id	sid	tid	token	lemma	pos
eurjchem-733	1	1	untitled	untitle	VERB
eurjchem-733	1	2	european	european	PROPN
eurjchem-733	1	3	journal	journal	PROPN
eurjchem-733	1	4	of	of	ADP
eurjchem-733	1	5	chemistry	chemistry	NOUN
eurjchem-733	1	6	4	4	NUM
eurjchem-733	1	7	(	(	PUNCT
eurjchem-733	1	8	1	1	NUM
eurjchem-733	1	9	)	)	PUNCT
eurjchem-733	1	10	(	(	PUNCT
eurjchem-733	1	11	2013	2013	NUM
eurjchem-733	1	12	)	)	PUNCT
eurjchem-733	1	13	53‐57	53‐57	NUM
eurjchem-733	1	14	european	european	PROPN
eurjchem-733	1	15	journal	journal	PROPN
eurjchem-733	1	16	of	of	ADP
eurjchem-733	1	17	chemistry	chemistry	NOUN
eurjchem-733	1	18	issn	issn	PROPN
eurjchem-733	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-733	1	20	(	(	PUNCT
eurjchem-733	1	21	print	print	NOUN
eurjchem-733	1	22	)	)	PUNCT
eurjchem-733	1	23	/	/	SYM
eurjchem-733	1	24	issn	issn	PROPN
eurjchem-733	1	25	2153‐2257	2153‐2257	NUM
eurjchem-733	1	26	(	(	PUNCT
eurjchem-733	1	27	online	online	ADJ
eurjchem-733	1	28	)	)	PUNCT
eurjchem-733	1	29			NOUN
eurjchem-733	1	30	2013	2013	NUM
eurjchem-733	1	31	eurjchem	eurjchem	PROPN
eurjchem-733	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-733	1	33	/	/	SYM
eurjchem-733	1	34	eurjchem.4.1.53‐57.733	eurjchem.4.1.53‐57.733	ADJ
eurjchem-733	1	35	european	european	ADJ
eurjchem-733	1	36	journal	journal	PROPN
eurjchem-733	1	37	of	of	ADP
eurjchem-733	1	38	chemistry	chemistry	PROPN
eurjchem-733	1	39	journal	journal	PROPN
eurjchem-733	1	40	homepage	homepage	NOUN
eurjchem-733	1	41	:	:	PUNCT
eurjchem-733	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-733	2	1	an	an	DET
eurjchem-733	2	2	efficient	efficient	ADJ
eurjchem-733	2	3	route	route	NOUN
eurjchem-733	2	4	for	for	ADP
eurjchem-733	2	5	the	the	DET
eurjchem-733	2	6	synthesis	synthesis	NOUN
eurjchem-733	2	7	of	of	ADP
eurjchem-733	2	8	some	some	DET
eurjchem-733	2	9	monoazo	monoazo	ADJ
eurjchem-733	2	10	disperse	disperse	NOUN
eurjchem-733	2	11	dyes	dye	NOUN
eurjchem-733	2	12	derived	derive	VERB
eurjchem-733	2	13	from	from	ADP
eurjchem-733	2	14	nicotinic	nicotinic	ADJ
eurjchem-733	2	15	acid	acid	NOUN
eurjchem-733	2	16	derivatives	derivative	NOUN
eurjchem-733	2	17	abdulaziz	abdulaziz	PROPN
eurjchem-733	2	18	alnajjar	alnajjar	PROPN
eurjchem-733	2	19	a	a	PRON
eurjchem-733	2	20	,	,	PUNCT
eurjchem-733	2	21	marzouq	marzouq	NOUN
eurjchem-733	2	22	alsaiedi	alsaiedi	PROPN
eurjchem-733	2	23	a	a	PROPN
eurjchem-733	2	24	and	and	CCONJ
eurjchem-733	2	25	morsy	morsy	NOUN
eurjchem-733	2	26	ahmed	ahme	VERB
eurjchem-733	2	27	el‐apasery	el‐apasery	PROPN
eurjchem-733	2	28	b	b	PROPN
eurjchem-733	2	29	,	,	PUNCT
eurjchem-733	2	30	*	*	PUNCT
eurjchem-733	2	31	a	a	DET
eurjchem-733	2	32	applied	apply	VERB
eurjchem-733	2	33	science	science	NOUN
eurjchem-733	2	34	department	department	NOUN
eurjchem-733	2	35	,	,	PUNCT
eurjchem-733	2	36	college	college	NOUN
eurjchem-733	2	37	of	of	ADP
eurjchem-733	2	38	technological	technological	ADJ
eurjchem-733	2	39	studies	study	NOUN
eurjchem-733	2	40	,	,	PUNCT
eurjchem-733	2	41	public	public	ADJ
eurjchem-733	2	42	authority	authority	NOUN
eurjchem-733	2	43	for	for	ADP
eurjchem-733	2	44	applied	apply	VERB
eurjchem-733	2	45	education	education	NOUN
eurjchem-733	2	46	and	and	CCONJ
eurjchem-733	2	47	training	training	NOUN
eurjchem-733	2	48	,	,	PUNCT
eurjchem-733	2	49	safat	safat	NOUN
eurjchem-733	2	50	,	,	PUNCT
eurjchem-733	2	51	70654	70654	NUM
eurjchem-733	2	52	,	,	PUNCT
eurjchem-733	2	53	kuwait	kuwait	PROPN
eurjchem-733	2	54	b	b	PROPN
eurjchem-733	2	55	dyeing	dyeing	NOUN
eurjchem-733	2	56	,	,	PUNCT
eurjchem-733	2	57	printing	printing	NOUN
eurjchem-733	2	58	and	and	CCONJ
eurjchem-733	2	59	textile	textile	NOUN
eurjchem-733	2	60	auxiliaries	auxiliary	NOUN
eurjchem-733	2	61	department	department	NOUN
eurjchem-733	2	62	,	,	PUNCT
eurjchem-733	2	63	textile	textile	NOUN
eurjchem-733	2	64	research	research	NOUN
eurjchem-733	2	65	division	division	NOUN
eurjchem-733	2	66	,	,	PUNCT
eurjchem-733	2	67	national	national	ADJ
eurjchem-733	2	68	research	research	NOUN
eurjchem-733	2	69	centre	centre	NOUN
eurjchem-733	2	70	,	,	PUNCT
eurjchem-733	2	71	12622	12622	NUM
eurjchem-733	2	72	dokki	dokki	NOUN
eurjchem-733	2	73	,	,	PUNCT
eurjchem-733	2	74	giza	giza	PROPN
eurjchem-733	2	75	,	,	PUNCT
eurjchem-733	2	76	egypt	egypt	PROPN
eurjchem-733	2	77	*	*	PUNCT
eurjchem-733	2	78	corresponding	correspond	VERB
eurjchem-733	2	79	author	author	NOUN
eurjchem-733	2	80	at	at	ADP
eurjchem-733	2	81	:	:	PUNCT
eurjchem-733	2	82	dyeing	dyeing	NOUN
eurjchem-733	2	83	,	,	PUNCT
eurjchem-733	2	84	printing	printing	NOUN
eurjchem-733	2	85	and	and	CCONJ
eurjchem-733	2	86	textile	textile	NOUN
eurjchem-733	2	87	auxiliaries	auxiliary	NOUN
eurjchem-733	2	88	department	department	NOUN
eurjchem-733	2	89	,	,	PUNCT
eurjchem-733	2	90	textile	textile	NOUN
eurjchem-733	2	91	research	research	NOUN
eurjchem-733	2	92	division	division	NOUN
eurjchem-733	2	93	,	,	PUNCT
eurjchem-733	2	94	national	national	ADJ
eurjchem-733	2	95	research	research	NOUN
eurjchem-733	2	96	centre	centre	NOUN
eurjchem-733	2	97	,	,	PUNCT
eurjchem-733	2	98	12622	12622	NUM
eurjchem-733	2	99	dokki	dokki	NOUN
eurjchem-733	2	100	,	,	PUNCT
eurjchem-733	2	101	giza	giza	PROPN
eurjchem-733	2	102	,	,	PUNCT
eurjchem-733	2	103	egypt	egypt	PROPN
eurjchem-733	2	104	.	.	PUNCT
eurjchem-733	3	1	tel	tel	PROPN
eurjchem-733	3	2	.	.	PUNCT
eurjchem-733	3	3	:	:	PUNCT
eurjchem-733	4	1	+2.02.3371718	+2.02.3371718	PROPN
eurjchem-733	4	2	;	;	PUNCT
eurjchem-733	4	3	fax	fax	NOUN
eurjchem-733	4	4	:	:	PUNCT
eurjchem-733	4	5	+2.02.3370931	+2.02.3370931	NOUN
eurjchem-733	4	6	.	.	PUNCT
eurjchem-733	4	7	e‐mail	e‐mail	PUNCT
eurjchem-733	5	1	address	address	NOUN
eurjchem-733	5	2	:	:	PUNCT
eurjchem-733	6	1	elapaserym@yahoo.com	elapaserym@yahoo.com	X
eurjchem-733	6	2	(	(	PUNCT
eurjchem-733	6	3	m.a	m.a	PROPN
eurjchem-733	6	4	.	.	PROPN
eurjchem-733	6	5	el‐apasery	el‐apasery	PROPN
eurjchem-733	6	6	)	)	PUNCT
eurjchem-733	6	7	.	.	PUNCT
eurjchem-733	7	1	article	article	NOUN
eurjchem-733	7	2	information	information	PROPN
eurjchem-733	7	3	abstract	abstract	ADV
eurjchem-733	7	4	received	receive	VERB
eurjchem-733	7	5	:	:	PUNCT
eurjchem-733	7	6	03	03	NUM
eurjchem-733	7	7	january	january	PROPN
eurjchem-733	7	8	2013	2013	NUM
eurjchem-733	7	9	received	receive	VERB
eurjchem-733	7	10	in	in	ADP
eurjchem-733	7	11	revised	revise	VERB
eurjchem-733	7	12	form	form	NOUN
eurjchem-733	7	13	:	:	PUNCT
eurjchem-733	7	14	04	04	NUM
eurjchem-733	7	15	february	february	NOUN
eurjchem-733	7	16	2013	2013	NUM
eurjchem-733	7	17	accepted	accept	VERB
eurjchem-733	7	18	:	:	PUNCT
eurjchem-733	7	19	05	05	NUM
eurjchem-733	7	20	february	february	PROPN
eurjchem-733	7	21	2013	2013	NUM
eurjchem-733	7	22	online	online	NOUN
eurjchem-733	7	23	:	:	PUNCT
eurjchem-733	7	24	31	31	NUM
eurjchem-733	7	25	march	march	NOUN
eurjchem-733	7	26	2013	2013	NUM
eurjchem-733	7	27	keywords	keyword	NOUN
eurjchem-733	7	28	ethyl	ethyl	PROPN
eurjchem-733	7	29	2‐amino‐3‐cyano‐4‐phenylnicotinates	2‐amino‐3‐cyano‐4‐phenylnicotinates	PROPN
eurjchem-733	7	30	(	(	PUNCT
eurjchem-733	7	31	8)	8)	NUM
eurjchem-733	7	32	,	,	PUNCT
eurjchem-733	7	33	could	could	AUX
eurjchem-733	7	34	be	be	AUX
eurjchem-733	7	35	readily	readily	ADV
eurjchem-733	7	36	synthesized	synthesize	VERB
eurjchem-733	7	37	via	via	ADP
eurjchem-733	7	38	reacting	react	VERB
eurjchem-733	7	39	ethyl	ethyl	PROPN
eurjchem-733	7	40	propiolate	propiolate	VERB
eurjchem-733	7	41	with	with	ADP
eurjchem-733	7	42	benzylidenemalononitrile	benzylidenemalononitrile	NOUN
eurjchem-733	7	43	in	in	ADP
eurjchem-733	7	44	the	the	DET
eurjchem-733	7	45	presence	presence	NOUN
eurjchem-733	7	46	of	of	ADP
eurjchem-733	7	47	l‐proline	l‐proline	PUNCT
eurjchem-733	7	48	as	as	ADP
eurjchem-733	7	49	a	a	DET
eurjchem-733	7	50	catalyst	catalyst	NOUN
eurjchem-733	7	51	and	and	CCONJ
eurjchem-733	7	52	subsequent	subsequent	ADJ
eurjchem-733	7	53	rearrangement	rearrangement	NOUN
eurjchem-733	7	54	of	of	ADP
eurjchem-733	7	55	the	the	DET
eurjchem-733	7	56	so	so	ADV
eurjchem-733	7	57	formed	form	VERB
eurjchem-733	7	58	2‐aminopyran	2‐aminopyran	NUM
eurjchem-733	7	59	(	(	PUNCT
eurjchem-733	7	60	7	7	NUM
eurjchem-733	7	61	)	)	PUNCT
eurjchem-733	7	62	,	,	PUNCT
eurjchem-733	7	63	with	with	ADP
eurjchem-733	7	64	acetic	acetic	ADJ
eurjchem-733	7	65	acid	acid	NOUN
eurjchem-733	7	66	in	in	ADP
eurjchem-733	7	67	the	the	DET
eurjchem-733	7	68	presence	presence	NOUN
eurjchem-733	7	69	of	of	ADP
eurjchem-733	7	70	ammonium	ammonium	NOUN
eurjchem-733	7	71	acetate	acetate	NOUN
eurjchem-733	7	72	.	.	PUNCT
eurjchem-733	8	1	a	a	DET
eurjchem-733	8	2	series	series	NOUN
eurjchem-733	8	3	of	of	ADP
eurjchem-733	8	4	2‐amino	2‐amino	NUM
eurjchem-733	8	5	and	and	CCONJ
eurjchem-733	8	6	2‐hydroxyarylazonicotinates	2‐hydroxyarylazonicotinates	NUM
eurjchem-733	8	7	monoazo	monoazo	ADJ
eurjchem-733	8	8	disperse	disperse	NOUN
eurjchem-733	8	9	dyes	dye	NOUN
eurjchem-733	8	10	(	(	PUNCT
eurjchem-733	8	11	12a‐c	12a‐c	PROPN
eurjchem-733	8	12	)	)	PUNCT
eurjchem-733	8	13	,	,	PUNCT
eurjchem-733	8	14	were	be	AUX
eurjchem-733	8	15	prepared	prepare	VERB
eurjchem-733	8	16	in	in	ADP
eurjchem-733	8	17	a	a	DET
eurjchem-733	8	18	good	good	ADJ
eurjchem-733	8	19	yields	yield	NOUN
eurjchem-733	8	20	via	via	ADP
eurjchem-733	8	21	condensation	condensation	NOUN
eurjchem-733	8	22	of	of	ADP
eurjchem-733	8	23	arylhydrazonals	arylhydrazonal	NOUN
eurjchem-733	8	24	(	(	PUNCT
eurjchem-733	8	25	11a‐c	11a‐c	NOUN
eurjchem-733	8	26	)	)	PUNCT
eurjchem-733	8	27	,	,	PUNCT
eurjchem-733	8	28	with	with	ADP
eurjchem-733	8	29	active	active	ADJ
eurjchem-733	8	30	methylene	methylene	NOUN
eurjchem-733	8	31	nitriles	nitrile	NOUN
eurjchem-733	8	32	.	.	PUNCT
eurjchem-733	9	1	the	the	DET
eurjchem-733	9	2	compound	compound	NOUN
eurjchem-733	9	3	9	9	NUM
eurjchem-733	9	4	was	be	AUX
eurjchem-733	9	5	also	also	ADV
eurjchem-733	9	6	characterized	characterize	VERB
eurjchem-733	9	7	by	by	ADP
eurjchem-733	9	8	single	single	ADJ
eurjchem-733	9	9	crystal	crystal	NOUN
eurjchem-733	9	10	x‐ray	x‐ray	PROPN
eurjchem-733	9	11	diffraction	diffraction	PROPN
eurjchem-733	9	12	studies	study	NOUN
eurjchem-733	9	13	.	.	PUNCT
eurjchem-733	10	1	crystal	crystal	NOUN
eurjchem-733	10	2	data	datum	NOUN
eurjchem-733	10	3	for	for	ADP
eurjchem-733	10	4	compound	compound	NOUN
eurjchem-733	10	5	9	9	NUM
eurjchem-733	10	6	,	,	PUNCT
eurjchem-733	10	7	c15h18o6	c15h18o6	NOUN
eurjchem-733	10	8	(	(	PUNCT
eurjchem-733	10	9	m	m	PROPN
eurjchem-733	10	10	=	=	SYM
eurjchem-733	10	11	294.29	294.29	NUM
eurjchem-733	10	12	):	):	PUNCT
eurjchem-733	10	13	hexagonal	hexagonal	ADJ
eurjchem-733	10	14	,	,	PUNCT
eurjchem-733	10	15	space	space	NOUN
eurjchem-733	10	16	group	group	NOUN
eurjchem-733	10	17	p65	p65	NOUN
eurjchem-733	10	18	(	(	PUNCT
eurjchem-733	10	19	no	no	INTJ
eurjchem-733	10	20	.	.	NOUN
eurjchem-733	10	21	170	170	NUM
eurjchem-733	10	22	)	)	PUNCT
eurjchem-733	10	23	,	,	PUNCT
eurjchem-733	10	24	a	a	DET
eurjchem-733	10	25	=	=	SYM
eurjchem-733	10	26	11.3311(5	11.3311(5	NUM
eurjchem-733	10	27	)	)	PUNCT
eurjchem-733	10	28	å	å	NOUN
eurjchem-733	10	29	,	,	PUNCT
eurjchem-733	10	30	c	c	NOUN
eurjchem-733	10	31	=	=	SYM
eurjchem-733	10	32	19.5375(10	19.5375(10	NUM
eurjchem-733	10	33	)	)	PUNCT
eurjchem-733	11	1	å	å	NOUN
eurjchem-733	11	2	,	,	PUNCT
eurjchem-733	11	3	v	v	NOUN
eurjchem-733	11	4	=	=	SYM
eurjchem-733	11	5	2172.42(18	2172.42(18	NUM
eurjchem-733	11	6	)	)	PUNCT
eurjchem-733	11	7	å3	å3	PROPN
eurjchem-733	11	8	,	,	PUNCT
eurjchem-733	11	9	z	z	NOUN
eurjchem-733	11	10	=	=	SYM
eurjchem-733	11	11	6	6	NUM
eurjchem-733	11	12	,	,	PUNCT
eurjchem-733	11	13	t	t	NOUN
eurjchem-733	11	14	=	=	SYM
eurjchem-733	11	15	296(2	296(2	NUM
eurjchem-733	11	16	)	)	PUNCT
eurjchem-733	11	17	k	k	NOUN
eurjchem-733	11	18	,	,	PUNCT
eurjchem-733	11	19	μ(mokα	μ(mokα	NOUN
eurjchem-733	11	20	)	)	PUNCT
eurjchem-733	11	21	=	=	NOUN
eurjchem-733	12	1	0.879	0.879	NUM
eurjchem-733	12	2	mm‐1	mm‐1	PROPN
eurjchem-733	12	3	,	,	PUNCT
eurjchem-733	12	4	dcalc	dcalc	NOUN
eurjchem-733	12	5	=	=	NOUN
eurjchem-733	12	6	1.350	1.350	NUM
eurjchem-733	12	7	g	g	NOUN
eurjchem-733	12	8	/	/	SYM
eurjchem-733	12	9	mm3	mm3	ADJ
eurjchem-733	12	10	,	,	PUNCT
eurjchem-733	12	11	4546	4546	NUM
eurjchem-733	12	12	reflections	reflection	NOUN
eurjchem-733	12	13	measured	measure	VERB
eurjchem-733	12	14	(	(	PUNCT
eurjchem-733	12	15	9.02	9.02	NUM
eurjchem-733	12	16	≤	≤	NUM
eurjchem-733	12	17	2θ	2θ	NUM
eurjchem-733	12	18	≤	≤	NUM
eurjchem-733	12	19	132.96	132.96	NUM
eurjchem-733	12	20	)	)	PUNCT
eurjchem-733	12	21	,	,	PUNCT
eurjchem-733	12	22	2271	2271	NUM
eurjchem-733	12	23	unique	unique	ADJ
eurjchem-733	12	24	(	(	PUNCT
eurjchem-733	12	25	rint	rint	NOUN
eurjchem-733	12	26	=	=	SYM
eurjchem-733	12	27	0.0921	0.0921	NUM
eurjchem-733	12	28	)	)	PUNCT
eurjchem-733	12	29	which	which	PRON
eurjchem-733	12	30	were	be	AUX
eurjchem-733	12	31	used	use	VERB
eurjchem-733	12	32	in	in	ADP
eurjchem-733	12	33	all	all	DET
eurjchem-733	12	34	calculations	calculation	NOUN
eurjchem-733	12	35	.	.	PUNCT
eurjchem-733	13	1	the	the	DET
eurjchem-733	13	2	final	final	ADJ
eurjchem-733	13	3	r1	r1	NOUN
eurjchem-733	13	4	was	be	AUX
eurjchem-733	13	5	0.0686	0.0686	NUM
eurjchem-733	13	6	(	(	PUNCT
eurjchem-733	13	7	>	>	NOUN
eurjchem-733	13	8	2σ(i	2σ(i	NUM
eurjchem-733	13	9	)	)	PUNCT
eurjchem-733	13	10	)	)	PUNCT
eurjchem-733	14	1	and	and	CCONJ
eurjchem-733	14	2	wr2	wr2	PROPN
eurjchem-733	14	3	was	be	AUX
eurjchem-733	14	4	0.1691	0.1691	NUM
eurjchem-733	14	5	(	(	PUNCT
eurjchem-733	14	6	all	all	DET
eurjchem-733	14	7	data	datum	NOUN
eurjchem-733	14	8	)	)	PUNCT
eurjchem-733	14	9	.	.	PUNCT
eurjchem-733	15	1	enaminones	enaminone	NOUN
eurjchem-733	15	2	nicotinic	nicotinic	ADJ
eurjchem-733	15	3	acid	acid	NOUN
eurjchem-733	15	4	disperse	disperse	NOUN
eurjchem-733	15	5	dyes	dye	NOUN
eurjchem-733	15	6	arylhydrazonals	arylhydrazonal	NOUN
eurjchem-733	15	7	dye	dye	NOUN
eurjchem-733	15	8	intermediates	intermediate	NOUN
eurjchem-733	15	9	arylazonicotinates	arylazonicotinate	VERB
eurjchem-733	15	10	1	1	NUM
eurjchem-733	15	11	.	.	PUNCT
eurjchem-733	16	1	introduction	introduction	NOUN
eurjchem-733	16	2	every	every	DET
eurjchem-733	16	3	year	year	NOUN
eurjchem-733	16	4	,	,	PUNCT
eurjchem-733	16	5	a	a	DET
eurjchem-733	16	6	number	number	NOUN
eurjchem-733	16	7	of	of	ADP
eurjchem-733	16	8	dyes	dye	NOUN
eurjchem-733	16	9	are	be	AUX
eurjchem-733	16	10	introduced	introduce	VERB
eurjchem-733	16	11	for	for	ADP
eurjchem-733	16	12	coloring	color	VERB
eurjchem-733	16	13	textile	textile	NOUN
eurjchem-733	16	14	fibres	fibre	NOUN
eurjchem-733	16	15	by	by	ADP
eurjchem-733	16	16	researchers	researcher	NOUN
eurjchem-733	16	17	and	and	CCONJ
eurjchem-733	16	18	colorists	colorist	NOUN
eurjchem-733	16	19	.	.	PUNCT
eurjchem-733	17	1	only	only	ADV
eurjchem-733	17	2	a	a	DET
eurjchem-733	17	3	few	few	ADJ
eurjchem-733	17	4	of	of	ADP
eurjchem-733	17	5	those	those	PRON
eurjchem-733	17	6	are	be	AUX
eurjchem-733	17	7	commercialized	commercialize	VERB
eurjchem-733	17	8	,	,	PUNCT
eurjchem-733	17	9	after	after	ADP
eurjchem-733	17	10	passing	pass	VERB
eurjchem-733	17	11	necessary	necessary	ADJ
eurjchem-733	17	12	standards	standard	NOUN
eurjchem-733	17	13	such	such	ADJ
eurjchem-733	17	14	as	as	ADP
eurjchem-733	17	15	good	good	ADJ
eurjchem-733	17	16	build	build	NOUN
eurjchem-733	17	17	up	up	ADP
eurjchem-733	17	18	,	,	PUNCT
eurjchem-733	17	19	fastness	fastness	NOUN
eurjchem-733	17	20	properties	property	NOUN
eurjchem-733	17	21	and	and	CCONJ
eurjchem-733	17	22	toxicity	toxicity	NOUN
eurjchem-733	17	23	[	[	X
eurjchem-733	17	24	1	1	NUM
eurjchem-733	17	25	]	]	PUNCT
eurjchem-733	17	26	.	.	PUNCT
eurjchem-733	18	1	it	it	PRON
eurjchem-733	18	2	is	be	AUX
eurjchem-733	18	3	well	well	ADV
eurjchem-733	18	4	known	know	VERB
eurjchem-733	18	5	that	that	SCONJ
eurjchem-733	18	6	disperse	disperse	ADJ
eurjchem-733	18	7	dyes	dye	NOUN
eurjchem-733	18	8	are	be	AUX
eurjchem-733	18	9	the	the	DET
eurjchem-733	18	10	most	most	ADV
eurjchem-733	18	11	important	important	ADJ
eurjchem-733	18	12	group	group	NOUN
eurjchem-733	18	13	for	for	ADP
eurjchem-733	18	14	dyeing	dyeing	NOUN
eurjchem-733	18	15	of	of	ADP
eurjchem-733	18	16	hydrophobic	hydrophobic	NOUN
eurjchem-733	18	17	fibres	fibre	NOUN
eurjchem-733	18	18	,	,	PUNCT
eurjchem-733	18	19	especially	especially	ADV
eurjchem-733	18	20	polyester	polyester	NOUN
eurjchem-733	18	21	.	.	PUNCT
eurjchem-733	19	1	the	the	DET
eurjchem-733	19	2	considerable	considerable	ADJ
eurjchem-733	19	3	biological	biological	ADJ
eurjchem-733	19	4	and	and	CCONJ
eurjchem-733	19	5	medicinal	medicinal	ADJ
eurjchem-733	19	6	activities	activity	NOUN
eurjchem-733	19	7	of	of	ADP
eurjchem-733	19	8	nicotinic	nicotinic	ADJ
eurjchem-733	19	9	acid	acid	NOUN
eurjchem-733	19	10	and	and	CCONJ
eurjchem-733	19	11	its	its	PRON
eurjchem-733	19	12	derivatives	derivative	NOUN
eurjchem-733	19	13	[	[	X
eurjchem-733	19	14	2‐5	2‐5	NOUN
eurjchem-733	19	15	]	]	PUNCT
eurjchem-733	19	16	have	have	AUX
eurjchem-733	19	17	promoted	promote	VERB
eurjchem-733	19	18	recent	recent	ADJ
eurjchem-733	19	19	interest	interest	NOUN
eurjchem-733	19	20	in	in	ADP
eurjchem-733	19	21	synthesis	synthesis	NOUN
eurjchem-733	19	22	of	of	ADP
eurjchem-733	19	23	new	new	ADJ
eurjchem-733	19	24	nicotinic	nicotinic	ADJ
eurjchem-733	19	25	acids	acid	NOUN
eurjchem-733	19	26	of	of	ADP
eurjchem-733	19	27	potential	potential	ADJ
eurjchem-733	19	28	biological	biological	ADJ
eurjchem-733	19	29	activities	activity	NOUN
eurjchem-733	19	30	.	.	PUNCT
eurjchem-733	20	1	although	although	SCONJ
eurjchem-733	20	2	condensation	condensation	NOUN
eurjchem-733	20	3	reactions	reaction	NOUN
eurjchem-733	20	4	of	of	ADP
eurjchem-733	20	5	arylhydrazonals	arylhydrazonal	NOUN
eurjchem-733	20	6	with	with	ADP
eurjchem-733	20	7	active	active	ADJ
eurjchem-733	20	8	methylene	methylene	NOUN
eurjchem-733	20	9	nitriles	nitrile	NOUN
eurjchem-733	20	10	were	be	AUX
eurjchem-733	20	11	originally	originally	ADV
eurjchem-733	20	12	reported	report	VERB
eurjchem-733	20	13	to	to	PART
eurjchem-733	20	14	afford	afford	VERB
eurjchem-733	20	15	pyridazin‐6‐imines	pyridazin‐6‐imine	NOUN
eurjchem-733	20	16	[	[	X
eurjchem-733	20	17	6	6	NUM
eurjchem-733	20	18	]	]	PUNCT
eurjchem-733	20	19	,	,	PUNCT
eurjchem-733	20	20	more	more	ADV
eurjchem-733	20	21	recent	recent	ADJ
eurjchem-733	20	22	studies	study	NOUN
eurjchem-733	20	23	have	have	AUX
eurjchem-733	20	24	demonstrated	demonstrate	VERB
eurjchem-733	20	25	that	that	SCONJ
eurjchem-733	20	26	arylazonicotinates	arylazonicotinate	NOUN
eurjchem-733	20	27	are	be	AUX
eurjchem-733	20	28	also	also	ADV
eurjchem-733	20	29	formed	form	VERB
eurjchem-733	20	30	in	in	ADP
eurjchem-733	20	31	some	some	PRON
eurjchem-733	20	32	of	of	ADP
eurjchem-733	20	33	these	these	DET
eurjchem-733	20	34	processes	process	NOUN
eurjchem-733	20	35	[	[	X
eurjchem-733	20	36	7‐9	7‐9	NOUN
eurjchem-733	20	37	]	]	X
eurjchem-733	20	38	.	.	PUNCT
eurjchem-733	21	1	because	because	SCONJ
eurjchem-733	21	2	arylazonicotinates	arylazonicotinate	NOUN
eurjchem-733	21	3	are	be	AUX
eurjchem-733	21	4	a	a	DET
eurjchem-733	21	5	valuable	valuable	ADJ
eurjchem-733	21	6	class	class	NOUN
eurjchem-733	21	7	of	of	ADP
eurjchem-733	21	8	arylazopyridine	arylazopyridine	NOUN
eurjchem-733	21	9	dyes	dye	NOUN
eurjchem-733	21	10	whose	whose	DET
eurjchem-733	21	11	chemistry	chemistry	NOUN
eurjchem-733	21	12	has	have	AUX
eurjchem-733	21	13	attracted	attract	VERB
eurjchem-733	21	14	some	some	DET
eurjchem-733	21	15	interest	interest	NOUN
eurjchem-733	21	16	as	as	ADP
eurjchem-733	21	17	new	new	ADJ
eurjchem-733	21	18	disperse	disperse	NOUN
eurjchem-733	21	19	dyes	dye	NOUN
eurjchem-733	21	20	[	[	X
eurjchem-733	21	21	10‐12	10‐12	NUM
eurjchem-733	21	22	]	]	PUNCT
eurjchem-733	21	23	,	,	PUNCT
eurjchem-733	21	24	it	it	PRON
eurjchem-733	21	25	seemed	seem	VERB
eurjchem-733	21	26	of	of	ADP
eurjchem-733	21	27	value	value	NOUN
eurjchem-733	21	28	to	to	PART
eurjchem-733	21	29	undertake	undertake	VERB
eurjchem-733	21	30	an	an	DET
eurjchem-733	21	31	investigation	investigation	NOUN
eurjchem-733	21	32	aimed	aim	VERB
eurjchem-733	21	33	at	at	ADP
eurjchem-733	21	34	exploring	explore	VERB
eurjchem-733	21	35	the	the	DET
eurjchem-733	21	36	potential	potential	ADJ
eurjchem-733	21	37	utility	utility	NOUN
eurjchem-733	21	38	of	of	ADP
eurjchem-733	21	39	arylhydrazonals	arylhydrazonal	NOUN
eurjchem-733	21	40	as	as	ADP
eurjchem-733	21	41	precursors	precursor	NOUN
eurjchem-733	21	42	for	for	ADP
eurjchem-733	21	43	the	the	DET
eurjchem-733	21	44	preparation	preparation	NOUN
eurjchem-733	21	45	of	of	ADP
eurjchem-733	21	46	these	these	DET
eurjchem-733	21	47	targets	target	NOUN
eurjchem-733	21	48	.	.	PUNCT
eurjchem-733	22	1	in	in	ADP
eurjchem-733	22	2	conjunction	conjunction	NOUN
eurjchem-733	22	3	to	to	ADP
eurjchem-733	22	4	our	our	PRON
eurjchem-733	22	5	effort	effort	NOUN
eurjchem-733	22	6	for	for	ADP
eurjchem-733	22	7	synthesis	synthesis	NOUN
eurjchem-733	22	8	poly‐substituted	poly‐substitute	VERB
eurjchem-733	22	9	nicotinates	nicotinate	NOUN
eurjchem-733	22	10	either	either	CCONJ
eurjchem-733	22	11	as	as	ADP
eurjchem-733	22	12	new	new	ADJ
eurjchem-733	22	13	antimicrobial	antimicrobial	ADJ
eurjchem-733	22	14	agents	agent	NOUN
eurjchem-733	22	15	or	or	CCONJ
eurjchem-733	22	16	new	new	ADJ
eurjchem-733	22	17	disperse	disperse	ADJ
eurjchem-733	22	18	dye	dye	NOUN
eurjchem-733	22	19	intermediates	intermediate	NOUN
eurjchem-733	22	20	,	,	PUNCT
eurjchem-733	22	21	we	we	PRON
eurjchem-733	22	22	report	report	VERB
eurjchem-733	22	23	herein	herein	NOUN
eurjchem-733	22	24	,	,	PUNCT
eurjchem-733	22	25	synthesis	synthesis	NOUN
eurjchem-733	22	26	of	of	ADP
eurjchem-733	22	27	new	new	ADJ
eurjchem-733	22	28	potential	potential	ADJ
eurjchem-733	22	29	antimicrobial	antimicrobial	ADJ
eurjchem-733	22	30	and	and	CCONJ
eurjchem-733	22	31	disperse	disperse	ADJ
eurjchem-733	22	32	dyes	dye	NOUN
eurjchem-733	22	33	with	with	ADP
eurjchem-733	22	34	nicotinic	nicotinic	ADJ
eurjchem-733	22	35	acid	acid	NOUN
eurjchem-733	22	36	skeleton	skeleton	NOUN
eurjchem-733	22	37	via	via	ADP
eurjchem-733	22	38	simple	simple	ADJ
eurjchem-733	22	39	efficient	efficient	ADJ
eurjchem-733	22	40	routes	route	NOUN
eurjchem-733	22	41	.	.	PUNCT
eurjchem-733	23	1	also	also	ADV
eurjchem-733	23	2	our	our	PRON
eurjchem-733	23	3	investigation	investigation	NOUN
eurjchem-733	23	4	,	,	PUNCT
eurjchem-733	23	5	described	describe	VERB
eurjchem-733	23	6	below	below	ADV
eurjchem-733	23	7	,	,	PUNCT
eurjchem-733	23	8	has	have	AUX
eurjchem-733	23	9	led	lead	VERB
eurjchem-733	23	10	to	to	ADP
eurjchem-733	23	11	the	the	DET
eurjchem-733	23	12	synthesis	synthesis	NOUN
eurjchem-733	23	13	of	of	ADP
eurjchem-733	23	14	different	different	ADJ
eurjchem-733	23	15	types	type	NOUN
eurjchem-733	23	16	of	of	ADP
eurjchem-733	23	17	substances	substance	NOUN
eurjchem-733	23	18	,	,	PUNCT
eurjchem-733	23	19	including	include	VERB
eurjchem-733	23	20	2‐aminoazonicotinate	2‐aminoazonicotinate	NUM
eurjchem-733	23	21	and	and	CCONJ
eurjchem-733	23	22	2‐hydroxyazonicotate	2‐hydroxyazonicotate	ADJ
eurjchem-733	23	23	derivatives	derivative	NOUN
eurjchem-733	23	24	for	for	ADP
eurjchem-733	23	25	utilizing	utilize	VERB
eurjchem-733	23	26	as	as	ADP
eurjchem-733	23	27	heterocyclic	heterocyclic	ADJ
eurjchem-733	23	28	components	component	NOUN
eurjchem-733	23	29	for	for	ADP
eurjchem-733	23	30	various	various	ADJ
eurjchem-733	23	31	disperse	disperse	ADJ
eurjchem-733	23	32	dyes	dye	NOUN
eurjchem-733	23	33	.	.	PUNCT
eurjchem-733	24	1	2	2	NUM
eurjchem-733	24	2	.	.	X
eurjchem-733	24	3	experimental	experimental	ADJ
eurjchem-733	24	4	2.1	2.1	NUM
eurjchem-733	24	5	.	.	PUNCT
eurjchem-733	25	1	instrumentation	instrumentation	NOUN
eurjchem-733	25	2	melting	melting	NOUN
eurjchem-733	25	3	points	point	NOUN
eurjchem-733	25	4	are	be	AUX
eurjchem-733	25	5	uncorrected	uncorrecte	VERB
eurjchem-733	25	6	.	.	PUNCT
eurjchem-733	26	1	all	all	DET
eurjchem-733	26	2	melting	melt	VERB
eurjchem-733	26	3	points	point	NOUN
eurjchem-733	26	4	were	be	AUX
eurjchem-733	26	5	recorded	record	VERB
eurjchem-733	26	6	on	on	ADP
eurjchem-733	26	7	a	a	DET
eurjchem-733	26	8	griffin	griffin	NOUN
eurjchem-733	26	9	melting	melting	NOUN
eurjchem-733	26	10	point	point	NOUN
eurjchem-733	26	11	apparatus	apparatus	NOUN
eurjchem-733	26	12	and	and	CCONJ
eurjchem-733	26	13	are	be	AUX
eurjchem-733	26	14	reported	report	VERB
eurjchem-733	26	15	uncorrected	uncorrecte	VERB
eurjchem-733	26	16	.	.	PUNCT
eurjchem-733	27	1	ir	ir	PROPN
eurjchem-733	27	2	spectra	spectra	PROPN
eurjchem-733	27	3	were	be	AUX
eurjchem-733	27	4	recorded	record	VERB
eurjchem-733	27	5	using	use	VERB
eurjchem-733	27	6	kbr	kbr	PROPN
eurjchem-733	27	7	disks	disk	NOUN
eurjchem-733	27	8	using	use	VERB
eurjchem-733	27	9	a	a	DET
eurjchem-733	27	10	perkin‐elmer	perkin‐elmer	NOUN
eurjchem-733	27	11	system	system	NOUN
eurjchem-733	27	12	2000	2000	NUM
eurjchem-733	27	13	ft‐ir	ft‐ir	NOUN
eurjchem-733	27	14	spectrophotometer	spectrophotometer	NOUN
eurjchem-733	27	15	.	.	PUNCT
eurjchem-733	28	1	1h	1h	NUM
eurjchem-733	28	2	nmr	nmr	NOUN
eurjchem-733	28	3	(	(	PUNCT
eurjchem-733	28	4	400	400	NUM
eurjchem-733	28	5	mhz	mhz	NOUN
eurjchem-733	28	6	)	)	PUNCT
eurjchem-733	28	7	or	or	CCONJ
eurjchem-733	28	8	(	(	PUNCT
eurjchem-733	28	9	600	600	NUM
eurjchem-733	28	10	mhz	mhz	NOUN
eurjchem-733	28	11	)	)	PUNCT
eurjchem-733	28	12	and	and	CCONJ
eurjchem-733	28	13	13c	13c	NOUN
eurjchem-733	28	14	nmr	nmr	NOUN
eurjchem-733	28	15	(	(	PUNCT
eurjchem-733	28	16	100	100	NUM
eurjchem-733	28	17	mhz	mhz	NOUN
eurjchem-733	28	18	)	)	PUNCT
eurjchem-733	28	19	or	or	CCONJ
eurjchem-733	28	20	(	(	PUNCT
eurjchem-733	28	21	150	150	NUM
eurjchem-733	28	22	mhz	mhz	NOUN
eurjchem-733	28	23	)	)	PUNCT
eurjchem-733	28	24	spectra	spectra	NOUN
eurjchem-733	28	25	were	be	AUX
eurjchem-733	28	26	recorded	record	VERB
eurjchem-733	28	27	at	at	ADP
eurjchem-733	28	28	25	25	NUM
eurjchem-733	28	29	°	°	NOUN
eurjchem-733	28	30	c	c	NOUN
eurjchem-733	28	31	in	in	ADP
eurjchem-733	28	32	cdcl3	cdcl3	NOUN
eurjchem-733	28	33	or	or	CCONJ
eurjchem-733	28	34	dmso‐d6	dmso‐d6	NOUN
eurjchem-733	28	35	as	as	ADP
eurjchem-733	28	36	solvent	solvent	ADJ
eurjchem-733	28	37	with	with	ADP
eurjchem-733	28	38	tms	tms	PROPN
eurjchem-733	28	39	as	as	ADP
eurjchem-733	28	40	internal	internal	ADJ
eurjchem-733	28	41	standard	standard	NOUN
eurjchem-733	28	42	on	on	ADP
eurjchem-733	28	43	a	a	DET
eurjchem-733	28	44	bruker	bruker	NOUN
eurjchem-733	28	45	dpx	dpx	NOUN
eurjchem-733	28	46	400	400	NUM
eurjchem-733	28	47	or	or	CCONJ
eurjchem-733	28	48	600	600	NUM
eurjchem-733	28	49	super‐conducting	super‐conducte	VERB
eurjchem-733	28	50	nmr	nmr	NOUN
eurjchem-733	28	51	spectrometer	spectrometer	NOUN
eurjchem-733	28	52	.	.	PUNCT
eurjchem-733	29	1	chemical	chemical	ADJ
eurjchem-733	29	2	shifts	shift	NOUN
eurjchem-733	29	3	are	be	AUX
eurjchem-733	29	4	reported	report	VERB
eurjchem-733	29	5	in	in	ADP
eurjchem-733	29	6	ppm	ppm	PROPN
eurjchem-733	29	7	.	.	PUNCT
eurjchem-733	30	1	mass	mass	PROPN
eurjchem-733	30	2	spectra	spectra	PROPN
eurjchem-733	30	3	were	be	AUX
eurjchem-733	30	4	measured	measure	VERB
eurjchem-733	30	5	using	use	VERB
eurjchem-733	30	6	a	a	DET
eurjchem-733	30	7	high	high	ADJ
eurjchem-733	30	8	resolution	resolution	NOUN
eurjchem-733	30	9	gc‐ms	gc‐ms	NOUN
eurjchem-733	30	10	(	(	PUNCT
eurjchem-733	30	11	dfs	dfs	NOUN
eurjchem-733	30	12	)	)	PUNCT
eurjchem-733	30	13	thermo	thermo	NOUN
eurjchem-733	30	14	spectrometer	spectrometer	NOUN
eurjchem-733	30	15	with	with	ADP
eurjchem-733	30	16	ei	ei	X
eurjchem-733	30	17	(	(	PUNCT
eurjchem-733	30	18	70	70	NUM
eurjchem-733	30	19	ev	ev	NOUN
eurjchem-733	30	20	)	)	PUNCT
eurjchem-733	30	21	.	.	PUNCT
eurjchem-733	31	1	microanalyses	microanalysis	NOUN
eurjchem-733	31	2	were	be	AUX
eurjchem-733	31	3	performed	perform	VERB
eurjchem-733	31	4	on	on	ADP
eurjchem-733	31	5	a	a	DET
eurjchem-733	31	6	leco	leco	PROPN
eurjchem-733	31	7	chns‐932	chns‐932	VERB
eurjchem-733	31	8	elemental	elemental	ADJ
eurjchem-733	31	9	analyzer	analyzer	NOUN
eurjchem-733	31	10	.	.	PUNCT
eurjchem-733	32	1	compounds	compound	VERB
eurjchem-733	32	2	10b	10b	NOUN
eurjchem-733	32	3	,	,	PUNCT
eurjchem-733	32	4	10c	10c	NOUN
eurjchem-733	32	5	,	,	PUNCT
eurjchem-733	32	6	and	and	CCONJ
eurjchem-733	32	7	11b	11b	NOUN
eurjchem-733	32	8	are	be	AUX
eurjchem-733	32	9	prepared	prepare	VERB
eurjchem-733	32	10	according	accord	VERB
eurjchem-733	32	11	to	to	ADP
eurjchem-733	32	12	our	our	PRON
eurjchem-733	32	13	previous	previous	ADJ
eurjchem-733	32	14	work	work	NOUN
eurjchem-733	32	15	[	[	X
eurjchem-733	32	16	13,14	13,14	NUM
eurjchem-733	32	17	]	]	PUNCT
eurjchem-733	32	18	.	.	PUNCT
eurjchem-733	33	1	the	the	DET
eurjchem-733	33	2	crystal	crystal	NOUN
eurjchem-733	33	3	structure	structure	NOUN
eurjchem-733	33	4	of	of	ADP
eurjchem-733	33	5	compound	compound	NOUN
eurjchem-733	33	6	9	9	NUM
eurjchem-733	33	7	was	be	AUX
eurjchem-733	33	8	determined	determine	VERB
eurjchem-733	33	9	by	by	ADP
eurjchem-733	33	10	bruker	bruker	PROPN
eurjchem-733	33	11	axs	axs	PROPN
eurjchem-733	33	12	x8	x8	PROPN
eurjchem-733	33	13	prospector	prospector	PROPN
eurjchem-733	33	14	single	single	ADJ
eurjchem-733	33	15	crystal	crystal	NOUN
eurjchem-733	34	1	x‐ray	x‐ray	PROPN
eurjchem-733	34	2	diffractometer	diffractometer	PROPN
eurjchem-733	34	3	at	at	ADP
eurjchem-733	34	4	kuwait	kuwait	PROPN
eurjchem-733	34	5	university	university	PROPN
eurjchem-733	34	6	.	.	PUNCT
eurjchem-733	35	1	the	the	DET
eurjchem-733	35	2	crystal	crystal	NOUN
eurjchem-733	35	3	was	be	AUX
eurjchem-733	35	4	kept	keep	VERB
eurjchem-733	35	5	at	at	ADP
eurjchem-733	35	6	296(2	296(2	NUM
eurjchem-733	35	7	)	)	PUNCT
eurjchem-733	35	8	k	k	PROPN
eurjchem-733	35	9	during	during	ADP
eurjchem-733	35	10	data	data	NOUN
eurjchem-733	35	11	collection	collection	NOUN
eurjchem-733	35	12	.	.	PUNCT
eurjchem-733	36	1	the	the	DET
eurjchem-733	36	2	structure	structure	NOUN
eurjchem-733	36	3	was	be	AUX
eurjchem-733	36	4	solved	solve	VERB
eurjchem-733	36	5	with	with	ADP
eurjchem-733	36	6	the	the	DET
eurjchem-733	36	7	program	program	NOUN
eurjchem-733	36	8	shelxl‐97	shelxl‐97	NOUN
eurjchem-733	36	9	software	software	NOUN
eurjchem-733	36	10	package	package	NOUN
eurjchem-733	36	11	.	.	PUNCT
eurjchem-733	37	1	2.2	2.2	NUM
eurjchem-733	37	2	.	.	PUNCT
eurjchem-733	38	1	ethyl‐6‐amino‐5‐cyano‐4‐phenyl‐4h‐pyran‐3‐	ethyl‐6‐amino‐5‐cyano‐4‐phenyl‐4h‐pyran‐3‐	NOUN
eurjchem-733	38	2	carboxylate	carboxylate	NOUN
eurjchem-733	38	3	(	(	PUNCT
eurjchem-733	38	4	7	7	NUM
eurjchem-733	38	5	)	)	PUNCT
eurjchem-733	38	6	a	a	DET
eurjchem-733	38	7	mixture	mixture	NOUN
eurjchem-733	38	8	of	of	ADP
eurjchem-733	38	9	benzylidene	benzylidene	NOUN
eurjchem-733	38	10	malononitrile	malononitrile	NOUN
eurjchem-733	38	11	,	,	PUNCT
eurjchem-733	38	12	1a	1a	NUM
eurjchem-733	38	13	,	,	PUNCT
eurjchem-733	38	14	(	(	PUNCT
eurjchem-733	38	15	1.54	1.54	NUM
eurjchem-733	38	16	g	g	NOUN
eurjchem-733	38	17	,	,	PUNCT
eurjchem-733	38	18	0.01	0.01	NUM
eurjchem-733	38	19	mol	mol	NOUN
eurjchem-733	38	20	)	)	PUNCT
eurjchem-733	38	21	,	,	PUNCT
eurjchem-733	38	22	ethyl	ethyl	PROPN
eurjchem-733	38	23	propiolate	propiolate	NOUN
eurjchem-733	38	24	,	,	PUNCT
eurjchem-733	38	25	2	2	NUM
eurjchem-733	38	26	,	,	PUNCT
eurjchem-733	38	27	(	(	PUNCT
eurjchem-733	38	28	1.0	1.0	NUM
eurjchem-733	38	29	g	g	NOUN
eurjchem-733	38	30	,	,	PUNCT
eurjchem-733	38	31	0.01	0.01	NUM
eurjchem-733	38	32	mol	mol	NOUN
eurjchem-733	38	33	)	)	PUNCT
eurjchem-733	38	34	and	and	CCONJ
eurjchem-733	38	35	l‐proline	l‐proline	NOUN
eurjchem-733	38	36	,	,	PUNCT
eurjchem-733	38	37	3	3	NUM
eurjchem-733	38	38	,	,	PUNCT
eurjchem-733	38	39	(	(	PUNCT
eurjchem-733	38	40	10	10	NUM
eurjchem-733	38	41	%	%	NOUN
eurjchem-733	38	42	mol	mol	NOUN
eurjchem-733	38	43	)	)	PUNCT
eurjchem-733	38	44	was	be	AUX
eurjchem-733	38	45	added	add	VERB
eurjchem-733	38	46	together	together	ADV
eurjchem-733	38	47	.	.	PUNCT
eurjchem-733	39	1	the	the	DET
eurjchem-733	39	2	mixture	mixture	NOUN
eurjchem-733	39	3	was	be	AUX
eurjchem-733	39	4	refluxed	refluxe	VERB
eurjchem-733	39	5	in	in	ADP
eurjchem-733	39	6	absolute	absolute	ADJ
eurjchem-733	39	7	ethanol	ethanol	NOUN
eurjchem-733	39	8	(	(	PUNCT
eurjchem-733	39	9	15	15	NUM
eurjchem-733	39	10	ml	ml	NOUN
eurjchem-733	39	11	)	)	PUNCT
eurjchem-733	39	12	for	for	ADP
eurjchem-733	39	13	4	4	NUM
eurjchem-733	39	14	h	h	NOUN
eurjchem-733	39	15	,	,	PUNCT
eurjchem-733	39	16	followed	follow	VERB
eurjchem-733	39	17	by	by	ADP
eurjchem-733	39	18	tlc	tlc	PROPN
eurjchem-733	39	19	.	.	PUNCT
eurjchem-733	40	1	the	the	DET
eurjchem-733	40	2	crude	crude	ADJ
eurjchem-733	40	3	compound	compound	NOUN
eurjchem-733	40	4	formed	form	VERB
eurjchem-733	40	5	was	be	AUX
eurjchem-733	40	6	recrystallized	recrystallize	VERB
eurjchem-733	40	7	from	from	ADP
eurjchem-733	40	8	ethanol	ethanol	NOUN
eurjchem-733	40	9	as	as	ADP
eurjchem-733	40	10	white	white	ADJ
eurjchem-733	40	11	crystalline	crystalline	PROPN
eurjchem-733	40	12	solid	solid	ADJ
eurjchem-733	40	13	(	(	PUNCT
eurjchem-733	40	14	scheme	scheme	NOUN
eurjchem-733	40	15	1	1	NUM
eurjchem-733	40	16	)	)	PUNCT
eurjchem-733	40	17	.	.	PUNCT
eurjchem-733	41	1	yield	yield	NOUN
eurjchem-733	41	2	:	:	PUNCT
eurjchem-733	41	3	65	65	NUM
eurjchem-733	41	4	%	%	NOUN
eurjchem-733	41	5	.	.	PUNCT
eurjchem-733	42	1	m.p	m.p	PROPN
eurjchem-733	42	2	.	.	PROPN
eurjchem-733	42	3	:	:	PUNCT
eurjchem-733	43	1	227‐230	227‐230	NUM
eurjchem-733	43	2	°	°	PROPN
eurjchem-733	43	3	c	c	NOUN
eurjchem-733	43	4	.	.	PUNCT
eurjchem-733	44	1	1h	1h	NUM
eurjchem-733	44	2	nmr	nmr	NOUN
eurjchem-733	44	3	(	(	PUNCT
eurjchem-733	44	4	400	400	NUM
eurjchem-733	44	5	mhz	mhz	NOUN
eurjchem-733	44	6	,	,	PUNCT
eurjchem-733	44	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	44	8	,	,	PUNCT
eurjchem-733	44	9	δ	δ	PROPN
eurjchem-733	44	10	,	,	PUNCT
eurjchem-733	44	11	ppm	ppm	NUM
eurjchem-733	44	12	):	):	PUNCT
eurjchem-733	44	13	1.08	1.08	NUM
eurjchem-733	44	14	(	(	PUNCT
eurjchem-733	44	15	t	t	PROPN
eurjchem-733	44	16	,	,	PUNCT
eurjchem-733	44	17	3h	3h	NUM
eurjchem-733	44	18	,	,	PUNCT
eurjchem-733	44	19	j	j	PROPN
eurjchem-733	44	20	=	=	SYM
eurjchem-733	44	21	7.2	7.2	NUM
eurjchem-733	44	22	hz	hz	NOUN
eurjchem-733	44	23	,	,	PUNCT
eurjchem-733	44	24	ch3	ch3	PROPN
eurjchem-733	44	25	)	)	PUNCT
eurjchem-733	44	26	,	,	PUNCT
eurjchem-733	44	27	4.01	4.01	NUM
eurjchem-733	44	28	(	(	PUNCT
eurjchem-733	44	29	q	q	NOUN
eurjchem-733	44	30	,	,	PUNCT
eurjchem-733	44	31	2h	2h	NUM
eurjchem-733	44	32	,	,	PUNCT
eurjchem-733	44	33	j	j	PROPN
eurjchem-733	44	34	=	=	SYM
eurjchem-733	44	35	7.2	7.2	NUM
eurjchem-733	44	36	hz	hz	NOUN
eurjchem-733	44	37	,	,	PUNCT
eurjchem-733	44	38	ch2	ch2	PROPN
eurjchem-733	44	39	)	)	PUNCT
eurjchem-733	44	40	,	,	PUNCT
eurjchem-733	44	41	4.23	4.23	NUM
eurjchem-733	44	42	(	(	PUNCT
eurjchem-733	44	43	s	s	PROPN
eurjchem-733	44	44	,	,	PUNCT
eurjchem-733	44	45	1h	1h	NUM
eurjchem-733	44	46	,	,	PUNCT
eurjchem-733	44	47	pyran	pyran	ADJ
eurjchem-733	44	48	h4	h4	NOUN
eurjchem-733	44	49	)	)	PUNCT
eurjchem-733	44	50	,	,	PUNCT
eurjchem-733	44	51	7.03	7.03	NUM
eurjchem-733	44	52	(	(	PUNCT
eurjchem-733	44	53	s	s	PROPN
eurjchem-733	44	54	,	,	PUNCT
eurjchem-733	44	55	2h	2h	NUM
eurjchem-733	44	56	,	,	PUNCT
eurjchem-733	44	57	nh2	nh2	PROPN
eurjchem-733	44	58	)	)	PUNCT
eurjchem-733	44	59	,	,	PUNCT
eurjchem-733	44	60	7.17	7.17	NUM
eurjchem-733	44	61	(	(	PUNCT
eurjchem-733	44	62	d	d	PROPN
eurjchem-733	44	63	,	,	PUNCT
eurjchem-733	44	64	2h	2h	NUM
eurjchem-733	44	65	,	,	PUNCT
eurjchem-733	44	66	j	j	PROPN
eurjchem-733	45	1	=	=	SYM
eurjchem-733	45	2	8.0	8.0	NUM
eurjchem-733	45	3	hz	hz	NOUN
eurjchem-733	45	4	,	,	PUNCT
eurjchem-733	45	5	ar‐h	ar‐h	PROPN
eurjchem-733	45	6	)	)	PUNCT
eurjchem-733	45	7	,	,	PUNCT
eurjchem-733	45	8	7.23	7.23	NUM
eurjchem-733	45	9	(	(	PUNCT
eurjchem-733	45	10	t	t	PROPN
eurjchem-733	45	11	,	,	PUNCT
eurjchem-733	45	12	1h	1h	NUM
eurjchem-733	45	13	,	,	PUNCT
eurjchem-733	45	14	j	j	PROPN
eurjchem-733	45	15	=	=	SYM
eurjchem-733	45	16	8.0	8.0	NUM
eurjchem-733	45	17	hz	hz	NOUN
eurjchem-733	45	18	,	,	PUNCT
eurjchem-733	45	19	ar‐h	ar‐h	PROPN
eurjchem-733	45	20	)	)	PUNCT
eurjchem-733	45	21	,	,	PUNCT
eurjchem-733	45	22	7.32	7.32	NUM
eurjchem-733	45	23	(	(	PUNCT
eurjchem-733	45	24	t	t	PROPN
eurjchem-733	45	25	,	,	PUNCT
eurjchem-733	45	26	2h	2h	NUM
eurjchem-733	45	27	,	,	PUNCT
eurjchem-733	45	28	j	j	PROPN
eurjchem-733	45	29	=	=	SYM
eurjchem-733	45	30	8.0	8.0	NUM
eurjchem-733	45	31	hz	hz	NOUN
eurjchem-733	45	32	,	,	PUNCT
eurjchem-733	45	33	ar‐h	ar‐h	PROPN
eurjchem-733	45	34	)	)	PUNCT
eurjchem-733	45	35	,	,	PUNCT
eurjchem-733	45	36	7.71	7.71	NUM
eurjchem-733	45	37	(	(	PUNCT
eurjchem-733	45	38	s	s	PROPN
eurjchem-733	45	39	,	,	PUNCT
eurjchem-733	45	40	1h	1h	NUM
eurjchem-733	45	41	,	,	PUNCT
eurjchem-733	45	42	pyran	pyran	ADJ
eurjchem-733	45	43	h6	h6	PROPN
eurjchem-733	45	44	)	)	PUNCT
eurjchem-733	45	45	.	.	PUNCT
eurjchem-733	46	1	54	54	NUM
eurjchem-733	46	2	alnajjar	alnajjar	NOUN
eurjchem-733	46	3	et	et	PROPN
eurjchem-733	46	4	al	al	PROPN
eurjchem-733	46	5	.	.	PUNCT
eurjchem-733	46	6	/	/	SYM
eurjchem-733	46	7	european	european	PROPN
eurjchem-733	46	8	journal	journal	PROPN
eurjchem-733	46	9	of	of	ADP
eurjchem-733	46	10	chemistry	chemistry	NOUN
eurjchem-733	46	11	4	4	NUM
eurjchem-733	46	12	(	(	PUNCT
eurjchem-733	46	13	1	1	NUM
eurjchem-733	46	14	)	)	PUNCT
eurjchem-733	46	15	(	(	PUNCT
eurjchem-733	46	16	2013	2013	NUM
eurjchem-733	46	17	)	)	PUNCT
eurjchem-733	46	18	53‐57	53‐57	NUM
eurjchem-733	46	19	scheme	scheme	NOUN
eurjchem-733	46	20	1	1	NUM
eurjchem-733	46	21	13c	13c	NOUN
eurjchem-733	46	22	nmr	nmr	NOUN
eurjchem-733	46	23	(	(	PUNCT
eurjchem-733	46	24	100	100	NUM
eurjchem-733	46	25	mhz	mhz	NOUN
eurjchem-733	46	26	,	,	PUNCT
eurjchem-733	46	27	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	46	28	,	,	PUNCT
eurjchem-733	46	29	δ	δ	PROPN
eurjchem-733	46	30	,	,	PUNCT
eurjchem-733	46	31	ppm	ppm	NUM
eurjchem-733	46	32	):	):	PUNCT
eurjchem-733	46	33	14.33	14.33	NUM
eurjchem-733	46	34	(	(	PUNCT
eurjchem-733	46	35	ch3	ch3	PROPN
eurjchem-733	46	36	)	)	PUNCT
eurjchem-733	46	37	,	,	PUNCT
eurjchem-733	46	38	37.55	37.55	NUM
eurjchem-733	46	39	(	(	PUNCT
eurjchem-733	46	40	pyran	pyran	ADJ
eurjchem-733	46	41	c4	c4	NOUN
eurjchem-733	46	42	)	)	PUNCT
eurjchem-733	46	43	,	,	PUNCT
eurjchem-733	46	44	57.79	57.79	NUM
eurjchem-733	46	45	(	(	PUNCT
eurjchem-733	46	46	pyran	pyran	ADJ
eurjchem-733	46	47	c3	c3	PROPN
eurjchem-733	46	48	)	)	PUNCT
eurjchem-733	46	49	,	,	PUNCT
eurjchem-733	46	50	60.70	60.70	NUM
eurjchem-733	46	51	(	(	PUNCT
eurjchem-733	46	52	ch2	ch2	PROPN
eurjchem-733	46	53	)	)	PUNCT
eurjchem-733	46	54	,	,	PUNCT
eurjchem-733	46	55	111.78	111.78	NUM
eurjchem-733	46	56	(	(	PUNCT
eurjchem-733	46	57	pyran	pyran	ADJ
eurjchem-733	46	58	c5	c5	PROPN
eurjchem-733	46	59	)	)	PUNCT
eurjchem-733	46	60	,	,	PUNCT
eurjchem-733	46	61	120.16	120.16	NUM
eurjchem-733	46	62	(	(	PUNCT
eurjchem-733	46	63	cn	cn	PROPN
eurjchem-733	46	64	)	)	PUNCT
eurjchem-733	46	65	,	,	PUNCT
eurjchem-733	46	66	127.41	127.41	NUM
eurjchem-733	46	67	,	,	PUNCT
eurjchem-733	46	68	127.84	127.84	NUM
eurjchem-733	46	69	,	,	PUNCT
eurjchem-733	46	70	128.93	128.93	NUM
eurjchem-733	46	71	,	,	PUNCT
eurjchem-733	46	72	144.69	144.69	NUM
eurjchem-733	46	73	,	,	PUNCT
eurjchem-733	46	74	148.23	148.23	NUM
eurjchem-733	46	75	,	,	PUNCT
eurjchem-733	46	76	159.05	159.05	NUM
eurjchem-733	46	77	(	(	PUNCT
eurjchem-733	46	78	co	co	NOUN
eurjchem-733	46	79	)	)	PUNCT
eurjchem-733	46	80	,	,	PUNCT
eurjchem-733	46	81	164.98	164.98	NUM
eurjchem-733	46	82	(	(	PUNCT
eurjchem-733	46	83	pyran	pyran	ADJ
eurjchem-733	46	84	c6	c6	PROPN
eurjchem-733	46	85	)	)	PUNCT
eurjchem-733	46	86	.	.	PUNCT
eurjchem-733	47	1	ms	ms	NOUN
eurjchem-733	47	2	(	(	PUNCT
eurjchem-733	47	3	m	m	PROPN
eurjchem-733	47	4	/	/	SYM
eurjchem-733	47	5	z	z	NOUN
eurjchem-733	47	6	,	,	PUNCT
eurjchem-733	47	7	(	(	PUNCT
eurjchem-733	47	8	%	%	INTJ
eurjchem-733	47	9	)	)	PUNCT
eurjchem-733	47	10	):	):	PUNCT
eurjchem-733	47	11	270	270	NUM
eurjchem-733	47	12	(	(	PUNCT
eurjchem-733	47	13	m+	m+	NUM
eurjchem-733	47	14	,	,	PUNCT
eurjchem-733	47	15	43	43	NUM
eurjchem-733	47	16	)	)	PUNCT
eurjchem-733	47	17	,	,	PUNCT
eurjchem-733	47	18	271	271	NUM
eurjchem-733	47	19	(	(	PUNCT
eurjchem-733	47	20	m++1	m++1	NOUN
eurjchem-733	47	21	,	,	PUNCT
eurjchem-733	47	22	8)	8)	NUM
eurjchem-733	47	23	.	.	PUNCT
eurjchem-733	47	24	anal	anal	PROPN
eurjchem-733	47	25	.	.	PUNCT
eurjchem-733	47	26	calcd	calcd	NOUN
eurjchem-733	47	27	.	.	PUNCT
eurjchem-733	48	1	for	for	ADP
eurjchem-733	48	2	c15h14n2o3	c15h14n2o3	PROPN
eurjchem-733	48	3	:	:	PUNCT
eurjchem-733	48	4	c	c	X
eurjchem-733	48	5	,	,	PUNCT
eurjchem-733	48	6	66.66	66.66	NUM
eurjchem-733	48	7	;	;	PUNCT
eurjchem-733	48	8	h	h	NOUN
eurjchem-733	48	9	,	,	PUNCT
eurjchem-733	48	10	5.22	5.22	NUM
eurjchem-733	48	11	;	;	PUNCT
eurjchem-733	48	12	n	n	CCONJ
eurjchem-733	48	13	,	,	PUNCT
eurjchem-733	48	14	10.36	10.36	NUM
eurjchem-733	48	15	.	.	PUNCT
eurjchem-733	48	16	found	find	VERB
eurjchem-733	48	17	:	:	PUNCT
eurjchem-733	49	1	c	c	X
eurjchem-733	49	2	,	,	PUNCT
eurjchem-733	49	3	66.58	66.58	NUM
eurjchem-733	49	4	;	;	PUNCT
eurjchem-733	49	5	h	h	X
eurjchem-733	49	6	,	,	PUNCT
eurjchem-733	49	7	5.29	5.29	NUM
eurjchem-733	49	8	;	;	PUNCT
eurjchem-733	49	9	n	n	CCONJ
eurjchem-733	49	10	,	,	PUNCT
eurjchem-733	49	11	10.44	10.44	NUM
eurjchem-733	49	12	%	%	NOUN
eurjchem-733	49	13	.	.	PUNCT
eurjchem-733	50	1	2.3	2.3	NUM
eurjchem-733	50	2	.	.	PUNCT
eurjchem-733	50	3	ethyl‐6‐amino‐5‐cyano‐4‐phenylnicotinate	ethyl‐6‐amino‐5‐cyano‐4‐phenylnicotinate	NOUN
eurjchem-733	50	4	(	(	PUNCT
eurjchem-733	50	5	8)	8)	NUM
eurjchem-733	50	6	a	a	DET
eurjchem-733	50	7	solution	solution	NOUN
eurjchem-733	50	8	of	of	ADP
eurjchem-733	50	9	pyran	pyran	ADJ
eurjchem-733	50	10	,	,	PUNCT
eurjchem-733	50	11	7	7	NUM
eurjchem-733	50	12	,	,	PUNCT
eurjchem-733	50	13	(	(	PUNCT
eurjchem-733	50	14	0.70	0.70	NUM
eurjchem-733	50	15	g	g	NOUN
eurjchem-733	50	16	,	,	PUNCT
eurjchem-733	50	17	2.5	2.5	NUM
eurjchem-733	50	18	mmol	mmol	NOUN
eurjchem-733	50	19	)	)	PUNCT
eurjchem-733	50	20	in	in	ADP
eurjchem-733	50	21	acetic	acetic	ADJ
eurjchem-733	50	22	acid	acid	NOUN
eurjchem-733	50	23	(	(	PUNCT
eurjchem-733	50	24	10	10	NUM
eurjchem-733	50	25	ml	ml	NOUN
eurjchem-733	50	26	)	)	PUNCT
eurjchem-733	50	27	containing	contain	VERB
eurjchem-733	50	28	ammonium	ammonium	NOUN
eurjchem-733	50	29	acetate	acetate	NOUN
eurjchem-733	50	30	(	(	PUNCT
eurjchem-733	50	31	1	1	NUM
eurjchem-733	50	32	g	g	NOUN
eurjchem-733	50	33	)	)	PUNCT
eurjchem-733	50	34	was	be	AUX
eurjchem-733	50	35	refluxed	refluxe	VERB
eurjchem-733	50	36	5	5	NUM
eurjchem-733	50	37	h	h	NOUN
eurjchem-733	50	38	,	,	PUNCT
eurjchem-733	50	39	then	then	ADV
eurjchem-733	50	40	,	,	PUNCT
eurjchem-733	50	41	the	the	DET
eurjchem-733	50	42	reaction	reaction	NOUN
eurjchem-733	50	43	mixture	mixture	NOUN
eurjchem-733	50	44	was	be	AUX
eurjchem-733	50	45	cooled	cool	VERB
eurjchem-733	50	46	to	to	ADP
eurjchem-733	50	47	room	room	NOUN
eurjchem-733	50	48	temperature	temperature	NOUN
eurjchem-733	50	49	.	.	PUNCT
eurjchem-733	51	1	the	the	DET
eurjchem-733	51	2	solid	solid	ADJ
eurjchem-733	51	3	which	which	PRON
eurjchem-733	51	4	formed	form	VERB
eurjchem-733	51	5	was	be	AUX
eurjchem-733	51	6	collected	collect	VERB
eurjchem-733	51	7	by	by	ADP
eurjchem-733	51	8	filtration	filtration	NOUN
eurjchem-733	51	9	,	,	PUNCT
eurjchem-733	51	10	washed	wash	VERB
eurjchem-733	51	11	with	with	ADP
eurjchem-733	51	12	water	water	NOUN
eurjchem-733	51	13	and	and	CCONJ
eurjchem-733	51	14	recrystallized	recrystallize	VERB
eurjchem-733	51	15	from	from	ADP
eurjchem-733	51	16	ethanol	ethanol	NOUN
eurjchem-733	51	17	as	as	ADP
eurjchem-733	51	18	yellowish	yellowish	ADJ
eurjchem-733	51	19	white	white	ADJ
eurjchem-733	51	20	crystalline	crystalline	PROPN
eurjchem-733	51	21	solid	solid	ADJ
eurjchem-733	51	22	(	(	PUNCT
eurjchem-733	51	23	scheme	scheme	NOUN
eurjchem-733	51	24	1	1	NUM
eurjchem-733	51	25	)	)	PUNCT
eurjchem-733	51	26	.	.	PUNCT
eurjchem-733	52	1	yield	yield	NOUN
eurjchem-733	52	2	:	:	PUNCT
eurjchem-733	52	3	71	71	NUM
eurjchem-733	52	4	%	%	NOUN
eurjchem-733	52	5	.	.	PUNCT
eurjchem-733	53	1	m.p	m.p	PROPN
eurjchem-733	53	2	.	.	PROPN
eurjchem-733	53	3	:	:	PUNCT
eurjchem-733	54	1	179‐181	179‐181	NUM
eurjchem-733	54	2	°	°	PROPN
eurjchem-733	54	3	c	c	PROPN
eurjchem-733	54	4	.	.	PUNCT
eurjchem-733	55	1	1h	1h	NUM
eurjchem-733	55	2	nmr	nmr	NOUN
eurjchem-733	55	3	(	(	PUNCT
eurjchem-733	55	4	400	400	NUM
eurjchem-733	55	5	mhz	mhz	NOUN
eurjchem-733	55	6	,	,	PUNCT
eurjchem-733	55	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	55	8	,	,	PUNCT
eurjchem-733	55	9	δ	δ	PROPN
eurjchem-733	55	10	,	,	PUNCT
eurjchem-733	55	11	ppm	ppm	NUM
eurjchem-733	55	12	):	):	PUNCT
eurjchem-733	55	13	0.87	0.87	NUM
eurjchem-733	55	14	(	(	PUNCT
eurjchem-733	55	15	t	t	PROPN
eurjchem-733	55	16	,	,	PUNCT
eurjchem-733	55	17	3h	3h	NUM
eurjchem-733	55	18	,	,	PUNCT
eurjchem-733	55	19	j	j	PROPN
eurjchem-733	55	20	=	=	SYM
eurjchem-733	55	21	7.2	7.2	NUM
eurjchem-733	55	22	hz	hz	NOUN
eurjchem-733	55	23	,	,	PUNCT
eurjchem-733	55	24	ch3	ch3	PROPN
eurjchem-733	55	25	)	)	PUNCT
eurjchem-733	55	26	,	,	PUNCT
eurjchem-733	55	27	3.92	3.92	NUM
eurjchem-733	55	28	(	(	PUNCT
eurjchem-733	55	29	q	q	NOUN
eurjchem-733	55	30	,	,	PUNCT
eurjchem-733	55	31	2h	2h	NUM
eurjchem-733	55	32	,	,	PUNCT
eurjchem-733	55	33	j	j	PROPN
eurjchem-733	55	34	=	=	SYM
eurjchem-733	55	35	7.2	7.2	NUM
eurjchem-733	55	36	hz	hz	NOUN
eurjchem-733	55	37	,	,	PUNCT
eurjchem-733	55	38	ch2	ch2	PROPN
eurjchem-733	55	39	)	)	PUNCT
eurjchem-733	55	40	,	,	PUNCT
eurjchem-733	55	41	7.28‐7.30	7.28‐7.30	NUM
eurjchem-733	55	42	(	(	PUNCT
eurjchem-733	55	43	m	m	PROPN
eurjchem-733	55	44	,	,	PUNCT
eurjchem-733	55	45	2h	2h	NUM
eurjchem-733	55	46	,	,	PUNCT
eurjchem-733	55	47	ar‐h	ar‐h	NOUN
eurjchem-733	55	48	)	)	PUNCT
eurjchem-733	55	49	,	,	PUNCT
eurjchem-733	55	50	7.45‐7.47	7.45‐7.47	NUM
eurjchem-733	55	51	(	(	PUNCT
eurjchem-733	55	52	m	m	PROPN
eurjchem-733	55	53	,	,	PUNCT
eurjchem-733	55	54	3h	3h	NUM
eurjchem-733	55	55	,	,	PUNCT
eurjchem-733	55	56	ar‐h	ar‐h	NOUN
eurjchem-733	55	57	)	)	PUNCT
eurjchem-733	55	58	,	,	PUNCT
eurjchem-733	55	59	7.7	7.7	NUM
eurjchem-733	55	60	(	(	PUNCT
eurjchem-733	55	61	s	s	PROPN
eurjchem-733	55	62	,	,	PUNCT
eurjchem-733	55	63	2h	2h	NUM
eurjchem-733	55	64	,	,	PUNCT
eurjchem-733	55	65	nh2	nh2	PROPN
eurjchem-733	55	66	)	)	PUNCT
eurjchem-733	55	67	,	,	PUNCT
eurjchem-733	55	68	8.67	8.67	NUM
eurjchem-733	55	69	ppm	ppm	NOUN
eurjchem-733	55	70	(	(	PUNCT
eurjchem-733	55	71	s	s	PROPN
eurjchem-733	55	72	,	,	PUNCT
eurjchem-733	55	73	1h	1h	NUM
eurjchem-733	55	74	,	,	PUNCT
eurjchem-733	55	75	pyridyl	pyridyl	ADJ
eurjchem-733	55	76	h6	h6	PROPN
eurjchem-733	55	77	)	)	PUNCT
eurjchem-733	55	78	.	.	PUNCT
eurjchem-733	56	1	13c	13c	NOUN
eurjchem-733	56	2	nmr	nmr	NOUN
eurjchem-733	56	3	(	(	PUNCT
eurjchem-733	56	4	100	100	NUM
eurjchem-733	56	5	mhz	mhz	NOUN
eurjchem-733	56	6	,	,	PUNCT
eurjchem-733	56	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	56	8	,	,	PUNCT
eurjchem-733	56	9	δ	δ	PROPN
eurjchem-733	56	10	,	,	PUNCT
eurjchem-733	56	11	ppm	ppm	NUM
eurjchem-733	56	12	):	):	PUNCT
eurjchem-733	56	13	13.46	13.46	NUM
eurjchem-733	56	14	(	(	PUNCT
eurjchem-733	56	15	ch3	ch3	PROPN
eurjchem-733	56	16	)	)	PUNCT
eurjchem-733	56	17	,	,	PUNCT
eurjchem-733	56	18	60.17	60.17	NUM
eurjchem-733	56	19	(	(	PUNCT
eurjchem-733	56	20	ch2	ch2	PROPN
eurjchem-733	56	21	)	)	PUNCT
eurjchem-733	56	22	,	,	PUNCT
eurjchem-733	56	23	90.53	90.53	NUM
eurjchem-733	56	24	(	(	PUNCT
eurjchem-733	56	25	pyridyl	pyridyl	PROPN
eurjchem-733	56	26	c3	c3	PROPN
eurjchem-733	56	27	)	)	PUNCT
eurjchem-733	56	28	,	,	PUNCT
eurjchem-733	56	29	114.41	114.41	NUM
eurjchem-733	56	30	(	(	PUNCT
eurjchem-733	56	31	pyridyl	pyridyl	PROPN
eurjchem-733	56	32	c5	c5	PROPN
eurjchem-733	56	33	)	)	PUNCT
eurjchem-733	56	34	,	,	PUNCT
eurjchem-733	56	35	115.48	115.48	NUM
eurjchem-733	56	36	(	(	PUNCT
eurjchem-733	56	37	cn	cn	PROPN
eurjchem-733	56	38	)	)	PUNCT
eurjchem-733	56	39	,	,	PUNCT
eurjchem-733	56	40	127.72	127.72	NUM
eurjchem-733	56	41	,	,	PUNCT
eurjchem-733	56	42	128.01	128.01	NUM
eurjchem-733	56	43	,	,	PUNCT
eurjchem-733	56	44	128.61	128.61	NUM
eurjchem-733	56	45	,	,	PUNCT
eurjchem-733	56	46	136.78	136.78	NUM
eurjchem-733	56	47	,	,	PUNCT
eurjchem-733	56	48	155.02	155.02	NUM
eurjchem-733	56	49	,	,	PUNCT
eurjchem-733	56	50	156.25	156.25	NUM
eurjchem-733	56	51	,	,	PUNCT
eurjchem-733	56	52	161.66	161.66	NUM
eurjchem-733	56	53	(	(	PUNCT
eurjchem-733	56	54	co	co	NOUN
eurjchem-733	56	55	)	)	PUNCT
eurjchem-733	56	56	,	,	PUNCT
eurjchem-733	56	57	164.52	164.52	NUM
eurjchem-733	56	58	(	(	PUNCT
eurjchem-733	56	59	pyridyl	pyridyl	PROPN
eurjchem-733	56	60	c6	c6	PROPN
eurjchem-733	56	61	)	)	PUNCT
eurjchem-733	56	62	.	.	PUNCT
eurjchem-733	57	1	ms	ms	NOUN
eurjchem-733	57	2	(	(	PUNCT
eurjchem-733	57	3	m	m	PROPN
eurjchem-733	57	4	/	/	SYM
eurjchem-733	57	5	z	z	NOUN
eurjchem-733	57	6	,	,	PUNCT
eurjchem-733	57	7	(	(	PUNCT
eurjchem-733	57	8	%	%	INTJ
eurjchem-733	57	9	)	)	PUNCT
eurjchem-733	57	10	):	):	PUNCT
eurjchem-733	57	11	267	267	NUM
eurjchem-733	57	12	(	(	PUNCT
eurjchem-733	57	13	m+	m+	NUM
eurjchem-733	57	14	,	,	PUNCT
eurjchem-733	57	15	44	44	NUM
eurjchem-733	57	16	)	)	PUNCT
eurjchem-733	57	17	,	,	PUNCT
eurjchem-733	57	18	268	268	NUM
eurjchem-733	57	19	(	(	PUNCT
eurjchem-733	57	20	m++1	m++1	NOUN
eurjchem-733	57	21	,	,	PUNCT
eurjchem-733	57	22	9	9	NUM
eurjchem-733	57	23	)	)	PUNCT
eurjchem-733	57	24	.	.	PUNCT
eurjchem-733	58	1	anal	anal	PROPN
eurjchem-733	58	2	.	.	PUNCT
eurjchem-733	58	3	calcd	calcd	NOUN
eurjchem-733	58	4	.	.	PUNCT
eurjchem-733	59	1	for	for	SCONJ
eurjchem-733	59	2	c15h13n3o2	c15h13n3o2	PROPN
eurjchem-733	59	3	:	:	PUNCT
eurjchem-733	59	4	c	c	PROPN
eurjchem-733	59	5	,	,	PUNCT
eurjchem-733	59	6	67.41	67.41	NUM
eurjchem-733	59	7	;	;	PUNCT
eurjchem-733	59	8	h	h	NOUN
eurjchem-733	59	9	,	,	PUNCT
eurjchem-733	59	10	4.90	4.90	NUM
eurjchem-733	59	11	;	;	PUNCT
eurjchem-733	59	12	n	n	CCONJ
eurjchem-733	59	13	,	,	PUNCT
eurjchem-733	59	14	15.72	15.72	NUM
eurjchem-733	59	15	.	.	PUNCT
eurjchem-733	59	16	found	find	VERB
eurjchem-733	59	17	:	:	PUNCT
eurjchem-733	60	1	c	c	X
eurjchem-733	60	2	,	,	PUNCT
eurjchem-733	60	3	67.54	67.54	NUM
eurjchem-733	60	4	;	;	PUNCT
eurjchem-733	60	5	h	h	NOUN
eurjchem-733	60	6	,	,	PUNCT
eurjchem-733	60	7	4.83	4.83	NUM
eurjchem-733	60	8	;	;	PUNCT
eurjchem-733	60	9	n	n	CCONJ
eurjchem-733	60	10	,	,	PUNCT
eurjchem-733	60	11	15.81	15.81	NUM
eurjchem-733	60	12	%	%	NOUN
eurjchem-733	60	13	.	.	PUNCT
eurjchem-733	61	1	2.4	2.4	NUM
eurjchem-733	61	2	.	.	PUNCT
eurjchem-733	61	3	benzen	benzen	PROPN
eurjchem-733	61	4	‐1,3,5‐tricarboxylic	‐1,3,5‐tricarboxylic	PROPN
eurjchem-733	61	5	acid	acid	PROPN
eurjchem-733	61	6	triethyl	triethyl	PROPN
eurjchem-733	61	7	ester	ester	NOUN
eurjchem-733	61	8	(	(	PUNCT
eurjchem-733	61	9	9	9	NUM
eurjchem-733	61	10	)	)	PUNCT
eurjchem-733	61	11	a	a	DET
eurjchem-733	61	12	mixture	mixture	NOUN
eurjchem-733	61	13	of	of	ADP
eurjchem-733	61	14	p‐chlorobenzylidene	p‐chlorobenzylidene	PUNCT
eurjchem-733	61	15	malononitrile	malononitrile	NOUN
eurjchem-733	61	16	,	,	PUNCT
eurjchem-733	61	17	1b	1b	NUM
eurjchem-733	61	18	,	,	PUNCT
eurjchem-733	61	19	(	(	PUNCT
eurjchem-733	61	20	1.54	1.54	NUM
eurjchem-733	61	21	g	g	NOUN
eurjchem-733	61	22	,	,	PUNCT
eurjchem-733	61	23	0.01	0.01	NUM
eurjchem-733	61	24	mol	mol	NOUN
eurjchem-733	61	25	)	)	PUNCT
eurjchem-733	61	26	,	,	PUNCT
eurjchem-733	61	27	ethyl	ethyl	PROPN
eurjchem-733	61	28	propiolate	propiolate	NOUN
eurjchem-733	61	29	(	(	PUNCT
eurjchem-733	61	30	1.0	1.0	NUM
eurjchem-733	61	31	g	g	NOUN
eurjchem-733	61	32	,	,	PUNCT
eurjchem-733	61	33	0.01	0.01	NUM
eurjchem-733	61	34	mol	mol	NOUN
eurjchem-733	61	35	)	)	PUNCT
eurjchem-733	61	36	and	and	CCONJ
eurjchem-733	61	37	l‐proline	l‐proline	PUNCT
eurjchem-733	61	38	or	or	CCONJ
eurjchem-733	61	39	dbu	dbu	PROPN
eurjchem-733	61	40	(	(	PUNCT
eurjchem-733	61	41	10	10	NUM
eurjchem-733	61	42	%	%	NOUN
eurjchem-733	61	43	mol	mol	NOUN
eurjchem-733	61	44	)	)	PUNCT
eurjchem-733	61	45	was	be	AUX
eurjchem-733	61	46	added	add	VERB
eurjchem-733	61	47	together	together	ADV
eurjchem-733	61	48	.	.	PUNCT
eurjchem-733	62	1	the	the	DET
eurjchem-733	62	2	mixture	mixture	NOUN
eurjchem-733	62	3	was	be	AUX
eurjchem-733	62	4	refluxed	refluxe	VERB
eurjchem-733	62	5	in	in	ADP
eurjchem-733	62	6	absolute	absolute	ADJ
eurjchem-733	62	7	ethanol	ethanol	NOUN
eurjchem-733	62	8	(	(	PUNCT
eurjchem-733	62	9	15	15	NUM
eurjchem-733	62	10	ml	ml	NOUN
eurjchem-733	62	11	)	)	PUNCT
eurjchem-733	62	12	for	for	ADP
eurjchem-733	62	13	8	8	NUM
eurjchem-733	62	14	h	h	NOUN
eurjchem-733	62	15	,	,	PUNCT
eurjchem-733	62	16	followed	follow	VERB
eurjchem-733	62	17	by	by	ADP
eurjchem-733	62	18	tlc	tlc	PROPN
eurjchem-733	62	19	.	.	PUNCT
eurjchem-733	63	1	the	the	DET
eurjchem-733	63	2	crude	crude	ADJ
eurjchem-733	63	3	compound	compound	NOUN
eurjchem-733	63	4	formed	form	VERB
eurjchem-733	63	5	was	be	AUX
eurjchem-733	63	6	recrystallized	recrystallize	VERB
eurjchem-733	63	7	from	from	ADP
eurjchem-733	63	8	ethanol	ethanol	NOUN
eurjchem-733	63	9	as	as	ADP
eurjchem-733	63	10	pale	pale	ADJ
eurjchem-733	63	11	yellow	yellow	ADJ
eurjchem-733	63	12	crystalline	crystalline	NOUN
eurjchem-733	63	13	solid	solid	ADJ
eurjchem-733	63	14	(	(	PUNCT
eurjchem-733	63	15	scheme	scheme	NOUN
eurjchem-733	63	16	1	1	NUM
eurjchem-733	63	17	)	)	PUNCT
eurjchem-733	63	18	.	.	PUNCT
eurjchem-733	64	1	yield	yield	NOUN
eurjchem-733	64	2	:	:	PUNCT
eurjchem-733	64	3	81	81	NUM
eurjchem-733	64	4	%	%	NOUN
eurjchem-733	64	5	.	.	PUNCT
eurjchem-733	65	1	m.p	m.p	PROPN
eurjchem-733	65	2	.	.	PROPN
eurjchem-733	65	3	:	:	PUNCT
eurjchem-733	66	1	140‐142	140‐142	NUM
eurjchem-733	66	2	°	°	PROPN
eurjchem-733	66	3	c	c	PROPN
eurjchem-733	66	4	.	.	PUNCT
eurjchem-733	67	1	1h	1h	NUM
eurjchem-733	67	2	nmr	nmr	NOUN
eurjchem-733	67	3	(	(	PUNCT
eurjchem-733	67	4	400	400	NUM
eurjchem-733	67	5	mhz	mhz	NOUN
eurjchem-733	67	6	,	,	PUNCT
eurjchem-733	67	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	67	8	,	,	PUNCT
eurjchem-733	67	9	δ	δ	PROPN
eurjchem-733	67	10	,	,	PUNCT
eurjchem-733	67	11	ppm	ppm	NUM
eurjchem-733	67	12	):	):	PUNCT
eurjchem-733	67	13	1.38	1.38	NUM
eurjchem-733	67	14	(	(	PUNCT
eurjchem-733	67	15	t	t	PROPN
eurjchem-733	67	16	,	,	PUNCT
eurjchem-733	67	17	9h	9h	NUM
eurjchem-733	67	18	,	,	PUNCT
eurjchem-733	67	19	j	j	PROPN
eurjchem-733	67	20	=	=	SYM
eurjchem-733	67	21	7.2	7.2	NUM
eurjchem-733	67	22	hz	hz	NOUN
eurjchem-733	67	23	,	,	PUNCT
eurjchem-733	67	24	3ch3	3ch3	NUM
eurjchem-733	67	25	)	)	PUNCT
eurjchem-733	67	26	,	,	PUNCT
eurjchem-733	67	27	4.41	4.41	NUM
eurjchem-733	67	28	(	(	PUNCT
eurjchem-733	67	29	q	q	NOUN
eurjchem-733	67	30	,	,	PUNCT
eurjchem-733	67	31	6h	6h	PROPN
eurjchem-733	67	32	,	,	PUNCT
eurjchem-733	67	33	j	j	PROPN
eurjchem-733	68	1	=	=	SYM
eurjchem-733	68	2	7.2	7.2	NUM
eurjchem-733	68	3	hz	hz	VERB
eurjchem-733	68	4	,	,	PUNCT
eurjchem-733	68	5	3ch2	3ch2	NUM
eurjchem-733	68	6	)	)	PUNCT
eurjchem-733	68	7	,	,	PUNCT
eurjchem-733	68	8	8.65	8.65	NUM
eurjchem-733	68	9	(	(	PUNCT
eurjchem-733	68	10	s	s	PROPN
eurjchem-733	68	11	,	,	PUNCT
eurjchem-733	68	12	3h	3h	NUM
eurjchem-733	68	13	,	,	PUNCT
eurjchem-733	68	14	ar‐h	ar‐h	NOUN
eurjchem-733	68	15	)	)	PUNCT
eurjchem-733	68	16	.	.	PUNCT
eurjchem-733	69	1	ms	ms	NOUN
eurjchem-733	69	2	(	(	PUNCT
eurjchem-733	69	3	m	m	PROPN
eurjchem-733	69	4	/	/	SYM
eurjchem-733	69	5	z	z	NOUN
eurjchem-733	69	6	,	,	PUNCT
eurjchem-733	69	7	(	(	PUNCT
eurjchem-733	69	8	%	%	INTJ
eurjchem-733	69	9	)	)	PUNCT
eurjchem-733	69	10	):	):	PUNCT
eurjchem-733	69	11	294	294	NUM
eurjchem-733	69	12	(	(	PUNCT
eurjchem-733	69	13	m+	m+	NUM
eurjchem-733	69	14	,	,	PUNCT
eurjchem-733	69	15	11	11	NUM
eurjchem-733	69	16	)	)	PUNCT
eurjchem-733	69	17	,	,	PUNCT
eurjchem-733	69	18	295	295	NUM
eurjchem-733	69	19	(	(	PUNCT
eurjchem-733	69	20	m++1	m++1	NOUN
eurjchem-733	69	21	,	,	PUNCT
eurjchem-733	69	22	5	5	NUM
eurjchem-733	69	23	.	.	NUM
eurjchem-733	69	24	)	)	PUNCT
eurjchem-733	69	25	.	.	PUNCT
eurjchem-733	70	1	anal	anal	PROPN
eurjchem-733	70	2	.	.	PUNCT
eurjchem-733	70	3	calcd	calcd	NOUN
eurjchem-733	70	4	.	.	PUNCT
eurjchem-733	71	1	for	for	SCONJ
eurjchem-733	71	2	c15h18o6	c15h18o6	PROPN
eurjchem-733	71	3	:	:	PUNCT
eurjchem-733	71	4	c	c	NOUN
eurjchem-733	71	5	,	,	PUNCT
eurjchem-733	71	6	61.22	61.22	NUM
eurjchem-733	71	7	;	;	PUNCT
eurjchem-733	71	8	h	h	X
eurjchem-733	71	9	,	,	PUNCT
eurjchem-733	71	10	6.16	6.16	NUM
eurjchem-733	71	11	.	.	PUNCT
eurjchem-733	71	12	found	find	VERB
eurjchem-733	71	13	:	:	PUNCT
eurjchem-733	72	1	c	c	X
eurjchem-733	72	2	,	,	PUNCT
eurjchem-733	72	3	61.29	61.29	NUM
eurjchem-733	72	4	;	;	PUNCT
eurjchem-733	72	5	h	h	NOUN
eurjchem-733	72	6	,	,	PUNCT
eurjchem-733	72	7	6.19	6.19	NUM
eurjchem-733	72	8	%	%	NOUN
eurjchem-733	72	9	.	.	PUNCT
eurjchem-733	73	1	2.5	2.5	NUM
eurjchem-733	73	2	.	.	PUNCT
eurjchem-733	74	1	3‐dimethylamino‐1‐naphthalen‐2‐yl‐propenone	3‐dimethylamino‐1‐naphthalen‐2‐yl‐propenone	NUM
eurjchem-733	74	2	(	(	PUNCT
eurjchem-733	74	3	10a	10a	NUM
eurjchem-733	74	4	)	)	PUNCT
eurjchem-733	74	5	a	a	DET
eurjchem-733	74	6	mixtures	mixture	NOUN
eurjchem-733	74	7	of	of	ADP
eurjchem-733	74	8	2‐acetylnaphthalen	2‐acetylnaphthalen	NUM
eurjchem-733	74	9	(	(	PUNCT
eurjchem-733	74	10	10	10	NUM
eurjchem-733	74	11	mmol	mmol	NOUN
eurjchem-733	74	12	)	)	PUNCT
eurjchem-733	74	13	and	and	CCONJ
eurjchem-733	74	14	n	n	CCONJ
eurjchem-733	74	15	,	,	PUNCT
eurjchem-733	74	16	n‐	n‐	NOUN
eurjchem-733	74	17	dimethylformamide‐dimethylacetal	dimethylformamide‐dimethylacetal	NOUN
eurjchem-733	74	18	(	(	PUNCT
eurjchem-733	74	19	dmf‐dma	dmf‐dma	NOUN
eurjchem-733	74	20	)	)	PUNCT
eurjchem-733	74	21	(	(	PUNCT
eurjchem-733	74	22	15	15	NUM
eurjchem-733	74	23	mmol	mmol	NOUN
eurjchem-733	74	24	)	)	PUNCT
eurjchem-733	74	25	were	be	AUX
eurjchem-733	74	26	stirred	stir	VERB
eurjchem-733	74	27	at	at	ADP
eurjchem-733	74	28	reflux	reflux	NOUN
eurjchem-733	74	29	for	for	ADP
eurjchem-733	74	30	24	24	NUM
eurjchem-733	74	31	h.	h.	NOUN
eurjchem-733	74	32	the	the	DET
eurjchem-733	74	33	separated	separate	VERB
eurjchem-733	74	34	solid	solid	ADJ
eurjchem-733	74	35	product	product	NOUN
eurjchem-733	74	36	obtained	obtain	VERB
eurjchem-733	74	37	on	on	ADP
eurjchem-733	74	38	standing	stand	VERB
eurjchem-733	74	39	at	at	ADP
eurjchem-733	74	40	room	room	NOUN
eurjchem-733	74	41	temperature	temperature	NOUN
eurjchem-733	74	42	was	be	AUX
eurjchem-733	74	43	collected	collect	VERB
eurjchem-733	74	44	by	by	ADP
eurjchem-733	74	45	filtration	filtration	NOUN
eurjchem-733	74	46	,	,	PUNCT
eurjchem-733	74	47	washed	wash	VERB
eurjchem-733	74	48	by	by	ADP
eurjchem-733	74	49	etoh	etoh	NOUN
eurjchem-733	74	50	and	and	CCONJ
eurjchem-733	74	51	recrystallized	recrystallize	VERB
eurjchem-733	74	52	from	from	ADP
eurjchem-733	74	53	etoh	etoh	NOUN
eurjchem-733	74	54	to	to	PART
eurjchem-733	74	55	afford	afford	VERB
eurjchem-733	74	56	the	the	DET
eurjchem-733	74	57	corresponding	corresponding	ADJ
eurjchem-733	74	58	enaminone	enaminone	NOUN
eurjchem-733	74	59	,	,	PUNCT
eurjchem-733	74	60	10a	10a	NUM
eurjchem-733	74	61	,	,	PUNCT
eurjchem-733	74	62	as	as	ADP
eurjchem-733	74	63	yellow	yellow	ADJ
eurjchem-733	74	64	crystals	crystal	NOUN
eurjchem-733	74	65	(	(	PUNCT
eurjchem-733	74	66	scheme	scheme	NOUN
eurjchem-733	74	67	2	2	NUM
eurjchem-733	74	68	)	)	PUNCT
eurjchem-733	74	69	.	.	PUNCT
eurjchem-733	75	1	yield	yield	NOUN
eurjchem-733	75	2	:	:	PUNCT
eurjchem-733	75	3	85	85	NUM
eurjchem-733	75	4	%	%	NOUN
eurjchem-733	75	5	.	.	PUNCT
eurjchem-733	76	1	m.p	m.p	PROPN
eurjchem-733	76	2	.	.	PROPN
eurjchem-733	76	3	:	:	PUNCT
eurjchem-733	77	1	92‐94	92‐94	NUM
eurjchem-733	77	2	°	°	ADP
eurjchem-733	77	3	c	c	X
eurjchem-733	77	4	.	.	PUNCT
eurjchem-733	77	5	ft‐ir	ft‐ir	NOUN
eurjchem-733	77	6	(	(	PUNCT
eurjchem-733	77	7	kbr	kbr	PROPN
eurjchem-733	77	8	cm‐1	cm‐1	PROPN
eurjchem-733	77	9	):	):	PUNCT
eurjchem-733	77	10	1639	1639	NUM
eurjchem-733	77	11	(	(	PUNCT
eurjchem-733	77	12	co	co	NOUN
eurjchem-733	77	13	)	)	PUNCT
eurjchem-733	77	14	.	.	PUNCT
eurjchem-733	78	1	1h	1h	NUM
eurjchem-733	78	2	nmr	nmr	NOUN
eurjchem-733	78	3	(	(	PUNCT
eurjchem-733	78	4	400	400	NUM
eurjchem-733	78	5	mhz	mhz	NOUN
eurjchem-733	78	6	,	,	PUNCT
eurjchem-733	78	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	78	8	,	,	PUNCT
eurjchem-733	78	9	δ	δ	PROPN
eurjchem-733	78	10	,	,	PUNCT
eurjchem-733	78	11	ppm	ppm	NOUN
eurjchem-733	78	12	):	):	PUNCT
eurjchem-733	78	13	2.88	2.88	NUM
eurjchem-733	78	14	(	(	PUNCT
eurjchem-733	78	15	s	s	PROPN
eurjchem-733	78	16	,	,	PUNCT
eurjchem-733	78	17	3h	3h	NUM
eurjchem-733	78	18	,	,	PUNCT
eurjchem-733	78	19	ch3	ch3	PROPN
eurjchem-733	78	20	)	)	PUNCT
eurjchem-733	78	21	,	,	PUNCT
eurjchem-733	78	22	3.11	3.11	NUM
eurjchem-733	78	23	(	(	PUNCT
eurjchem-733	78	24	s	s	PROPN
eurjchem-733	78	25	,	,	PUNCT
eurjchem-733	78	26	3h	3h	NUM
eurjchem-733	78	27	,	,	PUNCT
eurjchem-733	78	28	ch3	ch3	PROPN
eurjchem-733	78	29	)	)	PUNCT
eurjchem-733	78	30	,	,	PUNCT
eurjchem-733	78	31	5.84	5.84	NUM
eurjchem-733	78	32	(	(	PUNCT
eurjchem-733	78	33	d	d	PROPN
eurjchem-733	78	34	,	,	PUNCT
eurjchem-733	78	35	1h	1h	NUM
eurjchem-733	78	36	,	,	PUNCT
eurjchem-733	78	37	j	j	PROPN
eurjchem-733	78	38	=	=	PROPN
eurjchem-733	78	39	12	12	NUM
eurjchem-733	78	40	hz	hz	VERB
eurjchem-733	78	41	,	,	PUNCT
eurjchem-733	78	42	olefinic	olefinic	ADJ
eurjchem-733	78	43	ch	ch	NOUN
eurjchem-733	78	44	)	)	PUNCT
eurjchem-733	78	45	,	,	PUNCT
eurjchem-733	78	46	7.41‐7.50	7.41‐7.50	NUM
eurjchem-733	78	47	(	(	PUNCT
eurjchem-733	78	48	m	m	PROPN
eurjchem-733	78	49	,	,	PUNCT
eurjchem-733	78	50	3h	3h	NUM
eurjchem-733	78	51	,	,	PUNCT
eurjchem-733	78	52	ar‐h	ar‐h	NOUN
eurjchem-733	78	53	)	)	PUNCT
eurjchem-733	78	54	,	,	PUNCT
eurjchem-733	78	55	7.76	7.76	NUM
eurjchem-733	78	56	(	(	PUNCT
eurjchem-733	78	57	d	d	PROPN
eurjchem-733	78	58	,	,	PUNCT
eurjchem-733	78	59	1h	1h	NUM
eurjchem-733	78	60	,	,	PUNCT
eurjchem-733	78	61	j	j	PROPN
eurjchem-733	78	62	=	=	PROPN
eurjchem-733	78	63	12	12	NUM
eurjchem-733	78	64	hz	hz	ADJ
eurjchem-733	78	65	,	,	PUNCT
eurjchem-733	78	66	olefinic	olefinic	ADJ
eurjchem-733	78	67	ch	ch	NOUN
eurjchem-733	78	68	)	)	PUNCT
eurjchem-733	78	69	,	,	PUNCT
eurjchem-733	78	70	7.91‐7.93	7.91‐7.93	NUM
eurjchem-733	78	71	(	(	PUNCT
eurjchem-733	78	72	m	m	PROPN
eurjchem-733	78	73	,	,	PUNCT
eurjchem-733	78	74	4h	4h	NOUN
eurjchem-733	78	75	,	,	PUNCT
eurjchem-733	78	76	ar‐h	ar‐h	PROPN
eurjchem-733	78	77	)	)	PUNCT
eurjchem-733	78	78	.	.	PUNCT
eurjchem-733	79	1	ms	ms	NOUN
eurjchem-733	79	2	(	(	PUNCT
eurjchem-733	79	3	m	m	PROPN
eurjchem-733	79	4	/	/	SYM
eurjchem-733	79	5	z	z	NOUN
eurjchem-733	79	6	,	,	PUNCT
eurjchem-733	79	7	(	(	PUNCT
eurjchem-733	79	8	%	%	INTJ
eurjchem-733	79	9	)	)	PUNCT
eurjchem-733	79	10	):	):	PUNCT
eurjchem-733	79	11	225	225	NUM
eurjchem-733	79	12	(	(	PUNCT
eurjchem-733	79	13	m+	m+	NUM
eurjchem-733	79	14	,	,	PUNCT
eurjchem-733	79	15	66	66	NUM
eurjchem-733	79	16	)	)	PUNCT
eurjchem-733	79	17	,	,	PUNCT
eurjchem-733	79	18	226	226	NUM
eurjchem-733	79	19	(	(	PUNCT
eurjchem-733	79	20	m++1	m++1	NOUN
eurjchem-733	79	21	,	,	PUNCT
eurjchem-733	79	22	8)	8)	NUM
eurjchem-733	79	23	.	.	PUNCT
eurjchem-733	79	24	anal	anal	PROPN
eurjchem-733	79	25	.	.	PUNCT
eurjchem-733	79	26	calcd	calcd	NOUN
eurjchem-733	79	27	.	.	PUNCT
eurjchem-733	80	1	for	for	ADP
eurjchem-733	80	2	c15h15no	c15h15no	PROPN
eurjchem-733	80	3	:	:	PUNCT
eurjchem-733	80	4	c	c	X
eurjchem-733	80	5	,	,	PUNCT
eurjchem-733	80	6	79.97	79.97	NUM
eurjchem-733	80	7	;	;	PUNCT
eurjchem-733	80	8	h	h	NOUN
eurjchem-733	80	9	,	,	PUNCT
eurjchem-733	80	10	6.71	6.71	NUM
eurjchem-733	80	11	;	;	PUNCT
eurjchem-733	80	12	n	n	CCONJ
eurjchem-733	80	13	,	,	PUNCT
eurjchem-733	80	14	6.22	6.22	NUM
eurjchem-733	80	15	.	.	PUNCT
eurjchem-733	80	16	found	find	VERB
eurjchem-733	80	17	:	:	PUNCT
eurjchem-733	81	1	c	c	X
eurjchem-733	81	2	,	,	PUNCT
eurjchem-733	81	3	80.05	80.05	NUM
eurjchem-733	81	4	;	;	PUNCT
eurjchem-733	81	5	h	h	NOUN
eurjchem-733	81	6	,	,	PUNCT
eurjchem-733	81	7	6.77	6.77	NUM
eurjchem-733	81	8	;	;	PUNCT
eurjchem-733	81	9	n	n	CCONJ
eurjchem-733	81	10	,	,	PUNCT
eurjchem-733	81	11	6.18	6.18	NUM
eurjchem-733	81	12	%	%	NOUN
eurjchem-733	81	13	.	.	PUNCT
eurjchem-733	82	1	2.6	2.6	NUM
eurjchem-733	82	2	.	.	PUNCT
eurjchem-733	82	3	general	general	ADJ
eurjchem-733	82	4	procedure	procedure	NOUN
eurjchem-733	82	5	for	for	ADP
eurjchem-733	82	6	the	the	DET
eurjchem-733	82	7	preparation	preparation	NOUN
eurjchem-733	82	8	of	of	ADP
eurjchem-733	82	9	compounds	compound	NOUN
eurjchem-733	82	10	(	(	PUNCT
eurjchem-733	82	11	11a	11a	NOUN
eurjchem-733	82	12	,	,	PUNCT
eurjchem-733	82	13	c	c	NOUN
eurjchem-733	82	14	)	)	PUNCT
eurjchem-733	82	15	cold	cold	ADJ
eurjchem-733	82	16	solution	solution	NOUN
eurjchem-733	82	17	of	of	ADP
eurjchem-733	82	18	benzenediazonium	benzenediazonium	NOUN
eurjchem-733	82	19	chloride	chloride	NOUN
eurjchem-733	82	20	(	(	PUNCT
eurjchem-733	82	21	10	10	NUM
eurjchem-733	82	22	mmol	mmol	NOUN
eurjchem-733	82	23	)	)	PUNCT
eurjchem-733	82	24	was	be	AUX
eurjchem-733	82	25	prepared	prepare	VERB
eurjchem-733	82	26	by	by	ADP
eurjchem-733	82	27	adding	add	VERB
eurjchem-733	82	28	a	a	DET
eurjchem-733	82	29	solution	solution	NOUN
eurjchem-733	82	30	of	of	ADP
eurjchem-733	82	31	sodium	sodium	NOUN
eurjchem-733	82	32	nitrite	nitrite	NOUN
eurjchem-733	82	33	(	(	PUNCT
eurjchem-733	82	34	1.4	1.4	NUM
eurjchem-733	82	35	g	g	NOUN
eurjchem-733	82	36	dissolved	dissolve	VERB
eurjchem-733	82	37	in	in	ADP
eurjchem-733	82	38	10	10	NUM
eurjchem-733	82	39	ml	ml	NOUN
eurjchem-733	82	40	water	water	NOUN
eurjchem-733	82	41	)	)	PUNCT
eurjchem-733	82	42	to	to	ADP
eurjchem-733	82	43	cold	cold	ADJ
eurjchem-733	82	44	solution	solution	NOUN
eurjchem-733	82	45	of	of	ADP
eurjchem-733	82	46	primary	primary	ADJ
eurjchem-733	82	47	aromatic	aromatic	ADJ
eurjchem-733	82	48	amines	amine	NOUN
eurjchem-733	82	49	hydrochloride	hydrochloride	NOUN
eurjchem-733	82	50	(	(	PUNCT
eurjchem-733	82	51	10	10	NUM
eurjchem-733	82	52	mmol	mmol	NOUN
eurjchem-733	82	53	in	in	ADP
eurjchem-733	82	54	10	10	NUM
eurjchem-733	82	55	ml	ml	NOUN
eurjchem-733	82	56	,	,	PUNCT
eurjchem-733	82	57	6	6	NUM
eurjchem-733	82	58	m	m	NOUN
eurjchem-733	82	59	hcl	hcl	PROPN
eurjchem-733	82	60	)	)	PUNCT
eurjchem-733	82	61	with	with	ADP
eurjchem-733	82	62	stirring	stirring	NOUN
eurjchem-733	82	63	.	.	PUNCT
eurjchem-733	83	1	the	the	DET
eurjchem-733	83	2	resulting	result	VERB
eurjchem-733	83	3	solution	solution	NOUN
eurjchem-733	83	4	of	of	ADP
eurjchem-733	83	5	benzenediazonium	benzenediazonium	NOUN
eurjchem-733	83	6	chloride	chloride	NOUN
eurjchem-733	83	7	was	be	AUX
eurjchem-733	83	8	then	then	ADV
eurjchem-733	83	9	added	add	VERB
eurjchem-733	83	10	to	to	ADP
eurjchem-733	83	11	a	a	DET
eurjchem-733	83	12	cold	cold	ADJ
eurjchem-733	83	13	solution	solution	NOUN
eurjchem-733	83	14	of	of	ADP
eurjchem-733	83	15	the	the	DET
eurjchem-733	83	16	enaminones	enaminone	NOUN
eurjchem-733	83	17	,	,	PUNCT
eurjchem-733	83	18	10a	10a	NOUN
eurjchem-733	83	19	or	or	CCONJ
eurjchem-733	83	20	10c	10c	NOUN
eurjchem-733	83	21	,	,	PUNCT
eurjchem-733	83	22	(	(	PUNCT
eurjchem-733	83	23	10	10	NUM
eurjchem-733	83	24	mmol	mmol	NOUN
eurjchem-733	83	25	)	)	PUNCT
eurjchem-733	83	26	in	in	ADP
eurjchem-733	83	27	ethanol	ethanol	NOUN
eurjchem-733	83	28	(	(	PUNCT
eurjchem-733	83	29	50	50	NUM
eurjchem-733	83	30	ml	ml	NOUN
eurjchem-733	83	31	)	)	PUNCT
eurjchem-733	83	32	in	in	ADP
eurjchem-733	83	33	the	the	DET
eurjchem-733	83	34	presence	presence	NOUN
eurjchem-733	83	35	of	of	ADP
eurjchem-733	83	36	sodium	sodium	NOUN
eurjchem-733	83	37	acetate	acetate	NOUN
eurjchem-733	83	38	(	(	PUNCT
eurjchem-733	83	39	4.2	4.2	NUM
eurjchem-733	83	40	g	g	NOUN
eurjchem-733	83	41	,	,	PUNCT
eurjchem-733	83	42	30	30	NUM
eurjchem-733	83	43	mmol	mmol	NOUN
eurjchem-733	83	44	)	)	PUNCT
eurjchem-733	83	45	.	.	PUNCT
eurjchem-733	84	1	alnajjar	alnajjar	PROPN
eurjchem-733	84	2	et	et	PROPN
eurjchem-733	84	3	al	al	PROPN
eurjchem-733	84	4	.	.	PUNCT
eurjchem-733	84	5	/	/	SYM
eurjchem-733	84	6	european	european	PROPN
eurjchem-733	84	7	journal	journal	PROPN
eurjchem-733	84	8	of	of	ADP
eurjchem-733	84	9	chemistry	chemistry	NOUN
eurjchem-733	84	10	4	4	NUM
eurjchem-733	84	11	(	(	PUNCT
eurjchem-733	84	12	1	1	NUM
eurjchem-733	84	13	)	)	PUNCT
eurjchem-733	84	14	(	(	PUNCT
eurjchem-733	84	15	2013	2013	NUM
eurjchem-733	84	16	)	)	PUNCT
eurjchem-733	84	17	53‐57	53‐57	NUM
eurjchem-733	84	18	55	55	NUM
eurjchem-733	84	19	scheme	scheme	NOUN
eurjchem-733	84	20	2	2	NUM
eurjchem-733	84	21	scheme	scheme	NOUN
eurjchem-733	84	22	3	3	NUM
eurjchem-733	84	23	the	the	DET
eurjchem-733	84	24	reaction	reaction	NOUN
eurjchem-733	84	25	mixture	mixture	NOUN
eurjchem-733	84	26	was	be	AUX
eurjchem-733	84	27	stirred	stir	VERB
eurjchem-733	84	28	at	at	ADP
eurjchem-733	84	29	room	room	NOUN
eurjchem-733	84	30	temperature	temperature	NOUN
eurjchem-733	84	31	for	for	ADP
eurjchem-733	84	32	1	1	NUM
eurjchem-733	84	33	h.	h.	NOUN
eurjchem-733	84	34	the	the	DET
eurjchem-733	84	35	formed	form	VERB
eurjchem-733	84	36	solid	solid	ADJ
eurjchem-733	84	37	product	product	NOUN
eurjchem-733	84	38	was	be	AUX
eurjchem-733	84	39	collected	collect	VERB
eurjchem-733	84	40	by	by	ADP
eurjchem-733	84	41	filtration	filtration	NOUN
eurjchem-733	84	42	and	and	CCONJ
eurjchem-733	84	43	washed	wash	VERB
eurjchem-733	84	44	with	with	ADP
eurjchem-733	84	45	water	water	NOUN
eurjchem-733	84	46	then	then	ADV
eurjchem-733	84	47	recrystallized	recrystallize	VERB
eurjchem-733	84	48	from	from	ADP
eurjchem-733	84	49	etoh	etoh	NOUN
eurjchem-733	84	50	to	to	PART
eurjchem-733	84	51	afford	afford	VERB
eurjchem-733	84	52	compound	compound	NOUN
eurjchem-733	84	53	11a	11a	NOUN
eurjchem-733	84	54	or	or	CCONJ
eurjchem-733	84	55	11c	11c	NOUN
eurjchem-733	84	56	,	,	PUNCT
eurjchem-733	84	57	respectively	respectively	ADV
eurjchem-733	84	58	.	.	PUNCT
eurjchem-733	85	1	2‐[(4‐chlorophenyl)hydrazono]‐3‐naphthalen‐2‐yl‐3‐	2‐[(4‐chlorophenyl)hydrazono]‐3‐naphthalen‐2‐yl‐3‐	NUM
eurjchem-733	85	2	oxopropionaldehyde	oxopropionaldehyde	NOUN
eurjchem-733	85	3	(	(	PUNCT
eurjchem-733	85	4	11a	11a	NUM
eurjchem-733	85	5	):	):	PUNCT
eurjchem-733	85	6	yellow	yellow	ADJ
eurjchem-733	85	7	crystals	crystal	NOUN
eurjchem-733	85	8	(	(	PUNCT
eurjchem-733	85	9	scheme	scheme	NOUN
eurjchem-733	85	10	2	2	NUM
eurjchem-733	85	11	)	)	PUNCT
eurjchem-733	85	12	.	.	PUNCT
eurjchem-733	86	1	yield	yield	NOUN
eurjchem-733	86	2	:	:	PUNCT
eurjchem-733	86	3	74	74	NUM
eurjchem-733	86	4	%	%	NOUN
eurjchem-733	86	5	.	.	PUNCT
eurjchem-733	87	1	m.p	m.p	PROPN
eurjchem-733	87	2	.	.	PROPN
eurjchem-733	87	3	:	:	PUNCT
eurjchem-733	88	1	128‐130	128‐130	PROPN
eurjchem-733	88	2	°	°	PROPN
eurjchem-733	88	3	c	c	PROPN
eurjchem-733	88	4	.	.	PUNCT
eurjchem-733	89	1	ft‐ir	ft‐ir	NOUN
eurjchem-733	89	2	(	(	PUNCT
eurjchem-733	89	3	kbr	kbr	PROPN
eurjchem-733	89	4	cm‐1	cm‐1	PROPN
eurjchem-733	89	5	):	):	PUNCT
eurjchem-733	89	6	3431	3431	NUM
eurjchem-733	89	7	(	(	PUNCT
eurjchem-733	89	8	nh	nh	NOUN
eurjchem-733	89	9	)	)	PUNCT
eurjchem-733	89	10	,	,	PUNCT
eurjchem-733	89	11	1637	1637	NUM
eurjchem-733	89	12	(	(	PUNCT
eurjchem-733	89	13	co	co	NOUN
eurjchem-733	89	14	)	)	PUNCT
eurjchem-733	89	15	.	.	PUNCT
eurjchem-733	90	1	1h	1h	NUM
eurjchem-733	90	2	nmr	nmr	NOUN
eurjchem-733	90	3	(	(	PUNCT
eurjchem-733	90	4	400	400	NUM
eurjchem-733	90	5	mhz	mhz	NOUN
eurjchem-733	90	6	,	,	PUNCT
eurjchem-733	90	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	90	8	,	,	PUNCT
eurjchem-733	90	9	δ	δ	PROPN
eurjchem-733	90	10	,	,	PUNCT
eurjchem-733	90	11	ppm	ppm	NUM
eurjchem-733	90	12	):	):	PUNCT
eurjchem-733	90	13	7.41‐7.52	7.41‐7.52	NUM
eurjchem-733	90	14	(	(	PUNCT
eurjchem-733	90	15	m	m	PROPN
eurjchem-733	90	16	,	,	PUNCT
eurjchem-733	90	17	4h	4h	NOUN
eurjchem-733	90	18	,	,	PUNCT
eurjchem-733	90	19	ar‐h	ar‐h	PROPN
eurjchem-733	90	20	)	)	PUNCT
eurjchem-733	90	21	,	,	PUNCT
eurjchem-733	90	22	7.62‐7.73	7.62‐7.73	NUM
eurjchem-733	90	23	(	(	PUNCT
eurjchem-733	90	24	m	m	PROPN
eurjchem-733	90	25	,	,	PUNCT
eurjchem-733	90	26	2h	2h	NUM
eurjchem-733	90	27	,	,	PUNCT
eurjchem-733	90	28	ar‐h	ar‐h	NOUN
eurjchem-733	90	29	)	)	PUNCT
eurjchem-733	90	30	,	,	PUNCT
eurjchem-733	90	31	7.92‐8.54	7.92‐8.54	NUM
eurjchem-733	90	32	(	(	PUNCT
eurjchem-733	90	33	m	m	PROPN
eurjchem-733	90	34	,	,	PUNCT
eurjchem-733	90	35	5h	5h	NUM
eurjchem-733	90	36	,	,	PUNCT
eurjchem-733	90	37	ar‐h	ar‐h	NOUN
eurjchem-733	90	38	)	)	PUNCT
eurjchem-733	90	39	,	,	PUNCT
eurjchem-733	90	40	10.06	10.06	NUM
eurjchem-733	90	41	(	(	PUNCT
eurjchem-733	90	42	s	s	PROPN
eurjchem-733	90	43	,	,	PUNCT
eurjchem-733	90	44	1h	1h	NUM
eurjchem-733	90	45	,	,	PUNCT
eurjchem-733	90	46	nh	nh	PROPN
eurjchem-733	90	47	)	)	PUNCT
eurjchem-733	90	48	,	,	PUNCT
eurjchem-733	90	49	14.16	14.16	NUM
eurjchem-733	90	50	(	(	PUNCT
eurjchem-733	90	51	s	s	PROPN
eurjchem-733	90	52	,	,	PUNCT
eurjchem-733	90	53	1h	1h	NUM
eurjchem-733	90	54	,	,	PUNCT
eurjchem-733	90	55	cho	cho	NOUN
eurjchem-733	90	56	)	)	PUNCT
eurjchem-733	90	57	.	.	PUNCT
eurjchem-733	91	1	ms	ms	NOUN
eurjchem-733	91	2	(	(	PUNCT
eurjchem-733	91	3	m	m	PROPN
eurjchem-733	91	4	/	/	SYM
eurjchem-733	91	5	z	z	NOUN
eurjchem-733	91	6	,	,	PUNCT
eurjchem-733	91	7	(	(	PUNCT
eurjchem-733	91	8	%	%	INTJ
eurjchem-733	91	9	)	)	PUNCT
eurjchem-733	91	10	):	):	PUNCT
eurjchem-733	91	11	336	336	NUM
eurjchem-733	91	12	(	(	PUNCT
eurjchem-733	91	13	m+	m+	NUM
eurjchem-733	91	14	,	,	PUNCT
eurjchem-733	91	15	38	38	NUM
eurjchem-733	91	16	)	)	PUNCT
eurjchem-733	91	17	,	,	PUNCT
eurjchem-733	91	18	337	337	NUM
eurjchem-733	91	19	(	(	PUNCT
eurjchem-733	91	20	m++1	m++1	NOUN
eurjchem-733	91	21	,	,	PUNCT
eurjchem-733	91	22	7.75	7.75	NUM
eurjchem-733	91	23	)	)	PUNCT
eurjchem-733	91	24	.	.	PUNCT
eurjchem-733	92	1	anal	anal	PROPN
eurjchem-733	92	2	.	.	PUNCT
eurjchem-733	92	3	calcd	calcd	NOUN
eurjchem-733	92	4	.	.	PUNCT
eurjchem-733	93	1	for	for	ADP
eurjchem-733	93	2	c19h13cln2o2	c19h13cln2o2	ADJ
eurjchem-733	93	3	:	:	PUNCT
eurjchem-733	93	4	c	c	NOUN
eurjchem-733	93	5	,	,	PUNCT
eurjchem-733	93	6	67.76	67.76	NUM
eurjchem-733	93	7	;	;	PUNCT
eurjchem-733	93	8	h	h	NOUN
eurjchem-733	93	9	,	,	PUNCT
eurjchem-733	93	10	3.89	3.89	NUM
eurjchem-733	93	11	;	;	PUNCT
eurjchem-733	93	12	n	n	CCONJ
eurjchem-733	93	13	,	,	PUNCT
eurjchem-733	93	14	8.32.found	8.32.found	NUM
eurjchem-733	93	15	:	:	PUNCT
eurjchem-733	93	16	c	c	X
eurjchem-733	93	17	,	,	PUNCT
eurjchem-733	93	18	67.71	67.71	NUM
eurjchem-733	93	19	;	;	PUNCT
eurjchem-733	93	20	h	h	NOUN
eurjchem-733	93	21	,	,	PUNCT
eurjchem-733	93	22	3.95	3.95	NUM
eurjchem-733	93	23	;	;	PUNCT
eurjchem-733	93	24	n	n	CCONJ
eurjchem-733	93	25	,	,	PUNCT
eurjchem-733	93	26	8.44	8.44	NUM
eurjchem-733	93	27	%	%	NOUN
eurjchem-733	93	28	.	.	PUNCT
eurjchem-733	94	1	3‐oxo‐3‐(pyrazin‐2‐yl)‐2‐(2‐p‐tolylhydrazono)propanal	3‐oxo‐3‐(pyrazin‐2‐yl)‐2‐(2‐p‐tolylhydrazono)propanal	NUM
eurjchem-733	94	2	(	(	PUNCT
eurjchem-733	94	3	11c	11c	NUM
eurjchem-733	94	4	):	):	PUNCT
eurjchem-733	94	5	wine	wine	NOUN
eurjchem-733	94	6	red	red	ADJ
eurjchem-733	94	7	crystals	crystal	NOUN
eurjchem-733	94	8	(	(	PUNCT
eurjchem-733	94	9	scheme	scheme	NOUN
eurjchem-733	94	10	3	3	NUM
eurjchem-733	94	11	)	)	PUNCT
eurjchem-733	94	12	.	.	PUNCT
eurjchem-733	95	1	yield	yield	NOUN
eurjchem-733	95	2	:	:	PUNCT
eurjchem-733	95	3	78	78	NUM
eurjchem-733	95	4	%	%	NOUN
eurjchem-733	95	5	.	.	PUNCT
eurjchem-733	96	1	m.p	m.p	PROPN
eurjchem-733	96	2	.	.	PROPN
eurjchem-733	96	3	:	:	PUNCT
eurjchem-733	96	4	140‐141	140‐141	NUM
eurjchem-733	96	5	°	°	SYM
eurjchem-733	96	6	c	c	NOUN
eurjchem-733	96	7	.	.	PUNCT
eurjchem-733	97	1	ft‐ir	ft‐ir	NOUN
eurjchem-733	97	2	(	(	PUNCT
eurjchem-733	97	3	kbr	kbr	PROPN
eurjchem-733	97	4	cm‐1	cm‐1	PROPN
eurjchem-733	97	5	):	):	PUNCT
eurjchem-733	97	6	3119	3119	NUM
eurjchem-733	97	7	(	(	PUNCT
eurjchem-733	97	8	nh	nh	NOUN
eurjchem-733	97	9	)	)	PUNCT
eurjchem-733	97	10	,	,	PUNCT
eurjchem-733	97	11	1657	1657	NUM
eurjchem-733	97	12	,	,	PUNCT
eurjchem-733	97	13	1642	1642	NUM
eurjchem-733	97	14	(	(	PUNCT
eurjchem-733	97	15	co	co	NOUN
eurjchem-733	97	16	)	)	PUNCT
eurjchem-733	97	17	.	.	PUNCT
eurjchem-733	98	1	1h	1h	NUM
eurjchem-733	98	2	nmr	nmr	NOUN
eurjchem-733	98	3	(	(	PUNCT
eurjchem-733	98	4	400	400	NUM
eurjchem-733	98	5	mhz	mhz	NOUN
eurjchem-733	98	6	,	,	PUNCT
eurjchem-733	98	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	98	8	,	,	PUNCT
eurjchem-733	98	9	δ	δ	PROPN
eurjchem-733	98	10	,	,	PUNCT
eurjchem-733	98	11	ppm	ppm	NUM
eurjchem-733	98	12	):	):	PUNCT
eurjchem-733	98	13	2.28	2.28	NUM
eurjchem-733	98	14	(	(	PUNCT
eurjchem-733	98	15	s	s	PROPN
eurjchem-733	98	16	,	,	PUNCT
eurjchem-733	98	17	3h	3h	NUM
eurjchem-733	98	18	,	,	PUNCT
eurjchem-733	98	19	ch3	ch3	PROPN
eurjchem-733	98	20	)	)	PUNCT
eurjchem-733	98	21	,	,	PUNCT
eurjchem-733	98	22	7.20	7.20	NUM
eurjchem-733	98	23	(	(	PUNCT
eurjchem-733	98	24	d	d	NOUN
eurjchem-733	98	25	,	,	PUNCT
eurjchem-733	98	26	2h	2h	NUM
eurjchem-733	98	27	,	,	PUNCT
eurjchem-733	98	28	j	j	PROPN
eurjchem-733	98	29	=	=	SYM
eurjchem-733	98	30	6.8	6.8	NUM
eurjchem-733	98	31	hz	hz	NOUN
eurjchem-733	98	32	,	,	PUNCT
eurjchem-733	98	33	ar‐h	ar‐h	NOUN
eurjchem-733	98	34	)	)	PUNCT
eurjchem-733	98	35	,	,	PUNCT
eurjchem-733	98	36	7.29	7.29	NUM
eurjchem-733	98	37	(	(	PUNCT
eurjchem-733	98	38	d	d	NOUN
eurjchem-733	98	39	,	,	PUNCT
eurjchem-733	98	40	2h	2h	NUM
eurjchem-733	98	41	,	,	PUNCT
eurjchem-733	98	42	j	j	PROPN
eurjchem-733	98	43	=	=	SYM
eurjchem-733	98	44	5.6	5.6	NUM
eurjchem-733	98	45	hz	hz	NOUN
eurjchem-733	98	46	,	,	PUNCT
eurjchem-733	98	47	ar‐h	ar‐h	PROPN
eurjchem-733	98	48	)	)	PUNCT
eurjchem-733	98	49	,	,	PUNCT
eurjchem-733	98	50	8.81‐8.85	8.81‐8.85	NUM
eurjchem-733	98	51	(	(	PUNCT
eurjchem-733	98	52	m	m	PROPN
eurjchem-733	98	53	,	,	PUNCT
eurjchem-733	98	54	2h	2h	NUM
eurjchem-733	98	55	,	,	PUNCT
eurjchem-733	98	56	ar‐h	ar‐h	NOUN
eurjchem-733	98	57	)	)	PUNCT
eurjchem-733	98	58	,	,	PUNCT
eurjchem-733	98	59	9.04	9.04	NUM
eurjchem-733	98	60	(	(	PUNCT
eurjchem-733	98	61	s	s	PROPN
eurjchem-733	98	62	,	,	PUNCT
eurjchem-733	98	63	1h	1h	NUM
eurjchem-733	98	64	,	,	PUNCT
eurjchem-733	98	65	ar‐h	ar‐h	NOUN
eurjchem-733	98	66	)	)	PUNCT
eurjchem-733	98	67	;	;	PUNCT
eurjchem-733	98	68	10.02	10.02	NUM
eurjchem-733	98	69	(	(	PUNCT
eurjchem-733	98	70	s	s	PROPN
eurjchem-733	98	71	,	,	PUNCT
eurjchem-733	98	72	1h	1h	NUM
eurjchem-733	98	73	,	,	PUNCT
eurjchem-733	98	74	nh	nh	PROPN
eurjchem-733	98	75	)	)	PUNCT
eurjchem-733	98	76	,	,	PUNCT
eurjchem-733	98	77	14.36	14.36	NUM
eurjchem-733	98	78	(	(	PUNCT
eurjchem-733	98	79	s	s	PROPN
eurjchem-733	98	80	,	,	PUNCT
eurjchem-733	98	81	1h	1h	NUM
eurjchem-733	98	82	,	,	PUNCT
eurjchem-733	98	83	cho	cho	NOUN
eurjchem-733	98	84	)	)	PUNCT
eurjchem-733	98	85	.	.	PUNCT
eurjchem-733	99	1	13c	13c	NOUN
eurjchem-733	99	2	nmr	nmr	NOUN
eurjchem-733	99	3	(	(	PUNCT
eurjchem-733	99	4	100	100	NUM
eurjchem-733	99	5	mhz	mhz	NOUN
eurjchem-733	99	6	,	,	PUNCT
eurjchem-733	99	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	99	8	,	,	PUNCT
eurjchem-733	99	9	δ	δ	PROPN
eurjchem-733	99	10	,	,	PUNCT
eurjchem-733	99	11	ppm	ppm	NUM
eurjchem-733	99	12	):	):	PUNCT
eurjchem-733	99	13	20.8	20.8	NUM
eurjchem-733	99	14	(	(	PUNCT
eurjchem-733	99	15	ch3	ch3	PROPN
eurjchem-733	99	16	)	)	PUNCT
eurjchem-733	99	17	,	,	PUNCT
eurjchem-733	99	18	117.0	117.0	NUM
eurjchem-733	99	19	,	,	PUNCT
eurjchem-733	99	20	130.0	130.0	NUM
eurjchem-733	99	21	,	,	PUNCT
eurjchem-733	99	22	131.7	131.7	NUM
eurjchem-733	99	23	,	,	PUNCT
eurjchem-733	99	24	136.3	136.3	NUM
eurjchem-733	99	25	,	,	PUNCT
eurjchem-733	99	26	138.9	138.9	NUM
eurjchem-733	99	27	,	,	PUNCT
eurjchem-733	99	28	143.7	143.7	NUM
eurjchem-733	99	29	,	,	PUNCT
eurjchem-733	99	30	144.7	144.7	NUM
eurjchem-733	99	31	,	,	PUNCT
eurjchem-733	99	32	145.0	145.0	NUM
eurjchem-733	99	33	,	,	PUNCT
eurjchem-733	99	34	150.8	150.8	NUM
eurjchem-733	99	35	,	,	PUNCT
eurjchem-733	99	36	187.0	187.0	NUM
eurjchem-733	99	37	,	,	PUNCT
eurjchem-733	99	38	188.7	188.7	NUM
eurjchem-733	99	39	.	.	PUNCT
eurjchem-733	100	1	ms	ms	NOUN
eurjchem-733	100	2	(	(	PUNCT
eurjchem-733	100	3	m	m	PROPN
eurjchem-733	100	4	/	/	SYM
eurjchem-733	100	5	z	z	NOUN
eurjchem-733	100	6	,	,	PUNCT
eurjchem-733	100	7	(	(	PUNCT
eurjchem-733	100	8	%	%	INTJ
eurjchem-733	100	9	)	)	PUNCT
eurjchem-733	100	10	):	):	PUNCT
eurjchem-733	100	11	268	268	NUM
eurjchem-733	100	12	(	(	PUNCT
eurjchem-733	100	13	[	[	X
eurjchem-733	100	14	m]+	m]+	NOUN
eurjchem-733	100	15	,	,	PUNCT
eurjchem-733	100	16	20	20	NUM
eurjchem-733	100	17	)	)	PUNCT
eurjchem-733	100	18	.	.	PUNCT
eurjchem-733	101	1	anal	anal	PROPN
eurjchem-733	101	2	.	.	PUNCT
eurjchem-733	101	3	calcd	calcd	NOUN
eurjchem-733	101	4	.	.	PUNCT
eurjchem-733	102	1	for	for	SCONJ
eurjchem-733	102	2	c14h12n4o2	c14h12n4o2	PROPN
eurjchem-733	102	3	:	:	PUNCT
eurjchem-733	102	4	c	c	X
eurjchem-733	102	5	,	,	PUNCT
eurjchem-733	102	6	62.68	62.68	NUM
eurjchem-733	102	7	;	;	PUNCT
eurjchem-733	102	8	h	h	X
eurjchem-733	102	9	,	,	PUNCT
eurjchem-733	102	10	4.51	4.51	NUM
eurjchem-733	102	11	;	;	PUNCT
eurjchem-733	102	12	n	n	CCONJ
eurjchem-733	102	13	,	,	PUNCT
eurjchem-733	102	14	20.88	20.88	NUM
eurjchem-733	102	15	;	;	PUNCT
eurjchem-733	102	16	.	.	PUNCT
eurjchem-733	102	17	found	find	VERB
eurjchem-733	102	18	:	:	PUNCT
eurjchem-733	103	1	c	c	X
eurjchem-733	103	2	,	,	PUNCT
eurjchem-733	103	3	62.88	62.88	NUM
eurjchem-733	103	4	;	;	PUNCT
eurjchem-733	103	5	h	h	NOUN
eurjchem-733	103	6	,	,	PUNCT
eurjchem-733	103	7	4.82	4.82	NUM
eurjchem-733	103	8	;	;	PUNCT
eurjchem-733	103	9	n	n	CCONJ
eurjchem-733	103	10	,	,	PUNCT
eurjchem-733	103	11	20.57	20.57	NUM
eurjchem-733	103	12	%	%	NOUN
eurjchem-733	103	13	.	.	PUNCT
eurjchem-733	104	1	2.7	2.7	NUM
eurjchem-733	104	2	.	.	PUNCT
eurjchem-733	104	3	ethyl	ethyl	PROPN
eurjchem-733	104	4	2‐amino‐5‐((4‐chlorophenyl)diazenyl)‐6‐	2‐amino‐5‐((4‐chlorophenyl)diazenyl)‐6‐	PROPN
eurjchem-733	104	5	(	(	PUNCT
eurjchem-733	104	6	naphthalen‐2‐yl)nicotinate	naphthalen‐2‐yl)nicotinate	NOUN
eurjchem-733	104	7	(	(	PUNCT
eurjchem-733	104	8	12a	12a	NOUN
eurjchem-733	104	9	)	)	PUNCT
eurjchem-733	104	10	a	a	DET
eurjchem-733	104	11	mixture	mixture	NOUN
eurjchem-733	104	12	of	of	ADP
eurjchem-733	104	13	the	the	DET
eurjchem-733	104	14	arylhydrazonalas	arylhydrazonala	NOUN
eurjchem-733	104	15	,	,	PUNCT
eurjchem-733	104	16	11a	11a	NUM
eurjchem-733	104	17	,	,	PUNCT
eurjchem-733	104	18	(	(	PUNCT
eurjchem-733	104	19	10	10	NUM
eurjchem-733	104	20	mmol	mmol	NOUN
eurjchem-733	104	21	)	)	PUNCT
eurjchem-733	104	22	,	,	PUNCT
eurjchem-733	104	23	ethyl	ethyl	PROPN
eurjchem-733	104	24	cyanoacetate	cyanoacetate	NOUN
eurjchem-733	104	25	(	(	PUNCT
eurjchem-733	104	26	1.2	1.2	NUM
eurjchem-733	104	27	g	g	NOUN
eurjchem-733	104	28	,	,	PUNCT
eurjchem-733	104	29	10	10	NUM
eurjchem-733	104	30	mmol	mmol	NOUN
eurjchem-733	104	31	)	)	PUNCT
eurjchem-733	104	32	and	and	CCONJ
eurjchem-733	104	33	ammonium	ammonium	NOUN
eurjchem-733	104	34	acetate	acetate	NOUN
eurjchem-733	104	35	(	(	PUNCT
eurjchem-733	104	36	2	2	NUM
eurjchem-733	104	37	g	g	NOUN
eurjchem-733	104	38	)	)	PUNCT
eurjchem-733	104	39	in	in	ADP
eurjchem-733	104	40	acetic	acetic	ADJ
eurjchem-733	104	41	acid	acid	NOUN
eurjchem-733	104	42	(	(	PUNCT
eurjchem-733	104	43	30	30	NUM
eurjchem-733	104	44	ml	ml	NOUN
eurjchem-733	104	45	)	)	PUNCT
eurjchem-733	104	46	was	be	AUX
eurjchem-733	104	47	refluxed	refluxe	VERB
eurjchem-733	104	48	for	for	ADP
eurjchem-733	104	49	2	2	NUM
eurjchem-733	104	50	h.	h.	NOUN
eurjchem-733	104	51	then	then	ADV
eurjchem-733	104	52	allowed	allow	VERB
eurjchem-733	104	53	to	to	PART
eurjchem-733	104	54	cool	cool	VERB
eurjchem-733	104	55	down	down	ADP
eurjchem-733	104	56	to	to	ADP
eurjchem-733	104	57	room	room	NOUN
eurjchem-733	104	58	temperature	temperature	NOUN
eurjchem-733	104	59	and	and	CCONJ
eurjchem-733	104	60	poured	pour	VERB
eurjchem-733	104	61	onto	onto	ADP
eurjchem-733	104	62	ice	ice	NOUN
eurjchem-733	104	63	cold	cold	ADJ
eurjchem-733	104	64	water	water	NOUN
eurjchem-733	104	65	.	.	PUNCT
eurjchem-733	105	1	the	the	DET
eurjchem-733	105	2	formed	form	VERB
eurjchem-733	105	3	precipitate	precipitate	NOUN
eurjchem-733	105	4	was	be	AUX
eurjchem-733	105	5	collected	collect	VERB
eurjchem-733	105	6	by	by	ADP
eurjchem-733	105	7	filtration	filtration	NOUN
eurjchem-733	105	8	washed	wash	VERB
eurjchem-733	105	9	with	with	ADP
eurjchem-733	105	10	water	water	NOUN
eurjchem-733	105	11	and	and	CCONJ
eurjchem-733	105	12	recrystallized	recrystallize	VERB
eurjchem-733	105	13	from	from	ADP
eurjchem-733	105	14	ethanol	ethanol	NOUN
eurjchem-733	105	15	as	as	ADP
eurjchem-733	105	16	orange	orange	ADJ
eurjchem-733	105	17	crystals	crystal	NOUN
eurjchem-733	105	18	(	(	PUNCT
eurjchem-733	105	19	scheme	scheme	NOUN
eurjchem-733	105	20	2	2	NUM
eurjchem-733	105	21	)	)	PUNCT
eurjchem-733	105	22	.	.	PUNCT
eurjchem-733	106	1	yield	yield	NOUN
eurjchem-733	106	2	:	:	PUNCT
eurjchem-733	106	3	77	77	NUM
eurjchem-733	106	4	%	%	NOUN
eurjchem-733	106	5	.	.	PUNCT
eurjchem-733	107	1	m.p	m.p	PROPN
eurjchem-733	107	2	.	.	PROPN
eurjchem-733	107	3	:	:	PUNCT
eurjchem-733	107	4	89‐90	89‐90	NUM
eurjchem-733	108	1	°	°	ADP
eurjchem-733	108	2	c	c	X
eurjchem-733	108	3	.	.	PUNCT
eurjchem-733	109	1	ft‐ir	ft‐ir	NOUN
eurjchem-733	109	2	(	(	PUNCT
eurjchem-733	109	3	kbr	kbr	PROPN
eurjchem-733	109	4	cm‐1	cm‐1	PROPN
eurjchem-733	109	5	):	):	PUNCT
eurjchem-733	109	6	3444	3444	NUM
eurjchem-733	109	7	,	,	PUNCT
eurjchem-733	109	8	4350	4350	NUM
eurjchem-733	109	9	(	(	PUNCT
eurjchem-733	109	10	nh2	nh2	PROPN
eurjchem-733	109	11	)	)	PUNCT
eurjchem-733	109	12	,	,	PUNCT
eurjchem-733	109	13	1743	1743	NUM
eurjchem-733	109	14	(	(	PUNCT
eurjchem-733	109	15	co	co	NOUN
eurjchem-733	109	16	)	)	PUNCT
eurjchem-733	109	17	.	.	PUNCT
eurjchem-733	110	1	1h	1h	NUM
eurjchem-733	110	2	nmr	nmr	NOUN
eurjchem-733	110	3	(	(	PUNCT
eurjchem-733	110	4	400	400	NUM
eurjchem-733	110	5	mhz	mhz	NOUN
eurjchem-733	110	6	,	,	PUNCT
eurjchem-733	110	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	110	8	,	,	PUNCT
eurjchem-733	110	9	δ	δ	PROPN
eurjchem-733	110	10	,	,	PUNCT
eurjchem-733	110	11	ppm	ppm	NUM
eurjchem-733	110	12	):	):	PUNCT
eurjchem-733	110	13	1.37	1.37	NUM
eurjchem-733	110	14	(	(	PUNCT
eurjchem-733	110	15	t	t	PROPN
eurjchem-733	110	16	,	,	PUNCT
eurjchem-733	110	17	3h	3h	NUM
eurjchem-733	110	18	,	,	PUNCT
eurjchem-733	110	19	j	j	PROPN
eurjchem-733	110	20	=	=	SYM
eurjchem-733	110	21	7.4	7.4	NUM
eurjchem-733	110	22	hz	hz	NOUN
eurjchem-733	110	23	,	,	PUNCT
eurjchem-733	110	24	ch3	ch3	PROPN
eurjchem-733	110	25	)	)	PUNCT
eurjchem-733	110	26	,	,	PUNCT
eurjchem-733	110	27	4.39	4.39	NUM
eurjchem-733	110	28	(	(	PUNCT
eurjchem-733	110	29	q	q	NOUN
eurjchem-733	110	30	,	,	PUNCT
eurjchem-733	110	31	2h	2h	NUM
eurjchem-733	110	32	,	,	PUNCT
eurjchem-733	110	33	j	j	PROPN
eurjchem-733	111	1	=	=	SYM
eurjchem-733	111	2	7.4	7.4	NUM
eurjchem-733	111	3	hz	hz	NOUN
eurjchem-733	111	4	,	,	PUNCT
eurjchem-733	111	5	ch2	ch2	PROPN
eurjchem-733	111	6	)	)	PUNCT
eurjchem-733	111	7	,	,	PUNCT
eurjchem-733	111	8	7.56‐	7.56‐	NUM
eurjchem-733	111	9	7.62	7.62	NUM
eurjchem-733	111	10	(	(	PUNCT
eurjchem-733	111	11	m	m	PROPN
eurjchem-733	111	12	,	,	PUNCT
eurjchem-733	111	13	4h	4h	NUM
eurjchem-733	111	14	,	,	PUNCT
eurjchem-733	111	15	ar‐h	ar‐h	PROPN
eurjchem-733	111	16	)	)	PUNCT
eurjchem-733	111	17	,	,	PUNCT
eurjchem-733	111	18	7.72	7.72	NUM
eurjchem-733	111	19	(	(	PUNCT
eurjchem-733	111	20	d	d	PROPN
eurjchem-733	111	21	,	,	PUNCT
eurjchem-733	111	22	2h	2h	NUM
eurjchem-733	111	23	,	,	PUNCT
eurjchem-733	111	24	j	j	PROPN
eurjchem-733	112	1	=	=	SYM
eurjchem-733	112	2	8.0	8.0	NUM
eurjchem-733	112	3	hz	hz	NOUN
eurjchem-733	112	4	,	,	PUNCT
eurjchem-733	112	5	ar‐h	ar‐h	PROPN
eurjchem-733	112	6	)	)	PUNCT
eurjchem-733	112	7	,	,	PUNCT
eurjchem-733	112	8	7.93‐8.02	7.93‐8.02	NUM
eurjchem-733	112	9	(	(	PUNCT
eurjchem-733	112	10	m	m	PROPN
eurjchem-733	112	11	,	,	PUNCT
eurjchem-733	112	12	4h	4h	NOUN
eurjchem-733	112	13	,	,	PUNCT
eurjchem-733	112	14	ar‐h	ar‐h	PROPN
eurjchem-733	112	15	)	)	PUNCT
eurjchem-733	112	16	,	,	PUNCT
eurjchem-733	112	17	8.12	8.12	NUM
eurjchem-733	112	18	(	(	PUNCT
eurjchem-733	112	19	br	br	PROPN
eurjchem-733	112	20	,	,	PUNCT
eurjchem-733	112	21	2h	2h	NUM
eurjchem-733	112	22	,	,	PUNCT
eurjchem-733	112	23	nh2	nh2	PROPN
eurjchem-733	112	24	)	)	PUNCT
eurjchem-733	112	25	,	,	PUNCT
eurjchem-733	112	26	8.35	8.35	NUM
eurjchem-733	112	27	(	(	PUNCT
eurjchem-733	112	28	s	s	PROPN
eurjchem-733	112	29	,	,	PUNCT
eurjchem-733	112	30	1h	1h	NUM
eurjchem-733	112	31	,	,	PUNCT
eurjchem-733	112	32	ar‐h	ar‐h	NOUN
eurjchem-733	112	33	)	)	PUNCT
eurjchem-733	112	34	,	,	PUNCT
eurjchem-733	112	35	8.62	8.62	NUM
eurjchem-733	112	36	(	(	PUNCT
eurjchem-733	112	37	s	s	PROPN
eurjchem-733	112	38	,	,	PUNCT
eurjchem-733	112	39	1h	1h	NUM
eurjchem-733	112	40	,	,	PUNCT
eurjchem-733	112	41	pyridine	pyridine	NOUN
eurjchem-733	112	42	h	h	NOUN
eurjchem-733	112	43	)	)	PUNCT
eurjchem-733	112	44	.	.	PUNCT
eurjchem-733	113	1	13c	13c	NOUN
eurjchem-733	113	2	nmr	nmr	NOUN
eurjchem-733	113	3	(	(	PUNCT
eurjchem-733	113	4	100	100	NUM
eurjchem-733	113	5	mhz	mhz	NOUN
eurjchem-733	113	6	,	,	PUNCT
eurjchem-733	113	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	113	8	,	,	PUNCT
eurjchem-733	113	9	δ	δ	PROPN
eurjchem-733	113	10	,	,	PUNCT
eurjchem-733	113	11	ppm	ppm	NUM
eurjchem-733	113	12	):	):	PUNCT
eurjchem-733	113	13	14.2	14.2	NUM
eurjchem-733	113	14	(	(	PUNCT
eurjchem-733	113	15	ch3	ch3	PROPN
eurjchem-733	113	16	)	)	PUNCT
eurjchem-733	113	17	,	,	PUNCT
eurjchem-733	113	18	61.2	61.2	NUM
eurjchem-733	113	19	(	(	PUNCT
eurjchem-733	113	20	ch2	ch2	PROPN
eurjchem-733	113	21	)	)	PUNCT
eurjchem-733	113	22	,	,	PUNCT
eurjchem-733	113	23	105.1	105.1	NUM
eurjchem-733	113	24	,	,	PUNCT
eurjchem-733	113	25	124.0	124.0	NUM
eurjchem-733	113	26	,	,	PUNCT
eurjchem-733	113	27	126.5	126.5	NUM
eurjchem-733	113	28	,	,	PUNCT
eurjchem-733	113	29	126.6	126.6	NUM
eurjchem-733	113	30	,	,	PUNCT
eurjchem-733	113	31	127.2	127.2	NUM
eurjchem-733	113	32	,	,	PUNCT
eurjchem-733	113	33	127.4	127.4	NUM
eurjchem-733	113	34	,	,	PUNCT
eurjchem-733	113	35	127.5	127.5	NUM
eurjchem-733	113	36	,	,	PUNCT
eurjchem-733	113	37	128.2	128.2	NUM
eurjchem-733	113	38	,	,	PUNCT
eurjchem-733	113	39	128.6	128.6	NUM
eurjchem-733	113	40	,	,	PUNCT
eurjchem-733	113	41	129.4	129.4	NUM
eurjchem-733	113	42	,	,	PUNCT
eurjchem-733	113	43	129.5	129.5	NUM
eurjchem-733	113	44	,	,	PUNCT
eurjchem-733	113	45	131.0	131.0	NUM
eurjchem-733	113	46	,	,	PUNCT
eurjchem-733	113	47	132.2	132.2	NUM
eurjchem-733	113	48	,	,	PUNCT
eurjchem-733	113	49	133.1	133.1	NUM
eurjchem-733	113	50	,	,	PUNCT
eurjchem-733	113	51	134.6	134.6	NUM
eurjchem-733	113	52	,	,	PUNCT
eurjchem-733	113	53	134.9	134.9	NUM
eurjchem-733	113	54	,	,	PUNCT
eurjchem-733	113	55	136.6	136.6	NUM
eurjchem-733	113	56	,	,	PUNCT
eurjchem-733	113	57	150.9	150.9	NUM
eurjchem-733	113	58	,	,	PUNCT
eurjchem-733	113	59	159.8	159.8	NUM
eurjchem-733	113	60	,	,	PUNCT
eurjchem-733	113	61	166.2	166.2	NUM
eurjchem-733	113	62	(	(	PUNCT
eurjchem-733	113	63	co	co	NOUN
eurjchem-733	113	64	)	)	PUNCT
eurjchem-733	113	65	.	.	PUNCT
eurjchem-733	114	1	ms	ms	NOUN
eurjchem-733	114	2	(	(	PUNCT
eurjchem-733	114	3	m	m	PROPN
eurjchem-733	114	4	/	/	SYM
eurjchem-733	114	5	z	z	NOUN
eurjchem-733	114	6	,	,	PUNCT
eurjchem-733	114	7	(	(	PUNCT
eurjchem-733	114	8	%	%	INTJ
eurjchem-733	114	9	)	)	PUNCT
eurjchem-733	114	10	):	):	PUNCT
eurjchem-733	114	11	430	430	NUM
eurjchem-733	114	12	(	(	PUNCT
eurjchem-733	114	13	m+	m+	NUM
eurjchem-733	114	14	,	,	PUNCT
eurjchem-733	114	15	100	100	NUM
eurjchem-733	114	16	)	)	PUNCT
eurjchem-733	114	17	,	,	PUNCT
eurjchem-733	114	18	431	431	NUM
eurjchem-733	114	19	(	(	PUNCT
eurjchem-733	114	20	m++1	m++1	NOUN
eurjchem-733	114	21	,	,	PUNCT
eurjchem-733	114	22	55	55	NUM
eurjchem-733	114	23	)	)	PUNCT
eurjchem-733	114	24	.	.	PUNCT
eurjchem-733	115	1	anal	anal	PROPN
eurjchem-733	115	2	.	.	PUNCT
eurjchem-733	115	3	calcd	calcd	NOUN
eurjchem-733	115	4	.	.	PUNCT
eurjchem-733	116	1	for	for	ADP
eurjchem-733	116	2	c24h19cln4o2	c24h19cln4o2	PROPN
eurjchem-733	116	3	:	:	PUNCT
eurjchem-733	116	4	c	c	X
eurjchem-733	116	5	,	,	PUNCT
eurjchem-733	116	6	66.90	66.90	NUM
eurjchem-733	116	7	;	;	PUNCT
eurjchem-733	116	8	h	h	NOUN
eurjchem-733	116	9	,	,	PUNCT
eurjchem-733	116	10	4.44	4.44	NUM
eurjchem-733	116	11	;	;	PUNCT
eurjchem-733	116	12	n	n	CCONJ
eurjchem-733	116	13	,	,	PUNCT
eurjchem-733	116	14	13.00	13.00	NUM
eurjchem-733	116	15	.	.	PUNCT
eurjchem-733	116	16	found	find	VERB
eurjchem-733	116	17	:	:	PUNCT
eurjchem-733	117	1	c	c	X
eurjchem-733	117	2	,	,	PUNCT
eurjchem-733	117	3	66.88	66.88	NUM
eurjchem-733	117	4	;	;	PUNCT
eurjchem-733	117	5	h	h	NOUN
eurjchem-733	117	6	,	,	PUNCT
eurjchem-733	117	7	4.38	4.38	NUM
eurjchem-733	117	8	;	;	PUNCT
eurjchem-733	117	9	n	n	CCONJ
eurjchem-733	117	10	,	,	PUNCT
eurjchem-733	117	11	13.11	13.11	NUM
eurjchem-733	117	12	%	%	NOUN
eurjchem-733	117	13	.	.	PUNCT
eurjchem-733	118	1	2.8	2.8	NUM
eurjchem-733	118	2	.	.	PUNCT
eurjchem-733	118	3	general	general	ADJ
eurjchem-733	118	4	procedure	procedure	NOUN
eurjchem-733	118	5	for	for	ADP
eurjchem-733	118	6	the	the	DET
eurjchem-733	118	7	synthesis	synthesis	NOUN
eurjchem-733	118	8	of	of	ADP
eurjchem-733	118	9	compounds	compound	NOUN
eurjchem-733	118	10	(	(	PUNCT
eurjchem-733	118	11	12b	12b	NOUN
eurjchem-733	118	12	,	,	PUNCT
eurjchem-733	118	13	c	c	NOUN
eurjchem-733	118	14	and	and	CCONJ
eurjchem-733	118	15	14	14	NUM
eurjchem-733	118	16	)	)	PUNCT
eurjchem-733	118	17	independent	independent	ADJ
eurjchem-733	118	18	mixtures	mixture	NOUN
eurjchem-733	118	19	of	of	ADP
eurjchem-733	118	20	compound	compound	NOUN
eurjchem-733	118	21	11b	11b	NOUN
eurjchem-733	118	22	or	or	CCONJ
eurjchem-733	118	23	11c	11c	NOUN
eurjchem-733	118	24	(	(	PUNCT
eurjchem-733	118	25	0.01	0.01	NUM
eurjchem-733	118	26	mol	mol	NOUN
eurjchem-733	118	27	)	)	PUNCT
eurjchem-733	118	28	,	,	PUNCT
eurjchem-733	118	29	ethyl	ethyl	PROPN
eurjchem-733	118	30	cyanoacetate	cyanoacetate	NOUN
eurjchem-733	118	31	or	or	CCONJ
eurjchem-733	118	32	cyanoacetamide	cyanoacetamide	ADJ
eurjchem-733	118	33	(	(	PUNCT
eurjchem-733	118	34	0.01	0.01	NUM
eurjchem-733	118	35	mol	mol	NOUN
eurjchem-733	118	36	)	)	PUNCT
eurjchem-733	118	37	,	,	PUNCT
eurjchem-733	118	38	and	and	CCONJ
eurjchem-733	118	39	ammonium	ammonium	NOUN
eurjchem-733	118	40	acetate	acetate	NOUN
eurjchem-733	118	41	(	(	PUNCT
eurjchem-733	118	42	0.5	0.5	NUM
eurjchem-733	118	43	g	g	NOUN
eurjchem-733	118	44	)	)	PUNCT
eurjchem-733	118	45	in	in	ADP
eurjchem-733	118	46	acetic	acetic	ADJ
eurjchem-733	118	47	acid	acid	NOUN
eurjchem-733	118	48	(	(	PUNCT
eurjchem-733	118	49	10	10	NUM
eurjchem-733	118	50	ml	ml	NOUN
eurjchem-733	118	51	)	)	PUNCT
eurjchem-733	118	52	was	be	AUX
eurjchem-733	118	53	stirred	stir	VERB
eurjchem-733	118	54	at	at	ADP
eurjchem-733	118	55	reflux	reflux	NOUN
eurjchem-733	118	56	for	for	ADP
eurjchem-733	118	57	30	30	NUM
eurjchem-733	118	58	min	min	NOUN
eurjchem-733	118	59	(	(	PUNCT
eurjchem-733	118	60	progress	progress	NOUN
eurjchem-733	118	61	of	of	ADP
eurjchem-733	118	62	the	the	DET
eurjchem-733	118	63	reactions	reaction	NOUN
eurjchem-733	118	64	was	be	AUX
eurjchem-733	118	65	monitored	monitor	VERB
eurjchem-733	118	66	by	by	ADP
eurjchem-733	118	67	using	use	VERB
eurjchem-733	118	68	tlc	tlc	NOUN
eurjchem-733	118	69	using	use	VERB
eurjchem-733	118	70	ethyl	ethyl	PROPN
eurjchem-733	118	71	acetate	acetate	NOUN
eurjchem-733	118	72	:	:	PUNCT
eurjchem-733	118	73	petroleum	petroleum	NOUN
eurjchem-733	118	74	ether	ether	NOUN
eurjchem-733	118	75	(	(	PUNCT
eurjchem-733	118	76	1:1	1:1	NUM
eurjchem-733	118	77	)	)	PUNCT
eurjchem-733	118	78	.	.	PUNCT
eurjchem-733	119	1	the	the	DET
eurjchem-733	119	2	mixtures	mixture	NOUN
eurjchem-733	119	3	were	be	AUX
eurjchem-733	119	4	cooled	cool	VERB
eurjchem-733	119	5	and	and	CCONJ
eurjchem-733	119	6	then	then	ADV
eurjchem-733	119	7	poured	pour	VERB
eurjchem-733	119	8	into	into	ADP
eurjchem-733	119	9	ice‐water	ice‐water	NOUN
eurjchem-733	119	10	.	.	PUNCT
eurjchem-733	120	1	the	the	DET
eurjchem-733	120	2	solids	solid	NOUN
eurjchem-733	120	3	that	that	PRON
eurjchem-733	120	4	formed	form	VERB
eurjchem-733	120	5	were	be	AUX
eurjchem-733	120	6	collected	collect	VERB
eurjchem-733	120	7	by	by	ADP
eurjchem-733	120	8	using	use	VERB
eurjchem-733	120	9	filtration	filtration	NOUN
eurjchem-733	120	10	and	and	CCONJ
eurjchem-733	120	11	crystallized	crystallize	VERB
eurjchem-733	120	12	from	from	ADP
eurjchem-733	120	13	ethanol	ethanol	NOUN
eurjchem-733	120	14	to	to	PART
eurjchem-733	120	15	give	give	VERB
eurjchem-733	120	16	compound	compound	NOUN
eurjchem-733	120	17	12b	12b	NOUN
eurjchem-733	120	18	,	,	PUNCT
eurjchem-733	120	19	c	c	NOUN
eurjchem-733	120	20	and	and	CCONJ
eurjchem-733	120	21	14	14	NUM
eurjchem-733	120	22	.	.	PUNCT
eurjchem-733	121	1	ethyl	ethyl	PROPN
eurjchem-733	121	2	2‐hydroxy‐5‐(phenyldiazenyl)‐6‐(1h‐pyrrol‐2‐yl)‐	2‐hydroxy‐5‐(phenyldiazenyl)‐6‐(1h‐pyrrol‐2‐yl)‐	PROPN
eurjchem-733	121	3	nicotinate	nicotinate	NOUN
eurjchem-733	121	4	(	(	PUNCT
eurjchem-733	121	5	12b	12b	X
eurjchem-733	121	6	):	):	PUNCT
eurjchem-733	121	7	dark	dark	ADJ
eurjchem-733	121	8	brown	brown	ADJ
eurjchem-733	121	9	powder	powder	NOUN
eurjchem-733	121	10	(	(	PUNCT
eurjchem-733	121	11	scheme	scheme	NOUN
eurjchem-733	121	12	3	3	NUM
eurjchem-733	121	13	)	)	PUNCT
eurjchem-733	121	14	.	.	PUNCT
eurjchem-733	122	1	yield	yield	NOUN
eurjchem-733	122	2	:	:	PUNCT
eurjchem-733	122	3	60	60	NUM
eurjchem-733	122	4	%	%	NOUN
eurjchem-733	122	5	.	.	PUNCT
eurjchem-733	123	1	m.p	m.p	PROPN
eurjchem-733	123	2	.	.	PROPN
eurjchem-733	123	3	:	:	PUNCT
eurjchem-733	124	1	202‐204	202‐204	NUM
eurjchem-733	124	2	°	°	PROPN
eurjchem-733	124	3	c	c	PROPN
eurjchem-733	124	4	.	.	PUNCT
eurjchem-733	125	1	ft‐ir	ft‐ir	NOUN
eurjchem-733	125	2	(	(	PUNCT
eurjchem-733	125	3	kbr	kbr	PROPN
eurjchem-733	125	4	cm‐1	cm‐1	PROPN
eurjchem-733	125	5	):	):	PUNCT
eurjchem-733	125	6	3300	3300	NUM
eurjchem-733	125	7	(	(	PUNCT
eurjchem-733	125	8	oh	oh	INTJ
eurjchem-733	125	9	)	)	PUNCT
eurjchem-733	125	10	,	,	PUNCT
eurjchem-733	125	11	3064	3064	NUM
eurjchem-733	125	12	(	(	PUNCT
eurjchem-733	125	13	nh	nh	NOUN
eurjchem-733	125	14	)	)	PUNCT
eurjchem-733	125	15	,	,	PUNCT
eurjchem-733	125	16	1598	1598	NUM
eurjchem-733	125	17	(	(	PUNCT
eurjchem-733	125	18	co	co	NOUN
eurjchem-733	125	19	)	)	PUNCT
eurjchem-733	125	20	.	.	PUNCT
eurjchem-733	126	1	1h	1h	NUM
eurjchem-733	126	2	nmr	nmr	NOUN
eurjchem-733	126	3	(	(	PUNCT
eurjchem-733	126	4	400	400	NUM
eurjchem-733	126	5	mhz	mhz	NOUN
eurjchem-733	126	6	,	,	PUNCT
eurjchem-733	126	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	126	8	,	,	PUNCT
eurjchem-733	126	9	δ	δ	PROPN
eurjchem-733	126	10	,	,	PUNCT
eurjchem-733	126	11	ppm	ppm	NUM
eurjchem-733	126	12	):	):	PUNCT
eurjchem-733	126	13	1.30	1.30	NUM
eurjchem-733	126	14	(	(	PUNCT
eurjchem-733	126	15	t	t	PROPN
eurjchem-733	126	16	,	,	PUNCT
eurjchem-733	126	17	3h	3h	NUM
eurjchem-733	126	18	,	,	PUNCT
eurjchem-733	126	19	j	j	PROPN
eurjchem-733	126	20	=	=	SYM
eurjchem-733	126	21	7.2	7.2	NUM
eurjchem-733	126	22	hz	hz	NOUN
eurjchem-733	126	23	,	,	PUNCT
eurjchem-733	126	24	ch3	ch3	PROPN
eurjchem-733	126	25	)	)	PUNCT
eurjchem-733	126	26	,	,	PUNCT
eurjchem-733	126	27	4.31	4.31	NUM
eurjchem-733	126	28	(	(	PUNCT
eurjchem-733	126	29	q	q	NOUN
eurjchem-733	126	30	,	,	PUNCT
eurjchem-733	126	31	2h	2h	NUM
eurjchem-733	126	32	,	,	PUNCT
eurjchem-733	126	33	j	j	PROPN
eurjchem-733	126	34	=	=	SYM
eurjchem-733	126	35	7.2	7.2	NUM
eurjchem-733	126	36	hz	hz	NOUN
eurjchem-733	126	37	,	,	PUNCT
eurjchem-733	126	38	ch2	ch2	PROPN
eurjchem-733	126	39	)	)	PUNCT
eurjchem-733	126	40	,	,	PUNCT
eurjchem-733	126	41	7.10‐7.77	7.10‐7.77	X
eurjchem-733	126	42	(	(	PUNCT
eurjchem-733	126	43	m	m	PROPN
eurjchem-733	126	44	,	,	PUNCT
eurjchem-733	126	45	8h	8h	PROPN
eurjchem-733	126	46	,	,	PUNCT
eurjchem-733	126	47	ar‐	ar‐	PROPN
eurjchem-733	126	48	h	h	NOUN
eurjchem-733	126	49	)	)	PUNCT
eurjchem-733	126	50	,	,	PUNCT
eurjchem-733	126	51	8.31	8.31	NUM
eurjchem-733	126	52	(	(	PUNCT
eurjchem-733	126	53	s	s	PROPN
eurjchem-733	126	54	,	,	PUNCT
eurjchem-733	126	55	1h	1h	NUM
eurjchem-733	126	56	,	,	PUNCT
eurjchem-733	126	57	pyridyl‐h	pyridyl‐h	PROPN
eurjchem-733	126	58	)	)	PUNCT
eurjchem-733	126	59	;	;	PUNCT
eurjchem-733	126	60	11.89	11.89	NUM
eurjchem-733	126	61	(	(	PUNCT
eurjchem-733	126	62	s	s	PROPN
eurjchem-733	126	63	,	,	PUNCT
eurjchem-733	126	64	1h	1h	NUM
eurjchem-733	126	65	,	,	PUNCT
eurjchem-733	126	66	nh	nh	PROPN
eurjchem-733	126	67	,	,	PUNCT
eurjchem-733	126	68	d2o	d2o	PROPN
eurjchem-733	126	69	exchangeable	exchangeable	ADJ
eurjchem-733	126	70	)	)	PUNCT
eurjchem-733	126	71	.	.	PUNCT
eurjchem-733	127	1	,	,	PUNCT
eurjchem-733	127	2	12.18	12.18	NUM
eurjchem-733	127	3	(	(	PUNCT
eurjchem-733	127	4	s	s	PROPN
eurjchem-733	127	5	,	,	PUNCT
eurjchem-733	127	6	1h	1h	NUM
eurjchem-733	127	7	,	,	PUNCT
eurjchem-733	127	8	oh	oh	INTJ
eurjchem-733	127	9	,	,	PUNCT
eurjchem-733	127	10	d2o	d2o	NOUN
eurjchem-733	127	11	exchangeable	exchangeable	ADJ
eurjchem-733	127	12	)	)	PUNCT
eurjchem-733	127	13	.	.	PUNCT
eurjchem-733	128	1	13c	13c	NOUN
eurjchem-733	128	2	nmr	nmr	NOUN
eurjchem-733	128	3	(	(	PUNCT
eurjchem-733	128	4	100	100	NUM
eurjchem-733	128	5	mhz	mhz	NOUN
eurjchem-733	128	6	,	,	PUNCT
eurjchem-733	128	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	128	8	,	,	PUNCT
eurjchem-733	128	9	δ	δ	PROPN
eurjchem-733	128	10	,	,	PUNCT
eurjchem-733	128	11	ppm	ppm	NUM
eurjchem-733	128	12	):	):	PUNCT
eurjchem-733	128	13	13.9	13.9	NUM
eurjchem-733	128	14	(	(	PUNCT
eurjchem-733	128	15	ch3	ch3	PROPN
eurjchem-733	128	16	)	)	PUNCT
eurjchem-733	128	17	,	,	PUNCT
eurjchem-733	128	18	61.7	61.7	NUM
eurjchem-733	128	19	(	(	PUNCT
eurjchem-733	128	20	ch2	ch2	PROPN
eurjchem-733	128	21	)	)	PUNCT
eurjchem-733	128	22	,	,	PUNCT
eurjchem-733	128	23	110.9	110.9	NUM
eurjchem-733	128	24	,	,	PUNCT
eurjchem-733	128	25	117.2	117.2	NUM
eurjchem-733	128	26	,	,	PUNCT
eurjchem-733	128	27	121.2	121.2	NUM
eurjchem-733	128	28	,	,	PUNCT
eurjchem-733	128	29	123.0	123.0	NUM
eurjchem-733	128	30	,	,	PUNCT
eurjchem-733	128	31	126.0	126.0	NUM
eurjchem-733	128	32	,	,	PUNCT
eurjchem-733	128	33	127.5	127.5	NUM
eurjchem-733	128	34	,	,	PUNCT
eurjchem-733	128	35	128.8	128.8	NUM
eurjchem-733	128	36	,	,	PUNCT
eurjchem-733	128	37	129.0	129.0	NUM
eurjchem-733	128	38	,	,	PUNCT
eurjchem-733	128	39	130.9	130.9	NUM
eurjchem-733	128	40	,	,	PUNCT
eurjchem-733	128	41	131.4	131.4	NUM
eurjchem-733	128	42	,	,	PUNCT
eurjchem-733	128	43	141.3	141.3	NUM
eurjchem-733	128	44	,	,	PUNCT
eurjchem-733	128	45	141.8	141.8	NUM
eurjchem-733	128	46	,	,	PUNCT
eurjchem-733	128	47	175.0	175.0	NUM
eurjchem-733	128	48	,	,	PUNCT
eurjchem-733	128	49	176.9	176.9	NUM
eurjchem-733	128	50	(	(	PUNCT
eurjchem-733	128	51	co	co	NOUN
eurjchem-733	128	52	)	)	PUNCT
eurjchem-733	128	53	.	.	PUNCT
eurjchem-733	129	1	ms	ms	NOUN
eurjchem-733	129	2	(	(	PUNCT
eurjchem-733	129	3	m	m	PROPN
eurjchem-733	129	4	/	/	SYM
eurjchem-733	129	5	z	z	NOUN
eurjchem-733	129	6	,	,	PUNCT
eurjchem-733	129	7	(	(	PUNCT
eurjchem-733	129	8	%	%	INTJ
eurjchem-733	129	9	)	)	PUNCT
eurjchem-733	129	10	):	):	PUNCT
eurjchem-733	129	11	337	337	NUM
eurjchem-733	129	12	(	(	PUNCT
eurjchem-733	129	13	[	[	X
eurjchem-733	129	14	m+1]+	m+1]+	X
eurjchem-733	129	15	,	,	PUNCT
eurjchem-733	129	16	95	95	NUM
eurjchem-733	129	17	)	)	PUNCT
eurjchem-733	129	18	.	.	PUNCT
eurjchem-733	130	1	anal	anal	PROPN
eurjchem-733	130	2	.	.	PUNCT
eurjchem-733	130	3	calcd	calcd	NOUN
eurjchem-733	130	4	.	.	PUNCT
eurjchem-733	131	1	for	for	ADP
eurjchem-733	131	2	c18h16n4o3	c18h16n4o3	NOUN
eurjchem-733	131	3	:	:	PUNCT
eurjchem-733	131	4	c	c	X
eurjchem-733	131	5	,	,	PUNCT
eurjchem-733	131	6	64.28	64.28	NUM
eurjchem-733	131	7	;	;	PUNCT
eurjchem-733	131	8	h	h	NOUN
eurjchem-733	131	9	,	,	PUNCT
eurjchem-733	131	10	4.79	4.79	NUM
eurjchem-733	131	11	;	;	PUNCT
eurjchem-733	131	12	n	n	CCONJ
eurjchem-733	131	13	,	,	PUNCT
eurjchem-733	131	14	16.66	16.66	NUM
eurjchem-733	131	15	.	.	PUNCT
eurjchem-733	131	16	found	find	VERB
eurjchem-733	131	17	:	:	PUNCT
eurjchem-733	132	1	c	c	X
eurjchem-733	132	2	,	,	PUNCT
eurjchem-733	132	3	63.97	63.97	NUM
eurjchem-733	132	4	;	;	PUNCT
eurjchem-733	132	5	h	h	NOUN
eurjchem-733	132	6	,	,	PUNCT
eurjchem-733	132	7	4.63	4.63	NUM
eurjchem-733	132	8	;	;	PUNCT
eurjchem-733	132	9	n	n	CCONJ
eurjchem-733	132	10	,	,	PUNCT
eurjchem-733	132	11	16.44	16.44	NUM
eurjchem-733	132	12	%	%	NOUN
eurjchem-733	132	13	.	.	PUNCT
eurjchem-733	133	1	hrms	hrm	NOUN
eurjchem-733	133	2	:	:	PUNCT
eurjchem-733	133	3	m	m	X
eurjchem-733	133	4	/	/	SYM
eurjchem-733	133	5	z	z	PROPN
eurjchem-733	133	6	(	(	PUNCT
eurjchem-733	133	7	ei	ei	NOUN
eurjchem-733	133	8	)	)	PUNCT
eurjchem-733	133	9	for	for	ADP
eurjchem-733	133	10	c18h16n4o3	c18h16n4o3	NOUN
eurjchem-733	133	11	;	;	PUNCT
eurjchem-733	133	12	calcd	calcd	NOUN
eurjchem-733	133	13	.	.	PUNCT
eurjchem-733	134	1	336.1216	336.1216	NUM
eurjchem-733	134	2	;	;	PUNCT
eurjchem-733	134	3	found	find	VERB
eurjchem-733	134	4	:	:	PUNCT
eurjchem-733	134	5	336.1216	336.1216	NUM
eurjchem-733	134	6	.	.	PUNCT
eurjchem-733	134	7	ethyl	ethyl	PROPN
eurjchem-733	134	8	2‐hydroxy‐6‐(pyrazin‐2‐yl)‐5‐(p‐tolyldiazenyl)‐	2‐hydroxy‐6‐(pyrazin‐2‐yl)‐5‐(p‐tolyldiazenyl)‐	PROPN
eurjchem-733	134	9	nicotinate	nicotinate	NOUN
eurjchem-733	134	10	(	(	PUNCT
eurjchem-733	134	11	12c	12c	NUM
eurjchem-733	134	12	):	):	PUNCT
eurjchem-733	134	13	dark	dark	ADJ
eurjchem-733	134	14	red	red	ADJ
eurjchem-733	134	15	powder	powder	NOUN
eurjchem-733	134	16	(	(	PUNCT
eurjchem-733	134	17	scheme	scheme	NOUN
eurjchem-733	134	18	3	3	NUM
eurjchem-733	134	19	)	)	PUNCT
eurjchem-733	134	20	.	.	PUNCT
eurjchem-733	135	1	yield	yield	NOUN
eurjchem-733	135	2	:	:	PUNCT
eurjchem-733	135	3	68	68	NUM
eurjchem-733	135	4	%	%	NOUN
eurjchem-733	135	5	.	.	PUNCT
eurjchem-733	136	1	m.p	m.p	PROPN
eurjchem-733	136	2	.	.	PROPN
eurjchem-733	136	3	:	:	PUNCT
eurjchem-733	137	1	>	>	PUNCT
eurjchem-733	137	2	300	300	NUM
eurjchem-733	137	3	°	°	SYM
eurjchem-733	137	4	c	c	NOUN
eurjchem-733	137	5	.	.	PUNCT
eurjchem-733	138	1	ft‐ir	ft‐ir	NOUN
eurjchem-733	138	2	(	(	PUNCT
eurjchem-733	138	3	kbr	kbr	PROPN
eurjchem-733	138	4	cm‐1	cm‐1	PROPN
eurjchem-733	138	5	):	):	PUNCT
eurjchem-733	138	6	3312	3312	NUM
eurjchem-733	138	7	(	(	PUNCT
eurjchem-733	138	8	oh	oh	INTJ
eurjchem-733	138	9	)	)	PUNCT
eurjchem-733	138	10	,	,	PUNCT
eurjchem-733	138	11	1610	1610	NUM
eurjchem-733	138	12	(	(	PUNCT
eurjchem-733	138	13	co	co	NOUN
eurjchem-733	138	14	)	)	PUNCT
eurjchem-733	138	15	.	.	PUNCT
eurjchem-733	139	1	1h	1h	NUM
eurjchem-733	139	2	nmr	nmr	NOUN
eurjchem-733	139	3	(	(	PUNCT
eurjchem-733	139	4	400	400	NUM
eurjchem-733	139	5	mhz	mhz	NOUN
eurjchem-733	139	6	,	,	PUNCT
eurjchem-733	139	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	139	8	,	,	PUNCT
eurjchem-733	139	9	δ	δ	PROPN
eurjchem-733	139	10	,	,	PUNCT
eurjchem-733	139	11	ppm	ppm	NUM
eurjchem-733	139	12	):	):	PUNCT
eurjchem-733	139	13	1.30	1.30	NUM
eurjchem-733	139	14	(	(	PUNCT
eurjchem-733	139	15	t	t	PROPN
eurjchem-733	139	16	,	,	PUNCT
eurjchem-733	139	17	3h	3h	NUM
eurjchem-733	139	18	,	,	PUNCT
eurjchem-733	139	19	j	j	PROPN
eurjchem-733	139	20	=	=	SYM
eurjchem-733	139	21	7.2	7.2	NUM
eurjchem-733	139	22	hz	hz	NOUN
eurjchem-733	139	23	,	,	PUNCT
eurjchem-733	139	24	ch3	ch3	PROPN
eurjchem-733	139	25	)	)	PUNCT
eurjchem-733	139	26	,	,	PUNCT
eurjchem-733	139	27	2.33	2.33	NUM
eurjchem-733	139	28	(	(	PUNCT
eurjchem-733	139	29	s	s	PROPN
eurjchem-733	139	30	,	,	PUNCT
eurjchem-733	139	31	3h	3h	NUM
eurjchem-733	139	32	,	,	PUNCT
eurjchem-733	139	33	ch3	ch3	PROPN
eurjchem-733	139	34	)	)	PUNCT
eurjchem-733	139	35	,	,	PUNCT
eurjchem-733	139	36	4.23	4.23	NUM
eurjchem-733	139	37	(	(	PUNCT
eurjchem-733	139	38	q	q	NOUN
eurjchem-733	139	39	,	,	PUNCT
eurjchem-733	139	40	2h	2h	NUM
eurjchem-733	139	41	,	,	PUNCT
eurjchem-733	139	42	j	j	PROPN
eurjchem-733	139	43	=	=	SYM
eurjchem-733	139	44	7.2	7.2	NUM
eurjchem-733	139	45	hz	hz	NOUN
eurjchem-733	139	46	,	,	PUNCT
eurjchem-733	139	47	ch2	ch2	PROPN
eurjchem-733	139	48	)	)	PUNCT
eurjchem-733	139	49	,	,	PUNCT
eurjchem-733	139	50	7.06‐7.77	7.06‐7.77	NUM
eurjchem-733	139	51	(	(	PUNCT
eurjchem-733	139	52	m	m	PROPN
eurjchem-733	139	53	,	,	PUNCT
eurjchem-733	139	54	6h	6h	NUM
eurjchem-733	139	55	,	,	PUNCT
eurjchem-733	139	56	ar‐	ar‐	PROPN
eurjchem-733	139	57	h	h	NOUN
eurjchem-733	139	58	)	)	PUNCT
eurjchem-733	139	59	,	,	PUNCT
eurjchem-733	139	60	8.16	8.16	NUM
eurjchem-733	139	61	(	(	PUNCT
eurjchem-733	139	62	s	s	PROPN
eurjchem-733	139	63	,	,	PUNCT
eurjchem-733	139	64	1h	1h	NUM
eurjchem-733	139	65	,	,	PUNCT
eurjchem-733	139	66	ar‐h	ar‐h	NOUN
eurjchem-733	139	67	)	)	PUNCT
eurjchem-733	139	68	,	,	PUNCT
eurjchem-733	139	69	9.04	9.04	NUM
eurjchem-733	139	70	(	(	PUNCT
eurjchem-733	139	71	s	s	PROPN
eurjchem-733	139	72	,	,	PUNCT
eurjchem-733	139	73	1h	1h	NUM
eurjchem-733	139	74	,	,	PUNCT
eurjchem-733	139	75	arom‐h	arom‐h	NOUN
eurjchem-733	139	76	)	)	PUNCT
eurjchem-733	139	77	,	,	PUNCT
eurjchem-733	139	78	12.00	12.00	NUM
eurjchem-733	139	79	(	(	PUNCT
eurjchem-733	139	80	s	s	PROPN
eurjchem-733	139	81	,	,	PUNCT
eurjchem-733	139	82	1h	1h	NUM
eurjchem-733	139	83	,	,	PUNCT
eurjchem-733	139	84	oh	oh	INTJ
eurjchem-733	139	85	,	,	PUNCT
eurjchem-733	139	86	d2o	d2o	NOUN
eurjchem-733	139	87	exchangeable	exchangeable	ADJ
eurjchem-733	139	88	)	)	PUNCT
eurjchem-733	139	89	.	.	PUNCT
eurjchem-733	140	1	13c	13c	NOUN
eurjchem-733	140	2	nmr	nmr	NOUN
eurjchem-733	140	3	(	(	PUNCT
eurjchem-733	140	4	100	100	NUM
eurjchem-733	140	5	mhz	mhz	NOUN
eurjchem-733	140	6	,	,	PUNCT
eurjchem-733	140	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	140	8	,	,	PUNCT
eurjchem-733	140	9	δ	δ	PROPN
eurjchem-733	140	10	,	,	PUNCT
eurjchem-733	140	11	ppm	ppm	NUM
eurjchem-733	140	12	):	):	PUNCT
eurjchem-733	140	13	13.9	13.9	NUM
eurjchem-733	140	14	(	(	PUNCT
eurjchem-733	140	15	ch3	ch3	PROPN
eurjchem-733	140	16	)	)	PUNCT
eurjchem-733	140	17	,	,	PUNCT
eurjchem-733	140	18	20.7	20.7	NUM
eurjchem-733	140	19	(	(	PUNCT
eurjchem-733	140	20	ch3	ch3	PROPN
eurjchem-733	140	21	)	)	PUNCT
eurjchem-733	140	22	,	,	PUNCT
eurjchem-733	140	23	55.8	55.8	NUM
eurjchem-733	140	24	(	(	PUNCT
eurjchem-733	140	25	ch2	ch2	PROPN
eurjchem-733	140	26	)	)	PUNCT
eurjchem-733	140	27	,	,	PUNCT
eurjchem-733	140	28	112.6	112.6	NUM
eurjchem-733	140	29	,	,	PUNCT
eurjchem-733	140	30	117.1	117.1	NUM
eurjchem-733	140	31	,	,	PUNCT
eurjchem-733	140	32	121.3	121.3	NUM
eurjchem-733	140	33	,	,	PUNCT
eurjchem-733	140	34	123.2	123.2	NUM
eurjchem-733	140	35	,	,	PUNCT
eurjchem-733	140	36	125.6	125.6	NUM
eurjchem-733	140	37	,	,	PUNCT
eurjchem-733	140	38	127.5	127.5	NUM
eurjchem-733	140	39	,	,	PUNCT
eurjchem-733	140	40	128.8	128.8	NUM
eurjchem-733	140	41	,	,	PUNCT
eurjchem-733	140	42	129.2	129.2	NUM
eurjchem-733	140	43	,	,	PUNCT
eurjchem-733	140	44	132.4	132.4	NUM
eurjchem-733	140	45	,	,	PUNCT
eurjchem-733	140	46	135.0	135.0	NUM
eurjchem-733	140	47	,	,	PUNCT
eurjchem-733	140	48	139.9	139.9	NUM
eurjchem-733	140	49	,	,	PUNCT
eurjchem-733	140	50	157.5	157.5	NUM
eurjchem-733	140	51	,	,	PUNCT
eurjchem-733	140	52	161.9	161.9	NUM
eurjchem-733	140	53	,	,	PUNCT
eurjchem-733	140	54	165.7	165.7	NUM
eurjchem-733	140	55	(	(	PUNCT
eurjchem-733	140	56	co	co	NOUN
eurjchem-733	140	57	)	)	PUNCT
eurjchem-733	140	58	.	.	PUNCT
eurjchem-733	141	1	56	56	NUM
eurjchem-733	141	2	alnajjar	alnajjar	NOUN
eurjchem-733	141	3	et	et	PROPN
eurjchem-733	141	4	al	al	PROPN
eurjchem-733	141	5	.	.	PUNCT
eurjchem-733	141	6	/	/	SYM
eurjchem-733	141	7	european	european	PROPN
eurjchem-733	141	8	journal	journal	PROPN
eurjchem-733	141	9	of	of	ADP
eurjchem-733	141	10	chemistry	chemistry	NOUN
eurjchem-733	141	11	4	4	NUM
eurjchem-733	141	12	(	(	PUNCT
eurjchem-733	141	13	1	1	NUM
eurjchem-733	141	14	)	)	PUNCT
eurjchem-733	141	15	(	(	PUNCT
eurjchem-733	141	16	2013	2013	NUM
eurjchem-733	141	17	)	)	PUNCT
eurjchem-733	141	18	53‐57	53‐57	NUM
eurjchem-733	141	19	scheme	scheme	NOUN
eurjchem-733	141	20	4	4	NUM
eurjchem-733	141	21	figure	figure	NOUN
eurjchem-733	141	22	1	1	NUM
eurjchem-733	141	23	.	.	PUNCT
eurjchem-733	142	1	x‐ray	x‐ray	PROPN
eurjchem-733	142	2	crystal	crystal	NOUN
eurjchem-733	142	3	structure	structure	NOUN
eurjchem-733	142	4	of	of	ADP
eurjchem-733	142	5	compound	compound	NOUN
eurjchem-733	142	6	9	9	NUM
eurjchem-733	142	7	.	.	PUNCT
eurjchem-733	143	1	ms	ms	NOUN
eurjchem-733	143	2	(	(	PUNCT
eurjchem-733	143	3	m	m	PROPN
eurjchem-733	143	4	/	/	SYM
eurjchem-733	143	5	z	z	NOUN
eurjchem-733	143	6	,	,	PUNCT
eurjchem-733	143	7	(	(	PUNCT
eurjchem-733	143	8	%	%	INTJ
eurjchem-733	143	9	)	)	PUNCT
eurjchem-733	143	10	):	):	PUNCT
eurjchem-733	143	11	363	363	NUM
eurjchem-733	143	12	(	(	PUNCT
eurjchem-733	143	13	m+	m+	NUM
eurjchem-733	143	14	)	)	PUNCT
eurjchem-733	143	15	.	.	PUNCT
eurjchem-733	144	1	anal	anal	PROPN
eurjchem-733	144	2	.	.	PUNCT
eurjchem-733	144	3	calcd	calcd	NOUN
eurjchem-733	144	4	.	.	PUNCT
eurjchem-733	145	1	for	for	ADP
eurjchem-733	145	2	c19h17n5o3	c19h17n5o3	PROPN
eurjchem-733	145	3	:	:	PUNCT
eurjchem-733	145	4	c	c	X
eurjchem-733	145	5	,	,	PUNCT
eurjchem-733	145	6	62.80	62.80	NUM
eurjchem-733	145	7	;	;	PUNCT
eurjchem-733	145	8	h	h	NOUN
eurjchem-733	145	9	,	,	PUNCT
eurjchem-733	145	10	4.72	4.72	NUM
eurjchem-733	145	11	;	;	PUNCT
eurjchem-733	145	12	n	n	CCONJ
eurjchem-733	145	13	,	,	PUNCT
eurjchem-733	145	14	19.27	19.27	NUM
eurjchem-733	145	15	.	.	PUNCT
eurjchem-733	145	16	found	find	VERB
eurjchem-733	145	17	:	:	PUNCT
eurjchem-733	146	1	c	c	X
eurjchem-733	146	2	,	,	PUNCT
eurjchem-733	146	3	62.55	62.55	NUM
eurjchem-733	146	4	;	;	PUNCT
eurjchem-733	146	5	h	h	NOUN
eurjchem-733	146	6	,	,	PUNCT
eurjchem-733	146	7	4.65	4.65	NUM
eurjchem-733	146	8	;	;	PUNCT
eurjchem-733	146	9	n	n	CCONJ
eurjchem-733	146	10	,	,	PUNCT
eurjchem-733	146	11	19.16	19.16	NUM
eurjchem-733	146	12	%	%	NOUN
eurjchem-733	146	13	.	.	PUNCT
eurjchem-733	147	1	3‐oxo‐2‐phenyl‐6‐(1h‐pyrrole‐5‐carbonyl)‐2,3‐dihydro	3‐oxo‐2‐phenyl‐6‐(1h‐pyrrole‐5‐carbonyl)‐2,3‐dihydro	NUM
eurjchem-733	147	2	pyridazine‐4‐carboxamide	pyridazine‐4‐carboxamide	NUM
eurjchem-733	147	3	(	(	PUNCT
eurjchem-733	147	4	14	14	NUM
eurjchem-733	147	5	):	):	PUNCT
eurjchem-733	147	6	brown	brown	ADJ
eurjchem-733	147	7	powder	powder	NOUN
eurjchem-733	147	8	(	(	PUNCT
eurjchem-733	147	9	scheme	scheme	NOUN
eurjchem-733	147	10	4	4	NUM
eurjchem-733	147	11	)	)	PUNCT
eurjchem-733	147	12	.	.	PUNCT
eurjchem-733	148	1	yield	yield	NOUN
eurjchem-733	148	2	:	:	PUNCT
eurjchem-733	148	3	88	88	NUM
eurjchem-733	148	4	%	%	NOUN
eurjchem-733	148	5	.	.	PUNCT
eurjchem-733	149	1	m.p	m.p	PROPN
eurjchem-733	149	2	.	.	PROPN
eurjchem-733	149	3	:	:	PUNCT
eurjchem-733	150	1	250‐252	250‐252	NUM
eurjchem-733	150	2	°	°	ADP
eurjchem-733	150	3	c	c	X
eurjchem-733	150	4	.	.	PUNCT
eurjchem-733	150	5	ft‐ir	ft‐ir	NOUN
eurjchem-733	150	6	(	(	PUNCT
eurjchem-733	150	7	kbr	kbr	PROPN
eurjchem-733	150	8	cm‐1	cm‐1	PROPN
eurjchem-733	150	9	):	):	PUNCT
eurjchem-733	150	10	3372	3372	NUM
eurjchem-733	150	11	,	,	PUNCT
eurjchem-733	150	12	3301	3301	NUM
eurjchem-733	150	13	(	(	PUNCT
eurjchem-733	150	14	nh2	nh2	PROPN
eurjchem-733	150	15	)	)	PUNCT
eurjchem-733	150	16	,	,	PUNCT
eurjchem-733	150	17	3063	3063	NUM
eurjchem-733	150	18	(	(	PUNCT
eurjchem-733	150	19	nh	nh	NOUN
eurjchem-733	150	20	)	)	PUNCT
eurjchem-733	150	21	,	,	PUNCT
eurjchem-733	150	22	1697	1697	NUM
eurjchem-733	150	23	(	(	PUNCT
eurjchem-733	150	24	co	co	NOUN
eurjchem-733	150	25	)	)	PUNCT
eurjchem-733	150	26	,	,	PUNCT
eurjchem-733	150	27	1595	1595	NUM
eurjchem-733	150	28	(	(	PUNCT
eurjchem-733	150	29	co	co	NOUN
eurjchem-733	150	30	)	)	PUNCT
eurjchem-733	150	31	.	.	PUNCT
eurjchem-733	151	1	1h	1h	NUM
eurjchem-733	151	2	nmr	nmr	NOUN
eurjchem-733	151	3	(	(	PUNCT
eurjchem-733	151	4	400	400	NUM
eurjchem-733	151	5	mhz	mhz	NOUN
eurjchem-733	151	6	,	,	PUNCT
eurjchem-733	151	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	151	8	,	,	PUNCT
eurjchem-733	151	9	δ	δ	PROPN
eurjchem-733	151	10	,	,	PUNCT
eurjchem-733	151	11	ppm	ppm	NOUN
eurjchem-733	151	12	):	):	PUNCT
eurjchem-733	151	13	6.25	6.25	NUM
eurjchem-733	151	14	(	(	PUNCT
eurjchem-733	151	15	s	s	PROPN
eurjchem-733	151	16	,	,	PUNCT
eurjchem-733	151	17	1h	1h	NUM
eurjchem-733	151	18	,	,	PUNCT
eurjchem-733	151	19	ar‐h	ar‐h	NOUN
eurjchem-733	151	20	)	)	PUNCT
eurjchem-733	151	21	,	,	PUNCT
eurjchem-733	151	22	7.09‐7.66	7.09‐7.66	NUM
eurjchem-733	151	23	(	(	PUNCT
eurjchem-733	151	24	m	m	PROPN
eurjchem-733	151	25	,	,	PUNCT
eurjchem-733	151	26	4h	4h	NUM
eurjchem-733	151	27	,	,	PUNCT
eurjchem-733	151	28	ar‐h	ar‐h	PROPN
eurjchem-733	151	29	)	)	PUNCT
eurjchem-733	151	30	,	,	PUNCT
eurjchem-733	151	31	7.68	7.68	NUM
eurjchem-733	151	32	(	(	PUNCT
eurjchem-733	151	33	d	d	PROPN
eurjchem-733	151	34	,	,	PUNCT
eurjchem-733	151	35	2h	2h	NUM
eurjchem-733	151	36	,	,	PUNCT
eurjchem-733	151	37	j	j	PROPN
eurjchem-733	151	38	=	=	SYM
eurjchem-733	151	39	8.0	8.0	NUM
eurjchem-733	151	40	hz	hz	VERB
eurjchem-733	151	41	ar‐h	ar‐h	PROPN
eurjchem-733	151	42	)	)	PUNCT
eurjchem-733	151	43	,	,	PUNCT
eurjchem-733	151	44	7.76	7.76	NUM
eurjchem-733	151	45	(	(	PUNCT
eurjchem-733	151	46	d	d	PROPN
eurjchem-733	151	47	,	,	PUNCT
eurjchem-733	151	48	1h	1h	NUM
eurjchem-733	151	49	,	,	PUNCT
eurjchem-733	151	50	j	j	PROPN
eurjchem-733	151	51	=	=	PROPN
eurjchem-733	151	52	8.4	8.4	NUM
eurjchem-733	151	53	hz	hz	VERB
eurjchem-733	151	54	ar‐h	ar‐h	PROPN
eurjchem-733	151	55	)	)	PUNCT
eurjchem-733	151	56	,	,	PUNCT
eurjchem-733	151	57	8.59	8.59	NUM
eurjchem-733	151	58	(	(	PUNCT
eurjchem-733	151	59	s	s	PROPN
eurjchem-733	151	60	,	,	PUNCT
eurjchem-733	151	61	1h	1h	NUM
eurjchem-733	151	62	,	,	PUNCT
eurjchem-733	151	63	pyridazinyl‐h	pyridazinyl‐h	PROPN
eurjchem-733	151	64	)	)	PUNCT
eurjchem-733	151	65	,	,	PUNCT
eurjchem-733	151	66	11.90	11.90	NUM
eurjchem-733	151	67	(	(	PUNCT
eurjchem-733	151	68	s	s	PROPN
eurjchem-733	151	69	,	,	PUNCT
eurjchem-733	151	70	1h	1h	NUM
eurjchem-733	151	71	,	,	PUNCT
eurjchem-733	151	72	nh	nh	PROPN
eurjchem-733	151	73	)	)	PUNCT
eurjchem-733	151	74	,	,	PUNCT
eurjchem-733	151	75	12.22	12.22	NUM
eurjchem-733	151	76	(	(	PUNCT
eurjchem-733	151	77	s	s	PROPN
eurjchem-733	151	78	,	,	PUNCT
eurjchem-733	151	79	2h	2h	NUM
eurjchem-733	151	80	,	,	PUNCT
eurjchem-733	151	81	nh2	nh2	PROPN
eurjchem-733	151	82	,	,	PUNCT
eurjchem-733	151	83	d2o	d2o	NOUN
eurjchem-733	151	84	exchangeable	exchangeable	ADJ
eurjchem-733	151	85	)	)	PUNCT
eurjchem-733	151	86	.	.	PUNCT
eurjchem-733	152	1	13c	13c	NOUN
eurjchem-733	152	2	nmr	nmr	NOUN
eurjchem-733	152	3	(	(	PUNCT
eurjchem-733	152	4	100	100	NUM
eurjchem-733	152	5	mhz	mhz	NOUN
eurjchem-733	152	6	,	,	PUNCT
eurjchem-733	152	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-733	152	8	,	,	PUNCT
eurjchem-733	152	9	δ	δ	PROPN
eurjchem-733	152	10	,	,	PUNCT
eurjchem-733	152	11	ppm	ppm	NOUN
eurjchem-733	152	12	):	):	PUNCT
eurjchem-733	152	13	110.66	110.66	NUM
eurjchem-733	152	14	,	,	PUNCT
eurjchem-733	152	15	117.2	117.2	NUM
eurjchem-733	152	16	,	,	PUNCT
eurjchem-733	152	17	118.8	118.8	NUM
eurjchem-733	152	18	,	,	PUNCT
eurjchem-733	152	19	121.3	121.3	NUM
eurjchem-733	152	20	,	,	PUNCT
eurjchem-733	152	21	126.1	126.1	NUM
eurjchem-733	152	22	,	,	PUNCT
eurjchem-733	152	23	127.6	127.6	NUM
eurjchem-733	152	24	,	,	PUNCT
eurjchem-733	152	25	129.0	129.0	NUM
eurjchem-733	152	26	,	,	PUNCT
eurjchem-733	152	27	131.8	131.8	NUM
eurjchem-733	152	28	,	,	PUNCT
eurjchem-733	152	29	141.3	141.3	NUM
eurjchem-733	152	30	,	,	PUNCT
eurjchem-733	152	31	149.5	149.5	NUM
eurjchem-733	152	32	,	,	PUNCT
eurjchem-733	152	33	159.5	159.5	NUM
eurjchem-733	152	34	,	,	PUNCT
eurjchem-733	152	35	162.2	162.2	NUM
eurjchem-733	152	36	,	,	PUNCT
eurjchem-733	152	37	175.1	175.1	NUM
eurjchem-733	152	38	,	,	PUNCT
eurjchem-733	152	39	176.9	176.9	NUM
eurjchem-733	152	40	.	.	PUNCT
eurjchem-733	153	1	ms	ms	NOUN
eurjchem-733	153	2	(	(	PUNCT
eurjchem-733	153	3	m	m	PROPN
eurjchem-733	153	4	/	/	SYM
eurjchem-733	153	5	z	z	NOUN
eurjchem-733	153	6	,	,	PUNCT
eurjchem-733	153	7	(	(	PUNCT
eurjchem-733	153	8	%	%	INTJ
eurjchem-733	153	9	)	)	PUNCT
eurjchem-733	153	10	):	):	PUNCT
eurjchem-733	153	11	308	308	NUM
eurjchem-733	153	12	(	(	PUNCT
eurjchem-733	153	13	[	[	X
eurjchem-733	153	14	m]+	m]+	NOUN
eurjchem-733	153	15	,	,	PUNCT
eurjchem-733	153	16	100	100	NUM
eurjchem-733	153	17	)	)	PUNCT
eurjchem-733	153	18	.	.	PUNCT
eurjchem-733	154	1	anal	anal	PROPN
eurjchem-733	154	2	.	.	PUNCT
eurjchem-733	154	3	calcd	calcd	NOUN
eurjchem-733	154	4	.	.	PUNCT
eurjchem-733	155	1	for	for	ADP
eurjchem-733	155	2	c16h12n4o3	c16h12n4o3	PROPN
eurjchem-733	155	3	:	:	PUNCT
eurjchem-733	156	1	62.33	62.33	NUM
eurjchem-733	156	2	;	;	PUNCT
eurjchem-733	156	3	h	h	NOUN
eurjchem-733	156	4	,	,	PUNCT
eurjchem-733	156	5	3.92	3.92	NUM
eurjchem-733	156	6	;	;	PUNCT
eurjchem-733	156	7	n	n	CCONJ
eurjchem-733	156	8	,	,	PUNCT
eurjchem-733	156	9	18.17	18.17	NUM
eurjchem-733	156	10	.	.	PUNCT
eurjchem-733	156	11	found	find	VERB
eurjchem-733	156	12	:	:	PUNCT
eurjchem-733	156	13	62.41	62.41	NUM
eurjchem-733	156	14	;	;	PUNCT
eurjchem-733	156	15	h	h	NOUN
eurjchem-733	156	16	,	,	PUNCT
eurjchem-733	156	17	4.19	4.19	NUM
eurjchem-733	156	18	;	;	PUNCT
eurjchem-733	156	19	n	n	CCONJ
eurjchem-733	156	20	,	,	PUNCT
eurjchem-733	156	21	18.32	18.32	NUM
eurjchem-733	156	22	%	%	NOUN
eurjchem-733	156	23	.	.	PUNCT
eurjchem-733	157	1	hrms	hrm	NOUN
eurjchem-733	157	2	:	:	PUNCT
eurjchem-733	157	3	m	m	X
eurjchem-733	157	4	/	/	SYM
eurjchem-733	157	5	z	z	PROPN
eurjchem-733	157	6	(	(	PUNCT
eurjchem-733	157	7	ei	ei	NOUN
eurjchem-733	157	8	)	)	PUNCT
eurjchem-733	157	9	for	for	ADP
eurjchem-733	157	10	c16h12n4o3	c16h12n4o3	PROPN
eurjchem-733	157	11	;	;	PUNCT
eurjchem-733	157	12	calcd	calcd	NOUN
eurjchem-733	157	13	.	.	PUNCT
eurjchem-733	158	1	308.0904	308.0904	NUM
eurjchem-733	158	2	;	;	PUNCT
eurjchem-733	158	3	found	find	VERB
eurjchem-733	158	4	:	:	PUNCT
eurjchem-733	158	5	308.0904	308.0904	NUM
eurjchem-733	158	6	.	.	NOUN
eurjchem-733	158	7	3	3	X
eurjchem-733	158	8	.	.	NOUN
eurjchem-733	158	9	results	result	NOUN
eurjchem-733	158	10	and	and	CCONJ
eurjchem-733	158	11	discussion	discussion	NOUN
eurjchem-733	158	12	similar	similar	ADJ
eurjchem-733	158	13	to	to	ADP
eurjchem-733	158	14	recent	recent	ADJ
eurjchem-733	158	15	report	report	NOUN
eurjchem-733	159	1	[	[	X
eurjchem-733	159	2	15	15	NUM
eurjchem-733	159	3	]	]	PUNCT
eurjchem-733	159	4	,	,	PUNCT
eurjchem-733	159	5	ethyl	ethyl	PROPN
eurjchem-733	159	6	propiolate	propiolate	NOUN
eurjchem-733	159	7	(	(	PUNCT
eurjchem-733	159	8	2	2	NUM
eurjchem-733	159	9	)	)	PUNCT
eurjchem-733	159	10	,	,	PUNCT
eurjchem-733	159	11	and	and	CCONJ
eurjchem-733	159	12	benzylidenemalononitrile	benzylidenemalononitrile	NOUN
eurjchem-733	159	13	(	(	PUNCT
eurjchem-733	159	14	1	1	NUM
eurjchem-733	159	15	)	)	PUNCT
eurjchem-733	159	16	,	,	PUNCT
eurjchem-733	159	17	reacted	react	VERB
eurjchem-733	159	18	in	in	ADP
eurjchem-733	159	19	ethanolic	ethanolic	ADJ
eurjchem-733	159	20	solution	solution	NOUN
eurjchem-733	159	21	in	in	ADP
eurjchem-733	159	22	the	the	DET
eurjchem-733	159	23	presence	presence	NOUN
eurjchem-733	159	24	of	of	ADP
eurjchem-733	159	25	catalytic	catalytic	ADJ
eurjchem-733	159	26	amount	amount	NOUN
eurjchem-733	159	27	of	of	ADP
eurjchem-733	159	28	l‐proline	l‐proline	NOUN
eurjchem-733	159	29	,	,	PUNCT
eurjchem-733	159	30	as	as	ADP
eurjchem-733	159	31	a	a	DET
eurjchem-733	159	32	catalyst	catalyst	NOUN
eurjchem-733	159	33	,	,	PUNCT
eurjchem-733	159	34	yielded	yield	VERB
eurjchem-733	159	35	the	the	DET
eurjchem-733	159	36	2‐aminopyran	2‐aminopyran	NUM
eurjchem-733	159	37	,	,	PUNCT
eurjchem-733	159	38	7	7	NUM
eurjchem-733	159	39	,	,	PUNCT
eurjchem-733	159	40	in	in	ADP
eurjchem-733	159	41	65	65	NUM
eurjchem-733	159	42	%	%	NOUN
eurjchem-733	159	43	yield	yield	NOUN
eurjchem-733	159	44	.	.	PUNCT
eurjchem-733	160	1	it	it	PRON
eurjchem-733	160	2	is	be	AUX
eurjchem-733	160	3	believed	believe	VERB
eurjchem-733	160	4	that	that	SCONJ
eurjchem-733	160	5	compound	compound	NOUN
eurjchem-733	160	6	2	2	NUM
eurjchem-733	160	7	initially	initially	ADV
eurjchem-733	160	8	add	add	VERB
eurjchem-733	160	9	l‐proline	l‐proline	PUNCT
eurjchem-733	160	10	to	to	PART
eurjchem-733	160	11	yield	yield	VERB
eurjchem-733	160	12	compound	compound	NOUN
eurjchem-733	160	13	4	4	NUM
eurjchem-733	160	14	that	that	PRON
eurjchem-733	160	15	then	then	ADV
eurjchem-733	160	16	reacted	react	VERB
eurjchem-733	160	17	with	with	ADP
eurjchem-733	160	18	benzylidenemalononitrile	benzylidenemalononitrile	NOUN
eurjchem-733	160	19	yielding	yield	VERB
eurjchem-733	160	20	the	the	DET
eurjchem-733	160	21	acyclic	acyclic	ADJ
eurjchem-733	160	22	intermediate	intermediate	ADJ
eurjchem-733	160	23	,	,	PUNCT
eurjchem-733	160	24	5	5	NUM
eurjchem-733	160	25	,	,	PUNCT
eurjchem-733	160	26	that	that	PRON
eurjchem-733	160	27	then	then	ADV
eurjchem-733	160	28	afford	afford	AUX
eurjchem-733	160	29	compound	compound	VERB
eurjchem-733	160	30	6	6	NUM
eurjchem-733	160	31	that	that	PRON
eurjchem-733	160	32	cyclized	cyclize	VERB
eurjchem-733	160	33	into	into	ADP
eurjchem-733	160	34	the	the	DET
eurjchem-733	160	35	pyran	pyran	ADJ
eurjchem-733	160	36	,	,	PUNCT
eurjchem-733	160	37	7	7	NUM
eurjchem-733	160	38	.	.	PUNCT
eurjchem-733	161	1	the	the	DET
eurjchem-733	161	2	2‐aminopyran	2‐aminopyran	NUM
eurjchem-733	161	3	,	,	PUNCT
eurjchem-733	161	4	7	7	NUM
eurjchem-733	161	5	,	,	PUNCT
eurjchem-733	161	6	readily	readily	ADV
eurjchem-733	161	7	rearranged	rearrange	VERB
eurjchem-733	161	8	into	into	ADP
eurjchem-733	161	9	the	the	DET
eurjchem-733	161	10	2‐aminonicotinate	2‐aminonicotinate	NUM
eurjchem-733	161	11	,	,	PUNCT
eurjchem-733	161	12	8	8	NUM
eurjchem-733	161	13	,	,	PUNCT
eurjchem-733	161	14	when	when	SCONJ
eurjchem-733	161	15	refluxed	refluxe	VERB
eurjchem-733	161	16	in	in	ADP
eurjchem-733	161	17	acetic	acetic	ADJ
eurjchem-733	161	18	acid	acid	NOUN
eurjchem-733	161	19	in	in	ADP
eurjchem-733	161	20	the	the	DET
eurjchem-733	161	21	presence	presence	NOUN
eurjchem-733	161	22	of	of	ADP
eurjchem-733	161	23	ammonium	ammonium	NOUN
eurjchem-733	161	24	acetate	acetate	NOUN
eurjchem-733	161	25	(	(	PUNCT
eurjchem-733	161	26	scheme	scheme	NOUN
eurjchem-733	161	27	1	1	NUM
eurjchem-733	161	28	)	)	PUNCT
eurjchem-733	161	29	.	.	PUNCT
eurjchem-733	162	1	thus	thus	ADV
eurjchem-733	162	2	trials	trial	NOUN
eurjchem-733	162	3	to	to	PART
eurjchem-733	162	4	extend	extend	VERB
eurjchem-733	162	5	this	this	DET
eurjchem-733	162	6	approach	approach	NOUN
eurjchem-733	162	7	for	for	ADP
eurjchem-733	162	8	synthesis	synthesis	NOUN
eurjchem-733	162	9	of	of	ADP
eurjchem-733	162	10	other	other	ADJ
eurjchem-733	162	11	substituted	substitute	VERB
eurjchem-733	162	12	nicotinates	nicotinate	NOUN
eurjchem-733	162	13	,	,	PUNCT
eurjchem-733	162	14	8	8	NUM
eurjchem-733	162	15	,	,	PUNCT
eurjchem-733	162	16	via	via	ADP
eurjchem-733	162	17	reacting	react	VERB
eurjchem-733	162	18	compound	compound	NOUN
eurjchem-733	162	19	1b	1b	NUM
eurjchem-733	162	20	with	with	ADP
eurjchem-733	162	21	compound	compound	NOUN
eurjchem-733	162	22	2	2	NUM
eurjchem-733	162	23	utilizing	utilize	VERB
eurjchem-733	162	24	the	the	DET
eurjchem-733	162	25	same	same	ADJ
eurjchem-733	162	26	procedure	procedure	NOUN
eurjchem-733	162	27	failed	fail	VERB
eurjchem-733	162	28	.	.	PUNCT
eurjchem-733	163	1	as	as	ADP
eurjchem-733	163	2	instead	instead	ADV
eurjchem-733	163	3	of	of	ADP
eurjchem-733	163	4	formation	formation	NOUN
eurjchem-733	163	5	of	of	ADP
eurjchem-733	163	6	compound	compound	NOUN
eurjchem-733	163	7	7b	7b	NOUN
eurjchem-733	163	8	the	the	DET
eurjchem-733	163	9	1,3,5‐trisubstituted	1,3,5‐trisubstituted	NUM
eurjchem-733	163	10	benzoate	benzoate	NOUN
eurjchem-733	163	11	,	,	PUNCT
eurjchem-733	163	12	9	9	NUM
eurjchem-733	163	13	,	,	PUNCT
eurjchem-733	163	14	was	be	AUX
eurjchem-733	163	15	formed	form	VERB
eurjchem-733	163	16	and	and	CCONJ
eurjchem-733	163	17	whose	whose	DET
eurjchem-733	163	18	structure	structure	NOUN
eurjchem-733	163	19	could	could	AUX
eurjchem-733	163	20	be	be	AUX
eurjchem-733	163	21	confirmed	confirm	VERB
eurjchem-733	163	22	by	by	ADP
eurjchem-733	163	23	the	the	DET
eurjchem-733	163	24	x‐	x‐	PROPN
eurjchem-733	163	25	ray	ray	PROPN
eurjchem-733	163	26	crystal	crystal	NOUN
eurjchem-733	163	27	structure	structure	NOUN
eurjchem-733	163	28	determination	determination	NOUN
eurjchem-733	163	29	(	(	PUNCT
eurjchem-733	163	30	figure	figure	NOUN
eurjchem-733	163	31	1	1	NUM
eurjchem-733	163	32	)	)	PUNCT
eurjchem-733	163	33	.	.	PUNCT
eurjchem-733	164	1	crystal	crystal	NOUN
eurjchem-733	164	2	data	datum	NOUN
eurjchem-733	164	3	and	and	CCONJ
eurjchem-733	164	4	structure	structure	NOUN
eurjchem-733	164	5	refinement	refinement	NOUN
eurjchem-733	164	6	for	for	ADP
eurjchem-733	164	7	compound	compound	NOUN
eurjchem-733	164	8	9	9	NUM
eurjchem-733	164	9	are	be	AUX
eurjchem-733	164	10	listed	list	VERB
eurjchem-733	164	11	in	in	ADP
eurjchem-733	164	12	table	table	NOUN
eurjchem-733	164	13	1	1	NUM
eurjchem-733	164	14	.	.	PUNCT
eurjchem-733	165	1	bond	bond	NOUN
eurjchem-733	165	2	distances	distance	NOUN
eurjchem-733	165	3	and	and	CCONJ
eurjchem-733	165	4	angles	angle	NOUN
eurjchem-733	165	5	calculated	calculate	VERB
eurjchem-733	165	6	from	from	ADP
eurjchem-733	165	7	the	the	DET
eurjchem-733	165	8	final	final	ADJ
eurjchem-733	165	9	atomic	atomic	ADJ
eurjchem-733	165	10	coordinates	coordinate	NOUN
eurjchem-733	165	11	are	be	AUX
eurjchem-733	165	12	given	give	VERB
eurjchem-733	165	13	in	in	ADP
eurjchem-733	165	14	table	table	NOUN
eurjchem-733	165	15	2	2	NUM
eurjchem-733	165	16	and	and	CCONJ
eurjchem-733	165	17	3	3	NUM
eurjchem-733	165	18	,	,	PUNCT
eurjchem-733	165	19	respectively	respectively	ADV
eurjchem-733	165	20	.	.	PUNCT
eurjchem-733	165	21	table	table	NOUN
eurjchem-733	165	22	1	1	NUM
eurjchem-733	165	23	.	.	PUNCT
eurjchem-733	165	24	crystal	crystal	NOUN
eurjchem-733	165	25	data	datum	NOUN
eurjchem-733	165	26	and	and	CCONJ
eurjchem-733	165	27	structure	structure	NOUN
eurjchem-733	165	28	refinement	refinement	NOUN
eurjchem-733	165	29	for	for	ADP
eurjchem-733	165	30	compound	compound	NOUN
eurjchem-733	165	31	9	9	NUM
eurjchem-733	165	32	.	.	PUNCT
eurjchem-733	166	1	empirical	empirical	ADJ
eurjchem-733	166	2	formula	formula	NOUN
eurjchem-733	166	3	c15h18o6	c15h18o6	PROPN
eurjchem-733	166	4	formula	formula	NOUN
eurjchem-733	166	5	weight	weight	NOUN
eurjchem-733	166	6	294.29	294.29	NUM
eurjchem-733	166	7	temperature	temperature	NOUN
eurjchem-733	166	8	/	/	SYM
eurjchem-733	166	9	k	k	NOUN
eurjchem-733	166	10	296(2	296(2	NUM
eurjchem-733	166	11	)	)	PUNCT
eurjchem-733	166	12	crystal	crystal	NOUN
eurjchem-733	166	13	system	system	NOUN
eurjchem-733	166	14	hexagonal	hexagonal	ADJ
eurjchem-733	166	15	space	space	NOUN
eurjchem-733	166	16	group	group	NOUN
eurjchem-733	166	17	p65	p65	VERB
eurjchem-733	166	18	a	a	PRON
eurjchem-733	166	19	/	/	SYM
eurjchem-733	166	20	å	å	PROPN
eurjchem-733	166	21	11.3311(5	11.3311(5	NUM
eurjchem-733	166	22	)	)	PUNCT
eurjchem-733	166	23	b	b	NOUN
eurjchem-733	166	24	/	/	SYM
eurjchem-733	166	25	å	å	PROPN
eurjchem-733	166	26	11.3311(5	11.3311(5	NUM
eurjchem-733	166	27	)	)	PUNCT
eurjchem-733	166	28	c	c	NOUN
eurjchem-733	166	29	/	/	SYM
eurjchem-733	166	30	å	å	PROPN
eurjchem-733	166	31	19.5375(10	19.5375(10	NUM
eurjchem-733	166	32	)	)	PUNCT
eurjchem-733	166	33	α/	α/	NOUN
eurjchem-733	166	34	°	°	NOUN
eurjchem-733	166	35	90	90	NUM
eurjchem-733	167	1	β/	β/	NOUN
eurjchem-733	167	2	°	°	PRON
eurjchem-733	168	1	90	90	NUM
eurjchem-733	168	2	γ/	γ/	NOUN
eurjchem-733	168	3	°	°	NOUN
eurjchem-733	168	4	120	120	NUM
eurjchem-733	168	5	volume	volume	NOUN
eurjchem-733	168	6	/	/	SYM
eurjchem-733	168	7	å3	å3	PROPN
eurjchem-733	168	8	2172.42(18	2172.42(18	NUM
eurjchem-733	168	9	)	)	PUNCT
eurjchem-733	168	10	z	z	NOUN
eurjchem-733	168	11	6	6	NUM
eurjchem-733	168	12	ρcalc	ρcalc	NOUN
eurjchem-733	168	13	mg	mg	PROPN
eurjchem-733	168	14	/	/	SYM
eurjchem-733	168	15	mm3	mm3	NOUN
eurjchem-733	168	16	1.350	1.350	NUM
eurjchem-733	168	17	m	m	PROPN
eurjchem-733	168	18	/	/	SYM
eurjchem-733	168	19	mm‐1	mm‐1	PROPN
eurjchem-733	168	20	0.879	0.879	NUM
eurjchem-733	168	21	f(000	f(000	PROPN
eurjchem-733	168	22	)	)	PUNCT
eurjchem-733	168	23	936.0	936.0	NUM
eurjchem-733	168	24	crystal	crystal	NOUN
eurjchem-733	168	25	size	size	NOUN
eurjchem-733	168	26	/	/	SYM
eurjchem-733	168	27	mm3	mm3	NOUN
eurjchem-733	168	28	0.34	0.34	NUM
eurjchem-733	168	29	×	×	NOUN
eurjchem-733	168	30	0.07	0.07	NUM
eurjchem-733	168	31	×	×	NOUN
eurjchem-733	168	32	0.04	0.04	NUM
eurjchem-733	168	33	2θ	2θ	NUM
eurjchem-733	168	34	range	range	NOUN
eurjchem-733	168	35	for	for	ADP
eurjchem-733	168	36	data	datum	NOUN
eurjchem-733	168	37	collection	collection	NOUN
eurjchem-733	168	38	9.02	9.02	NUM
eurjchem-733	168	39	to	to	ADP
eurjchem-733	168	40	132.96	132.96	NUM
eurjchem-733	168	41	°	°	PART
eurjchem-733	168	42	index	index	NOUN
eurjchem-733	168	43	ranges	range	VERB
eurjchem-733	168	44	‐12	‐12	ADV
eurjchem-733	168	45	≤	≤	NUM
eurjchem-733	168	46	h	h	NOUN
eurjchem-733	168	47	≤	≤	NUM
eurjchem-733	168	48	10	10	NUM
eurjchem-733	168	49	,	,	PUNCT
eurjchem-733	168	50	‐10	‐10	ADP
eurjchem-733	168	51	≤	≤	NUM
eurjchem-733	168	52	k	k	PROPN
eurjchem-733	168	53	≤	≤	NUM
eurjchem-733	168	54	12	12	NUM
eurjchem-733	168	55	,	,	PUNCT
eurjchem-733	168	56	‐23	‐23	ADV
eurjchem-733	168	57	≤	≤	NUM
eurjchem-733	168	58	l	l	NOUN
eurjchem-733	168	59	≤	≤	NUM
eurjchem-733	168	60	21	21	NUM
eurjchem-733	168	61	reflections	reflection	NOUN
eurjchem-733	168	62	collected	collect	VERB
eurjchem-733	168	63	4546	4546	NUM
eurjchem-733	168	64	independent	independent	ADJ
eurjchem-733	168	65	reflections	reflection	NOUN
eurjchem-733	168	66	2271[r(int	2271[r(int	NUM
eurjchem-733	168	67	)	)	PUNCT
eurjchem-733	168	68	=	=	SYM
eurjchem-733	168	69	0.0921	0.0921	NUM
eurjchem-733	168	70	]	]	X
eurjchem-733	168	71	data	data	NOUN
eurjchem-733	168	72	/	/	SYM
eurjchem-733	168	73	restraints	restraint	NOUN
eurjchem-733	168	74	/	/	SYM
eurjchem-733	168	75	parameters	parameter	NOUN
eurjchem-733	168	76	2271/1/193	2271/1/193	NUM
eurjchem-733	168	77	goodness‐of‐fit	goodness‐of‐fit	PROPN
eurjchem-733	168	78	on	on	ADP
eurjchem-733	168	79	f2	f2	PROPN
eurjchem-733	168	80	1.064	1.064	NUM
eurjchem-733	168	81	final	final	ADJ
eurjchem-733	168	82	r	r	NOUN
eurjchem-733	168	83	indexes	index	NOUN
eurjchem-733	169	1	[	[	X
eurjchem-733	169	2	i>=2σ	i>=2σ	X
eurjchem-733	169	3	(	(	PUNCT
eurjchem-733	169	4	i	i	NOUN
eurjchem-733	169	5	)	)	PUNCT
eurjchem-733	169	6	]	]	PUNCT
eurjchem-733	170	1	r1	r1	PROPN
eurjchem-733	170	2	=	=	SYM
eurjchem-733	170	3	0.0686	0.0686	NUM
eurjchem-733	170	4	,	,	PUNCT
eurjchem-733	170	5	wr2	wr2	PROPN
eurjchem-733	170	6	=	=	NOUN
eurjchem-733	170	7	0.1650	0.1650	NUM
eurjchem-733	170	8	final	final	ADJ
eurjchem-733	170	9	r	r	NOUN
eurjchem-733	170	10	indexes	index	NOUN
eurjchem-733	170	11	[	[	X
eurjchem-733	170	12	all	all	DET
eurjchem-733	170	13	data	datum	NOUN
eurjchem-733	170	14	]	]	PUNCT
eurjchem-733	170	15	r1	r1	PROPN
eurjchem-733	170	16	=	=	SYM
eurjchem-733	170	17	0.0779	0.0779	PROPN
eurjchem-733	170	18	,	,	PUNCT
eurjchem-733	170	19	wr2	wr2	PROPN
eurjchem-733	170	20	=	=	PROPN
eurjchem-733	170	21	0.1691	0.1691	NUM
eurjchem-733	170	22	largest	large	ADJ
eurjchem-733	170	23	diff	diff	NOUN
eurjchem-733	170	24	.	.	PUNCT
eurjchem-733	170	25	peak	peak	PROPN
eurjchem-733	170	26	/	/	SYM
eurjchem-733	170	27	hole	hole	NOUN
eurjchem-733	170	28	/	/	SYM
eurjchem-733	170	29	e	e	NOUN
eurjchem-733	170	30	å‐3	å‐3	NOUN
eurjchem-733	170	31	0.41/‐0.38	0.41/‐0.38	NUM
eurjchem-733	170	32	flack	flack	NOUN
eurjchem-733	170	33	parameter	parameter	NOUN
eurjchem-733	170	34	‐0.1(3	‐0.1(3	PUNCT
eurjchem-733	170	35	)	)	PUNCT
eurjchem-733	170	36	in	in	ADP
eurjchem-733	170	37	an	an	DET
eurjchem-733	170	38	alternative	alternative	ADJ
eurjchem-733	170	39	synthetic	synthetic	ADJ
eurjchem-733	170	40	methodology	methodology	NOUN
eurjchem-733	170	41	ethyl	ethyl	PROPN
eurjchem-733	170	42	2‐amino‐	2‐amino‐	NUM
eurjchem-733	170	43	or	or	CCONJ
eurjchem-733	170	44	ethyl	ethyl	PROPN
eurjchem-733	170	45	2‐hydroxyazonicotinate	2‐hydroxyazonicotinate	PROPN
eurjchem-733	170	46	disperse	disperse	ADJ
eurjchem-733	170	47	dyes	dye	NOUN
eurjchem-733	170	48	,	,	PUNCT
eurjchem-733	170	49	12a‐c	12a‐c	NUM
eurjchem-733	170	50	,	,	PUNCT
eurjchem-733	170	51	could	could	AUX
eurjchem-733	170	52	be	be	AUX
eurjchem-733	170	53	synthesized	synthesize	VERB
eurjchem-733	170	54	.	.	PUNCT
eurjchem-733	171	1	thus	thus	ADV
eurjchem-733	171	2	compounds	compound	VERB
eurjchem-733	171	3	10a‐c	10a‐c	NOUN
eurjchem-733	171	4	coupled	couple	VERB
eurjchem-733	171	5	with	with	ADP
eurjchem-733	171	6	aryldiene	aryldiene	NOUN
eurjchem-733	171	7	diazonium	diazonium	NOUN
eurjchem-733	171	8	chloride	chloride	NOUN
eurjchem-733	171	9	to	to	PART
eurjchem-733	171	10	yield	yield	VERB
eurjchem-733	171	11	compounds	compound	NOUN
eurjchem-733	171	12	11a‐c	11a‐c	NOUN
eurjchem-733	171	13	.	.	PUNCT
eurjchem-733	172	1	compound	compound	NOUN
eurjchem-733	172	2	11a	11a	NOUN
eurjchem-733	172	3	condensed	condense	VERB
eurjchem-733	172	4	with	with	ADP
eurjchem-733	172	5	ethyl	ethyl	PROPN
eurjchem-733	172	6	cyanoacetate	cyanoacetate	NOUN
eurjchem-733	172	7	to	to	PART
eurjchem-733	172	8	yield	yield	VERB
eurjchem-733	172	9	ethyl	ethyl	PROPN
eurjchem-733	172	10	2‐	2‐	NUM
eurjchem-733	172	11	aminoazonicotinate	aminoazonicotinate	AUX
eurjchem-733	172	12	disperse	disperse	VERB
eurjchem-733	172	13	dye	dye	NOUN
eurjchem-733	172	14	,	,	PUNCT
eurjchem-733	172	15	12a	12a	NUM
eurjchem-733	172	16	(	(	PUNCT
eurjchem-733	172	17	scheme	scheme	NOUN
eurjchem-733	172	18	2	2	NUM
eurjchem-733	172	19	)	)	PUNCT
eurjchem-733	172	20	.	.	PUNCT
eurjchem-733	173	1	alnajjar	alnajjar	PROPN
eurjchem-733	173	2	et	et	PROPN
eurjchem-733	173	3	al	al	PROPN
eurjchem-733	173	4	.	.	PUNCT
eurjchem-733	173	5	/	/	SYM
eurjchem-733	173	6	european	european	PROPN
eurjchem-733	173	7	journal	journal	PROPN
eurjchem-733	173	8	of	of	ADP
eurjchem-733	173	9	chemistry	chemistry	NOUN
eurjchem-733	173	10	4	4	NUM
eurjchem-733	173	11	(	(	PUNCT
eurjchem-733	173	12	1	1	NUM
eurjchem-733	173	13	)	)	PUNCT
eurjchem-733	173	14	(	(	PUNCT
eurjchem-733	173	15	2013	2013	NUM
eurjchem-733	173	16	)	)	PUNCT
eurjchem-733	173	17	53‐57	53‐57	NUM
eurjchem-733	173	18	57	57	NUM
eurjchem-733	173	19	table	table	NOUN
eurjchem-733	173	20	2	2	NUM
eurjchem-733	173	21	.	.	PUNCT
eurjchem-733	173	22	bond	bond	NOUN
eurjchem-733	173	23	lengths	length	NOUN
eurjchem-733	173	24	for	for	ADP
eurjchem-733	173	25	compound	compound	NOUN
eurjchem-733	173	26	9	9	NUM
eurjchem-733	173	27	.	.	PUNCT
eurjchem-733	173	28	atom	atom	NOUN
eurjchem-733	173	29	atom	atom	NOUN
eurjchem-733	173	30	length	length	NOUN
eurjchem-733	173	31	,	,	PUNCT
eurjchem-733	173	32	å	å	PROPN
eurjchem-733	173	33	atom	atom	NOUN
eurjchem-733	173	34	atom	atom	NOUN
eurjchem-733	173	35	length	length	NOUN
eurjchem-733	173	36	,	,	PUNCT
eurjchem-733	173	37	å	å	PROPN
eurjchem-733	173	38	o1	o1	NOUN
eurjchem-733	173	39	c2	c2	PROPN
eurjchem-733	173	40	1.456(3	1.456(3	NUM
eurjchem-733	173	41	)	)	PUNCT
eurjchem-733	173	42	c4	c4	NOUN
eurjchem-733	173	43	c5	c5	PROPN
eurjchem-733	173	44	1.394(4	1.394(4	NUM
eurjchem-733	173	45	)	)	PUNCT
eurjchem-733	173	46	o1	o1	NOUN
eurjchem-733	173	47	c3	c3	NOUN
eurjchem-733	173	48	1.336(3	1.336(3	NUM
eurjchem-733	173	49	)	)	PUNCT
eurjchem-733	173	50	c4	c4	NOUN
eurjchem-733	173	51	c14	c14	NOUN
eurjchem-733	173	52	1.385(4	1.385(4	NUM
eurjchem-733	173	53	)	)	PUNCT
eurjchem-733	174	1	o2	o2	PROPN
eurjchem-733	174	2	c7	c7	PROPN
eurjchem-733	174	3	1.338(3	1.338(3	NUM
eurjchem-733	174	4	)	)	PUNCT
eurjchem-733	174	5	c5	c5	PROPN
eurjchem-733	174	6	c6	c6	PROPN
eurjchem-733	174	7	1.392(4	1.392(4	NUM
eurjchem-733	174	8	)	)	PUNCT
eurjchem-733	174	9	o2	o2	PROPN
eurjchem-733	174	10	c8	c8	PROPN
eurjchem-733	174	11	1.457(3	1.457(3	NUM
eurjchem-733	174	12	)	)	PUNCT
eurjchem-733	174	13	c6	c6	PROPN
eurjchem-733	174	14	c7	c7	PROPN
eurjchem-733	174	15	1.499(4	1.499(4	PROPN
eurjchem-733	174	16	)	)	PUNCT
eurjchem-733	174	17	o3	o3	PROPN
eurjchem-733	174	18	c11	c11	PROPN
eurjchem-733	174	19	1.458(3	1.458(3	NUM
eurjchem-733	174	20	)	)	PUNCT
eurjchem-733	174	21	c6	c6	PROPN
eurjchem-733	174	22	c15	c15	PROPN
eurjchem-733	174	23	1.383(4	1.383(4	PROPN
eurjchem-733	174	24	)	)	PUNCT
eurjchem-733	174	25	o3	o3	PROPN
eurjchem-733	174	26	c12	c12	PROPN
eurjchem-733	174	27	1.339(3	1.339(3	NUM
eurjchem-733	174	28	)	)	PUNCT
eurjchem-733	174	29	c8	c8	PROPN
eurjchem-733	174	30	c9	c9	PROPN
eurjchem-733	174	31	1.495(4	1.495(4	NUM
eurjchem-733	174	32	)	)	PUNCT
eurjchem-733	174	33	o4	o4	PROPN
eurjchem-733	174	34	c12	c12	PROPN
eurjchem-733	174	35	1.206(4	1.206(4	PROPN
eurjchem-733	174	36	)	)	PUNCT
eurjchem-733	174	37	c10	c10	PROPN
eurjchem-733	174	38	c11	c11	PROPN
eurjchem-733	174	39	1.499(4	1.499(4	NUM
eurjchem-733	174	40	)	)	PUNCT
eurjchem-733	174	41	o5	o5	PROPN
eurjchem-733	174	42	c3	c3	PROPN
eurjchem-733	174	43	1.205(3	1.205(3	PROPN
eurjchem-733	174	44	)	)	PUNCT
eurjchem-733	174	45	c12	c12	PROPN
eurjchem-733	174	46	c13	c13	PROPN
eurjchem-733	174	47	1.495(4	1.495(4	NUM
eurjchem-733	174	48	)	)	PUNCT
eurjchem-733	174	49	o6	o6	PROPN
eurjchem-733	174	50	c7	c7	PROPN
eurjchem-733	174	51	1.208(3	1.208(3	NUM
eurjchem-733	174	52	)	)	PUNCT
eurjchem-733	174	53	c13	c13	PROPN
eurjchem-733	174	54	c14	c14	PROPN
eurjchem-733	174	55	1.395(4	1.395(4	PROPN
eurjchem-733	174	56	)	)	PUNCT
eurjchem-733	174	57	c1	c1	PROPN
eurjchem-733	174	58	c2	c2	PROPN
eurjchem-733	174	59	1.488(4	1.488(4	NUM
eurjchem-733	174	60	)	)	PUNCT
eurjchem-733	174	61	c13	c13	PROPN
eurjchem-733	174	62	c15	c15	PROPN
eurjchem-733	174	63	1.390(4	1.390(4	NUM
eurjchem-733	174	64	)	)	PUNCT
eurjchem-733	174	65	c3	c3	PROPN
eurjchem-733	174	66	c4	c4	NOUN
eurjchem-733	174	67	1.497(4	1.497(4	NUM
eurjchem-733	174	68	)	)	PUNCT
eurjchem-733	174	69	table	table	NOUN
eurjchem-733	174	70	3	3	NUM
eurjchem-733	174	71	.	.	PUNCT
eurjchem-733	175	1	bond	bond	NOUN
eurjchem-733	175	2	angles	angle	NOUN
eurjchem-733	175	3	for	for	ADP
eurjchem-733	175	4	compound	compound	NOUN
eurjchem-733	175	5	9	9	NUM
eurjchem-733	175	6	.	.	PUNCT
eurjchem-733	175	7	atom	atom	NOUN
eurjchem-733	175	8	atom	atom	NOUN
eurjchem-733	175	9	atom	atom	NOUN
eurjchem-733	175	10	angle	angle	NOUN
eurjchem-733	175	11	,	,	PUNCT
eurjchem-733	175	12	˚	˚	PROPN
eurjchem-733	175	13	atom	atom	NOUN
eurjchem-733	175	14	atom	atom	NOUN
eurjchem-733	175	15	atom	atom	NOUN
eurjchem-733	175	16	angle	angle	NOUN
eurjchem-733	175	17	,	,	PUNCT
eurjchem-733	175	18	˚	˚	PROPN
eurjchem-733	175	19	c3	c3	PROPN
eurjchem-733	175	20	o1	o1	PROPN
eurjchem-733	175	21	c2	c2	PROPN
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eurjchem-733	175	23	)	)	PUNCT
eurjchem-733	175	24	o2	o2	PROPN
eurjchem-733	175	25	c7	c7	PROPN
eurjchem-733	175	26	c6	c6	PROPN
eurjchem-733	175	27	111.9(2	111.9(2	X
eurjchem-733	175	28	)	)	PUNCT
eurjchem-733	175	29	c7	c7	PROPN
eurjchem-733	175	30	o2	o2	PROPN
eurjchem-733	175	31	c8	c8	PROPN
eurjchem-733	175	32	116.8(2	116.8(2	NUM
eurjchem-733	175	33	)	)	PUNCT
eurjchem-733	176	1	o6	o6	PROPN
eurjchem-733	176	2	c7	c7	PROPN
eurjchem-733	176	3	o2	o2	PROPN
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eurjchem-733	176	5	)	)	PUNCT
eurjchem-733	176	6	c12	c12	PROPN
eurjchem-733	176	7	o3	o3	PROPN
eurjchem-733	176	8	c11	c11	PROPN
eurjchem-733	176	9	115.9(2	115.9(2	NUM
eurjchem-733	176	10	)	)	PUNCT
eurjchem-733	177	1	o6	o6	PROPN
eurjchem-733	177	2	c7	c7	PROPN
eurjchem-733	177	3	c6	c6	PROPN
eurjchem-733	177	4	124.1(3	124.1(3	NUM
eurjchem-733	177	5	)	)	PUNCT
eurjchem-733	177	6	o1	o1	NOUN
eurjchem-733	177	7	c2	c2	PROPN
eurjchem-733	177	8	c1	c1	PROPN
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eurjchem-733	177	10	)	)	PUNCT
eurjchem-733	177	11	o2	o2	PROPN
eurjchem-733	177	12	c8	c8	PROPN
eurjchem-733	177	13	c9	c9	PROPN
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eurjchem-733	177	15	)	)	PUNCT
eurjchem-733	177	16	o1	o1	NOUN
eurjchem-733	177	17	c3	c3	PROPN
eurjchem-733	177	18	c4	c4	PROPN
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eurjchem-733	177	20	)	)	PUNCT
eurjchem-733	177	21	o3	o3	PROPN
eurjchem-733	177	22	c11	c11	PROPN
eurjchem-733	177	23	c10	c10	PROPN
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eurjchem-733	177	25	)	)	PUNCT
eurjchem-733	177	26	o5	o5	PROPN
eurjchem-733	177	27	c3	c3	PROPN
eurjchem-733	177	28	o1	o1	PROPN
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eurjchem-733	177	30	)	)	PUNCT
eurjchem-733	177	31	o3	o3	PROPN
eurjchem-733	177	32	c12	c12	PROPN
eurjchem-733	177	33	c13	c13	PROPN
eurjchem-733	177	34	111.9(2	111.9(2	PROPN
eurjchem-733	177	35	)	)	PUNCT
eurjchem-733	177	36	o5	o5	PROPN
eurjchem-733	177	37	c3	c3	PROPN
eurjchem-733	177	38	c4	c4	PROPN
eurjchem-733	177	39	123.9(3	123.9(3	NUM
eurjchem-733	177	40	)	)	PUNCT
eurjchem-733	177	41	o4	o4	PROPN
eurjchem-733	177	42	c12	c12	PROPN
eurjchem-733	177	43	o3	o3	PROPN
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eurjchem-733	177	45	)	)	PUNCT
eurjchem-733	177	46	c5	c5	PROPN
eurjchem-733	177	47	c4	c4	PROPN
eurjchem-733	177	48	c3	c3	PROPN
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eurjchem-733	177	50	)	)	PUNCT
eurjchem-733	178	1	o4	o4	PROPN
eurjchem-733	178	2	c12	c12	PROPN
eurjchem-733	178	3	c13	c13	PROPN
eurjchem-733	178	4	123.8(3	123.8(3	PROPN
eurjchem-733	178	5	)	)	PUNCT
eurjchem-733	178	6	c14	c14	NOUN
eurjchem-733	178	7	c4	c4	NOUN
eurjchem-733	178	8	c3	c3	PROPN
eurjchem-733	178	9	121.7(2	121.7(2	NUM
eurjchem-733	178	10	)	)	PUNCT
eurjchem-733	178	11	c14	c14	PROPN
eurjchem-733	178	12	c13	c13	PROPN
eurjchem-733	178	13	c12	c12	PROPN
eurjchem-733	178	14	117.9(2	117.9(2	PROPN
eurjchem-733	178	15	)	)	PUNCT
eurjchem-733	178	16	c14	c14	NOUN
eurjchem-733	178	17	c4	c4	NOUN
eurjchem-733	178	18	c5	c5	PROPN
eurjchem-733	178	19	120.0(2	120.0(2	NUM
eurjchem-733	178	20	)	)	PUNCT
eurjchem-733	178	21	c15	c15	PROPN
eurjchem-733	178	22	c13	c13	PROPN
eurjchem-733	178	23	c12	c12	PROPN
eurjchem-733	178	24	122.8(3	122.8(3	PROPN
eurjchem-733	178	25	)	)	PUNCT
eurjchem-733	178	26	c6	c6	PROPN
eurjchem-733	178	27	c5	c5	PROPN
eurjchem-733	178	28	c4	c4	PROPN
eurjchem-733	178	29	119.7(3	119.7(3	PROPN
eurjchem-733	178	30	)	)	PUNCT
eurjchem-733	178	31	c15	c15	PROPN
eurjchem-733	178	32	c13	c13	PROPN
eurjchem-733	178	33	c14	c14	PROPN
eurjchem-733	178	34	119.4(3	119.4(3	NUM
eurjchem-733	178	35	)	)	PUNCT
eurjchem-733	179	1	c5	c5	PROPN
eurjchem-733	179	2	c6	c6	PROPN
eurjchem-733	179	3	c7	c7	PROPN
eurjchem-733	179	4	121.4(3	121.4(3	X
eurjchem-733	179	5	)	)	PUNCT
eurjchem-733	179	6	c4	c4	NOUN
eurjchem-733	179	7	c14	c14	PROPN
eurjchem-733	179	8	c13	c13	PROPN
eurjchem-733	179	9	120.4(2	120.4(2	NUM
eurjchem-733	179	10	)	)	PUNCT
eurjchem-733	179	11	c15	c15	PROPN
eurjchem-733	179	12	c6	c6	PROPN
eurjchem-733	179	13	c5	c5	PROPN
eurjchem-733	179	14	120.2(3	120.2(3	NUM
eurjchem-733	179	15	)	)	PUNCT
eurjchem-733	179	16	c6	c6	PROPN
eurjchem-733	179	17	c15	c15	PROPN
eurjchem-733	179	18	c13	c13	PROPN
eurjchem-733	179	19	120.4(2	120.4(2	NUM
eurjchem-733	179	20	)	)	PUNCT
eurjchem-733	179	21	c15	c15	PROPN
eurjchem-733	179	22	c6	c6	PROPN
eurjchem-733	179	23	c7	c7	PROPN
eurjchem-733	179	24	118.4(2	118.4(2	NUM
eurjchem-733	179	25	)	)	PUNCT
eurjchem-733	179	26	in	in	ADP
eurjchem-733	179	27	contrast	contrast	NOUN
eurjchem-733	179	28	,	,	PUNCT
eurjchem-733	179	29	when	when	SCONJ
eurjchem-733	179	30	the	the	DET
eurjchem-733	179	31	condensation	condensation	NOUN
eurjchem-733	179	32	reaction	reaction	NOUN
eurjchem-733	179	33	of	of	ADP
eurjchem-733	179	34	compound	compound	NOUN
eurjchem-733	179	35	11b	11b	NOUN
eurjchem-733	179	36	or	or	CCONJ
eurjchem-733	179	37	11c	11c	NOUN
eurjchem-733	179	38	with	with	ADP
eurjchem-733	179	39	ethyl	ethyl	PROPN
eurjchem-733	179	40	cyanoacetate	cyanoacetate	NOUN
eurjchem-733	179	41	are	be	AUX
eurjchem-733	179	42	conducted	conduct	VERB
eurjchem-733	179	43	in	in	ADP
eurjchem-733	179	44	the	the	DET
eurjchem-733	179	45	presence	presence	NOUN
eurjchem-733	179	46	of	of	ADP
eurjchem-733	179	47	a	a	DET
eurjchem-733	179	48	catalytic	catalytic	ADJ
eurjchem-733	179	49	amount	amount	NOUN
eurjchem-733	179	50	of	of	ADP
eurjchem-733	179	51	ammonium	ammonium	NOUN
eurjchem-733	179	52	acetate	acetate	NOUN
eurjchem-733	179	53	,	,	PUNCT
eurjchem-733	179	54	ethyl	ethyl	PROPN
eurjchem-733	179	55	2‐	2‐	NUM
eurjchem-733	179	56	hydroxyazonicotinate	hydroxyazonicotinate	NOUN
eurjchem-733	179	57	,	,	PUNCT
eurjchem-733	179	58	12b	12b	NOUN
eurjchem-733	179	59	or	or	CCONJ
eurjchem-733	179	60	12c	12c	NUM
eurjchem-733	179	61	,	,	PUNCT
eurjchem-733	179	62	disperse	disperse	ADJ
eurjchem-733	179	63	dyes	dye	NOUN
eurjchem-733	179	64	are	be	AUX
eurjchem-733	179	65	produced	produce	VERB
eurjchem-733	179	66	(	(	PUNCT
eurjchem-733	179	67	scheme	scheme	NOUN
eurjchem-733	179	68	3	3	NUM
eurjchem-733	179	69	)	)	PUNCT
eurjchem-733	179	70	.	.	PUNCT
eurjchem-733	180	1	in	in	ADP
eurjchem-733	180	2	the	the	DET
eurjchem-733	180	3	final	final	ADJ
eurjchem-733	180	4	phase	phase	NOUN
eurjchem-733	180	5	of	of	ADP
eurjchem-733	180	6	the	the	DET
eurjchem-733	180	7	current	current	ADJ
eurjchem-733	180	8	effort	effort	NOUN
eurjchem-733	180	9	,	,	PUNCT
eurjchem-733	180	10	we	we	PRON
eurjchem-733	180	11	observed	observe	VERB
eurjchem-733	180	12	that	that	SCONJ
eurjchem-733	180	13	reactions	reaction	NOUN
eurjchem-733	180	14	of	of	ADP
eurjchem-733	180	15	compound	compound	NOUN
eurjchem-733	180	16	11b	11b	NOUN
eurjchem-733	180	17	with	with	ADP
eurjchem-733	180	18	cyanoacetamide	cyanoacetamide	NOUN
eurjchem-733	180	19	in	in	ADP
eurjchem-733	180	20	the	the	DET
eurjchem-733	180	21	presence	presence	NOUN
eurjchem-733	180	22	of	of	ADP
eurjchem-733	180	23	ammonium	ammonium	NOUN
eurjchem-733	180	24	acetate	acetate	NOUN
eurjchem-733	180	25	in	in	ADP
eurjchem-733	180	26	acetic	acetic	ADJ
eurjchem-733	180	27	acid	acid	NOUN
eurjchem-733	180	28	for	for	ADP
eurjchem-733	180	29	one	one	NUM
eurjchem-733	180	30	hour	hour	NOUN
eurjchem-733	180	31	lead	lead	NOUN
eurjchem-733	180	32	to	to	ADP
eurjchem-733	180	33	the	the	DET
eurjchem-733	180	34	respective	respective	ADJ
eurjchem-733	180	35	pyridazinone	pyridazinone	NOUN
eurjchem-733	180	36	,	,	PUNCT
eurjchem-733	180	37	14	14	NUM
eurjchem-733	180	38	,	,	PUNCT
eurjchem-733	180	39	which	which	PRON
eurjchem-733	180	40	is	be	AUX
eurjchem-733	180	41	likely	likely	ADV
eurjchem-733	180	42	formed	form	VERB
eurjchem-733	180	43	via	via	ADP
eurjchem-733	180	44	the	the	DET
eurjchem-733	180	45	intermediacy	intermediacy	NOUN
eurjchem-733	180	46	of	of	ADP
eurjchem-733	180	47	the	the	DET
eurjchem-733	180	48	readily	readily	ADV
eurjchem-733	180	49	hydrolyzed	hydrolyze	VERB
eurjchem-733	180	50	imine	imine	ADJ
eurjchem-733	180	51	analogs	analog	NOUN
eurjchem-733	180	52	,	,	PUNCT
eurjchem-733	180	53	13	13	NUM
eurjchem-733	180	54	(	(	PUNCT
eurjchem-733	180	55	scheme	scheme	NOUN
eurjchem-733	180	56	4	4	NUM
eurjchem-733	180	57	)	)	PUNCT
eurjchem-733	180	58	.	.	PUNCT
eurjchem-733	181	1	currently	currently	ADV
eurjchem-733	181	2	,	,	PUNCT
eurjchem-733	181	3	we	we	PRON
eurjchem-733	181	4	are	be	AUX
eurjchem-733	181	5	utilizing	utilize	VERB
eurjchem-733	181	6	the	the	DET
eurjchem-733	181	7	2‐amino‐	2‐amino‐	NUM
eurjchem-733	181	8	and	and	CCONJ
eurjchem-733	181	9	2‐	2‐	NUM
eurjchem-733	181	10	hydroxyl‐	hydroxyl‐	PROPN
eurjchem-733	181	11	azonicotinates	azonicotinate	VERB
eurjchem-733	181	12	disperse	disperse	ADJ
eurjchem-733	181	13	dyes	dye	NOUN
eurjchem-733	181	14	for	for	ADP
eurjchem-733	181	15	dyeing	dyeing	NOUN
eurjchem-733	181	16	polyester	polyester	NOUN
eurjchem-733	181	17	fabrics	fabric	NOUN
eurjchem-733	181	18	by	by	ADP
eurjchem-733	181	19	using	use	VERB
eurjchem-733	181	20	high	high	ADJ
eurjchem-733	181	21	temperature	temperature	NOUN
eurjchem-733	181	22	dyeing	dyeing	NOUN
eurjchem-733	181	23	method	method	NOUN
eurjchem-733	181	24	.	.	PUNCT
eurjchem-733	182	1	we	we	PRON
eurjchem-733	182	2	are	be	AUX
eurjchem-733	182	3	also	also	ADV
eurjchem-733	182	4	inspecting	inspect	VERB
eurjchem-733	182	5	the	the	DET
eurjchem-733	182	6	biological	biological	ADJ
eurjchem-733	182	7	activity	activity	NOUN
eurjchem-733	182	8	of	of	ADP
eurjchem-733	182	9	these	these	DET
eurjchem-733	182	10	disperse	disperse	ADJ
eurjchem-733	182	11	dyes	dye	NOUN
eurjchem-733	182	12	against	against	ADP
eurjchem-733	182	13	gram‐	gram‐	PROPN
eurjchem-733	182	14	positive	positive	ADJ
eurjchem-733	182	15	bacteria	bacteria	NOUN
eurjchem-733	182	16	,	,	PUNCT
eurjchem-733	182	17	gram‐negative	gram‐negative	ADJ
eurjchem-733	182	18	bacteria	bacteria	NOUN
eurjchem-733	182	19	and	and	CCONJ
eurjchem-733	182	20	yeast	yeast	NOUN
eurjchem-733	182	21	4	4	NUM
eurjchem-733	182	22	.	.	PUNCT
eurjchem-733	182	23	conclusion	conclusion	NOUN
eurjchem-733	182	24	in	in	ADP
eurjchem-733	182	25	conclusion	conclusion	NOUN
eurjchem-733	182	26	,	,	PUNCT
eurjchem-733	182	27	in	in	ADP
eurjchem-733	182	28	the	the	DET
eurjchem-733	182	29	investigation	investigation	NOUN
eurjchem-733	182	30	described	describe	VERB
eurjchem-733	182	31	above	above	ADV
eurjchem-733	182	32	,	,	PUNCT
eurjchem-733	182	33	a	a	DET
eurjchem-733	182	34	series	series	NOUN
eurjchem-733	182	35	of	of	ADP
eurjchem-733	182	36	arylazonicotinates	arylazonicotinate	NOUN
eurjchem-733	182	37	disperse	disperse	ADJ
eurjchem-733	182	38	dyes	dye	NOUN
eurjchem-733	182	39	were	be	AUX
eurjchem-733	182	40	synthesized	synthesize	VERB
eurjchem-733	182	41	in	in	ADP
eurjchem-733	182	42	a	a	DET
eurjchem-733	182	43	good	good	ADJ
eurjchem-733	182	44	yields	yield	NOUN
eurjchem-733	182	45	via	via	ADP
eurjchem-733	182	46	condensation	condensation	NOUN
eurjchem-733	182	47	of	of	ADP
eurjchem-733	182	48	arylhydrazonals	arylhydrazonal	NOUN
eurjchem-733	182	49	with	with	ADP
eurjchem-733	182	50	active	active	ADJ
eurjchem-733	182	51	methylenes	methylene	NOUN
eurjchem-733	182	52	.	.	PUNCT
eurjchem-733	183	1	acknowledgements	acknowledgement	NOUN
eurjchem-733	183	2	this	this	DET
eurjchem-733	183	3	research	research	NOUN
eurjchem-733	183	4	was	be	AUX
eurjchem-733	183	5	done	do	VERB
eurjchem-733	183	6	by	by	ADP
eurjchem-733	183	7	the	the	DET
eurjchem-733	183	8	financial	financial	ADJ
eurjchem-733	183	9	support	support	NOUN
eurjchem-733	183	10	of	of	ADP
eurjchem-733	183	11	the	the	DET
eurjchem-733	183	12	public	public	ADJ
eurjchem-733	183	13	authority	authority	NOUN
eurjchem-733	183	14	for	for	ADP
eurjchem-733	183	15	applied	apply	VERB
eurjchem-733	183	16	education	education	NOUN
eurjchem-733	183	17	and	and	CCONJ
eurjchem-733	183	18	training	training	NOUN
eurjchem-733	183	19	(	(	PUNCT
eurjchem-733	183	20	transform	transform	VERB
eurjchem-733	183	21	grant	grant	NOUN
eurjchem-733	183	22	ts‐07‐11	ts‐07‐11	NOUN
eurjchem-733	183	23	)	)	PUNCT
eurjchem-733	183	24	of	of	ADP
eurjchem-733	183	25	kuwait	kuwait	PROPN
eurjchem-733	183	26	.	.	PUNCT
eurjchem-733	184	1	supplementary	supplementary	ADJ
eurjchem-733	184	2	material	material	PROPN
eurjchem-733	184	3	ccdc‐800579	ccdc‐800579	PROPN
eurjchem-733	184	4	of	of	ADP
eurjchem-733	184	5	compound	compound	NOUN
eurjchem-733	184	6	9	9	NUM
eurjchem-733	184	7	contains	contain	VERB
eurjchem-733	184	8	the	the	DET
eurjchem-733	184	9	supplementary	supplementary	ADJ
eurjchem-733	184	10	crystallographic	crystallographic	ADJ
eurjchem-733	184	11	data	datum	NOUN
eurjchem-733	184	12	for	for	ADP
eurjchem-733	184	13	this	this	DET
eurjchem-733	184	14	paper	paper	NOUN
eurjchem-733	184	15	.	.	PUNCT
eurjchem-733	185	1	these	these	DET
eurjchem-733	185	2	data	datum	NOUN
eurjchem-733	185	3	can	can	AUX
eurjchem-733	185	4	be	be	AUX
eurjchem-733	185	5	obtained	obtain	VERB
eurjchem-733	185	6	free	free	ADJ
eurjchem-733	185	7	of	of	ADP
eurjchem-733	185	8	charge	charge	NOUN
eurjchem-733	185	9	via	via	ADP
eurjchem-733	185	10	www.ccdc.cam.ac.uk/data_request/cif	www.ccdc.cam.ac.uk/data_request/cif	NOUN
eurjchem-733	185	11	,	,	PUNCT
eurjchem-733	185	12	or	or	CCONJ
eurjchem-733	185	13	by	by	ADP
eurjchem-733	185	14	e‐mailing	e‐maile	VERB
eurjchem-733	185	15	data_request@ccdc.cam.ac.uk	data_request@ccdc.cam.ac.uk	VERB
eurjchem-733	185	16	,	,	PUNCT
eurjchem-733	185	17	or	or	CCONJ
eurjchem-733	185	18	by	by	ADP
eurjchem-733	185	19	contacting	contact	VERB
eurjchem-733	185	20	the	the	DET
eurjchem-733	185	21	cambridge	cambridge	PROPN
eurjchem-733	185	22	crystallographic	crystallographic	PROPN
eurjchem-733	185	23	data	data	PROPN
eurjchem-733	185	24	centre	centre	NOUN
eurjchem-733	185	25	,	,	PUNCT
eurjchem-733	185	26	12	12	NUM
eurjchem-733	185	27	union	union	NOUN
eurjchem-733	185	28	road	road	NOUN
eurjchem-733	185	29	,	,	PUNCT
eurjchem-733	185	30	cambridge	cambridge	PROPN
eurjchem-733	185	31	cb2	cb2	PROPN
eurjchem-733	185	32	1ez	1ez	PROPN
eurjchem-733	185	33	,	,	PUNCT
eurjchem-733	185	34	uk	uk	PROPN
eurjchem-733	185	35	;	;	PUNCT
eurjchem-733	185	36	fax	fax	NOUN
eurjchem-733	185	37	:	:	PUNCT
eurjchem-733	185	38	+44(0)1223‐336033	+44(0)1223‐336033	ADJ
eurjchem-733	185	39	.	.	PUNCT
eurjchem-733	185	40	references	reference	NOUN
eurjchem-733	185	41	[	[	X
eurjchem-733	185	42	1	1	NUM
eurjchem-733	185	43	]	]	PUNCT
eurjchem-733	185	44	.	.	PUNCT
eurjchem-733	186	1	sayed	say	VERB
eurjchem-733	186	2	,	,	PUNCT
eurjchem-733	186	3	a.	a.	PROPN
eurjchem-733	186	4	z.	z.	PROPN
eurjchem-733	186	5	;	;	PUNCT
eurjchem-733	186	6	aboul‐fetouh	aboul‐fetouh	PROPN
eurjchem-733	186	7	,	,	PUNCT
eurjchem-733	186	8	m.	m.	NOUN
eurjchem-733	186	9	s.	s.	PROPN
eurjchem-733	186	10	;	;	PUNCT
eurjchem-733	186	11	nassar	nassar	PROPN
eurjchem-733	186	12	,	,	PUNCT
eurjchem-733	186	13	h.	h.	PROPN
eurjchem-733	186	14	s.	s.	PROPN
eurjchem-733	186	15	j.	j.	PROPN
eurjchem-733	186	16	mol	mol	PROPN
eurjchem-733	186	17	.	.	PROPN
eurjchem-733	186	18	struct	struct	NOUN
eurjchem-733	186	19	.	.	PUNCT
eurjchem-733	187	1	2012	2012	NUM
eurjchem-733	187	2	,	,	PUNCT
eurjchem-733	187	3	1010	1010	NUM
eurjchem-733	187	4	,	,	PUNCT
eurjchem-733	187	5	146‐151	146‐151	NUM
eurjchem-733	187	6	.	.	PUNCT
eurjchem-733	188	1	[	[	X
eurjchem-733	188	2	2	2	NUM
eurjchem-733	188	3	]	]	PUNCT
eurjchem-733	188	4	.	.	PUNCT
eurjchem-733	189	1	gharanjig	gharanjig	VERB
eurjchem-733	189	2	,	,	PUNCT
eurjchem-733	189	3	k.	k.	PROPN
eurjchem-733	189	4	;	;	PUNCT
eurjchem-733	189	5	sadeghi‐kiakhani	sadeghi‐kiakhani	PROPN
eurjchem-733	189	6	,	,	PUNCT
eurjchem-733	189	7	m.	m.	NOUN
eurjchem-733	189	8	;	;	PUNCT
eurjchem-733	189	9	arami	arami	NOUN
eurjchem-733	189	10	,	,	PUNCT
eurjchem-733	189	11	m.	m.	NOUN
eurjchem-733	189	12	;	;	PUNCT
eurjchem-733	189	13	mahmoodi	mahmoodi	NOUN
eurjchem-733	189	14	,	,	PUNCT
eurjchem-733	189	15	n.	n.	NOUN
eurjchem-733	189	16	m.	m.	NOUN
eurjchem-733	189	17	;	;	PUNCT
eurjchem-733	189	18	khosravi	khosravi	NOUN
eurjchem-733	189	19	,	,	PUNCT
eurjchem-733	189	20	a.	a.	NOUN
eurjchem-733	189	21	color	color	NOUN
eurjchem-733	189	22	.	.	PUNCT
eurjchem-733	190	1	technol	technol	NOUN
eurjchem-733	190	2	.	.	PROPN
eurjchem-733	190	3	2010	2010	NUM
eurjchem-733	190	4	,	,	PUNCT
eurjchem-733	190	5	126(1	126(1	NUM
eurjchem-733	190	6	)	)	PUNCT
eurjchem-733	190	7	,	,	PUNCT
eurjchem-733	190	8	37‐41	37‐41	NUM
eurjchem-733	190	9	.	.	PUNCT
eurjchem-733	191	1	[	[	X
eurjchem-733	191	2	3	3	NUM
eurjchem-733	191	3	]	]	PUNCT
eurjchem-733	191	4	.	.	PUNCT
eurjchem-733	192	1	suesat	suesat	PROPN
eurjchem-733	192	2	,	,	PUNCT
eurjchem-733	192	3	j.	j.	PROPN
eurjchem-733	192	4	;	;	PUNCT
eurjchem-733	192	5	mungmeechai	mungmeechai	ADJ
eurjchem-733	192	6	,	,	PUNCT
eurjchem-733	192	7	t.	t.	PROPN
eurjchem-733	192	8	;	;	PUNCT
eurjchem-733	192	9	suwanruji	suwanruji	PROPN
eurjchem-733	192	10	,	,	PUNCT
eurjchem-733	192	11	p.	p.	NOUN
eurjchem-733	192	12	;	;	PUNCT
eurjchem-733	192	13	parasuk	parasuk	PROPN
eurjchem-733	192	14	,	,	PUNCT
eurjchem-733	192	15	w.	w.	PROPN
eurjchem-733	192	16	;	;	PUNCT
eurjchem-733	192	17	taylor	taylor	PROPN
eurjchem-733	192	18	,	,	PUNCT
eurjchem-733	192	19	j.	j.	PROPN
eurjchem-733	192	20	a.	a.	PROPN
eurjchem-733	192	21	;	;	PUNCT
eurjchem-733	192	22	phillips	phillips	PROPN
eurjchem-733	192	23	,	,	PUNCT
eurjchem-733	192	24	d.	d.	PROPN
eurjchem-733	192	25	a.	a.	PROPN
eurjchem-733	192	26	s.	s.	PROPN
eurjchem-733	192	27	color	color	PROPN
eurjchem-733	192	28	.	.	PUNCT
eurjchem-733	193	1	technol	technol	NOUN
eurjchem-733	193	2	.	.	PROPN
eurjchem-733	193	3	2011	2011	NUM
eurjchem-733	193	4	,	,	PUNCT
eurjchem-733	193	5	127(4	127(4	NUM
eurjchem-733	193	6	)	)	PUNCT
eurjchem-733	193	7	,	,	PUNCT
eurjchem-733	193	8	217‐222	217‐222	NUM
eurjchem-733	193	9	.	.	PUNCT
eurjchem-733	194	1	[	[	X
eurjchem-733	194	2	4	4	NUM
eurjchem-733	194	3	]	]	PUNCT
eurjchem-733	194	4	.	.	PUNCT
eurjchem-733	195	1	el‐apasery	el‐apasery	NOUN
eurjchem-733	195	2	,	,	PUNCT
eurjchem-733	195	3	m.	m.	NOUN
eurjchem-733	195	4	a.	a.	NOUN
eurjchem-733	195	5	;	;	PUNCT
eurjchem-733	195	6	al‐mousawi	al‐mousawi	PROPN
eurjchem-733	195	7	,	,	PUNCT
eurjchem-733	195	8	s.	s.	PROPN
eurjchem-733	195	9	m.	m.	PROPN
eurjchem-733	195	10	;	;	PUNCT
eurjchem-733	195	11	mahmoud	mahmoud	PROPN
eurjchem-733	195	12	,	,	PUNCT
eurjchem-733	195	13	h.	h.	PROPN
eurjchem-733	195	14	;	;	PUNCT
eurjchem-733	195	15	elnagdi	elnagdi	PROPN
eurjchem-733	195	16	,	,	PUNCT
eurjchem-733	195	17	m.	m.	NOUN
eurjchem-733	195	18	h.	h.	PROPN
eurjchem-733	195	19	eur	eur	PROPN
eurjchem-733	195	20	.	.	PUNCT
eurjchem-733	196	1	j.	j.	PROPN
eurjchem-733	196	2	chem	chem	PROPN
eurjchem-733	196	3	.	.	PUNCT
eurjchem-733	197	1	2011	2011	NUM
eurjchem-733	197	2	,	,	PUNCT
eurjchem-733	197	3	2(2	2(2	NUM
eurjchem-733	197	4	)	)	PUNCT
eurjchem-733	197	5	,	,	PUNCT
eurjchem-733	197	6	168‐172	168‐172	NUM
eurjchem-733	197	7	.	.	PUNCT
eurjchem-733	198	1	[	[	X
eurjchem-733	198	2	5	5	NUM
eurjchem-733	198	3	]	]	PUNCT
eurjchem-733	198	4	.	.	PUNCT
eurjchem-733	199	1	khalil	khalil	PROPN
eurjchem-733	199	2	,	,	PUNCT
eurjchem-733	199	3	k.	k.	PROPN
eurjchem-733	199	4	;	;	PUNCT
eurjchem-733	199	5	al‐matar	al‐matar	PROPN
eurjchem-733	199	6	,	,	PUNCT
eurjchem-733	199	7	h.	h.	PROPN
eurjchem-733	199	8	;	;	PUNCT
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eurjchem-733	199	10	,	,	PUNCT
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eurjchem-733	200	1	j.	j.	PROPN
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eurjchem-733	200	3	.	.	PUNCT
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eurjchem-733	201	2	,	,	PUNCT
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eurjchem-733	201	4	)	)	PUNCT
eurjchem-733	201	5	,	,	PUNCT
eurjchem-733	201	6	252‐	252‐	NUM
eurjchem-733	201	7	258	258	NUM
eurjchem-733	201	8	.	.	PUNCT
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eurjchem-733	202	2	6	6	NUM
eurjchem-733	202	3	]	]	PUNCT
eurjchem-733	202	4	.	.	PUNCT
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eurjchem-733	203	2	,	,	PUNCT
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eurjchem-733	203	4	;	;	PUNCT
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eurjchem-733	203	6	,	,	PUNCT
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eurjchem-733	203	13	h.	h.	PROPN
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eurjchem-733	204	2	.	.	PUNCT
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eurjchem-733	205	2	.	.	PUNCT
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eurjchem-733	206	2	.	.	PUNCT
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eurjchem-733	207	2	,	,	PUNCT
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eurjchem-733	207	4	)	)	PUNCT
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eurjchem-733	208	2	7	7	NUM
eurjchem-733	208	3	]	]	PUNCT
eurjchem-733	208	4	.	.	PUNCT
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eurjchem-733	209	2	,	,	PUNCT
eurjchem-733	209	3	s.	s.	PROPN
eurjchem-733	209	4	m.	m.	PROPN
eurjchem-733	209	5	;	;	PUNCT
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eurjchem-733	209	7	,	,	PUNCT
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eurjchem-733	209	19	,	,	PUNCT
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eurjchem-733	210	3	]	]	PUNCT
eurjchem-733	210	4	.	.	PUNCT
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eurjchem-733	212	3	]	]	PUNCT
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eurjchem-733	212	16	,	,	PUNCT
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eurjchem-733	213	2	.	.	PUNCT
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eurjchem-733	214	4	.	.	PUNCT
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eurjchem-733	215	2	.	.	PUNCT
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eurjchem-733	216	2	,	,	PUNCT
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eurjchem-733	216	4	,	,	PUNCT
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eurjchem-733	216	6	.	.	PUNCT
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eurjchem-733	217	2	10	10	NUM
eurjchem-733	217	3	]	]	PUNCT
eurjchem-733	217	4	.	.	PUNCT
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eurjchem-733	218	2	,	,	PUNCT
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eurjchem-733	218	5	;	;	PUNCT
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eurjchem-733	218	10	;	;	PUNCT
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eurjchem-733	218	17	,	,	PUNCT
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eurjchem-733	219	3	.	.	PUNCT
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eurjchem-733	220	2	,	,	PUNCT
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eurjchem-733	220	5	,	,	PUNCT
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eurjchem-733	220	7	.	.	PUNCT
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eurjchem-733	221	2	11	11	NUM
eurjchem-733	221	3	]	]	PUNCT
eurjchem-733	221	4	.	.	PUNCT
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eurjchem-733	222	2	,	,	PUNCT
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eurjchem-733	222	5	;	;	PUNCT
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eurjchem-733	222	10	;	;	PUNCT
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eurjchem-733	222	12	,	,	PUNCT
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eurjchem-733	222	15	;	;	PUNCT
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eurjchem-733	222	17	,	,	PUNCT
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eurjchem-733	222	27	,	,	PUNCT
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eurjchem-733	222	29	)	)	PUNCT
eurjchem-733	222	30	,	,	PUNCT
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eurjchem-733	222	32	.	.	PUNCT
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eurjchem-733	223	3	]	]	PUNCT
eurjchem-733	223	4	.	.	PUNCT
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eurjchem-733	224	2	,	,	PUNCT
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eurjchem-733	224	4	p.	p.	PROPN
eurjchem-733	224	5	;	;	PUNCT
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eurjchem-733	224	12	,	,	PUNCT
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eurjchem-733	225	1	j.	j.	PROPN
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eurjchem-733	225	3	.	.	PUNCT
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eurjchem-733	226	2	.	.	PROPN
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eurjchem-733	226	4	,	,	PUNCT
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eurjchem-733	226	7	,	,	PUNCT
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eurjchem-733	226	9	.	.	PUNCT
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eurjchem-733	227	2	13	13	NUM
eurjchem-733	227	3	]	]	PUNCT
eurjchem-733	227	4	.	.	PUNCT
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eurjchem-733	228	5	;	;	PUNCT
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eurjchem-733	228	20	.	.	PUNCT
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eurjchem-733	230	4	.	.	PUNCT
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eurjchem-733	231	2	.	.	PUNCT
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eurjchem-733	232	2	,	,	PUNCT
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eurjchem-733	232	4	,	,	PUNCT
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eurjchem-733	233	4	.	.	PUNCT
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eurjchem-733	234	5	;	;	PUNCT
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eurjchem-733	234	10	;	;	PUNCT
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eurjchem-733	235	2	,	,	PUNCT
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