PUNCT
eurjchem-1316	81	48	,	,	PUNCT
eurjchem-1316	81	49	8.29	8.29	NUM
eurjchem-1316	81	50	(	(	PUNCT
eurjchem-1316	81	51	s	s	PROPN
eurjchem-1316	81	52	,	,	PUNCT
eurjchem-1316	81	53	1h	1h	NUM
eurjchem-1316	81	54	,	,	PUNCT
eurjchem-1316	81	55	nh	nh	PROPN
eurjchem-1316	81	56	)	)	PUNCT
eurjchem-1316	81	57	.	.	PUNCT
eurjchem-1316	82	1	anal	anal	PROPN
eurjchem-1316	82	2	.	.	PUNCT
eurjchem-1316	82	3	calcd	calcd	NOUN
eurjchem-1316	82	4	.	.	PUNCT
eurjchem-1316	83	1	for	for	ADP
eurjchem-1316	83	2	c21h18n2o2s	c21h18n2o2s	PROPN
eurjchem-1316	83	3	:	:	PUNCT
eurjchem-1316	83	4	c	c	NOUN
eurjchem-1316	83	5	,	,	PUNCT
eurjchem-1316	83	6	69.59	69.59	NUM
eurjchem-1316	83	7	;	;	PUNCT
eurjchem-1316	83	8	h	h	NOUN
eurjchem-1316	83	9	,	,	PUNCT
eurjchem-1316	83	10	5.01	5.01	NUM
eurjchem-1316	83	11	;	;	PUNCT
eurjchem-1316	83	12	n	n	CCONJ
eurjchem-1316	83	13	,	,	PUNCT
eurjchem-1316	83	14	7.73	7.73	NUM
eurjchem-1316	83	15	.	.	PUNCT
eurjchem-1316	83	16	found	find	VERB
eurjchem-1316	83	17	:	:	PUNCT
eurjchem-1316	84	1	c	c	X
eurjchem-1316	84	2	,	,	PUNCT
eurjchem-1316	84	3	69.39	69.39	NUM
eurjchem-1316	84	4	;	;	PUNCT
eurjchem-1316	84	5	h	h	X
eurjchem-1316	84	6	,	,	PUNCT
eurjchem-1316	84	7	4.88	4.88	NUM
eurjchem-1316	84	8	;	;	PUNCT
eurjchem-1316	84	9	n	n	CCONJ
eurjchem-1316	84	10	;	;	PUNCT
eurjchem-1316	84	11	7.47	7.47	NUM
eurjchem-1316	84	12	%	%	NOUN
eurjchem-1316	84	13	.	.	PUNCT
eurjchem-1316	85	1	2.2.4	2.2.4	NUM
eurjchem-1316	85	2	.	.	NOUN
eurjchem-1316	85	3	2‐amino‐5‐(5‐(cyanomethyl)‐1h‐pyrazol‐3‐yl)‐4‐	2‐amino‐5‐(5‐(cyanomethyl)‐1h‐pyrazol‐3‐yl)‐4‐	NUM
eurjchem-1316	85	4	methyl‐n‐phenylthiophene‐3‐carboxamide	methyl‐n‐phenylthiophene‐3‐carboxamide	NOUN
eurjchem-1316	85	5	(	(	PUNCT
eurjchem-1316	85	6	10	10	NUM
eurjchem-1316	85	7	)	)	PUNCT
eurjchem-1316	85	8	to	to	ADP
eurjchem-1316	85	9	a	a	DET
eurjchem-1316	85	10	solution	solution	NOUN
eurjchem-1316	85	11	of	of	ADP
eurjchem-1316	85	12	compound	compound	NOUN
eurjchem-1316	85	13	3a	3a	NUM
eurjchem-1316	85	14	(	(	PUNCT
eurjchem-1316	85	15	2.74	2.74	NUM
eurjchem-1316	85	16	g	g	NOUN
eurjchem-1316	85	17	,	,	PUNCT
eurjchem-1316	85	18	0.01	0.01	NUM
eurjchem-1316	85	19	mol	mol	NOUN
eurjchem-1316	85	20	)	)	PUNCT
eurjchem-1316	85	21	in	in	ADP
eurjchem-1316	85	22	1,4‐	1,4‐	NUM
eurjchem-1316	85	23	dioxane	dioxane	NOUN
eurjchem-1316	85	24	(	(	PUNCT
eurjchem-1316	85	25	40	40	NUM
eurjchem-1316	85	26	ml	ml	NOUN
eurjchem-1316	85	27	)	)	PUNCT
eurjchem-1316	85	28	cyanoacetyl	cyanoacetyl	PROPN
eurjchem-1316	85	29	hydrazine	hydrazine	NOUN
eurjchem-1316	85	30	(	(	PUNCT
eurjchem-1316	85	31	1.00	1.00	NUM
eurjchem-1316	85	32	g	g	NOUN
eurjchem-1316	85	33	,	,	PUNCT
eurjchem-1316	85	34	0.01	0.01	NUM
eurjchem-1316	85	35	mol	mol	NOUN
eurjchem-1316	85	36	)	)	PUNCT
eurjchem-1316	85	37	was	be	AUX
eurjchem-1316	85	38	added	add	VERB
eurjchem-1316	85	39	.	.	PUNCT
eurjchem-1316	86	1	the	the	DET
eurjchem-1316	86	2	reaction	reaction	NOUN
eurjchem-1316	86	3	mixture	mixture	NOUN
eurjchem-1316	86	4	was	be	AUX
eurjchem-1316	86	5	heated	heat	VERB
eurjchem-1316	86	6	under	under	ADP
eurjchem-1316	86	7	reflux	reflux	NOUN
eurjchem-1316	86	8	for	for	SCONJ
eurjchem-1316	86	9	3	3	NUM
eurjchem-1316	86	10	h	h	NOUN
eurjchem-1316	86	11	then	then	ADV
eurjchem-1316	86	12	poured	pour	VERB
eurjchem-1316	86	13	onto	onto	ADP
eurjchem-1316	86	14	ice	ice	NOUN
eurjchem-1316	86	15	/	/	SYM
eurjchem-1316	86	16	water	water	NOUN
eurjchem-1316	86	17	and	and	CCONJ
eurjchem-1316	86	18	the	the	DET
eurjchem-1316	86	19	formed	form	VERB
eurjchem-1316	86	20	solid	solid	ADJ
eurjchem-1316	86	21	product	product	NOUN
eurjchem-1316	86	22	was	be	AUX
eurjchem-1316	86	23	collected	collect	VERB
eurjchem-1316	86	24	by	by	ADP
eurjchem-1316	86	25	filtration	filtration	NOUN
eurjchem-1316	86	26	(	(	PUNCT
eurjchem-1316	86	27	scheme	scheme	NOUN
eurjchem-1316	86	28	1	1	NUM
eurjchem-1316	86	29	)	)	PUNCT
eurjchem-1316	86	30	.	.	PUNCT
eurjchem-1316	87	1	color	color	NOUN
eurjchem-1316	87	2	:	:	PUNCT
eurjchem-1316	87	3	white	white	ADJ
eurjchem-1316	87	4	crystals	crystal	NOUN
eurjchem-1316	87	5	from	from	ADP
eurjchem-1316	87	6	acetic	acetic	ADJ
eurjchem-1316	87	7	acid	acid	NOUN
eurjchem-1316	87	8	.	.	PUNCT
eurjchem-1316	88	1	yield	yield	NOUN
eurjchem-1316	88	2	:	:	PUNCT
eurjchem-1316	88	3	69	69	NUM
eurjchem-1316	88	4	%	%	NOUN
eurjchem-1316	88	5	(	(	PUNCT
eurjchem-1316	88	6	2.32	2.32	NUM
eurjchem-1316	88	7	g	g	NOUN
eurjchem-1316	88	8	)	)	PUNCT
eurjchem-1316	88	9	.	.	PUNCT
eurjchem-1316	89	1	m.p	m.p	PROPN
eurjchem-1316	89	2	.	.	PROPN
eurjchem-1316	89	3	:	:	PUNCT
eurjchem-1316	90	1	>	>	X
eurjchem-1316	90	2	300	300	NUM
eurjchem-1316	90	3	°	°	SYM
eurjchem-1316	90	4	c	c	NOUN
eurjchem-1316	90	5	.	.	PUNCT
eurjchem-1316	91	1	ir	ir	PROPN
eurjchem-1316	91	2	(	(	PUNCT
eurjchem-1316	91	3	kbr	kbr	PROPN
eurjchem-1316	91	4	,	,	PUNCT
eurjchem-1316	91	5	ν	ν	PROPN
eurjchem-1316	91	6	,	,	PUNCT
eurjchem-1316	91	7	cm‐	cm‐	NOUN
eurjchem-1316	91	8	1	1	NUM
eurjchem-1316	91	9	):	):	PUNCT
eurjchem-1316	91	10	3479‐3322	3479‐3322	NUM
eurjchem-1316	91	11	(	(	PUNCT
eurjchem-1316	91	12	nh2	nh2	PROPN
eurjchem-1316	91	13	,	,	PUNCT
eurjchem-1316	91	14	2nh	2nh	NOUN
eurjchem-1316	91	15	)	)	PUNCT
eurjchem-1316	91	16	,	,	PUNCT
eurjchem-1316	91	17	3052	3052	NUM
eurjchem-1316	91	18	(	(	PUNCT
eurjchem-1316	91	19	ch	ch	NOUN
eurjchem-1316	91	20	,	,	PUNCT
eurjchem-1316	91	21	aromatic	aromatic	NOUN
eurjchem-1316	91	22	)	)	PUNCT
eurjchem-1316	91	23	,	,	PUNCT
eurjchem-1316	91	24	2984	2984	NUM
eurjchem-1316	91	25	(	(	PUNCT
eurjchem-1316	91	26	ch3	ch3	PROPN
eurjchem-1316	91	27	)	)	PUNCT
eurjchem-1316	91	28	,	,	PUNCT
eurjchem-1316	91	29	2220	2220	NUM
eurjchem-1316	91	30	(	(	PUNCT
eurjchem-1316	91	31	cn	cn	PROPN
eurjchem-1316	91	32	)	)	PUNCT
eurjchem-1316	91	33	,	,	PUNCT
eurjchem-1316	91	34	1688	1688	NUM
eurjchem-1316	91	35	(	(	PUNCT
eurjchem-1316	91	36	co	co	NOUN
eurjchem-1316	91	37	)	)	PUNCT
eurjchem-1316	91	38	,	,	PUNCT
eurjchem-1316	91	39	1631	1631	NUM
eurjchem-1316	91	40	(	(	PUNCT
eurjchem-1316	91	41	c	c	X
eurjchem-1316	91	42	=	=	SYM
eurjchem-1316	91	43	c	c	NOUN
eurjchem-1316	91	44	)	)	PUNCT
eurjchem-1316	91	45	.	.	PUNCT
eurjchem-1316	92	1	1h	1h	NUM
eurjchem-1316	92	2	nmr	nmr	NOUN
eurjchem-1316	92	3	(	(	PUNCT
eurjchem-1316	92	4	400	400	NUM
eurjchem-1316	92	5	mhz	mhz	NOUN
eurjchem-1316	92	6	,	,	PUNCT
eurjchem-1316	92	7	dmso‐	dmso‐	NUM
eurjchem-1316	92	8	d6	d6	NOUN
eurjchem-1316	92	9	,	,	PUNCT
eurjchem-1316	92	10	δ	δ	PROPN
eurjchem-1316	92	11	,	,	PUNCT
eurjchem-1316	92	12	ppm	ppm	NOUN
eurjchem-1316	92	13	):	):	PUNCT
eurjchem-1316	92	14	2.68	2.68	NUM
eurjchem-1316	92	15	(	(	PUNCT
eurjchem-1316	92	16	s	s	PROPN
eurjchem-1316	92	17	,	,	PUNCT
eurjchem-1316	92	18	3h	3h	NUM
eurjchem-1316	92	19	,	,	PUNCT
eurjchem-1316	92	20	ch3	ch3	PROPN
eurjchem-1316	92	21	)	)	PUNCT
eurjchem-1316	92	22	,	,	PUNCT
eurjchem-1316	92	23	4.97	4.97	NUM
eurjchem-1316	92	24	(	(	PUNCT
eurjchem-1316	92	25	s	s	PROPN
eurjchem-1316	92	26	,	,	PUNCT
eurjchem-1316	92	27	2h	2h	NUM
eurjchem-1316	92	28	,	,	PUNCT
eurjchem-1316	92	29	nh2	nh2	PROPN
eurjchem-1316	92	30	)	)	PUNCT
eurjchem-1316	92	31	,	,	PUNCT
eurjchem-1316	92	32	5.30	5.30	NUM
eurjchem-1316	92	33	(	(	PUNCT
eurjchem-1316	92	34	s	s	PROPN
eurjchem-1316	92	35	,	,	PUNCT
eurjchem-1316	92	36	2h	2h	NUM
eurjchem-1316	92	37	,	,	PUNCT
eurjchem-1316	92	38	ch2	ch2	PROPN
eurjchem-1316	92	39	)	)	PUNCT
eurjchem-1316	92	40	,	,	PUNCT
eurjchem-1316	92	41	6.89	6.89	NUM
eurjchem-1316	92	42	(	(	PUNCT
eurjchem-1316	92	43	s	s	PROPN
eurjchem-1316	92	44	,	,	PUNCT
eurjchem-1316	92	45	1h	1h	NUM
eurjchem-1316	92	46	,	,	PUNCT
eurjchem-1316	92	47	pyrazole	pyrazole	NOUN
eurjchem-1316	92	48	ch	ch	NOUN
eurjchem-1316	92	49	)	)	PUNCT
eurjchem-1316	92	50	,	,	PUNCT
eurjchem-1316	92	51	7.29‐7.38	7.29‐7.38	PROPN
eurjchem-1316	92	52	(	(	PUNCT
eurjchem-1316	92	53	m	m	PROPN
eurjchem-1316	92	54	,	,	PUNCT
eurjchem-1316	92	55	5h	5h	NUM
eurjchem-1316	92	56	,	,	PUNCT
eurjchem-1316	92	57	c6h5	c6h5	PROPN
eurjchem-1316	92	58	)	)	PUNCT
eurjchem-1316	92	59	,	,	PUNCT
eurjchem-1316	92	60	8.27	8.27	NUM
eurjchem-1316	92	61	(	(	PUNCT
eurjchem-1316	92	62	s	s	PROPN
eurjchem-1316	92	63	,	,	PUNCT
eurjchem-1316	92	64	1h	1h	NUM
eurjchem-1316	92	65	,	,	PUNCT
eurjchem-1316	92	66	nh	nh	PROPN
eurjchem-1316	92	67	)	)	PUNCT
eurjchem-1316	92	68	,	,	PUNCT
eurjchem-1316	92	69	8.35	8.35	NUM
eurjchem-1316	92	70	(	(	PUNCT
eurjchem-1316	92	71	s	s	PROPN
eurjchem-1316	92	72	,	,	PUNCT
eurjchem-1316	92	73	1h	1h	NUM
eurjchem-1316	92	74	,	,	PUNCT
eurjchem-1316	92	75	nh	nh	PROPN
eurjchem-1316	92	76	)	)	PUNCT
eurjchem-1316	92	77	.	.	PUNCT
eurjchem-1316	93	1	anal	anal	PROPN
eurjchem-1316	93	2	.	.	PUNCT
eurjchem-1316	93	3	calcd	calcd	NOUN
eurjchem-1316	93	4	.	.	PUNCT
eurjchem-1316	94	1	for	for	ADP
eurjchem-1316	94	2	c17h15n5os	c17h15n5o	NOUN
eurjchem-1316	94	3	:	:	PUNCT
eurjchem-1316	94	4	c	c	X
eurjchem-1316	94	5	,	,	PUNCT
eurjchem-1316	94	6	60.52	60.52	NUM
eurjchem-1316	94	7	;	;	PUNCT
eurjchem-1316	94	8	h	h	NOUN
eurjchem-1316	94	9	,	,	PUNCT
eurjchem-1316	94	10	4.48	4.48	NUM
eurjchem-1316	94	11	;	;	PUNCT
eurjchem-1316	94	12	n	n	CCONJ
eurjchem-1316	94	13	,	,	PUNCT
eurjchem-1316	94	14	20.76	20.76	NUM
eurjchem-1316	94	15	.	.	PUNCT
eurjchem-1316	94	16	found	find	VERB
eurjchem-1316	94	17	:	:	PUNCT
eurjchem-1316	95	1	c	c	X
eurjchem-1316	95	2	,	,	PUNCT
eurjchem-1316	95	3	60.39	60.39	NUM
eurjchem-1316	95	4	;	;	PUNCT
eurjchem-1316	95	5	h	h	X
eurjchem-1316	95	6	,	,	PUNCT
eurjchem-1316	95	7	4.77	4.77	NUM
eurjchem-1316	95	8	;	;	PUNCT
eurjchem-1316	95	9	n	n	CCONJ
eurjchem-1316	95	10	;	;	PUNCT
eurjchem-1316	95	11	20.91	20.91	NUM
eurjchem-1316	95	12	%	%	NOUN
eurjchem-1316	95	13	.	.	PUNCT
eurjchem-1316	96	1	2.2.5	2.2.5	X
eurjchem-1316	96	2	.	.	PUNCT
eurjchem-1316	96	3	general	general	ADJ
eurjchem-1316	96	4	procedure	procedure	NOUN
eurjchem-1316	96	5	for	for	ADP
eurjchem-1316	96	6	the	the	DET
eurjchem-1316	96	7	synthesis	synthesis	NOUN
eurjchem-1316	96	8	benzo[b	benzo[b	NOUN
eurjchem-1316	96	9	]	]	PUNCT
eurjchem-1316	96	10	thiophene	thiophene	NOUN
eurjchem-1316	96	11	derivatives	derivative	NOUN
eurjchem-1316	96	12	13a	13a	NOUN
eurjchem-1316	96	13	,	,	PUNCT
eurjchem-1316	96	14	b	b	NOUN
eurjchem-1316	96	15	to	to	ADP
eurjchem-1316	96	16	the	the	DET
eurjchem-1316	96	17	dry	dry	ADJ
eurjchem-1316	96	18	solid	solid	NOUN
eurjchem-1316	96	19	of	of	ADP
eurjchem-1316	96	20	compound	compound	NOUN
eurjchem-1316	96	21	3a	3a	NUM
eurjchem-1316	96	22	(	(	PUNCT
eurjchem-1316	96	23	2.74	2.74	NUM
eurjchem-1316	96	24	g	g	NOUN
eurjchem-1316	96	25	,	,	PUNCT
eurjchem-1316	96	26	0.01	0.01	NUM
eurjchem-1316	96	27	mol	mol	NOUN
eurjchem-1316	96	28	)	)	PUNCT
eurjchem-1316	96	29	containing	contain	VERB
eurjchem-1316	96	30	ammonium	ammonium	NOUN
eurjchem-1316	96	31	acetate	acetate	NOUN
eurjchem-1316	96	32	(	(	PUNCT
eurjchem-1316	96	33	0.50	0.50	NUM
eurjchem-1316	96	34	g	g	NOUN
eurjchem-1316	96	35	)	)	PUNCT
eurjchem-1316	96	36	either	either	CCONJ
eurjchem-1316	96	37	malononitrile	malononitrile	NOUN
eurjchem-1316	96	38	(	(	PUNCT
eurjchem-1316	96	39	0.66	0.66	NUM
eurjchem-1316	96	40	g	g	NOUN
eurjchem-1316	96	41	,	,	PUNCT
eurjchem-1316	96	42	0.01	0.01	NUM
eurjchem-1316	96	43	mol	mol	NOUN
eurjchem-1316	96	44	)	)	PUNCT
eurjchem-1316	96	45	or	or	CCONJ
eurjchem-1316	96	46	ethyl	ethyl	PROPN
eurjchem-1316	96	47	cyanoacetate	cyanoacetate	NOUN
eurjchem-1316	96	48	(	(	PUNCT
eurjchem-1316	96	49	1.13	1.13	NUM
eurjchem-1316	96	50	g	g	NOUN
eurjchem-1316	96	51	,	,	PUNCT
eurjchem-1316	96	52	0.01	0.01	NUM
eurjchem-1316	96	53	mol	mol	NOUN
eurjchem-1316	96	54	)	)	PUNCT
eurjchem-1316	96	55	was	be	AUX
eurjchem-1316	96	56	added	add	VERB
eurjchem-1316	96	57	.	.	PUNCT
eurjchem-1316	97	1	the	the	DET
eurjchem-1316	97	2	whole	whole	ADJ
eurjchem-1316	97	3	reaction	reaction	NOUN
eurjchem-1316	97	4	mixture	mixture	NOUN
eurjchem-1316	97	5	was	be	AUX
eurjchem-1316	97	6	heated	heat	VERB
eurjchem-1316	97	7	in	in	ADP
eurjchem-1316	97	8	an	an	DET
eurjchem-1316	97	9	oil	oil	NOUN
eurjchem-1316	97	10	bath	bath	NOUN
eurjchem-1316	97	11	at	at	ADP
eurjchem-1316	97	12	120	120	NUM
eurjchem-1316	97	13	°	°	NOUN
eurjchem-1316	97	14	c	c	NOUN
eurjchem-1316	97	15	for	for	ADP
eurjchem-1316	97	16	45	45	NUM
eurjchem-1316	97	17	min	min	NOUN
eurjchem-1316	97	18	.	.	PUNCT
eurjchem-1316	98	1	the	the	DET
eurjchem-1316	98	2	formed	form	VERB
eurjchem-1316	98	3	solid	solid	ADJ
eurjchem-1316	98	4	product	product	NOUN
eurjchem-1316	98	5	,	,	PUNCT
eurjchem-1316	98	6	upon	upon	SCONJ
eurjchem-1316	98	7	cooling	cool	VERB
eurjchem-1316	98	8	,	,	PUNCT
eurjchem-1316	98	9	was	be	AUX
eurjchem-1316	98	10	triturated	triturate	VERB
eurjchem-1316	98	11	with	with	ADP
eurjchem-1316	98	12	ethanol	ethanol	NOUN
eurjchem-1316	98	13	and	and	CCONJ
eurjchem-1316	98	14	the	the	DET
eurjchem-1316	98	15	formed	form	VERB
eurjchem-1316	98	16	solid	solid	ADJ
eurjchem-1316	98	17	was	be	AUX
eurjchem-1316	98	18	collected	collect	VERB
eurjchem-1316	98	19	by	by	ADP
eurjchem-1316	98	20	filtration	filtration	NOUN
eurjchem-1316	98	21	(	(	PUNCT
eurjchem-1316	98	22	scheme	scheme	NOUN
eurjchem-1316	98	23	2	2	NUM
eurjchem-1316	98	24	)	)	PUNCT
eurjchem-1316	98	25	.	.	PUNCT
eurjchem-1316	99	1	2,5‐diamino‐6‐cyano‐7‐methyl‐n‐phenylbenzo[b]thiophene‐	2,5‐diamino‐6‐cyano‐7‐methyl‐n‐phenylbenzo[b]thiophene‐	NUM
eurjchem-1316	99	2	3‐carboxamide	3‐carboxamide	NUM
eurjchem-1316	99	3	(	(	PUNCT
eurjchem-1316	99	4	13a	13a	NOUN
eurjchem-1316	99	5	):	):	PUNCT
eurjchem-1316	99	6	color	color	NOUN
eurjchem-1316	99	7	:	:	PUNCT
eurjchem-1316	99	8	yellow	yellow	ADJ
eurjchem-1316	99	9	crystals	crystal	NOUN
eurjchem-1316	99	10	from	from	ADP
eurjchem-1316	99	11	acetic	acetic	ADJ
eurjchem-1316	99	12	acid	acid	NOUN
eurjchem-1316	99	13	.	.	PUNCT
eurjchem-1316	100	1	yield	yield	NOUN
eurjchem-1316	100	2	:	:	PUNCT
eurjchem-1316	100	3	81	81	NUM
eurjchem-1316	100	4	%	%	NOUN
eurjchem-1316	100	5	(	(	PUNCT
eurjchem-1316	100	6	2.64	2.64	NUM
eurjchem-1316	100	7	g	g	NOUN
eurjchem-1316	100	8	)	)	PUNCT
eurjchem-1316	100	9	.	.	PUNCT
eurjchem-1316	101	1	m.p	m.p	PROPN
eurjchem-1316	101	2	.	.	PROPN
eurjchem-1316	101	3	:	:	PUNCT
eurjchem-1316	102	1	112‐115	112‐115	PROPN
eurjchem-1316	102	2	°	°	SYM
eurjchem-1316	102	3	c	c	PROPN
eurjchem-1316	102	4	.	.	PUNCT
eurjchem-1316	103	1	ir	ir	PROPN
eurjchem-1316	103	2	(	(	PUNCT
eurjchem-1316	103	3	kbr	kbr	PROPN
eurjchem-1316	103	4	,	,	PUNCT
eurjchem-1316	103	5	ν	ν	PROPN
eurjchem-1316	103	6	,	,	PUNCT
eurjchem-1316	103	7	cm‐1	cm‐1	PROPN
eurjchem-1316	103	8	):	):	PUNCT
eurjchem-1316	103	9	3488‐	3488‐	NUM
eurjchem-1316	103	10	3320	3320	NUM
eurjchem-1316	103	11	(	(	PUNCT
eurjchem-1316	103	12	2nh2	2nh2	NUM
eurjchem-1316	103	13	,	,	PUNCT
eurjchem-1316	103	14	nh	nh	PROPN
eurjchem-1316	103	15	)	)	PUNCT
eurjchem-1316	103	16	,	,	PUNCT
eurjchem-1316	103	17	3056	3056	NUM
eurjchem-1316	103	18	(	(	PUNCT
eurjchem-1316	103	19	ch	ch	NOUN
eurjchem-1316	103	20	,	,	PUNCT
eurjchem-1316	103	21	aromatic	aromatic	NOUN
eurjchem-1316	103	22	)	)	PUNCT
eurjchem-1316	103	23	,	,	PUNCT
eurjchem-1316	103	24	2986	2986	NUM
eurjchem-1316	103	25	(	(	PUNCT
eurjchem-1316	103	26	ch3	ch3	PROPN
eurjchem-1316	103	27	)	)	PUNCT
eurjchem-1316	103	28	,	,	PUNCT
eurjchem-1316	103	29	2222	2222	NUM
eurjchem-1316	103	30	(	(	PUNCT
eurjchem-1316	103	31	cn	cn	PROPN
eurjchem-1316	103	32	)	)	PUNCT
eurjchem-1316	103	33	,	,	PUNCT
eurjchem-1316	103	34	1689	1689	NUM
eurjchem-1316	103	35	(	(	PUNCT
eurjchem-1316	103	36	co	co	NOUN
eurjchem-1316	103	37	)	)	PUNCT
eurjchem-1316	103	38	,	,	PUNCT
eurjchem-1316	103	39	1630	1630	NUM
eurjchem-1316	103	40	(	(	PUNCT
eurjchem-1316	103	41	c	c	NOUN
eurjchem-1316	103	42	=	=	SYM
eurjchem-1316	103	43	c	c	NOUN
eurjchem-1316	103	44	)	)	PUNCT
eurjchem-1316	103	45	.	.	PUNCT
eurjchem-1316	104	1	1h	1h	NUM
eurjchem-1316	104	2	nmr	nmr	NOUN
eurjchem-1316	104	3	(	(	PUNCT
eurjchem-1316	104	4	400	400	NUM
eurjchem-1316	104	5	mhz	mhz	NOUN
eurjchem-1316	104	6	,	,	PUNCT
eurjchem-1316	104	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	104	8	,	,	PUNCT
eurjchem-1316	104	9	δ	δ	PROPN
eurjchem-1316	104	10	,	,	PUNCT
eurjchem-1316	104	11	ppm	ppm	NUM
eurjchem-1316	104	12	):	):	PUNCT
eurjchem-1316	104	13	3.20	3.20	NUM
eurjchem-1316	104	14	(	(	PUNCT
eurjchem-1316	104	15	s	s	PROPN
eurjchem-1316	104	16	,	,	PUNCT
eurjchem-1316	104	17	3h	3h	NUM
eurjchem-1316	104	18	,	,	PUNCT
eurjchem-1316	104	19	ch3	ch3	PROPN
eurjchem-1316	104	20	)	)	PUNCT
eurjchem-1316	104	21	,	,	PUNCT
eurjchem-1316	104	22	4.77	4.77	NUM
eurjchem-1316	104	23	(	(	PUNCT
eurjchem-1316	104	24	s	s	PROPN
eurjchem-1316	104	25	,	,	PUNCT
eurjchem-1316	104	26	2h	2h	NUM
eurjchem-1316	104	27	,	,	PUNCT
eurjchem-1316	104	28	nh2	nh2	PROPN
eurjchem-1316	104	29	)	)	PUNCT
eurjchem-1316	104	30	,	,	PUNCT
eurjchem-1316	104	31	5.31	5.31	NUM
eurjchem-1316	104	32	(	(	PUNCT
eurjchem-1316	104	33	s	s	PROPN
eurjchem-1316	104	34	,	,	PUNCT
eurjchem-1316	104	35	2h	2h	NUM
eurjchem-1316	104	36	,	,	PUNCT
eurjchem-1316	104	37	nh2	nh2	PROPN
eurjchem-1316	104	38	)	)	PUNCT
eurjchem-1316	104	39	,	,	PUNCT
eurjchem-1316	104	40	7.26‐7.39	7.26‐7.39	NUM
eurjchem-1316	104	41	(	(	PUNCT
eurjchem-1316	104	42	m	m	PROPN
eurjchem-1316	104	43	,	,	PUNCT
eurjchem-1316	104	44	6h	6h	NUM
eurjchem-1316	104	45	,	,	PUNCT
eurjchem-1316	104	46	c6h	c6h	PROPN
eurjchem-1316	104	47	,	,	PUNCT
eurjchem-1316	104	48	c6h5	c6h5	PROPN
eurjchem-1316	104	49	)	)	PUNCT
eurjchem-1316	104	50	,	,	PUNCT
eurjchem-1316	104	51	8.29	8.29	NUM
eurjchem-1316	104	52	(	(	PUNCT
eurjchem-1316	104	53	s	s	PROPN
eurjchem-1316	104	54	,	,	PUNCT
eurjchem-1316	104	55	1h	1h	NUM
eurjchem-1316	104	56	,	,	PUNCT
eurjchem-1316	104	57	nh	nh	PROPN
eurjchem-1316	104	58	)	)	PUNCT
eurjchem-1316	104	59	.	.	PUNCT
eurjchem-1316	105	1	anal	anal	PROPN
eurjchem-1316	105	2	.	.	PUNCT
eurjchem-1316	105	3	calcd	calcd	NOUN
eurjchem-1316	105	4	.	.	PUNCT
eurjchem-1316	106	1	for	for	ADP
eurjchem-1316	106	2	c17h14n4os	c17h14n4os	PROPN
eurjchem-1316	106	3	:	:	PUNCT
eurjchem-1316	106	4	c	c	X
eurjchem-1316	106	5	,	,	PUNCT
eurjchem-1316	106	6	63.34	63.34	NUM
eurjchem-1316	106	7	;	;	PUNCT
eurjchem-1316	106	8	h	h	X
eurjchem-1316	106	9	,	,	PUNCT
eurjchem-1316	106	10	4.38	4.38	NUM
eurjchem-1316	106	11	;	;	PUNCT
eurjchem-1316	106	12	n	n	CCONJ
eurjchem-1316	106	13	,	,	PUNCT
eurjchem-1316	106	14	17.38	17.38	NUM
eurjchem-1316	106	15	.	.	PUNCT
eurjchem-1316	106	16	found	find	VERB
eurjchem-1316	106	17	:	:	PUNCT
eurjchem-1316	107	1	c	c	X
eurjchem-1316	107	2	,	,	PUNCT
eurjchem-1316	107	3	63.39	63.39	NUM
eurjchem-1316	107	4	;	;	PUNCT
eurjchem-1316	107	5	h	h	X
eurjchem-1316	107	6	,	,	PUNCT
eurjchem-1316	107	7	4.57	4.57	NUM
eurjchem-1316	107	8	;	;	PUNCT
eurjchem-1316	107	9	n	n	CCONJ
eurjchem-1316	107	10	;	;	PUNCT
eurjchem-1316	107	11	17.44	17.44	NUM
eurjchem-1316	107	12	%	%	NOUN
eurjchem-1316	107	13	.	.	PUNCT
eurjchem-1316	108	1	2,5‐diamino‐7‐methyl‐3‐(phenylcarbamoyl)benzo[b]thio	2,5‐diamino‐7‐methyl‐3‐(phenylcarbamoyl)benzo[b]thio	NUM
eurjchem-1316	108	2	phen‐6‐yl	phen‐6‐yl	ADJ
eurjchem-1316	108	3	propionate	propionate	NOUN
eurjchem-1316	108	4	(	(	PUNCT
eurjchem-1316	108	5	13b	13b	NUM
eurjchem-1316	108	6	):	):	PUNCT
eurjchem-1316	108	7	color	color	NOUN
eurjchem-1316	108	8	:	:	PUNCT
eurjchem-1316	108	9	orange	orange	ADJ
eurjchem-1316	108	10	crystals	crystal	NOUN
eurjchem-1316	108	11	from	from	ADP
eurjchem-1316	108	12	acetic	acetic	ADJ
eurjchem-1316	108	13	acid	acid	NOUN
eurjchem-1316	108	14	.	.	PUNCT
eurjchem-1316	108	15	yield	yield	NOUN
eurjchem-1316	108	16	:	:	PUNCT
eurjchem-1316	108	17	80	80	NUM
eurjchem-1316	108	18	%	%	NOUN
eurjchem-1316	108	19	(	(	PUNCT
eurjchem-1316	108	20	2.96	2.96	NUM
eurjchem-1316	108	21	g	g	NOUN
eurjchem-1316	108	22	)	)	PUNCT
eurjchem-1316	108	23	.	.	PUNCT
eurjchem-1316	109	1	m.p	m.p	PROPN
eurjchem-1316	109	2	.	.	PROPN
eurjchem-1316	109	3	:	:	PUNCT
eurjchem-1316	110	1	223‐225	223‐225	NUM
eurjchem-1316	110	2	°	°	ADP
eurjchem-1316	110	3	c	c	NOUN
eurjchem-1316	110	4	.	.	PUNCT
eurjchem-1316	111	1	ir	ir	PROPN
eurjchem-1316	111	2	(	(	PUNCT
eurjchem-1316	111	3	kbr	kbr	PROPN
eurjchem-1316	111	4	,	,	PUNCT
eurjchem-1316	111	5	ν	ν	PROPN
eurjchem-1316	111	6	,	,	PUNCT
eurjchem-1316	111	7	cm‐1	cm‐1	PROPN
eurjchem-1316	111	8	):	):	PUNCT
eurjchem-1316	111	9	3493‐3320	3493‐3320	NUM
eurjchem-1316	111	10	(	(	PUNCT
eurjchem-1316	111	11	2nh2	2nh2	NUM
eurjchem-1316	111	12	,	,	PUNCT
eurjchem-1316	111	13	nh	nh	PROPN
eurjchem-1316	111	14	)	)	PUNCT
eurjchem-1316	111	15	,	,	PUNCT
eurjchem-1316	111	16	3057	3057	NUM
eurjchem-1316	111	17	(	(	PUNCT
eurjchem-1316	111	18	ch	ch	NOUN
eurjchem-1316	111	19	,	,	PUNCT
eurjchem-1316	111	20	aromatic	aromatic	NOUN
eurjchem-1316	111	21	)	)	PUNCT
eurjchem-1316	111	22	,	,	PUNCT
eurjchem-1316	111	23	2983	2983	NUM
eurjchem-1316	111	24	(	(	PUNCT
eurjchem-1316	111	25	ch3	ch3	PROPN
eurjchem-1316	111	26	)	)	PUNCT
eurjchem-1316	111	27	,	,	PUNCT
eurjchem-1316	111	28	2224	2224	NUM
eurjchem-1316	111	29	(	(	PUNCT
eurjchem-1316	111	30	cn	cn	PROPN
eurjchem-1316	111	31	)	)	PUNCT
eurjchem-1316	111	32	,	,	PUNCT
eurjchem-1316	111	33	1689	1689	NUM
eurjchem-1316	111	34	(	(	PUNCT
eurjchem-1316	111	35	co	co	NOUN
eurjchem-1316	111	36	)	)	PUNCT
eurjchem-1316	111	37	,	,	PUNCT
eurjchem-1316	111	38	1626	1626	NUM
eurjchem-1316	111	39	(	(	PUNCT
eurjchem-1316	111	40	c	c	NOUN
eurjchem-1316	111	41	=	=	SYM
eurjchem-1316	111	42	c	c	NOUN
eurjchem-1316	111	43	)	)	PUNCT
eurjchem-1316	111	44	.	.	PUNCT
eurjchem-1316	112	1	1h	1h	NUM
eurjchem-1316	112	2	nmr	nmr	NOUN
eurjchem-1316	112	3	(	(	PUNCT
eurjchem-1316	112	4	400	400	NUM
eurjchem-1316	112	5	mhz	mhz	NOUN
eurjchem-1316	112	6	,	,	PUNCT
eurjchem-1316	112	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	112	8	,	,	PUNCT
eurjchem-1316	112	9	δ	δ	PROPN
eurjchem-1316	112	10	,	,	PUNCT
eurjchem-1316	112	11	ppm	ppm	NUM
eurjchem-1316	112	12	):	):	PUNCT
eurjchem-1316	112	13	1.16	1.16	NUM
eurjchem-1316	112	14	(	(	PUNCT
eurjchem-1316	112	15	t	t	PROPN
eurjchem-1316	112	16	,	,	PUNCT
eurjchem-1316	112	17	3h	3h	NUM
eurjchem-1316	112	18	,	,	PUNCT
eurjchem-1316	112	19	j	j	PROPN
eurjchem-1316	112	20	=	=	SYM
eurjchem-1316	112	21	7.24	7.24	NUM
eurjchem-1316	112	22	hz	hz	NOUN
eurjchem-1316	112	23	,	,	PUNCT
eurjchem-1316	112	24	ch3	ch3	PROPN
eurjchem-1316	112	25	)	)	PUNCT
eurjchem-1316	112	26	,	,	PUNCT
eurjchem-1316	112	27	3.19	3.19	NUM
eurjchem-1316	112	28	(	(	PUNCT
eurjchem-1316	112	29	s	s	PROPN
eurjchem-1316	112	30	,	,	PUNCT
eurjchem-1316	112	31	3h	3h	NUM
eurjchem-1316	112	32	,	,	PUNCT
eurjchem-1316	112	33	ch3	ch3	PROPN
eurjchem-1316	112	34	)	)	PUNCT
eurjchem-1316	112	35	,	,	PUNCT
eurjchem-1316	112	36	4.22	4.22	NUM
eurjchem-1316	112	37	(	(	PUNCT
eurjchem-1316	112	38	q	q	NOUN
eurjchem-1316	112	39	,	,	PUNCT
eurjchem-1316	112	40	2h	2h	NUM
eurjchem-1316	112	41	,	,	PUNCT
eurjchem-1316	112	42	j	j	PROPN
eurjchem-1316	112	43	=	=	SYM
eurjchem-1316	112	44	7.24	7.24	NUM
eurjchem-1316	112	45	hz	hz	NOUN
eurjchem-1316	112	46	,	,	PUNCT
eurjchem-1316	112	47	ch2	ch2	PROPN
eurjchem-1316	112	48	)	)	PUNCT
eurjchem-1316	112	49	,	,	PUNCT
eurjchem-1316	112	50	4.66	4.66	NUM
eurjchem-1316	112	51	(	(	PUNCT
eurjchem-1316	112	52	s	s	PROPN
eurjchem-1316	112	53	,	,	PUNCT
eurjchem-1316	112	54	2h	2h	NUM
eurjchem-1316	112	55	,	,	PUNCT
eurjchem-1316	112	56	nh2	nh2	PROPN
eurjchem-1316	112	57	)	)	PUNCT
eurjchem-1316	112	58	,	,	PUNCT
eurjchem-1316	112	59	5.31	5.31	NUM
eurjchem-1316	112	60	(	(	PUNCT
eurjchem-1316	112	61	s	s	PROPN
eurjchem-1316	112	62	,	,	PUNCT
eurjchem-1316	112	63	2h	2h	NUM
eurjchem-1316	112	64	,	,	PUNCT
eurjchem-1316	112	65	nh2	nh2	PROPN
eurjchem-1316	112	66	)	)	PUNCT
eurjchem-1316	112	67	,	,	PUNCT
eurjchem-1316	112	68	7.31‐	7.31‐	NUM
eurjchem-1316	112	69	7.42	7.42	NUM
eurjchem-1316	112	70	(	(	PUNCT
eurjchem-1316	112	71	m	m	PROPN
eurjchem-1316	112	72	,	,	PUNCT
eurjchem-1316	112	73	6h	6h	NUM
eurjchem-1316	112	74	,	,	PUNCT
eurjchem-1316	112	75	c6h	c6h	PROPN
eurjchem-1316	112	76	,	,	PUNCT
eurjchem-1316	112	77	c6h5	c6h5	PROPN
eurjchem-1316	112	78	)	)	PUNCT
eurjchem-1316	112	79	,	,	PUNCT
eurjchem-1316	112	80	8.29	8.29	NUM
eurjchem-1316	112	81	(	(	PUNCT
eurjchem-1316	112	82	s	s	PROPN
eurjchem-1316	112	83	,	,	PUNCT
eurjchem-1316	112	84	1h	1h	NUM
eurjchem-1316	112	85	,	,	PUNCT
eurjchem-1316	112	86	nh	nh	PROPN
eurjchem-1316	112	87	)	)	PUNCT
eurjchem-1316	112	88	.	.	PUNCT
eurjchem-1316	113	1	anal	anal	PROPN
eurjchem-1316	113	2	.	.	PUNCT
eurjchem-1316	113	3	calcd	calcd	NOUN
eurjchem-1316	113	4	.	.	PUNCT
eurjchem-1316	114	1	for	for	ADP
eurjchem-1316	114	2	c19h19n3o3s	c19h19n3o3s	NUM
eurjchem-1316	114	3	:	:	PUNCT
eurjchem-1316	114	4	c	c	X
eurjchem-1316	114	5	,	,	PUNCT
eurjchem-1316	114	6	61.77	61.77	NUM
eurjchem-1316	114	7	;	;	PUNCT
eurjchem-1316	114	8	h	h	X
eurjchem-1316	114	9	,	,	PUNCT
eurjchem-1316	114	10	5.18	5.18	NUM
eurjchem-1316	114	11	;	;	PUNCT
eurjchem-1316	114	12	n	n	CCONJ
eurjchem-1316	114	13	,	,	PUNCT
eurjchem-1316	114	14	11.37	11.37	NUM
eurjchem-1316	114	15	.	.	PUNCT
eurjchem-1316	114	16	found	find	VERB
eurjchem-1316	114	17	:	:	PUNCT
eurjchem-1316	115	1	c	c	X
eurjchem-1316	115	2	,	,	PUNCT
eurjchem-1316	115	3	61.05	61.05	NUM
eurjchem-1316	115	4	;	;	PUNCT
eurjchem-1316	115	5	h	h	NOUN
eurjchem-1316	115	6	,	,	PUNCT
eurjchem-1316	115	7	5.28	5.28	NUM
eurjchem-1316	115	8	;	;	PUNCT
eurjchem-1316	115	9	n	n	CCONJ
eurjchem-1316	115	10	;	;	PUNCT
eurjchem-1316	115	11	11.60	11.60	NUM
eurjchem-1316	115	12	%	%	NOUN
eurjchem-1316	115	13	.	.	PUNCT
eurjchem-1316	116	1	2.2.6	2.2.6	X
eurjchem-1316	116	2	.	.	PUNCT
eurjchem-1316	117	1	(	(	PUNCT
eurjchem-1316	117	2	e)‐2,5‐diamino‐6‐cyano‐n‐phenyl‐7‐styrylbenzo[b	e)‐2,5‐diamino‐6‐cyano‐n‐phenyl‐7‐styrylbenzo[b	SYM
eurjchem-1316	117	3	]	]	X
eurjchem-1316	117	4	thiophene‐3‐carboxamide	thiophene‐3‐carboxamide	X
eurjchem-1316	117	5	(	(	PUNCT
eurjchem-1316	117	6	15	15	NUM
eurjchem-1316	117	7	)	)	PUNCT
eurjchem-1316	117	8	to	to	ADP
eurjchem-1316	117	9	a	a	DET
eurjchem-1316	117	10	solution	solution	NOUN
eurjchem-1316	117	11	of	of	ADP
eurjchem-1316	117	12	compound	compound	NOUN
eurjchem-1316	117	13	13a	13a	NOUN
eurjchem-1316	117	14	(	(	PUNCT
eurjchem-1316	117	15	3.22	3.22	NUM
eurjchem-1316	117	16	g	g	NOUN
eurjchem-1316	117	17	,	,	PUNCT
eurjchem-1316	117	18	0.01	0.01	NUM
eurjchem-1316	117	19	mol	mol	NOUN
eurjchem-1316	117	20	)	)	PUNCT
eurjchem-1316	117	21	in	in	ADP
eurjchem-1316	117	22	1,4‐	1,4‐	NUM
eurjchem-1316	117	23	dioxane	dioxane	NOUN
eurjchem-1316	117	24	(	(	PUNCT
eurjchem-1316	117	25	40	40	NUM
eurjchem-1316	117	26	ml	ml	NOUN
eurjchem-1316	117	27	)	)	PUNCT
eurjchem-1316	117	28	containing	contain	VERB
eurjchem-1316	117	29	piperidine	piperidine	NOUN
eurjchem-1316	117	30	,	,	PUNCT
eurjchem-1316	117	31	benzaldehyde	benzaldehyde	NOUN
eurjchem-1316	117	32	(	(	PUNCT
eurjchem-1316	117	33	1.06	1.06	NUM
eurjchem-1316	117	34	g	g	NOUN
eurjchem-1316	117	35	,	,	PUNCT
eurjchem-1316	117	36	0.01	0.01	NUM
eurjchem-1316	117	37	mol	mol	NOUN
eurjchem-1316	117	38	)	)	PUNCT
eurjchem-1316	117	39	was	be	AUX
eurjchem-1316	117	40	added	add	VERB
eurjchem-1316	117	41	.	.	PUNCT
eurjchem-1316	118	1	the	the	DET
eurjchem-1316	118	2	reaction	reaction	NOUN
eurjchem-1316	118	3	mixture	mixture	NOUN
eurjchem-1316	118	4	was	be	AUX
eurjchem-1316	118	5	heated	heat	VERB
eurjchem-1316	118	6	under	under	ADP
eurjchem-1316	118	7	reflux	reflux	NOUN
eurjchem-1316	118	8	for	for	SCONJ
eurjchem-1316	118	9	2	2	NUM
eurjchem-1316	118	10	h	h	NOUN
eurjchem-1316	118	11	then	then	ADV
eurjchem-1316	118	12	poured	pour	VERB
eurjchem-1316	118	13	onto	onto	ADP
eurjchem-1316	118	14	ice	ice	NOUN
eurjchem-1316	118	15	/	/	SYM
eurjchem-1316	118	16	water	water	NOUN
eurjchem-1316	118	17	containing	contain	VERB
eurjchem-1316	118	18	few	few	ADJ
eurjchem-1316	118	19	drops	drop	NOUN
eurjchem-1316	118	20	of	of	ADP
eurjchem-1316	118	21	hydrochloric	hydrochloric	ADJ
eurjchem-1316	118	22	acid	acid	NOUN
eurjchem-1316	118	23	.	.	PUNCT
eurjchem-1316	119	1	the	the	DET
eurjchem-1316	119	2	formed	form	VERB
eurjchem-1316	119	3	solid	solid	ADJ
eurjchem-1316	119	4	product	product	NOUN
eurjchem-1316	119	5	was	be	AUX
eurjchem-1316	119	6	collected	collect	VERB
eurjchem-1316	119	7	by	by	ADP
eurjchem-1316	119	8	filtration	filtration	NOUN
eurjchem-1316	119	9	(	(	PUNCT
eurjchem-1316	119	10	scheme	scheme	NOUN
eurjchem-1316	119	11	2	2	NUM
eurjchem-1316	119	12	)	)	PUNCT
eurjchem-1316	119	13	.	.	PUNCT
eurjchem-1316	120	1	color	color	NOUN
eurjchem-1316	120	2	:	:	PUNCT
eurjchem-1316	120	3	orange	orange	ADJ
eurjchem-1316	120	4	crystals	crystal	NOUN
eurjchem-1316	120	5	from	from	ADP
eurjchem-1316	120	6	ethanol	ethanol	NOUN
eurjchem-1316	120	7	.	.	PUNCT
eurjchem-1316	121	1	yield	yield	NOUN
eurjchem-1316	121	2	:	:	PUNCT
eurjchem-1316	121	3	72	72	NUM
eurjchem-1316	121	4	%	%	NOUN
eurjchem-1316	121	5	(	(	PUNCT
eurjchem-1316	121	6	2.96	2.96	NUM
eurjchem-1316	121	7	g	g	NOUN
eurjchem-1316	121	8	)	)	PUNCT
eurjchem-1316	121	9	.	.	PUNCT
eurjchem-1316	122	1	m.p	m.p	PROPN
eurjchem-1316	122	2	.	.	PROPN
eurjchem-1316	122	3	:	:	PUNCT
eurjchem-1316	123	1	180‐182	180‐182	NUM
eurjchem-1316	123	2	°	°	PROPN
eurjchem-1316	123	3	c	c	X
eurjchem-1316	123	4	.	.	PUNCT
eurjchem-1316	124	1	ir	ir	PROPN
eurjchem-1316	124	2	(	(	PUNCT
eurjchem-1316	124	3	kbr	kbr	PROPN
eurjchem-1316	124	4	,	,	PUNCT
eurjchem-1316	124	5	ν	ν	PROPN
eurjchem-1316	124	6	,	,	PUNCT
eurjchem-1316	124	7	cm‐1	cm‐1	PROPN
eurjchem-1316	124	8	):	):	PUNCT
eurjchem-1316	124	9	3488‐	3488‐	NUM
eurjchem-1316	124	10	3328	3328	NUM
eurjchem-1316	124	11	(	(	PUNCT
eurjchem-1316	124	12	2nh2	2nh2	NUM
eurjchem-1316	124	13	,	,	PUNCT
eurjchem-1316	124	14	nh	nh	PROPN
eurjchem-1316	124	15	)	)	PUNCT
eurjchem-1316	124	16	,	,	PUNCT
eurjchem-1316	124	17	3054	3054	NUM
eurjchem-1316	124	18	(	(	PUNCT
eurjchem-1316	124	19	ch	ch	NOUN
eurjchem-1316	124	20	aromatic	aromatic	NOUN
eurjchem-1316	124	21	)	)	PUNCT
eurjchem-1316	124	22	,	,	PUNCT
eurjchem-1316	124	23	2220	2220	NUM
eurjchem-1316	124	24	(	(	PUNCT
eurjchem-1316	124	25	cn	cn	PROPN
eurjchem-1316	124	26	)	)	PUNCT
eurjchem-1316	124	27	,	,	PUNCT
eurjchem-1316	124	28	1686	1686	NUM
eurjchem-1316	124	29	(	(	PUNCT
eurjchem-1316	124	30	co	co	NOUN
eurjchem-1316	124	31	)	)	PUNCT
eurjchem-1316	124	32	,	,	PUNCT
eurjchem-1316	124	33	1628	1628	NUM
eurjchem-1316	124	34	(	(	PUNCT
eurjchem-1316	124	35	c	c	NOUN
eurjchem-1316	124	36	=	=	SYM
eurjchem-1316	124	37	c	c	NOUN
eurjchem-1316	124	38	)	)	PUNCT
eurjchem-1316	124	39	.	.	PUNCT
eurjchem-1316	125	1	1h	1h	NUM
eurjchem-1316	125	2	nmr	nmr	NOUN
eurjchem-1316	125	3	(	(	PUNCT
eurjchem-1316	125	4	400mhz	400mhz	NUM
eurjchem-1316	125	5	,	,	PUNCT
eurjchem-1316	125	6	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	125	7	,	,	PUNCT
eurjchem-1316	125	8	δ	δ	PROPN
eurjchem-1316	125	9	,	,	PUNCT
eurjchem-1316	125	10	ppm	ppm	NUM
eurjchem-1316	125	11	):	):	PUNCT
eurjchem-1316	125	12	4.48	4.48	NUM
eurjchem-1316	125	13	(	(	PUNCT
eurjchem-1316	125	14	s	s	PROPN
eurjchem-1316	125	15	,	,	PUNCT
eurjchem-1316	125	16	2h	2h	NUM
eurjchem-1316	125	17	,	,	PUNCT
eurjchem-1316	125	18	nh2	nh2	PROPN
eurjchem-1316	125	19	)	)	PUNCT
eurjchem-1316	125	20	,	,	PUNCT
eurjchem-1316	125	21	5.33	5.33	NUM
eurjchem-1316	125	22	(	(	PUNCT
eurjchem-1316	125	23	s	s	PROPN
eurjchem-1316	125	24	,	,	PUNCT
eurjchem-1316	125	25	2h	2h	NUM
eurjchem-1316	125	26	,	,	PUNCT
eurjchem-1316	125	27	nh2	nh2	PROPN
eurjchem-1316	125	28	)	)	PUNCT
eurjchem-1316	125	29	,	,	PUNCT
eurjchem-1316	125	30	6.62	6.62	NUM
eurjchem-1316	125	31	(	(	PUNCT
eurjchem-1316	125	32	d	d	PROPN
eurjchem-1316	125	33	,	,	PUNCT
eurjchem-1316	125	34	1h	1h	NUM
eurjchem-1316	125	35	,	,	PUNCT
eurjchem-1316	125	36	ch	ch	NOUN
eurjchem-1316	125	37	=	=	NOUN
eurjchem-1316	125	38	ch	ch	NOUN
eurjchem-1316	125	39	)	)	PUNCT
eurjchem-1316	125	40	,	,	PUNCT
eurjchem-1316	125	41	6.70	6.70	NUM
eurjchem-1316	125	42	(	(	PUNCT
eurjchem-1316	125	43	d	d	PROPN
eurjchem-1316	125	44	,	,	PUNCT
eurjchem-1316	125	45	1h	1h	NUM
eurjchem-1316	125	46	,	,	PUNCT
eurjchem-1316	125	47	ch	ch	NOUN
eurjchem-1316	125	48	=	=	NOUN
eurjchem-1316	125	49	ch	ch	NOUN
eurjchem-1316	125	50	)	)	PUNCT
eurjchem-1316	125	51	,	,	PUNCT
eurjchem-1316	125	52	7.31‐7.48	7.31‐7.48	NUM
eurjchem-1316	125	53	(	(	PUNCT
eurjchem-1316	125	54	m	m	PROPN
eurjchem-1316	125	55	,	,	PUNCT
eurjchem-1316	125	56	11h	11h	NUM
eurjchem-1316	125	57	,	,	PUNCT
eurjchem-1316	125	58	c6h	c6h	PROPN
eurjchem-1316	125	59	,	,	PUNCT
eurjchem-1316	125	60	2c6h5	2c6h5	NUM
eurjchem-1316	125	61	)	)	PUNCT
eurjchem-1316	125	62	,	,	PUNCT
eurjchem-1316	125	63	8.32	8.32	NUM
eurjchem-1316	125	64	(	(	PUNCT
eurjchem-1316	125	65	s	s	PROPN
eurjchem-1316	125	66	,	,	PUNCT
eurjchem-1316	125	67	1h	1h	NUM
eurjchem-1316	125	68	,	,	PUNCT
eurjchem-1316	125	69	nh	nh	PROPN
eurjchem-1316	125	70	)	)	PUNCT
eurjchem-1316	125	71	.	.	PUNCT
eurjchem-1316	126	1	anal	anal	PROPN
eurjchem-1316	126	2	.	.	PUNCT
eurjchem-1316	126	3	calcd	calcd	NOUN
eurjchem-1316	126	4	.	.	PUNCT
eurjchem-1316	127	1	for	for	SCONJ
eurjchem-1316	127	2	c24h18n4os	c24h18n4os	PROPN
eurjchem-1316	127	3	:	:	PUNCT
eurjchem-1316	127	4	c	c	X
eurjchem-1316	127	5	,	,	PUNCT
eurjchem-1316	127	6	70.22	70.22	NUM
eurjchem-1316	127	7	;	;	PUNCT
eurjchem-1316	127	8	h	h	NOUN
eurjchem-1316	127	9	,	,	PUNCT
eurjchem-1316	127	10	4.42	4.42	NUM
eurjchem-1316	127	11	;	;	PUNCT
eurjchem-1316	127	12	n	n	CCONJ
eurjchem-1316	127	13	,	,	PUNCT
eurjchem-1316	127	14	13.65	13.65	NUM
eurjchem-1316	127	15	.	.	PUNCT
eurjchem-1316	127	16	found	find	VERB
eurjchem-1316	127	17	:	:	PUNCT
eurjchem-1316	128	1	c	c	X
eurjchem-1316	128	2	,	,	PUNCT
eurjchem-1316	128	3	70.09	70.09	NUM
eurjchem-1316	128	4	;	;	PUNCT
eurjchem-1316	128	5	h	h	NOUN
eurjchem-1316	128	6	,	,	PUNCT
eurjchem-1316	128	7	4.69	4.69	NUM
eurjchem-1316	128	8	;	;	PUNCT
eurjchem-1316	128	9	n	n	CCONJ
eurjchem-1316	128	10	;	;	PUNCT
eurjchem-1316	128	11	13.81	13.81	NUM
eurjchem-1316	128	12	%	%	NOUN
eurjchem-1316	128	13	.	.	PUNCT
eurjchem-1316	129	1	2.2.7	2.2.7	X
eurjchem-1316	129	2	.	.	X
eurjchem-1316	129	3	2,5‐diamino‐7‐(bromomethyl)‐6‐cyano‐n‐phenyl	2,5‐diamino‐7‐(bromomethyl)‐6‐cyano‐n‐phenyl	NUM
eurjchem-1316	129	4	benzo[b]thiophene‐3‐carboxamide	benzo[b]thiophene‐3‐carboxamide	VERB
eurjchem-1316	129	5	(	(	PUNCT
eurjchem-1316	129	6	16	16	NUM
eurjchem-1316	129	7	)	)	PUNCT
eurjchem-1316	129	8	a	a	DET
eurjchem-1316	129	9	solution	solution	NOUN
eurjchem-1316	129	10	of	of	ADP
eurjchem-1316	129	11	compound	compound	NOUN
eurjchem-1316	129	12	13a	13a	NOUN
eurjchem-1316	129	13	(	(	PUNCT
eurjchem-1316	129	14	3.22	3.22	NUM
eurjchem-1316	129	15	g	g	NOUN
eurjchem-1316	129	16	,	,	PUNCT
eurjchem-1316	129	17	0.01	0.01	NUM
eurjchem-1316	129	18	mol	mol	NOUN
eurjchem-1316	129	19	)	)	PUNCT
eurjchem-1316	129	20	in	in	ADP
eurjchem-1316	129	21	acetic	acetic	ADJ
eurjchem-1316	129	22	acid	acid	NOUN
eurjchem-1316	129	23	(	(	PUNCT
eurjchem-1316	129	24	40	40	NUM
eurjchem-1316	129	25	ml	ml	NOUN
eurjchem-1316	129	26	)	)	PUNCT
eurjchem-1316	129	27	was	be	AUX
eurjchem-1316	129	28	warmed	warm	VERB
eurjchem-1316	129	29	till	till	SCONJ
eurjchem-1316	129	30	60	60	NUM
eurjchem-1316	129	31	°	°	NOUN
eurjchem-1316	129	32	c	c	NOUN
eurjchem-1316	129	33	then	then	ADV
eurjchem-1316	129	34	bromine	bromine	NOUN
eurjchem-1316	129	35	solution	solution	NOUN
eurjchem-1316	129	36	(	(	PUNCT
eurjchem-1316	129	37	0.50	0.50	NUM
eurjchem-1316	129	38	ml	ml	NOUN
eurjchem-1316	129	39	,	,	PUNCT
eurjchem-1316	129	40	0.01	0.01	NUM
eurjchem-1316	129	41	mol	mol	NOUN
eurjchem-1316	129	42	)	)	PUNCT
eurjchem-1316	129	43	in	in	ADP
eurjchem-1316	129	44	acetic	acetic	ADJ
eurjchem-1316	129	45	acid	acid	NOUN
eurjchem-1316	129	46	(	(	PUNCT
eurjchem-1316	129	47	8	8	NUM
eurjchem-1316	129	48	ml	ml	NOUN
eurjchem-1316	129	49	)	)	PUNCT
eurjchem-1316	129	50	was	be	AUX
eurjchem-1316	129	51	added	add	VERB
eurjchem-1316	129	52	drop	drop	NOUN
eurjchem-1316	129	53	wise	wise	ADJ
eurjchem-1316	129	54	with	with	ADP
eurjchem-1316	129	55	continuous	continuous	ADJ
eurjchem-1316	129	56	stirring	stirring	NOUN
eurjchem-1316	129	57	within	within	ADP
eurjchem-1316	129	58	a	a	DET
eurjchem-1316	129	59	period	period	NOUN
eurjchem-1316	129	60	30	30	NUM
eurjchem-1316	129	61	min	min	NOUN
eurjchem-1316	129	62	.	.	PUNCT
eurjchem-1316	130	1	the	the	DET
eurjchem-1316	130	2	reaction	reaction	NOUN
eurjchem-1316	130	3	mixture	mixture	NOUN
eurjchem-1316	130	4	was	be	AUX
eurjchem-1316	130	5	kept	keep	VERB
eurjchem-1316	130	6	to	to	PART
eurjchem-1316	130	7	stir	stir	VERB
eurjchem-1316	130	8	at	at	ADP
eurjchem-1316	130	9	room	room	NOUN
eurjchem-1316	130	10	temperature	temperature	NOUN
eurjchem-1316	130	11	for	for	ADP
eurjchem-1316	130	12	an	an	DET
eurjchem-1316	130	13	additional	additional	ADJ
eurjchem-1316	130	14	3	3	NUM
eurjchem-1316	130	15	h	h	NOUN
eurjchem-1316	130	16	and	and	CCONJ
eurjchem-1316	130	17	the	the	DET
eurjchem-1316	130	18	solid	solid	ADJ
eurjchem-1316	130	19	product	product	NOUN
eurjchem-1316	130	20	formed	form	VERB
eurjchem-1316	130	21	upon	upon	SCONJ
eurjchem-1316	130	22	pouring	pour	VERB
eurjchem-1316	130	23	onto	onto	ADP
eurjchem-1316	130	24	ice	ice	NOUN
eurjchem-1316	130	25	/	/	SYM
eurjchem-1316	130	26	water	water	NOUN
eurjchem-1316	130	27	was	be	AUX
eurjchem-1316	130	28	collected	collect	VERB
eurjchem-1316	130	29	by	by	ADP
eurjchem-1316	130	30	filtration	filtration	NOUN
eurjchem-1316	130	31	(	(	PUNCT
eurjchem-1316	130	32	scheme	scheme	NOUN
eurjchem-1316	130	33	2	2	NUM
eurjchem-1316	130	34	)	)	PUNCT
eurjchem-1316	130	35	.	.	PUNCT
eurjchem-1316	131	1	color	color	NOUN
eurjchem-1316	131	2	:	:	PUNCT
eurjchem-1316	131	3	pale	pale	ADJ
eurjchem-1316	131	4	yellow	yellow	ADJ
eurjchem-1316	131	5	crystals	crystal	NOUN
eurjchem-1316	131	6	from	from	ADP
eurjchem-1316	131	7	acetic	acetic	ADJ
eurjchem-1316	131	8	acid	acid	NOUN
eurjchem-1316	131	9	.	.	PUNCT
eurjchem-1316	132	1	yield	yield	NOUN
eurjchem-1316	132	2	:	:	PUNCT
eurjchem-1316	132	3	60	60	NUM
eurjchem-1316	132	4	%	%	NOUN
eurjchem-1316	132	5	(	(	PUNCT
eurjchem-1316	132	6	2.41	2.41	NUM
eurjchem-1316	132	7	g	g	NOUN
eurjchem-1316	132	8	)	)	PUNCT
eurjchem-1316	132	9	.	.	PUNCT
eurjchem-1316	133	1	m.p	m.p	PROPN
eurjchem-1316	133	2	.	.	PROPN
eurjchem-1316	133	3	:	:	PUNCT
eurjchem-1316	134	1	140‐142	140‐142	NUM
eurjchem-1316	134	2	°	°	PROPN
eurjchem-1316	134	3	c	c	X
eurjchem-1316	134	4	.	.	PUNCT
eurjchem-1316	135	1	ir	ir	PROPN
eurjchem-1316	135	2	(	(	PUNCT
eurjchem-1316	135	3	kbr	kbr	PROPN
eurjchem-1316	135	4	,	,	PUNCT
eurjchem-1316	135	5	ν	ν	PROPN
eurjchem-1316	135	6	,	,	PUNCT
eurjchem-1316	135	7	cm‐1	cm‐1	PROPN
eurjchem-1316	135	8	):	):	PUNCT
eurjchem-1316	135	9	3464‐3348	3464‐3348	NUM
eurjchem-1316	135	10	(	(	PUNCT
eurjchem-1316	135	11	2nh2	2nh2	NUM
eurjchem-1316	135	12	,	,	PUNCT
eurjchem-1316	135	13	nh	nh	PROPN
eurjchem-1316	135	14	)	)	PUNCT
eurjchem-1316	135	15	,	,	PUNCT
eurjchem-1316	135	16	3056	3056	NUM
eurjchem-1316	135	17	(	(	PUNCT
eurjchem-1316	135	18	ch	ch	NOUN
eurjchem-1316	135	19	aromatic	aromatic	NOUN
eurjchem-1316	135	20	)	)	PUNCT
eurjchem-1316	135	21	,	,	PUNCT
eurjchem-1316	135	22	2221	2221	NUM
eurjchem-1316	135	23	(	(	PUNCT
eurjchem-1316	135	24	cn	cn	PROPN
eurjchem-1316	135	25	)	)	PUNCT
eurjchem-1316	135	26	,	,	PUNCT
eurjchem-1316	135	27	1689	1689	NUM
eurjchem-1316	135	28	(	(	PUNCT
eurjchem-1316	135	29	co	co	NOUN
eurjchem-1316	135	30	)	)	PUNCT
eurjchem-1316	135	31	,	,	PUNCT
eurjchem-1316	135	32	1623	1623	NUM
eurjchem-1316	135	33	(	(	PUNCT
eurjchem-1316	135	34	c	c	NOUN
eurjchem-1316	135	35	=	=	SYM
eurjchem-1316	135	36	c	c	NOUN
eurjchem-1316	135	37	)	)	PUNCT
eurjchem-1316	135	38	.	.	PUNCT
eurjchem-1316	136	1	1h	1h	NUM
eurjchem-1316	136	2	nmr	nmr	NOUN
eurjchem-1316	136	3	(	(	PUNCT
eurjchem-1316	136	4	400	400	NUM
eurjchem-1316	136	5	mhz	mhz	NOUN
eurjchem-1316	136	6	,	,	PUNCT
eurjchem-1316	136	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	136	8	,	,	PUNCT
eurjchem-1316	136	9	δ	δ	PROPN
eurjchem-1316	136	10	,	,	PUNCT
eurjchem-1316	136	11	ppm	ppm	NUM
eurjchem-1316	136	12	):	):	PUNCT
eurjchem-1316	136	13	4.45	4.45	NUM
eurjchem-1316	136	14	(	(	PUNCT
eurjchem-1316	136	15	s	s	PROPN
eurjchem-1316	136	16	,	,	PUNCT
eurjchem-1316	136	17	2h	2h	NUM
eurjchem-1316	136	18	,	,	PUNCT
eurjchem-1316	136	19	nh2	nh2	PROPN
eurjchem-1316	136	20	)	)	PUNCT
eurjchem-1316	136	21	,	,	PUNCT
eurjchem-1316	136	22	5.36	5.36	NUM
eurjchem-1316	136	23	(	(	PUNCT
eurjchem-1316	136	24	s	s	PROPN
eurjchem-1316	136	25	,	,	PUNCT
eurjchem-1316	136	26	2h	2h	NUM
eurjchem-1316	136	27	,	,	PUNCT
eurjchem-1316	136	28	nh2	nh2	PROPN
eurjchem-1316	136	29	)	)	PUNCT
eurjchem-1316	136	30	,	,	PUNCT
eurjchem-1316	136	31	5.39	5.39	NUM
eurjchem-1316	136	32	(	(	PUNCT
eurjchem-1316	136	33	s	s	PROPN
eurjchem-1316	136	34	,	,	PUNCT
eurjchem-1316	136	35	2h	2h	NUM
eurjchem-1316	136	36	,	,	PUNCT
eurjchem-1316	136	37	ch2	ch2	PROPN
eurjchem-1316	136	38	)	)	PUNCT
eurjchem-1316	136	39	,	,	PUNCT
eurjchem-1316	136	40	7.26‐7.39	7.26‐7.39	NUM
eurjchem-1316	136	41	(	(	PUNCT
eurjchem-1316	136	42	m	m	PROPN
eurjchem-1316	136	43	,	,	PUNCT
eurjchem-1316	136	44	6h	6h	NUM
eurjchem-1316	136	45	,	,	PUNCT
eurjchem-1316	136	46	c6h	c6h	PROPN
eurjchem-1316	136	47	,	,	PUNCT
eurjchem-1316	136	48	c6h5	c6h5	PROPN
eurjchem-1316	136	49	)	)	PUNCT
eurjchem-1316	136	50	,	,	PUNCT
eurjchem-1316	136	51	8.30	8.30	NUM
eurjchem-1316	136	52	(	(	PUNCT
eurjchem-1316	136	53	s	s	PROPN
eurjchem-1316	136	54	,	,	PUNCT
eurjchem-1316	136	55	1h	1h	NUM
eurjchem-1316	136	56	,	,	PUNCT
eurjchem-1316	136	57	nh	nh	PROPN
eurjchem-1316	136	58	)	)	PUNCT
eurjchem-1316	136	59	.	.	PUNCT
eurjchem-1316	137	1	anal	anal	PROPN
eurjchem-1316	137	2	.	.	PUNCT
eurjchem-1316	137	3	calcd	calcd	NOUN
eurjchem-1316	137	4	.	.	PUNCT
eurjchem-1316	138	1	for	for	ADP
eurjchem-1316	138	2	c17h13brn4os	c17h13brn4o	NOUN
eurjchem-1316	138	3	:	:	PUNCT
eurjchem-1316	138	4	c	c	X
eurjchem-1316	138	5	,	,	PUNCT
eurjchem-1316	138	6	50.88	50.88	NUM
eurjchem-1316	138	7	;	;	PUNCT
eurjchem-1316	138	8	h	h	NOUN
eurjchem-1316	138	9	,	,	PUNCT
eurjchem-1316	138	10	3.27	3.27	NUM
eurjchem-1316	138	11	;	;	PUNCT
eurjchem-1316	138	12	n	n	CCONJ
eurjchem-1316	138	13	,	,	PUNCT
eurjchem-1316	138	14	13.96	13.96	NUM
eurjchem-1316	138	15	.	.	PUNCT
eurjchem-1316	139	1	found	find	VERB
eurjchem-1316	139	2	:	:	PUNCT
eurjchem-1316	140	1	c	c	X
eurjchem-1316	140	2	,	,	PUNCT
eurjchem-1316	140	3	50.72	50.72	NUM
eurjchem-1316	140	4	;	;	PUNCT
eurjchem-1316	140	5	h	h	NOUN
eurjchem-1316	140	6	,	,	PUNCT
eurjchem-1316	140	7	3.61	3.61	NUM
eurjchem-1316	140	8	;	;	PUNCT
eurjchem-1316	140	9	n	n	CCONJ
eurjchem-1316	140	10	;	;	PUNCT
eurjchem-1316	140	11	13.63	13.63	NUM
eurjchem-1316	140	12	%	%	NOUN
eurjchem-1316	140	13	.	.	PUNCT
eurjchem-1316	141	1	2.2.8	2.2.8	X
eurjchem-1316	141	2	.	.	PUNCT
eurjchem-1316	142	1	2,5‐diamino‐6‐cyano‐n‐phenyl‐7‐((2‐phenyl	2,5‐diamino‐6‐cyano‐n‐phenyl‐7‐((2‐phenyl	NUM
eurjchem-1316	142	2	hydrazono)methyl)benzo[b]thiophene‐3‐carboxamide	hydrazono)methyl)benzo[b]thiophene‐3‐carboxamide	NOUN
eurjchem-1316	142	3	(	(	PUNCT
eurjchem-1316	142	4	18	18	NUM
eurjchem-1316	142	5	)	)	PUNCT
eurjchem-1316	142	6	to	to	ADP
eurjchem-1316	142	7	a	a	DET
eurjchem-1316	142	8	cold	cold	ADJ
eurjchem-1316	142	9	solution	solution	NOUN
eurjchem-1316	142	10	(	(	PUNCT
eurjchem-1316	142	11	0‐5	0‐5	PROPN
eurjchem-1316	142	12	°	°	ADP
eurjchem-1316	142	13	c	c	NOUN
eurjchem-1316	142	14	)	)	PUNCT
eurjchem-1316	142	15	of	of	ADP
eurjchem-1316	142	16	compound	compound	NOUN
eurjchem-1316	142	17	13a	13a	NOUN
eurjchem-1316	142	18	(	(	PUNCT
eurjchem-1316	142	19	3.22	3.22	NUM
eurjchem-1316	142	20	g	g	NOUN
eurjchem-1316	142	21	,	,	PUNCT
eurjchem-1316	142	22	0.01	0.01	NUM
eurjchem-1316	142	23	mol	mol	NOUN
eurjchem-1316	142	24	)	)	PUNCT
eurjchem-1316	142	25	in	in	ADP
eurjchem-1316	142	26	ethanol	ethanol	NOUN
eurjchem-1316	142	27	(	(	PUNCT
eurjchem-1316	142	28	50	50	NUM
eurjchem-1316	142	29	ml	ml	NOUN
eurjchem-1316	142	30	)	)	PUNCT
eurjchem-1316	142	31	containing	contain	VERB
eurjchem-1316	142	32	sodium	sodium	NOUN
eurjchem-1316	142	33	hydroxide	hydroxide	NOUN
eurjchem-1316	142	34	benzenediazonium	benzenediazonium	NOUN
eurjchem-1316	142	35	chloride	chloride	NOUN
eurjchem-1316	142	36	(	(	PUNCT
eurjchem-1316	142	37	obtained	obtain	VERB
eurjchem-1316	142	38	via	via	ADP
eurjchem-1316	142	39	the	the	DET
eurjchem-1316	142	40	addition	addition	NOUN
eurjchem-1316	142	41	of	of	ADP
eurjchem-1316	142	42	a	a	DET
eurjchem-1316	142	43	cold	cold	ADJ
eurjchem-1316	142	44	solution	solution	NOUN
eurjchem-1316	142	45	of	of	ADP
eurjchem-1316	142	46	sodium	sodium	NOUN
eurjchem-1316	142	47	nitrite	nitrite	NOUN
eurjchem-1316	142	48	(	(	PUNCT
eurjchem-1316	142	49	0.70	0.70	NUM
eurjchem-1316	142	50	g	g	NOUN
eurjchem-1316	142	51	,	,	PUNCT
eurjchem-1316	142	52	0.01	0.01	NUM
eurjchem-1316	142	53	mol	mol	NOUN
eurjchem-1316	142	54	,	,	PUNCT
eurjchem-1316	142	55	in	in	ADP
eurjchem-1316	142	56	water	water	NOUN
eurjchem-1316	142	57	)	)	PUNCT
eurjchem-1316	142	58	to	to	ADP
eurjchem-1316	142	59	a	a	DET
eurjchem-1316	142	60	cold	cold	ADJ
eurjchem-1316	142	61	solution	solution	NOUN
eurjchem-1316	142	62	of	of	ADP
eurjchem-1316	142	63	aniline	aniline	NOUN
eurjchem-1316	142	64	(	(	PUNCT
eurjchem-1316	142	65	0.94	0.94	NUM
eurjchem-1316	142	66	g	g	NOUN
eurjchem-1316	142	67	,	,	PUNCT
eurjchem-1316	142	68	0.01	0.01	NUM
eurjchem-1316	142	69	mol	mol	NOUN
eurjchem-1316	142	70	)	)	PUNCT
eurjchem-1316	142	71	in	in	ADP
eurjchem-1316	142	72	concentrated	concentrated	ADJ
eurjchem-1316	142	73	hydrochloric	hydrochloric	ADJ
eurjchem-1316	142	74	acid	acid	NOUN
eurjchem-1316	142	75	(	(	PUNCT
eurjchem-1316	142	76	8	8	NUM
eurjchem-1316	142	77	ml	ml	NOUN
eurjchem-1316	142	78	,	,	PUNCT
eurjchem-1316	142	79	18	18	NUM
eurjchem-1316	142	80	%	%	NOUN
eurjchem-1316	142	81	)	)	PUNCT
eurjchem-1316	142	82	with	with	ADP
eurjchem-1316	142	83	continuous	continuous	ADJ
eurjchem-1316	142	84	stirring	stirring	NOUN
eurjchem-1316	142	85	)	)	PUNCT
eurjchem-1316	142	86	was	be	AUX
eurjchem-1316	142	87	added	add	VERB
eurjchem-1316	142	88	with	with	ADP
eurjchem-1316	142	89	continuous	continuous	ADJ
eurjchem-1316	142	90	stirring	stirring	NOUN
eurjchem-1316	142	91	.	.	PUNCT
eurjchem-1316	143	1	the	the	DET
eurjchem-1316	143	2	whole	whole	ADJ
eurjchem-1316	143	3	reaction	reaction	NOUN
eurjchem-1316	143	4	mixture	mixture	NOUN
eurjchem-1316	143	5	was	be	AUX
eurjchem-1316	143	6	stirred	stir	VERB
eurjchem-1316	143	7	at	at	ADP
eurjchem-1316	143	8	room	room	NOUN
eurjchem-1316	143	9	temperature	temperature	NOUN
eurjchem-1316	143	10	for	for	ADP
eurjchem-1316	143	11	3	3	NUM
eurjchem-1316	143	12	h	h	NOUN
eurjchem-1316	143	13	and	and	CCONJ
eurjchem-1316	143	14	the	the	DET
eurjchem-1316	143	15	formed	form	VERB
eurjchem-1316	143	16	solid	solid	ADJ
eurjchem-1316	143	17	product	product	NOUN
eurjchem-1316	143	18	was	be	AUX
eurjchem-1316	143	19	collected	collect	VERB
eurjchem-1316	143	20	by	by	ADP
eurjchem-1316	143	21	filtration	filtration	NOUN
eurjchem-1316	143	22	(	(	PUNCT
eurjchem-1316	143	23	scheme	scheme	NOUN
eurjchem-1316	143	24	2	2	NUM
eurjchem-1316	143	25	)	)	PUNCT
eurjchem-1316	143	26	.	.	PUNCT
eurjchem-1316	144	1	color	color	NOUN
eurjchem-1316	144	2	:	:	PUNCT
eurjchem-1316	144	3	reddish	reddish	ADJ
eurjchem-1316	144	4	brown	brown	ADJ
eurjchem-1316	144	5	crystals	crystal	NOUN
eurjchem-1316	144	6	from	from	ADP
eurjchem-1316	144	7	ethanol	ethanol	NOUN
eurjchem-1316	144	8	.	.	PUNCT
eurjchem-1316	145	1	yield	yield	NOUN
eurjchem-1316	145	2	:	:	PUNCT
eurjchem-1316	145	3	77	77	NUM
eurjchem-1316	145	4	%	%	NOUN
eurjchem-1316	145	5	(	(	PUNCT
eurjchem-1316	145	6	3.28	3.28	NUM
eurjchem-1316	145	7	g	g	NOUN
eurjchem-1316	145	8	)	)	PUNCT
eurjchem-1316	145	9	.	.	PUNCT
eurjchem-1316	146	1	m.p	m.p	PROPN
eurjchem-1316	146	2	.	.	PROPN
eurjchem-1316	146	3	:	:	PUNCT
eurjchem-1316	147	1	150‐	150‐	NUM
eurjchem-1316	147	2	152	152	NUM
eurjchem-1316	147	3	°	°	SYM
eurjchem-1316	147	4	c	c	X
eurjchem-1316	147	5	.	.	PUNCT
eurjchem-1316	148	1	ir	ir	PROPN
eurjchem-1316	148	2	(	(	PUNCT
eurjchem-1316	148	3	kbr	kbr	PROPN
eurjchem-1316	148	4	,	,	PUNCT
eurjchem-1316	148	5	ν	ν	PROPN
eurjchem-1316	148	6	,	,	PUNCT
eurjchem-1316	148	7	cm‐1	cm‐1	PROPN
eurjchem-1316	148	8	):	):	PUNCT
eurjchem-1316	148	9	3481‐3338	3481‐3338	NUM
eurjchem-1316	148	10	(	(	PUNCT
eurjchem-1316	148	11	2nh2	2nh2	NUM
eurjchem-1316	148	12	,	,	PUNCT
eurjchem-1316	148	13	2nh	2nh	NOUN
eurjchem-1316	148	14	)	)	PUNCT
eurjchem-1316	148	15	,	,	PUNCT
eurjchem-1316	148	16	3054	3054	NUM
eurjchem-1316	148	17	(	(	PUNCT
eurjchem-1316	148	18	ch	ch	NOUN
eurjchem-1316	148	19	aromatic	aromatic	NOUN
eurjchem-1316	148	20	)	)	PUNCT
eurjchem-1316	148	21	,	,	PUNCT
eurjchem-1316	148	22	2220	2220	NUM
eurjchem-1316	148	23	(	(	PUNCT
eurjchem-1316	148	24	cn	cn	PROPN
eurjchem-1316	148	25	)	)	PUNCT
eurjchem-1316	148	26	,	,	PUNCT
eurjchem-1316	148	27	1686	1686	NUM
eurjchem-1316	148	28	(	(	PUNCT
eurjchem-1316	148	29	co	co	NOUN
eurjchem-1316	148	30	)	)	PUNCT
eurjchem-1316	148	31	,	,	PUNCT
eurjchem-1316	148	32	1630	1630	NUM
eurjchem-1316	148	33	(	(	PUNCT
eurjchem-1316	148	34	c	c	NOUN
eurjchem-1316	148	35	=	=	SYM
eurjchem-1316	148	36	c	c	NOUN
eurjchem-1316	148	37	)	)	PUNCT
eurjchem-1316	148	38	.	.	PUNCT
eurjchem-1316	149	1	1h	1h	NUM
eurjchem-1316	149	2	nmr	nmr	NOUN
eurjchem-1316	149	3	(	(	PUNCT
eurjchem-1316	149	4	400	400	NUM
eurjchem-1316	149	5	mhz	mhz	NOUN
eurjchem-1316	149	6	,	,	PUNCT
eurjchem-1316	149	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	149	8	,	,	PUNCT
eurjchem-1316	149	9	δ	δ	PROPN
eurjchem-1316	149	10	,	,	PUNCT
eurjchem-1316	149	11	ppm	ppm	NOUN
eurjchem-1316	149	12	):	):	PUNCT
eurjchem-1316	149	13	4.46	4.46	NUM
eurjchem-1316	149	14	(	(	PUNCT
eurjchem-1316	149	15	s	s	PROPN
eurjchem-1316	149	16	,	,	PUNCT
eurjchem-1316	149	17	2h	2h	NUM
eurjchem-1316	149	18	,	,	PUNCT
eurjchem-1316	149	19	nh2	nh2	PROPN
eurjchem-1316	149	20	)	)	PUNCT
eurjchem-1316	149	21	,	,	PUNCT
eurjchem-1316	149	22	5.33	5.33	NUM
eurjchem-1316	149	23	(	(	PUNCT
eurjchem-1316	149	24	s	s	PROPN
eurjchem-1316	149	25	,	,	PUNCT
eurjchem-1316	149	26	2h	2h	NUM
eurjchem-1316	149	27	,	,	PUNCT
eurjchem-1316	149	28	nh2	nh2	PROPN
eurjchem-1316	149	29	)	)	PUNCT
eurjchem-1316	149	30	,	,	PUNCT
eurjchem-1316	149	31	6.09	6.09	NUM
eurjchem-1316	149	32	(	(	PUNCT
eurjchem-1316	149	33	s	s	PROPN
eurjchem-1316	149	34	,	,	PUNCT
eurjchem-1316	149	35	1h	1h	NUM
eurjchem-1316	149	36	,	,	PUNCT
eurjchem-1316	149	37	ch	ch	NOUN
eurjchem-1316	149	38	)	)	PUNCT
eurjchem-1316	149	39	,	,	PUNCT
eurjchem-1316	149	40	7.28‐7.43	7.28‐7.43	NUM
eurjchem-1316	149	41	(	(	PUNCT
eurjchem-1316	149	42	m	m	PROPN
eurjchem-1316	149	43	,	,	PUNCT
eurjchem-1316	149	44	11h	11h	NUM
eurjchem-1316	149	45	,	,	PUNCT
eurjchem-1316	149	46	c6h	c6h	PROPN
eurjchem-1316	149	47	,	,	PUNCT
eurjchem-1316	149	48	2c6h5	2c6h5	NUM
eurjchem-1316	149	49	)	)	PUNCT
eurjchem-1316	149	50	,	,	PUNCT
eurjchem-1316	149	51	8.32	8.32	NUM
eurjchem-1316	149	52	(	(	PUNCT
eurjchem-1316	149	53	s	s	PROPN
eurjchem-1316	149	54	,	,	PUNCT
eurjchem-1316	149	55	1h	1h	NUM
eurjchem-1316	149	56	,	,	PUNCT
eurjchem-1316	149	57	nh	nh	PROPN
eurjchem-1316	149	58	)	)	PUNCT
eurjchem-1316	149	59	,	,	PUNCT
eurjchem-1316	149	60	8.43	8.43	NUM
eurjchem-1316	149	61	(	(	PUNCT
eurjchem-1316	149	62	s	s	PROPN
eurjchem-1316	149	63	,	,	PUNCT
eurjchem-1316	149	64	1h	1h	NUM
eurjchem-1316	149	65	,	,	PUNCT
eurjchem-1316	149	66	nh	nh	PROPN
eurjchem-1316	149	67	)	)	PUNCT
eurjchem-1316	149	68	.	.	PUNCT
eurjchem-1316	150	1	anal	anal	PROPN
eurjchem-1316	150	2	.	.	PUNCT
eurjchem-1316	150	3	calcd	calcd	NOUN
eurjchem-1316	150	4	.	.	PUNCT
eurjchem-1316	151	1	for	for	ADP
eurjchem-1316	151	2	c23h18n6os	c23h18n6os	PROPN
eurjchem-1316	151	3	:	:	PUNCT
eurjchem-1316	151	4	c	c	X
eurjchem-1316	151	5	,	,	PUNCT
eurjchem-1316	151	6	64.77	64.77	NUM
eurjchem-1316	151	7	;	;	PUNCT
eurjchem-1316	151	8	h	h	X
eurjchem-1316	151	9	,	,	PUNCT
eurjchem-1316	151	10	4.25	4.25	NUM
eurjchem-1316	151	11	;	;	PUNCT
eurjchem-1316	151	12	n	n	CCONJ
eurjchem-1316	151	13	,	,	PUNCT
eurjchem-1316	151	14	19.71	19.71	NUM
eurjchem-1316	151	15	.	.	PUNCT
eurjchem-1316	151	16	found	find	VERB
eurjchem-1316	151	17	:	:	PUNCT
eurjchem-1316	152	1	c	c	X
eurjchem-1316	152	2	,	,	PUNCT
eurjchem-1316	152	3	64.68	64.68	NUM
eurjchem-1316	152	4	;	;	PUNCT
eurjchem-1316	152	5	h	h	X
eurjchem-1316	152	6	,	,	PUNCT
eurjchem-1316	152	7	4.49	4.49	NUM
eurjchem-1316	152	8	;	;	PUNCT
eurjchem-1316	152	9	n	n	CCONJ
eurjchem-1316	152	10	;	;	PUNCT
eurjchem-1316	152	11	19.57	19.57	NUM
eurjchem-1316	152	12	%	%	NOUN
eurjchem-1316	152	13	.	.	PUNCT
eurjchem-1316	153	1	2.2.9	2.2.9	X
eurjchem-1316	153	2	.	.	PUNCT
eurjchem-1316	153	3	general	general	ADJ
eurjchem-1316	153	4	procedure	procedure	NOUN
eurjchem-1316	153	5	for	for	ADP
eurjchem-1316	153	6	the	the	DET
eurjchem-1316	153	7	synthesis	synthesis	NOUN
eurjchem-1316	153	8	of	of	ADP
eurjchem-1316	153	9	the	the	DET
eurjchem-1316	153	10	bithiophene	bithiophene	ADJ
eurjchem-1316	153	11	derivatives	derivative	NOUN
eurjchem-1316	153	12	19a	19a	NUM
eurjchem-1316	153	13	,	,	PUNCT
eurjchem-1316	153	14	b	b	NOUN
eurjchem-1316	153	15	to	to	ADP
eurjchem-1316	153	16	a	a	DET
eurjchem-1316	153	17	solution	solution	NOUN
eurjchem-1316	153	18	of	of	ADP
eurjchem-1316	153	19	compound	compound	NOUN
eurjchem-1316	153	20	13a	13a	NOUN
eurjchem-1316	153	21	(	(	PUNCT
eurjchem-1316	153	22	2.22	2.22	NUM
eurjchem-1316	153	23	g	g	NOUN
eurjchem-1316	153	24	,	,	PUNCT
eurjchem-1316	153	25	0.01	0.01	NUM
eurjchem-1316	153	26	mol	mol	NOUN
eurjchem-1316	153	27	)	)	PUNCT
eurjchem-1316	153	28	in	in	ADP
eurjchem-1316	153	29	1,4‐	1,4‐	NUM
eurjchem-1316	153	30	dioxane	dioxane	NOUN
eurjchem-1316	153	31	(	(	PUNCT
eurjchem-1316	153	32	40	40	NUM
eurjchem-1316	153	33	ml	ml	NOUN
eurjchem-1316	153	34	)	)	PUNCT
eurjchem-1316	153	35	containing	contain	VERB
eurjchem-1316	153	36	triethylamine	triethylamine	NOUN
eurjchem-1316	153	37	(	(	PUNCT
eurjchem-1316	153	38	0.50	0.50	NUM
eurjchem-1316	153	39	ml	ml	NOUN
eurjchem-1316	153	40	)	)	PUNCT
eurjchem-1316	153	41	and	and	CCONJ
eurjchem-1316	153	42	elemental	elemental	ADJ
eurjchem-1316	153	43	sulphur	sulphur	NOUN
eurjchem-1316	153	44	either	either	CCONJ
eurjchem-1316	153	45	malononitrile	malononitrile	NOUN
eurjchem-1316	153	46	(	(	PUNCT
eurjchem-1316	153	47	0.66	0.66	NUM
eurjchem-1316	153	48	g	g	NOUN
eurjchem-1316	153	49	,	,	PUNCT
eurjchem-1316	153	50	0.01	0.01	NUM
eurjchem-1316	153	51	mol	mol	NOUN
eurjchem-1316	153	52	)	)	PUNCT
eurjchem-1316	153	53	or	or	CCONJ
eurjchem-1316	153	54	ethyl	ethyl	PROPN
eurjchem-1316	153	55	cyanoacetate	cyanoacetate	NOUN
eurjchem-1316	153	56	(	(	PUNCT
eurjchem-1316	153	57	1.13	1.13	NUM
eurjchem-1316	153	58	g	g	NOUN
eurjchem-1316	153	59	,	,	PUNCT
eurjchem-1316	153	60	0.01	0.01	NUM
eurjchem-1316	153	61	mol	mol	NOUN
eurjchem-1316	153	62	)	)	PUNCT
eurjchem-1316	153	63	was	be	AUX
eurjchem-1316	153	64	added	add	VERB
eurjchem-1316	153	65	.	.	PUNCT
eurjchem-1316	154	1	the	the	DET
eurjchem-1316	154	2	whole	whole	ADJ
eurjchem-1316	154	3	reaction	reaction	NOUN
eurjchem-1316	154	4	mixture	mixture	NOUN
eurjchem-1316	154	5	,	,	PUNCT
eurjchem-1316	154	6	in	in	ADP
eurjchem-1316	154	7	each	each	DET
eurjchem-1316	154	8	case	case	NOUN
eurjchem-1316	154	9	,	,	PUNCT
eurjchem-1316	154	10	was	be	AUX
eurjchem-1316	154	11	heated	heat	VERB
eurjchem-1316	154	12	under	under	ADP
eurjchem-1316	154	13	reflux	reflux	NOUN
eurjchem-1316	154	14	for	for	SCONJ
eurjchem-1316	154	15	1	1	NUM
eurjchem-1316	154	16	h	h	NOUN
eurjchem-1316	154	17	then	then	ADV
eurjchem-1316	154	18	poured	pour	VERB
eurjchem-1316	154	19	onto	onto	ADP
eurjchem-1316	154	20	ice	ice	NOUN
eurjchem-1316	154	21	/	/	SYM
eurjchem-1316	154	22	water	water	NOUN
eurjchem-1316	154	23	containing	contain	VERB
eurjchem-1316	154	24	few	few	ADJ
eurjchem-1316	154	25	drops	drop	NOUN
eurjchem-1316	154	26	of	of	ADP
eurjchem-1316	154	27	hydrochloric	hydrochloric	ADJ
eurjchem-1316	154	28	acid	acid	NOUN
eurjchem-1316	154	29	.	.	PUNCT
eurjchem-1316	155	1	the	the	DET
eurjchem-1316	155	2	formed	form	VERB
eurjchem-1316	155	3	solid	solid	ADJ
eurjchem-1316	155	4	product	product	NOUN
eurjchem-1316	155	5	was	be	AUX
eurjchem-1316	155	6	collected	collect	VERB
eurjchem-1316	155	7	by	by	ADP
eurjchem-1316	155	8	filtration	filtration	NOUN
eurjchem-1316	155	9	(	(	PUNCT
eurjchem-1316	155	10	scheme	scheme	NOUN
eurjchem-1316	155	11	3	3	NUM
eurjchem-1316	155	12	)	)	PUNCT
eurjchem-1316	155	13	.	.	PUNCT
eurjchem-1316	156	1	5,5'‐diamino‐4'‐cyano‐3‐methyl‐n‐phenyl‐[2,3'‐bithiophene	5,5'‐diamino‐4'‐cyano‐3‐methyl‐n‐phenyl‐[2,3'‐bithiophene	NUM
eurjchem-1316	156	2	]	]	X
eurjchem-1316	156	3	‐4‐carboxamide	‐4‐carboxamide	X
eurjchem-1316	156	4	(	(	PUNCT
eurjchem-1316	156	5	19a	19a	NUM
eurjchem-1316	156	6	):	):	PUNCT
eurjchem-1316	156	7	color	color	NOUN
eurjchem-1316	156	8	:	:	PUNCT
eurjchem-1316	157	1	yellow	yellow	ADJ
eurjchem-1316	157	2	crystals	crystal	NOUN
eurjchem-1316	157	3	from	from	ADP
eurjchem-1316	157	4	acetic	acetic	ADJ
eurjchem-1316	157	5	acid	acid	NOUN
eurjchem-1316	157	6	.	.	PUNCT
eurjchem-1316	158	1	yield	yield	NOUN
eurjchem-1316	158	2	:	:	PUNCT
eurjchem-1316	158	3	83	83	NUM
eurjchem-1316	158	4	%	%	NOUN
eurjchem-1316	158	5	(	(	PUNCT
eurjchem-1316	158	6	2.94	2.94	NUM
eurjchem-1316	158	7	g	g	NOUN
eurjchem-1316	158	8	)	)	PUNCT
eurjchem-1316	158	9	.	.	PUNCT
eurjchem-1316	159	1	m.p	m.p	PROPN
eurjchem-1316	159	2	.	.	PROPN
eurjchem-1316	159	3	:	:	PUNCT
eurjchem-1316	160	1	208‐210	208‐210	NUM
eurjchem-1316	160	2	°	°	ADP
eurjchem-1316	160	3	c	c	X
eurjchem-1316	160	4	.	.	PUNCT
eurjchem-1316	161	1	ir	ir	PROPN
eurjchem-1316	161	2	(	(	PUNCT
eurjchem-1316	161	3	kbr	kbr	PROPN
eurjchem-1316	161	4	,	,	PUNCT
eurjchem-1316	161	5	ν	ν	PROPN
eurjchem-1316	161	6	,	,	PUNCT
eurjchem-1316	161	7	cm‐1	cm‐1	PROPN
eurjchem-1316	161	8	):	):	PUNCT
eurjchem-1316	161	9	3473‐	3473‐	NUM
eurjchem-1316	161	10	3321	3321	NUM
eurjchem-1316	161	11	(	(	PUNCT
eurjchem-1316	161	12	2nh2	2nh2	NUM
eurjchem-1316	161	13	,	,	PUNCT
eurjchem-1316	161	14	nh	nh	PROPN
eurjchem-1316	161	15	)	)	PUNCT
eurjchem-1316	161	16	,	,	PUNCT
eurjchem-1316	161	17	3057	3057	NUM
eurjchem-1316	161	18	(	(	PUNCT
eurjchem-1316	161	19	ch	ch	NOUN
eurjchem-1316	161	20	aromatic	aromatic	NOUN
eurjchem-1316	161	21	)	)	PUNCT
eurjchem-1316	161	22	,	,	PUNCT
eurjchem-1316	161	23	2983	2983	NUM
eurjchem-1316	161	24	(	(	PUNCT
eurjchem-1316	161	25	ch3	ch3	PROPN
eurjchem-1316	161	26	)	)	PUNCT
eurjchem-1316	161	27	,	,	PUNCT
eurjchem-1316	161	28	2222	2222	NUM
eurjchem-1316	161	29	(	(	PUNCT
eurjchem-1316	161	30	cn	cn	PROPN
eurjchem-1316	161	31	)	)	PUNCT
eurjchem-1316	161	32	,	,	PUNCT
eurjchem-1316	161	33	1689	1689	NUM
eurjchem-1316	161	34	(	(	PUNCT
eurjchem-1316	161	35	co	co	NOUN
eurjchem-1316	161	36	)	)	PUNCT
eurjchem-1316	161	37	,	,	PUNCT
eurjchem-1316	161	38	1630	1630	NUM
eurjchem-1316	161	39	(	(	PUNCT
eurjchem-1316	161	40	c	c	NOUN
eurjchem-1316	161	41	=	=	SYM
eurjchem-1316	161	42	c	c	NOUN
eurjchem-1316	161	43	)	)	PUNCT
eurjchem-1316	161	44	.	.	PUNCT
eurjchem-1316	162	1	1h	1h	NUM
eurjchem-1316	162	2	nmr	nmr	NOUN
eurjchem-1316	162	3	(	(	PUNCT
eurjchem-1316	162	4	400	400	NUM
eurjchem-1316	162	5	mhz	mhz	NOUN
eurjchem-1316	162	6	,	,	PUNCT
eurjchem-1316	162	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	162	8	,	,	PUNCT
eurjchem-1316	162	9	δ	δ	PROPN
eurjchem-1316	162	10	,	,	PUNCT
eurjchem-1316	162	11	ppm	ppm	NOUN
eurjchem-1316	162	12	):	):	PUNCT
eurjchem-1316	162	13	2.84	2.84	NUM
eurjchem-1316	162	14	(	(	PUNCT
eurjchem-1316	162	15	s	s	PROPN
eurjchem-1316	162	16	,	,	PUNCT
eurjchem-1316	162	17	3h	3h	NUM
eurjchem-1316	162	18	,	,	PUNCT
eurjchem-1316	162	19	ch3	ch3	PROPN
eurjchem-1316	162	20	)	)	PUNCT
eurjchem-1316	162	21	,	,	PUNCT
eurjchem-1316	162	22	4.48	4.48	NUM
eurjchem-1316	162	23	(	(	PUNCT
eurjchem-1316	162	24	s	s	PROPN
eurjchem-1316	162	25	,	,	PUNCT
eurjchem-1316	162	26	2h	2h	NUM
eurjchem-1316	162	27	,	,	PUNCT
eurjchem-1316	162	28	nh2	nh2	PROPN
eurjchem-1316	162	29	)	)	PUNCT
eurjchem-1316	162	30	,	,	PUNCT
eurjchem-1316	162	31	5.37	5.37	NUM
eurjchem-1316	162	32	(	(	PUNCT
eurjchem-1316	162	33	s	s	PROPN
eurjchem-1316	162	34	,	,	PUNCT
eurjchem-1316	162	35	2h	2h	NUM
eurjchem-1316	162	36	,	,	PUNCT
eurjchem-1316	162	37	nh2	nh2	PROPN
eurjchem-1316	162	38	)	)	PUNCT
eurjchem-1316	162	39	,	,	PUNCT
eurjchem-1316	162	40	6.89	6.89	NUM
eurjchem-1316	162	41	(	(	PUNCT
eurjchem-1316	162	42	s	s	PROPN
eurjchem-1316	162	43	,	,	PUNCT
eurjchem-1316	162	44	1h	1h	NUM
eurjchem-1316	162	45	,	,	PUNCT
eurjchem-1316	162	46	thiophene	thiophene	NOUN
eurjchem-1316	162	47	)	)	PUNCT
eurjchem-1316	162	48	,	,	PUNCT
eurjchem-1316	162	49	7.31‐7.40	7.31‐7.40	NUM
eurjchem-1316	162	50	(	(	PUNCT
eurjchem-1316	162	51	m	m	PROPN
eurjchem-1316	162	52	,	,	PUNCT
eurjchem-1316	162	53	5h	5h	NUM
eurjchem-1316	162	54	,	,	PUNCT
eurjchem-1316	162	55	c6h5	c6h5	PROPN
eurjchem-1316	162	56	)	)	PUNCT
eurjchem-1316	162	57	,	,	PUNCT
eurjchem-1316	162	58	8.30	8.30	NUM
eurjchem-1316	162	59	(	(	PUNCT
eurjchem-1316	162	60	s	s	PROPN
eurjchem-1316	162	61	,	,	PUNCT
eurjchem-1316	162	62	1h	1h	NUM
eurjchem-1316	162	63	,	,	PUNCT
eurjchem-1316	162	64	nh	nh	PROPN
eurjchem-1316	162	65	)	)	PUNCT
eurjchem-1316	162	66	.	.	PUNCT
eurjchem-1316	163	1	anal	anal	PROPN
eurjchem-1316	163	2	.	.	PUNCT
eurjchem-1316	163	3	calcd	calcd	NOUN
eurjchem-1316	163	4	.	.	PUNCT
eurjchem-1316	164	1	for	for	ADP
eurjchem-1316	164	2	c17h14n4os2	c17h14n4os2	NOUN
eurjchem-1316	164	3	:	:	PUNCT
eurjchem-1316	164	4	c	c	X
eurjchem-1316	164	5	,	,	PUNCT
eurjchem-1316	164	6	57.61	57.61	NUM
eurjchem-1316	164	7	;	;	PUNCT
eurjchem-1316	164	8	h	h	NOUN
eurjchem-1316	164	9	,	,	PUNCT
eurjchem-1316	164	10	3.98	3.98	NUM
eurjchem-1316	164	11	;	;	PUNCT
eurjchem-1316	164	12	n	n	CCONJ
eurjchem-1316	164	13	,	,	PUNCT
eurjchem-1316	164	14	15.81	15.81	NUM
eurjchem-1316	164	15	.	.	PUNCT
eurjchem-1316	164	16	found	find	VERB
eurjchem-1316	164	17	:	:	PUNCT
eurjchem-1316	165	1	c	c	X
eurjchem-1316	165	2	,	,	PUNCT
eurjchem-1316	165	3	57.83	57.83	NUM
eurjchem-1316	165	4	;	;	PUNCT
eurjchem-1316	165	5	h	h	X
eurjchem-1316	165	6	,	,	PUNCT
eurjchem-1316	165	7	4.32	4.32	NUM
eurjchem-1316	165	8	;	;	PUNCT
eurjchem-1316	165	9	n	n	CCONJ
eurjchem-1316	165	10	;	;	PUNCT
eurjchem-1316	165	11	15.77	15.77	NUM
eurjchem-1316	165	12	%	%	NOUN
eurjchem-1316	165	13	.	.	PUNCT
eurjchem-1316	166	1	mahmoud	mahmoud	PROPN
eurjchem-1316	166	2	/	/	SYM
eurjchem-1316	166	3	european	european	PROPN
eurjchem-1316	166	4	journal	journal	PROPN
eurjchem-1316	166	5	of	of	ADP
eurjchem-1316	166	6	chemistry	chemistry	NOUN
eurjchem-1316	166	7	6	6	NUM
eurjchem-1316	166	8	(	(	PUNCT
eurjchem-1316	166	9	4	4	NUM
eurjchem-1316	166	10	)	)	PUNCT
eurjchem-1316	166	11	(	(	PUNCT
eurjchem-1316	166	12	2015	2015	NUM
eurjchem-1316	166	13	)	)	PUNCT
eurjchem-1316	166	14	444‐450	444‐450	NUM
eurjchem-1316	167	1	447	447	NUM
eurjchem-1316	167	2	11a	11a	NOUN
eurjchem-1316	167	3	,	,	PUNCT
eurjchem-1316	167	4	x	x	PUNCT
eurjchem-1316	167	5	=	=	PUNCT
eurjchem-1316	167	6	cn	cn	PROPN
eurjchem-1316	167	7	b	b	PROPN
eurjchem-1316	167	8	,	,	PUNCT
eurjchem-1316	167	9	x	x	PUNCT
eurjchem-1316	167	10	=	=	SYM
eurjchem-1316	167	11	cooet	cooet	NOUN
eurjchem-1316	167	12	noac	noac	VERB
eurjchem-1316	167	13	120	120	NUM
eurjchem-1316	167	14	oc	oc	NOUN
eurjchem-1316	167	15	12a	12a	NUM
eurjchem-1316	167	16	,	,	PUNCT
eurjchem-1316	167	17	b	b	NOUN
eurjchem-1316	167	18	13a	13a	NOUN
eurjchem-1316	167	19	,	,	PUNCT
eurjchem-1316	167	20	x	x	SYM
eurjchem-1316	167	21	=	=	PUNCT
eurjchem-1316	167	22	cn	cn	PROPN
eurjchem-1316	167	23	b	b	PROPN
eurjchem-1316	167	24	,	,	PUNCT
eurjchem-1316	167	25	x	x	PUNCT
eurjchem-1316	167	26	=	=	PRON
eurjchem-1316	167	27	cooet	cooet	NOUN
eurjchem-1316	168	1	+	+	CCONJ
eurjchem-1316	169	1	14	14	NUM
eurjchem-1316	169	2	piperdine	piperdine	NOUN
eurjchem-1316	169	3	1,4	1,4	NUM
eurjchem-1316	169	4	-	-	NOUN
eurjchem-1316	169	5	dioxane	dioxane	NOUN
eurjchem-1316	169	6	15	15	NUM
eurjchem-1316	169	7	+	+	CCONJ
eurjchem-1316	169	8	br2	br2	PROPN
eurjchem-1316	169	9	acoh	acoh	VERB
eurjchem-1316	169	10	16	16	NUM
eurjchem-1316	169	11	phn	phn	ADJ
eurjchem-1316	169	12	ncl	ncl	NOUN
eurjchem-1316	169	13	-+	-+	PROPN
eurjchem-1316	169	14	17	17	NUM
eurjchem-1316	169	15	18	18	NUM
eurjchem-1316	169	16	etoh	etoh	PROPN
eurjchem-1316	169	17	naoh	naoh	NOUN
eurjchem-1316	169	18	3a	3a	PROPN
eurjchem-1316	169	19	+	+	PROPN
eurjchem-1316	170	1	s	s	PART
eurjchem-1316	170	2	o	o	NOUN
eurjchem-1316	170	3	h	h	NOUN
eurjchem-1316	170	4	n	n	ADV
eurjchem-1316	170	5	h2n	h2n	PROPN
eurjchem-1316	170	6	o	o	NOUN
eurjchem-1316	170	7	x	x	X
eurjchem-1316	171	1	n	n	PROPN
eurjchem-1316	171	2	x	x	SYM
eurjchem-1316	171	3	s	s	PROPN
eurjchem-1316	171	4	nh	nh	NOUN
eurjchem-1316	171	5	o	o	PROPN
eurjchem-1316	171	6	h2n	h2n	PROPN
eurjchem-1316	171	7	nh2	nh2	PROPN
eurjchem-1316	171	8	s	s	PART
eurjchem-1316	171	9	o	o	NOUN
eurjchem-1316	171	10	hn	hn	PROPN
eurjchem-1316	171	11	x	x	SYM
eurjchem-1316	171	12	n	n	PROPN
eurjchem-1316	171	13	nh2	nh2	PROPN
eurjchem-1316	171	14	s	s	PART
eurjchem-1316	171	15	o	o	PROPN
eurjchem-1316	171	16	nh	nh	PROPN
eurjchem-1316	171	17	n	n	CCONJ
eurjchem-1316	171	18	h2n	h2n	PROPN
eurjchem-1316	171	19	nh2	nh2	PROPN
eurjchem-1316	172	1	o	o	NOUN
eurjchem-1316	172	2	s	s	X
eurjchem-1316	172	3	o	o	X
eurjchem-1316	173	1	hn	hn	PROPN
eurjchem-1316	173	2	n	n	PROPN
eurjchem-1316	173	3	nh2	nh2	PROPN
eurjchem-1316	173	4	nh2	nh2	PROPN
eurjchem-1316	173	5	13a	13a	PROPN
eurjchem-1316	173	6	s	s	PART
eurjchem-1316	173	7	o	o	PROPN
eurjchem-1316	173	8	nh	nh	PROPN
eurjchem-1316	173	9	n	n	PROPN
eurjchem-1316	173	10	h2n	h2n	PROPN
eurjchem-1316	173	11	nh2	nh2	PROPN
eurjchem-1316	173	12	13a	13a	X
eurjchem-1316	173	13	+	+	PROPN
eurjchem-1316	173	14	s	s	X
eurjchem-1316	173	15	o	o	X
eurjchem-1316	173	16	nh	nh	PROPN
eurjchem-1316	173	17	n	n	PROPN
eurjchem-1316	173	18	h2n	h2n	PROPN
eurjchem-1316	173	19	nh2	nh2	PROPN
eurjchem-1316	173	20	13a	13a	PROPN
eurjchem-1316	173	21	s	s	PART
eurjchem-1316	173	22	o	o	PROPN
eurjchem-1316	173	23	nh	nh	PROPN
eurjchem-1316	173	24	n	n	ADV
eurjchem-1316	173	25	br	br	NOUN
eurjchem-1316	173	26	h2n	h2n	PROPN
eurjchem-1316	173	27	nh2	nh2	PROPN
eurjchem-1316	173	28	s	s	PART
eurjchem-1316	173	29	o	o	NOUN
eurjchem-1316	173	30	n	n	ADP
eurjchem-1316	173	31	h	h	NOUN
eurjchem-1316	173	32	n	n	CCONJ
eurjchem-1316	173	33	n	n	ADP
eurjchem-1316	173	34	h	h	NOUN
eurjchem-1316	173	35	n	n	PRON
eurjchem-1316	173	36	nh2	nh2	PROPN
eurjchem-1316	173	37	h2n	h2n	PROPN
eurjchem-1316	173	38	scheme	scheme	NOUN
eurjchem-1316	173	39	2	2	NUM
eurjchem-1316	173	40	ethyl	ethyl	PROPN
eurjchem-1316	173	41	5,5'‐diamino‐3‐methyl‐4‐(phenylcarbamoyl)‐[2,3'‐bi	5,5'‐diamino‐3‐methyl‐4‐(phenylcarbamoyl)‐[2,3'‐bi	PROPN
eurjchem-1316	173	42	thiophene]‐4'‐carboxylate	thiophene]‐4'‐carboxylate	ADJ
eurjchem-1316	173	43	(	(	PUNCT
eurjchem-1316	173	44	19b	19b	NOUN
eurjchem-1316	173	45	):	):	PUNCT
eurjchem-1316	173	46	color	color	NOUN
eurjchem-1316	173	47	:	:	PUNCT
eurjchem-1316	173	48	yellow	yellow	ADJ
eurjchem-1316	173	49	crystals	crystal	NOUN
eurjchem-1316	173	50	from	from	ADP
eurjchem-1316	173	51	acetic	acetic	ADJ
eurjchem-1316	173	52	acid	acid	NOUN
eurjchem-1316	173	53	.	.	PUNCT
eurjchem-1316	174	1	yield	yield	NOUN
eurjchem-1316	174	2	:	:	PUNCT
eurjchem-1316	174	3	74	74	NUM
eurjchem-1316	174	4	%	%	NOUN
eurjchem-1316	174	5	(	(	PUNCT
eurjchem-1316	174	6	2.96	2.96	NUM
eurjchem-1316	174	7	g	g	NOUN
eurjchem-1316	174	8	)	)	PUNCT
eurjchem-1316	174	9	.	.	PUNCT
eurjchem-1316	175	1	m.p	m.p	PROPN
eurjchem-1316	175	2	.	.	PROPN
eurjchem-1316	175	3	:	:	PUNCT
eurjchem-1316	176	1	177‐179	177‐179	NUM
eurjchem-1316	176	2	°	°	SYM
eurjchem-1316	176	3	c	c	X
eurjchem-1316	176	4	.	.	PUNCT
eurjchem-1316	177	1	ir	ir	PROPN
eurjchem-1316	177	2	(	(	PUNCT
eurjchem-1316	177	3	kbr	kbr	PROPN
eurjchem-1316	177	4	,	,	PUNCT
eurjchem-1316	177	5	ν	ν	PROPN
eurjchem-1316	177	6	,	,	PUNCT
eurjchem-1316	177	7	cm‐1	cm‐1	PROPN
eurjchem-1316	177	8	):	):	PUNCT
eurjchem-1316	177	9	3460‐3342	3460‐3342	NUM
eurjchem-1316	177	10	(	(	PUNCT
eurjchem-1316	177	11	2nh2	2nh2	NUM
eurjchem-1316	177	12	,	,	PUNCT
eurjchem-1316	177	13	nh	nh	PROPN
eurjchem-1316	177	14	)	)	PUNCT
eurjchem-1316	177	15	,	,	PUNCT
eurjchem-1316	177	16	3054	3054	NUM
eurjchem-1316	177	17	(	(	PUNCT
eurjchem-1316	177	18	ch	ch	NOUN
eurjchem-1316	177	19	aromatic	aromatic	NOUN
eurjchem-1316	177	20	)	)	PUNCT
eurjchem-1316	177	21	,	,	PUNCT
eurjchem-1316	177	22	2980	2980	NUM
eurjchem-1316	177	23	,	,	PUNCT
eurjchem-1316	177	24	2877	2877	NUM
eurjchem-1316	177	25	(	(	PUNCT
eurjchem-1316	177	26	ch3,ch2	ch3,ch2	NOUN
eurjchem-1316	177	27	)	)	PUNCT
eurjchem-1316	177	28	,	,	PUNCT
eurjchem-1316	177	29	1720	1720	NUM
eurjchem-1316	177	30	,	,	PUNCT
eurjchem-1316	177	31	1687	1687	NUM
eurjchem-1316	177	32	(	(	PUNCT
eurjchem-1316	177	33	2co	2co	NOUN
eurjchem-1316	177	34	)	)	PUNCT
eurjchem-1316	177	35	,	,	PUNCT
eurjchem-1316	177	36	1632	1632	NUM
eurjchem-1316	177	37	(	(	PUNCT
eurjchem-1316	177	38	c	c	NOUN
eurjchem-1316	177	39	=	=	SYM
eurjchem-1316	177	40	c	c	NOUN
eurjchem-1316	177	41	)	)	PUNCT
eurjchem-1316	177	42	.	.	PUNCT
eurjchem-1316	178	1	1h	1h	NUM
eurjchem-1316	178	2	nmr	nmr	NOUN
eurjchem-1316	178	3	(	(	PUNCT
eurjchem-1316	178	4	400	400	NUM
eurjchem-1316	178	5	mhz	mhz	NOUN
eurjchem-1316	178	6	,	,	PUNCT
eurjchem-1316	178	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	178	8	,	,	PUNCT
eurjchem-1316	178	9	δ	δ	PROPN
eurjchem-1316	178	10	,	,	PUNCT
eurjchem-1316	178	11	ppm	ppm	NUM
eurjchem-1316	178	12	):	):	PUNCT
eurjchem-1316	178	13	1.14	1.14	NUM
eurjchem-1316	178	14	(	(	PUNCT
eurjchem-1316	178	15	t	t	PROPN
eurjchem-1316	178	16	,	,	PUNCT
eurjchem-1316	178	17	3h	3h	NUM
eurjchem-1316	178	18	,	,	PUNCT
eurjchem-1316	178	19	j	j	PROPN
eurjchem-1316	178	20	=	=	SYM
eurjchem-1316	178	21	7.22	7.22	NUM
eurjchem-1316	178	22	hz	hz	NOUN
eurjchem-1316	178	23	,	,	PUNCT
eurjchem-1316	178	24	ch3	ch3	PROPN
eurjchem-1316	178	25	)	)	PUNCT
eurjchem-1316	178	26	,	,	PUNCT
eurjchem-1316	178	27	2.89	2.89	NUM
eurjchem-1316	178	28	(	(	PUNCT
eurjchem-1316	178	29	s	s	PROPN
eurjchem-1316	178	30	,	,	PUNCT
eurjchem-1316	178	31	3h	3h	NUM
eurjchem-1316	178	32	,	,	PUNCT
eurjchem-1316	178	33	ch3	ch3	PROPN
eurjchem-1316	178	34	)	)	PUNCT
eurjchem-1316	178	35	,	,	PUNCT
eurjchem-1316	178	36	4.20	4.20	NUM
eurjchem-1316	178	37	(	(	PUNCT
eurjchem-1316	178	38	q	q	NOUN
eurjchem-1316	178	39	,	,	PUNCT
eurjchem-1316	178	40	2h	2h	NUM
eurjchem-1316	178	41	,	,	PUNCT
eurjchem-1316	178	42	j	j	PROPN
eurjchem-1316	179	1	=	=	SYM
eurjchem-1316	179	2	7.22	7.22	NUM
eurjchem-1316	179	3	hz	hz	NOUN
eurjchem-1316	179	4	,	,	PUNCT
eurjchem-1316	179	5	ch2	ch2	PROPN
eurjchem-1316	179	6	)	)	PUNCT
eurjchem-1316	179	7	,	,	PUNCT
eurjchem-1316	179	8	4.45	4.45	NUM
eurjchem-1316	179	9	(	(	PUNCT
eurjchem-1316	179	10	s	s	PROPN
eurjchem-1316	179	11	,	,	PUNCT
eurjchem-1316	179	12	2h	2h	NUM
eurjchem-1316	179	13	,	,	PUNCT
eurjchem-1316	179	14	nh2	nh2	PROPN
eurjchem-1316	179	15	)	)	PUNCT
eurjchem-1316	179	16	,	,	PUNCT
eurjchem-1316	179	17	5.35	5.35	NUM
eurjchem-1316	179	18	(	(	PUNCT
eurjchem-1316	179	19	s	s	PROPN
eurjchem-1316	179	20	,	,	PUNCT
eurjchem-1316	179	21	2h	2h	NUM
eurjchem-1316	179	22	,	,	PUNCT
eurjchem-1316	179	23	nh2	nh2	PROPN
eurjchem-1316	179	24	)	)	PUNCT
eurjchem-1316	179	25	,	,	PUNCT
eurjchem-1316	179	26	6.92	6.92	NUM
eurjchem-1316	179	27	(	(	PUNCT
eurjchem-1316	179	28	s	s	PROPN
eurjchem-1316	179	29	,	,	PUNCT
eurjchem-1316	179	30	1h	1h	NUM
eurjchem-1316	179	31	,	,	PUNCT
eurjchem-1316	179	32	thiophene	thiophene	NOUN
eurjchem-1316	179	33	)	)	PUNCT
eurjchem-1316	179	34	,	,	PUNCT
eurjchem-1316	179	35	7.28‐7.43	7.28‐7.43	NUM
eurjchem-1316	179	36	(	(	PUNCT
eurjchem-1316	179	37	m	m	PROPN
eurjchem-1316	179	38	,	,	PUNCT
eurjchem-1316	179	39	5h	5h	NUM
eurjchem-1316	179	40	,	,	PUNCT
eurjchem-1316	179	41	c6h5	c6h5	PROPN
eurjchem-1316	179	42	)	)	PUNCT
eurjchem-1316	179	43	,	,	PUNCT
eurjchem-1316	179	44	8.32	8.32	NUM
eurjchem-1316	179	45	(	(	PUNCT
eurjchem-1316	179	46	s	s	PROPN
eurjchem-1316	179	47	,	,	PUNCT
eurjchem-1316	179	48	1h	1h	NUM
eurjchem-1316	179	49	,	,	PUNCT
eurjchem-1316	179	50	nh	nh	PROPN
eurjchem-1316	179	51	)	)	PUNCT
eurjchem-1316	179	52	.	.	PUNCT
eurjchem-1316	180	1	anal	anal	PROPN
eurjchem-1316	180	2	.	.	PUNCT
eurjchem-1316	180	3	calcd	calcd	NOUN
eurjchem-1316	180	4	.	.	PUNCT
eurjchem-1316	181	1	for	for	ADP
eurjchem-1316	181	2	c19h19n3o3s2	c19h19n3o3s2	NOUN
eurjchem-1316	181	3	:	:	PUNCT
eurjchem-1316	181	4	c	c	X
eurjchem-1316	181	5	,	,	PUNCT
eurjchem-1316	181	6	56.84	56.84	NUM
eurjchem-1316	181	7	;	;	PUNCT
eurjchem-1316	181	8	h	h	NOUN
eurjchem-1316	181	9	,	,	PUNCT
eurjchem-1316	181	10	4.77	4.77	NUM
eurjchem-1316	181	11	;	;	PUNCT
eurjchem-1316	181	12	n	n	CCONJ
eurjchem-1316	181	13	,	,	PUNCT
eurjchem-1316	181	14	10.47	10.47	NUM
eurjchem-1316	181	15	.	.	PUNCT
eurjchem-1316	182	1	found	find	VERB
eurjchem-1316	182	2	:	:	PUNCT
eurjchem-1316	183	1	c	c	X
eurjchem-1316	183	2	,	,	PUNCT
eurjchem-1316	183	3	56.51	56.51	NUM
eurjchem-1316	183	4	;	;	PUNCT
eurjchem-1316	183	5	h	h	NOUN
eurjchem-1316	183	6	,	,	PUNCT
eurjchem-1316	183	7	4.49	4.49	NUM
eurjchem-1316	183	8	;	;	PUNCT
eurjchem-1316	183	9	n	n	CCONJ
eurjchem-1316	183	10	;	;	PUNCT
eurjchem-1316	183	11	10.37	10.37	NUM
eurjchem-1316	183	12	%	%	NOUN
eurjchem-1316	183	13	.	.	PUNCT
eurjchem-1316	184	1	2.2.10	2.2.10	NUM
eurjchem-1316	184	2	.	.	PUNCT
eurjchem-1316	184	3	general	general	ADJ
eurjchem-1316	184	4	procedure	procedure	NOUN
eurjchem-1316	184	5	for	for	ADP
eurjchem-1316	184	6	the	the	DET
eurjchem-1316	184	7	synthesis	synthesis	NOUN
eurjchem-1316	184	8	of	of	ADP
eurjchem-1316	184	9	the	the	DET
eurjchem-1316	184	10	thiophene	thiophene	NOUN
eurjchem-1316	184	11	derivatives	derivative	NOUN
eurjchem-1316	184	12	(	(	PUNCT
eurjchem-1316	184	13	21a‐d	21a‐d	NOUN
eurjchem-1316	184	14	)	)	PUNCT
eurjchem-1316	184	15	to	to	ADP
eurjchem-1316	184	16	a	a	DET
eurjchem-1316	184	17	solution	solution	NOUN
eurjchem-1316	184	18	of	of	ADP
eurjchem-1316	184	19	either	either	CCONJ
eurjchem-1316	184	20	compound	compound	NOUN
eurjchem-1316	184	21	3a	3a	PROPN
eurjchem-1316	184	22	(	(	PUNCT
eurjchem-1316	184	23	2.74	2.74	NUM
eurjchem-1316	184	24	g	g	NOUN
eurjchem-1316	184	25	,	,	PUNCT
eurjchem-1316	184	26	0.01	0.01	NUM
eurjchem-1316	184	27	mol	mol	NOUN
eurjchem-1316	184	28	)	)	PUNCT
eurjchem-1316	184	29	or	or	CCONJ
eurjchem-1316	184	30	3b	3b	NUM
eurjchem-1316	184	31	(	(	PUNCT
eurjchem-1316	184	32	2.88	2.88	NUM
eurjchem-1316	184	33	g	g	NOUN
eurjchem-1316	184	34	,	,	PUNCT
eurjchem-1316	184	35	0.01	0.01	NUM
eurjchem-1316	184	36	mol	mol	NOUN
eurjchem-1316	184	37	)	)	PUNCT
eurjchem-1316	184	38	in	in	ADP
eurjchem-1316	184	39	dimethyl	dimethyl	PROPN
eurjchem-1316	184	40	formamide	formamide	ADV
eurjchem-1316	184	41	(	(	PUNCT
eurjchem-1316	184	42	40	40	NUM
eurjchem-1316	184	43	ml	ml	NOUN
eurjchem-1316	184	44	)	)	PUNCT
eurjchem-1316	184	45	either	either	CCONJ
eurjchem-1316	184	46	ethyl	ethyl	PROPN
eurjchem-1316	184	47	cyanoacetate	cyanoacetate	NOUN
eurjchem-1316	184	48	(	(	PUNCT
eurjchem-1316	184	49	1.13	1.13	NUM
eurjchem-1316	184	50	g	g	NOUN
eurjchem-1316	184	51	,	,	PUNCT
eurjchem-1316	184	52	0.01	0.01	NUM
eurjchem-1316	184	53	mol	mol	NOUN
eurjchem-1316	184	54	)	)	PUNCT
eurjchem-1316	184	55	or	or	CCONJ
eurjchem-1316	184	56	diethyl	diethyl	NOUN
eurjchem-1316	184	57	malonate	malonate	NOUN
eurjchem-1316	184	58	(	(	PUNCT
eurjchem-1316	184	59	1.60	1.60	NUM
eurjchem-1316	184	60	g	g	NOUN
eurjchem-1316	184	61	,	,	PUNCT
eurjchem-1316	184	62	0.01	0.01	NUM
eurjchem-1316	184	63	mol	mol	NOUN
eurjchem-1316	184	64	)	)	PUNCT
eurjchem-1316	184	65	was	be	AUX
eurjchem-1316	184	66	added	add	VERB
eurjchem-1316	184	67	.	.	PUNCT
eurjchem-1316	185	1	the	the	DET
eurjchem-1316	185	2	reaction	reaction	NOUN
eurjchem-1316	185	3	mixture	mixture	NOUN
eurjchem-1316	185	4	was	be	AUX
eurjchem-1316	185	5	heated	heat	VERB
eurjchem-1316	185	6	under	under	ADP
eurjchem-1316	185	7	reflux	reflux	NOUN
eurjchem-1316	185	8	for	for	SCONJ
eurjchem-1316	185	9	1	1	NUM
eurjchem-1316	185	10	h	h	NOUN
eurjchem-1316	185	11	then	then	ADV
eurjchem-1316	185	12	poured	pour	VERB
eurjchem-1316	185	13	onto	onto	ADP
eurjchem-1316	185	14	ice	ice	NOUN
eurjchem-1316	185	15	/	/	SYM
eurjchem-1316	185	16	water	water	NOUN
eurjchem-1316	185	17	.	.	PUNCT
eurjchem-1316	186	1	the	the	DET
eurjchem-1316	186	2	solid	solid	ADJ
eurjchem-1316	186	3	product	product	NOUN
eurjchem-1316	186	4	,	,	PUNCT
eurjchem-1316	186	5	so	so	ADV
eurjchem-1316	186	6	formed	form	VERB
eurjchem-1316	186	7	in	in	ADP
eurjchem-1316	186	8	each	each	DET
eurjchem-1316	186	9	case	case	NOUN
eurjchem-1316	186	10	,	,	PUNCT
eurjchem-1316	186	11	was	be	AUX
eurjchem-1316	186	12	collected	collect	VERB
eurjchem-1316	186	13	by	by	ADP
eurjchem-1316	186	14	filtration	filtration	NOUN
eurjchem-1316	186	15	(	(	PUNCT
eurjchem-1316	186	16	scheme	scheme	NOUN
eurjchem-1316	186	17	3	3	NUM
eurjchem-1316	186	18	)	)	PUNCT
eurjchem-1316	186	19	.	.	PUNCT
eurjchem-1316	187	1	5‐acetyl‐2‐(2‐cyanoacetamido)‐	5‐acetyl‐2‐(2‐cyanoacetamido)‐	NOUN
eurjchem-1316	188	1	4‐methyl‐n‐phenylthio	4‐methyl‐n‐phenylthio	NUM
eurjchem-1316	188	2	phene‐3‐carboxamide	phene‐3‐carboxamide	PROPN
eurjchem-1316	188	3	(	(	PUNCT
eurjchem-1316	188	4	21a	21a	NUM
eurjchem-1316	188	5	):	):	PUNCT
eurjchem-1316	188	6	color	color	NOUN
eurjchem-1316	188	7	:	:	PUNCT
eurjchem-1316	188	8	yellow	yellow	ADJ
eurjchem-1316	188	9	crystals	crystal	NOUN
eurjchem-1316	188	10	from	from	ADP
eurjchem-1316	188	11	1,4‐	1,4‐	NUM
eurjchem-1316	188	12	dioxane	dioxane	NOUN
eurjchem-1316	188	13	.	.	PUNCT
eurjchem-1316	189	1	yield	yield	NOUN
eurjchem-1316	189	2	:	:	PUNCT
eurjchem-1316	189	3	79	79	NUM
eurjchem-1316	189	4	%	%	NOUN
eurjchem-1316	189	5	(	(	PUNCT
eurjchem-1316	189	6	2.70	2.70	NUM
eurjchem-1316	189	7	g	g	NOUN
eurjchem-1316	189	8	)	)	PUNCT
eurjchem-1316	189	9	.	.	PUNCT
eurjchem-1316	190	1	m.p	m.p	PROPN
eurjchem-1316	190	2	.	.	PROPN
eurjchem-1316	190	3	:	:	PUNCT
eurjchem-1316	191	1	214‐216	214‐216	NUM
eurjchem-1316	191	2	°	°	SYM
eurjchem-1316	191	3	c	c	NOUN
eurjchem-1316	191	4	.	.	PUNCT
eurjchem-1316	192	1	ir	ir	PROPN
eurjchem-1316	192	2	(	(	PUNCT
eurjchem-1316	192	3	kbr	kbr	PROPN
eurjchem-1316	192	4	,	,	PUNCT
eurjchem-1316	192	5	ν	ν	PROPN
eurjchem-1316	192	6	,	,	PUNCT
eurjchem-1316	192	7	cm‐	cm‐	NOUN
eurjchem-1316	192	8	1	1	NUM
eurjchem-1316	192	9	):	):	PUNCT
eurjchem-1316	192	10	3469‐3360	3469‐3360	NUM
eurjchem-1316	192	11	(	(	PUNCT
eurjchem-1316	192	12	2nh	2nh	NOUN
eurjchem-1316	192	13	)	)	PUNCT
eurjchem-1316	192	14	,	,	PUNCT
eurjchem-1316	192	15	3056	3056	NUM
eurjchem-1316	192	16	(	(	PUNCT
eurjchem-1316	192	17	ch	ch	NOUN
eurjchem-1316	192	18	aromatic	aromatic	NOUN
eurjchem-1316	192	19	)	)	PUNCT
eurjchem-1316	192	20	,	,	PUNCT
eurjchem-1316	192	21	2982	2982	NUM
eurjchem-1316	192	22	,	,	PUNCT
eurjchem-1316	192	23	2879	2879	NUM
eurjchem-1316	192	24	(	(	PUNCT
eurjchem-1316	192	25	ch3,ch2	ch3,ch2	NOUN
eurjchem-1316	192	26	)	)	PUNCT
eurjchem-1316	192	27	,	,	PUNCT
eurjchem-1316	192	28	2220	2220	NUM
eurjchem-1316	192	29	(	(	PUNCT
eurjchem-1316	192	30	cn	cn	PROPN
eurjchem-1316	192	31	)	)	PUNCT
eurjchem-1316	192	32	,	,	PUNCT
eurjchem-1316	192	33	1721‐1689	1721‐1689	NUM
eurjchem-1316	192	34	(	(	PUNCT
eurjchem-1316	192	35	3co	3co	NOUN
eurjchem-1316	192	36	)	)	PUNCT
eurjchem-1316	192	37	,	,	PUNCT
eurjchem-1316	192	38	1634	1634	NUM
eurjchem-1316	192	39	(	(	PUNCT
eurjchem-1316	192	40	c	c	NOUN
eurjchem-1316	192	41	=	=	SYM
eurjchem-1316	192	42	c	c	NOUN
eurjchem-1316	192	43	)	)	PUNCT
eurjchem-1316	192	44	.	.	PUNCT
eurjchem-1316	193	1	1h	1h	NUM
eurjchem-1316	193	2	nmr	nmr	NOUN
eurjchem-1316	193	3	(	(	PUNCT
eurjchem-1316	193	4	400	400	NUM
eurjchem-1316	193	5	mhz	mhz	NOUN
eurjchem-1316	193	6	,	,	PUNCT
eurjchem-1316	193	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	193	8	,	,	PUNCT
eurjchem-1316	193	9	δ	δ	PROPN
eurjchem-1316	193	10	,	,	PUNCT
eurjchem-1316	193	11	ppm	ppm	NUM
eurjchem-1316	193	12	):	):	PUNCT
eurjchem-1316	193	13	2.86	2.86	NUM
eurjchem-1316	193	14	(	(	PUNCT
eurjchem-1316	193	15	s	s	PROPN
eurjchem-1316	193	16	,	,	PUNCT
eurjchem-1316	193	17	3h	3h	NUM
eurjchem-1316	193	18	,	,	PUNCT
eurjchem-1316	193	19	ch3	ch3	PROPN
eurjchem-1316	193	20	)	)	PUNCT
eurjchem-1316	193	21	,	,	PUNCT
eurjchem-1316	193	22	2.93	2.93	NUM
eurjchem-1316	193	23	(	(	PUNCT
eurjchem-1316	193	24	s	s	PROPN
eurjchem-1316	193	25	,	,	PUNCT
eurjchem-1316	193	26	3h	3h	NUM
eurjchem-1316	193	27	,	,	PUNCT
eurjchem-1316	193	28	ch3	ch3	PROPN
eurjchem-1316	193	29	)	)	PUNCT
eurjchem-1316	193	30	,	,	PUNCT
eurjchem-1316	193	31	5.82	5.82	NUM
eurjchem-1316	193	32	(	(	PUNCT
eurjchem-1316	193	33	s	s	PROPN
eurjchem-1316	193	34	,	,	PUNCT
eurjchem-1316	193	35	2h	2h	NUM
eurjchem-1316	193	36	,	,	PUNCT
eurjchem-1316	193	37	ch2	ch2	PROPN
eurjchem-1316	193	38	)	)	PUNCT
eurjchem-1316	193	39	,	,	PUNCT
eurjchem-1316	193	40	7.25‐7.40	7.25‐7.40	NUM
eurjchem-1316	193	41	(	(	PUNCT
eurjchem-1316	193	42	m	m	PROPN
eurjchem-1316	193	43	,	,	PUNCT
eurjchem-1316	193	44	5h	5h	NUM
eurjchem-1316	193	45	,	,	PUNCT
eurjchem-1316	193	46	c6h5	c6h5	PROPN
eurjchem-1316	193	47	)	)	PUNCT
eurjchem-1316	193	48	,	,	PUNCT
eurjchem-1316	193	49	8.26	8.26	NUM
eurjchem-1316	193	50	(	(	PUNCT
eurjchem-1316	193	51	s	s	PROPN
eurjchem-1316	193	52	,	,	PUNCT
eurjchem-1316	193	53	1h	1h	NUM
eurjchem-1316	193	54	,	,	PUNCT
eurjchem-1316	193	55	nh	nh	PROPN
eurjchem-1316	193	56	)	)	PUNCT
eurjchem-1316	193	57	,	,	PUNCT
eurjchem-1316	193	58	8.29	8.29	NUM
eurjchem-1316	193	59	(	(	PUNCT
eurjchem-1316	193	60	s	s	PROPN
eurjchem-1316	193	61	,	,	PUNCT
eurjchem-1316	193	62	1h	1h	NUM
eurjchem-1316	193	63	,	,	PUNCT
eurjchem-1316	193	64	nh	nh	PROPN
eurjchem-1316	193	65	)	)	PUNCT
eurjchem-1316	193	66	.	.	PUNCT
eurjchem-1316	194	1	anal	anal	PROPN
eurjchem-1316	194	2	.	.	PUNCT
eurjchem-1316	194	3	calcd	calcd	NOUN
eurjchem-1316	194	4	.	.	PUNCT
eurjchem-1316	195	1	for	for	SCONJ
eurjchem-1316	195	2	c17h15n3o3s	c17h15n3o3s	PROPN
eurjchem-1316	195	3	:	:	PUNCT
eurjchem-1316	195	4	c	c	X
eurjchem-1316	195	5	,	,	PUNCT
eurjchem-1316	195	6	59.81	59.81	NUM
eurjchem-1316	195	7	;	;	PUNCT
eurjchem-1316	195	8	h	h	NOUN
eurjchem-1316	195	9	,	,	PUNCT
eurjchem-1316	195	10	4.43	4.43	NUM
eurjchem-1316	195	11	;	;	PUNCT
eurjchem-1316	195	12	n	n	CCONJ
eurjchem-1316	195	13	,	,	PUNCT
eurjchem-1316	195	14	12.31	12.31	NUM
eurjchem-1316	195	15	.	.	PUNCT
eurjchem-1316	195	16	found	find	VERB
eurjchem-1316	195	17	:	:	PUNCT
eurjchem-1316	196	1	c	c	X
eurjchem-1316	196	2	,	,	PUNCT
eurjchem-1316	196	3	59.77	59.77	NUM
eurjchem-1316	196	4	;	;	PUNCT
eurjchem-1316	196	5	h	h	X
eurjchem-1316	196	6	,	,	PUNCT
eurjchem-1316	196	7	4.67	4.67	NUM
eurjchem-1316	196	8	;	;	PUNCT
eurjchem-1316	196	9	n	n	CCONJ
eurjchem-1316	196	10	;	;	PUNCT
eurjchem-1316	196	11	12.09	12.09	NUM
eurjchem-1316	196	12	%	%	NOUN
eurjchem-1316	196	13	.	.	PUNCT
eurjchem-1316	197	1	448	448	NUM
eurjchem-1316	197	2	mahmoud	mahmoud	PROPN
eurjchem-1316	197	3	/	/	SYM
eurjchem-1316	197	4	european	european	PROPN
eurjchem-1316	197	5	journal	journal	PROPN
eurjchem-1316	197	6	of	of	ADP
eurjchem-1316	197	7	chemistry	chemistry	NOUN
eurjchem-1316	197	8	6	6	NUM
eurjchem-1316	197	9	(	(	PUNCT
eurjchem-1316	197	10	4	4	NUM
eurjchem-1316	197	11	)	)	PUNCT
eurjchem-1316	197	12	(	(	PUNCT
eurjchem-1316	197	13	2015	2015	NUM
eurjchem-1316	197	14	)	)	PUNCT
eurjchem-1316	197	15	444‐450	444‐450	NUM
eurjchem-1316	197	16	scheme	scheme	NOUN
eurjchem-1316	197	17	3	3	NUM
eurjchem-1316	197	18	ethyl	ethyl	PROPN
eurjchem-1316	197	19	3‐((5‐acetyl‐4‐methyl‐3‐(phenylcarbamoyl)thiophen‐	3‐((5‐acetyl‐4‐methyl‐3‐(phenylcarbamoyl)thiophen‐	NUM
eurjchem-1316	197	20	2‐yl)amino)‐3‐oxopropanoate	2‐yl)amino)‐3‐oxopropanoate	NUM
eurjchem-1316	197	21	(	(	PUNCT
eurjchem-1316	197	22	21b	21b	NUM
eurjchem-1316	197	23	):	):	PUNCT
eurjchem-1316	197	24	color	color	NOUN
eurjchem-1316	197	25	:	:	PUNCT
eurjchem-1316	197	26	yellow	yellow	ADJ
eurjchem-1316	197	27	crystals	crystal	NOUN
eurjchem-1316	197	28	from	from	ADP
eurjchem-1316	197	29	1,4‐dioxane	1,4‐dioxane	NUM
eurjchem-1316	197	30	.	.	PUNCT
eurjchem-1316	198	1	yield	yield	NOUN
eurjchem-1316	198	2	:	:	PUNCT
eurjchem-1316	198	3	60	60	NUM
eurjchem-1316	198	4	%	%	NOUN
eurjchem-1316	198	5	(	(	PUNCT
eurjchem-1316	198	6	2.33	2.33	NUM
eurjchem-1316	198	7	g	g	NOUN
eurjchem-1316	198	8	)	)	PUNCT
eurjchem-1316	198	9	.	.	PUNCT
eurjchem-1316	199	1	m.p	m.p	PROPN
eurjchem-1316	199	2	.	.	PROPN
eurjchem-1316	199	3	:	:	PUNCT
eurjchem-1316	200	1	166‐168	166‐168	NUM
eurjchem-1316	200	2	°	°	ADP
eurjchem-1316	200	3	c	c	NOUN
eurjchem-1316	200	4	.	.	PUNCT
eurjchem-1316	201	1	ir	ir	PROPN
eurjchem-1316	201	2	(	(	PUNCT
eurjchem-1316	201	3	kbr	kbr	PROPN
eurjchem-1316	201	4	,	,	PUNCT
eurjchem-1316	201	5	ν	ν	PROPN
eurjchem-1316	201	6	,	,	PUNCT
eurjchem-1316	201	7	cm‐1	cm‐1	PROPN
eurjchem-1316	201	8	):	):	PUNCT
eurjchem-1316	201	9	3482‐3344	3482‐3344	NUM
eurjchem-1316	201	10	(	(	PUNCT
eurjchem-1316	201	11	2nh	2nh	PROPN
eurjchem-1316	201	12	)	)	PUNCT
eurjchem-1316	201	13	,	,	PUNCT
eurjchem-1316	201	14	3053	3053	NUM
eurjchem-1316	201	15	(	(	PUNCT
eurjchem-1316	201	16	ch	ch	NOUN
eurjchem-1316	201	17	aromatic	aromatic	NOUN
eurjchem-1316	201	18	)	)	PUNCT
eurjchem-1316	201	19	,	,	PUNCT
eurjchem-1316	201	20	2980	2980	NUM
eurjchem-1316	201	21	,	,	PUNCT
eurjchem-1316	201	22	2883	2883	NUM
eurjchem-1316	201	23	(	(	PUNCT
eurjchem-1316	201	24	ch3,ch2	ch3,ch2	NOUN
eurjchem-1316	201	25	)	)	PUNCT
eurjchem-1316	201	26	,	,	PUNCT
eurjchem-1316	201	27	1723‐1685	1723‐1685	NUM
eurjchem-1316	201	28	(	(	PUNCT
eurjchem-1316	201	29	4co	4co	NOUN
eurjchem-1316	201	30	)	)	PUNCT
eurjchem-1316	201	31	,	,	PUNCT
eurjchem-1316	201	32	1630	1630	NUM
eurjchem-1316	201	33	(	(	PUNCT
eurjchem-1316	201	34	c	c	NOUN
eurjchem-1316	201	35	=	=	SYM
eurjchem-1316	201	36	c	c	NOUN
eurjchem-1316	201	37	)	)	PUNCT
eurjchem-1316	201	38	.	.	PUNCT
eurjchem-1316	202	1	1h	1h	NUM
eurjchem-1316	202	2	nmr	nmr	NOUN
eurjchem-1316	202	3	(	(	PUNCT
eurjchem-1316	202	4	400	400	NUM
eurjchem-1316	202	5	mhz	mhz	NOUN
eurjchem-1316	202	6	,	,	PUNCT
eurjchem-1316	202	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	202	8	,	,	PUNCT
eurjchem-1316	202	9	δ	δ	PROPN
eurjchem-1316	202	10	,	,	PUNCT
eurjchem-1316	202	11	ppm	ppm	NUM
eurjchem-1316	202	12	):	):	PUNCT
eurjchem-1316	202	13	1.15	1.15	NUM
eurjchem-1316	202	14	(	(	PUNCT
eurjchem-1316	202	15	t	t	PROPN
eurjchem-1316	202	16	,	,	PUNCT
eurjchem-1316	202	17	3h	3h	NUM
eurjchem-1316	202	18	,	,	PUNCT
eurjchem-1316	202	19	j	j	PROPN
eurjchem-1316	202	20	=	=	PROPN
eurjchem-1316	202	21	7.48	7.48	NUM
eurjchem-1316	202	22	hz	hz	NOUN
eurjchem-1316	202	23	,	,	PUNCT
eurjchem-1316	202	24	ch3	ch3	PROPN
eurjchem-1316	202	25	)	)	PUNCT
eurjchem-1316	202	26	,	,	PUNCT
eurjchem-1316	202	27	2.83	2.83	NUM
eurjchem-1316	202	28	(	(	PUNCT
eurjchem-1316	202	29	s	s	PROPN
eurjchem-1316	202	30	,	,	PUNCT
eurjchem-1316	202	31	3h	3h	NUM
eurjchem-1316	202	32	,	,	PUNCT
eurjchem-1316	202	33	ch3	ch3	PROPN
eurjchem-1316	202	34	)	)	PUNCT
eurjchem-1316	202	35	,	,	PUNCT
eurjchem-1316	202	36	2.90	2.90	NUM
eurjchem-1316	202	37	(	(	PUNCT
eurjchem-1316	202	38	s	s	PROPN
eurjchem-1316	202	39	,	,	PUNCT
eurjchem-1316	202	40	3h	3h	NUM
eurjchem-1316	202	41	,	,	PUNCT
eurjchem-1316	202	42	ch3	ch3	PROPN
eurjchem-1316	202	43	)	)	PUNCT
eurjchem-1316	202	44	,	,	PUNCT
eurjchem-1316	202	45	4.25	4.25	NUM
eurjchem-1316	202	46	(	(	PUNCT
eurjchem-1316	202	47	q	q	NOUN
eurjchem-1316	202	48	,	,	PUNCT
eurjchem-1316	202	49	2h	2h	NUM
eurjchem-1316	202	50	,	,	PUNCT
eurjchem-1316	202	51	j	j	PROPN
eurjchem-1316	202	52	=	=	PROPN
eurjchem-1316	202	53	7.48	7.48	NUM
eurjchem-1316	202	54	hz	hz	NOUN
eurjchem-1316	202	55	,	,	PUNCT
eurjchem-1316	202	56	ch2	ch2	PROPN
eurjchem-1316	202	57	)	)	PUNCT
eurjchem-1316	202	58	,	,	PUNCT
eurjchem-1316	202	59	5.80	5.80	NUM
eurjchem-1316	202	60	(	(	PUNCT
eurjchem-1316	202	61	s	s	PROPN
eurjchem-1316	202	62	,	,	PUNCT
eurjchem-1316	202	63	2h	2h	NUM
eurjchem-1316	202	64	,	,	PUNCT
eurjchem-1316	202	65	ch2	ch2	PROPN
eurjchem-1316	202	66	)	)	PUNCT
eurjchem-1316	202	67	,	,	PUNCT
eurjchem-1316	202	68	7.29‐7.37	7.29‐7.37	NUM
eurjchem-1316	202	69	(	(	PUNCT
eurjchem-1316	202	70	m	m	PROPN
eurjchem-1316	202	71	,	,	PUNCT
eurjchem-1316	202	72	5h	5h	NUM
eurjchem-1316	202	73	,	,	PUNCT
eurjchem-1316	202	74	c6h5	c6h5	PROPN
eurjchem-1316	202	75	)	)	PUNCT
eurjchem-1316	202	76	,	,	PUNCT
eurjchem-1316	202	77	8.28	8.28	NUM
eurjchem-1316	202	78	(	(	PUNCT
eurjchem-1316	202	79	s	s	PROPN
eurjchem-1316	202	80	,	,	PUNCT
eurjchem-1316	202	81	1h	1h	NUM
eurjchem-1316	202	82	,	,	PUNCT
eurjchem-1316	202	83	nh	nh	PROPN
eurjchem-1316	202	84	)	)	PUNCT
eurjchem-1316	202	85	,	,	PUNCT
eurjchem-1316	202	86	8.30	8.30	NUM
eurjchem-1316	202	87	(	(	PUNCT
eurjchem-1316	202	88	s	s	PROPN
eurjchem-1316	202	89	,	,	PUNCT
eurjchem-1316	202	90	1h	1h	NUM
eurjchem-1316	202	91	,	,	PUNCT
eurjchem-1316	202	92	nh	nh	PROPN
eurjchem-1316	202	93	)	)	PUNCT
eurjchem-1316	202	94	.	.	PUNCT
eurjchem-1316	203	1	anal	anal	PROPN
eurjchem-1316	203	2	.	.	PUNCT
eurjchem-1316	203	3	calcd	calcd	NOUN
eurjchem-1316	203	4	.	.	PUNCT
eurjchem-1316	204	1	for	for	ADP
eurjchem-1316	204	2	c19h20n2o5s	c19h20n2o5s	NUM
eurjchem-1316	204	3	:	:	SYM
eurjchem-1316	204	4	c	c	NOUN
eurjchem-1316	204	5	,	,	PUNCT
eurjchem-1316	204	6	58.75	58.75	NUM
eurjchem-1316	204	7	;	;	PUNCT
eurjchem-1316	204	8	h	h	NOUN
eurjchem-1316	204	9	,	,	PUNCT
eurjchem-1316	204	10	5.19	5.19	NUM
eurjchem-1316	204	11	;	;	PUNCT
eurjchem-1316	204	12	n	n	CCONJ
eurjchem-1316	204	13	,	,	PUNCT
eurjchem-1316	204	14	7.21	7.21	NUM
eurjchem-1316	204	15	.	.	PUNCT
eurjchem-1316	204	16	found	find	VERB
eurjchem-1316	204	17	:	:	PUNCT
eurjchem-1316	205	1	c	c	X
eurjchem-1316	205	2	,	,	PUNCT
eurjchem-1316	205	3	58.88	58.88	NUM
eurjchem-1316	205	4	;	;	PUNCT
eurjchem-1316	205	5	h	h	NOUN
eurjchem-1316	205	6	,	,	PUNCT
eurjchem-1316	205	7	4.83	4.83	NUM
eurjchem-1316	205	8	;	;	PUNCT
eurjchem-1316	205	9	n	n	CCONJ
eurjchem-1316	205	10	;	;	PUNCT
eurjchem-1316	205	11	6.93	6.93	NUM
eurjchem-1316	205	12	%	%	NOUN
eurjchem-1316	205	13	.	.	PUNCT
eurjchem-1316	206	1	5‐acetyl‐2‐(2‐cyanoacetamido)‐4‐methyl‐n‐(p‐tolyl	5‐acetyl‐2‐(2‐cyanoacetamido)‐4‐methyl‐n‐(p‐tolyl	NUM
eurjchem-1316	206	2	)	)	PUNCT
eurjchem-1316	206	3	thio	thio	NOUN
eurjchem-1316	206	4	phene‐3‐carboxamide	phene‐3‐carboxamide	PROPN
eurjchem-1316	206	5	(	(	PUNCT
eurjchem-1316	206	6	21c	21c	NUM
eurjchem-1316	206	7	):	):	PUNCT
eurjchem-1316	206	8	color	color	NOUN
eurjchem-1316	206	9	:	:	PUNCT
eurjchem-1316	206	10	yellow	yellow	ADJ
eurjchem-1316	206	11	crystals	crystal	NOUN
eurjchem-1316	206	12	from	from	ADP
eurjchem-1316	206	13	1,4‐	1,4‐	NUM
eurjchem-1316	206	14	dioxane	dioxane	NOUN
eurjchem-1316	206	15	.	.	PUNCT
eurjchem-1316	207	1	yield	yield	NOUN
eurjchem-1316	207	2	:	:	PUNCT
eurjchem-1316	207	3	80	80	NUM
eurjchem-1316	207	4	%	%	NOUN
eurjchem-1316	207	5	(	(	PUNCT
eurjchem-1316	207	6	2.84	2.84	NUM
eurjchem-1316	207	7	g	g	NOUN
eurjchem-1316	207	8	)	)	PUNCT
eurjchem-1316	207	9	.	.	PUNCT
eurjchem-1316	208	1	m.p	m.p	PROPN
eurjchem-1316	208	2	.	.	PROPN
eurjchem-1316	208	3	:	:	PUNCT
eurjchem-1316	209	1	170‐172	170‐172	NUM
eurjchem-1316	209	2	°	°	SYM
eurjchem-1316	209	3	c	c	X
eurjchem-1316	209	4	.	.	PUNCT
eurjchem-1316	210	1	ir	ir	PROPN
eurjchem-1316	210	2	(	(	PUNCT
eurjchem-1316	210	3	kbr	kbr	PROPN
eurjchem-1316	210	4	,	,	PUNCT
eurjchem-1316	210	5	ν	ν	PROPN
eurjchem-1316	210	6	,	,	PUNCT
eurjchem-1316	210	7	cm‐	cm‐	NOUN
eurjchem-1316	210	8	1	1	NUM
eurjchem-1316	210	9	):	):	PUNCT
eurjchem-1316	210	10	3455‐3348	3455‐3348	NUM
eurjchem-1316	210	11	(	(	PUNCT
eurjchem-1316	210	12	2nh	2nh	PROPN
eurjchem-1316	210	13	)	)	PUNCT
eurjchem-1316	210	14	,	,	PUNCT
eurjchem-1316	210	15	3054	3054	NUM
eurjchem-1316	210	16	(	(	PUNCT
eurjchem-1316	210	17	ch	ch	NOUN
eurjchem-1316	210	18	aromatic	aromatic	NOUN
eurjchem-1316	210	19	)	)	PUNCT
eurjchem-1316	210	20	,	,	PUNCT
eurjchem-1316	210	21	2980	2980	NUM
eurjchem-1316	210	22	,	,	PUNCT
eurjchem-1316	210	23	2883	2883	NUM
eurjchem-1316	210	24	(	(	PUNCT
eurjchem-1316	210	25	ch3,ch2	ch3,ch2	NOUN
eurjchem-1316	210	26	)	)	PUNCT
eurjchem-1316	210	27	,	,	PUNCT
eurjchem-1316	210	28	2222	2222	NUM
eurjchem-1316	210	29	(	(	PUNCT
eurjchem-1316	210	30	cn	cn	NOUN
eurjchem-1316	210	31	)	)	PUNCT
eurjchem-1316	210	32	,	,	PUNCT
eurjchem-1316	210	33	1723‐1686	1723‐1686	NUM
eurjchem-1316	210	34	(	(	PUNCT
eurjchem-1316	210	35	3co	3co	NOUN
eurjchem-1316	210	36	)	)	PUNCT
eurjchem-1316	210	37	,	,	PUNCT
eurjchem-1316	210	38	1630	1630	NUM
eurjchem-1316	210	39	(	(	PUNCT
eurjchem-1316	210	40	c	c	NOUN
eurjchem-1316	210	41	=	=	SYM
eurjchem-1316	210	42	c	c	NOUN
eurjchem-1316	210	43	)	)	PUNCT
eurjchem-1316	210	44	.	.	PUNCT
eurjchem-1316	211	1	1h	1h	NUM
eurjchem-1316	211	2	nmr	nmr	NOUN
eurjchem-1316	211	3	(	(	PUNCT
eurjchem-1316	211	4	400	400	NUM
eurjchem-1316	211	5	mhz	mhz	NOUN
eurjchem-1316	211	6	,	,	PUNCT
eurjchem-1316	211	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	211	8	,	,	PUNCT
eurjchem-1316	211	9	δ	δ	PROPN
eurjchem-1316	211	10	,	,	PUNCT
eurjchem-1316	211	11	ppm	ppm	NOUN
eurjchem-1316	211	12	):	):	PUNCT
eurjchem-1316	211	13	2.88	2.88	NUM
eurjchem-1316	211	14	(	(	PUNCT
eurjchem-1316	211	15	s	s	PROPN
eurjchem-1316	211	16	,	,	PUNCT
eurjchem-1316	211	17	3h	3h	NUM
eurjchem-1316	211	18	,	,	PUNCT
eurjchem-1316	211	19	ch3	ch3	PROPN
eurjchem-1316	211	20	)	)	PUNCT
eurjchem-1316	211	21	,	,	PUNCT
eurjchem-1316	211	22	2.90	2.90	NUM
eurjchem-1316	211	23	(	(	PUNCT
eurjchem-1316	211	24	s	s	PROPN
eurjchem-1316	211	25	,	,	PUNCT
eurjchem-1316	211	26	3h	3h	NUM
eurjchem-1316	211	27	,	,	PUNCT
eurjchem-1316	211	28	ch3	ch3	PROPN
eurjchem-1316	211	29	)	)	PUNCT
eurjchem-1316	211	30	,	,	PUNCT
eurjchem-1316	211	31	3.11	3.11	NUM
eurjchem-1316	211	32	(	(	PUNCT
eurjchem-1316	211	33	s	s	PROPN
eurjchem-1316	211	34	,	,	PUNCT
eurjchem-1316	211	35	3h	3h	NUM
eurjchem-1316	211	36	,	,	PUNCT
eurjchem-1316	211	37	ch3	ch3	PROPN
eurjchem-1316	211	38	)	)	PUNCT
eurjchem-1316	211	39	,	,	PUNCT
eurjchem-1316	211	40	5.80	5.80	NUM
eurjchem-1316	211	41	(	(	PUNCT
eurjchem-1316	211	42	s	s	PROPN
eurjchem-1316	211	43	,	,	PUNCT
eurjchem-1316	211	44	2h	2h	NUM
eurjchem-1316	211	45	,	,	PUNCT
eurjchem-1316	211	46	ch2	ch2	PROPN
eurjchem-1316	211	47	)	)	PUNCT
eurjchem-1316	211	48	,	,	PUNCT
eurjchem-1316	211	49	7.29‐7.38	7.29‐7.38	PROPN
eurjchem-1316	211	50	(	(	PUNCT
eurjchem-1316	211	51	m	m	PROPN
eurjchem-1316	211	52	,	,	PUNCT
eurjchem-1316	211	53	4h	4h	NUM
eurjchem-1316	211	54	,	,	PUNCT
eurjchem-1316	211	55	c6h4	c6h4	NOUN
eurjchem-1316	211	56	)	)	PUNCT
eurjchem-1316	211	57	,	,	PUNCT
eurjchem-1316	211	58	8.23	8.23	NUM
eurjchem-1316	211	59	(	(	PUNCT
eurjchem-1316	211	60	s	s	PROPN
eurjchem-1316	211	61	,	,	PUNCT
eurjchem-1316	211	62	1h	1h	NUM
eurjchem-1316	211	63	,	,	PUNCT
eurjchem-1316	211	64	nh	nh	PROPN
eurjchem-1316	211	65	)	)	PUNCT
eurjchem-1316	211	66	,	,	PUNCT
eurjchem-1316	211	67	8.32	8.32	NUM
eurjchem-1316	211	68	(	(	PUNCT
eurjchem-1316	211	69	s	s	PROPN
eurjchem-1316	211	70	,	,	PUNCT
eurjchem-1316	211	71	1h	1h	NUM
eurjchem-1316	211	72	,	,	PUNCT
eurjchem-1316	211	73	nh	nh	PROPN
eurjchem-1316	211	74	)	)	PUNCT
eurjchem-1316	211	75	.	.	PUNCT
eurjchem-1316	212	1	anal	anal	PROPN
eurjchem-1316	212	2	.	.	PUNCT
eurjchem-1316	212	3	calcd	calcd	NOUN
eurjchem-1316	212	4	.	.	PUNCT
eurjchem-1316	213	1	for	for	ADP
eurjchem-1316	213	2	c18h17n3o3s	c18h17n3o3s	NUM
eurjchem-1316	213	3	:	:	PUNCT
eurjchem-1316	213	4	c	c	X
eurjchem-1316	213	5	,	,	PUNCT
eurjchem-1316	213	6	60.83	60.83	NUM
eurjchem-1316	213	7	;	;	PUNCT
eurjchem-1316	213	8	h	h	NOUN
eurjchem-1316	213	9	,	,	PUNCT
eurjchem-1316	213	10	4.82	4.82	NUM
eurjchem-1316	213	11	;	;	PUNCT
eurjchem-1316	213	12	n	n	CCONJ
eurjchem-1316	213	13	,	,	PUNCT
eurjchem-1316	213	14	11.82	11.82	NUM
eurjchem-1316	213	15	.	.	PUNCT
eurjchem-1316	213	16	found	find	VERB
eurjchem-1316	213	17	:	:	PUNCT
eurjchem-1316	214	1	c	c	X
eurjchem-1316	214	2	,	,	PUNCT
eurjchem-1316	214	3	60.91	60.91	NUM
eurjchem-1316	214	4	;	;	PUNCT
eurjchem-1316	215	1	h	h	NOUN
eurjchem-1316	215	2	,	,	PUNCT
eurjchem-1316	215	3	4.90	4.90	NUM
eurjchem-1316	215	4	;	;	PUNCT
eurjchem-1316	215	5	n	n	CCONJ
eurjchem-1316	215	6	;	;	PUNCT
eurjchem-1316	215	7	11.69	11.69	NUM
eurjchem-1316	215	8	%	%	NOUN
eurjchem-1316	215	9	.	.	PUNCT
eurjchem-1316	216	1	ethyl	ethyl	PROPN
eurjchem-1316	216	2	3‐((5‐acetyl‐4‐methyl‐3‐(p‐tolylcarbamoyl)thiophen‐	3‐((5‐acetyl‐4‐methyl‐3‐(p‐tolylcarbamoyl)thiophen‐	NUM
eurjchem-1316	216	3	2‐yl)amino)‐3‐oxopropanoate	2‐yl)amino)‐3‐oxopropanoate	NUM
eurjchem-1316	216	4	(	(	PUNCT
eurjchem-1316	216	5	21d	21d	NUM
eurjchem-1316	216	6	):	):	PUNCT
eurjchem-1316	216	7	color	color	NOUN
eurjchem-1316	216	8	:	:	PUNCT
eurjchem-1316	216	9	yellow	yellow	ADJ
eurjchem-1316	216	10	crystals	crystal	NOUN
eurjchem-1316	216	11	from	from	ADP
eurjchem-1316	216	12	1,4‐dioxane	1,4‐dioxane	NUM
eurjchem-1316	216	13	.	.	PUNCT
eurjchem-1316	217	1	yield	yield	NOUN
eurjchem-1316	217	2	:	:	PUNCT
eurjchem-1316	217	3	66	66	NUM
eurjchem-1316	217	4	%	%	NOUN
eurjchem-1316	217	5	(	(	PUNCT
eurjchem-1316	217	6	2.66	2.66	NUM
eurjchem-1316	217	7	g	g	NOUN
eurjchem-1316	217	8	)	)	PUNCT
eurjchem-1316	217	9	.	.	PUNCT
eurjchem-1316	218	1	m.p	m.p	PROPN
eurjchem-1316	218	2	.	.	PROPN
eurjchem-1316	218	3	:	:	PUNCT
eurjchem-1316	219	1	180‐182	180‐182	NUM
eurjchem-1316	219	2	°	°	PROPN
eurjchem-1316	219	3	c	c	X
eurjchem-1316	219	4	.	.	PUNCT
eurjchem-1316	220	1	ir	ir	PROPN
eurjchem-1316	220	2	(	(	PUNCT
eurjchem-1316	220	3	kbr	kbr	PROPN
eurjchem-1316	220	4	,	,	PUNCT
eurjchem-1316	220	5	ν	ν	PROPN
eurjchem-1316	220	6	,	,	PUNCT
eurjchem-1316	220	7	cm‐1	cm‐1	PROPN
eurjchem-1316	220	8	):	):	PUNCT
eurjchem-1316	220	9	3489‐3364	3489‐3364	NUM
eurjchem-1316	220	10	(	(	PUNCT
eurjchem-1316	220	11	2nh	2nh	NOUN
eurjchem-1316	220	12	)	)	PUNCT
eurjchem-1316	220	13	,	,	PUNCT
eurjchem-1316	220	14	3056	3056	NUM
eurjchem-1316	220	15	(	(	PUNCT
eurjchem-1316	220	16	ch	ch	NOUN
eurjchem-1316	220	17	aromatic	aromatic	NOUN
eurjchem-1316	220	18	)	)	PUNCT
eurjchem-1316	220	19	,	,	PUNCT
eurjchem-1316	220	20	2983	2983	NUM
eurjchem-1316	220	21	,	,	PUNCT
eurjchem-1316	220	22	2880	2880	NUM
eurjchem-1316	220	23	(	(	PUNCT
eurjchem-1316	220	24	ch3,ch2	ch3,ch2	NOUN
eurjchem-1316	220	25	)	)	PUNCT
eurjchem-1316	220	26	,	,	PUNCT
eurjchem-1316	220	27	1720‐1688	1720‐1688	NUM
eurjchem-1316	220	28	(	(	PUNCT
eurjchem-1316	220	29	4co	4co	NOUN
eurjchem-1316	220	30	)	)	PUNCT
eurjchem-1316	220	31	,	,	PUNCT
eurjchem-1316	220	32	1630	1630	NUM
eurjchem-1316	220	33	(	(	PUNCT
eurjchem-1316	220	34	c	c	NOUN
eurjchem-1316	220	35	=	=	SYM
eurjchem-1316	220	36	c	c	NOUN
eurjchem-1316	220	37	)	)	PUNCT
eurjchem-1316	220	38	.	.	PUNCT
eurjchem-1316	221	1	1h	1h	NUM
eurjchem-1316	221	2	nmr	nmr	NOUN
eurjchem-1316	221	3	(	(	PUNCT
eurjchem-1316	221	4	400	400	NUM
eurjchem-1316	221	5	mhz	mhz	NOUN
eurjchem-1316	221	6	,	,	PUNCT
eurjchem-1316	221	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1316	221	8	,	,	PUNCT
eurjchem-1316	221	9	δ	δ	PROPN
eurjchem-1316	221	10	,	,	PUNCT
eurjchem-1316	221	11	ppm	ppm	NUM
eurjchem-1316	221	12	):	):	PUNCT
eurjchem-1316	221	13	1.13	1.13	NUM
eurjchem-1316	221	14	(	(	PUNCT
eurjchem-1316	221	15	t	t	PROPN
eurjchem-1316	221	16	,	,	PUNCT
eurjchem-1316	221	17	3h	3h	NUM
eurjchem-1316	221	18	,	,	PUNCT
eurjchem-1316	221	19	j	j	PROPN
eurjchem-1316	221	20	=	=	PROPN
eurjchem-1316	221	21	6.99	6.99	NUM
eurjchem-1316	221	22	hz	hz	NOUN
eurjchem-1316	221	23	,	,	PUNCT
eurjchem-1316	221	24	ch3	ch3	PROPN
eurjchem-1316	221	25	)	)	PUNCT
eurjchem-1316	221	26	,	,	PUNCT
eurjchem-1316	221	27	2.80	2.80	NUM
eurjchem-1316	221	28	(	(	PUNCT
eurjchem-1316	221	29	s	s	PROPN
eurjchem-1316	221	30	,	,	PUNCT
eurjchem-1316	221	31	3h	3h	NUM
eurjchem-1316	221	32	,	,	PUNCT
eurjchem-1316	221	33	ch3	ch3	PROPN
eurjchem-1316	221	34	)	)	PUNCT
eurjchem-1316	221	35	,	,	PUNCT
eurjchem-1316	221	36	2.92	2.92	NUM
eurjchem-1316	221	37	(	(	PUNCT
eurjchem-1316	221	38	s	s	PROPN
eurjchem-1316	221	39	,	,	PUNCT
eurjchem-1316	221	40	3h	3h	NUM
eurjchem-1316	221	41	,	,	PUNCT
eurjchem-1316	221	42	ch3	ch3	PROPN
eurjchem-1316	221	43	)	)	PUNCT
eurjchem-1316	221	44	,	,	PUNCT
eurjchem-1316	221	45	3.12	3.12	NUM
eurjchem-1316	221	46	(	(	PUNCT
eurjchem-1316	221	47	s	s	PROPN
eurjchem-1316	221	48	,	,	PUNCT
eurjchem-1316	221	49	3h	3h	NUM
eurjchem-1316	221	50	,	,	PUNCT
eurjchem-1316	221	51	ch3	ch3	PROPN
eurjchem-1316	221	52	)	)	PUNCT
eurjchem-1316	221	53	,	,	PUNCT
eurjchem-1316	221	54	4.24	4.24	NUM
eurjchem-1316	221	55	(	(	PUNCT
eurjchem-1316	221	56	q	q	NOUN
eurjchem-1316	221	57	,	,	PUNCT
eurjchem-1316	221	58	2h	2h	NUM
eurjchem-1316	221	59	,	,	PUNCT
eurjchem-1316	221	60	j	j	PROPN
eurjchem-1316	221	61	=	=	PROPN
eurjchem-1316	221	62	6.99	6.99	NUM
eurjchem-1316	221	63	hz	hz	NOUN
eurjchem-1316	221	64	,	,	PUNCT
eurjchem-1316	221	65	ch2	ch2	PROPN
eurjchem-1316	221	66	)	)	PUNCT
eurjchem-1316	221	67	,	,	PUNCT
eurjchem-1316	221	68	5.82	5.82	NUM
eurjchem-1316	221	69	(	(	PUNCT
eurjchem-1316	221	70	s	s	PROPN
eurjchem-1316	221	71	,	,	PUNCT
eurjchem-1316	221	72	2h	2h	NUM
eurjchem-1316	221	73	,	,	PUNCT
eurjchem-1316	221	74	ch2	ch2	PROPN
eurjchem-1316	221	75	)	)	PUNCT
eurjchem-1316	221	76	,	,	PUNCT
eurjchem-1316	221	77	7.27‐7.40	7.27‐7.40	PROPN
eurjchem-1316	221	78	(	(	PUNCT
eurjchem-1316	221	79	m	m	PROPN
eurjchem-1316	221	80	,	,	PUNCT
eurjchem-1316	221	81	4h	4h	NUM
eurjchem-1316	221	82	,	,	PUNCT
eurjchem-1316	221	83	c6h4	c6h4	NOUN
eurjchem-1316	221	84	)	)	PUNCT
eurjchem-1316	221	85	,	,	PUNCT
eurjchem-1316	221	86	8.26	8.26	NUM
eurjchem-1316	221	87	(	(	PUNCT
eurjchem-1316	221	88	s	s	PROPN
eurjchem-1316	221	89	,	,	PUNCT
eurjchem-1316	221	90	1h	1h	NUM
eurjchem-1316	221	91	,	,	PUNCT
eurjchem-1316	221	92	nh	nh	PROPN
eurjchem-1316	221	93	)	)	PUNCT
eurjchem-1316	221	94	,	,	PUNCT
eurjchem-1316	221	95	8.33	8.33	NUM
eurjchem-1316	221	96	(	(	PUNCT
eurjchem-1316	221	97	s	s	PROPN
eurjchem-1316	221	98	,	,	PUNCT
eurjchem-1316	221	99	1h	1h	NUM
eurjchem-1316	221	100	,	,	PUNCT
eurjchem-1316	221	101	nh	nh	PROPN
eurjchem-1316	221	102	)	)	PUNCT
eurjchem-1316	221	103	.	.	PUNCT
eurjchem-1316	222	1	anal	anal	PROPN
eurjchem-1316	222	2	.	.	PUNCT
eurjchem-1316	222	3	calcd	calcd	NOUN
eurjchem-1316	222	4	.	.	PUNCT
eurjchem-1316	223	1	for	for	ADP
eurjchem-1316	223	2	c20h22n2o5s	c20h22n2o5s	PROPN
eurjchem-1316	223	3	:	:	PUNCT
eurjchem-1316	223	4	c	c	X
eurjchem-1316	223	5	,	,	PUNCT
eurjchem-1316	223	6	59.69	59.69	NUM
eurjchem-1316	223	7	;	;	PUNCT
eurjchem-1316	223	8	h	h	NOUN
eurjchem-1316	223	9	,	,	PUNCT
eurjchem-1316	223	10	5.51	5.51	NUM
eurjchem-1316	223	11	;	;	PUNCT
eurjchem-1316	223	12	n	n	CCONJ
eurjchem-1316	223	13	,	,	PUNCT
eurjchem-1316	223	14	6.96	6.96	NUM
eurjchem-1316	223	15	.	.	PUNCT
eurjchem-1316	223	16	found	find	VERB
eurjchem-1316	223	17	:	:	PUNCT
eurjchem-1316	224	1	c	c	X
eurjchem-1316	224	2	,	,	PUNCT
eurjchem-1316	224	3	59.76	59.76	NUM
eurjchem-1316	224	4	;	;	PUNCT
eurjchem-1316	224	5	h	h	NOUN
eurjchem-1316	224	6	,	,	PUNCT
eurjchem-1316	224	7	5.47	5.47	NUM
eurjchem-1316	224	8	;	;	PUNCT
eurjchem-1316	224	9	n	n	CCONJ
eurjchem-1316	224	10	;	;	PUNCT
eurjchem-1316	224	11	6.73	6.73	NUM
eurjchem-1316	224	12	%	%	NOUN
eurjchem-1316	224	13	.	.	PUNCT
eurjchem-1316	225	1	3	3	X
eurjchem-1316	225	2	.	.	NOUN
eurjchem-1316	225	3	results	result	NOUN
eurjchem-1316	225	4	and	and	CCONJ
eurjchem-1316	225	5	discussions	discussion	NOUN
eurjchem-1316	225	6	3.1	3.1	NUM
eurjchem-1316	225	7	.	.	PUNCT
eurjchem-1316	226	1	chemistry	chemistry	NOUN
eurjchem-1316	226	2	in	in	ADP
eurjchem-1316	226	3	the	the	DET
eurjchem-1316	226	4	present	present	ADJ
eurjchem-1316	226	5	work	work	NOUN
eurjchem-1316	226	6	,	,	PUNCT
eurjchem-1316	226	7	we	we	PRON
eurjchem-1316	226	8	are	be	AUX
eurjchem-1316	226	9	demonstrating	demonstrate	VERB
eurjchem-1316	226	10	the	the	DET
eurjchem-1316	226	11	synthesis	synthesis	NOUN
eurjchem-1316	226	12	of	of	ADP
eurjchem-1316	226	13	thiophene	thiophene	NOUN
eurjchem-1316	226	14	derivatives	derivative	NOUN
eurjchem-1316	226	15	together	together	ADV
eurjchem-1316	226	16	with	with	ADP
eurjchem-1316	226	17	their	their	PRON
eurjchem-1316	226	18	uses	use	NOUN
eurjchem-1316	226	19	in	in	ADP
eurjchem-1316	226	20	heterocyclic	heterocyclic	ADJ
eurjchem-1316	226	21	synthesis	synthesis	NOUN
eurjchem-1316	226	22	.	.	PUNCT
eurjchem-1316	227	1	the	the	DET
eurjchem-1316	227	2	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	227	3	of	of	ADP
eurjchem-1316	227	4	the	the	DET
eurjchem-1316	227	5	newly	newly	ADV
eurjchem-1316	227	6	synthesized	synthesize	VERB
eurjchem-1316	227	7	products	product	NOUN
eurjchem-1316	227	8	were	be	AUX
eurjchem-1316	227	9	evaluated	evaluate	VERB
eurjchem-1316	227	10	against	against	ADP
eurjchem-1316	227	11	cancer	cancer	NOUN
eurjchem-1316	227	12	and	and	CCONJ
eurjchem-1316	227	13	normal	normal	ADJ
eurjchem-1316	227	14	cell	cell	NOUN
eurjchem-1316	227	15	lines	line	NOUN
eurjchem-1316	227	16	.	.	PUNCT
eurjchem-1316	228	1	thus	thus	ADV
eurjchem-1316	228	2	,	,	PUNCT
eurjchem-1316	228	3	the	the	DET
eurjchem-1316	228	4	reaction	reaction	NOUN
eurjchem-1316	228	5	of	of	ADP
eurjchem-1316	228	6	acetylactone	acetylactone	NOUN
eurjchem-1316	228	7	with	with	ADP
eurjchem-1316	228	8	either	either	CCONJ
eurjchem-1316	228	9	cyanoacetanilide	cyanoacetanilide	NOUN
eurjchem-1316	228	10	(	(	PUNCT
eurjchem-1316	228	11	2a	2a	NUM
eurjchem-1316	228	12	)	)	PUNCT
eurjchem-1316	228	13	or	or	CCONJ
eurjchem-1316	228	14	2‐cyano‐n‐(p‐tolyl)acetamide	2‐cyano‐n‐(p‐tolyl)acetamide	NUM
eurjchem-1316	228	15	(	(	PUNCT
eurjchem-1316	228	16	2b	2b	NUM
eurjchem-1316	228	17	)	)	PUNCT
eurjchem-1316	228	18	and	and	CCONJ
eurjchem-1316	228	19	elemental	elemental	ADJ
eurjchem-1316	228	20	sulfur	sulfur	NOUN
eurjchem-1316	228	21	in	in	ADP
eurjchem-1316	228	22	the	the	DET
eurjchem-1316	228	23	presence	presence	NOUN
eurjchem-1316	228	24	of	of	ADP
eurjchem-1316	228	25	triethylamine	triethylamine	NOUN
eurjchem-1316	228	26	gave	give	VERB
eurjchem-1316	228	27	the	the	DET
eurjchem-1316	228	28	thiophene	thiophene	NOUN
eurjchem-1316	228	29	derivatives	derivative	NOUN
eurjchem-1316	228	30	3a	3a	NUM
eurjchem-1316	228	31	and	and	CCONJ
eurjchem-1316	228	32	3b	3b	NUM
eurjchem-1316	228	33	,	,	PUNCT
eurjchem-1316	228	34	respectively	respectively	ADV
eurjchem-1316	228	35	.	.	PUNCT
eurjchem-1316	229	1	the	the	DET
eurjchem-1316	229	2	structures	structure	NOUN
eurjchem-1316	229	3	of	of	ADP
eurjchem-1316	229	4	the	the	DET
eurjchem-1316	229	5	latter	latter	ADJ
eurjchem-1316	229	6	products	product	NOUN
eurjchem-1316	229	7	were	be	AUX
eurjchem-1316	229	8	confirmed	confirm	VERB
eurjchem-1316	229	9	on	on	ADP
eurjchem-1316	229	10	the	the	DET
eurjchem-1316	229	11	basis	basis	NOUN
eurjchem-1316	229	12	of	of	ADP
eurjchem-1316	229	13	analytical	analytical	ADJ
eurjchem-1316	229	14	and	and	CCONJ
eurjchem-1316	229	15	spectral	spectral	ADJ
eurjchem-1316	229	16	data	datum	NOUN
eurjchem-1316	229	17	.	.	PUNCT
eurjchem-1316	230	1	thus	thus	ADV
eurjchem-1316	230	2	the	the	DET
eurjchem-1316	230	3	1h	1h	NUM
eurjchem-1316	230	4	nmr	nmr	NOUN
eurjchem-1316	230	5	spectrum	spectrum	NOUN
eurjchem-1316	230	6	of	of	ADP
eurjchem-1316	230	7	compound	compound	NOUN
eurjchem-1316	230	8	3a	3a	PROPN
eurjchem-1316	230	9	showed	show	VERB
eurjchem-1316	230	10	a	a	DET
eurjchem-1316	230	11	two	two	NUM
eurjchem-1316	230	12	singlets	singlet	NOUN
eurjchem-1316	230	13	at	at	ADP
eurjchem-1316	230	14	δ	δ	PROPN
eurjchem-1316	230	15	2.68	2.68	NUM
eurjchem-1316	230	16	,	,	PUNCT
eurjchem-1316	230	17	2.97	2.97	NUM
eurjchem-1316	230	18	ppm	ppm	NOUN
eurjchem-1316	230	19	indicating	indicate	VERB
eurjchem-1316	230	20	the	the	DET
eurjchem-1316	230	21	presence	presence	NOUN
eurjchem-1316	230	22	of	of	ADP
eurjchem-1316	230	23	two	two	NUM
eurjchem-1316	230	24	ch3	ch3	PROPN
eurjchem-1316	230	25	group	group	NOUN
eurjchem-1316	230	26	,	,	PUNCT
eurjchem-1316	230	27	a	a	DET
eurjchem-1316	230	28	singlet	singlet	NOUN
eurjchem-1316	230	29	at	at	ADP
eurjchem-1316	230	30	δ	δ	PROPN
eurjchem-1316	230	31	4.85	4.85	NUM
eurjchem-1316	230	32	ppm	ppm	NOUN
eurjchem-1316	230	33	indicating	indicate	VERB
eurjchem-1316	230	34	the	the	DET
eurjchem-1316	230	35	presence	presence	NOUN
eurjchem-1316	230	36	of	of	ADP
eurjchem-1316	230	37	one	one	NUM
eurjchem-1316	230	38	nh2	nh2	NOUN
eurjchem-1316	230	39	group	group	NOUN
eurjchem-1316	230	40	,	,	PUNCT
eurjchem-1316	230	41	a	a	DET
eurjchem-1316	230	42	multiplet	multiplet	NOUN
eurjchem-1316	230	43	at	at	ADP
eurjchem-1316	230	44	δ	δ	PROPN
eurjchem-1316	230	45	7.31‐7.37	7.31‐7.37	NUM
eurjchem-1316	230	46	ppm	ppm	NOUN
eurjchem-1316	230	47	corresponding	correspond	VERB
eurjchem-1316	230	48	to	to	ADP
eurjchem-1316	230	49	phenyl	phenyl	NOUN
eurjchem-1316	230	50	group	group	NOUN
eurjchem-1316	230	51	,	,	PUNCT
eurjchem-1316	230	52	and	and	CCONJ
eurjchem-1316	230	53	one	one	NUM
eurjchem-1316	230	54	singlet	singlet	NOUN
eurjchem-1316	230	55	at	at	ADP
eurjchem-1316	230	56	δ	δ	PROPN
eurjchem-1316	230	57	8.38	8.38	NUM
eurjchem-1316	230	58	for	for	ADP
eurjchem-1316	230	59	nh	nh	PROPN
eurjchem-1316	230	60	group	group	NOUN
eurjchem-1316	230	61	.	.	PUNCT
eurjchem-1316	231	1	the	the	DET
eurjchem-1316	231	2	reaction	reaction	NOUN
eurjchem-1316	231	3	of	of	ADP
eurjchem-1316	231	4	compound	compound	NOUN
eurjchem-1316	231	5	3a	3a	PROPN
eurjchem-1316	231	6	with	with	ADP
eurjchem-1316	231	7	ethyl	ethyl	PROPN
eurjchem-1316	231	8	α‐chloroacetate	α‐chloroacetate	NUM
eurjchem-1316	231	9	(	(	PUNCT
eurjchem-1316	231	10	4	4	X
eurjchem-1316	231	11	)	)	PUNCT
eurjchem-1316	231	12	gave	give	VERB
eurjchem-1316	231	13	the	the	DET
eurjchem-1316	231	14	n‐alkyl	n‐alkyl	PUNCT
eurjchem-1316	231	15	product	product	NOUN
eurjchem-1316	231	16	5	5	NUM
eurjchem-1316	231	17	.	.	PUNCT
eurjchem-1316	232	1	on	on	ADP
eurjchem-1316	232	2	the	the	DET
eurjchem-1316	232	3	other	other	ADJ
eurjchem-1316	232	4	hand	hand	NOUN
eurjchem-1316	232	5	,	,	PUNCT
eurjchem-1316	232	6	the	the	DET
eurjchem-1316	232	7	reaction	reaction	NOUN
eurjchem-1316	232	8	of	of	ADP
eurjchem-1316	232	9	compound	compound	NOUN
eurjchem-1316	232	10	3a	3a	NUM
eurjchem-1316	232	11	with	with	ADP
eurjchem-1316	232	12	either	either	DET
eurjchem-1316	232	13	formaldehyde	formaldehyde	NOUN
eurjchem-1316	232	14	(	(	PUNCT
eurjchem-1316	232	15	6a	6a	NOUN
eurjchem-1316	232	16	)	)	PUNCT
eurjchem-1316	232	17	or	or	CCONJ
eurjchem-1316	232	18	benzalde‐	benzalde‐	VERB
eurjchem-1316	232	19	hyde	hyde	PROPN
eurjchem-1316	232	20	(	(	PUNCT
eurjchem-1316	232	21	6b	6b	NOUN
eurjchem-1316	232	22	)	)	PUNCT
eurjchem-1316	232	23	gave	give	VERB
eurjchem-1316	232	24	the	the	DET
eurjchem-1316	232	25	2,3‐dihydrothieno	2,3‐dihydrothieno	NOUN
eurjchem-1316	233	1	[	[	X
eurjchem-1316	233	2	2,3‐d]pyrimidin‐4(1h)‐	2,3‐d]pyrimidin‐4(1h)‐	NOUN
eurjchem-1316	233	3	one	one	NUM
eurjchem-1316	233	4	derivatives	derivative	NOUN
eurjchem-1316	233	5	7a	7a	NOUN
eurjchem-1316	233	6	and	and	CCONJ
eurjchem-1316	233	7	7b	7b	NOUN
eurjchem-1316	233	8	,	,	PUNCT
eurjchem-1316	233	9	respectively	respectively	ADV
eurjchem-1316	233	10	.	.	PUNCT
eurjchem-1316	234	1	the	the	DET
eurjchem-1316	234	2	analytical	analytical	ADJ
eurjchem-1316	234	3	and	and	CCONJ
eurjchem-1316	234	4	spectral	spectral	ADJ
eurjchem-1316	234	5	data	datum	NOUN
eurjchem-1316	234	6	of	of	ADP
eurjchem-1316	234	7	compound	compound	NOUN
eurjchem-1316	234	8	7a	7a	NOUN
eurjchem-1316	234	9	and	and	CCONJ
eurjchem-1316	234	10	7b	7b	NOUN
eurjchem-1316	234	11	were	be	AUX
eurjchem-1316	234	12	consistence	consistence	NOUN
eurjchem-1316	234	13	with	with	ADP
eurjchem-1316	234	14	their	their	PRON
eurjchem-1316	234	15	respective	respective	ADJ
eurjchem-1316	234	16	structures	structure	NOUN
eurjchem-1316	234	17	.	.	PUNCT
eurjchem-1316	235	1	the	the	DET
eurjchem-1316	235	2	1h	1h	NUM
eurjchem-1316	235	3	nmr	nmr	NOUN
eurjchem-1316	235	4	spectrum	spectrum	NOUN
eurjchem-1316	235	5	of	of	ADP
eurjchem-1316	235	6	com‐	com‐	PRON
eurjchem-1316	235	7	pound	pound	NOUN
eurjchem-1316	235	8	7a	7a	NOUN
eurjchem-1316	235	9	showed	show	VERB
eurjchem-1316	235	10	a	a	DET
eurjchem-1316	235	11	two	two	NUM
eurjchem-1316	235	12	singlets	singlet	NOUN
eurjchem-1316	235	13	at	at	ADP
eurjchem-1316	235	14	δ	δ	PROPN
eurjchem-1316	235	15	2.68	2.68	NUM
eurjchem-1316	235	16	,	,	PUNCT
eurjchem-1316	235	17	2.80	2.80	NUM
eurjchem-1316	235	18	ppm	ppm	NOUN
eurjchem-1316	235	19	indicating	indicate	VERB
eurjchem-1316	235	20	the	the	DET
eurjchem-1316	235	21	presence	presence	NOUN
eurjchem-1316	235	22	of	of	ADP
eurjchem-1316	235	23	two	two	NUM
eurjchem-1316	235	24	ch3	ch3	PROPN
eurjchem-1316	235	25	group	group	NOUN
eurjchem-1316	235	26	,	,	PUNCT
eurjchem-1316	235	27	a	a	DET
eurjchem-1316	235	28	singlet	singlet	NOUN
eurjchem-1316	235	29	at	at	ADP
eurjchem-1316	235	30	δ	δ	PROPN
eurjchem-1316	235	31	6.41	6.41	NUM
eurjchem-1316	235	32	ppm	ppm	NOUN
eurjchem-1316	235	33	indicating	indicate	VERB
eurjchem-1316	235	34	the	the	DET
eurjchem-1316	235	35	presence	presence	NOUN
eurjchem-1316	235	36	of	of	ADP
eurjchem-1316	235	37	one	one	NUM
eurjchem-1316	235	38	ch2	ch2	NOUN
eurjchem-1316	235	39	group	group	NOUN
eurjchem-1316	235	40	,	,	PUNCT
eurjchem-1316	235	41	a	a	DET
eurjchem-1316	235	42	multiplet	multiplet	NOUN
eurjchem-1316	235	43	at	at	ADP
eurjchem-1316	235	44	δ	δ	PROPN
eurjchem-1316	235	45	7.31‐	7.31‐	NUM
eurjchem-1316	235	46	7.38	7.38	NUM
eurjchem-1316	235	47	ppm	ppm	NOUN
eurjchem-1316	235	48	corresponding	correspond	VERB
eurjchem-1316	235	49	to	to	ADP
eurjchem-1316	235	50	phenyl	phenyl	NOUN
eurjchem-1316	235	51	group	group	NOUN
eurjchem-1316	235	52	,	,	PUNCT
eurjchem-1316	235	53	and	and	CCONJ
eurjchem-1316	235	54	one	one	NUM
eurjchem-1316	235	55	singlet	singlet	NOUN
eurjchem-1316	235	56	at	at	ADP
eurjchem-1316	235	57	δ	δ	PROPN
eurjchem-1316	235	58	8.34	8.34	NUM
eurjchem-1316	235	59	for	for	ADP
eurjchem-1316	235	60	nh	nh	PROPN
eurjchem-1316	235	61	group	group	NOUN
eurjchem-1316	235	62	.	.	PUNCT
eurjchem-1316	236	1	mahmoud	mahmoud	PROPN
eurjchem-1316	236	2	/	/	SYM
eurjchem-1316	236	3	european	european	PROPN
eurjchem-1316	236	4	journal	journal	PROPN
eurjchem-1316	236	5	of	of	ADP
eurjchem-1316	236	6	chemistry	chemistry	NOUN
eurjchem-1316	236	7	6	6	NUM
eurjchem-1316	236	8	(	(	PUNCT
eurjchem-1316	236	9	4	4	NUM
eurjchem-1316	236	10	)	)	PUNCT
eurjchem-1316	236	11	(	(	PUNCT
eurjchem-1316	236	12	2015	2015	NUM
eurjchem-1316	236	13	)	)	PUNCT
eurjchem-1316	237	1	444‐450	444‐450	NUM
eurjchem-1316	237	2	449	449	NUM
eurjchem-1316	237	3	table	table	NOUN
eurjchem-1316	237	4	1	1	NUM
eurjchem-1316	237	5	.	.	X
eurjchem-1316	237	6	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	237	7	of	of	ADP
eurjchem-1316	237	8	the	the	DET
eurjchem-1316	237	9	synthesized	synthesize	VERB
eurjchem-1316	237	10	compounds	compound	NOUN
eurjchem-1316	237	11	against	against	ADP
eurjchem-1316	237	12	a	a	DET
eurjchem-1316	237	13	variety	variety	NOUN
eurjchem-1316	237	14	of	of	ADP
eurjchem-1316	237	15	cancer	cancer	NOUN
eurjchem-1316	237	16	cell	cell	NOUN
eurjchem-1316	237	17	lines	line	NOUN
eurjchem-1316	237	18	a	a	DET
eurjchem-1316	237	19	[	[	X
eurjchem-1316	237	20	ic50b	ic50b	X
eurjchem-1316	237	21	(	(	PUNCT
eurjchem-1316	237	22	nm	nm	NOUN
eurjchem-1316	237	23	)	)	PUNCT
eurjchem-1316	237	24	]	]	PUNCT
eurjchem-1316	237	25	.	.	PUNCT
eurjchem-1316	238	1	compound	compound	NOUN
eurjchem-1316	238	2	cytotoxocity	cytotoxocity	NOUN
eurjchem-1316	238	3	(	(	PUNCT
eurjchem-1316	238	4	ic50	ic50	PROPN
eurjchem-1316	238	5	in	in	ADP
eurjchem-1316	238	6	nm	nm	NOUN
eurjchem-1316	238	7	)	)	PUNCT
eurjchem-1316	238	8	nugc	nugc	NOUN
eurjchem-1316	238	9	dldi	dldi	NOUN
eurjchem-1316	238	10	ha22	ha22	PROPN
eurjchem-1316	238	11	t	t	PROPN
eurjchem-1316	238	12	hepg2	hepg2	NOUN
eurjchem-1316	238	13	hone1	hone1	NOUN
eurjchem-1316	238	14	mcf	mcf	NOUN
eurjchem-1316	239	1	wi38	wi38	PROPN
eurjchem-1316	239	2	3a	3a	VERB
eurjchem-1316	239	3	302	302	NUM
eurjchem-1316	239	4	412	412	NUM
eurjchem-1316	239	5	129	129	NUM
eurjchem-1316	239	6	170	170	NUM
eurjchem-1316	239	7	232	232	NUM
eurjchem-1316	239	8	222	222	NUM
eurjchem-1316	239	9	na	na	PART
eurjchem-1316	239	10	3b	3b	NUM
eurjchem-1316	239	11	1255	1255	NUM
eurjchem-1316	239	12	2238	2238	NUM
eurjchem-1316	239	13	2065	2065	NUM
eurjchem-1316	239	14	429	429	NUM
eurjchem-1316	239	15	467	467	NUM
eurjchem-1316	239	16	180	180	NUM
eurjchem-1316	239	17	na	na	PART
eurjchem-1316	239	18	5	5	NUM
eurjchem-1316	239	19	160	160	NUM
eurjchem-1316	239	20	206	206	NUM
eurjchem-1316	239	21	133	133	NUM
eurjchem-1316	239	22	120	120	NUM
eurjchem-1316	239	23	189	189	NUM
eurjchem-1316	239	24	250	250	NUM
eurjchem-1316	239	25	na	na	ADP
eurjchem-1316	239	26	7a	7a	NUM
eurjchem-1316	239	27	1443	1443	NUM
eurjchem-1316	239	28	527	527	NUM
eurjchem-1316	239	29	2263	2263	NUM
eurjchem-1316	239	30	2310	2310	NUM
eurjchem-1316	239	31	230	230	NUM
eurjchem-1316	239	32	2188	2188	NUM
eurjchem-1316	239	33	na	na	ADP
eurjchem-1316	239	34	7b	7b	PROPN
eurjchem-1316	239	35	1320	1320	NUM
eurjchem-1316	239	36	1142	1142	NUM
eurjchem-1316	239	37	1754	1754	NUM
eurjchem-1316	239	38	3175	3175	NUM
eurjchem-1316	239	39	2048	2048	NUM
eurjchem-1316	239	40	1370	1370	NUM
eurjchem-1316	239	41	na	na	PART
eurjchem-1316	239	42	10	10	NUM
eurjchem-1316	239	43	1114	1114	NUM
eurjchem-1316	239	44	1210	1210	NUM
eurjchem-1316	239	45	1577	1577	NUM
eurjchem-1316	239	46	80	80	NUM
eurjchem-1316	239	47	1293	1293	NUM
eurjchem-1316	239	48	126	126	NUM
eurjchem-1316	239	49	na	na	NOUN
eurjchem-1316	239	50	13a	13a	PROPN
eurjchem-1316	239	51	120	120	NUM
eurjchem-1316	239	52	141	141	NUM
eurjchem-1316	239	53	159	159	NUM
eurjchem-1316	239	54	1092	1092	NUM
eurjchem-1316	239	55	1042	1042	NUM
eurjchem-1316	239	56	1190	1190	NUM
eurjchem-1316	239	57	na	na	ADP
eurjchem-1316	239	58	13b	13b	NUM
eurjchem-1316	239	59	1113	1113	NUM
eurjchem-1316	239	60	2020	2020	NUM
eurjchem-1316	239	61	156	156	NUM
eurjchem-1316	239	62	140	140	NUM
eurjchem-1316	239	63	110	110	NUM
eurjchem-1316	239	64	129	129	NUM
eurjchem-1316	239	65	na	na	PART
eurjchem-1316	239	66	15	15	NUM
eurjchem-1316	239	67	30	30	NUM
eurjchem-1316	239	68	28	28	NUM
eurjchem-1316	239	69	208	208	NUM
eurjchem-1316	239	70	233	233	NUM
eurjchem-1316	239	71	1008	1008	NUM
eurjchem-1316	239	72	2170	2170	NUM
eurjchem-1316	239	73	na	na	ADP
eurjchem-1316	239	74	16	16	NUM
eurjchem-1316	239	75	112	112	NUM
eurjchem-1316	239	76	131	131	NUM
eurjchem-1316	239	77	129	129	NUM
eurjchem-1316	239	78	1159	1159	NUM
eurjchem-1316	239	79	189	189	NUM
eurjchem-1316	239	80	1154	1154	NUM
eurjchem-1316	239	81	na	na	ADP
eurjchem-1316	239	82	18	18	NUM
eurjchem-1316	239	83	1128	1128	NUM
eurjchem-1316	239	84	1078	1078	NUM
eurjchem-1316	239	85	1105	1105	NUM
eurjchem-1316	239	86	2120	2120	NUM
eurjchem-1316	239	87	1068	1068	NUM
eurjchem-1316	239	88	880	880	NUM
eurjchem-1316	239	89	na	na	PART
eurjchem-1316	239	90	19a	19a	NUM
eurjchem-1316	239	91	77	77	NUM
eurjchem-1316	239	92	42	42	NUM
eurjchem-1316	239	93	98	98	NUM
eurjchem-1316	239	94	39	39	NUM
eurjchem-1316	239	95	1943	1943	NUM
eurjchem-1316	239	96	590	590	NUM
eurjchem-1316	239	97	na	na	NOUN
eurjchem-1316	239	98	19b	19b	NOUN
eurjchem-1316	239	99	20	20	NUM
eurjchem-1316	239	100	42	42	NUM
eurjchem-1316	239	101	120	120	NUM
eurjchem-1316	239	102	38	38	NUM
eurjchem-1316	239	103	129	129	NUM
eurjchem-1316	239	104	78	78	NUM
eurjchem-1316	239	105	na	na	NOUN
eurjchem-1316	239	106	21a	21a	NUM
eurjchem-1316	239	107	1148	1148	NUM
eurjchem-1316	239	108	1260	1260	NUM
eurjchem-1316	239	109	2230	2230	NUM
eurjchem-1316	239	110	1287	1287	NUM
eurjchem-1316	239	111	2280	2280	NUM
eurjchem-1316	239	112	2266	2266	NUM
eurjchem-1316	239	113	na	na	NOUN
eurjchem-1316	239	114	21b	21b	NOUN
eurjchem-1316	239	115	2055	2055	NUM
eurjchem-1316	239	116	2072	2072	NUM
eurjchem-1316	239	117	1079	1079	NUM
eurjchem-1316	239	118	2693	2693	NUM
eurjchem-1316	239	119	2228	2228	NUM
eurjchem-1316	239	120	3332	3332	NUM
eurjchem-1316	239	121	na	na	ADP
eurjchem-1316	239	122	21c	21c	NUM
eurjchem-1316	239	123	340	340	NUM
eurjchem-1316	239	124	633	633	NUM
eurjchem-1316	239	125	48	48	NUM
eurjchem-1316	239	126	290	290	NUM
eurjchem-1316	239	127	42	42	NUM
eurjchem-1316	239	128	1395	1395	NUM
eurjchem-1316	239	129	na	na	NOUN
eurjchem-1316	239	130	21d	21d	NUM
eurjchem-1316	239	131	269	269	NUM
eurjchem-1316	239	132	189	189	NUM
eurjchem-1316	239	133	49	49	NUM
eurjchem-1316	239	134	260	260	NUM
eurjchem-1316	239	135	339	339	NUM
eurjchem-1316	239	136	49	49	NUM
eurjchem-1316	239	137	na	na	ADP
eurjchem-1316	239	138	chs	chs	PROPN
eurjchem-1316	239	139	828	828	NUM
eurjchem-1316	239	140	25	25	NUM
eurjchem-1316	239	141	2315	2315	NUM
eurjchem-1316	239	142	2067	2067	NUM
eurjchem-1316	239	143	1245	1245	NUM
eurjchem-1316	239	144	15	15	NUM
eurjchem-1316	239	145	18	18	NUM
eurjchem-1316	239	146	na	na	ADP
eurjchem-1316	239	147	a	a	DET
eurjchem-1316	239	148	nugc	nugc	NOUN
eurjchem-1316	239	149	,	,	PUNCT
eurjchem-1316	239	150	gastric	gastric	ADJ
eurjchem-1316	239	151	cancer	cancer	NOUN
eurjchem-1316	239	152	;	;	PUNCT
eurjchem-1316	239	153	dldi	dldi	NOUN
eurjchem-1316	239	154	,	,	PUNCT
eurjchem-1316	239	155	colon	colon	NOUN
eurjchem-1316	239	156	cancer	cancer	NOUN
eurjchem-1316	239	157	;	;	PUNCT
eurjchem-1316	239	158	ha22	ha22	PROPN
eurjchem-1316	239	159	t	t	NOUN
eurjchem-1316	239	160	and	and	CCONJ
eurjchem-1316	239	161	hepg2	hepg2	NOUN
eurjchem-1316	239	162	,	,	PUNCT
eurjchem-1316	239	163	liver	liver	NOUN
eurjchem-1316	239	164	cancer	cancer	NOUN
eurjchem-1316	239	165	;	;	PUNCT
eurjchem-1316	239	166	honei	honei	VERB
eurjchem-1316	239	167	,	,	PUNCT
eurjchem-1316	239	168	nasopharyngeal	nasopharyngeal	ADJ
eurjchem-1316	239	169	carcinoma	carcinoma	NOUN
eurjchem-1316	239	170	;	;	PUNCT
eurjchem-1316	239	171	mcf	mcf	NOUN
eurjchem-1316	239	172	,	,	PUNCT
eurjchem-1316	239	173	breast	breast	NOUN
eurjchem-1316	239	174	cancer	cancer	NOUN
eurjchem-1316	239	175	;	;	PUNCT
eurjchem-1316	240	1	wi38	wi38	PROPN
eurjchem-1316	240	2	,	,	PUNCT
eurjchem-1316	240	3	normal	normal	ADJ
eurjchem-1316	240	4	fibroblast	fibroblast	ADJ
eurjchem-1316	240	5	cells	cell	NOUN
eurjchem-1316	240	6	.	.	PUNCT
eurjchem-1316	241	1	b	b	X
eurjchem-1316	242	1	the	the	DET
eurjchem-1316	242	2	sample	sample	NOUN
eurjchem-1316	242	3	concentration	concentration	NOUN
eurjchem-1316	242	4	that	that	PRON
eurjchem-1316	242	5	produces	produce	VERB
eurjchem-1316	242	6	a	a	DET
eurjchem-1316	242	7	50	50	NUM
eurjchem-1316	242	8	%	%	NOUN
eurjchem-1316	242	9	reduction	reduction	NOUN
eurjchem-1316	242	10	in	in	ADP
eurjchem-1316	242	11	cell	cell	NOUN
eurjchem-1316	242	12	growth	growth	NOUN
eurjchem-1316	242	13	.	.	PUNCT
eurjchem-1316	243	1	the	the	DET
eurjchem-1316	243	2	acetyl	acetyl	NOUN
eurjchem-1316	243	3	group	group	NOUN
eurjchem-1316	243	4	present	present	ADJ
eurjchem-1316	243	5	in	in	ADP
eurjchem-1316	243	6	compound	compound	NOUN
eurjchem-1316	243	7	3a	3a	NUM
eurjchem-1316	243	8	showed	show	VERB
eurjchem-1316	243	9	interesting	interesting	ADJ
eurjchem-1316	243	10	activity	activity	NOUN
eurjchem-1316	243	11	towards	towards	ADP
eurjchem-1316	243	12	condensation	condensation	NOUN
eurjchem-1316	243	13	with	with	ADP
eurjchem-1316	243	14	hydrazide	hydrazide	ADJ
eurjchem-1316	243	15	moiety	moiety	NOUN
eurjchem-1316	243	16	.	.	PUNCT
eurjchem-1316	244	1	thus	thus	ADV
eurjchem-1316	244	2	,	,	PUNCT
eurjchem-1316	244	3	the	the	DET
eurjchem-1316	244	4	reaction	reaction	NOUN
eurjchem-1316	244	5	of	of	ADP
eurjchem-1316	244	6	compound	compound	NOUN
eurjchem-1316	244	7	3a	3a	PROPN
eurjchem-1316	244	8	with	with	ADP
eurjchem-1316	244	9	α‐cyanoacetyl	α‐cyanoacetyl	PROPN
eurjchem-1316	244	10	hydrazine	hydrazine	NOUN
eurjchem-1316	244	11	(	(	PUNCT
eurjchem-1316	244	12	8)	8)	NUM
eurjchem-1316	244	13	in	in	ADP
eurjchem-1316	244	14	1,4‐dioxane	1,4‐dioxane	NUM
eurjchem-1316	244	15	gave	give	VERB
eurjchem-1316	244	16	the	the	DET
eurjchem-1316	244	17	3‐thienylpyrazole	3‐thienylpyrazole	NUM
eurjchem-1316	244	18	derivative	derivative	NOUN
eurjchem-1316	244	19	(	(	PUNCT
eurjchem-1316	244	20	10	10	NUM
eurjchem-1316	244	21	)	)	PUNCT
eurjchem-1316	244	22	through	through	ADP
eurjchem-1316	244	23	the	the	DET
eurjchem-1316	244	24	intermediate	intermediate	ADJ
eurjchem-1316	244	25	hydrazide‐hydra‐	hydrazide‐hydra‐	PROPN
eurjchem-1316	244	26	zone	zone	NOUN
eurjchem-1316	244	27	derivative	derivative	NOUN
eurjchem-1316	244	28	(	(	PUNCT
eurjchem-1316	244	29	9	9	NUM
eurjchem-1316	244	30	)	)	PUNCT
eurjchem-1316	244	31	.	.	PUNCT
eurjchem-1316	245	1	moreover	moreover	ADV
eurjchem-1316	245	2	,	,	PUNCT
eurjchem-1316	245	3	compound	compound	NOUN
eurjchem-1316	245	4	3a	3a	NUM
eurjchem-1316	245	5	was	be	AUX
eurjchem-1316	245	6	found	find	VERB
eurjchem-1316	245	7	to	to	PART
eurjchem-1316	245	8	be	be	AUX
eurjchem-1316	245	9	a	a	DET
eurjchem-1316	245	10	good	good	ADJ
eurjchem-1316	245	11	candidate	candidate	NOUN
eurjchem-1316	245	12	towards	towards	ADP
eurjchem-1316	245	13	knoevenagel	knoevenagel	NOUN
eurjchem-1316	245	14	condensation	condensation	NOUN
eurjchem-1316	245	15	reaction	reaction	NOUN
eurjchem-1316	245	16	through	through	ADP
eurjchem-1316	245	17	its	its	PRON
eurjchem-1316	245	18	reaction	reaction	NOUN
eurjchem-1316	245	19	with	with	ADP
eurjchem-1316	245	20	active	active	ADJ
eurjchem-1316	245	21	methylene	methylene	NOUN
eurjchem-1316	245	22	reagents	reagent	NOUN
eurjchem-1316	245	23	.	.	PUNCT
eurjchem-1316	246	1	interes‐	interes‐	X
eurjchem-1316	246	2	tingly	tingly	ADV
eurjchem-1316	246	3	,	,	PUNCT
eurjchem-1316	246	4	compound	compound	NOUN
eurjchem-1316	246	5	3a	3a	NUM
eurjchem-1316	246	6	reacted	react	VERB
eurjchem-1316	246	7	with	with	ADP
eurjchem-1316	246	8	either	either	CCONJ
eurjchem-1316	246	9	malononitrile	malononitrile	NOUN
eurjchem-1316	246	10	(	(	PUNCT
eurjchem-1316	246	11	11a	11a	NOUN
eurjchem-1316	246	12	)	)	PUNCT
eurjchem-1316	246	13	or	or	CCONJ
eurjchem-1316	246	14	ethyl	ethyl	PROPN
eurjchem-1316	246	15	cyanoacetate	cyanoacetate	NOUN
eurjchem-1316	246	16	(	(	PUNCT
eurjchem-1316	246	17	11b	11b	NOUN
eurjchem-1316	246	18	)	)	PUNCT
eurjchem-1316	246	19	at	at	ADP
eurjchem-1316	246	20	120	120	NUM
eurjchem-1316	246	21	°	°	NOUN
eurjchem-1316	246	22	c	c	NOUN
eurjchem-1316	246	23	and	and	CCONJ
eurjchem-1316	246	24	the	the	DET
eurjchem-1316	246	25	presence	presence	NOUN
eurjchem-1316	246	26	of	of	ADP
eurjchem-1316	246	27	ammonium	ammonium	NOUN
eurjchem-1316	246	28	acetate	acetate	NOUN
eurjchem-1316	246	29	gave	give	VERB
eurjchem-1316	246	30	the	the	DET
eurjchem-1316	246	31	benzo[b]thiophene	benzo[b]thiophene	NOUN
eurjchem-1316	246	32	derivatives	derivative	NOUN
eurjchem-1316	246	33	(	(	PUNCT
eurjchem-1316	246	34	13a	13a	NOUN
eurjchem-1316	246	35	and	and	CCONJ
eurjchem-1316	246	36	13b	13b	NOUN
eurjchem-1316	246	37	)	)	PUNCT
eurjchem-1316	246	38	,	,	PUNCT
eurjchem-1316	246	39	respectively	respectively	ADV
eurjchem-1316	246	40	.	.	PUNCT
eurjchem-1316	247	1	formation	formation	NOUN
eurjchem-1316	247	2	of	of	ADP
eurjchem-1316	247	3	compound	compound	NOUN
eurjchem-1316	247	4	13a	13a	NOUN
eurjchem-1316	247	5	,	,	PUNCT
eurjchem-1316	247	6	b	b	PROPN
eurjchem-1316	247	7	took	take	VERB
eurjchem-1316	247	8	place	place	NOUN
eurjchem-1316	247	9	through	through	ADP
eurjchem-1316	247	10	the	the	DET
eurjchem-1316	247	11	intermediate	intermediate	ADJ
eurjchem-1316	247	12	formation	formation	NOUN
eurjchem-1316	247	13	of	of	ADP
eurjchem-1316	247	14	the	the	DET
eurjchem-1316	247	15	condensation	condensation	NOUN
eurjchem-1316	247	16	products	product	NOUN
eurjchem-1316	247	17	12a	12a	NOUN
eurjchem-1316	247	18	,	,	PUNCT
eurjchem-1316	247	19	b.	b.	NOUN
eurjchem-1316	247	20	the	the	DET
eurjchem-1316	247	21	high	high	ADJ
eurjchem-1316	247	22	yield	yield	NOUN
eurjchem-1316	247	23	of	of	ADP
eurjchem-1316	247	24	compound	compound	NOUN
eurjchem-1316	247	25	13a	13a	NOUN
eurjchem-1316	247	26	encouraged	encourage	VERB
eurjchem-1316	247	27	us	we	PRON
eurjchem-1316	247	28	to	to	PART
eurjchem-1316	247	29	study	study	VERB
eurjchem-1316	247	30	some	some	PRON
eurjchem-1316	247	31	of	of	ADP
eurjchem-1316	247	32	its	its	PRON
eurjchem-1316	247	33	chemical	chemical	NOUN
eurjchem-1316	247	34	reactivity	reactivity	NOUN
eurjchem-1316	247	35	towards	towards	ADP
eurjchem-1316	247	36	some	some	DET
eurjchem-1316	247	37	chemical	chemical	ADJ
eurjchem-1316	247	38	reagents	reagent	NOUN
eurjchem-1316	247	39	.	.	PUNCT
eurjchem-1316	248	1	interestingly	interestingly	ADV
eurjchem-1316	248	2	the	the	DET
eurjchem-1316	248	3	o‐methyl	o‐methyl	PROPN
eurjchem-1316	248	4	group	group	NOUN
eurjchem-1316	248	5	present	present	ADJ
eurjchem-1316	248	6	in	in	ADP
eurjchem-1316	248	7	compound	compound	NOUN
eurjchem-1316	248	8	13a	13a	NOUN
eurjchem-1316	248	9	to	to	ADP
eurjchem-1316	248	10	the	the	DET
eurjchem-1316	248	11	cyano	cyano	NOUN
eurjchem-1316	248	12	group	group	NOUN
eurjchem-1316	248	13	showed	show	VERB
eurjchem-1316	248	14	acidic	acidic	ADJ
eurjchem-1316	248	15	nature	nature	NOUN
eurjchem-1316	248	16	,	,	PUNCT
eurjchem-1316	248	17	this	this	PRON
eurjchem-1316	248	18	appeared	appear	VERB
eurjchem-1316	248	19	through	through	ADP
eurjchem-1316	248	20	the	the	DET
eurjchem-1316	248	21	reaction	reaction	NOUN
eurjchem-1316	248	22	of	of	ADP
eurjchem-1316	248	23	compound	compound	NOUN
eurjchem-1316	248	24	13a	13a	NOUN
eurjchem-1316	248	25	with	with	ADP
eurjchem-1316	248	26	benzaldehyde	benzaldehyde	NOUN
eurjchem-1316	248	27	(	(	PUNCT
eurjchem-1316	248	28	14	14	NUM
eurjchem-1316	248	29	)	)	PUNCT
eurjchem-1316	248	30	in	in	ADP
eurjchem-1316	248	31	the	the	DET
eurjchem-1316	248	32	presence	presence	NOUN
eurjchem-1316	248	33	of	of	ADP
eurjchem-1316	248	34	piperidine	piperidine	NOUN
eurjchem-1316	248	35	gave	give	VERB
eurjchem-1316	248	36	the	the	DET
eurjchem-1316	248	37	benzylidene	benzylidene	NOUN
eurjchem-1316	248	38	derivative	derivative	ADJ
eurjchem-1316	248	39	15	15	NUM
eurjchem-1316	248	40	.	.	PUNCT
eurjchem-1316	249	1	on	on	ADP
eurjchem-1316	249	2	the	the	DET
eurjchem-1316	249	3	other	other	ADJ
eurjchem-1316	249	4	hand	hand	NOUN
eurjchem-1316	249	5	,	,	PUNCT
eurjchem-1316	249	6	compound	compound	NOUN
eurjchem-1316	249	7	13a	13a	NOUN
eurjchem-1316	249	8	reacted	react	VERB
eurjchem-1316	249	9	with	with	ADP
eurjchem-1316	249	10	bromine	bromine	NOUN
eurjchem-1316	249	11	in	in	ADP
eurjchem-1316	249	12	acetic	acetic	ADJ
eurjchem-1316	249	13	acid	acid	NOUN
eurjchem-1316	249	14	solution	solution	NOUN
eurjchem-1316	249	15	gave	give	VERB
eurjchem-1316	249	16	the	the	DET
eurjchem-1316	249	17	bromomethyl	bromomethyl	NOUN
eurjchem-1316	249	18	derivative	derivative	ADJ
eurjchem-1316	249	19	16	16	NUM
eurjchem-1316	249	20	.	.	PUNCT
eurjchem-1316	250	1	moreover	moreover	ADV
eurjchem-1316	250	2	,	,	PUNCT
eurjchem-1316	250	3	the	the	DET
eurjchem-1316	250	4	reaction	reaction	NOUN
eurjchem-1316	250	5	of	of	ADP
eurjchem-1316	250	6	compound	compound	NOUN
eurjchem-1316	250	7	13a	13a	NOUN
eurjchem-1316	250	8	with	with	ADP
eurjchem-1316	250	9	benzenediazonium	benzenediazonium	NOUN
eurjchem-1316	250	10	chloride	chloride	NOUN
eurjchem-1316	250	11	at	at	ADP
eurjchem-1316	250	12	0‐5	0‐5	NOUN
eurjchem-1316	250	13	°	°	ADP
eurjchem-1316	250	14	c	c	NOUN
eurjchem-1316	250	15	in	in	ADP
eurjchem-1316	250	16	the	the	DET
eurjchem-1316	250	17	presence	presence	NOUN
eurjchem-1316	250	18	of	of	ADP
eurjchem-1316	250	19	sodium	sodium	NOUN
eurjchem-1316	250	20	hydroxide	hydroxide	NOUN
eurjchem-1316	250	21	gave	give	VERB
eurjchem-1316	250	22	the	the	DET
eurjchem-1316	250	23	phenylhydrazone	phenylhydrazone	NOUN
eurjchem-1316	250	24	derivative	derivative	ADJ
eurjchem-1316	250	25	18	18	NUM
eurjchem-1316	250	26	.	.	PUNCT
eurjchem-1316	250	27	structures	structure	NOUN
eurjchem-1316	250	28	of	of	ADP
eurjchem-1316	250	29	compounds	compound	NOUN
eurjchem-1316	250	30	15	15	NUM
eurjchem-1316	250	31	,	,	PUNCT
eurjchem-1316	250	32	16	16	NUM
eurjchem-1316	250	33	and	and	CCONJ
eurjchem-1316	250	34	18	18	NUM
eurjchem-1316	250	35	were	be	AUX
eurjchem-1316	250	36	confirmed	confirm	VERB
eurjchem-1316	250	37	on	on	ADP
eurjchem-1316	250	38	the	the	DET
eurjchem-1316	250	39	basis	basis	NOUN
eurjchem-1316	250	40	of	of	ADP
eurjchem-1316	250	41	analytical	analytical	ADJ
eurjchem-1316	250	42	and	and	CCONJ
eurjchem-1316	250	43	spectral	spectral	ADJ
eurjchem-1316	250	44	data	datum	NOUN
eurjchem-1316	250	45	(	(	PUNCT
eurjchem-1316	250	46	see	see	VERB
eurjchem-1316	250	47	experimental	experimental	ADJ
eurjchem-1316	250	48	section	section	NOUN
eurjchem-1316	250	49	)	)	PUNCT
eurjchem-1316	250	50	.	.	PUNCT
eurjchem-1316	251	1	next	next	ADV
eurjchem-1316	251	2	,	,	PUNCT
eurjchem-1316	251	3	we	we	PRON
eurjchem-1316	251	4	moved	move	VERB
eurjchem-1316	251	5	towards	towards	ADP
eurjchem-1316	251	6	the	the	DET
eurjchem-1316	251	7	reactivity	reactivity	NOUN
eurjchem-1316	251	8	of	of	ADP
eurjchem-1316	251	9	compound	compound	NOUN
eurjchem-1316	251	10	3a	3a	NUM
eurjchem-1316	251	11	towards	towards	ADP
eurjchem-1316	251	12	further	further	ADJ
eurjchem-1316	251	13	thiophene	thiophene	NOUN
eurjchem-1316	251	14	formation	formation	NOUN
eurjchem-1316	251	15	through	through	ADP
eurjchem-1316	251	16	the	the	DET
eurjchem-1316	251	17	use	use	NOUN
eurjchem-1316	251	18	of	of	ADP
eurjchem-1316	251	19	the	the	DET
eurjchem-1316	251	20	2‐	2‐	NUM
eurjchem-1316	251	21	acetyl	acetyl	NOUN
eurjchem-1316	251	22	group	group	NOUN
eurjchem-1316	251	23	.	.	PUNCT
eurjchem-1316	252	1	thus	thus	ADV
eurjchem-1316	252	2	,	,	PUNCT
eurjchem-1316	252	3	the	the	DET
eurjchem-1316	252	4	reaction	reaction	NOUN
eurjchem-1316	252	5	of	of	ADP
eurjchem-1316	252	6	compound	compound	NOUN
eurjchem-1316	252	7	3a	3a	NUM
eurjchem-1316	252	8	with	with	ADP
eurjchem-1316	252	9	either	either	PRON
eurjchem-1316	252	10	malononitrile	malononitrile	NOUN
eurjchem-1316	252	11	(	(	PUNCT
eurjchem-1316	252	12	11a	11a	NOUN
eurjchem-1316	252	13	)	)	PUNCT
eurjchem-1316	252	14	or	or	CCONJ
eurjchem-1316	252	15	ethyl	ethyl	PROPN
eurjchem-1316	252	16	cyanoacetate	cyanoacetate	NOUN
eurjchem-1316	252	17	(	(	PUNCT
eurjchem-1316	252	18	11b	11b	NOUN
eurjchem-1316	252	19	)	)	PUNCT
eurjchem-1316	252	20	and	and	CCONJ
eurjchem-1316	252	21	elemen‐	elemen‐	NOUN
eurjchem-1316	252	22	tal	tal	NOUN
eurjchem-1316	252	23	sulphur	sulphur	NOUN
eurjchem-1316	252	24	gave	give	VERB
eurjchem-1316	252	25	the	the	DET
eurjchem-1316	252	26	3‐thienyl	3‐thienyl	NUM
eurjchem-1316	252	27	thiophene	thiophene	NOUN
eurjchem-1316	252	28	derivatives	derivative	NOUN
eurjchem-1316	252	29	19a	19a	NOUN
eurjchem-1316	252	30	and	and	CCONJ
eurjchem-1316	252	31	19b	19b	NOUN
eurjchem-1316	252	32	,	,	PUNCT
eurjchem-1316	252	33	respectively	respectively	ADV
eurjchem-1316	252	34	.	.	PUNCT
eurjchem-1316	253	1	on	on	ADP
eurjchem-1316	253	2	the	the	DET
eurjchem-1316	253	3	other	other	ADJ
eurjchem-1316	253	4	hand	hand	NOUN
eurjchem-1316	253	5	,	,	PUNCT
eurjchem-1316	253	6	compounds	compound	VERB
eurjchem-1316	253	7	3a	3a	NUM
eurjchem-1316	253	8	and	and	CCONJ
eurjchem-1316	253	9	3b	3b	NUM
eurjchem-1316	253	10	reacted	react	VERB
eurjchem-1316	253	11	with	with	ADP
eurjchem-1316	253	12	either	either	CCONJ
eurjchem-1316	253	13	ethyl	ethyl	PROPN
eurjchem-1316	253	14	cyanoacetate	cyanoacetate	NOUN
eurjchem-1316	253	15	(	(	PUNCT
eurjchem-1316	253	16	11b	11b	NOUN
eurjchem-1316	253	17	)	)	PUNCT
eurjchem-1316	253	18	or	or	CCONJ
eurjchem-1316	253	19	diethyl	diethyl	NOUN
eurjchem-1316	253	20	malonate	malonate	NOUN
eurjchem-1316	253	21	(	(	PUNCT
eurjchem-1316	253	22	20	20	NUM
eurjchem-1316	253	23	)	)	PUNCT
eurjchem-1316	253	24	to	to	PART
eurjchem-1316	253	25	give	give	VERB
eurjchem-1316	253	26	the	the	DET
eurjchem-1316	253	27	amide	amide	NOUN
eurjchem-1316	253	28	derivatives	derivative	NOUN
eurjchem-1316	253	29	21a‐d	21a‐d	NOUN
eurjchem-1316	253	30	,	,	PUNCT
eurjchem-1316	253	31	respect‐	respect‐	VERB
eurjchem-1316	253	32	tively	tively	ADV
eurjchem-1316	253	33	.	.	PUNCT
eurjchem-1316	254	1	the	the	DET
eurjchem-1316	254	2	structures	structure	NOUN
eurjchem-1316	254	3	of	of	ADP
eurjchem-1316	254	4	the	the	DET
eurjchem-1316	254	5	latter	latter	ADJ
eurjchem-1316	254	6	products	product	NOUN
eurjchem-1316	254	7	were	be	AUX
eurjchem-1316	254	8	established	establish	VERB
eurjchem-1316	254	9	on	on	ADP
eurjchem-1316	254	10	the	the	DET
eurjchem-1316	254	11	basis	basis	NOUN
eurjchem-1316	254	12	of	of	ADP
eurjchem-1316	254	13	analytical	analytical	ADJ
eurjchem-1316	254	14	and	and	CCONJ
eurjchem-1316	254	15	spectral	spectral	ADJ
eurjchem-1316	254	16	data	datum	NOUN
eurjchem-1316	254	17	(	(	PUNCT
eurjchem-1316	254	18	see	see	VERB
eurjchem-1316	254	19	experimental	experimental	ADJ
eurjchem-1316	254	20	section	section	NOUN
eurjchem-1316	254	21	)	)	PUNCT
eurjchem-1316	254	22	.	.	PUNCT
eurjchem-1316	255	1	3.2	3.2	NUM
eurjchem-1316	255	2	.	.	PUNCT
eurjchem-1316	256	1	antitumor	antitumor	PROPN
eurjchem-1316	256	2	evaluations	evaluation	NOUN
eurjchem-1316	256	3	3.2.1	3.2.1	NUM
eurjchem-1316	256	4	.	.	PUNCT
eurjchem-1316	257	1	effect	effect	NOUN
eurjchem-1316	257	2	on	on	ADP
eurjchem-1316	257	3	the	the	DET
eurjchem-1316	257	4	growth	growth	NOUN
eurjchem-1316	257	5	of	of	ADP
eurjchem-1316	257	6	human	human	ADJ
eurjchem-1316	257	7	cancer	cancer	NOUN
eurjchem-1316	257	8	cell	cell	NOUN
eurjchem-1316	257	9	lines	line	VERB
eurjchem-1316	257	10	the	the	DET
eurjchem-1316	257	11	heterocyclic	heterocyclic	ADJ
eurjchem-1316	257	12	compounds	compound	NOUN
eurjchem-1316	257	13	,	,	PUNCT
eurjchem-1316	257	14	prepared	prepare	VERB
eurjchem-1316	257	15	in	in	ADP
eurjchem-1316	257	16	this	this	DET
eurjchem-1316	257	17	study	study	NOUN
eurjchem-1316	257	18	,	,	PUNCT
eurjchem-1316	257	19	were	be	AUX
eurjchem-1316	257	20	evaluated	evaluate	VERB
eurjchem-1316	257	21	according	accord	VERB
eurjchem-1316	257	22	to	to	ADP
eurjchem-1316	257	23	standard	standard	ADJ
eurjchem-1316	257	24	protocols	protocol	NOUN
eurjchem-1316	257	25	for	for	ADP
eurjchem-1316	257	26	their	their	PRON
eurjchem-1316	257	27	in	in	X
eurjchem-1316	257	28	vitro	vitro	X
eurjchem-1316	257	29	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	257	30	against	against	ADP
eurjchem-1316	257	31	six	six	NUM
eurjchem-1316	257	32	human	human	ADJ
eurjchem-1316	257	33	cancer	cancer	NOUN
eurjchem-1316	257	34	cell	cell	NOUN
eurjchem-1316	257	35	lines	line	NOUN
eurjchem-1316	257	36	including	include	VERB
eurjchem-1316	257	37	cells	cell	NOUN
eurjchem-1316	257	38	derived	derive	VERB
eurjchem-1316	257	39	from	from	ADP
eurjchem-1316	257	40	human	human	ADJ
eurjchem-1316	257	41	gastric	gastric	ADJ
eurjchem-1316	257	42	cancer	cancer	NOUN
eurjchem-1316	257	43	(	(	PUNCT
eurjchem-1316	257	44	nugc	nugc	NOUN
eurjchem-1316	257	45	)	)	PUNCT
eurjchem-1316	257	46	,	,	PUNCT
eurjchem-1316	257	47	human	human	ADJ
eurjchem-1316	257	48	colon	colon	NOUN
eurjchem-1316	257	49	cancer	cancer	NOUN
eurjchem-1316	257	50	(	(	PUNCT
eurjchem-1316	257	51	dld1	dld1	PROPN
eurjchem-1316	257	52	)	)	PUNCT
eurjchem-1316	257	53	,	,	PUNCT
eurjchem-1316	257	54	human	human	ADJ
eurjchem-1316	257	55	liver	liver	NOUN
eurjchem-1316	257	56	cancer	cancer	NOUN
eurjchem-1316	257	57	(	(	PUNCT
eurjchem-1316	257	58	ha22	ha22	PROPN
eurjchem-1316	257	59	t	t	NOUN
eurjchem-1316	257	60	and	and	CCONJ
eurjchem-1316	257	61	hepg2	hepg2	NOUN
eurjchem-1316	257	62	)	)	PUNCT
eurjchem-1316	257	63	,	,	PUNCT
eurjchem-1316	257	64	nasopharyngeal	nasopharyngeal	ADJ
eurjchem-1316	257	65	carcinoma	carcinoma	NOUN
eurjchem-1316	257	66	(	(	PUNCT
eurjchem-1316	257	67	hone1	hone1	PROPN
eurjchem-1316	257	68	)	)	PUNCT
eurjchem-1316	257	69	,	,	PUNCT
eurjchem-1316	257	70	human	human	ADJ
eurjchem-1316	257	71	breast	breast	NOUN
eurjchem-1316	257	72	cancer	cancer	NOUN
eurjchem-1316	257	73	(	(	PUNCT
eurjchem-1316	257	74	mcf	mcf	NOUN
eurjchem-1316	257	75	)	)	PUNCT
eurjchem-1316	257	76	and	and	CCONJ
eurjchem-1316	257	77	normal	normal	ADJ
eurjchem-1316	257	78	fibroblast	fibroblast	ADJ
eurjchem-1316	257	79	cells	cell	NOUN
eurjchem-1316	257	80	(	(	PUNCT
eurjchem-1316	257	81	wi38	wi38	PROPN
eurjchem-1316	257	82	)	)	PUNCT
eurjchem-1316	257	83	.	.	PUNCT
eurjchem-1316	258	1	for	for	ADP
eurjchem-1316	258	2	comparison	comparison	NOUN
eurjchem-1316	258	3	reasons	reason	NOUN
eurjchem-1316	258	4	,	,	PUNCT
eurjchem-1316	258	5	chs	chs	X
eurjchem-1316	258	6	828	828	NUM
eurjchem-1316	258	7	was	be	AUX
eurjchem-1316	258	8	used	use	VERB
eurjchem-1316	258	9	as	as	ADP
eurjchem-1316	258	10	standard	standard	ADJ
eurjchem-1316	258	11	anticancer	anticancer	NOUN
eurjchem-1316	258	12	drug	drug	NOUN
eurjchem-1316	258	13	.	.	PUNCT
eurjchem-1316	259	1	all	all	PRON
eurjchem-1316	259	2	of	of	ADP
eurjchem-1316	259	3	ic50	ic50	PROPN
eurjchem-1316	259	4	values	value	NOUN
eurjchem-1316	259	5	in	in	ADP
eurjchem-1316	259	6	(	(	PUNCT
eurjchem-1316	259	7	nm	nm	NOUN
eurjchem-1316	259	8	)	)	PUNCT
eurjchem-1316	259	9	are	be	AUX
eurjchem-1316	259	10	listed	list	VERB
eurjchem-1316	259	11	in	in	ADP
eurjchem-1316	259	12	table	table	NOUN
eurjchem-1316	259	13	1	1	NUM
eurjchem-1316	259	14	.	.	PUNCT
eurjchem-1316	260	1	3.2.2	3.2.2	NUM
eurjchem-1316	260	2	.	.	PUNCT
eurjchem-1316	260	3	structure	structure	NOUN
eurjchem-1316	260	4	activity	activity	NOUN
eurjchem-1316	260	5	relationship	relationship	NOUN
eurjchem-1316	260	6	from	from	ADP
eurjchem-1316	260	7	table	table	NOUN
eurjchem-1316	260	8	1	1	NUM
eurjchem-1316	260	9	,	,	PUNCT
eurjchem-1316	260	10	the	the	DET
eurjchem-1316	260	11	newly	newly	ADV
eurjchem-1316	260	12	synthesized	synthesize	VERB
eurjchem-1316	260	13	compounds	compound	NOUN
eurjchem-1316	260	14	were	be	AUX
eurjchem-1316	260	15	tested	test	VERB
eurjchem-1316	260	16	against	against	ADP
eurjchem-1316	260	17	the	the	DET
eurjchem-1316	260	18	six	six	NUM
eurjchem-1316	260	19	cancer	cancer	NOUN
eurjchem-1316	260	20	cell	cell	NOUN
eurjchem-1316	260	21	lines	line	NOUN
eurjchem-1316	260	22	,	,	PUNCT
eurjchem-1316	260	23	the	the	DET
eurjchem-1316	260	24	human	human	ADJ
eurjchem-1316	260	25	gastric	gastric	ADJ
eurjchem-1316	260	26	cancer	cancer	NOUN
eurjchem-1316	260	27	(	(	PUNCT
eurjchem-1316	260	28	nugc	nugc	NOUN
eurjchem-1316	260	29	)	)	PUNCT
eurjchem-1316	260	30	,	,	PUNCT
eurjchem-1316	260	31	human	human	ADJ
eurjchem-1316	260	32	colon	colon	NOUN
eurjchem-1316	260	33	cancer	cancer	NOUN
eurjchem-1316	260	34	(	(	PUNCT
eurjchem-1316	260	35	dld1	dld1	PROPN
eurjchem-1316	260	36	)	)	PUNCT
eurjchem-1316	260	37	,	,	PUNCT
eurjchem-1316	260	38	human	human	ADJ
eurjchem-1316	260	39	liver	liver	NOUN
eurjchem-1316	260	40	cancer	cancer	NOUN
eurjchem-1316	260	41	(	(	PUNCT
eurjchem-1316	260	42	ha22	ha22	PROPN
eurjchem-1316	260	43	t	t	NOUN
eurjchem-1316	260	44	and	and	CCONJ
eurjchem-1316	260	45	hepg2	hepg2	NOUN
eurjchem-1316	260	46	)	)	PUNCT
eurjchem-1316	260	47	,	,	PUNCT
eurjchem-1316	260	48	nasopharyngeal	nasopharyngeal	ADJ
eurjchem-1316	260	49	carcinoma	carcinoma	NOUN
eurjchem-1316	260	50	(	(	PUNCT
eurjchem-1316	260	51	hone1	hone1	PROPN
eurjchem-1316	260	52	)	)	PUNCT
eurjchem-1316	260	53	,	,	PUNCT
eurjchem-1316	260	54	human	human	ADJ
eurjchem-1316	260	55	breast	breast	NOUN
eurjchem-1316	260	56	cancer	cancer	NOUN
eurjchem-1316	260	57	(	(	PUNCT
eurjchem-1316	260	58	mcf	mcf	NOUN
eurjchem-1316	260	59	)	)	PUNCT
eurjchem-1316	260	60	and	and	CCONJ
eurjchem-1316	260	61	normal	normal	ADJ
eurjchem-1316	260	62	fibroblast	fibroblast	ADJ
eurjchem-1316	260	63	cells	cell	NOUN
eurjchem-1316	260	64	(	(	PUNCT
eurjchem-1316	260	65	wi38	wi38	PROPN
eurjchem-1316	260	66	)	)	PUNCT
eurjchem-1316	260	67	.	.	PUNCT
eurjchem-1316	261	1	the	the	DET
eurjchem-1316	261	2	compounds	compound	NOUN
eurjchem-1316	261	3	3a	3a	NUM
eurjchem-1316	261	4	,	,	PUNCT
eurjchem-1316	261	5	5	5	NUM
eurjchem-1316	261	6	,	,	PUNCT
eurjchem-1316	261	7	13a	13a	NUM
eurjchem-1316	261	8	,	,	PUNCT
eurjchem-1316	261	9	15	15	NUM
eurjchem-1316	261	10	,	,	PUNCT
eurjchem-1316	261	11	16	16	NUM
eurjchem-1316	261	12	,	,	PUNCT
eurjchem-1316	261	13	19a	19a	NUM
eurjchem-1316	261	14	,	,	PUNCT
eurjchem-1316	261	15	19b	19b	NOUN
eurjchem-1316	261	16	,	,	PUNCT
eurjchem-1316	261	17	21c	21c	NOUN
eurjchem-1316	261	18	and	and	CCONJ
eurjchem-1316	261	19	21d	21d	NUM
eurjchem-1316	261	20	exhibited	exhibit	VERB
eurjchem-1316	261	21	optimal	optimal	ADJ
eurjchem-1316	261	22	cytotoxic	cytotoxic	ADJ
eurjchem-1316	261	23	effect	effect	NOUN
eurjchem-1316	261	24	against	against	ADP
eurjchem-1316	261	25	cancer	cancer	NOUN
eurjchem-1316	261	26	cell	cell	NOUN
eurjchem-1316	261	27	lines	line	NOUN
eurjchem-1316	261	28	with	with	ADP
eurjchem-1316	261	29	ic50ʼs	ic50ʼs	PROPN
eurjchem-1316	261	30	in	in	ADP
eurjchem-1316	261	31	the	the	DET
eurjchem-1316	261	32	nm	nm	ADJ
eurjchem-1316	261	33	range	range	NOUN
eurjchem-1316	261	34	.	.	PUNCT
eurjchem-1316	262	1	the	the	DET
eurjchem-1316	262	2	reaction	reaction	NOUN
eurjchem-1316	262	3	of	of	ADP
eurjchem-1316	262	4	5‐acetyl‐2‐	5‐acetyl‐2‐	NUM
eurjchem-1316	262	5	amino‐4‐methyl‐n‐phenylthiophene‐3‐carboxamide	amino‐4‐methyl‐n‐phenylthiophene‐3‐carboxamide	ADV
eurjchem-1316	262	6	(	(	PUNCT
eurjchem-1316	262	7	3a	3a	NUM
eurjchem-1316	262	8	)	)	PUNCT
eurjchem-1316	262	9	with	with	ADP
eurjchem-1316	262	10	ethyl	ethyl	PROPN
eurjchem-1316	262	11	α‐chloroacetate	α‐chloroacetate	PUNCT
eurjchem-1316	262	12	gave	give	VERB
eurjchem-1316	262	13	the	the	DET
eurjchem-1316	262	14	ethyl	ethyl	PROPN
eurjchem-1316	262	15	2‐((5‐acetyl‐4‐methyl‐3‐	2‐((5‐acetyl‐4‐methyl‐3‐	NUM
eurjchem-1316	262	16	(	(	PUNCT
eurjchem-1316	262	17	phenylcarbamoyl	phenylcarbamoyl	NOUN
eurjchem-1316	262	18	)	)	PUNCT
eurjchem-1316	262	19	thiophen‐2‐yl)amino)acetate	thiophen‐2‐yl)amino)acetate	PROPN
eurjchem-1316	263	1	(	(	PUNCT
eurjchem-1316	263	2	5	5	NUM
eurjchem-1316	263	3	)	)	PUNCT
eurjchem-1316	263	4	through	through	ADP
eurjchem-1316	263	5	which	which	PRON
eurjchem-1316	263	6	the	the	DET
eurjchem-1316	263	7	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	263	8	decreases	decrease	VERB
eurjchem-1316	263	9	against	against	ADP
eurjchem-1316	263	10	the	the	DET
eurjchem-1316	263	11	tested	test	VERB
eurjchem-1316	263	12	cancer	cancer	NOUN
eurjchem-1316	263	13	cell	cell	NOUN
eurjchem-1316	263	14	lines	line	NOUN
eurjchem-1316	263	15	.	.	PUNCT
eurjchem-1316	264	1	such	such	ADJ
eurjchem-1316	264	2	decrease	decrease	NOUN
eurjchem-1316	264	3	in	in	ADP
eurjchem-1316	264	4	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	264	5	is	be	AUX
eurjchem-1316	264	6	attributed	attribute	VERB
eurjchem-1316	264	7	to	to	ADP
eurjchem-1316	264	8	ch2cooet	ch2cooet	ADJ
eurjchem-1316	264	9	moiety	moiety	NOUN
eurjchem-1316	264	10	.	.	PUNCT
eurjchem-1316	265	1	on	on	ADP
eurjchem-1316	265	2	the	the	DET
eurjchem-1316	265	3	other	other	ADJ
eurjchem-1316	265	4	hand	hand	NOUN
eurjchem-1316	265	5	,	,	PUNCT
eurjchem-1316	265	6	the	the	DET
eurjchem-1316	265	7	reaction	reaction	NOUN
eurjchem-1316	265	8	of	of	ADP
eurjchem-1316	265	9	compound	compound	NOUN
eurjchem-1316	265	10	3a	3a	NUM
eurjchem-1316	265	11	with	with	ADP
eurjchem-1316	265	12	either	either	PRON
eurjchem-1316	265	13	formaldehyde	formaldehyde	NOUN
eurjchem-1316	265	14	or	or	CCONJ
eurjchem-1316	265	15	benzaldehyde	benzaldehyde	NOUN
eurjchem-1316	265	16	gave	give	VERB
eurjchem-1316	265	17	the	the	DET
eurjchem-1316	265	18	2,3‐dihydro‐	2,3‐dihydro‐	ADJ
eurjchem-1316	265	19	thieno[2,3‐d]pyrimidin‐4(1h)‐one	thieno[2,3‐d]pyrimidin‐4(1h)‐one	NOUN
eurjchem-1316	265	20	derivatives	derivative	NOUN
eurjchem-1316	265	21	7a	7a	NOUN
eurjchem-1316	265	22	and	and	CCONJ
eurjchem-1316	265	23	7b	7b	NOUN
eurjchem-1316	265	24	,	,	PUNCT
eurjchem-1316	265	25	respectively	respectively	ADV
eurjchem-1316	265	26	.	.	PUNCT
eurjchem-1316	266	1	the	the	DET
eurjchem-1316	266	2	pyrimidine	pyrimidine	NOUN
eurjchem-1316	266	3	derivatives	derivative	NOUN
eurjchem-1316	266	4	7a	7a	NOUN
eurjchem-1316	266	5	and	and	CCONJ
eurjchem-1316	266	6	7b	7b	NOUN
eurjchem-1316	266	7	showed	show	VERB
eurjchem-1316	266	8	remarkable	remarkable	ADJ
eurjchem-1316	266	9	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	266	10	which	which	PRON
eurjchem-1316	266	11	is	be	AUX
eurjchem-1316	266	12	more	more	ADJ
eurjchem-1316	266	13	than	than	ADP
eurjchem-1316	266	14	that	that	PRON
eurjchem-1316	266	15	of	of	ADP
eurjchem-1316	266	16	compound	compound	NOUN
eurjchem-1316	266	17	3a	3a	NUM
eurjchem-1316	266	18	against	against	ADP
eurjchem-1316	266	19	the	the	DET
eurjchem-1316	266	20	tested	test	VERB
eurjchem-1316	266	21	cancer	cancer	NOUN
eurjchem-1316	266	22	cell	cell	NOUN
eurjchem-1316	266	23	lines	line	NOUN
eurjchem-1316	266	24	.	.	PUNCT
eurjchem-1316	267	1	comparing	compare	VERB
eurjchem-1316	267	2	the	the	DET
eurjchem-1316	267	3	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	267	4	of	of	ADP
eurjchem-1316	267	5	the	the	DET
eurjchem-1316	267	6	compound	compound	NOUN
eurjchem-1316	267	7	3a	3a	PROPN
eurjchem-1316	267	8	and	and	CCONJ
eurjchem-1316	267	9	the	the	DET
eurjchem-1316	267	10	3‐thienylpyrazole	3‐thienylpyrazole	PROPN
eurjchem-1316	267	11	derivative	derivative	NOUN
eurjchem-1316	267	12	10	10	NUM
eurjchem-1316	267	13	exhibited	exhibit	VERB
eurjchem-1316	267	14	clearly	clearly	ADV
eurjchem-1316	267	15	that	that	SCONJ
eurjchem-1316	267	16	cyclization	cyclization	NOUN
eurjchem-1316	267	17	of	of	ADP
eurjchem-1316	267	18	compound	compound	NOUN
eurjchem-1316	267	19	3a	3a	NUM
eurjchem-1316	267	20	to	to	ADP
eurjchem-1316	267	21	the	the	DET
eurjchem-1316	267	22	pyrazole	pyrazole	NOUN
eurjchem-1316	267	23	product	product	NOUN
eurjchem-1316	267	24	10	10	NUM
eurjchem-1316	267	25	increases	increase	VERB
eurjchem-1316	267	26	the	the	DET
eurjchem-1316	267	27	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	267	28	of	of	ADP
eurjchem-1316	267	29	the	the	DET
eurjchem-1316	267	30	latter	latter	ADJ
eurjchem-1316	267	31	compound	compound	NOUN
eurjchem-1316	267	32	.	.	PUNCT
eurjchem-1316	268	1	the	the	DET
eurjchem-1316	268	2	benzo[b]thiophene	benzo[b]thiophene	NOUN
eurjchem-1316	268	3	derivatives	derivative	NOUN
eurjchem-1316	268	4	13a	13a	NOUN
eurjchem-1316	268	5	and	and	CCONJ
eurjchem-1316	268	6	13b	13b	NOUN
eurjchem-1316	268	7	showed	show	VERB
eurjchem-1316	268	8	potency	potency	NOUN
eurjchem-1316	268	9	against	against	ADP
eurjchem-1316	268	10	nugc	nugc	NOUN
eurjchem-1316	268	11	,	,	PUNCT
eurjchem-1316	268	12	hone1	hone1	NOUN
eurjchem-1316	268	13	and	and	CCONJ
eurjchem-1316	268	14	mcf	mcf	NOUN
eurjchem-1316	268	15	cell	cell	NOUN
eurjchem-1316	268	16	lines	line	NOUN
eurjchem-1316	268	17	.	.	PUNCT
eurjchem-1316	269	1	the	the	DET
eurjchem-1316	269	2	benzylidene	benzylidene	NOUN
eurjchem-1316	269	3	derivative	derivative	ADJ
eurjchem-1316	269	4	15	15	NUM
eurjchem-1316	269	5	with	with	ADP
eurjchem-1316	269	6	ch	ch	NOUN
eurjchem-1316	269	7	=	=	NOUN
eurjchem-1316	269	8	chph	chph	ADJ
eurjchem-1316	269	9	moiety	moiety	NOUN
eurjchem-1316	269	10	is	be	AUX
eurjchem-1316	269	11	less	less	ADV
eurjchem-1316	269	12	potent	potent	ADJ
eurjchem-1316	269	13	against	against	ADP
eurjchem-1316	269	14	the	the	DET
eurjchem-1316	269	15	cell	cell	NOUN
eurjchem-1316	269	16	lines	line	NOUN
eurjchem-1316	269	17	than	than	ADP
eurjchem-1316	269	18	compound	compound	NOUN
eurjchem-1316	269	19	13a	13a	NOUN
eurjchem-1316	269	20	.	.	PUNCT
eurjchem-1316	270	1	on	on	ADP
eurjchem-1316	270	2	the	the	DET
eurjchem-1316	270	3	other	other	ADJ
eurjchem-1316	270	4	hand	hand	NOUN
eurjchem-1316	270	5	bromomethyl‐n‐phenylbenzo[b]thiophene	bromomethyl‐n‐phenylbenzo[b]thiophene	NOUN
eurjchem-1316	270	6	16	16	NUM
eurjchem-1316	270	7	with	with	ADP
eurjchem-1316	270	8	electronegative	electronegative	ADJ
eurjchem-1316	270	9	group	group	NOUN
eurjchem-1316	270	10	the	the	DET
eurjchem-1316	270	11	cn	cn	PROPN
eurjchem-1316	270	12	and	and	CCONJ
eurjchem-1316	270	13	br	br	PROPN
eurjchem-1316	270	14	showed	show	VERB
eurjchem-1316	270	15	high	high	ADJ
eurjchem-1316	270	16	potent	potent	NOUN
eurjchem-1316	270	17	against	against	ADP
eurjchem-1316	270	18	nugc	nugc	NOUN
eurjchem-1316	270	19	,	,	PUNCT
eurjchem-1316	270	20	hone1	hone1	NOUN
eurjchem-1316	270	21	and	and	CCONJ
eurjchem-1316	270	22	mcf	mcf	NOUN
eurjchem-1316	270	23	cell	cell	NOUN
eurjchem-1316	270	24	lines	line	NOUN
eurjchem-1316	270	25	.	.	PUNCT
eurjchem-1316	271	1	it	it	PRON
eurjchem-1316	271	2	is	be	AUX
eurjchem-1316	271	3	obvious	obvious	ADJ
eurjchem-1316	271	4	that	that	SCONJ
eurjchem-1316	271	5	the	the	DET
eurjchem-1316	271	6	phenyl	phenyl	NOUN
eurjchem-1316	271	7	hydrazine	hydrazine	NOUN
eurjchem-1316	271	8	derivative	derivative	NOUN
eurjchem-1316	271	9	18	18	NUM
eurjchem-1316	271	10	with	with	ADP
eurjchem-1316	271	11	the	the	DET
eurjchem-1316	271	12	hydrazine	hydrazine	NOUN
eurjchem-1316	271	13	moiety	moiety	NOUN
eurjchem-1316	271	14	showed	show	VERB
eurjchem-1316	271	15	high	high	ADJ
eurjchem-1316	271	16	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	271	17	against	against	ADP
eurjchem-1316	271	18	nugc	nugc	NOUN
eurjchem-1316	271	19	,	,	PUNCT
eurjchem-1316	271	20	hepg2	hepg2	PROPN
eurjchem-1316	271	21	,	,	PUNCT
eurjchem-1316	271	22	hone1	hone1	NOUN
eurjchem-1316	271	23	and	and	CCONJ
eurjchem-1316	271	24	mcf	mcf	NOUN
eurjchem-1316	271	25	cell	cell	NOUN
eurjchem-1316	271	26	lines	line	NOUN
eurjchem-1316	271	27	.	.	PUNCT
eurjchem-1316	272	1	it	it	PRON
eurjchem-1316	272	2	is	be	AUX
eurjchem-1316	272	3	clear	clear	ADJ
eurjchem-1316	272	4	that	that	SCONJ
eurjchem-1316	272	5	for	for	ADP
eurjchem-1316	272	6	the	the	DET
eurjchem-1316	272	7	3‐thienyl	3‐thienyl	NUM
eurjchem-1316	272	8	thiophene	thiophene	NOUN
eurjchem-1316	272	9	derivatives	derivative	NOUN
eurjchem-1316	272	10	19a	19a	NOUN
eurjchem-1316	272	11	and	and	CCONJ
eurjchem-1316	272	12	19b	19b	NOUN
eurjchem-1316	272	13	,	,	PUNCT
eurjchem-1316	272	14	compound	compound	NOUN
eurjchem-1316	272	15	19b	19b	NOUN
eurjchem-1316	272	16	with	with	ADP
eurjchem-1316	272	17	cooet	cooet	PROPN
eurjchem-1316	272	18	moiety	moiety	NOUN
eurjchem-1316	272	19	are	be	AUX
eurjchem-1316	272	20	less	less	ADV
eurjchem-1316	272	21	potent	potent	ADJ
eurjchem-1316	272	22	than	than	ADP
eurjchem-1316	272	23	compound	compound	NOUN
eurjchem-1316	272	24	19a	19a	NOUN
eurjchem-1316	272	25	with	with	ADP
eurjchem-1316	272	26	cn	cn	PROPN
eurjchem-1316	272	27	moiety	moiety	PROPN
eurjchem-1316	272	28	.	.	PUNCT
eurjchem-1316	273	1	finally	finally	ADV
eurjchem-1316	273	2	the	the	DET
eurjchem-1316	273	3	amide	amide	NOUN
eurjchem-1316	273	4	derivatives	derivative	NOUN
eurjchem-1316	273	5	21a‐d	21a‐d	NOUN
eurjchem-1316	273	6	,	,	PUNCT
eurjchem-1316	273	7	compounds	compound	VERB
eurjchem-1316	273	8	21a	21a	NUM
eurjchem-1316	273	9	with	with	ADP
eurjchem-1316	273	10	cn	cn	PROPN
eurjchem-1316	273	11	moiety	moiety	NOUN
eurjchem-1316	273	12	and	and	CCONJ
eurjchem-1316	273	13	compound	compound	VERB
eurjchem-1316	273	14	21b	21b	NOUN
eurjchem-1316	273	15	with	with	ADP
eurjchem-1316	273	16	the	the	DET
eurjchem-1316	273	17	cooet	cooet	NOUN
eurjchem-1316	273	18	moiety	moiety	NOUN
eurjchem-1316	273	19	are	be	AUX
eurjchem-1316	273	20	more	more	ADV
eurjchem-1316	273	21	potent	potent	ADJ
eurjchem-1316	273	22	than	than	ADP
eurjchem-1316	273	23	compound	compound	NOUN
eurjchem-1316	273	24	21c	21c	NOUN
eurjchem-1316	273	25	and	and	CCONJ
eurjchem-1316	273	26	21d	21d	NOUN
eurjchem-1316	273	27	.	.	PUNCT
eurjchem-1316	274	1	moreover	moreover	ADV
eurjchem-1316	274	2	compound	compound	NOUN
eurjchem-1316	274	3	21a	21a	NUM
eurjchem-1316	274	4	showed	show	VERB
eurjchem-1316	274	5	high	high	ADJ
eurjchem-1316	274	6	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	274	7	against	against	ADP
eurjchem-1316	274	8	nugc	nugc	NOUN
eurjchem-1316	274	9	,	,	PUNCT
eurjchem-1316	274	10	ha22	ha22	PROPN
eurjchem-1316	274	11	t	t	PROPN
eurjchem-1316	274	12	,	,	PUNCT
eurjchem-1316	274	13	hepg2	hepg2	PROPN
eurjchem-1316	274	14	,	,	PUNCT
eurjchem-1316	274	15	hone1	hone1	NOUN
eurjchem-1316	274	16	and	and	CCONJ
eurjchem-1316	274	17	mcf	mcf	NOUN
eurjchem-1316	274	18	cell	cell	NOUN
eurjchem-1316	274	19	lines	line	NOUN
eurjchem-1316	274	20	as	as	ADV
eurjchem-1316	274	21	well	well	ADV
eurjchem-1316	274	22	as	as	ADP
eurjchem-1316	274	23	compound	compound	NOUN
eurjchem-1316	274	24	21b	21b	NOUN
eurjchem-1316	274	25	showed	show	VERB
eurjchem-1316	274	26	450	450	NUM
eurjchem-1316	274	27	mahmoud	mahmoud	PROPN
eurjchem-1316	274	28	/	/	SYM
eurjchem-1316	274	29	european	european	PROPN
eurjchem-1316	274	30	journal	journal	PROPN
eurjchem-1316	274	31	of	of	ADP
eurjchem-1316	274	32	chemistry	chemistry	NOUN
eurjchem-1316	274	33	6	6	NUM
eurjchem-1316	274	34	(	(	PUNCT
eurjchem-1316	274	35	4	4	NUM
eurjchem-1316	274	36	)	)	PUNCT
eurjchem-1316	274	37	(	(	PUNCT
eurjchem-1316	274	38	2015	2015	NUM
eurjchem-1316	274	39	)	)	PUNCT
eurjchem-1316	274	40	444‐450	444‐450	NUM
eurjchem-1316	274	41	high	high	ADJ
eurjchem-1316	274	42	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	274	43	against	against	ADP
eurjchem-1316	274	44	nugc	nugc	NOUN
eurjchem-1316	274	45	,	,	PUNCT
eurjchem-1316	274	46	hepg2	hepg2	PROPN
eurjchem-1316	274	47	,	,	PUNCT
eurjchem-1316	274	48	hone1	hone1	NOUN
eurjchem-1316	274	49	and	and	CCONJ
eurjchem-1316	274	50	mcf	mcf	NOUN
eurjchem-1316	274	51	cell	cell	NOUN
eurjchem-1316	274	52	lines	line	NOUN
eurjchem-1316	274	53	.	.	PUNCT
eurjchem-1316	275	1	4	4	X
eurjchem-1316	275	2	.	.	X
eurjchem-1316	275	3	conclusion	conclusion	NOUN
eurjchem-1316	275	4	many	many	ADJ
eurjchem-1316	275	5	of	of	ADP
eurjchem-1316	275	6	the	the	DET
eurjchem-1316	275	7	synthesized	synthesize	VERB
eurjchem-1316	275	8	heterocyclic	heterocyclic	ADJ
eurjchem-1316	275	9	compounds	compound	NOUN
eurjchem-1316	275	10	were	be	AUX
eurjchem-1316	275	11	observed	observe	VERB
eurjchem-1316	275	12	with	with	ADP
eurjchem-1316	275	13	significant	significant	ADJ
eurjchem-1316	275	14	cytotoxicity	cytotoxicity	NOUN
eurjchem-1316	275	15	against	against	ADP
eurjchem-1316	275	16	most	most	ADJ
eurjchem-1316	275	17	of	of	ADP
eurjchem-1316	275	18	the	the	DET
eurjchem-1316	275	19	cancer	cancer	NOUN
eurjchem-1316	275	20	cell	cell	NOUN
eurjchem-1316	275	21	lines	line	NOUN
eurjchem-1316	275	22	tested	test	VERB
eurjchem-1316	275	23	(	(	PUNCT
eurjchem-1316	275	24	ic50	ic50	PROPN
eurjchem-1316	275	25	<	<	X
eurjchem-1316	275	26	1000	1000	NUM
eurjchem-1316	275	27	nm	nm	NOUN
eurjchem-1316	275	28	)	)	PUNCT
eurjchem-1316	275	29	.	.	PUNCT
eurjchem-1316	276	1	normal	normal	ADJ
eurjchem-1316	276	2	fibroblasts	fibroblast	NOUN
eurjchem-1316	276	3	cells	cell	NOUN
eurjchem-1316	276	4	(	(	PUNCT
eurjchem-1316	276	5	wi38	wi38	PROPN
eurjchem-1316	276	6	)	)	PUNCT
eurjchem-1316	276	7	were	be	AUX
eurjchem-1316	276	8	affected	affect	VERB
eurjchem-1316	276	9	to	to	ADP
eurjchem-1316	276	10	a	a	DET
eurjchem-1316	276	11	much	much	ADV
eurjchem-1316	276	12	lesser	less	ADJ
eurjchem-1316	276	13	extent	extent	NOUN
eurjchem-1316	276	14	(	(	PUNCT
eurjchem-1316	276	15	ic50	ic50	PROPN
eurjchem-1316	276	16	>	>	X
eurjchem-1316	276	17	10,000	10,000	NUM
eurjchem-1316	276	18	nm	nm	NOUN
eurjchem-1316	276	19	)	)	PUNCT
eurjchem-1316	276	20	.	.	PUNCT
eurjchem-1316	277	1	among	among	ADP
eurjchem-1316	277	2	the	the	DET
eurjchem-1316	277	3	tested	test	VERB
eurjchem-1316	277	4	compounds	compound	NOUN
eurjchem-1316	277	5	3b	3b	NUM
eurjchem-1316	277	6	,	,	PUNCT
eurjchem-1316	277	7	7a	7a	NUM
eurjchem-1316	277	8	,	,	PUNCT
eurjchem-1316	277	9	7b	7b	NUM
eurjchem-1316	277	10	,	,	PUNCT
eurjchem-1316	277	11	18	18	NUM
eurjchem-1316	277	12	,	,	PUNCT
eurjchem-1316	277	13	21a	21a	NUM
eurjchem-1316	277	14	,	,	PUNCT
eurjchem-1316	277	15	and	and	CCONJ
eurjchem-1316	277	16	21b	21b	NOUN
eurjchem-1316	277	17	was	be	AUX
eurjchem-1316	277	18	found	find	VERB
eurjchem-1316	277	19	to	to	PART
eurjchem-1316	277	20	show	show	VERB
eurjchem-1316	277	21	the	the	DET
eurjchem-1316	277	22	highest	high	ADJ
eurjchem-1316	277	23	cytotoxic	cytotoxic	ADJ
eurjchem-1316	277	24	effect	effect	NOUN
eurjchem-1316	277	25	against	against	ADP
eurjchem-1316	277	26	the	the	DET
eurjchem-1316	277	27	6	6	NUM
eurjchem-1316	277	28	cancer	cancer	NOUN
eurjchem-1316	277	29	cell	cell	NOUN
eurjchem-1316	277	30	lines	line	NOUN
eurjchem-1316	277	31	in	in	ADP
eurjchem-1316	277	32	the	the	DET
eurjchem-1316	277	33	range	range	NOUN
eurjchem-1316	277	34	of	of	ADP
eurjchem-1316	277	35	ic50	ic50	PROPN
eurjchem-1316	277	36	33‐442	33‐442	NUM
eurjchem-1316	277	37	nm	nm	NOUN
eurjchem-1316	277	38	.	.	PUNCT
eurjchem-1316	278	1	broad	broad	ADJ
eurjchem-1316	278	2	spectrum	spectrum	NOUN
eurjchem-1316	278	3	antitumor	antitumor	PROPN
eurjchem-1316	278	4	activity	activity	NOUN
eurjchem-1316	278	5	was	be	AUX
eurjchem-1316	278	6	exhibited	exhibit	VERB
eurjchem-1316	278	7	by	by	ADP
eurjchem-1316	278	8	compounds	compound	NOUN
eurjchem-1316	278	9	3a	3a	NUM
eurjchem-1316	278	10	,	,	PUNCT
eurjchem-1316	278	11	5	5	NUM
eurjchem-1316	278	12	,	,	PUNCT
eurjchem-1316	278	13	10	10	NUM
eurjchem-1316	278	14	,	,	PUNCT
eurjchem-1316	278	15	13a	13a	NOUN
eurjchem-1316	278	16	,	,	PUNCT
eurjchem-1316	278	17	13b	13b	NOUN
eurjchem-1316	278	18	and	and	CCONJ
eurjchem-1316	278	19	21c	21c	NOUN
eurjchem-1316	278	20	.	.	PUNCT
eurjchem-1316	279	1	acknowledgement	acknowledgement	PROPN
eurjchem-1316	279	2	mahmoud	mahmoud	PROPN
eurjchem-1316	279	3	ali	ali	PROPN
eurjchem-1316	279	4	abdelaziz	abdelaziz	PROPN
eurjchem-1316	279	5	mahmoud	mahmoud	PROPN
eurjchem-1316	279	6	would	would	AUX
eurjchem-1316	279	7	like	like	VERB
eurjchem-1316	279	8	to	to	PART
eurjchem-1316	279	9	thank	thank	VERB
eurjchem-1316	279	10	prof	prof	PROPN
eurjchem-1316	279	11	.	.	PUNCT
eurjchem-1316	280	1	rafat	rafat	PROPN
eurjchem-1316	280	2	milad	milad	PROPN
eurjchem-1316	280	3	mohareb	mohareb	PROPN
eurjchem-1316	280	4	,	,	PUNCT
eurjchem-1316	280	5	professor	professor	NOUN
eurjchem-1316	280	6	of	of	ADP
eurjchem-1316	280	7	organic	organic	ADJ
eurjchem-1316	280	8	chemistry	chemistry	NOUN
eurjchem-1316	280	9	,	,	PUNCT
eurjchem-1316	280	10	faculty	faculty	NOUN
eurjchem-1316	280	11	of	of	ADP
eurjchem-1316	280	12	science	science	NOUN
eurjchem-1316	280	13	,	,	PUNCT
eurjchem-1316	280	14	cairo	cairo	PROPN
eurjchem-1316	280	15	university	university	PROPN
eurjchem-1316	280	16	,	,	PUNCT
eurjchem-1316	280	17	for	for	ADP
eurjchem-1316	280	18	his	his	PRON
eurjchem-1316	280	19	helping	helping	NOUN
eurjchem-1316	280	20	and	and	CCONJ
eurjchem-1316	280	21	completing	complete	VERB
eurjchem-1316	280	22	this	this	DET
eurjchem-1316	280	23	work	work	NOUN
eurjchem-1316	280	24	.	.	PUNCT
eurjchem-1316	281	1	references	reference	NOUN
eurjchem-1316	281	2	[	[	X
eurjchem-1316	281	3	1	1	NUM
eurjchem-1316	281	4	]	]	PUNCT
eurjchem-1316	281	5	.	.	PUNCT
eurjchem-1316	282	1	romagnoli	romagnoli	PROPN
eurjchem-1316	282	2	,	,	PUNCT
eurjchem-1316	282	3	r.	r.	PROPN
eurjchem-1316	282	4	;	;	PUNCT
eurjchem-1316	282	5	baraldi	baraldi	NOUN
eurjchem-1316	282	6	,	,	PUNCT
eurjchem-1316	282	7	p.	p.	PROPN
eurjchem-1316	282	8	g.	g.	PROPN
eurjchem-1316	282	9	;	;	PUNCT
eurjchem-1316	282	10	lopez‐cara	lopez‐cara	PROPN
eurjchem-1316	282	11	,	,	PUNCT
eurjchem-1316	282	12	c.	c.	NOUN
eurjchem-1316	282	13	;	;	PUNCT
eurjchem-1316	282	14	cruz‐lopez	cruz‐lopez	NOUN
eurjchem-1316	282	15	,	,	PUNCT
eurjchem-1316	282	16	o.	o.	NOUN
eurjchem-1316	282	17	;	;	PUNCT
eurjchem-1316	282	18	moorman	moorman	NOUN
eurjchem-1316	282	19	,	,	PUNCT
eurjchem-1316	282	20	a.	a.	PROPN
eurjchem-1316	282	21	r.	r.	PROPN
eurjchem-1316	282	22	;	;	PUNCT
eurjchem-1316	282	23	massink	massink	PROPN
eurjchem-1316	282	24	,	,	PUNCT
eurjchem-1316	282	25	a.	a.	NOUN
eurjchem-1316	282	26	;	;	PUNCT
eurjchem-1316	282	27	ijzerman	ijzerman	PROPN
eurjchem-1316	282	28	,	,	PUNCT
eurjchem-1316	282	29	a.	a.	NOUN
eurjchem-1316	282	30	p.	p.	NOUN
eurjchem-1316	282	31	;	;	PUNCT
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eurjchem-1316	282	33	,	,	PUNCT
eurjchem-1316	282	34	f.	f.	PROPN
eurjchem-1316	282	35	;	;	PUNCT
eurjchem-1316	282	36	borea	borea	PROPN
eurjchem-1316	282	37	,	,	PUNCT
eurjchem-1316	282	38	p.	p.	NOUN
eurjchem-1316	282	39	a.	a.	NOUN
eurjchem-1316	282	40	;	;	PUNCT
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eurjchem-1316	283	2	,	,	PUNCT
eurjchem-1316	283	3	k.	k.	PROPN
eurjchem-1316	283	4	eur	eur	PROPN
eurjchem-1316	283	5	.	.	PUNCT
eurjchem-1316	284	1	j.	j.	PROPN
eurjchem-1316	284	2	med	med	PROPN
eurjchem-1316	284	3	.	.	PROPN
eurjchem-1316	284	4	chem	chem	PROPN
eurjchem-1316	284	5	.	.	PUNCT
eurjchem-1316	285	1	2015	2015	NUM
eurjchem-1316	285	2	,	,	PUNCT
eurjchem-1316	285	3	101	101	NUM
eurjchem-1316	285	4	,	,	PUNCT
eurjchem-1316	285	5	185‐204	185‐204	NUM
eurjchem-1316	285	6	.	.	PUNCT
eurjchem-1316	286	1	[	[	X
eurjchem-1316	286	2	2	2	NUM
eurjchem-1316	286	3	]	]	PUNCT
eurjchem-1316	286	4	.	.	PUNCT
eurjchem-1316	287	1	romagnoli	romagnoli	PROPN
eurjchem-1316	287	2	,	,	PUNCT
eurjchem-1316	287	3	r.	r.	PROPN
eurjchem-1316	287	4	;	;	PUNCT
eurjchem-1316	287	5	baraldi	baraldi	NOUN
eurjchem-1316	287	6	,	,	PUNCT
eurjchem-1316	287	7	p.	p.	PROPN
eurjchem-1316	287	8	g.	g.	PROPN
eurjchem-1316	287	9	;	;	PUNCT
eurjchem-1316	287	10	lopez‐cara	lopez‐cara	PROPN
eurjchem-1316	287	11	,	,	PUNCT
eurjchem-1316	287	12	c.	c.	NOUN
eurjchem-1316	287	13	;	;	PUNCT
eurjchem-1316	287	14	salvador	salvador	PROPN
eurjchem-1316	287	15	,	,	PUNCT
eurjchem-1316	287	16	m.	m.	NOUN
eurjchem-1316	287	17	k.	k.	PROPN
eurjchem-1316	287	18	;	;	PUNCT
eurjchem-1316	287	19	preti	preti	PROPN
eurjchem-1316	287	20	,	,	PUNCT
eurjchem-1316	287	21	d.	d.	PROPN
eurjchem-1316	287	22	;	;	PUNCT
eurjchem-1316	287	23	tabrizi	tabrizi	NOUN
eurjchem-1316	287	24	,	,	PUNCT
eurjchem-1316	287	25	m.	m.	NOUN
eurjchem-1316	287	26	a.	a.	PROPN
eurjchem-1316	287	27	;	;	PUNCT
eurjchem-1316	287	28	balzarini	balzarini	PROPN
eurjchem-1316	287	29	,	,	PUNCT
eurjchem-1316	287	30	j.	j.	PROPN
eurjchem-1316	287	31	;	;	PUNCT
eurjchem-1316	287	32	nussbaumer	nussbaumer	NOUN
eurjchem-1316	287	33	.	.	PUNCT
eurjchem-1316	288	1	p.	p.	NOUN
eurjchem-1316	288	2	;	;	PUNCT
eurjchem-1316	288	3	bassetto	bassetto	ADJ
eurjchem-1316	288	4	,	,	PUNCT
eurjchem-1316	288	5	m.	m.	NOUN
eurjchem-1316	288	6	;	;	PUNCT
eurjchem-1316	288	7	brancale	brancale	NOUN
eurjchem-1316	288	8	,	,	PUNCT
eurjchem-1316	288	9	a.	a.	NOUN
eurjchem-1316	288	10	;	;	PUNCT
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eurjchem-1316	288	12	,	,	PUNCT
eurjchem-1316	288	13	x.	x.	PROPN
eurjchem-1316	288	14	h.	h.	PROPN
eurjchem-1316	288	15	;	;	PUNCT
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eurjchem-1316	288	17	,	,	PUNCT
eurjchem-1316	289	1	li	li	PROPN
eurjchem-1316	289	2	.	.	PROPN
eurjchem-1316	289	3	j.	j.	PROPN
eurjchem-1316	289	4	;	;	PUNCT
eurjchem-1316	289	5	zhang	zhang	PROPN
eurjchem-1316	289	6	,	,	PUNCT
eurjchem-1316	289	7	s.	s.	PROPN
eurjchem-1316	289	8	z.	z.	PROPN
eurjchem-1316	289	9	;	;	PUNCT
eurjchem-1316	289	10	hamel	hamel	PROPN
eurjchem-1316	289	11	,	,	PUNCT
eurjchem-1316	289	12	e.	e.	PROPN
eurjchem-1316	289	13	;	;	PUNCT
eurjchem-1316	289	14	bortolozzi	bortolozzi	PROPN
eurjchem-1316	289	15	,	,	PUNCT
eurjchem-1316	289	16	r.	r.	PROPN
eurjchem-1316	289	17	;	;	PUNCT
eurjchem-1316	289	18	basso	basso	NOUN
eurjchem-1316	289	19	,	,	PUNCT
eurjchem-1316	289	20	g.	g.	PROPN
eurjchem-1316	289	21	;	;	PUNCT
eurjchem-1316	289	22	viola	viola	PROPN
eurjchem-1316	289	23	,	,	PUNCT
eurjchem-1316	289	24	g.	g.	PROPN
eurjchem-1316	289	25	bioorg	bioorg	PROPN
eurjchem-1316	289	26	.	.	PUNCT
eurjchem-1316	290	1	med	med	PROPN
eurjchem-1316	290	2	.	.	PROPN
eurjchem-1316	290	3	chem	chem	PROPN
eurjchem-1316	290	4	.	.	PUNCT
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eurjchem-1316	291	2	,	,	PUNCT
eurjchem-1316	291	3	22(18	22(18	NUM
eurjchem-1316	291	4	)	)	PUNCT
eurjchem-1316	291	5	,	,	PUNCT
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eurjchem-1316	291	7	.	.	PUNCT
eurjchem-1316	292	1	[	[	X
eurjchem-1316	292	2	3	3	NUM
eurjchem-1316	292	3	]	]	PUNCT
eurjchem-1316	292	4	.	.	PUNCT
eurjchem-1316	293	1	zhang	zhang	PROPN
eurjchem-1316	293	2	,	,	PUNCT
eurjchem-1316	293	3	q.	q.	PROPN
eurjchem-1316	293	4	;	;	PUNCT
eurjchem-1316	293	5	luo	luo	PROPN
eurjchem-1316	293	6	,	,	PUNCT
eurjchem-1316	293	7	j.	j.	PROPN
eurjchem-1316	293	8	;	;	PUNCT
eurjchem-1316	293	9	ye	ye	PROPN
eurjchem-1316	293	10	,	,	PUNCT
eurjchem-1316	293	11	l.	l.	PROPN
eurjchem-1316	293	12	;	;	PUNCT
eurjchem-1316	293	13	wang	wang	PROPN
eurjchem-1316	293	14	,	,	PUNCT
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eurjchem-1316	293	16	;	;	PUNCT
eurjchem-1316	293	17	huang	huang	PROPN
eurjchem-1316	293	18	,	,	PUNCT
eurjchem-1316	293	19	b.	b.	PROPN
eurjchem-1316	293	20	;	;	PUNCT
eurjchem-1316	293	21	zhang	zhang	PROPN
eurjchem-1316	293	22	,	,	PUNCT
eurjchem-1316	293	23	j.	j.	PROPN
eurjchem-1316	293	24	;	;	PUNCT
eurjchem-1316	293	25	wu	wu	PROPN
eurjchem-1316	293	26	,	,	PUNCT
eurjchem-1316	293	27	j.	j.	PROPN
eurjchem-1316	293	28	;	;	PUNCT
eurjchem-1316	293	29	zhang	zhang	PROPN
eurjchem-1316	293	30	,	,	PUNCT
eurjchem-1316	293	31	s.	s.	PROPN
eurjchem-1316	293	32	;	;	PUNCT
eurjchem-1316	293	33	tian	tian	PROPN
eurjchem-1316	293	34	,	,	PUNCT
eurjchem-1316	293	35	y.	y.	PROPN
eurjchem-1316	293	36	j.	j.	PROPN
eurjchem-1316	293	37	mol	mol	PROPN
eurjchem-1316	293	38	.	.	PROPN
eurjchem-1316	293	39	struct	struct	NOUN
eurjchem-1316	293	40	.	.	PUNCT
eurjchem-1316	293	41	2014	2014	NUM
eurjchem-1316	293	42	,	,	PUNCT
eurjchem-1316	293	43	1074	1074	NUM
eurjchem-1316	293	44	,	,	PUNCT
eurjchem-1316	293	45	33‐42	33‐42	NUM
eurjchem-1316	293	46	.	.	PUNCT
eurjchem-1316	294	1	[	[	X
eurjchem-1316	294	2	4	4	NUM
eurjchem-1316	294	3	]	]	PUNCT
eurjchem-1316	294	4	.	.	PUNCT
eurjchem-1316	294	5	mohareb	mohareb	PROPN
eurjchem-1316	294	6	,	,	PUNCT
eurjchem-1316	294	7	r.	r.	PROPN
eurjchem-1316	294	8	m.	m.	NOUN
eurjchem-1316	294	9	;	;	PUNCT
eurjchem-1316	294	10	abbas	abbas	PROPN
eurjchem-1316	294	11	,	,	PUNCT
eurjchem-1316	294	12	n.	n.	PROPN
eurjchem-1316	294	13	s.	s.	PROPN
eurjchem-1316	294	14	;	;	PUNCT
eurjchem-1316	294	15	ibrahim	ibrahim	PROPN
eurjchem-1316	294	16	,	,	PUNCT
eurjchem-1316	294	17	r.	r.	PROPN
eurjchem-1316	294	18	a.	a.	PROPN
eurjchem-1316	294	19	acta	acta	PROPN
eurjchem-1316	294	20	chim	chim	PROPN
eurjchem-1316	294	21	.	.	PUNCT
eurjchem-1316	295	1	slov	slov	PROPN
eurjchem-1316	295	2	.	.	PUNCT
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eurjchem-1316	296	2	,	,	PUNCT
eurjchem-1316	296	3	60	60	NUM
eurjchem-1316	296	4	,	,	PUNCT
eurjchem-1316	296	5	583‐594	583‐594	NUM
eurjchem-1316	296	6	.	.	PUNCT
eurjchem-1316	297	1	[	[	X
eurjchem-1316	297	2	5	5	NUM
eurjchem-1316	297	3	]	]	PUNCT
eurjchem-1316	297	4	.	.	PUNCT
eurjchem-1316	298	1	lu	lu	PROPN
eurjchem-1316	298	2	,	,	PUNCT
eurjchem-1316	298	3	x.	x.	PROPN
eurjchem-1316	298	4	;	;	PUNCT
eurjchem-1316	298	5	wan	wan	PROPN
eurjchem-1316	298	6	,	,	PUNCT
eurjchem-1316	298	7	b.	b.	PROPN
eurjchem-1316	298	8	;	;	PUNCT
eurjchem-1316	298	9	franzblau	franzblau	PROPN
eurjchem-1316	298	10	,	,	PUNCT
eurjchem-1316	298	11	s.	s.	PROPN
eurjchem-1316	298	12	g.	g.	PROPN
eurjchem-1316	298	13	;	;	PUNCT
eurjchem-1316	298	14	you	you	PRON
eurjchem-1316	298	15	,	,	PUNCT
eurjchem-1316	298	16	q.	q.	PROPN
eurjchem-1316	298	17	eur	eur	PROPN
eurjchem-1316	298	18	.	.	PUNCT
eurjchem-1316	299	1	j.	j.	PROPN
eurjchem-1316	299	2	med	med	PROPN
eurjchem-1316	299	3	.	.	PROPN
eurjchem-1316	299	4	chem	chem	PROPN
eurjchem-1316	299	5	.	.	PUNCT
eurjchem-1316	300	1	2011	2011	NUM
eurjchem-1316	300	2	,	,	PUNCT
eurjchem-1316	300	3	46(9	46(9	NUM
eurjchem-1316	300	4	)	)	PUNCT
eurjchem-1316	300	5	,	,	PUNCT
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eurjchem-1316	300	7	.	.	PUNCT
eurjchem-1316	301	1	[	[	X
eurjchem-1316	301	2	6	6	NUM
eurjchem-1316	301	3	]	]	PUNCT
eurjchem-1316	301	4	.	.	PUNCT
eurjchem-1316	301	5	dalvie	dalvie	PROPN
eurjchem-1316	301	6	,	,	PUNCT
eurjchem-1316	301	7	d.	d.	PROPN
eurjchem-1316	301	8	k.	k.	PROPN
eurjchem-1316	301	9	;	;	PUNCT
eurjchem-1316	301	10	kalgutkar	kalgutkar	PROPN
eurjchem-1316	301	11	,	,	PUNCT
eurjchem-1316	301	12	a.	a.	PROPN
eurjchem-1316	301	13	s.	s.	PROPN
eurjchem-1316	301	14	;	;	PUNCT
eurjchem-1316	301	15	khojasteh‐bakht	khojasteh‐bakht	PROPN
eurjchem-1316	301	16	,	,	PUNCT
eurjchem-1316	301	17	s.	s.	PROPN
eurjchem-1316	301	18	c.	c.	PROPN
eurjchem-1316	301	19	;	;	PUNCT
eurjchem-1316	301	20	obach	obach	PROPN
eurjchem-1316	301	21	,	,	PUNCT
eurjchem-1316	301	22	r.	r.	PROPN
eurjchem-1316	301	23	s.	s.	PROPN
eurjchem-1316	301	24	;	;	PUNCT
eurjchem-1316	301	25	o'donnell	o'donnell	PROPN
eurjchem-1316	301	26	,	,	PUNCT
eurjchem-1316	301	27	j.	j.	PROPN
eurjchem-1316	301	28	p.	p.	PROPN
eurjchem-1316	301	29	chem	chem	PROPN
eurjchem-1316	301	30	.	.	PUNCT
eurjchem-1316	302	1	res	re	NOUN
eurjchem-1316	302	2	.	.	PUNCT
eurjchem-1316	303	1	toxicol	toxicol	PROPN
eurjchem-1316	303	2	.	.	PUNCT
eurjchem-1316	304	1	2002	2002	NUM
eurjchem-1316	304	2	,	,	PUNCT
eurjchem-1316	304	3	15	15	NUM
eurjchem-1316	304	4	,	,	PUNCT
eurjchem-1316	304	5	269‐299	269‐299	NOUN
eurjchem-1316	304	6	.	.	PUNCT
eurjchem-1316	305	1	[	[	X
eurjchem-1316	305	2	7	7	NUM
eurjchem-1316	305	3	]	]	PUNCT
eurjchem-1316	305	4	.	.	PUNCT
eurjchem-1316	305	5	kagan	kagan	PROPN
eurjchem-1316	305	6	,	,	PUNCT
eurjchem-1316	305	7	j.	j.	PROPN
eurjchem-1316	305	8	;	;	PUNCT
eurjchem-1316	305	9	arora	arora	PROPN
eurjchem-1316	305	10	,	,	PUNCT
eurjchem-1316	305	11	s.	s.	PROPN
eurjchem-1316	305	12	k.	k.	PROPN
eurjchem-1316	305	13	;	;	PUNCT
eurjchem-1316	305	14	prakash	prakash	PROPN
eurjchem-1316	305	15	,	,	PUNCT
eurjchem-1316	305	16	i.	i.	PROPN
eurjchem-1316	305	17	;	;	PUNCT
eurjchem-1316	305	18	ustunol	ustunol	PROPN
eurjchem-1316	305	19	,	,	PUNCT
eurjchem-1316	305	20	a.	a.	NOUN
eurjchem-1316	305	21	heterocycles	heterocycle	NOUN
eurjchem-1316	305	22	1983	1983	NUM
eurjchem-1316	305	23	,	,	PUNCT
eurjchem-1316	305	24	20	20	NUM
eurjchem-1316	305	25	,	,	PUNCT
eurjchem-1316	305	26	1341‐1345	1341‐1345	NUM
eurjchem-1316	305	27	.	.	PUNCT
eurjchem-1316	306	1	[	[	X
eurjchem-1316	306	2	8	8	NUM
eurjchem-1316	306	3	]	]	PUNCT
eurjchem-1316	306	4	.	.	PUNCT
eurjchem-1316	307	1	gribble	gribble	PROPN
eurjchem-1316	307	2	,	,	PUNCT
eurjchem-1316	307	3	g.	g.	PROPN
eurjchem-1316	307	4	w.	w.	PROPN
eurjchem-1316	307	5	;	;	PUNCT
eurjchem-1316	307	6	saulnier	saulnier	PROPN
eurjchem-1316	307	7	,	,	PUNCT
eurjchem-1316	307	8	m.	m.	NOUN
eurjchem-1316	307	9	g.	g.	PROPN
eurjchem-1316	307	10	;	;	PUNCT
eurjchem-1316	307	11	sibi	sibi	X
eurjchem-1316	307	12	,	,	PUNCT
eurjchem-1316	307	13	m.	m.	NOUN
eurjchem-1316	307	14	p.	p.	NOUN
eurjchem-1316	307	15	;	;	PUNCT
eurjchem-1316	307	16	obaza‐nutaitis	obaza‐nutaitis	PROPN
eurjchem-1316	307	17	,	,	PUNCT
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eurjchem-1316	307	19	a.	a.	PROPN
eurjchem-1316	307	20	j.	j.	PROPN
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eurjchem-1316	307	22	.	.	PUNCT
eurjchem-1316	307	23	chem	chem	PROPN
eurjchem-1316	307	24	.	.	PUNCT
eurjchem-1316	308	1	1984	1984	NUM
eurjchem-1316	308	2	,	,	PUNCT
eurjchem-1316	308	3	49	49	NUM
eurjchem-1316	308	4	,	,	PUNCT
eurjchem-1316	308	5	4518‐4523	4518‐4523	NOUN
eurjchem-1316	308	6	.	.	PUNCT
eurjchem-1316	309	1	[	[	X
eurjchem-1316	309	2	9	9	NUM
eurjchem-1316	309	3	]	]	PUNCT
eurjchem-1316	309	4	.	.	PUNCT
eurjchem-1316	309	5	bakker	bakker	PROPN
eurjchem-1316	309	6	,	,	PUNCT
eurjchem-1316	309	7	j.	j.	PROPN
eurjchem-1316	309	8	;	;	PUNCT
eurjchem-1316	309	9	gommers	gommer	NOUN
eurjchem-1316	309	10	,	,	PUNCT
eurjchem-1316	309	11	f.	f.	PROPN
eurjchem-1316	309	12	j.	j.	PROPN
eurjchem-1316	309	13	;	;	PUNCT
eurjchem-1316	309	14	nieuwenhuis	nieuwenhuis	PROPN
eurjchem-1316	309	15	,	,	PUNCT
eurjchem-1316	309	16	i.	i.	NOUN
eurjchem-1316	309	17	;	;	PUNCT
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eurjchem-1316	309	19	,	,	PUNCT
eurjchem-1316	309	20	h.	h.	PROPN
eurjchem-1316	309	21	j.	j.	PROPN
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eurjchem-1316	309	23	.	.	PUNCT
eurjchem-1316	310	1	chem	chem	PROPN
eurjchem-1316	310	2	.	.	PUNCT
eurjchem-1316	311	1	1979	1979	NUM
eurjchem-1316	311	2	,	,	PUNCT
eurjchem-1316	311	3	254	254	NUM
eurjchem-1316	311	4	,	,	PUNCT
eurjchem-1316	311	5	1841‐1844	1841‐1844	NUM
eurjchem-1316	311	6	.	.	PUNCT
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eurjchem-1316	312	3	]	]	PUNCT
eurjchem-1316	312	4	.	.	PUNCT
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eurjchem-1316	313	2	,	,	PUNCT
eurjchem-1316	313	3	s.	s.	PROPN
eurjchem-1316	313	4	;	;	PUNCT
eurjchem-1316	313	5	arnason	arnason	PROPN
eurjchem-1316	313	6	,	,	PUNCT
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eurjchem-1316	313	16	,	,	PUNCT
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eurjchem-1316	314	2	,	,	PUNCT
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eurjchem-1316	314	6	.	.	PUNCT
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eurjchem-1316	315	2	.	.	PUNCT
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eurjchem-1316	316	2	.	.	PUNCT
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eurjchem-1316	317	2	,	,	PUNCT
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eurjchem-1316	317	4	)	)	PUNCT
eurjchem-1316	317	5	,	,	PUNCT
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eurjchem-1316	317	7	.	.	PUNCT
eurjchem-1316	318	1	[	[	X
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eurjchem-1316	318	3	]	]	PUNCT
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eurjchem-1316	319	2	,	,	PUNCT
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eurjchem-1316	319	6	,	,	PUNCT
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eurjchem-1316	319	8	;	;	PUNCT
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eurjchem-1316	319	10	,	,	PUNCT
eurjchem-1316	319	11	s.	s.	PROPN
eurjchem-1316	319	12	w.	w.	PROPN
eurjchem-1316	319	13	;	;	PUNCT
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eurjchem-1316	319	15	,	,	PUNCT
eurjchem-1316	319	16	r.	r.	PROPN
eurjchem-1316	319	17	e.	e.	PROPN
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eurjchem-1316	319	21	,	,	PUNCT
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eurjchem-1316	319	23	h.	h.	PROPN
eurjchem-1316	319	24	n.	n.	PROPN
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eurjchem-1316	319	27	.	.	PUNCT
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eurjchem-1316	319	29	,	,	PUNCT
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eurjchem-1316	319	31	,	,	PUNCT
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eurjchem-1316	319	33	.	.	PUNCT
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eurjchem-1316	320	2	12	12	NUM
eurjchem-1316	320	3	]	]	PUNCT
eurjchem-1316	320	4	.	.	PUNCT
eurjchem-1316	321	1	chan	chan	PROPN
eurjchem-1316	321	2	,	,	PUNCT
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eurjchem-1316	321	6	;	;	PUNCT
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eurjchem-1316	321	12	;	;	PUNCT
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eurjchem-1316	321	14	,	,	PUNCT
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eurjchem-1316	321	16	c.	c.	PROPN
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eurjchem-1316	321	18	.	.	PUNCT
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eurjchem-1316	322	2	,	,	PUNCT
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eurjchem-1316	322	4	,	,	PUNCT
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eurjchem-1316	322	6	.	.	PUNCT
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eurjchem-1316	323	3	]	]	PUNCT
eurjchem-1316	323	4	.	.	PUNCT
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eurjchem-1316	324	39	,	,	PUNCT
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eurjchem-1316	328	2	.	.	PUNCT
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eurjchem-1316	329	2	,	,	PUNCT
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eurjchem-1316	329	6	.	.	PUNCT
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eurjchem-1316	330	2	15	15	NUM
eurjchem-1316	330	3	]	]	PUNCT
eurjchem-1316	330	4	.	.	PUNCT
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eurjchem-1316	331	5	;	;	PUNCT
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eurjchem-1316	332	2	.	.	PROPN
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eurjchem-1316	332	4	,	,	PUNCT
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eurjchem-1316	332	8	.	.	PUNCT
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eurjchem-1316	333	4	.	.	PUNCT
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eurjchem-1316	334	5	;	;	PUNCT
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eurjchem-1316	334	27	;	;	PUNCT
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eurjchem-1316	336	2	.	.	PUNCT
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eurjchem-1316	337	2	,	,	PUNCT
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eurjchem-1316	337	4	)	)	PUNCT
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