id	sid	tid	token	lemma	pos
eurjchem-1050	1	1	untitled	untitle	VERB
eurjchem-1050	1	2	european	european	PROPN
eurjchem-1050	1	3	journal	journal	PROPN
eurjchem-1050	1	4	of	of	ADP
eurjchem-1050	1	5	chemistry	chemistry	NOUN
eurjchem-1050	1	6	5	5	NUM
eurjchem-1050	1	7	(	(	PUNCT
eurjchem-1050	1	8	3	3	NUM
eurjchem-1050	1	9	)	)	PUNCT
eurjchem-1050	1	10	(	(	PUNCT
eurjchem-1050	1	11	2014	2014	NUM
eurjchem-1050	1	12	)	)	PUNCT
eurjchem-1050	1	13	475‐480	475‐480	PROPN
eurjchem-1050	1	14	european	european	PROPN
eurjchem-1050	1	15	journal	journal	PROPN
eurjchem-1050	1	16	of	of	ADP
eurjchem-1050	1	17	chemistry	chemistry	NOUN
eurjchem-1050	1	18	issn	issn	PROPN
eurjchem-1050	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-1050	1	20	(	(	PUNCT
eurjchem-1050	1	21	print	print	NOUN
eurjchem-1050	1	22	)	)	PUNCT
eurjchem-1050	1	23	/	/	SYM
eurjchem-1050	1	24	issn	issn	PROPN
eurjchem-1050	1	25	2153‐2257	2153‐2257	NUM
eurjchem-1050	1	26	(	(	PUNCT
eurjchem-1050	1	27	online	online	ADJ
eurjchem-1050	1	28	)	)	PUNCT
eurjchem-1050	1	29			NOUN
eurjchem-1050	1	30	2014	2014	NUM
eurjchem-1050	2	1	eurjchem	eurjchem	PROPN
eurjchem-1050	2	2	publishing	publish	VERB
eurjchem-1050	2	3	‐	‐	NOUN
eurjchem-1050	2	4	printed	print	VERB
eurjchem-1050	2	5	in	in	ADP
eurjchem-1050	2	6	the	the	DET
eurjchem-1050	2	7	usa	usa	PROPN
eurjchem-1050	2	8	http://dx.doi.org/10.5155/eurjchem.5.3.475‐480.1050	http://dx.doi.org/10.5155/eurjchem.5.3.475‐480.1050	PROPN
eurjchem-1050	2	9	european	european	ADJ
eurjchem-1050	2	10	journal	journal	PROPN
eurjchem-1050	2	11	of	of	ADP
eurjchem-1050	2	12	chemistry	chemistry	PROPN
eurjchem-1050	2	13	journal	journal	PROPN
eurjchem-1050	2	14	homepage	homepage	NOUN
eurjchem-1050	2	15	:	:	PUNCT
eurjchem-1050	2	16	www.eurjchem.com	www.eurjchem.com	X
eurjchem-1050	2	17	synthesis	synthesis	NOUN
eurjchem-1050	2	18	of	of	ADP
eurjchem-1050	2	19	new	new	ADJ
eurjchem-1050	2	20	derivatives	derivative	NOUN
eurjchem-1050	2	21	of	of	ADP
eurjchem-1050	2	22	2‐chloro‐3‐formyl‐1,8‐naphthyridine	2‐chloro‐3‐formyl‐1,8‐naphthyridine	NUM
eurjchem-1050	2	23	mohanad	mohanad	ADJ
eurjchem-1050	2	24	yakdhan	yakdhan	PROPN
eurjchem-1050	2	25	saleh	saleh	PROPN
eurjchem-1050	2	26	a	a	PRON
eurjchem-1050	2	27	,	,	PUNCT
eurjchem-1050	2	28	*	*	PUNCT
eurjchem-1050	2	29	and	and	CCONJ
eurjchem-1050	2	30	ala	ala	PROPN
eurjchem-1050	2	31	ismael	ismael	PROPN
eurjchem-1050	2	32	ayoub	ayoub	PROPN
eurjchem-1050	2	33	b	b	PROPN
eurjchem-1050	2	34	a	a	DET
eurjchem-1050	2	35	department	department	NOUN
eurjchem-1050	2	36	of	of	ADP
eurjchem-1050	2	37	chemistry	chemistry	NOUN
eurjchem-1050	2	38	,	,	PUNCT
eurjchem-1050	2	39	college	college	NOUN
eurjchem-1050	2	40	of	of	ADP
eurjchem-1050	2	41	education	education	NOUN
eurjchem-1050	2	42	for	for	ADP
eurjchem-1050	2	43	pure	pure	ADJ
eurjchem-1050	2	44	sciences	science	NOUN
eurjchem-1050	2	45	,	,	PUNCT
eurjchem-1050	2	46	university	university	NOUN
eurjchem-1050	2	47	of	of	ADP
eurjchem-1050	2	48	mosul	mosul	PROPN
eurjchem-1050	2	49	,	,	PUNCT
eurjchem-1050	2	50	41002	41002	NUM
eurjchem-1050	2	51	,	,	PUNCT
eurjchem-1050	2	52	mosul	mosul	PROPN
eurjchem-1050	2	53	,	,	PUNCT
eurjchem-1050	2	54	iraq	iraq	PROPN
eurjchem-1050	2	55	b	b	PROPN
eurjchem-1050	2	56	department	department	PROPN
eurjchem-1050	2	57	of	of	ADP
eurjchem-1050	2	58	chemistry	chemistry	NOUN
eurjchem-1050	2	59	,	,	PUNCT
eurjchem-1050	2	60	college	college	NOUN
eurjchem-1050	2	61	of	of	ADP
eurjchem-1050	2	62	sciences	science	NOUN
eurjchem-1050	2	63	,	,	PUNCT
eurjchem-1050	2	64	university	university	NOUN
eurjchem-1050	2	65	of	of	ADP
eurjchem-1050	2	66	mosul	mosul	PROPN
eurjchem-1050	2	67	,	,	PUNCT
eurjchem-1050	2	68	41002	41002	NUM
eurjchem-1050	2	69	,	,	PUNCT
eurjchem-1050	2	70	mosul	mosul	PROPN
eurjchem-1050	2	71	,	,	PUNCT
eurjchem-1050	2	72	iraq	iraq	PROPN
eurjchem-1050	2	73	*	*	PUNCT
eurjchem-1050	2	74	corresponding	correspond	VERB
eurjchem-1050	2	75	author	author	NOUN
eurjchem-1050	2	76	at	at	ADP
eurjchem-1050	2	77	:	:	PUNCT
eurjchem-1050	2	78	department	department	NOUN
eurjchem-1050	2	79	of	of	ADP
eurjchem-1050	2	80	chemistry	chemistry	NOUN
eurjchem-1050	2	81	,	,	PUNCT
eurjchem-1050	2	82	college	college	NOUN
eurjchem-1050	2	83	of	of	ADP
eurjchem-1050	2	84	education	education	NOUN
eurjchem-1050	2	85	for	for	ADP
eurjchem-1050	2	86	pure	pure	ADJ
eurjchem-1050	2	87	sciences	science	NOUN
eurjchem-1050	2	88	,	,	PUNCT
eurjchem-1050	2	89	university	university	NOUN
eurjchem-1050	2	90	of	of	ADP
eurjchem-1050	2	91	mosul	mosul	PROPN
eurjchem-1050	2	92	,	,	PUNCT
eurjchem-1050	2	93	41002	41002	NUM
eurjchem-1050	2	94	,	,	PUNCT
eurjchem-1050	2	95	mosul	mosul	PROPN
eurjchem-1050	2	96	,	,	PUNCT
eurjchem-1050	2	97	iraq	iraq	PROPN
eurjchem-1050	2	98	.	.	PUNCT
eurjchem-1050	3	1	tel	tel	PROPN
eurjchem-1050	3	2	.	.	PUNCT
eurjchem-1050	3	3	:	:	PUNCT
eurjchem-1050	4	1	+964.770.1885033	+964.770.1885033	PROPN
eurjchem-1050	4	2	.	.	PUNCT
eurjchem-1050	5	1	fax	fax	NOUN
eurjchem-1050	5	2	:	:	PUNCT
eurjchem-1050	5	3	+964.770.1885033	+964.770.1885033	NUM
eurjchem-1050	5	4	.	.	PUNCT
eurjchem-1050	5	5	e‐mail	e‐mail	PUNCT
eurjchem-1050	6	1	address	address	NOUN
eurjchem-1050	6	2	:	:	PUNCT
eurjchem-1050	6	3	mohanadalallaf@yahoo.com	mohanadalallaf@yahoo.com	X
eurjchem-1050	6	4	(	(	PUNCT
eurjchem-1050	6	5	m.y	m.y	PROPN
eurjchem-1050	6	6	.	.	PROPN
eurjchem-1050	6	7	saleh	saleh	PROPN
eurjchem-1050	6	8	)	)	PUNCT
eurjchem-1050	6	9	.	.	PUNCT
eurjchem-1050	7	1	article	article	NOUN
eurjchem-1050	7	2	information	information	PROPN
eurjchem-1050	7	3	abstract	abstract	ADJ
eurjchem-1050	7	4	doi	doi	NOUN
eurjchem-1050	7	5	:	:	PUNCT
eurjchem-1050	7	6	10.5155	10.5155	NUM
eurjchem-1050	7	7	/	/	SYM
eurjchem-1050	7	8	eurjchem.5.3.475‐480.1050	eurjchem.5.3.475‐480.1050	AUX
eurjchem-1050	7	9	received	receive	VERB
eurjchem-1050	7	10	:	:	PUNCT
eurjchem-1050	7	11	13	13	NUM
eurjchem-1050	7	12	march	march	NOUN
eurjchem-1050	7	13	2014	2014	NUM
eurjchem-1050	7	14	received	receive	VERB
eurjchem-1050	7	15	in	in	ADP
eurjchem-1050	7	16	revised	revise	VERB
eurjchem-1050	7	17	form	form	NOUN
eurjchem-1050	7	18	:	:	PUNCT
eurjchem-1050	7	19	24	24	NUM
eurjchem-1050	7	20	april	april	PROPN
eurjchem-1050	7	21	2014	2014	NUM
eurjchem-1050	7	22	accepted	accept	VERB
eurjchem-1050	7	23	:	:	PUNCT
eurjchem-1050	7	24	04	04	NUM
eurjchem-1050	7	25	may	may	AUX
eurjchem-1050	7	26	2014	2014	NUM
eurjchem-1050	7	27	online	online	NOUN
eurjchem-1050	7	28	:	:	PUNCT
eurjchem-1050	7	29	30	30	NUM
eurjchem-1050	7	30	september	september	PROPN
eurjchem-1050	7	31	2014	2014	NUM
eurjchem-1050	7	32	keywords	keyword	VERB
eurjchem-1050	7	33	a	a	DET
eurjchem-1050	7	34	simple	simple	ADJ
eurjchem-1050	7	35	and	and	CCONJ
eurjchem-1050	7	36	regioselective	regioselective	ADJ
eurjchem-1050	7	37	synthesis	synthesis	NOUN
eurjchem-1050	7	38	of	of	ADP
eurjchem-1050	7	39	2‐chloro‐3‐formyl‐1,8‐naphthyridine	2‐chloro‐3‐formyl‐1,8‐naphthyridine	NUM
eurjchem-1050	7	40	,	,	PUNCT
eurjchem-1050	7	41	through	through	ADP
eurjchem-1050	7	42	vilsmeier‐haack	vilsmeier‐haack	NOUN
eurjchem-1050	7	43	cyclization	cyclization	NOUN
eurjchem-1050	7	44	of	of	ADP
eurjchem-1050	7	45	n‐(pyridin‐2‐yl)acetamide	n‐(pyridin‐2‐yl)acetamide	PROPN
eurjchem-1050	7	46	has	have	AUX
eurjchem-1050	7	47	been	be	AUX
eurjchem-1050	7	48	reported	report	VERB
eurjchem-1050	7	49	.	.	PUNCT
eurjchem-1050	8	1	the	the	DET
eurjchem-1050	8	2	reaction	reaction	NOUN
eurjchem-1050	8	3	of	of	ADP
eurjchem-1050	8	4	2‐chloro‐3‐formyl‐1,8‐naphthyridine	2‐chloro‐3‐formyl‐1,8‐naphthyridine	NUM
eurjchem-1050	8	5	is	be	AUX
eurjchem-1050	8	6	also	also	ADV
eurjchem-1050	8	7	investigated	investigate	VERB
eurjchem-1050	8	8	and	and	CCONJ
eurjchem-1050	8	9	new	new	ADJ
eurjchem-1050	8	10	series	series	NOUN
eurjchem-1050	8	11	of	of	ADP
eurjchem-1050	8	12	1,8‐naphthyridine	1,8‐naphthyridine	NUM
eurjchem-1050	8	13	derivatives	derivative	NOUN
eurjchem-1050	8	14	such	such	ADJ
eurjchem-1050	8	15	as	as	ADP
eurjchem-1050	8	16	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridine‐3‐yl)‐1‐(phenylamino)azetidin‐2‐	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridine‐3‐yl)‐1‐(phenylamino)azetidin‐2‐	NUM
eurjchem-1050	8	17	one	one	NUM
eurjchem-1050	8	18	,	,	PUNCT
eurjchem-1050	8	19	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridin‐3yl)‐1‐((4‐nitrophenyl	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridin‐3yl)‐1‐((4‐nitrophenyl	NUM
eurjchem-1050	8	20	)	)	PUNCT
eurjchem-1050	8	21	amino)‐azetidin‐2‐one	amino)‐azetidin‐2‐one	NOUN
eurjchem-1050	8	22	and	and	CCONJ
eurjchem-1050	8	23	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridine‐3‐yl)‐1‐((2,4‐dinitrophenyl	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridine‐3‐yl)‐1‐((2,4‐dinitrophenyl	NUM
eurjchem-1050	8	24	)	)	PUNCT
eurjchem-1050	8	25	amino)‐azetidin‐2‐	amino)‐azetidin‐2‐	NUM
eurjchem-1050	8	26	one	one	PRON
eurjchem-1050	8	27	have	have	AUX
eurjchem-1050	8	28	been	be	AUX
eurjchem-1050	8	29	prepared	prepare	VERB
eurjchem-1050	8	30	.	.	PUNCT
eurjchem-1050	9	1	the	the	DET
eurjchem-1050	9	2	formyl	formyl	ADJ
eurjchem-1050	9	3	group	group	NOUN
eurjchem-1050	9	4	in	in	ADP
eurjchem-1050	9	5	the	the	DET
eurjchem-1050	9	6	1,8‐naphthyridine	1,8‐naphthyridine	NUM
eurjchem-1050	9	7	is	be	AUX
eurjchem-1050	9	8	subjected	subject	VERB
eurjchem-1050	9	9	to	to	ADP
eurjchem-1050	9	10	further	further	ADJ
eurjchem-1050	9	11	transformation	transformation	NOUN
eurjchem-1050	9	12	into	into	ADP
eurjchem-1050	9	13	alkoxy	alkoxy	ADJ
eurjchem-1050	9	14	carbonyl	carbonyl	NOUN
eurjchem-1050	9	15	(	(	PUNCT
eurjchem-1050	9	16	nis‐k2co3	nis‐k2co3	VERB
eurjchem-1050	9	17	/	/	SYM
eurjchem-1050	9	18	alcohol	alcohol	NOUN
eurjchem-1050	9	19	)	)	PUNCT
eurjchem-1050	9	20	to	to	PART
eurjchem-1050	9	21	afford	afford	VERB
eurjchem-1050	9	22	3‐alkoxy	3‐alkoxy	NUM
eurjchem-1050	9	23	carbonyl‐1,8‐	carbonyl‐1,8‐	NOUN
eurjchem-1050	9	24	naphthyridine	naphthyridine	NOUN
eurjchem-1050	9	25	and	and	CCONJ
eurjchem-1050	9	26	new	new	ADJ
eurjchem-1050	9	27	hetero	hetero	NOUN
eurjchem-1050	9	28	cyclic	cyclic	NOUN
eurjchem-1050	9	29	compounds	compound	NOUN
eurjchem-1050	9	30	such	such	ADJ
eurjchem-1050	9	31	as	as	ADP
eurjchem-1050	9	32	oxadiazolo	oxadiazolo	NOUN
eurjchem-1050	9	33	,	,	PUNCT
eurjchem-1050	9	34	thiadiazolo‐thion	thiadiazolo‐thion	NOUN
eurjchem-1050	9	35	and	and	CCONJ
eurjchem-1050	9	36	triazolo‐thion	triazolo‐thion	NOUN
eurjchem-1050	9	37	have	have	AUX
eurjchem-1050	9	38	been	be	AUX
eurjchem-1050	9	39	prepared	prepare	VERB
eurjchem-1050	9	40	.	.	PUNCT
eurjchem-1050	10	1	the	the	DET
eurjchem-1050	10	2	reaction	reaction	NOUN
eurjchem-1050	10	3	between	between	ADP
eurjchem-1050	10	4	2‐chloro‐3‐formyl‐1,8‐	2‐chloro‐3‐formyl‐1,8‐	NUM
eurjchem-1050	10	5	naphthyridine	naphthyridine	NOUN
eurjchem-1050	10	6	and	and	CCONJ
eurjchem-1050	10	7	sodium	sodium	NOUN
eurjchem-1050	10	8	sulphide	sulphide	NOUN
eurjchem-1050	10	9	in	in	ADP
eurjchem-1050	10	10	dmf	dmf	PROPN
eurjchem-1050	10	11	produced	produce	VERB
eurjchem-1050	10	12	2‐mercapto‐3‐formyl‐1,8‐	2‐mercapto‐3‐formyl‐1,8‐	NUM
eurjchem-1050	10	13	naphthyridine	naphthyridine	NOUN
eurjchem-1050	10	14	.	.	PUNCT
eurjchem-1050	11	1	some	some	PRON
eurjchem-1050	11	2	of	of	ADP
eurjchem-1050	11	3	the	the	DET
eurjchem-1050	11	4	prepared	prepare	VERB
eurjchem-1050	11	5	compounds	compound	NOUN
eurjchem-1050	11	6	were	be	AUX
eurjchem-1050	11	7	found	find	VERB
eurjchem-1050	11	8	to	to	PART
eurjchem-1050	11	9	have	have	VERB
eurjchem-1050	11	10	good	good	ADJ
eurjchem-1050	11	11	biological	biological	ADJ
eurjchem-1050	11	12	activity	activity	NOUN
eurjchem-1050	11	13	against	against	ADP
eurjchem-1050	11	14	staphylococcus	staphylococcus	NOUN
eurjchem-1050	11	15	aureus	aureus	PROPN
eurjchem-1050	11	16	and	and	CCONJ
eurjchem-1050	11	17	staphylococcus	staphylococcus	NOUN
eurjchem-1050	11	18	epidermidis	epidermidi	NOUN
eurjchem-1050	11	19	.	.	PUNCT
eurjchem-1050	12	1	triazol	triazol	PROPN
eurjchem-1050	12	2	thiadizol	thiadizol	PROPN
eurjchem-1050	12	3	azetidine	azetidine	PROPN
eurjchem-1050	12	4	oxadiazol	oxadiazol	PROPN
eurjchem-1050	12	5	naphthyridine	naphthyridine	NOUN
eurjchem-1050	12	6	vilsmeier‐haack	vilsmeier‐haack	NOUN
eurjchem-1050	12	7	1	1	NUM
eurjchem-1050	12	8	.	.	PUNCT
eurjchem-1050	13	1	introduction	introduction	NOUN
eurjchem-1050	13	2	naphthyridine	naphthyridine	NOUN
eurjchem-1050	13	3	or	or	CCONJ
eurjchem-1050	13	4	naphthyridone	naphthyridone	NOUN
eurjchem-1050	13	5	derivatives	derivative	NOUN
eurjchem-1050	13	6	are	be	AUX
eurjchem-1050	13	7	great	great	ADJ
eurjchem-1050	13	8	important	important	ADJ
eurjchem-1050	13	9	because	because	SCONJ
eurjchem-1050	13	10	the	the	DET
eurjchem-1050	13	11	1,8‐naphthyridine	1,8‐naphthyridine	NUM
eurjchem-1050	13	12	skeleton	skeleton	NOUN
eurjchem-1050	13	13	is	be	AUX
eurjchem-1050	13	14	present	present	ADJ
eurjchem-1050	13	15	in	in	ADP
eurjchem-1050	13	16	many	many	ADJ
eurjchem-1050	13	17	compounds	compound	NOUN
eurjchem-1050	13	18	that	that	PRON
eurjchem-1050	13	19	have	have	AUX
eurjchem-1050	13	20	been	be	AUX
eurjchem-1050	13	21	isolated	isolate	VERB
eurjchem-1050	13	22	from	from	ADP
eurjchem-1050	13	23	natural	natural	ADJ
eurjchem-1050	13	24	substance	substance	NOUN
eurjchem-1050	13	25	,	,	PUNCT
eurjchem-1050	13	26	with	with	ADP
eurjchem-1050	13	27	various	various	ADJ
eurjchem-1050	13	28	biological	biological	ADJ
eurjchem-1050	13	29	activities	activity	NOUN
eurjchem-1050	13	30	.	.	PUNCT
eurjchem-1050	14	1	gemifloxacin	gemifloxacin	PROPN
eurjchem-1050	14	2	is	be	AUX
eurjchem-1050	14	3	an	an	DET
eurjchem-1050	14	4	antimicrobial	antimicrobial	ADJ
eurjchem-1050	14	5	which	which	PRON
eurjchem-1050	14	6	have	have	VERB
eurjchem-1050	14	7	naphthyridine	naphthyridine	NOUN
eurjchem-1050	14	8	skeleton	skeleton	NOUN
eurjchem-1050	15	1	[	[	X
eurjchem-1050	15	2	1	1	NUM
eurjchem-1050	15	3	]	]	PUNCT
eurjchem-1050	15	4	.	.	PUNCT
eurjchem-1050	16	1	it	it	PRON
eurjchem-1050	16	2	is	be	AUX
eurjchem-1050	16	3	known	know	VERB
eurjchem-1050	16	4	that	that	SCONJ
eurjchem-1050	16	5	substituted	substitute	VERB
eurjchem-1050	16	6	1,8‐naphthayridine	1,8‐naphthayridine	NUM
eurjchem-1050	16	7	series	series	NOUN
eurjchem-1050	16	8	are	be	AUX
eurjchem-1050	16	9	potential	potential	ADJ
eurjchem-1050	16	10	drug	drug	NOUN
eurjchem-1050	16	11	for	for	ADP
eurjchem-1050	16	12	local	local	ADJ
eurjchem-1050	16	13	anesthesia	anesthesia	NOUN
eurjchem-1050	17	1	[	[	X
eurjchem-1050	17	2	2	2	X
eurjchem-1050	17	3	]	]	PUNCT
eurjchem-1050	17	4	and	and	CCONJ
eurjchem-1050	17	5	1‐2(2‐florobenzyl‐3‐(2‐tolyle)‐	1‐2(2‐florobenzyl‐3‐(2‐tolyle)‐	NUM
eurjchem-1050	17	6	1,8‐naphthyridine‐2(h)‐one	1,8‐naphthyridine‐2(h)‐one	NOUN
eurjchem-1050	17	7	is	be	AUX
eurjchem-1050	17	8	used	use	VERB
eurjchem-1050	17	9	for	for	ADP
eurjchem-1050	17	10	treatment	treatment	NOUN
eurjchem-1050	17	11	of	of	ADP
eurjchem-1050	17	12	memory	memory	NOUN
eurjchem-1050	17	13	disease	disease	NOUN
eurjchem-1050	18	1	[	[	X
eurjchem-1050	18	2	3	3	NUM
eurjchem-1050	18	3	]	]	PUNCT
eurjchem-1050	18	4	.	.	PUNCT
eurjchem-1050	19	1	recently	recently	ADV
eurjchem-1050	19	2	,	,	PUNCT
eurjchem-1050	19	3	quinolines	quinoline	NOUN
eurjchem-1050	19	4	and	and	CCONJ
eurjchem-1050	19	5	1,8‐naphthyridine	1,8‐naphthyridine	NUM
eurjchem-1050	19	6	are	be	AUX
eurjchem-1050	19	7	being	be	AUX
eurjchem-1050	19	8	exploited	exploit	VERB
eurjchem-1050	19	9	in	in	ADP
eurjchem-1050	19	10	cancer	cancer	NOUN
eurjchem-1050	19	11	chemotherapy	chemotherapy	NOUN
eurjchem-1050	20	1	[	[	X
eurjchem-1050	20	2	4	4	NUM
eurjchem-1050	20	3	]	]	PUNCT
eurjchem-1050	20	4	.	.	PUNCT
eurjchem-1050	21	1	various	various	ADJ
eurjchem-1050	21	2	1,8‐	1,8‐	NUM
eurjchem-1050	21	3	naphthyridine	naphthyridine	NOUN
eurjchem-1050	21	4	derivatives	derivative	NOUN
eurjchem-1050	21	5	have	have	AUX
eurjchem-1050	21	6	been	be	AUX
eurjchem-1050	21	7	reported	report	VERB
eurjchem-1050	21	8	to	to	PART
eurjchem-1050	21	9	possess	possess	VERB
eurjchem-1050	21	10	promising	promising	ADJ
eurjchem-1050	21	11	biological	biological	ADJ
eurjchem-1050	21	12	activities	activity	NOUN
eurjchem-1050	21	13	such	such	ADJ
eurjchem-1050	21	14	as	as	ADP
eurjchem-1050	21	15	antibacterial	antibacterial	ADJ
eurjchem-1050	21	16	[	[	X
eurjchem-1050	21	17	5	5	NUM
eurjchem-1050	21	18	]	]	PUNCT
eurjchem-1050	21	19	,	,	PUNCT
eurjchem-1050	21	20	antimalarial	antimalarial	ADJ
eurjchem-1050	21	21	[	[	X
eurjchem-1050	21	22	6	6	NUM
eurjchem-1050	21	23	]	]	PUNCT
eurjchem-1050	21	24	,	,	PUNCT
eurjchem-1050	21	25	anti‐tumor	anti‐tumor	PROPN
eurjchem-1050	22	1	[	[	X
eurjchem-1050	22	2	7	7	NUM
eurjchem-1050	22	3	]	]	PUNCT
eurjchem-1050	22	4	,	,	PUNCT
eurjchem-1050	22	5	anti‐inflammatory	anti‐inflammatory	NOUN
eurjchem-1050	23	1	[	[	X
eurjchem-1050	23	2	8	8	NUM
eurjchem-1050	23	3	]	]	PUNCT
eurjchem-1050	23	4	,	,	PUNCT
eurjchem-1050	23	5	and	and	CCONJ
eurjchem-1050	23	6	antihypertensive	antihypertensive	ADJ
eurjchem-1050	23	7	activities	activity	NOUN
eurjchem-1050	23	8	[	[	X
eurjchem-1050	23	9	9	9	NUM
eurjchem-1050	23	10	]	]	PUNCT
eurjchem-1050	23	11	.	.	PUNCT
eurjchem-1050	24	1	there	there	PRON
eurjchem-1050	24	2	are	be	VERB
eurjchem-1050	24	3	many	many	ADJ
eurjchem-1050	24	4	methods	method	NOUN
eurjchem-1050	24	5	used	use	VERB
eurjchem-1050	24	6	to	to	PART
eurjchem-1050	24	7	prepare	prepare	VERB
eurjchem-1050	24	8	various	various	ADJ
eurjchem-1050	24	9	types	type	NOUN
eurjchem-1050	24	10	of	of	ADP
eurjchem-1050	24	11	1,8‐naphthyridine	1,8‐naphthyridine	NUM
eurjchem-1050	24	12	system	system	NOUN
eurjchem-1050	24	13	involves	involve	VERB
eurjchem-1050	24	14	consideration	consideration	NOUN
eurjchem-1050	24	15	of	of	ADP
eurjchem-1050	24	16	2‐aminopyridine	2‐aminopyridine	NUM
eurjchem-1050	24	17	derivatives	derivative	NOUN
eurjchem-1050	24	18	with	with	ADP
eurjchem-1050	24	19	carbonyl	carbonyl	NOUN
eurjchem-1050	24	20	compounds	compound	NOUN
eurjchem-1050	24	21	containing	contain	VERB
eurjchem-1050	24	22	an	an	DET
eurjchem-1050	24	23	activated	activate	VERB
eurjchem-1050	24	24	methylene	methylene	NOUN
eurjchem-1050	24	25	group	group	NOUN
eurjchem-1050	25	1	[	[	X
eurjchem-1050	25	2	7,10,11	7,10,11	NUM
eurjchem-1050	25	3	]	]	PUNCT
eurjchem-1050	25	4	or	or	CCONJ
eurjchem-1050	25	5	with	with	ADP
eurjchem-1050	25	6	β‐ketoesters	β‐ketoesters	PUNCT
eurjchem-1050	26	1	[	[	X
eurjchem-1050	26	2	12	12	NUM
eurjchem-1050	26	3	]	]	PUNCT
eurjchem-1050	26	4	or	or	CCONJ
eurjchem-1050	26	5	condensation	condensation	NOUN
eurjchem-1050	26	6	of	of	ADP
eurjchem-1050	26	7	ethanolic	ethanolic	ADJ
eurjchem-1050	26	8	2‐	2‐	NUM
eurjchem-1050	26	9	amino‐3‐formyl	amino‐3‐formyl	NUM
eurjchem-1050	26	10	pyridine	pyridine	NOUN
eurjchem-1050	26	11	in	in	ADP
eurjchem-1050	26	12	the	the	DET
eurjchem-1050	26	13	presence	presence	NOUN
eurjchem-1050	26	14	of	of	ADP
eurjchem-1050	26	15	piperidine	piperidine	NOUN
eurjchem-1050	26	16	base	base	NOUN
eurjchem-1050	26	17	with	with	ADP
eurjchem-1050	26	18	active	active	ADJ
eurjchem-1050	26	19	methylene	methylene	NOUN
eurjchem-1050	26	20	compounds	compound	NOUN
eurjchem-1050	26	21	aldehydes	aldehyde	NOUN
eurjchem-1050	26	22	,	,	PUNCT
eurjchem-1050	26	23	acyclic	acyclic	ADJ
eurjchem-1050	26	24	and	and	CCONJ
eurjchem-1050	26	25	cyclic	cyclic	ADJ
eurjchem-1050	26	26	ketone	ketone	NOUN
eurjchem-1050	26	27	or	or	CCONJ
eurjchem-1050	26	28	diketones	diketone	NOUN
eurjchem-1050	27	1	[	[	X
eurjchem-1050	27	2	13‐15	13‐15	NUM
eurjchem-1050	27	3	]	]	X
eurjchem-1050	27	4	.	.	PUNCT
eurjchem-1050	28	1	the	the	DET
eurjchem-1050	28	2	vilsmeier‐haack	vilsmeier‐haack	NOUN
eurjchem-1050	28	3	reagent	reagent	NOUN
eurjchem-1050	28	4	has	have	AUX
eurjchem-1050	28	5	been	be	AUX
eurjchem-1050	28	6	proved	prove	VERB
eurjchem-1050	28	7	to	to	PART
eurjchem-1050	28	8	be	be	AUX
eurjchem-1050	28	9	averstile	averstile	NOUN
eurjchem-1050	28	10	reagent	reagent	ADJ
eurjchem-1050	28	11	capable	capable	ADJ
eurjchem-1050	28	12	of	of	ADP
eurjchem-1050	28	13	executing	execute	VERB
eurjchem-1050	28	14	a	a	DET
eurjchem-1050	28	15	large	large	ADJ
eurjchem-1050	28	16	variety	variety	NOUN
eurjchem-1050	28	17	of	of	ADP
eurjchem-1050	28	18	synthetic	synthetic	ADJ
eurjchem-1050	28	19	transformations	transformation	NOUN
eurjchem-1050	28	20	[	[	X
eurjchem-1050	28	21	16	16	NUM
eurjchem-1050	28	22	]	]	PUNCT
eurjchem-1050	28	23	.	.	PUNCT
eurjchem-1050	29	1	it	it	PRON
eurjchem-1050	29	2	finds	find	VERB
eurjchem-1050	29	3	applications	application	NOUN
eurjchem-1050	29	4	in	in	ADP
eurjchem-1050	29	5	formylation	formylation	NOUN
eurjchem-1050	29	6	[	[	X
eurjchem-1050	29	7	17	17	NUM
eurjchem-1050	29	8	]	]	PUNCT
eurjchem-1050	29	9	,	,	PUNCT
eurjchem-1050	29	10	cyclohaloaddition	cyclohaloaddition	NOUN
eurjchem-1050	29	11	[	[	X
eurjchem-1050	29	12	18	18	NUM
eurjchem-1050	29	13	]	]	PUNCT
eurjchem-1050	29	14	,	,	PUNCT
eurjchem-1050	29	15	cyclisation	cyclisation	NOUN
eurjchem-1050	29	16	[	[	X
eurjchem-1050	29	17	19	19	NUM
eurjchem-1050	29	18	]	]	PUNCT
eurjchem-1050	29	19	and	and	CCONJ
eurjchem-1050	29	20	ring	ring	NOUN
eurjchem-1050	29	21	annulations	annulation	NOUN
eurjchem-1050	29	22	[	[	X
eurjchem-1050	29	23	20	20	NUM
eurjchem-1050	29	24	]	]	PUNCT
eurjchem-1050	29	25	.	.	PUNCT
eurjchem-1050	30	1	the	the	DET
eurjchem-1050	30	2	aim	aim	NOUN
eurjchem-1050	30	3	of	of	ADP
eurjchem-1050	30	4	this	this	DET
eurjchem-1050	30	5	work	work	NOUN
eurjchem-1050	30	6	was	be	AUX
eurjchem-1050	30	7	to	to	PART
eurjchem-1050	30	8	synthesized	synthesize	VERB
eurjchem-1050	30	9	new	new	ADJ
eurjchem-1050	30	10	1,8‐	1,8‐	NUM
eurjchem-1050	30	11	naphthyridine	naphthyridine	ADJ
eurjchem-1050	30	12	derivatives	derivative	NOUN
eurjchem-1050	30	13	.	.	PUNCT
eurjchem-1050	31	1	in	in	ADP
eurjchem-1050	31	2	addition	addition	NOUN
eurjchem-1050	31	3	,	,	PUNCT
eurjchem-1050	31	4	we	we	PRON
eurjchem-1050	31	5	have	have	AUX
eurjchem-1050	31	6	obtained	obtain	VERB
eurjchem-1050	31	7	naphthyridine	naphthyridine	NOUN
eurjchem-1050	31	8	based	base	VERB
eurjchem-1050	31	9	azitidinone	azitidinone	NOUN
eurjchem-1050	31	10	(	(	PUNCT
eurjchem-1050	31	11	8‐10	8‐10	NUM
eurjchem-1050	31	12	)	)	PUNCT
eurjchem-1050	31	13	and	and	CCONJ
eurjchem-1050	31	14	oxadiazole	oxadiazole	PROPN
eurjchem-1050	31	15	,	,	PUNCT
eurjchem-1050	31	16	thiadiazole	thiadiazole	NOUN
eurjchem-1050	31	17	,	,	PUNCT
eurjchem-1050	31	18	triazole	triazole	NOUN
eurjchem-1050	31	19	(	(	PUNCT
eurjchem-1050	31	20	15	15	NUM
eurjchem-1050	31	21	,	,	PUNCT
eurjchem-1050	31	22	16	16	NUM
eurjchem-1050	31	23	and	and	CCONJ
eurjchem-1050	31	24	17	17	NUM
eurjchem-1050	31	25	)	)	PUNCT
eurjchem-1050	31	26	and	and	CCONJ
eurjchem-1050	31	27	studies	study	NOUN
eurjchem-1050	31	28	the	the	DET
eurjchem-1050	31	29	biological	biological	ADJ
eurjchem-1050	31	30	activity	activity	NOUN
eurjchem-1050	31	31	of	of	ADP
eurjchem-1050	31	32	some	some	DET
eurjchem-1050	31	33	compounds	compound	NOUN
eurjchem-1050	31	34	(	(	PUNCT
eurjchem-1050	31	35	16	16	NUM
eurjchem-1050	31	36	,	,	PUNCT
eurjchem-1050	31	37	17	17	NUM
eurjchem-1050	31	38	and	and	CCONJ
eurjchem-1050	31	39	18	18	NUM
eurjchem-1050	31	40	)	)	PUNCT
eurjchem-1050	31	41	.	.	PUNCT
eurjchem-1050	32	1	2	2	X
eurjchem-1050	32	2	.	.	X
eurjchem-1050	32	3	experimental	experimental	ADJ
eurjchem-1050	32	4	2.1	2.1	NUM
eurjchem-1050	32	5	.	.	PUNCT
eurjchem-1050	33	1	instrumentation	instrumentation	NOUN
eurjchem-1050	33	2	melting	melting	NOUN
eurjchem-1050	33	3	point	point	NOUN
eurjchem-1050	33	4	were	be	AUX
eurjchem-1050	33	5	recorded	record	VERB
eurjchem-1050	33	6	on	on	ADP
eurjchem-1050	33	7	electro‐thermal	electro‐thermal	ADJ
eurjchem-1050	33	8	cia9300	cia9300	NOUN
eurjchem-1050	33	9	melting	melting	NOUN
eurjchem-1050	33	10	point	point	NOUN
eurjchem-1050	33	11	apparatus	apparatus	NOUN
eurjchem-1050	33	12	and	and	CCONJ
eurjchem-1050	33	13	are	be	AUX
eurjchem-1050	33	14	uncorrected	uncorrecte	VERB
eurjchem-1050	33	15	,	,	PUNCT
eurjchem-1050	33	16	1h	1h	NUM
eurjchem-1050	33	17	nmr	nmr	NOUN
eurjchem-1050	33	18	spectra	spectra	NOUN
eurjchem-1050	33	19	were	be	AUX
eurjchem-1050	33	20	recorded	record	VERB
eurjchem-1050	33	21	on	on	ADP
eurjchem-1050	33	22	nucleic	nucleic	ADJ
eurjchem-1050	33	23	magnetic	magnetic	ADJ
eurjchem-1050	33	24	resinous	resinous	ADJ
eurjchem-1050	33	25	model	model	NOUN
eurjchem-1050	33	26	ultra	ultra	ADJ
eurjchem-1050	33	27	shield	shield	NOUN
eurjchem-1050	33	28	400	400	NUM
eurjchem-1050	33	29	mhz	mhz	NOUN
eurjchem-1050	33	30	,	,	PUNCT
eurjchem-1050	33	31	bruker	bruker	PROPN
eurjchem-1050	33	32	co.	co.	PROPN
eurjchem-1050	33	33	,	,	PUNCT
eurjchem-1050	33	34	germany	germany	PROPN
eurjchem-1050	33	35	,	,	PUNCT
eurjchem-1050	33	36	using	use	VERB
eurjchem-1050	33	37	tms	tms	PROPN
eurjchem-1050	33	38	as	as	ADP
eurjchem-1050	33	39	internal	internal	ADJ
eurjchem-1050	33	40	reference	reference	NOUN
eurjchem-1050	33	41	and	and	CCONJ
eurjchem-1050	33	42	dmso‐d6	dmso‐d6	NOUN
eurjchem-1050	33	43	as	as	ADP
eurjchem-1050	33	44	solvent	solvent	ADJ
eurjchem-1050	33	45	.	.	PUNCT
eurjchem-1050	34	1	ir	ir	PROPN
eurjchem-1050	34	2	spectra	spectra	PROPN
eurjchem-1050	34	3	were	be	AUX
eurjchem-1050	34	4	recorded	record	VERB
eurjchem-1050	34	5	on	on	ADP
eurjchem-1050	34	6	infrared	infrared	ADJ
eurjchem-1050	34	7	spectrophotometer	spectrophotometer	NOUN
eurjchem-1050	34	8	model	model	NOUN
eurjchem-1050	34	9	tensor	tensor	NOUN
eurjchem-1050	34	10	27	27	NUM
eurjchem-1050	34	11	,	,	PUNCT
eurjchem-1050	34	12	bruker	bruker	PROPN
eurjchem-1050	34	13	co.	co.	PROPN
eurjchem-1050	34	14	,	,	PUNCT
eurjchem-1050	34	15	germany	germany	PROPN
eurjchem-1050	34	16	,	,	PUNCT
eurjchem-1050	34	17	by	by	ADP
eurjchem-1050	34	18	using	use	VERB
eurjchem-1050	34	19	kbr	kbr	PROPN
eurjchem-1050	34	20	discs	disc	NOUN
eurjchem-1050	34	21	.	.	PUNCT
eurjchem-1050	35	1	2.2	2.2	NUM
eurjchem-1050	35	2	.	.	PUNCT
eurjchem-1050	35	3	synthesis	synthesis	NOUN
eurjchem-1050	35	4	of	of	ADP
eurjchem-1050	35	5	2‐chloro‐3‐formyl‐1,8‐naphthyridine	2‐chloro‐3‐formyl‐1,8‐naphthyridine	NUM
eurjchem-1050	35	6	(	(	PUNCT
eurjchem-1050	35	7	1	1	NUM
eurjchem-1050	35	8	)	)	PUNCT
eurjchem-1050	35	9	to	to	ADP
eurjchem-1050	35	10	solution	solution	NOUN
eurjchem-1050	35	11	of	of	ADP
eurjchem-1050	35	12	n‐(pyridine‐2‐yl)acetamide	n‐(pyridine‐2‐yl)acetamide	ADJ
eurjchem-1050	35	13	(	(	PUNCT
eurjchem-1050	35	14	5	5	NUM
eurjchem-1050	35	15	mmoles	mmole	NOUN
eurjchem-1050	35	16	)	)	PUNCT
eurjchem-1050	35	17	in	in	ADP
eurjchem-1050	35	18	dry	dry	PROPN
eurjchem-1050	35	19	dmf	dmf	PROPN
eurjchem-1050	35	20	(	(	PUNCT
eurjchem-1050	35	21	15	15	NUM
eurjchem-1050	35	22	ml	ml	NOUN
eurjchem-1050	35	23	)	)	PUNCT
eurjchem-1050	35	24	,	,	PUNCT
eurjchem-1050	35	25	at	at	ADP
eurjchem-1050	35	26	(	(	PUNCT
eurjchem-1050	35	27	0‐5	0‐5	PROPN
eurjchem-1050	35	28	°	°	ADP
eurjchem-1050	35	29	c	c	NOUN
eurjchem-1050	35	30	)	)	PUNCT
eurjchem-1050	35	31	with	with	ADP
eurjchem-1050	35	32	stirring	stir	VERB
eurjchem-1050	35	33	pocl3	pocl3	NOUN
eurjchem-1050	35	34	(	(	PUNCT
eurjchem-1050	35	35	60	60	NUM
eurjchem-1050	35	36	mmoles	mmole	NOUN
eurjchem-1050	35	37	)	)	PUNCT
eurjchem-1050	35	38	was	be	AUX
eurjchem-1050	35	39	added	add	VERB
eurjchem-1050	35	40	drop	drop	NOUN
eurjchem-1050	35	41	wise	wise	ADJ
eurjchem-1050	35	42	.	.	PUNCT
eurjchem-1050	36	1	the	the	DET
eurjchem-1050	36	2	reaction	reaction	NOUN
eurjchem-1050	36	3	mixture	mixture	NOUN
eurjchem-1050	36	4	stirred	stir	VERB
eurjchem-1050	36	5	at	at	ADP
eurjchem-1050	36	6	(	(	PUNCT
eurjchem-1050	36	7	80‐90	80‐90	NUM
eurjchem-1050	36	8	°	°	NOUN
eurjchem-1050	36	9	c	c	NOUN
eurjchem-1050	36	10	)	)	PUNCT
eurjchem-1050	36	11	for	for	ADP
eurjchem-1050	36	12	15	15	NUM
eurjchem-1050	36	13	hr	hr	NOUN
eurjchem-1050	36	14	.	.	PUNCT
eurjchem-1050	37	1	the	the	DET
eurjchem-1050	37	2	reaction	reaction	NOUN
eurjchem-1050	37	3	mixture	mixture	NOUN
eurjchem-1050	37	4	was	be	AUX
eurjchem-1050	37	5	poured	pour	VERB
eurjchem-1050	37	6	into	into	ADP
eurjchem-1050	37	7	crushed	crush	VERB
eurjchem-1050	37	8	ice	ice	NOUN
eurjchem-1050	37	9	,	,	PUNCT
eurjchem-1050	37	10	stirred	stir	VERB
eurjchem-1050	37	11	for	for	ADP
eurjchem-1050	37	12	30	30	NUM
eurjchem-1050	37	13	min	min	NOUN
eurjchem-1050	37	14	and	and	CCONJ
eurjchem-1050	37	15	the	the	DET
eurjchem-1050	37	16	resulting	result	VERB
eurjchem-1050	37	17	solid	solid	ADJ
eurjchem-1050	37	18	filtered	filter	VERB
eurjchem-1050	37	19	,	,	PUNCT
eurjchem-1050	37	20	washed	wash	VERB
eurjchem-1050	37	21	well	well	ADV
eurjchem-1050	37	22	with	with	ADP
eurjchem-1050	37	23	water	water	NOUN
eurjchem-1050	37	24	and	and	CCONJ
eurjchem-1050	37	25	dried	dry	VERB
eurjchem-1050	37	26	and	and	CCONJ
eurjchem-1050	37	27	re‐crystallized	re‐crystallize	VERB
eurjchem-1050	37	28	from	from	ADP
eurjchem-1050	37	29	ethyl	ethyl	PROPN
eurjchem-1050	37	30	alcohol	alcohol	NOUN
eurjchem-1050	37	31	to	to	PART
eurjchem-1050	37	32	give	give	VERB
eurjchem-1050	37	33	pure	pure	ADJ
eurjchem-1050	37	34	compound	compound	NOUN
eurjchem-1050	37	35	1	1	NUM
eurjchem-1050	37	36	(	(	PUNCT
eurjchem-1050	37	37	scheme	scheme	NOUN
eurjchem-1050	37	38	1	1	NUM
eurjchem-1050	37	39	)	)	PUNCT
eurjchem-1050	37	40	.	.	PUNCT
eurjchem-1050	38	1	476	476	NUM
eurjchem-1050	38	2	saleh	saleh	NOUN
eurjchem-1050	38	3	and	and	CCONJ
eurjchem-1050	38	4	ayoub	ayoub	PROPN
eurjchem-1050	38	5	/	/	SYM
eurjchem-1050	38	6	european	european	PROPN
eurjchem-1050	38	7	journal	journal	PROPN
eurjchem-1050	38	8	of	of	ADP
eurjchem-1050	38	9	chemistry	chemistry	NOUN
eurjchem-1050	38	10	5	5	NUM
eurjchem-1050	38	11	(	(	PUNCT
eurjchem-1050	38	12	3	3	NUM
eurjchem-1050	38	13	)	)	PUNCT
eurjchem-1050	38	14	(	(	PUNCT
eurjchem-1050	38	15	2014	2014	NUM
eurjchem-1050	38	16	)	)	PUNCT
eurjchem-1050	38	17	475‐480	475‐480	NOUN
eurjchem-1050	38	18	scheme	scheme	NOUN
eurjchem-1050	38	19	1	1	NUM
eurjchem-1050	38	20	yield	yield	NOUN
eurjchem-1050	38	21	:	:	PUNCT
eurjchem-1050	38	22	63	63	NUM
eurjchem-1050	38	23	%	%	NOUN
eurjchem-1050	38	24	.	.	PUNCT
eurjchem-1050	39	1	color	color	NOUN
eurjchem-1050	39	2	:	:	PUNCT
eurjchem-1050	39	3	pale	pale	ADJ
eurjchem-1050	39	4	yellow	yellow	ADJ
eurjchem-1050	39	5	.	.	PUNCT
eurjchem-1050	40	1	m.p	m.p	PROPN
eurjchem-1050	40	2	.	.	PROPN
eurjchem-1050	40	3	:	:	PUNCT
eurjchem-1050	41	1	165‐157	165‐157	NUM
eurjchem-1050	41	2	°	°	PRON
eurjchem-1050	41	3	c	c	X
eurjchem-1050	41	4	.	.	PUNCT
eurjchem-1050	42	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	42	2	(	(	PUNCT
eurjchem-1050	42	3	kbr	kbr	PROPN
eurjchem-1050	42	4	,	,	PUNCT
eurjchem-1050	42	5	ν	ν	PROPN
eurjchem-1050	42	6	,	,	PUNCT
eurjchem-1050	42	7	cm‐1	cm‐1	PROPN
eurjchem-1050	42	8	):	):	PUNCT
eurjchem-1050	42	9	3055	3055	NUM
eurjchem-1050	42	10	(	(	PUNCT
eurjchem-1050	42	11	arc‐h	arc‐h	PROPN
eurjchem-1050	42	12	)	)	PUNCT
eurjchem-1050	42	13	,	,	PUNCT
eurjchem-1050	42	14	2780	2780	NUM
eurjchem-1050	42	15	(	(	PUNCT
eurjchem-1050	42	16	c‐h	c‐h	NUM
eurjchem-1050	42	17	)	)	PUNCT
eurjchem-1050	42	18	,	,	PUNCT
eurjchem-1050	42	19	1720	1720	NUM
eurjchem-1050	42	20	(	(	PUNCT
eurjchem-1050	42	21	c	c	NOUN
eurjchem-1050	42	22	=	=	NOUN
eurjchem-1050	42	23	o	o	NOUN
eurjchem-1050	42	24	)	)	PUNCT
eurjchem-1050	42	25	,	,	PUNCT
eurjchem-1050	42	26	1590	1590	NUM
eurjchem-1050	42	27	(	(	PUNCT
eurjchem-1050	42	28	c	c	NOUN
eurjchem-1050	42	29	=	=	SYM
eurjchem-1050	42	30	n	n	NUM
eurjchem-1050	42	31	)	)	PUNCT
eurjchem-1050	42	32	,	,	PUNCT
eurjchem-1050	42	33	775	775	NUM
eurjchem-1050	42	34	(	(	PUNCT
eurjchem-1050	42	35	c‐cl	c‐cl	PROPN
eurjchem-1050	42	36	)	)	PUNCT
eurjchem-1050	42	37	.	.	PUNCT
eurjchem-1050	43	1	1h	1h	NUM
eurjchem-1050	43	2	nmr	nmr	NOUN
eurjchem-1050	43	3	(	(	PUNCT
eurjchem-1050	43	4	400	400	NUM
eurjchem-1050	43	5	mhz	mhz	NOUN
eurjchem-1050	43	6	,	,	PUNCT
eurjchem-1050	43	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	43	8	,	,	PUNCT
eurjchem-1050	43	9	δ	δ	PROPN
eurjchem-1050	43	10	,	,	PUNCT
eurjchem-1050	43	11	ppm	ppm	NUM
eurjchem-1050	43	12	):	):	PUNCT
eurjchem-1050	43	13	7.25	7.25	NUM
eurjchem-1050	43	14	(	(	PUNCT
eurjchem-1050	43	15	t	t	PROPN
eurjchem-1050	43	16	,	,	PUNCT
eurjchem-1050	43	17	1h	1h	NUM
eurjchem-1050	43	18	,	,	PUNCT
eurjchem-1050	43	19	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	43	20	)	)	PUNCT
eurjchem-1050	43	21	,	,	PUNCT
eurjchem-1050	43	22	7.44	7.44	NUM
eurjchem-1050	43	23	(	(	PUNCT
eurjchem-1050	43	24	d	d	PROPN
eurjchem-1050	43	25	,	,	PUNCT
eurjchem-1050	43	26	1h	1h	NUM
eurjchem-1050	43	27	,	,	PUNCT
eurjchem-1050	43	28	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	43	29	)	)	PUNCT
eurjchem-1050	43	30	,	,	PUNCT
eurjchem-1050	43	31	7.85	7.85	NUM
eurjchem-1050	43	32	(	(	PUNCT
eurjchem-1050	43	33	s	s	PROPN
eurjchem-1050	43	34	,	,	PUNCT
eurjchem-1050	43	35	1h	1h	NUM
eurjchem-1050	43	36	,	,	PUNCT
eurjchem-1050	43	37	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	43	38	)	)	PUNCT
eurjchem-1050	43	39	,	,	PUNCT
eurjchem-1050	43	40	8.44	8.44	NUM
eurjchem-1050	43	41	(	(	PUNCT
eurjchem-1050	43	42	m	m	PROPN
eurjchem-1050	43	43	,	,	PUNCT
eurjchem-1050	43	44	1h	1h	NUM
eurjchem-1050	43	45	,	,	PUNCT
eurjchem-1050	43	46	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	43	47	)	)	PUNCT
eurjchem-1050	43	48	,	,	PUNCT
eurjchem-1050	43	49	9.85	9.85	NUM
eurjchem-1050	43	50	(	(	PUNCT
eurjchem-1050	43	51	s	s	PROPN
eurjchem-1050	43	52	,	,	PUNCT
eurjchem-1050	43	53	1h	1h	NUM
eurjchem-1050	43	54	,	,	PUNCT
eurjchem-1050	43	55	cho	cho	NOUN
eurjchem-1050	43	56	)	)	PUNCT
eurjchem-1050	43	57	.	.	PUNCT
eurjchem-1050	44	1	2.3	2.3	NUM
eurjchem-1050	44	2	.	.	PUNCT
eurjchem-1050	44	3	synthesis	synthesis	NOUN
eurjchem-1050	44	4	of	of	ADP
eurjchem-1050	44	5	2‐mercapto‐3‐formyl‐1,8‐naphthyridine	2‐mercapto‐3‐formyl‐1,8‐naphthyridine	NUM
eurjchem-1050	44	6	(	(	PUNCT
eurjchem-1050	44	7	2	2	NUM
eurjchem-1050	44	8	)	)	PUNCT
eurjchem-1050	44	9	to	to	ADP
eurjchem-1050	44	10	a	a	DET
eurjchem-1050	44	11	solution	solution	NOUN
eurjchem-1050	44	12	of	of	ADP
eurjchem-1050	44	13	compound	compound	NOUN
eurjchem-1050	44	14	1	1	NUM
eurjchem-1050	44	15	(	(	PUNCT
eurjchem-1050	44	16	1	1	NUM
eurjchem-1050	44	17	mmole	mmole	NOUN
eurjchem-1050	44	18	)	)	PUNCT
eurjchem-1050	44	19	in	in	ADP
eurjchem-1050	44	20	(	(	PUNCT
eurjchem-1050	44	21	5	5	NUM
eurjchem-1050	44	22	ml	ml	NOUN
eurjchem-1050	44	23	)	)	PUNCT
eurjchem-1050	44	24	dry	dry	PROPN
eurjchem-1050	44	25	dmf	dmf	PROPN
eurjchem-1050	44	26	,	,	PUNCT
eurjchem-1050	44	27	(	(	PUNCT
eurjchem-1050	44	28	1.5	1.5	NUM
eurjchem-1050	44	29	mmole	mmole	NOUN
eurjchem-1050	44	30	)	)	PUNCT
eurjchem-1050	44	31	of	of	ADP
eurjchem-1050	44	32	sodium	sodium	NOUN
eurjchem-1050	44	33	sulphide	sulphide	NOUN
eurjchem-1050	44	34	was	be	AUX
eurjchem-1050	44	35	added	add	VERB
eurjchem-1050	44	36	and	and	CCONJ
eurjchem-1050	44	37	then	then	ADV
eurjchem-1050	44	38	the	the	DET
eurjchem-1050	44	39	reaction	reaction	NOUN
eurjchem-1050	44	40	mixture	mixture	NOUN
eurjchem-1050	44	41	was	be	AUX
eurjchem-1050	44	42	stirred	stir	VERB
eurjchem-1050	44	43	for	for	ADP
eurjchem-1050	44	44	4	4	NUM
eurjchem-1050	44	45	hr	hr	NOUN
eurjchem-1050	44	46	at	at	ADP
eurjchem-1050	44	47	room	room	NOUN
eurjchem-1050	44	48	temperature	temperature	NOUN
eurjchem-1050	44	49	.	.	PUNCT
eurjchem-1050	45	1	the	the	DET
eurjchem-1050	45	2	reaction	reaction	NOUN
eurjchem-1050	45	3	mixture	mixture	NOUN
eurjchem-1050	45	4	was	be	AUX
eurjchem-1050	45	5	poured	pour	VERB
eurjchem-1050	45	6	into	into	ADP
eurjchem-1050	45	7	20	20	NUM
eurjchem-1050	45	8	ml	ml	NOUN
eurjchem-1050	45	9	of	of	ADP
eurjchem-1050	45	10	crushed	crushed	ADJ
eurjchem-1050	45	11	ice	ice	NOUN
eurjchem-1050	45	12	and	and	CCONJ
eurjchem-1050	45	13	acidified	acidify	VERB
eurjchem-1050	45	14	with	with	ADP
eurjchem-1050	45	15	acetic	acetic	ADJ
eurjchem-1050	45	16	acid	acid	NOUN
eurjchem-1050	45	17	.	.	PUNCT
eurjchem-1050	46	1	the	the	DET
eurjchem-1050	46	2	solid	solid	ADJ
eurjchem-1050	46	3	thus	thus	ADV
eurjchem-1050	46	4	obtained	obtain	VERB
eurjchem-1050	46	5	was	be	AUX
eurjchem-1050	46	6	filtered	filter	VERB
eurjchem-1050	46	7	and	and	CCONJ
eurjchem-1050	46	8	re‐crystallized	re‐crystallize	VERB
eurjchem-1050	46	9	from	from	ADP
eurjchem-1050	46	10	ethyl	ethyl	PROPN
eurjchem-1050	46	11	alcohol	alcohol	NOUN
eurjchem-1050	46	12	to	to	PART
eurjchem-1050	46	13	give	give	VERB
eurjchem-1050	46	14	pure	pure	ADJ
eurjchem-1050	46	15	compound	compound	NOUN
eurjchem-1050	46	16	2	2	NUM
eurjchem-1050	46	17	(	(	PUNCT
eurjchem-1050	46	18	scheme	scheme	NOUN
eurjchem-1050	46	19	2	2	NUM
eurjchem-1050	46	20	)	)	PUNCT
eurjchem-1050	46	21	.	.	PUNCT
eurjchem-1050	47	1	yield	yield	NOUN
eurjchem-1050	47	2	:	:	PUNCT
eurjchem-1050	47	3	67	67	NUM
eurjchem-1050	47	4	%	%	NOUN
eurjchem-1050	47	5	.	.	PUNCT
eurjchem-1050	48	1	color	color	NOUN
eurjchem-1050	48	2	:	:	PUNCT
eurjchem-1050	48	3	yellow	yellow	ADJ
eurjchem-1050	48	4	powder	powder	NOUN
eurjchem-1050	48	5	.	.	PUNCT
eurjchem-1050	49	1	m.p	m.p	PROPN
eurjchem-1050	49	2	.	.	PROPN
eurjchem-1050	49	3	:	:	PUNCT
eurjchem-1050	50	1	220‐223	220‐223	NUM
eurjchem-1050	50	2	°	°	PROPN
eurjchem-1050	50	3	c	c	NOUN
eurjchem-1050	50	4	.	.	PUNCT
eurjchem-1050	51	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	51	2	(	(	PUNCT
eurjchem-1050	51	3	kbr	kbr	PROPN
eurjchem-1050	51	4	,	,	PUNCT
eurjchem-1050	51	5	ν	ν	PROPN
eurjchem-1050	51	6	,	,	PUNCT
eurjchem-1050	51	7	cm‐1	cm‐1	PROPN
eurjchem-1050	51	8	):	):	PUNCT
eurjchem-1050	51	9	3020	3020	NUM
eurjchem-1050	51	10	(	(	PUNCT
eurjchem-1050	51	11	arc‐h	arc‐h	PROPN
eurjchem-1050	51	12	)	)	PUNCT
eurjchem-1050	51	13	,	,	PUNCT
eurjchem-1050	51	14	2792	2792	NUM
eurjchem-1050	51	15	(	(	PUNCT
eurjchem-1050	51	16	c‐h	c‐h	NUM
eurjchem-1050	51	17	)	)	PUNCT
eurjchem-1050	51	18	,	,	PUNCT
eurjchem-1050	51	19	1690	1690	NUM
eurjchem-1050	51	20	(	(	PUNCT
eurjchem-1050	51	21	c	c	NOUN
eurjchem-1050	51	22	=	=	NOUN
eurjchem-1050	51	23	o	o	NOUN
eurjchem-1050	51	24	)	)	PUNCT
eurjchem-1050	51	25	,	,	PUNCT
eurjchem-1050	51	26	1595	1595	NUM
eurjchem-1050	51	27	(	(	PUNCT
eurjchem-1050	51	28	c	c	NOUN
eurjchem-1050	51	29	=	=	SYM
eurjchem-1050	51	30	n	n	NUM
eurjchem-1050	51	31	)	)	PUNCT
eurjchem-1050	51	32	,	,	PUNCT
eurjchem-1050	51	33	1050	1050	NUM
eurjchem-1050	51	34	(	(	PUNCT
eurjchem-1050	51	35	c	c	NOUN
eurjchem-1050	51	36	=	=	SYM
eurjchem-1050	51	37	s	s	NOUN
eurjchem-1050	51	38	)	)	PUNCT
eurjchem-1050	51	39	.	.	PUNCT
eurjchem-1050	52	1	1h	1h	NUM
eurjchem-1050	52	2	nmr	nmr	NOUN
eurjchem-1050	52	3	(	(	PUNCT
eurjchem-1050	52	4	400	400	NUM
eurjchem-1050	52	5	mhz	mhz	NOUN
eurjchem-1050	52	6	,	,	PUNCT
eurjchem-1050	52	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	52	8	,	,	PUNCT
eurjchem-1050	52	9	δ	δ	PROPN
eurjchem-1050	52	10	,	,	PUNCT
eurjchem-1050	52	11	ppm	ppm	NUM
eurjchem-1050	52	12	):	):	PUNCT
eurjchem-1050	52	13	6.02	6.02	NUM
eurjchem-1050	52	14	(	(	PUNCT
eurjchem-1050	52	15	s	s	PROPN
eurjchem-1050	52	16	,	,	PUNCT
eurjchem-1050	52	17	1h	1h	NUM
eurjchem-1050	52	18	,	,	PUNCT
eurjchem-1050	52	19	s‐h	s‐h	PROPN
eurjchem-1050	52	20	)	)	PUNCT
eurjchem-1050	52	21	7.43	7.43	NUM
eurjchem-1050	52	22	(	(	PUNCT
eurjchem-1050	52	23	t	t	PROPN
eurjchem-1050	52	24	,	,	PUNCT
eurjchem-1050	52	25	1h	1h	NUM
eurjchem-1050	52	26	,	,	PUNCT
eurjchem-1050	52	27	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	52	28	)	)	PUNCT
eurjchem-1050	52	29	,	,	PUNCT
eurjchem-1050	52	30	7.75	7.75	NUM
eurjchem-1050	52	31	(	(	PUNCT
eurjchem-1050	52	32	d	d	PROPN
eurjchem-1050	52	33	,	,	PUNCT
eurjchem-1050	52	34	1h	1h	NUM
eurjchem-1050	52	35	,	,	PUNCT
eurjchem-1050	52	36	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	52	37	)	)	PUNCT
eurjchem-1050	52	38	,	,	PUNCT
eurjchem-1050	52	39	8.16	8.16	NUM
eurjchem-1050	52	40	(	(	PUNCT
eurjchem-1050	52	41	s	s	PROPN
eurjchem-1050	52	42	,	,	PUNCT
eurjchem-1050	52	43	1h	1h	NUM
eurjchem-1050	52	44	,	,	PUNCT
eurjchem-1050	52	45	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	52	46	)	)	PUNCT
eurjchem-1050	52	47	,	,	PUNCT
eurjchem-1050	52	48	8.60	8.60	NUM
eurjchem-1050	52	49	(	(	PUNCT
eurjchem-1050	52	50	m	m	PROPN
eurjchem-1050	52	51	,	,	PUNCT
eurjchem-1050	52	52	1h	1h	NUM
eurjchem-1050	52	53	,	,	PUNCT
eurjchem-1050	52	54	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	52	55	)	)	PUNCT
eurjchem-1050	52	56	,	,	PUNCT
eurjchem-1050	52	57	9.88	9.88	NUM
eurjchem-1050	52	58	(	(	PUNCT
eurjchem-1050	52	59	s	s	PROPN
eurjchem-1050	52	60	,	,	PUNCT
eurjchem-1050	52	61	1h	1h	NUM
eurjchem-1050	52	62	,	,	PUNCT
eurjchem-1050	52	63	cho	cho	NOUN
eurjchem-1050	52	64	)	)	PUNCT
eurjchem-1050	52	65	.	.	PUNCT
eurjchem-1050	53	1	2.4	2.4	NUM
eurjchem-1050	53	2	.	.	PUNCT
eurjchem-1050	53	3	synthesis	synthesis	NOUN
eurjchem-1050	53	4	of	of	ADP
eurjchem-1050	53	5	thioethers	thioether	NOUN
eurjchem-1050	53	6	3‐formyl‐2‐methylthio‐1,8‐	3‐formyl‐2‐methylthio‐1,8‐	NUM
eurjchem-1050	53	7	naphthyridine	naphthyridine	NOUN
eurjchem-1050	53	8	(	(	PUNCT
eurjchem-1050	53	9	3	3	NUM
eurjchem-1050	53	10	)	)	PUNCT
eurjchem-1050	53	11	and	and	CCONJ
eurjchem-1050	53	12	3‐formyl‐2‐benzylthio‐1,8‐	3‐formyl‐2‐benzylthio‐1,8‐	NUM
eurjchem-1050	53	13	naphthyridine	naphthyridine	NOUN
eurjchem-1050	53	14	(	(	PUNCT
eurjchem-1050	53	15	4	4	NUM
eurjchem-1050	53	16	)	)	PUNCT
eurjchem-1050	53	17	to	to	ADP
eurjchem-1050	53	18	a	a	DET
eurjchem-1050	53	19	solution	solution	NOUN
eurjchem-1050	53	20	of	of	ADP
eurjchem-1050	53	21	compound	compound	NOUN
eurjchem-1050	53	22	1	1	NUM
eurjchem-1050	53	23	(	(	PUNCT
eurjchem-1050	53	24	1	1	NUM
eurjchem-1050	53	25	mmole	mmole	NOUN
eurjchem-1050	53	26	)	)	PUNCT
eurjchem-1050	53	27	in	in	ADP
eurjchem-1050	53	28	5	5	NUM
eurjchem-1050	53	29	ml	ml	NOUN
eurjchem-1050	53	30	dry	dry	PROPN
eurjchem-1050	53	31	dmf	dmf	PROPN
eurjchem-1050	53	32	,	,	PUNCT
eurjchem-1050	53	33	sodium	sodium	NOUN
eurjchem-1050	53	34	sulphide	sulphide	NOUN
eurjchem-1050	53	35	(	(	PUNCT
eurjchem-1050	53	36	1.5	1.5	NUM
eurjchem-1050	53	37	mmole	mmole	NOUN
eurjchem-1050	53	38	)	)	PUNCT
eurjchem-1050	53	39	was	be	AUX
eurjchem-1050	53	40	added	add	VERB
eurjchem-1050	53	41	and	and	CCONJ
eurjchem-1050	53	42	stirred	stir	VERB
eurjchem-1050	53	43	for	for	ADP
eurjchem-1050	53	44	4	4	NUM
eurjchem-1050	53	45	hr	hr	NOUN
eurjchem-1050	53	46	at	at	ADP
eurjchem-1050	53	47	room	room	NOUN
eurjchem-1050	53	48	temperature	temperature	NOUN
eurjchem-1050	53	49	,	,	PUNCT
eurjchem-1050	53	50	then	then	ADV
eurjchem-1050	53	51	the	the	DET
eurjchem-1050	53	52	corresponding	correspond	VERB
eurjchem-1050	53	53	halo	halo	NOUN
eurjchem-1050	53	54	compound	compound	NOUN
eurjchem-1050	53	55	(	(	PUNCT
eurjchem-1050	53	56	methyl	methyl	NOUN
eurjchem-1050	53	57	iodide	iodide	NOUN
eurjchem-1050	53	58	or	or	CCONJ
eurjchem-1050	53	59	benzyl	benzyl	NOUN
eurjchem-1050	53	60	chloride	chloride	NOUN
eurjchem-1050	53	61	)	)	PUNCT
eurjchem-1050	53	62	was	be	AUX
eurjchem-1050	53	63	added	add	VERB
eurjchem-1050	53	64	and	and	CCONJ
eurjchem-1050	53	65	stirred	stir	VERB
eurjchem-1050	53	66	for	for	ADP
eurjchem-1050	53	67	another	another	DET
eurjchem-1050	53	68	1	1	NUM
eurjchem-1050	53	69	hr	hr	NOUN
eurjchem-1050	53	70	and	and	CCONJ
eurjchem-1050	53	71	poured	pour	VERB
eurjchem-1050	53	72	into	into	ADP
eurjchem-1050	53	73	ice‐cooled	ice‐coole	VERB
eurjchem-1050	53	74	water	water	NOUN
eurjchem-1050	53	75	.	.	PUNCT
eurjchem-1050	54	1	the	the	DET
eurjchem-1050	54	2	precipitate	precipitate	NOUN
eurjchem-1050	54	3	obtained	obtain	VERB
eurjchem-1050	54	4	was	be	AUX
eurjchem-1050	54	5	filtered	filter	VERB
eurjchem-1050	54	6	dried	dry	VERB
eurjchem-1050	54	7	and	and	CCONJ
eurjchem-1050	54	8	re‐crystallized	re‐crystallize	VERB
eurjchem-1050	54	9	from	from	ADP
eurjchem-1050	54	10	ethanol	ethanol	NOUN
eurjchem-1050	54	11	to	to	PART
eurjchem-1050	54	12	give	give	VERB
eurjchem-1050	54	13	pure	pure	ADJ
eurjchem-1050	54	14	compound	compound	NOUN
eurjchem-1050	54	15	3	3	NUM
eurjchem-1050	54	16	and	and	CCONJ
eurjchem-1050	54	17	4	4	NUM
eurjchem-1050	54	18	(	(	PUNCT
eurjchem-1050	54	19	scheme	scheme	NOUN
eurjchem-1050	54	20	2	2	NUM
eurjchem-1050	54	21	)	)	PUNCT
eurjchem-1050	54	22	.	.	PUNCT
eurjchem-1050	55	1	3‐formyl‐2‐methylthio‐1,8‐naphthyridine	3‐formyl‐2‐methylthio‐1,8‐naphthyridine	NUM
eurjchem-1050	55	2	(	(	PUNCT
eurjchem-1050	55	3	3	3	NUM
eurjchem-1050	55	4	):	):	PUNCT
eurjchem-1050	55	5	yield	yield	NOUN
eurjchem-1050	55	6	:	:	PUNCT
eurjchem-1050	55	7	81	81	NUM
eurjchem-1050	55	8	%	%	NOUN
eurjchem-1050	55	9	.	.	PUNCT
eurjchem-1050	56	1	color	color	NOUN
eurjchem-1050	56	2	:	:	PUNCT
eurjchem-1050	56	3	yellow	yellow	ADJ
eurjchem-1050	56	4	.	.	PUNCT
eurjchem-1050	57	1	m.p	m.p	PROPN
eurjchem-1050	57	2	.	.	PROPN
eurjchem-1050	57	3	:	:	PUNCT
eurjchem-1050	58	1	105‐108	105‐108	PROPN
eurjchem-1050	58	2	°	°	SYM
eurjchem-1050	58	3	c	c	PROPN
eurjchem-1050	58	4	.	.	PUNCT
eurjchem-1050	59	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	59	2	(	(	PUNCT
eurjchem-1050	59	3	kbr	kbr	PROPN
eurjchem-1050	59	4	,	,	PUNCT
eurjchem-1050	59	5	ν	ν	PROPN
eurjchem-1050	59	6	,	,	PUNCT
eurjchem-1050	59	7	cm‐1	cm‐1	PROPN
eurjchem-1050	59	8	):	):	PUNCT
eurjchem-1050	59	9	3050	3050	NUM
eurjchem-1050	59	10	(	(	PUNCT
eurjchem-1050	59	11	arc‐	arc‐	NOUN
eurjchem-1050	59	12	h	h	NOUN
eurjchem-1050	59	13	)	)	PUNCT
eurjchem-1050	59	14	,	,	PUNCT
eurjchem-1050	59	15	2775	2775	NUM
eurjchem-1050	59	16	(	(	PUNCT
eurjchem-1050	59	17	c‐h	c‐h	NUM
eurjchem-1050	59	18	)	)	PUNCT
eurjchem-1050	59	19	,	,	PUNCT
eurjchem-1050	59	20	1687	1687	NUM
eurjchem-1050	59	21	(	(	PUNCT
eurjchem-1050	59	22	c	c	NOUN
eurjchem-1050	59	23	=	=	NOUN
eurjchem-1050	59	24	o	o	NOUN
eurjchem-1050	59	25	)	)	PUNCT
eurjchem-1050	59	26	,	,	PUNCT
eurjchem-1050	59	27	1590	1590	NUM
eurjchem-1050	59	28	(	(	PUNCT
eurjchem-1050	59	29	c	c	NOUN
eurjchem-1050	59	30	=	=	SYM
eurjchem-1050	59	31	n	n	NUM
eurjchem-1050	59	32	)	)	PUNCT
eurjchem-1050	59	33	.	.	PUNCT
eurjchem-1050	60	1	1h	1h	NUM
eurjchem-1050	60	2	nmr	nmr	NOUN
eurjchem-1050	60	3	(	(	PUNCT
eurjchem-1050	60	4	400	400	NUM
eurjchem-1050	60	5	mhz	mhz	NOUN
eurjchem-1050	60	6	,	,	PUNCT
eurjchem-1050	60	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	60	8	,	,	PUNCT
eurjchem-1050	60	9	δ	δ	PROPN
eurjchem-1050	60	10	,	,	PUNCT
eurjchem-1050	60	11	ppm	ppm	NUM
eurjchem-1050	60	12	):	):	PUNCT
eurjchem-1050	60	13	2.86	2.86	NUM
eurjchem-1050	60	14	(	(	PUNCT
eurjchem-1050	60	15	s	s	PROPN
eurjchem-1050	60	16	,	,	PUNCT
eurjchem-1050	60	17	3h	3h	NUM
eurjchem-1050	60	18	,	,	PUNCT
eurjchem-1050	60	19	sch3	sch3	PROPN
eurjchem-1050	60	20	)	)	PUNCT
eurjchem-1050	60	21	,	,	PUNCT
eurjchem-1050	60	22	7.44	7.44	NUM
eurjchem-1050	60	23	(	(	PUNCT
eurjchem-1050	60	24	t	t	PROPN
eurjchem-1050	60	25	,	,	PUNCT
eurjchem-1050	60	26	1h	1h	NUM
eurjchem-1050	60	27	,	,	PUNCT
eurjchem-1050	60	28	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	60	29	)	)	PUNCT
eurjchem-1050	60	30	,	,	PUNCT
eurjchem-1050	60	31	7.75	7.75	NUM
eurjchem-1050	60	32	(	(	PUNCT
eurjchem-1050	60	33	d	d	PROPN
eurjchem-1050	60	34	,	,	PUNCT
eurjchem-1050	60	35	1h	1h	NUM
eurjchem-1050	60	36	,	,	PUNCT
eurjchem-1050	60	37	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	60	38	)	)	PUNCT
eurjchem-1050	60	39	,	,	PUNCT
eurjchem-1050	60	40	8.18	8.18	NUM
eurjchem-1050	60	41	(	(	PUNCT
eurjchem-1050	60	42	s	s	PROPN
eurjchem-1050	60	43	,	,	PUNCT
eurjchem-1050	60	44	1h	1h	NUM
eurjchem-1050	60	45	,	,	PUNCT
eurjchem-1050	60	46	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	60	47	)	)	PUNCT
eurjchem-1050	60	48	,	,	PUNCT
eurjchem-1050	60	49	8.64	8.64	NUM
eurjchem-1050	60	50	(	(	PUNCT
eurjchem-1050	60	51	m	m	PROPN
eurjchem-1050	60	52	,	,	PUNCT
eurjchem-1050	60	53	1h	1h	NUM
eurjchem-1050	60	54	,	,	PUNCT
eurjchem-1050	60	55	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	60	56	)	)	PUNCT
eurjchem-1050	60	57	,	,	PUNCT
eurjchem-1050	60	58	9.86	9.86	NUM
eurjchem-1050	60	59	(	(	PUNCT
eurjchem-1050	60	60	s	s	PROPN
eurjchem-1050	60	61	,	,	PUNCT
eurjchem-1050	60	62	1h	1h	NUM
eurjchem-1050	60	63	,	,	PUNCT
eurjchem-1050	60	64	cho	cho	NOUN
eurjchem-1050	60	65	)	)	PUNCT
eurjchem-1050	60	66	.	.	PUNCT
eurjchem-1050	61	1	3‐formyl‐2‐benzylthio‐1,8‐naphthyridine	3‐formyl‐2‐benzylthio‐1,8‐naphthyridine	NUM
eurjchem-1050	61	2	(	(	PUNCT
eurjchem-1050	61	3	4	4	NUM
eurjchem-1050	61	4	):	):	PUNCT
eurjchem-1050	61	5	yield	yield	NOUN
eurjchem-1050	61	6	:	:	PUNCT
eurjchem-1050	61	7	83	83	NUM
eurjchem-1050	61	8	%	%	NOUN
eurjchem-1050	61	9	.	.	PUNCT
eurjchem-1050	62	1	color	color	NOUN
eurjchem-1050	62	2	:	:	PUNCT
eurjchem-1050	62	3	brown	brown	ADJ
eurjchem-1050	62	4	powder	powder	NOUN
eurjchem-1050	62	5	.	.	PUNCT
eurjchem-1050	63	1	m.p	m.p	PROPN
eurjchem-1050	63	2	.	.	PROPN
eurjchem-1050	63	3	:	:	PUNCT
eurjchem-1050	64	1	111‐113	111‐113	PROPN
eurjchem-1050	64	2	°	°	PROPN
eurjchem-1050	64	3	c	c	X
eurjchem-1050	64	4	.	.	PUNCT
eurjchem-1050	65	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	65	2	(	(	PUNCT
eurjchem-1050	65	3	kbr	kbr	PROPN
eurjchem-1050	65	4	,	,	PUNCT
eurjchem-1050	65	5	ν	ν	PROPN
eurjchem-1050	65	6	,	,	PUNCT
eurjchem-1050	65	7	cm‐1	cm‐1	PROPN
eurjchem-1050	65	8	):	):	PUNCT
eurjchem-1050	65	9	3085	3085	NUM
eurjchem-1050	65	10	(	(	PUNCT
eurjchem-1050	65	11	arc‐h	arc‐h	PROPN
eurjchem-1050	65	12	)	)	PUNCT
eurjchem-1050	65	13	,	,	PUNCT
eurjchem-1050	65	14	2780	2780	NUM
eurjchem-1050	65	15	(	(	PUNCT
eurjchem-1050	65	16	c‐h	c‐h	NUM
eurjchem-1050	65	17	)	)	PUNCT
eurjchem-1050	65	18	,	,	PUNCT
eurjchem-1050	65	19	1680	1680	NUM
eurjchem-1050	65	20	(	(	PUNCT
eurjchem-1050	65	21	c	c	NOUN
eurjchem-1050	65	22	=	=	NOUN
eurjchem-1050	65	23	o	o	NOUN
eurjchem-1050	65	24	)	)	PUNCT
eurjchem-1050	65	25	,	,	PUNCT
eurjchem-1050	65	26	1585	1585	NUM
eurjchem-1050	65	27	(	(	PUNCT
eurjchem-1050	65	28	c	c	NOUN
eurjchem-1050	65	29	=	=	SYM
eurjchem-1050	65	30	n	n	NUM
eurjchem-1050	65	31	)	)	PUNCT
eurjchem-1050	65	32	.	.	PUNCT
eurjchem-1050	66	1	1h	1h	NUM
eurjchem-1050	66	2	nmr	nmr	NOUN
eurjchem-1050	66	3	(	(	PUNCT
eurjchem-1050	66	4	400	400	NUM
eurjchem-1050	66	5	mhz	mhz	NOUN
eurjchem-1050	66	6	,	,	PUNCT
eurjchem-1050	66	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	66	8	,	,	PUNCT
eurjchem-1050	66	9	δ	δ	PROPN
eurjchem-1050	66	10	,	,	PUNCT
eurjchem-1050	66	11	ppm	ppm	NUM
eurjchem-1050	66	12	):	):	PUNCT
eurjchem-1050	66	13	4.6	4.6	NUM
eurjchem-1050	66	14	(	(	PUNCT
eurjchem-1050	66	15	s	s	PROPN
eurjchem-1050	66	16	,	,	PUNCT
eurjchem-1050	66	17	2h	2h	NUM
eurjchem-1050	66	18	,	,	PUNCT
eurjchem-1050	66	19	sch2	sch2	PROPN
eurjchem-1050	66	20	)	)	PUNCT
eurjchem-1050	66	21	,	,	PUNCT
eurjchem-1050	66	22	7.1‐7.4	7.1‐7.4	NUM
eurjchem-1050	66	23	(	(	PUNCT
eurjchem-1050	66	24	m	m	PROPN
eurjchem-1050	66	25	,	,	PUNCT
eurjchem-1050	66	26	5h	5h	PROPN
eurjchem-1050	66	27	ar‐h	ar‐h	PROPN
eurjchem-1050	66	28	)	)	PUNCT
eurjchem-1050	66	29	,	,	PUNCT
eurjchem-1050	66	30	7.48	7.48	NUM
eurjchem-1050	66	31	(	(	PUNCT
eurjchem-1050	66	32	t	t	PROPN
eurjchem-1050	66	33	,	,	PUNCT
eurjchem-1050	66	34	1h	1h	NUM
eurjchem-1050	66	35	,	,	PUNCT
eurjchem-1050	66	36	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	66	37	)	)	PUNCT
eurjchem-1050	66	38	,	,	PUNCT
eurjchem-1050	66	39	7.75	7.75	NUM
eurjchem-1050	66	40	(	(	PUNCT
eurjchem-1050	66	41	d	d	PROPN
eurjchem-1050	66	42	,	,	PUNCT
eurjchem-1050	66	43	1h	1h	NUM
eurjchem-1050	66	44	,	,	PUNCT
eurjchem-1050	66	45	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	66	46	)	)	PUNCT
eurjchem-1050	66	47	,	,	PUNCT
eurjchem-1050	66	48	8.16	8.16	NUM
eurjchem-1050	66	49	(	(	PUNCT
eurjchem-1050	66	50	s	s	PROPN
eurjchem-1050	66	51	,	,	PUNCT
eurjchem-1050	66	52	1h	1h	NUM
eurjchem-1050	66	53	,	,	PUNCT
eurjchem-1050	66	54	c‐4‐	c‐4‐	NOUN
eurjchem-1050	66	55	h	h	NOUN
eurjchem-1050	66	56	)	)	PUNCT
eurjchem-1050	66	57	,	,	PUNCT
eurjchem-1050	66	58	8.64	8.64	NUM
eurjchem-1050	66	59	(	(	PUNCT
eurjchem-1050	66	60	m	m	PROPN
eurjchem-1050	66	61	,	,	PUNCT
eurjchem-1050	66	62	1h	1h	NUM
eurjchem-1050	66	63	,	,	PUNCT
eurjchem-1050	66	64	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	66	65	)	)	PUNCT
eurjchem-1050	66	66	,	,	PUNCT
eurjchem-1050	66	67	9.86	9.86	NUM
eurjchem-1050	66	68	(	(	PUNCT
eurjchem-1050	66	69	s	s	PROPN
eurjchem-1050	66	70	,	,	PUNCT
eurjchem-1050	66	71	1h	1h	NUM
eurjchem-1050	66	72	,	,	PUNCT
eurjchem-1050	66	73	cho	cho	NOUN
eurjchem-1050	66	74	)	)	PUNCT
eurjchem-1050	66	75	.	.	PUNCT
eurjchem-1050	67	1	2.5	2.5	NUM
eurjchem-1050	67	2	.	.	PUNCT
eurjchem-1050	67	3	synthesis	synthesis	NOUN
eurjchem-1050	67	4	of	of	ADP
eurjchem-1050	67	5	2‐chloro‐1,8‐naphthyridine‐3‐carbaldehyde	2‐chloro‐1,8‐naphthyridine‐3‐carbaldehyde	NOUN
eurjchem-1050	67	6	(	(	PUNCT
eurjchem-1050	67	7	phenyl	phenyl	NOUN
eurjchem-1050	67	8	hydrazone	hydrazone	NOUN
eurjchem-1050	67	9	)	)	PUNCT
eurjchem-1050	67	10	(	(	PUNCT
eurjchem-1050	67	11	5	5	NUM
eurjchem-1050	67	12	)	)	PUNCT
eurjchem-1050	67	13	to	to	ADP
eurjchem-1050	67	14	a	a	DET
eurjchem-1050	67	15	solution	solution	NOUN
eurjchem-1050	67	16	of	of	ADP
eurjchem-1050	67	17	compound	compound	NOUN
eurjchem-1050	67	18	1	1	NUM
eurjchem-1050	67	19	(	(	PUNCT
eurjchem-1050	67	20	1	1	NUM
eurjchem-1050	67	21	mmole	mmole	NOUN
eurjchem-1050	67	22	)	)	PUNCT
eurjchem-1050	67	23	in	in	ADP
eurjchem-1050	67	24	ethanol	ethanol	NOUN
eurjchem-1050	67	25	(	(	PUNCT
eurjchem-1050	67	26	5	5	NUM
eurjchem-1050	67	27	ml	ml	NOUN
eurjchem-1050	67	28	)	)	PUNCT
eurjchem-1050	67	29	was	be	AUX
eurjchem-1050	67	30	added	add	VERB
eurjchem-1050	67	31	with	with	ADP
eurjchem-1050	67	32	stirring	stir	VERB
eurjchem-1050	67	33	phenyl	phenyl	NOUN
eurjchem-1050	67	34	hydrazine	hydrazine	NOUN
eurjchem-1050	67	35	(	(	PUNCT
eurjchem-1050	67	36	2	2	NUM
eurjchem-1050	67	37	mmole	mmole	NOUN
eurjchem-1050	67	38	)	)	PUNCT
eurjchem-1050	67	39	,	,	PUNCT
eurjchem-1050	67	40	and	and	CCONJ
eurjchem-1050	67	41	the	the	DET
eurjchem-1050	67	42	mixture	mixture	NOUN
eurjchem-1050	67	43	was	be	AUX
eurjchem-1050	67	44	refluxed	refluxe	VERB
eurjchem-1050	67	45	for	for	ADP
eurjchem-1050	67	46	4	4	NUM
eurjchem-1050	67	47	hr	hr	NOUN
eurjchem-1050	67	48	.	.	PUNCT
eurjchem-1050	68	1	on	on	ADP
eurjchem-1050	68	2	cooling	cool	VERB
eurjchem-1050	68	3	,	,	PUNCT
eurjchem-1050	68	4	the	the	DET
eurjchem-1050	68	5	yellow	yellow	ADJ
eurjchem-1050	68	6	precipitate	precipitate	NOUN
eurjchem-1050	68	7	was	be	AUX
eurjchem-1050	68	8	formed	form	VERB
eurjchem-1050	68	9	,	,	PUNCT
eurjchem-1050	68	10	filtered	filter	VERB
eurjchem-1050	68	11	off	off	ADP
eurjchem-1050	68	12	,	,	PUNCT
eurjchem-1050	68	13	washed	wash	VERB
eurjchem-1050	68	14	with	with	ADP
eurjchem-1050	68	15	ethanol	ethanol	NOUN
eurjchem-1050	68	16	and	and	CCONJ
eurjchem-1050	68	17	cold	cold	ADJ
eurjchem-1050	68	18	water	water	NOUN
eurjchem-1050	68	19	,	,	PUNCT
eurjchem-1050	68	20	dried	dry	VERB
eurjchem-1050	68	21	and	and	CCONJ
eurjchem-1050	68	22	re‐crystallized	re‐crystallize	VERB
eurjchem-1050	68	23	from	from	ADP
eurjchem-1050	68	24	ethanol	ethanol	NOUN
eurjchem-1050	68	25	to	to	PART
eurjchem-1050	68	26	give	give	VERB
eurjchem-1050	68	27	pure	pure	ADJ
eurjchem-1050	68	28	compound	compound	NOUN
eurjchem-1050	68	29	5	5	NUM
eurjchem-1050	68	30	(	(	PUNCT
eurjchem-1050	68	31	scheme	scheme	NOUN
eurjchem-1050	68	32	2	2	NUM
eurjchem-1050	68	33	)	)	PUNCT
eurjchem-1050	68	34	.	.	PUNCT
eurjchem-1050	69	1	yield	yield	NOUN
eurjchem-1050	69	2	:	:	PUNCT
eurjchem-1050	69	3	76	76	NUM
eurjchem-1050	69	4	%	%	NOUN
eurjchem-1050	69	5	.	.	PUNCT
eurjchem-1050	70	1	color	color	NOUN
eurjchem-1050	70	2	:	:	PUNCT
eurjchem-1050	70	3	yellow	yellow	ADJ
eurjchem-1050	70	4	.	.	PUNCT
eurjchem-1050	71	1	m.p	m.p	PROPN
eurjchem-1050	71	2	.	.	PROPN
eurjchem-1050	71	3	:	:	PUNCT
eurjchem-1050	72	1	223‐	223‐	NUM
eurjchem-1050	72	2	225	225	NUM
eurjchem-1050	72	3	°	°	NOUN
eurjchem-1050	72	4	c	c	X
eurjchem-1050	72	5	.	.	PUNCT
eurjchem-1050	73	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	73	2	(	(	PUNCT
eurjchem-1050	73	3	kbr	kbr	PROPN
eurjchem-1050	73	4	,	,	PUNCT
eurjchem-1050	73	5	ν	ν	PROPN
eurjchem-1050	73	6	,	,	PUNCT
eurjchem-1050	73	7	cm‐1	cm‐1	PROPN
eurjchem-1050	73	8	):	):	PUNCT
eurjchem-1050	73	9	3340	3340	NUM
eurjchem-1050	73	10	(	(	PUNCT
eurjchem-1050	73	11	n‐h	n‐h	NUM
eurjchem-1050	73	12	)	)	PUNCT
eurjchem-1050	73	13	,	,	PUNCT
eurjchem-1050	73	14	3045	3045	NUM
eurjchem-1050	73	15	(	(	PUNCT
eurjchem-1050	73	16	arc‐h	arc‐h	PROPN
eurjchem-1050	73	17	)	)	PUNCT
eurjchem-1050	73	18	,	,	PUNCT
eurjchem-1050	73	19	1625	1625	NUM
eurjchem-1050	73	20	(	(	PUNCT
eurjchem-1050	73	21	c	c	NOUN
eurjchem-1050	73	22	=	=	SYM
eurjchem-1050	73	23	n	n	NUM
eurjchem-1050	73	24	)	)	PUNCT
eurjchem-1050	73	25	,	,	PUNCT
eurjchem-1050	73	26	745	745	NUM
eurjchem-1050	73	27	(	(	PUNCT
eurjchem-1050	73	28	c‐cl	c‐cl	NOUN
eurjchem-1050	73	29	)	)	PUNCT
eurjchem-1050	73	30	.	.	PUNCT
eurjchem-1050	74	1	1h	1h	NUM
eurjchem-1050	74	2	nmr	nmr	NOUN
eurjchem-1050	74	3	(	(	PUNCT
eurjchem-1050	74	4	400	400	NUM
eurjchem-1050	74	5	mhz	mhz	NOUN
eurjchem-1050	74	6	,	,	PUNCT
eurjchem-1050	74	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	74	8	,	,	PUNCT
eurjchem-1050	74	9	δ	δ	PROPN
eurjchem-1050	74	10	,	,	PUNCT
eurjchem-1050	74	11	ppm	ppm	NUM
eurjchem-1050	74	12	):	):	PUNCT
eurjchem-1050	74	13	6.23	6.23	NUM
eurjchem-1050	74	14	(	(	PUNCT
eurjchem-1050	74	15	s	s	PROPN
eurjchem-1050	74	16	,	,	PUNCT
eurjchem-1050	74	17	1h	1h	NUM
eurjchem-1050	74	18	,	,	PUNCT
eurjchem-1050	74	19	nh	nh	PROPN
eurjchem-1050	74	20	)	)	PUNCT
eurjchem-1050	74	21	,	,	PUNCT
eurjchem-1050	74	22	7.11‐7.42	7.11‐7.42	NUM
eurjchem-1050	74	23	(	(	PUNCT
eurjchem-1050	74	24	5h	5h	NUM
eurjchem-1050	74	25	,	,	PUNCT
eurjchem-1050	74	26	m	m	PROPN
eurjchem-1050	74	27	,	,	PUNCT
eurjchem-1050	74	28	ar‐h	ar‐h	PROPN
eurjchem-1050	74	29	)	)	PUNCT
eurjchem-1050	74	30	,	,	PUNCT
eurjchem-1050	74	31	7.48	7.48	NUM
eurjchem-1050	74	32	(	(	PUNCT
eurjchem-1050	74	33	t	t	PROPN
eurjchem-1050	74	34	,	,	PUNCT
eurjchem-1050	74	35	1h	1h	NUM
eurjchem-1050	74	36	,	,	PUNCT
eurjchem-1050	74	37	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	74	38	)	)	PUNCT
eurjchem-1050	74	39	,	,	PUNCT
eurjchem-1050	74	40	7.83	7.83	NUM
eurjchem-1050	74	41	(	(	PUNCT
eurjchem-1050	74	42	d	d	PROPN
eurjchem-1050	74	43	,	,	PUNCT
eurjchem-1050	74	44	1h	1h	NUM
eurjchem-1050	74	45	,	,	PUNCT
eurjchem-1050	74	46	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	74	47	)	)	PUNCT
eurjchem-1050	74	48	,	,	PUNCT
eurjchem-1050	74	49	9.14	9.14	NUM
eurjchem-1050	74	50	(	(	PUNCT
eurjchem-1050	74	51	s	s	PROPN
eurjchem-1050	74	52	,	,	PUNCT
eurjchem-1050	74	53	1h	1h	NUM
eurjchem-1050	74	54	,	,	PUNCT
eurjchem-1050	74	55	ch	ch	NOUN
eurjchem-1050	74	56	)	)	PUNCT
eurjchem-1050	74	57	,	,	PUNCT
eurjchem-1050	74	58	8.60	8.60	NUM
eurjchem-1050	74	59	(	(	PUNCT
eurjchem-1050	74	60	s	s	PROPN
eurjchem-1050	74	61	,	,	PUNCT
eurjchem-1050	74	62	1h	1h	NUM
eurjchem-1050	74	63	,	,	PUNCT
eurjchem-1050	74	64	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	74	65	)	)	PUNCT
eurjchem-1050	74	66	,	,	PUNCT
eurjchem-1050	74	67	8.93	8.93	NUM
eurjchem-1050	74	68	(	(	PUNCT
eurjchem-1050	74	69	m	m	PROPN
eurjchem-1050	74	70	,	,	PUNCT
eurjchem-1050	74	71	1h	1h	NUM
eurjchem-1050	74	72	,	,	PUNCT
eurjchem-1050	74	73	c‐	c‐	NOUN
eurjchem-1050	74	74	7‐h	7‐h	NUM
eurjchem-1050	74	75	)	)	PUNCT
eurjchem-1050	74	76	.	.	PUNCT
eurjchem-1050	75	1	2.6	2.6	NUM
eurjchem-1050	75	2	.	.	PUNCT
eurjchem-1050	75	3	synthesis	synthesis	NOUN
eurjchem-1050	75	4	of	of	ADP
eurjchem-1050	75	5	2‐chloro‐1,8‐naphthyridine‐3‐carbaldehyde	2‐chloro‐1,8‐naphthyridine‐3‐carbaldehyde	PROPN
eurjchem-1050	75	6	(	(	PUNCT
eurjchem-1050	75	7	4‐nitro	4‐nitro	NUM
eurjchem-1050	75	8	phenyl	phenyl	NOUN
eurjchem-1050	75	9	hydrazone	hydrazone	NOUN
eurjchem-1050	75	10	)	)	PUNCT
eurjchem-1050	75	11	(	(	PUNCT
eurjchem-1050	75	12	6	6	NUM
eurjchem-1050	75	13	)	)	PUNCT
eurjchem-1050	75	14	to	to	ADP
eurjchem-1050	75	15	a	a	DET
eurjchem-1050	75	16	solution	solution	NOUN
eurjchem-1050	75	17	of	of	ADP
eurjchem-1050	75	18	compound	compound	NOUN
eurjchem-1050	75	19	1	1	NUM
eurjchem-1050	75	20	(	(	PUNCT
eurjchem-1050	75	21	1	1	NUM
eurjchem-1050	75	22	mmole	mmole	NOUN
eurjchem-1050	75	23	)	)	PUNCT
eurjchem-1050	75	24	in	in	ADP
eurjchem-1050	75	25	ethanol	ethanol	NOUN
eurjchem-1050	75	26	(	(	PUNCT
eurjchem-1050	75	27	5	5	NUM
eurjchem-1050	75	28	ml	ml	NOUN
eurjchem-1050	75	29	)	)	PUNCT
eurjchem-1050	75	30	was	be	AUX
eurjchem-1050	75	31	added	add	VERB
eurjchem-1050	75	32	with	with	ADP
eurjchem-1050	75	33	stirring	stir	VERB
eurjchem-1050	75	34	4‐nitro	4‐nitro	NUM
eurjchem-1050	75	35	phenyl	phenyl	NOUN
eurjchem-1050	75	36	hydrazine	hydrazine	NOUN
eurjchem-1050	75	37	(	(	PUNCT
eurjchem-1050	75	38	2	2	NUM
eurjchem-1050	75	39	mmole	mmole	NOUN
eurjchem-1050	75	40	)	)	PUNCT
eurjchem-1050	75	41	,	,	PUNCT
eurjchem-1050	75	42	and	and	CCONJ
eurjchem-1050	75	43	refluxed	refluxe	VERB
eurjchem-1050	75	44	for	for	ADP
eurjchem-1050	75	45	4	4	NUM
eurjchem-1050	75	46	hr	hr	NOUN
eurjchem-1050	75	47	on	on	ADP
eurjchem-1050	75	48	cooling	cool	VERB
eurjchem-1050	75	49	the	the	DET
eurjchem-1050	75	50	precipitate	precipitate	NOUN
eurjchem-1050	75	51	was	be	AUX
eurjchem-1050	75	52	formed	form	VERB
eurjchem-1050	75	53	dried	dry	VERB
eurjchem-1050	75	54	and	and	CCONJ
eurjchem-1050	75	55	re‐crystallized	re‐crystallize	VERB
eurjchem-1050	75	56	from	from	ADP
eurjchem-1050	75	57	ethanol	ethanol	NOUN
eurjchem-1050	75	58	to	to	PART
eurjchem-1050	75	59	give	give	VERB
eurjchem-1050	75	60	pure	pure	ADJ
eurjchem-1050	75	61	compound	compound	NOUN
eurjchem-1050	75	62	6	6	NUM
eurjchem-1050	75	63	(	(	PUNCT
eurjchem-1050	75	64	scheme	scheme	NOUN
eurjchem-1050	75	65	2	2	NUM
eurjchem-1050	75	66	)	)	PUNCT
eurjchem-1050	75	67	.	.	PUNCT
eurjchem-1050	76	1	yield	yield	NOUN
eurjchem-1050	76	2	:	:	PUNCT
eurjchem-1050	76	3	85	85	NUM
eurjchem-1050	76	4	%	%	NOUN
eurjchem-1050	76	5	.	.	PUNCT
eurjchem-1050	77	1	color	color	NOUN
eurjchem-1050	77	2	:	:	PUNCT
eurjchem-1050	77	3	brown	brown	ADJ
eurjchem-1050	77	4	.	.	PUNCT
eurjchem-1050	78	1	m.p	m.p	PROPN
eurjchem-1050	78	2	.	.	PROPN
eurjchem-1050	78	3	:	:	PUNCT
eurjchem-1050	79	1	228‐230	228‐230	NUM
eurjchem-1050	79	2	°	°	SYM
eurjchem-1050	79	3	c	c	X
eurjchem-1050	79	4	.	.	PUNCT
eurjchem-1050	79	5	ft‐ir	ft‐ir	NOUN
eurjchem-1050	79	6	(	(	PUNCT
eurjchem-1050	79	7	kbr	kbr	PROPN
eurjchem-1050	79	8	,	,	PUNCT
eurjchem-1050	79	9	ν	ν	PROPN
eurjchem-1050	79	10	,	,	PUNCT
eurjchem-1050	79	11	cm‐1	cm‐1	PROPN
eurjchem-1050	79	12	):	):	PUNCT
eurjchem-1050	79	13	3335	3335	NUM
eurjchem-1050	79	14	(	(	PUNCT
eurjchem-1050	79	15	n‐h	n‐h	NUM
eurjchem-1050	79	16	)	)	PUNCT
eurjchem-1050	79	17	,	,	PUNCT
eurjchem-1050	79	18	3055	3055	NUM
eurjchem-1050	79	19	(	(	PUNCT
eurjchem-1050	79	20	arc‐h	arc‐h	PROPN
eurjchem-1050	79	21	)	)	PUNCT
eurjchem-1050	79	22	,	,	PUNCT
eurjchem-1050	79	23	1605	1605	NUM
eurjchem-1050	79	24	(	(	PUNCT
eurjchem-1050	79	25	c	c	NOUN
eurjchem-1050	79	26	=	=	SYM
eurjchem-1050	79	27	n	n	NUM
eurjchem-1050	79	28	)	)	PUNCT
eurjchem-1050	79	29	,	,	PUNCT
eurjchem-1050	79	30	1535	1535	NUM
eurjchem-1050	79	31	,	,	PUNCT
eurjchem-1050	79	32	1310	1310	NUM
eurjchem-1050	79	33	(	(	PUNCT
eurjchem-1050	79	34	no2asym	no2asym	NOUN
eurjchem-1050	79	35	,	,	PUNCT
eurjchem-1050	79	36	sym	sym	NOUN
eurjchem-1050	79	37	)	)	PUNCT
eurjchem-1050	79	38	,	,	PUNCT
eurjchem-1050	79	39	740	740	NUM
eurjchem-1050	79	40	(	(	PUNCT
eurjchem-1050	79	41	c‐cl	c‐cl	ADJ
eurjchem-1050	79	42	)	)	PUNCT
eurjchem-1050	79	43	.	.	PUNCT
eurjchem-1050	80	1	1h	1h	NUM
eurjchem-1050	80	2	nmr	nmr	NOUN
eurjchem-1050	80	3	(	(	PUNCT
eurjchem-1050	80	4	400	400	NUM
eurjchem-1050	80	5	mhz	mhz	NOUN
eurjchem-1050	80	6	,	,	PUNCT
eurjchem-1050	80	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	80	8	,	,	PUNCT
eurjchem-1050	80	9	δ	δ	PROPN
eurjchem-1050	80	10	,	,	PUNCT
eurjchem-1050	80	11	ppm	ppm	NUM
eurjchem-1050	80	12	):	):	PUNCT
eurjchem-1050	80	13	6.23	6.23	NUM
eurjchem-1050	80	14	(	(	PUNCT
eurjchem-1050	80	15	s	s	PROPN
eurjchem-1050	80	16	,	,	PUNCT
eurjchem-1050	80	17	1h	1h	NUM
eurjchem-1050	80	18	,	,	PUNCT
eurjchem-1050	80	19	nh	nh	PROPN
eurjchem-1050	80	20	)	)	PUNCT
eurjchem-1050	80	21	,	,	PUNCT
eurjchem-1050	80	22	7.11‐7.41	7.11‐7.41	NUM
eurjchem-1050	80	23	(	(	PUNCT
eurjchem-1050	80	24	m	m	PROPN
eurjchem-1050	80	25	,	,	PUNCT
eurjchem-1050	80	26	4h	4h	NOUN
eurjchem-1050	80	27	,	,	PUNCT
eurjchem-1050	80	28	ar‐h	ar‐h	PROPN
eurjchem-1050	80	29	)	)	PUNCT
eurjchem-1050	80	30	,	,	PUNCT
eurjchem-1050	80	31	7.48	7.48	NUM
eurjchem-1050	80	32	(	(	PUNCT
eurjchem-1050	80	33	t	t	PROPN
eurjchem-1050	80	34	,	,	PUNCT
eurjchem-1050	80	35	1h	1h	NUM
eurjchem-1050	80	36	,	,	PUNCT
eurjchem-1050	80	37	c‐6‐	c‐6‐	NOUN
eurjchem-1050	80	38	h	h	NOUN
eurjchem-1050	80	39	)	)	PUNCT
eurjchem-1050	80	40	,	,	PUNCT
eurjchem-1050	80	41	7.81	7.81	NUM
eurjchem-1050	80	42	(	(	PUNCT
eurjchem-1050	80	43	d	d	PROPN
eurjchem-1050	80	44	,	,	PUNCT
eurjchem-1050	80	45	1h	1h	NUM
eurjchem-1050	80	46	,	,	PUNCT
eurjchem-1050	80	47	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	80	48	)	)	PUNCT
eurjchem-1050	80	49	,	,	PUNCT
eurjchem-1050	80	50	9.14	9.14	NUM
eurjchem-1050	80	51	(	(	PUNCT
eurjchem-1050	80	52	s	s	PROPN
eurjchem-1050	80	53	,	,	PUNCT
eurjchem-1050	80	54	1h	1h	NUM
eurjchem-1050	80	55	,	,	PUNCT
eurjchem-1050	80	56	‐ch	‐ch	NOUN
eurjchem-1050	80	57	)	)	PUNCT
eurjchem-1050	80	58	,	,	PUNCT
eurjchem-1050	80	59	8.61	8.61	NUM
eurjchem-1050	80	60	(	(	PUNCT
eurjchem-1050	80	61	s	s	PROPN
eurjchem-1050	80	62	,	,	PUNCT
eurjchem-1050	80	63	1h	1h	NUM
eurjchem-1050	80	64	,	,	PUNCT
eurjchem-1050	80	65	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	80	66	)	)	PUNCT
eurjchem-1050	80	67	,	,	PUNCT
eurjchem-1050	80	68	8.90	8.90	NUM
eurjchem-1050	80	69	(	(	PUNCT
eurjchem-1050	80	70	m	m	PROPN
eurjchem-1050	80	71	,	,	PUNCT
eurjchem-1050	80	72	1h	1h	NUM
eurjchem-1050	80	73	,	,	PUNCT
eurjchem-1050	80	74	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	80	75	)	)	PUNCT
eurjchem-1050	80	76	.	.	PUNCT
eurjchem-1050	81	1	2.7	2.7	NUM
eurjchem-1050	81	2	.	.	PUNCT
eurjchem-1050	81	3	synthesis	synthesis	NOUN
eurjchem-1050	81	4	of	of	ADP
eurjchem-1050	81	5	2‐chloro‐1,8‐caphthyridine‐3‐carbaldehyde	2‐chloro‐1,8‐caphthyridine‐3‐carbaldehyde	NUM
eurjchem-1050	81	6	(	(	PUNCT
eurjchem-1050	81	7	2,4‐dinitro	2,4‐dinitro	NUM
eurjchem-1050	81	8	phenyl	phenyl	NOUN
eurjchem-1050	81	9	hydrazone	hydrazone	NOUN
eurjchem-1050	81	10	)	)	PUNCT
eurjchem-1050	81	11	(	(	PUNCT
eurjchem-1050	81	12	7	7	X
eurjchem-1050	81	13	)	)	PUNCT
eurjchem-1050	81	14	to	to	ADP
eurjchem-1050	81	15	a	a	DET
eurjchem-1050	81	16	solution	solution	NOUN
eurjchem-1050	81	17	of	of	ADP
eurjchem-1050	81	18	compound	compound	NOUN
eurjchem-1050	81	19	1	1	NUM
eurjchem-1050	81	20	(	(	PUNCT
eurjchem-1050	81	21	1	1	NUM
eurjchem-1050	81	22	mmole	mmole	NOUN
eurjchem-1050	81	23	)	)	PUNCT
eurjchem-1050	81	24	in	in	ADP
eurjchem-1050	81	25	ethanol	ethanol	NOUN
eurjchem-1050	81	26	(	(	PUNCT
eurjchem-1050	81	27	5	5	NUM
eurjchem-1050	81	28	ml	ml	NOUN
eurjchem-1050	81	29	)	)	PUNCT
eurjchem-1050	81	30	was	be	AUX
eurjchem-1050	81	31	added	add	VERB
eurjchem-1050	81	32	with	with	ADP
eurjchem-1050	81	33	stirring	stir	VERB
eurjchem-1050	81	34	2,4‐dinitro‐phenyl	2,4‐dinitro‐phenyl	NUM
eurjchem-1050	81	35	hydrazine	hydrazine	NOUN
eurjchem-1050	81	36	(	(	PUNCT
eurjchem-1050	81	37	2	2	NUM
eurjchem-1050	81	38	mmole	mmole	NOUN
eurjchem-1050	81	39	)	)	PUNCT
eurjchem-1050	81	40	,	,	PUNCT
eurjchem-1050	81	41	and	and	CCONJ
eurjchem-1050	81	42	refluxed	refluxe	VERB
eurjchem-1050	81	43	for	for	ADP
eurjchem-1050	81	44	4	4	NUM
eurjchem-1050	81	45	hr	hr	NOUN
eurjchem-1050	81	46	on	on	ADP
eurjchem-1050	81	47	cooling	cool	VERB
eurjchem-1050	81	48	the	the	DET
eurjchem-1050	81	49	precipitate	precipitate	NOUN
eurjchem-1050	81	50	was	be	AUX
eurjchem-1050	81	51	formed	form	VERB
eurjchem-1050	81	52	dried	dry	VERB
eurjchem-1050	81	53	and	and	CCONJ
eurjchem-1050	81	54	re‐crystallized	re‐crystallize	VERB
eurjchem-1050	81	55	from	from	ADP
eurjchem-1050	81	56	ethanol	ethanol	NOUN
eurjchem-1050	81	57	to	to	PART
eurjchem-1050	81	58	give	give	VERB
eurjchem-1050	81	59	pure	pure	ADJ
eurjchem-1050	81	60	compound	compound	NOUN
eurjchem-1050	81	61	7	7	NUM
eurjchem-1050	81	62	(	(	PUNCT
eurjchem-1050	81	63	scheme	scheme	NOUN
eurjchem-1050	81	64	2	2	NUM
eurjchem-1050	81	65	)	)	PUNCT
eurjchem-1050	81	66	.	.	PUNCT
eurjchem-1050	82	1	yield	yield	NOUN
eurjchem-1050	82	2	:	:	PUNCT
eurjchem-1050	82	3	78	78	NUM
eurjchem-1050	82	4	%	%	NOUN
eurjchem-1050	82	5	.	.	PUNCT
eurjchem-1050	83	1	color	color	NOUN
eurjchem-1050	83	2	:	:	PUNCT
eurjchem-1050	83	3	orange	orange	PROPN
eurjchem-1050	83	4	.	.	PUNCT
eurjchem-1050	84	1	m.p	m.p	PROPN
eurjchem-1050	84	2	.	.	PROPN
eurjchem-1050	84	3	:	:	PUNCT
eurjchem-1050	85	1	235‐	235‐	NUM
eurjchem-1050	85	2	236	236	NUM
eurjchem-1050	85	3	°	°	NOUN
eurjchem-1050	85	4	c	c	NOUN
eurjchem-1050	85	5	.	.	PUNCT
eurjchem-1050	86	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	86	2	(	(	PUNCT
eurjchem-1050	86	3	kbr	kbr	PROPN
eurjchem-1050	86	4	,	,	PUNCT
eurjchem-1050	86	5	ν	ν	PROPN
eurjchem-1050	86	6	,	,	PUNCT
eurjchem-1050	86	7	cm‐1	cm‐1	PROPN
eurjchem-1050	86	8	):	):	PUNCT
eurjchem-1050	86	9	3324	3324	NUM
eurjchem-1050	86	10	(	(	PUNCT
eurjchem-1050	86	11	n‐h	n‐h	NUM
eurjchem-1050	86	12	)	)	PUNCT
eurjchem-1050	86	13	,	,	PUNCT
eurjchem-1050	86	14	3100	3100	NUM
eurjchem-1050	86	15	(	(	PUNCT
eurjchem-1050	86	16	arc‐h	arc‐h	PROPN
eurjchem-1050	86	17	)	)	PUNCT
eurjchem-1050	86	18	,	,	PUNCT
eurjchem-1050	86	19	1595	1595	NUM
eurjchem-1050	86	20	(	(	PUNCT
eurjchem-1050	86	21	c	c	NOUN
eurjchem-1050	86	22	=	=	SYM
eurjchem-1050	86	23	n	n	NUM
eurjchem-1050	86	24	)	)	PUNCT
eurjchem-1050	86	25	,	,	PUNCT
eurjchem-1050	86	26	1565	1565	NUM
eurjchem-1050	86	27	,	,	PUNCT
eurjchem-1050	86	28	1385	1385	NUM
eurjchem-1050	86	29	(	(	PUNCT
eurjchem-1050	86	30	no2asym	no2asym	NOUN
eurjchem-1050	86	31	,	,	PUNCT
eurjchem-1050	86	32	sym	sym	NOUN
eurjchem-1050	86	33	)	)	PUNCT
eurjchem-1050	86	34	,	,	PUNCT
eurjchem-1050	86	35	740	740	NUM
eurjchem-1050	86	36	(	(	PUNCT
eurjchem-1050	86	37	c‐cl	c‐cl	ADJ
eurjchem-1050	86	38	)	)	PUNCT
eurjchem-1050	86	39	.	.	PUNCT
eurjchem-1050	87	1	1h	1h	NUM
eurjchem-1050	87	2	nmr	nmr	NOUN
eurjchem-1050	87	3	(	(	PUNCT
eurjchem-1050	87	4	400	400	NUM
eurjchem-1050	87	5	mhz	mhz	NOUN
eurjchem-1050	87	6	,	,	PUNCT
eurjchem-1050	87	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	87	8	,	,	PUNCT
eurjchem-1050	87	9	δ	δ	PROPN
eurjchem-1050	87	10	,	,	PUNCT
eurjchem-1050	87	11	ppm	ppm	NUM
eurjchem-1050	87	12	):	):	PUNCT
eurjchem-1050	87	13	7.01‐7.42	7.01‐7.42	NUM
eurjchem-1050	87	14	(	(	PUNCT
eurjchem-1050	87	15	m	m	PROPN
eurjchem-1050	87	16	,	,	PUNCT
eurjchem-1050	87	17	3h	3h	NUM
eurjchem-1050	87	18	,	,	PUNCT
eurjchem-1050	87	19	ar‐h	ar‐h	NOUN
eurjchem-1050	87	20	)	)	PUNCT
eurjchem-1050	87	21	,	,	PUNCT
eurjchem-1050	87	22	6.23	6.23	NUM
eurjchem-1050	87	23	(	(	PUNCT
eurjchem-1050	87	24	s	s	PROPN
eurjchem-1050	87	25	,	,	PUNCT
eurjchem-1050	87	26	1h	1h	NUM
eurjchem-1050	87	27	,	,	PUNCT
eurjchem-1050	87	28	nh	nh	PROPN
eurjchem-1050	87	29	)	)	PUNCT
eurjchem-1050	87	30	,	,	PUNCT
eurjchem-1050	87	31	7.48	7.48	NUM
eurjchem-1050	87	32	(	(	PUNCT
eurjchem-1050	87	33	t	t	PROPN
eurjchem-1050	87	34	,	,	PUNCT
eurjchem-1050	87	35	1h	1h	NUM
eurjchem-1050	87	36	,	,	PUNCT
eurjchem-1050	87	37	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	87	38	)	)	PUNCT
eurjchem-1050	87	39	,	,	PUNCT
eurjchem-1050	87	40	7.78	7.78	NUM
eurjchem-1050	87	41	(	(	PUNCT
eurjchem-1050	87	42	d	d	PROPN
eurjchem-1050	87	43	,	,	PUNCT
eurjchem-1050	87	44	1h	1h	NUM
eurjchem-1050	87	45	,	,	PUNCT
eurjchem-1050	87	46	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	87	47	)	)	PUNCT
eurjchem-1050	87	48	,	,	PUNCT
eurjchem-1050	87	49	9.02	9.02	NUM
eurjchem-1050	87	50	(	(	PUNCT
eurjchem-1050	87	51	s	s	PROPN
eurjchem-1050	87	52	,	,	PUNCT
eurjchem-1050	87	53	1h	1h	NUM
eurjchem-1050	87	54	,	,	PUNCT
eurjchem-1050	87	55	ch	ch	NOUN
eurjchem-1050	87	56	)	)	PUNCT
eurjchem-1050	87	57	,	,	PUNCT
eurjchem-1050	87	58	8.41	8.41	NUM
eurjchem-1050	87	59	(	(	PUNCT
eurjchem-1050	87	60	s	s	PROPN
eurjchem-1050	87	61	,	,	PUNCT
eurjchem-1050	87	62	1h	1h	NUM
eurjchem-1050	87	63	,	,	PUNCT
eurjchem-1050	87	64	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	87	65	)	)	PUNCT
eurjchem-1050	87	66	,	,	PUNCT
eurjchem-1050	87	67	8.82	8.82	NUM
eurjchem-1050	87	68	(	(	PUNCT
eurjchem-1050	87	69	m	m	PROPN
eurjchem-1050	87	70	,	,	PUNCT
eurjchem-1050	87	71	1h	1h	NUM
eurjchem-1050	87	72	,	,	PUNCT
eurjchem-1050	87	73	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	87	74	)	)	PUNCT
eurjchem-1050	87	75	.	.	PUNCT
eurjchem-1050	88	1	2.8	2.8	NUM
eurjchem-1050	88	2	.	.	PUNCT
eurjchem-1050	88	3	synthesis	synthesis	NOUN
eurjchem-1050	88	4	of	of	ADP
eurjchem-1050	88	5	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridine‐3‐	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridine‐3‐	NUM
eurjchem-1050	88	6	yl)‐1‐(phenylamino)azetidin‐2‐one	yl)‐1‐(phenylamino)azetidin‐2‐one	NOUN
eurjchem-1050	88	7	(	(	PUNCT
eurjchem-1050	88	8	8)	8)	NUM
eurjchem-1050	88	9	the	the	DET
eurjchem-1050	88	10	compound	compound	NOUN
eurjchem-1050	88	11	5	5	NUM
eurjchem-1050	88	12	(	(	PUNCT
eurjchem-1050	88	13	0.01	0.01	NUM
eurjchem-1050	88	14	mole	mole	NOUN
eurjchem-1050	88	15	)	)	PUNCT
eurjchem-1050	88	16	was	be	AUX
eurjchem-1050	88	17	dissolved	dissolve	VERB
eurjchem-1050	88	18	in	in	ADP
eurjchem-1050	88	19	dry	dry	PROPN
eurjchem-1050	88	20	dmf	dmf	PROPN
eurjchem-1050	88	21	(	(	PUNCT
eurjchem-1050	88	22	20	20	NUM
eurjchem-1050	88	23	ml	ml	NOUN
eurjchem-1050	88	24	)	)	PUNCT
eurjchem-1050	88	25	and	and	CCONJ
eurjchem-1050	88	26	triethylamine	triethylamine	NOUN
eurjchem-1050	88	27	(	(	PUNCT
eurjchem-1050	88	28	0.02	0.02	NUM
eurjchem-1050	88	29	mole	mole	NOUN
eurjchem-1050	88	30	)	)	PUNCT
eurjchem-1050	88	31	was	be	AUX
eurjchem-1050	88	32	added	add	VERB
eurjchem-1050	88	33	to	to	ADP
eurjchem-1050	88	34	it	it	PRON
eurjchem-1050	88	35	.	.	PUNCT
eurjchem-1050	89	1	chloroacetyle	chloroacetyle	ADJ
eurjchem-1050	89	2	chloride	chloride	NOUN
eurjchem-1050	89	3	(	(	PUNCT
eurjchem-1050	89	4	0.02	0.02	NUM
eurjchem-1050	89	5	mole	mole	NOUN
eurjchem-1050	89	6	)	)	PUNCT
eurjchem-1050	89	7	was	be	AUX
eurjchem-1050	89	8	added	add	VERB
eurjchem-1050	89	9	drop	drop	NOUN
eurjchem-1050	89	10	wise	wise	ADJ
eurjchem-1050	89	11	for	for	ADP
eurjchem-1050	89	12	a	a	DET
eurjchem-1050	89	13	period	period	NOUN
eurjchem-1050	89	14	of	of	ADP
eurjchem-1050	89	15	30	30	NUM
eurjchem-1050	89	16	min	min	NOUN
eurjchem-1050	89	17	.	.	PUNCT
eurjchem-1050	90	1	the	the	DET
eurjchem-1050	90	2	reaction	reaction	NOUN
eurjchem-1050	90	3	mixture	mixture	NOUN
eurjchem-1050	90	4	was	be	AUX
eurjchem-1050	90	5	refluxed	refluxe	VERB
eurjchem-1050	90	6	for	for	ADP
eurjchem-1050	90	7	6	6	NUM
eurjchem-1050	90	8	hr	hr	NOUN
eurjchem-1050	90	9	.	.	PUNCT
eurjchem-1050	91	1	then	then	ADV
eurjchem-1050	91	2	poured	pour	VERB
eurjchem-1050	91	3	into	into	ADP
eurjchem-1050	91	4	crushed	crushed	ADJ
eurjchem-1050	91	5	ice	ice	NOUN
eurjchem-1050	91	6	,	,	PUNCT
eurjchem-1050	91	7	the	the	DET
eurjchem-1050	91	8	resulting	result	VERB
eurjchem-1050	91	9	solid	solid	NOUN
eurjchem-1050	91	10	was	be	AUX
eurjchem-1050	91	11	filtered	filter	VERB
eurjchem-1050	91	12	washed	wash	VERB
eurjchem-1050	91	13	with	with	ADP
eurjchem-1050	91	14	cold	cold	ADJ
eurjchem-1050	91	15	water	water	NOUN
eurjchem-1050	91	16	and	and	CCONJ
eurjchem-1050	91	17	re‐crystallized	re‐crystallize	VERB
eurjchem-1050	91	18	from	from	ADP
eurjchem-1050	91	19	ethyl	ethyl	PROPN
eurjchem-1050	91	20	acetate	acetate	PROPN
eurjchem-1050	91	21	to	to	PART
eurjchem-1050	91	22	give	give	VERB
eurjchem-1050	91	23	pure	pure	ADJ
eurjchem-1050	91	24	compound	compound	NOUN
eurjchem-1050	91	25	8	8	NUM
eurjchem-1050	91	26	(	(	PUNCT
eurjchem-1050	91	27	scheme	scheme	NOUN
eurjchem-1050	91	28	2	2	NUM
eurjchem-1050	91	29	)	)	PUNCT
eurjchem-1050	91	30	.	.	PUNCT
eurjchem-1050	92	1	yield	yield	NOUN
eurjchem-1050	92	2	:	:	PUNCT
eurjchem-1050	92	3	65	65	NUM
eurjchem-1050	92	4	%	%	NOUN
eurjchem-1050	92	5	.	.	PUNCT
eurjchem-1050	93	1	color	color	NOUN
eurjchem-1050	93	2	:	:	PUNCT
eurjchem-1050	93	3	yellow	yellow	ADJ
eurjchem-1050	93	4	.	.	PUNCT
eurjchem-1050	94	1	m.p	m.p	PROPN
eurjchem-1050	94	2	.	.	PROPN
eurjchem-1050	94	3	:	:	PUNCT
eurjchem-1050	95	1	251‐253	251‐253	NUM
eurjchem-1050	95	2	°	°	PRON
eurjchem-1050	95	3	c	c	NOUN
eurjchem-1050	95	4	.	.	PUNCT
eurjchem-1050	96	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	96	2	(	(	PUNCT
eurjchem-1050	96	3	kbr	kbr	PROPN
eurjchem-1050	96	4	,	,	PUNCT
eurjchem-1050	96	5	ν	ν	PROPN
eurjchem-1050	96	6	,	,	PUNCT
eurjchem-1050	96	7	cm‐1	cm‐1	PROPN
eurjchem-1050	96	8	):	):	PUNCT
eurjchem-1050	96	9	3344	3344	NUM
eurjchem-1050	96	10	(	(	PUNCT
eurjchem-1050	96	11	n‐h	n‐h	NUM
eurjchem-1050	96	12	)	)	PUNCT
eurjchem-1050	96	13	,	,	PUNCT
eurjchem-1050	96	14	3025	3025	NUM
eurjchem-1050	96	15	(	(	PUNCT
eurjchem-1050	96	16	arc‐	arc‐	ADP
eurjchem-1050	96	17	h	h	NOUN
eurjchem-1050	96	18	)	)	PUNCT
eurjchem-1050	96	19	,	,	PUNCT
eurjchem-1050	96	20	1665	1665	NUM
eurjchem-1050	96	21	(	(	PUNCT
eurjchem-1050	96	22	c	c	NOUN
eurjchem-1050	96	23	=	=	NOUN
eurjchem-1050	96	24	o	o	NOUN
eurjchem-1050	96	25	)	)	PUNCT
eurjchem-1050	96	26	,	,	PUNCT
eurjchem-1050	96	27	1575	1575	NUM
eurjchem-1050	96	28	(	(	PUNCT
eurjchem-1050	96	29	c	c	NOUN
eurjchem-1050	96	30	=	=	SYM
eurjchem-1050	96	31	n	n	NUM
eurjchem-1050	96	32	)	)	PUNCT
eurjchem-1050	96	33	,	,	PUNCT
eurjchem-1050	96	34	755	755	NUM
eurjchem-1050	96	35	(	(	PUNCT
eurjchem-1050	96	36	c‐cl	c‐cl	PROPN
eurjchem-1050	96	37	)	)	PUNCT
eurjchem-1050	96	38	.	.	PUNCT
eurjchem-1050	97	1	saleh	saleh	PROPN
eurjchem-1050	97	2	and	and	CCONJ
eurjchem-1050	97	3	ayoub	ayoub	PROPN
eurjchem-1050	97	4	/	/	SYM
eurjchem-1050	97	5	european	european	PROPN
eurjchem-1050	97	6	journal	journal	PROPN
eurjchem-1050	97	7	of	of	ADP
eurjchem-1050	97	8	chemistry	chemistry	NOUN
eurjchem-1050	97	9	5	5	NUM
eurjchem-1050	97	10	(	(	PUNCT
eurjchem-1050	97	11	3	3	NUM
eurjchem-1050	97	12	)	)	PUNCT
eurjchem-1050	97	13	(	(	PUNCT
eurjchem-1050	97	14	2014	2014	NUM
eurjchem-1050	97	15	)	)	PUNCT
eurjchem-1050	97	16	475‐480	475‐480	NOUN
eurjchem-1050	97	17	477	477	NUM
eurjchem-1050	97	18	scheme	scheme	NOUN
eurjchem-1050	97	19	2	2	NUM
eurjchem-1050	97	20	1h	1h	NUM
eurjchem-1050	97	21	nmr	nmr	NOUN
eurjchem-1050	97	22	(	(	PUNCT
eurjchem-1050	97	23	400	400	NUM
eurjchem-1050	97	24	mhz	mhz	NOUN
eurjchem-1050	97	25	,	,	PUNCT
eurjchem-1050	97	26	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	97	27	,	,	PUNCT
eurjchem-1050	97	28	δ	δ	PROPN
eurjchem-1050	97	29	,	,	PUNCT
eurjchem-1050	97	30	ppm	ppm	NUM
eurjchem-1050	97	31	):	):	PUNCT
eurjchem-1050	97	32	6.15	6.15	NUM
eurjchem-1050	97	33	(	(	PUNCT
eurjchem-1050	97	34	s	s	PROPN
eurjchem-1050	97	35	,	,	PUNCT
eurjchem-1050	97	36	1h	1h	NUM
eurjchem-1050	97	37	,	,	PUNCT
eurjchem-1050	97	38	nh	nh	PROPN
eurjchem-1050	97	39	)	)	PUNCT
eurjchem-1050	97	40	,	,	PUNCT
eurjchem-1050	97	41	5.82	5.82	NUM
eurjchem-1050	97	42	(	(	PUNCT
eurjchem-1050	97	43	d	d	PROPN
eurjchem-1050	97	44	,	,	PUNCT
eurjchem-1050	97	45	1h	1h	NUM
eurjchem-1050	97	46	,	,	PUNCT
eurjchem-1050	97	47	ch‐cl	ch‐cl	NUM
eurjchem-1050	97	48	)	)	PUNCT
eurjchem-1050	97	49	,	,	PUNCT
eurjchem-1050	97	50	6.95	6.95	NUM
eurjchem-1050	97	51	(	(	PUNCT
eurjchem-1050	97	52	d	d	PROPN
eurjchem-1050	97	53	,	,	PUNCT
eurjchem-1050	97	54	1h	1h	NUM
eurjchem-1050	97	55	,	,	PUNCT
eurjchem-1050	97	56	ch‐n	ch‐n	PROPN
eurjchem-1050	97	57	)	)	PUNCT
eurjchem-1050	97	58	,	,	PUNCT
eurjchem-1050	97	59	7.20‐7.35	7.20‐7.35	NUM
eurjchem-1050	97	60	(	(	PUNCT
eurjchem-1050	97	61	m	m	PROPN
eurjchem-1050	97	62	,	,	PUNCT
eurjchem-1050	97	63	5h	5h	NUM
eurjchem-1050	97	64	,	,	PUNCT
eurjchem-1050	97	65	ar‐h	ar‐h	NOUN
eurjchem-1050	97	66	)	)	PUNCT
eurjchem-1050	97	67	,	,	PUNCT
eurjchem-1050	97	68	7.41	7.41	NUM
eurjchem-1050	97	69	(	(	PUNCT
eurjchem-1050	97	70	t	t	PROPN
eurjchem-1050	97	71	,	,	PUNCT
eurjchem-1050	97	72	1h	1h	NUM
eurjchem-1050	97	73	,	,	PUNCT
eurjchem-1050	97	74	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	97	75	)	)	PUNCT
eurjchem-1050	97	76	,	,	PUNCT
eurjchem-1050	97	77	7.85	7.85	NUM
eurjchem-1050	97	78	(	(	PUNCT
eurjchem-1050	97	79	d	d	PROPN
eurjchem-1050	97	80	,	,	PUNCT
eurjchem-1050	97	81	1h	1h	NUM
eurjchem-1050	97	82	,	,	PUNCT
eurjchem-1050	97	83	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	97	84	)	)	PUNCT
eurjchem-1050	97	85	,	,	PUNCT
eurjchem-1050	97	86	8.56	8.56	NUM
eurjchem-1050	97	87	(	(	PUNCT
eurjchem-1050	97	88	s	s	PROPN
eurjchem-1050	97	89	,	,	PUNCT
eurjchem-1050	97	90	1h	1h	NUM
eurjchem-1050	97	91	,	,	PUNCT
eurjchem-1050	97	92	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	97	93	)	)	PUNCT
eurjchem-1050	97	94	,	,	PUNCT
eurjchem-1050	97	95	8.78	8.78	NUM
eurjchem-1050	97	96	(	(	PUNCT
eurjchem-1050	97	97	m	m	PROPN
eurjchem-1050	97	98	,	,	PUNCT
eurjchem-1050	97	99	1h	1h	NUM
eurjchem-1050	97	100	,	,	PUNCT
eurjchem-1050	97	101	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	97	102	)	)	PUNCT
eurjchem-1050	97	103	.	.	PUNCT
eurjchem-1050	98	1	2.9	2.9	NUM
eurjchem-1050	98	2	.	.	PUNCT
eurjchem-1050	98	3	synthesis	synthesis	NOUN
eurjchem-1050	98	4	of	of	ADP
eurjchem-1050	98	5	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridin‐3yl)‐	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridin‐3yl)‐	PRON
eurjchem-1050	98	6	1‐((4‐nitrophenyl	1‐((4‐nitrophenyl	NUM
eurjchem-1050	98	7	)	)	PUNCT
eurjchem-1050	98	8	amino)‐azetidin‐2‐one	amino)‐azetidin‐2‐one	NOUN
eurjchem-1050	98	9	(	(	PUNCT
eurjchem-1050	98	10	9	9	NUM
eurjchem-1050	98	11	)	)	PUNCT
eurjchem-1050	98	12	the	the	DET
eurjchem-1050	98	13	compound	compound	NOUN
eurjchem-1050	98	14	6	6	NUM
eurjchem-1050	98	15	(	(	PUNCT
eurjchem-1050	98	16	0.01	0.01	NUM
eurjchem-1050	98	17	mole	mole	NOUN
eurjchem-1050	98	18	)	)	PUNCT
eurjchem-1050	98	19	was	be	AUX
eurjchem-1050	98	20	dissolved	dissolve	VERB
eurjchem-1050	98	21	in	in	ADP
eurjchem-1050	98	22	dry	dry	PROPN
eurjchem-1050	98	23	dmf	dmf	PROPN
eurjchem-1050	98	24	(	(	PUNCT
eurjchem-1050	98	25	20	20	NUM
eurjchem-1050	98	26	ml	ml	NOUN
eurjchem-1050	98	27	)	)	PUNCT
eurjchem-1050	98	28	and	and	CCONJ
eurjchem-1050	98	29	triethylamine	triethylamine	NOUN
eurjchem-1050	98	30	(	(	PUNCT
eurjchem-1050	98	31	0.02	0.02	NUM
eurjchem-1050	98	32	mole	mole	NOUN
eurjchem-1050	98	33	)	)	PUNCT
eurjchem-1050	98	34	was	be	AUX
eurjchem-1050	98	35	added	add	VERB
eurjchem-1050	98	36	to	to	ADP
eurjchem-1050	98	37	it	it	PRON
eurjchem-1050	98	38	.	.	PUNCT
eurjchem-1050	99	1	chloroacetyle	chloroacetyle	ADJ
eurjchem-1050	99	2	chloride	chloride	NOUN
eurjchem-1050	99	3	(	(	PUNCT
eurjchem-1050	99	4	0.02	0.02	NUM
eurjchem-1050	99	5	mole	mole	NOUN
eurjchem-1050	99	6	)	)	PUNCT
eurjchem-1050	99	7	was	be	AUX
eurjchem-1050	99	8	added	add	VERB
eurjchem-1050	99	9	drop	drop	NOUN
eurjchem-1050	99	10	wise	wise	ADJ
eurjchem-1050	99	11	for	for	ADP
eurjchem-1050	99	12	a	a	DET
eurjchem-1050	99	13	period	period	NOUN
eurjchem-1050	99	14	of	of	ADP
eurjchem-1050	99	15	30	30	NUM
eurjchem-1050	99	16	min	min	NOUN
eurjchem-1050	99	17	.	.	PUNCT
eurjchem-1050	100	1	the	the	DET
eurjchem-1050	100	2	reaction	reaction	NOUN
eurjchem-1050	100	3	mixture	mixture	NOUN
eurjchem-1050	100	4	was	be	AUX
eurjchem-1050	100	5	refluxed	refluxe	VERB
eurjchem-1050	100	6	for	for	ADP
eurjchem-1050	100	7	6	6	NUM
eurjchem-1050	100	8	hr	hr	NOUN
eurjchem-1050	100	9	.	.	PUNCT
eurjchem-1050	101	1	the	the	DET
eurjchem-1050	101	2	reaction	reaction	NOUN
eurjchem-1050	101	3	mixture	mixture	NOUN
eurjchem-1050	101	4	was	be	AUX
eurjchem-1050	101	5	poured	pour	VERB
eurjchem-1050	101	6	into	into	ADP
eurjchem-1050	101	7	crushed	crushed	ADJ
eurjchem-1050	101	8	ice	ice	NOUN
eurjchem-1050	101	9	,	,	PUNCT
eurjchem-1050	101	10	the	the	DET
eurjchem-1050	101	11	resulting	result	VERB
eurjchem-1050	101	12	solid	solid	NOUN
eurjchem-1050	101	13	was	be	AUX
eurjchem-1050	101	14	filtered	filter	VERB
eurjchem-1050	101	15	washed	wash	VERB
eurjchem-1050	101	16	well	well	ADV
eurjchem-1050	101	17	with	with	ADP
eurjchem-1050	101	18	cold	cold	ADJ
eurjchem-1050	101	19	water	water	NOUN
eurjchem-1050	101	20	and	and	CCONJ
eurjchem-1050	101	21	re‐	re‐	NOUN
eurjchem-1050	101	22	crystallized	crystallize	VERB
eurjchem-1050	101	23	from	from	ADP
eurjchem-1050	101	24	ethyl	ethyl	PROPN
eurjchem-1050	101	25	acetate	acetate	NOUN
eurjchem-1050	101	26	to	to	PART
eurjchem-1050	101	27	give	give	VERB
eurjchem-1050	101	28	pure	pure	ADJ
eurjchem-1050	101	29	compound	compound	NOUN
eurjchem-1050	101	30	9	9	NUM
eurjchem-1050	101	31	(	(	PUNCT
eurjchem-1050	101	32	scheme	scheme	NOUN
eurjchem-1050	101	33	2	2	NUM
eurjchem-1050	101	34	)	)	PUNCT
eurjchem-1050	101	35	.	.	PUNCT
eurjchem-1050	102	1	yield	yield	NOUN
eurjchem-1050	102	2	:	:	PUNCT
eurjchem-1050	102	3	63	63	NUM
eurjchem-1050	102	4	%	%	NOUN
eurjchem-1050	102	5	.	.	PUNCT
eurjchem-1050	103	1	color	color	NOUN
eurjchem-1050	103	2	:	:	PUNCT
eurjchem-1050	103	3	yellow	yellow	ADJ
eurjchem-1050	103	4	.	.	PUNCT
eurjchem-1050	104	1	m.p	m.p	PROPN
eurjchem-1050	104	2	.	.	PROPN
eurjchem-1050	104	3	:	:	PUNCT
eurjchem-1050	105	1	236‐237	236‐237	PROPN
eurjchem-1050	105	2	°	°	ADP
eurjchem-1050	105	3	c	c	NOUN
eurjchem-1050	105	4	.	.	PUNCT
eurjchem-1050	105	5	ft‐ir	ft‐ir	NOUN
eurjchem-1050	105	6	(	(	PUNCT
eurjchem-1050	105	7	kbr	kbr	PROPN
eurjchem-1050	105	8	,	,	PUNCT
eurjchem-1050	105	9	ν	ν	PROPN
eurjchem-1050	105	10	,	,	PUNCT
eurjchem-1050	105	11	cm‐1	cm‐1	PROPN
eurjchem-1050	105	12	):	):	PUNCT
eurjchem-1050	105	13	3440	3440	NUM
eurjchem-1050	105	14	(	(	PUNCT
eurjchem-1050	105	15	n‐h	n‐h	NUM
eurjchem-1050	105	16	)	)	PUNCT
eurjchem-1050	105	17	,	,	PUNCT
eurjchem-1050	105	18	3050	3050	NUM
eurjchem-1050	105	19	(	(	PUNCT
eurjchem-1050	105	20	arc‐h	arc‐h	PROPN
eurjchem-1050	105	21	)	)	PUNCT
eurjchem-1050	105	22	,	,	PUNCT
eurjchem-1050	105	23	1665	1665	NUM
eurjchem-1050	105	24	(	(	PUNCT
eurjchem-1050	105	25	c	c	NOUN
eurjchem-1050	105	26	=	=	NOUN
eurjchem-1050	105	27	o	o	NOUN
eurjchem-1050	105	28	)	)	PUNCT
eurjchem-1050	105	29	,	,	PUNCT
eurjchem-1050	105	30	1545	1545	NUM
eurjchem-1050	105	31	(	(	PUNCT
eurjchem-1050	105	32	c	c	NOUN
eurjchem-1050	105	33	=	=	SYM
eurjchem-1050	105	34	n	n	NUM
eurjchem-1050	105	35	)	)	PUNCT
eurjchem-1050	105	36	,	,	PUNCT
eurjchem-1050	105	37	1555	1555	NUM
eurjchem-1050	105	38	,	,	PUNCT
eurjchem-1050	105	39	1370	1370	NUM
eurjchem-1050	105	40	(	(	PUNCT
eurjchem-1050	105	41	no2asym	no2asym	NOUN
eurjchem-1050	105	42	,	,	PUNCT
eurjchem-1050	105	43	sym	sym	NOUN
eurjchem-1050	105	44	)	)	PUNCT
eurjchem-1050	105	45	,	,	PUNCT
eurjchem-1050	105	46	765	765	NUM
eurjchem-1050	105	47	(	(	PUNCT
eurjchem-1050	105	48	c‐cl	c‐cl	PROPN
eurjchem-1050	105	49	)	)	PUNCT
eurjchem-1050	105	50	.	.	PUNCT
eurjchem-1050	106	1	1h	1h	NUM
eurjchem-1050	106	2	nmr	nmr	NOUN
eurjchem-1050	106	3	(	(	PUNCT
eurjchem-1050	106	4	400	400	NUM
eurjchem-1050	106	5	mhz	mhz	NOUN
eurjchem-1050	106	6	,	,	PUNCT
eurjchem-1050	106	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	106	8	,	,	PUNCT
eurjchem-1050	106	9	δ	δ	PROPN
eurjchem-1050	106	10	,	,	PUNCT
eurjchem-1050	106	11	ppm	ppm	NUM
eurjchem-1050	106	12	):	):	PUNCT
eurjchem-1050	106	13	5.84	5.84	NUM
eurjchem-1050	106	14	(	(	PUNCT
eurjchem-1050	106	15	d	d	PROPN
eurjchem-1050	106	16	,	,	PUNCT
eurjchem-1050	106	17	1h	1h	NUM
eurjchem-1050	106	18	,	,	PUNCT
eurjchem-1050	106	19	ch‐cl	ch‐cl	NUM
eurjchem-1050	106	20	)	)	PUNCT
eurjchem-1050	106	21	,	,	PUNCT
eurjchem-1050	106	22	6.23	6.23	NUM
eurjchem-1050	106	23	(	(	PUNCT
eurjchem-1050	106	24	s	s	PROPN
eurjchem-1050	106	25	,	,	PUNCT
eurjchem-1050	106	26	1h	1h	NUM
eurjchem-1050	106	27	,	,	PUNCT
eurjchem-1050	106	28	nh	nh	PROPN
eurjchem-1050	106	29	)	)	PUNCT
eurjchem-1050	106	30	,	,	PUNCT
eurjchem-1050	106	31	6.92	6.92	NUM
eurjchem-1050	106	32	(	(	PUNCT
eurjchem-1050	106	33	m	m	PROPN
eurjchem-1050	106	34	,	,	PUNCT
eurjchem-1050	106	35	1h	1h	NUM
eurjchem-1050	106	36	,	,	PUNCT
eurjchem-1050	106	37	ch‐n	ch‐n	PROPN
eurjchem-1050	106	38	)	)	PUNCT
eurjchem-1050	106	39	,	,	PUNCT
eurjchem-1050	106	40	7.15‐7.33	7.15‐7.33	NUM
eurjchem-1050	106	41	(	(	PUNCT
eurjchem-1050	106	42	m	m	PROPN
eurjchem-1050	106	43	,	,	PUNCT
eurjchem-1050	106	44	4h	4h	NUM
eurjchem-1050	106	45	,	,	PUNCT
eurjchem-1050	106	46	ar‐h	ar‐h	PROPN
eurjchem-1050	106	47	)	)	PUNCT
eurjchem-1050	106	48	,	,	PUNCT
eurjchem-1050	106	49	7.48	7.48	NUM
eurjchem-1050	106	50	(	(	PUNCT
eurjchem-1050	106	51	t	t	PROPN
eurjchem-1050	106	52	,	,	PUNCT
eurjchem-1050	106	53	1h	1h	NUM
eurjchem-1050	106	54	,	,	PUNCT
eurjchem-1050	106	55	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	106	56	)	)	PUNCT
eurjchem-1050	106	57	,	,	PUNCT
eurjchem-1050	106	58	7.80	7.80	NUM
eurjchem-1050	106	59	(	(	PUNCT
eurjchem-1050	106	60	d	d	PROPN
eurjchem-1050	106	61	,	,	PUNCT
eurjchem-1050	106	62	1h	1h	NUM
eurjchem-1050	106	63	,	,	PUNCT
eurjchem-1050	106	64	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	106	65	)	)	PUNCT
eurjchem-1050	106	66	,	,	PUNCT
eurjchem-1050	106	67	8.52	8.52	NUM
eurjchem-1050	106	68	(	(	PUNCT
eurjchem-1050	106	69	d	d	PROPN
eurjchem-1050	106	70	,	,	PUNCT
eurjchem-1050	106	71	1h	1h	NUM
eurjchem-1050	106	72	,	,	PUNCT
eurjchem-1050	106	73	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	106	74	)	)	PUNCT
eurjchem-1050	106	75	,	,	PUNCT
eurjchem-1050	106	76	8.72	8.72	NUM
eurjchem-1050	106	77	(	(	PUNCT
eurjchem-1050	106	78	m	m	PROPN
eurjchem-1050	106	79	,	,	PUNCT
eurjchem-1050	106	80	1h	1h	NUM
eurjchem-1050	106	81	,	,	PUNCT
eurjchem-1050	106	82	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	106	83	)	)	PUNCT
eurjchem-1050	106	84	.	.	PUNCT
eurjchem-1050	107	1	2.10	2.10	NUM
eurjchem-1050	107	2	.	.	PUNCT
eurjchem-1050	107	3	synthesis	synthesis	NOUN
eurjchem-1050	107	4	of	of	ADP
eurjchem-1050	107	5	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridine‐3‐	3‐chloro‐4‐(2‐chloro‐1,8‐naphthyridine‐3‐	NUM
eurjchem-1050	107	6	yl)‐1‐((2,4‐dinitrophenyl	yl)‐1‐((2,4‐dinitrophenyl	NOUN
eurjchem-1050	107	7	)	)	PUNCT
eurjchem-1050	107	8	amino)‐azetidin‐2‐one	amino)‐azetidin‐2‐one	NOUN
eurjchem-1050	107	9	(	(	PUNCT
eurjchem-1050	107	10	10	10	NUM
eurjchem-1050	107	11	)	)	PUNCT
eurjchem-1050	107	12	the	the	DET
eurjchem-1050	107	13	compound	compound	NOUN
eurjchem-1050	107	14	7	7	NUM
eurjchem-1050	107	15	(	(	PUNCT
eurjchem-1050	107	16	0.01	0.01	NUM
eurjchem-1050	107	17	mole	mole	NOUN
eurjchem-1050	107	18	)	)	PUNCT
eurjchem-1050	107	19	was	be	AUX
eurjchem-1050	107	20	dissolved	dissolve	VERB
eurjchem-1050	107	21	in	in	ADP
eurjchem-1050	107	22	dry	dry	PROPN
eurjchem-1050	107	23	dmf	dmf	PROPN
eurjchem-1050	107	24	(	(	PUNCT
eurjchem-1050	107	25	20	20	NUM
eurjchem-1050	107	26	ml	ml	NOUN
eurjchem-1050	107	27	)	)	PUNCT
eurjchem-1050	107	28	and	and	CCONJ
eurjchem-1050	107	29	triethylamine	triethylamine	NOUN
eurjchem-1050	107	30	(	(	PUNCT
eurjchem-1050	107	31	0.02	0.02	NUM
eurjchem-1050	107	32	mole	mole	NOUN
eurjchem-1050	107	33	)	)	PUNCT
eurjchem-1050	107	34	was	be	AUX
eurjchem-1050	107	35	added	add	VERB
eurjchem-1050	107	36	to	to	ADP
eurjchem-1050	107	37	it	it	PRON
eurjchem-1050	107	38	.	.	PUNCT
eurjchem-1050	108	1	chloroacetyle	chloroacetyle	ADJ
eurjchem-1050	108	2	chloride	chloride	NOUN
eurjchem-1050	108	3	(	(	PUNCT
eurjchem-1050	108	4	0.02	0.02	NUM
eurjchem-1050	108	5	mole	mole	NOUN
eurjchem-1050	108	6	)	)	PUNCT
eurjchem-1050	108	7	was	be	AUX
eurjchem-1050	108	8	added	add	VERB
eurjchem-1050	108	9	drop	drop	NOUN
eurjchem-1050	108	10	wise	wise	ADJ
eurjchem-1050	108	11	for	for	ADP
eurjchem-1050	108	12	a	a	DET
eurjchem-1050	108	13	period	period	NOUN
eurjchem-1050	108	14	of	of	ADP
eurjchem-1050	108	15	30	30	NUM
eurjchem-1050	108	16	min	min	NOUN
eurjchem-1050	108	17	.	.	PUNCT
eurjchem-1050	109	1	the	the	DET
eurjchem-1050	109	2	reaction	reaction	NOUN
eurjchem-1050	109	3	mixture	mixture	NOUN
eurjchem-1050	109	4	was	be	AUX
eurjchem-1050	109	5	refluxed	refluxe	VERB
eurjchem-1050	109	6	for	for	ADP
eurjchem-1050	109	7	6	6	NUM
eurjchem-1050	109	8	hr	hr	NOUN
eurjchem-1050	109	9	.	.	PUNCT
eurjchem-1050	110	1	the	the	DET
eurjchem-1050	110	2	reaction	reaction	NOUN
eurjchem-1050	110	3	mixture	mixture	NOUN
eurjchem-1050	110	4	was	be	AUX
eurjchem-1050	110	5	poured	pour	VERB
eurjchem-1050	110	6	into	into	ADP
eurjchem-1050	110	7	crushed	crushed	ADJ
eurjchem-1050	110	8	ice	ice	NOUN
eurjchem-1050	110	9	,	,	PUNCT
eurjchem-1050	110	10	the	the	DET
eurjchem-1050	110	11	resulting	result	VERB
eurjchem-1050	110	12	solid	solid	NOUN
eurjchem-1050	110	13	was	be	AUX
eurjchem-1050	110	14	filtered	filter	VERB
eurjchem-1050	110	15	washed	wash	VERB
eurjchem-1050	110	16	well	well	ADV
eurjchem-1050	110	17	with	with	ADP
eurjchem-1050	110	18	cold	cold	ADJ
eurjchem-1050	110	19	water	water	NOUN
eurjchem-1050	110	20	and	and	CCONJ
eurjchem-1050	110	21	re‐	re‐	NOUN
eurjchem-1050	110	22	crystallized	crystallize	VERB
eurjchem-1050	110	23	from	from	ADP
eurjchem-1050	110	24	ethyl	ethyl	PROPN
eurjchem-1050	110	25	acetate	acetate	NOUN
eurjchem-1050	110	26	to	to	PART
eurjchem-1050	110	27	give	give	VERB
eurjchem-1050	110	28	pure	pure	ADJ
eurjchem-1050	110	29	compound	compound	NOUN
eurjchem-1050	110	30	10	10	NUM
eurjchem-1050	110	31	(	(	PUNCT
eurjchem-1050	110	32	scheme	scheme	NOUN
eurjchem-1050	110	33	2	2	NUM
eurjchem-1050	110	34	)	)	PUNCT
eurjchem-1050	110	35	.	.	PUNCT
eurjchem-1050	111	1	yield	yield	NOUN
eurjchem-1050	111	2	:	:	PUNCT
eurjchem-1050	111	3	89	89	NUM
eurjchem-1050	111	4	%	%	NOUN
eurjchem-1050	111	5	.	.	PUNCT
eurjchem-1050	112	1	color	color	NOUN
eurjchem-1050	112	2	:	:	PUNCT
eurjchem-1050	112	3	yellow	yellow	ADJ
eurjchem-1050	112	4	.	.	PUNCT
eurjchem-1050	113	1	m.p	m.p	PROPN
eurjchem-1050	113	2	.	.	PROPN
eurjchem-1050	113	3	:	:	PUNCT
eurjchem-1050	114	1	222‐225	222‐225	PROPN
eurjchem-1050	114	2	°	°	PRON
eurjchem-1050	114	3	c	c	X
eurjchem-1050	114	4	.	.	PUNCT
eurjchem-1050	115	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	115	2	(	(	PUNCT
eurjchem-1050	115	3	kbr	kbr	PROPN
eurjchem-1050	115	4	,	,	PUNCT
eurjchem-1050	115	5	ν	ν	PROPN
eurjchem-1050	115	6	,	,	PUNCT
eurjchem-1050	115	7	cm‐1	cm‐1	PROPN
eurjchem-1050	115	8	):	):	PUNCT
eurjchem-1050	115	9	3445	3445	NUM
eurjchem-1050	115	10	(	(	PUNCT
eurjchem-1050	115	11	n‐h	n‐h	NUM
eurjchem-1050	115	12	)	)	PUNCT
eurjchem-1050	115	13	,	,	PUNCT
eurjchem-1050	115	14	3035	3035	NUM
eurjchem-1050	115	15	(	(	PUNCT
eurjchem-1050	115	16	arc‐h	arc‐h	PROPN
eurjchem-1050	115	17	)	)	PUNCT
eurjchem-1050	115	18	,	,	PUNCT
eurjchem-1050	115	19	1665	1665	NUM
eurjchem-1050	115	20	(	(	PUNCT
eurjchem-1050	115	21	c	c	NOUN
eurjchem-1050	115	22	=	=	NOUN
eurjchem-1050	115	23	o	o	NOUN
eurjchem-1050	115	24	)	)	PUNCT
eurjchem-1050	115	25	,	,	PUNCT
eurjchem-1050	115	26	1510	1510	NUM
eurjchem-1050	115	27	(	(	PUNCT
eurjchem-1050	115	28	c	c	NOUN
eurjchem-1050	115	29	=	=	SYM
eurjchem-1050	115	30	n	n	NUM
eurjchem-1050	115	31	)	)	PUNCT
eurjchem-1050	115	32	,	,	PUNCT
eurjchem-1050	115	33	1565	1565	NUM
eurjchem-1050	115	34	,	,	PUNCT
eurjchem-1050	115	35	1340	1340	NUM
eurjchem-1050	115	36	(	(	PUNCT
eurjchem-1050	115	37	no2asym	no2asym	NOUN
eurjchem-1050	115	38	,	,	PUNCT
eurjchem-1050	115	39	sym	sym	NOUN
eurjchem-1050	115	40	)	)	PUNCT
eurjchem-1050	115	41	,	,	PUNCT
eurjchem-1050	115	42	745	745	NUM
eurjchem-1050	115	43	(	(	PUNCT
eurjchem-1050	115	44	c‐cl	c‐cl	NOUN
eurjchem-1050	115	45	)	)	PUNCT
eurjchem-1050	115	46	.	.	PUNCT
eurjchem-1050	116	1	1h	1h	NUM
eurjchem-1050	116	2	nmr	nmr	NOUN
eurjchem-1050	116	3	(	(	PUNCT
eurjchem-1050	116	4	400	400	NUM
eurjchem-1050	116	5	mhz	mhz	NOUN
eurjchem-1050	116	6	,	,	PUNCT
eurjchem-1050	116	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	116	8	,	,	PUNCT
eurjchem-1050	116	9	δ	δ	PROPN
eurjchem-1050	116	10	,	,	PUNCT
eurjchem-1050	116	11	ppm	ppm	NUM
eurjchem-1050	116	12	):	):	PUNCT
eurjchem-1050	116	13	5.88	5.88	NUM
eurjchem-1050	116	14	(	(	PUNCT
eurjchem-1050	116	15	d	d	PROPN
eurjchem-1050	116	16	,	,	PUNCT
eurjchem-1050	116	17	1h	1h	NUM
eurjchem-1050	116	18	,	,	PUNCT
eurjchem-1050	116	19	ch‐cl	ch‐cl	NUM
eurjchem-1050	116	20	)	)	PUNCT
eurjchem-1050	116	21	,	,	PUNCT
eurjchem-1050	116	22	6.04	6.04	NUM
eurjchem-1050	116	23	(	(	PUNCT
eurjchem-1050	116	24	s	s	PROPN
eurjchem-1050	116	25	,	,	PUNCT
eurjchem-1050	116	26	1h	1h	NUM
eurjchem-1050	116	27	,	,	PUNCT
eurjchem-1050	116	28	nh	nh	PROPN
eurjchem-1050	116	29	)	)	PUNCT
eurjchem-1050	116	30	,	,	PUNCT
eurjchem-1050	116	31	6.92	6.92	NUM
eurjchem-1050	116	32	(	(	PUNCT
eurjchem-1050	116	33	m	m	PROPN
eurjchem-1050	116	34	,	,	PUNCT
eurjchem-1050	116	35	1h	1h	NUM
eurjchem-1050	116	36	,	,	PUNCT
eurjchem-1050	116	37	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	116	38	)	)	PUNCT
eurjchem-1050	116	39	,	,	PUNCT
eurjchem-1050	116	40	7.13‐7.33	7.13‐7.33	NUM
eurjchem-1050	116	41	(	(	PUNCT
eurjchem-1050	116	42	m	m	PROPN
eurjchem-1050	116	43	,	,	PUNCT
eurjchem-1050	116	44	3h	3h	NUM
eurjchem-1050	116	45	,	,	PUNCT
eurjchem-1050	116	46	ar‐h	ar‐h	NOUN
eurjchem-1050	116	47	)	)	PUNCT
eurjchem-1050	116	48	,	,	PUNCT
eurjchem-1050	116	49	7.40	7.40	NUM
eurjchem-1050	116	50	(	(	PUNCT
eurjchem-1050	116	51	t	t	PROPN
eurjchem-1050	116	52	,	,	PUNCT
eurjchem-1050	116	53	1h	1h	NUM
eurjchem-1050	116	54	,	,	PUNCT
eurjchem-1050	116	55	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	116	56	)	)	PUNCT
eurjchem-1050	116	57	,	,	PUNCT
eurjchem-1050	116	58	7.80	7.80	NUM
eurjchem-1050	116	59	(	(	PUNCT
eurjchem-1050	116	60	d	d	PROPN
eurjchem-1050	116	61	,	,	PUNCT
eurjchem-1050	116	62	1h	1h	NUM
eurjchem-1050	116	63	,	,	PUNCT
eurjchem-1050	116	64	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	116	65	)	)	PUNCT
eurjchem-1050	116	66	,	,	PUNCT
eurjchem-1050	116	67	8.52	8.52	NUM
eurjchem-1050	116	68	(	(	PUNCT
eurjchem-1050	116	69	s	s	PROPN
eurjchem-1050	116	70	,	,	PUNCT
eurjchem-1050	116	71	1h	1h	NUM
eurjchem-1050	116	72	,	,	PUNCT
eurjchem-1050	116	73	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	116	74	)	)	PUNCT
eurjchem-1050	116	75	,	,	PUNCT
eurjchem-1050	116	76	8.72	8.72	NUM
eurjchem-1050	116	77	(	(	PUNCT
eurjchem-1050	116	78	m	m	PROPN
eurjchem-1050	116	79	,	,	PUNCT
eurjchem-1050	116	80	1h	1h	NUM
eurjchem-1050	116	81	,	,	PUNCT
eurjchem-1050	116	82	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	116	83	)	)	PUNCT
eurjchem-1050	116	84	.	.	PUNCT
eurjchem-1050	117	1	478	478	NUM
eurjchem-1050	117	2	saleh	saleh	NOUN
eurjchem-1050	117	3	and	and	CCONJ
eurjchem-1050	117	4	ayoub	ayoub	PROPN
eurjchem-1050	117	5	/	/	SYM
eurjchem-1050	117	6	european	european	PROPN
eurjchem-1050	117	7	journal	journal	PROPN
eurjchem-1050	117	8	of	of	ADP
eurjchem-1050	117	9	chemistry	chemistry	NOUN
eurjchem-1050	117	10	5	5	NUM
eurjchem-1050	117	11	(	(	PUNCT
eurjchem-1050	117	12	3	3	NUM
eurjchem-1050	117	13	)	)	PUNCT
eurjchem-1050	117	14	(	(	PUNCT
eurjchem-1050	117	15	2014	2014	NUM
eurjchem-1050	117	16	)	)	PUNCT
eurjchem-1050	117	17	475‐480	475‐480	PROPN
eurjchem-1050	117	18	nn	nn	PROPN
eurjchem-1050	117	19	cho	cho	PROPN
eurjchem-1050	117	20	cl	cl	PROPN
eurjchem-1050	117	21	nis	nis	PROPN
eurjchem-1050	117	22	,	,	PUNCT
eurjchem-1050	117	23	k2co3	k2co3	PROPN
eurjchem-1050	117	24	roh	roh	PROPN
eurjchem-1050	117	25	nn	nn	PROPN
eurjchem-1050	117	26	coor	coor	PROPN
eurjchem-1050	117	27	cl	cl	PROPN
eurjchem-1050	117	28	nh2nh2	nh2nh2	PROPN
eurjchem-1050	117	29	nn	nn	X
eurjchem-1050	117	30	cnhnh2	cnhnh2	NOUN
eurjchem-1050	117	31	cl	cl	NOUN
eurjchem-1050	117	32	o	o	NOUN
eurjchem-1050	117	33	nh4scn	nh4scn	DET
eurjchem-1050	117	34	etoh	etoh	PROPN
eurjchem-1050	117	35	/	/	SYM
eurjchem-1050	117	36	hcl	hcl	PROPN
eurjchem-1050	117	37	nn	nn	X
eurjchem-1050	117	38	cnhnhcnh2	cnhnhcnh2	PROPN
eurjchem-1050	117	39	cl	cl	NOUN
eurjchem-1050	118	1	o	o	NOUN
eurjchem-1050	118	2	s	s	PROPN
eurjchem-1050	118	3	cs2	cs2	PROPN
eurjchem-1050	118	4	/	/	SYM
eurjchem-1050	118	5	koh	koh	PROPN
eurjchem-1050	118	6	nn	nn	PROPN
eurjchem-1050	118	7	cl	cl	PROPN
eurjchem-1050	118	8	n	n	PROPN
eurjchem-1050	118	9	nh	nh	NOUN
eurjchem-1050	118	10	o	o	PROPN
eurjchem-1050	118	11	s	s	PART
eurjchem-1050	118	12	naoh	naoh	NOUN
eurjchem-1050	118	13	conc.h2so4	conc.h2so4	PROPN
eurjchem-1050	118	14	nn	nn	PROPN
eurjchem-1050	118	15	cl	cl	PROPN
eurjchem-1050	118	16	n	n	CCONJ
eurjchem-1050	118	17	n	n	NOUN
eurjchem-1050	118	18	s	s	PART
eurjchem-1050	118	19	nh2	nh2	PROPN
eurjchem-1050	118	20	nn	nn	PROPN
eurjchem-1050	118	21	cl	cl	PROPN
eurjchem-1050	118	22	n	n	ADP
eurjchem-1050	118	23	n	n	CCONJ
eurjchem-1050	118	24	n	n	ADV
eurjchem-1050	118	25	sh	sh	INTJ
eurjchem-1050	118	26	h	h	NOUN
eurjchem-1050	118	27	nn	nn	PROPN
eurjchem-1050	118	28	cl	cl	PROPN
eurjchem-1050	118	29	n	n	PROPN
eurjchem-1050	118	30	nh	nh	PROPN
eurjchem-1050	118	31	n	n	NOUN
eurjchem-1050	118	32	s	s	NOUN
eurjchem-1050	118	33	h	h	NOUN
eurjchem-1050	118	34	r	r	NOUN
eurjchem-1050	118	35	=	=	SYM
eurjchem-1050	118	36	ch3	ch3	PROPN
eurjchem-1050	118	37	,	,	PUNCT
eurjchem-1050	118	38	c2h5	c2h5	PROPN
eurjchem-1050	118	39	(	(	PUNCT
eurjchem-1050	118	40	11,12	11,12	NOUN
eurjchem-1050	118	41	)	)	PUNCT
eurjchem-1050	118	42	14	14	NUM
eurjchem-1050	118	43	15	15	NUM
eurjchem-1050	118	44	13	13	NUM
eurjchem-1050	118	45	16	16	NUM
eurjchem-1050	118	46	17	17	NUM
eurjchem-1050	118	47	scheme	scheme	NOUN
eurjchem-1050	118	48	3	3	NUM
eurjchem-1050	118	49	2.11	2.11	NUM
eurjchem-1050	118	50	.	.	PUNCT
eurjchem-1050	119	1	conversion	conversion	NOUN
eurjchem-1050	119	2	to	to	ADP
eurjchem-1050	119	3	methyl	methyl	NOUN
eurjchem-1050	119	4	and	and	CCONJ
eurjchem-1050	119	5	ethyl	ethyl	PROPN
eurjchem-1050	119	6	ester	ester	NOUN
eurjchem-1050	119	7	derivatives	derivative	NOUN
eurjchem-1050	119	8	:	:	PUNCT
eurjchem-1050	119	9	synthesis	synthesis	NOUN
eurjchem-1050	119	10	of	of	ADP
eurjchem-1050	119	11	2‐chloro‐3‐(methoxy	2‐chloro‐3‐(methoxy	NUM
eurjchem-1050	119	12	or	or	CCONJ
eurjchem-1050	119	13	ethoxy)carbonyl‐1,8‐	ethoxy)carbonyl‐1,8‐	NOUN
eurjchem-1050	119	14	naphthyridine	naphthyridine	NOUN
eurjchem-1050	119	15	(	(	PUNCT
eurjchem-1050	119	16	11,12	11,12	NOUN
eurjchem-1050	119	17	)	)	PUNCT
eurjchem-1050	119	18	to	to	ADP
eurjchem-1050	119	19	a	a	DET
eurjchem-1050	119	20	solution	solution	NOUN
eurjchem-1050	119	21	of	of	ADP
eurjchem-1050	119	22	compound	compound	NOUN
eurjchem-1050	119	23	1	1	NUM
eurjchem-1050	119	24	(	(	PUNCT
eurjchem-1050	119	25	1	1	NUM
eurjchem-1050	119	26	mmole	mmole	NOUN
eurjchem-1050	119	27	)	)	PUNCT
eurjchem-1050	119	28	in	in	ADP
eurjchem-1050	119	29	methanol	methanol	NOUN
eurjchem-1050	119	30	or	or	CCONJ
eurjchem-1050	119	31	ethanol	ethanol	NOUN
eurjchem-1050	119	32	(	(	PUNCT
eurjchem-1050	119	33	10	10	NUM
eurjchem-1050	119	34	ml	ml	NOUN
eurjchem-1050	119	35	)	)	PUNCT
eurjchem-1050	119	36	were	be	AUX
eurjchem-1050	119	37	added	add	VERB
eurjchem-1050	119	38	nis	nis	X
eurjchem-1050	119	39	(	(	PUNCT
eurjchem-1050	119	40	n‐iodo	n‐iodo	NOUN
eurjchem-1050	119	41	succimide	succimide	NOUN
eurjchem-1050	119	42	)	)	PUNCT
eurjchem-1050	119	43	(	(	PUNCT
eurjchem-1050	119	44	2.5	2.5	NUM
eurjchem-1050	119	45	mmole	mmole	NOUN
eurjchem-1050	119	46	)	)	PUNCT
eurjchem-1050	119	47	and	and	CCONJ
eurjchem-1050	119	48	potassium	potassium	NOUN
eurjchem-1050	119	49	carbonate	carbonate	NOUN
eurjchem-1050	119	50	(	(	PUNCT
eurjchem-1050	119	51	2.5	2.5	NUM
eurjchem-1050	119	52	mmole	mmole	NOUN
eurjchem-1050	119	53	)	)	PUNCT
eurjchem-1050	119	54	.	.	PUNCT
eurjchem-1050	120	1	the	the	DET
eurjchem-1050	120	2	resultant	resultant	NOUN
eurjchem-1050	120	3	dark	dark	ADJ
eurjchem-1050	120	4	mixture	mixture	NOUN
eurjchem-1050	120	5	was	be	AUX
eurjchem-1050	120	6	stirred	stir	VERB
eurjchem-1050	120	7	in	in	ADP
eurjchem-1050	120	8	dark	dark	NOUN
eurjchem-1050	120	9	for	for	ADP
eurjchem-1050	120	10	6	6	NUM
eurjchem-1050	120	11	hr	hr	NOUN
eurjchem-1050	120	12	.	.	PUNCT
eurjchem-1050	121	1	the	the	DET
eurjchem-1050	121	2	reaction	reaction	NOUN
eurjchem-1050	121	3	mixture	mixture	NOUN
eurjchem-1050	121	4	was	be	AUX
eurjchem-1050	121	5	then	then	ADV
eurjchem-1050	121	6	diluted	dilute	VERB
eurjchem-1050	121	7	with	with	ADP
eurjchem-1050	121	8	5‐6	5‐6	PROPN
eurjchem-1050	121	9	ml	ml	X
eurjchem-1050	121	10	of	of	ADP
eurjchem-1050	121	11	water	water	NOUN
eurjchem-1050	121	12	and	and	CCONJ
eurjchem-1050	121	13	sodium	sodium	NOUN
eurjchem-1050	121	14	thiosulphite	thiosulphite	NOUN
eurjchem-1050	121	15	(	(	PUNCT
eurjchem-1050	121	16	0.5	0.5	NUM
eurjchem-1050	121	17	g	g	NOUN
eurjchem-1050	121	18	)	)	PUNCT
eurjchem-1050	121	19	was	be	AUX
eurjchem-1050	121	20	added	add	VERB
eurjchem-1050	121	21	to	to	PART
eurjchem-1050	121	22	destroy	destroy	VERB
eurjchem-1050	121	23	any	any	DET
eurjchem-1050	121	24	remaining	remain	VERB
eurjchem-1050	121	25	nis	nis	NOUN
eurjchem-1050	121	26	or	or	CCONJ
eurjchem-1050	121	27	hypoiodite	hypoiodite	NOUN
eurjchem-1050	121	28	species	specie	NOUN
eurjchem-1050	121	29	and	and	CCONJ
eurjchem-1050	121	30	the	the	DET
eurjchem-1050	121	31	solid	solid	ADJ
eurjchem-1050	121	32	product	product	NOUN
eurjchem-1050	121	33	filtered	filter	VERB
eurjchem-1050	121	34	,	,	PUNCT
eurjchem-1050	121	35	dried	dry	VERB
eurjchem-1050	121	36	and	and	CCONJ
eurjchem-1050	121	37	re‐crystallized	re‐crystallize	VERB
eurjchem-1050	121	38	from	from	ADP
eurjchem-1050	121	39	ethanol	ethanol	NOUN
eurjchem-1050	121	40	to	to	PART
eurjchem-1050	121	41	give	give	VERB
eurjchem-1050	121	42	pure	pure	ADJ
eurjchem-1050	121	43	compound	compound	NOUN
eurjchem-1050	121	44	11	11	NUM
eurjchem-1050	121	45	and	and	CCONJ
eurjchem-1050	121	46	12	12	NUM
eurjchem-1050	121	47	(	(	PUNCT
eurjchem-1050	121	48	scheme	scheme	NOUN
eurjchem-1050	121	49	3	3	NUM
eurjchem-1050	121	50	)	)	PUNCT
eurjchem-1050	121	51	.	.	PUNCT
eurjchem-1050	122	1	2‐chloro‐3‐methoxycarbonyl‐1,8‐naphthyridine	2‐chloro‐3‐methoxycarbonyl‐1,8‐naphthyridine	NUM
eurjchem-1050	122	2	(	(	PUNCT
eurjchem-1050	122	3	11	11	NUM
eurjchem-1050	122	4	):	):	PUNCT
eurjchem-1050	122	5	yield	yield	NOUN
eurjchem-1050	122	6	:	:	PUNCT
eurjchem-1050	122	7	81	81	NUM
eurjchem-1050	122	8	%	%	NOUN
eurjchem-1050	122	9	.	.	PUNCT
eurjchem-1050	123	1	color	color	NOUN
eurjchem-1050	123	2	:	:	PUNCT
eurjchem-1050	123	3	pale	pale	ADJ
eurjchem-1050	123	4	yellow	yellow	ADJ
eurjchem-1050	123	5	.	.	PUNCT
eurjchem-1050	124	1	m.p	m.p	PROPN
eurjchem-1050	124	2	.	.	PROPN
eurjchem-1050	124	3	:	:	PUNCT
eurjchem-1050	124	4	82‐84	82‐84	NUM
eurjchem-1050	124	5	°	°	SYM
eurjchem-1050	124	6	c	c	X
eurjchem-1050	124	7	.	.	PUNCT
eurjchem-1050	125	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	125	2	(	(	PUNCT
eurjchem-1050	125	3	kbr	kbr	PROPN
eurjchem-1050	125	4	,	,	PUNCT
eurjchem-1050	125	5	ν	ν	PROPN
eurjchem-1050	125	6	,	,	PUNCT
eurjchem-1050	125	7	cm‐1	cm‐1	PROPN
eurjchem-1050	125	8	):	):	PUNCT
eurjchem-1050	125	9	3045	3045	NUM
eurjchem-1050	125	10	(	(	PUNCT
eurjchem-1050	125	11	arc‐h	arc‐h	PROPN
eurjchem-1050	125	12	)	)	PUNCT
eurjchem-1050	125	13	,	,	PUNCT
eurjchem-1050	125	14	1735	1735	NUM
eurjchem-1050	125	15	(	(	PUNCT
eurjchem-1050	125	16	c	c	NOUN
eurjchem-1050	125	17	=	=	NOUN
eurjchem-1050	125	18	o	o	NOUN
eurjchem-1050	125	19	)	)	PUNCT
eurjchem-1050	125	20	,	,	PUNCT
eurjchem-1050	125	21	1595	1595	NUM
eurjchem-1050	125	22	(	(	PUNCT
eurjchem-1050	125	23	c	c	NOUN
eurjchem-1050	125	24	=	=	SYM
eurjchem-1050	125	25	n	n	NUM
eurjchem-1050	125	26	)	)	PUNCT
eurjchem-1050	125	27	,	,	PUNCT
eurjchem-1050	125	28	760	760	NUM
eurjchem-1050	125	29	(	(	PUNCT
eurjchem-1050	125	30	c‐cl	c‐cl	PROPN
eurjchem-1050	125	31	)	)	PUNCT
eurjchem-1050	125	32	.	.	PUNCT
eurjchem-1050	126	1	1h	1h	NUM
eurjchem-1050	126	2	nmr	nmr	NOUN
eurjchem-1050	126	3	(	(	PUNCT
eurjchem-1050	126	4	400	400	NUM
eurjchem-1050	126	5	mhz	mhz	NOUN
eurjchem-1050	126	6	,	,	PUNCT
eurjchem-1050	126	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	126	8	,	,	PUNCT
eurjchem-1050	126	9	δ	δ	PROPN
eurjchem-1050	126	10	,	,	PUNCT
eurjchem-1050	126	11	ppm	ppm	NOUN
eurjchem-1050	126	12	):	):	PUNCT
eurjchem-1050	126	13	4.15	4.15	NUM
eurjchem-1050	126	14	(	(	PUNCT
eurjchem-1050	126	15	s	s	PROPN
eurjchem-1050	126	16	,	,	PUNCT
eurjchem-1050	126	17	3h	3h	NUM
eurjchem-1050	126	18	,	,	PUNCT
eurjchem-1050	126	19	och3	och3	ADJ
eurjchem-1050	126	20	)	)	PUNCT
eurjchem-1050	126	21	,	,	PUNCT
eurjchem-1050	126	22	7.28	7.28	NUM
eurjchem-1050	126	23	(	(	PUNCT
eurjchem-1050	126	24	t	t	PROPN
eurjchem-1050	126	25	,	,	PUNCT
eurjchem-1050	126	26	1h	1h	NUM
eurjchem-1050	126	27	,	,	PUNCT
eurjchem-1050	126	28	c‐	c‐	NOUN
eurjchem-1050	126	29	6‐h	6‐h	NOUN
eurjchem-1050	126	30	)	)	PUNCT
eurjchem-1050	126	31	,	,	PUNCT
eurjchem-1050	126	32	7.48	7.48	NUM
eurjchem-1050	126	33	(	(	PUNCT
eurjchem-1050	126	34	d	d	PROPN
eurjchem-1050	126	35	,	,	PUNCT
eurjchem-1050	126	36	1h	1h	NUM
eurjchem-1050	126	37	,	,	PUNCT
eurjchem-1050	126	38	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	126	39	)	)	PUNCT
eurjchem-1050	126	40	,	,	PUNCT
eurjchem-1050	126	41	7.88	7.88	NUM
eurjchem-1050	126	42	(	(	PUNCT
eurjchem-1050	126	43	s	s	PROPN
eurjchem-1050	126	44	,	,	PUNCT
eurjchem-1050	126	45	1h	1h	NUM
eurjchem-1050	126	46	,	,	PUNCT
eurjchem-1050	126	47	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	126	48	)	)	PUNCT
eurjchem-1050	126	49	,	,	PUNCT
eurjchem-1050	126	50	8.40	8.40	NUM
eurjchem-1050	126	51	(	(	PUNCT
eurjchem-1050	126	52	m	m	PROPN
eurjchem-1050	126	53	,	,	PUNCT
eurjchem-1050	126	54	1h	1h	NUM
eurjchem-1050	126	55	,	,	PUNCT
eurjchem-1050	126	56	c‐7‐	c‐7‐	PROPN
eurjchem-1050	126	57	h	h	NOUN
eurjchem-1050	126	58	)	)	PUNCT
eurjchem-1050	126	59	.	.	PUNCT
eurjchem-1050	127	1	2‐chloro‐3‐ethoxycarbonyl‐1,8‐naphthyridine	2‐chloro‐3‐ethoxycarbonyl‐1,8‐naphthyridine	NUM
eurjchem-1050	127	2	(	(	PUNCT
eurjchem-1050	127	3	12	12	NUM
eurjchem-1050	127	4	):	):	PUNCT
eurjchem-1050	127	5	yield	yield	NOUN
eurjchem-1050	127	6	:	:	PUNCT
eurjchem-1050	127	7	76	76	NUM
eurjchem-1050	127	8	%	%	NOUN
eurjchem-1050	127	9	.	.	PUNCT
eurjchem-1050	128	1	color	color	NOUN
eurjchem-1050	128	2	:	:	PUNCT
eurjchem-1050	128	3	pale	pale	ADJ
eurjchem-1050	128	4	yellow	yellow	ADJ
eurjchem-1050	128	5	.	.	PUNCT
eurjchem-1050	129	1	m.p	m.p	PROPN
eurjchem-1050	129	2	.	.	PROPN
eurjchem-1050	129	3	:	:	PUNCT
eurjchem-1050	130	1	96‐98	96‐98	NUM
eurjchem-1050	130	2	°	°	SYM
eurjchem-1050	130	3	c	c	NOUN
eurjchem-1050	130	4	.	.	PUNCT
eurjchem-1050	131	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	131	2	(	(	PUNCT
eurjchem-1050	131	3	kbr	kbr	PROPN
eurjchem-1050	131	4	,	,	PUNCT
eurjchem-1050	131	5	ν	ν	PROPN
eurjchem-1050	131	6	,	,	PUNCT
eurjchem-1050	131	7	cm‐1	cm‐1	PROPN
eurjchem-1050	131	8	):	):	PUNCT
eurjchem-1050	131	9	3285	3285	NUM
eurjchem-1050	131	10	(	(	PUNCT
eurjchem-1050	131	11	nh	nh	NOUN
eurjchem-1050	131	12	)	)	PUNCT
eurjchem-1050	131	13	,	,	PUNCT
eurjchem-1050	131	14	3060	3060	NUM
eurjchem-1050	131	15	(	(	PUNCT
eurjchem-1050	131	16	arc‐h	arc‐h	PROPN
eurjchem-1050	131	17	)	)	PUNCT
eurjchem-1050	131	18	,	,	PUNCT
eurjchem-1050	131	19	1730	1730	NUM
eurjchem-1050	131	20	(	(	PUNCT
eurjchem-1050	131	21	c	c	NOUN
eurjchem-1050	131	22	=	=	NOUN
eurjchem-1050	131	23	o	o	NOUN
eurjchem-1050	131	24	)	)	PUNCT
eurjchem-1050	131	25	,	,	PUNCT
eurjchem-1050	131	26	1595	1595	NUM
eurjchem-1050	131	27	(	(	PUNCT
eurjchem-1050	131	28	c	c	NOUN
eurjchem-1050	131	29	=	=	SYM
eurjchem-1050	131	30	n	n	NUM
eurjchem-1050	131	31	)	)	PUNCT
eurjchem-1050	131	32	,	,	PUNCT
eurjchem-1050	131	33	760	760	NUM
eurjchem-1050	131	34	(	(	PUNCT
eurjchem-1050	131	35	c‐cl	c‐cl	PROPN
eurjchem-1050	131	36	)	)	PUNCT
eurjchem-1050	131	37	.	.	PUNCT
eurjchem-1050	132	1	1h	1h	NUM
eurjchem-1050	132	2	nmr	nmr	NOUN
eurjchem-1050	132	3	(	(	PUNCT
eurjchem-1050	132	4	400	400	NUM
eurjchem-1050	132	5	mhz	mhz	NOUN
eurjchem-1050	132	6	,	,	PUNCT
eurjchem-1050	132	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	132	8	,	,	PUNCT
eurjchem-1050	132	9	δ	δ	PROPN
eurjchem-1050	132	10	,	,	PUNCT
eurjchem-1050	132	11	ppm	ppm	NUM
eurjchem-1050	132	12	):	):	PUNCT
eurjchem-1050	132	13	1.48	1.48	NUM
eurjchem-1050	132	14	(	(	PUNCT
eurjchem-1050	132	15	s	s	PROPN
eurjchem-1050	132	16	,	,	PUNCT
eurjchem-1050	132	17	3h	3h	NUM
eurjchem-1050	132	18	,	,	PUNCT
eurjchem-1050	132	19	ch3	ch3	PROPN
eurjchem-1050	132	20	)	)	PUNCT
eurjchem-1050	132	21	,	,	PUNCT
eurjchem-1050	132	22	4.4	4.4	NUM
eurjchem-1050	132	23	(	(	PUNCT
eurjchem-1050	132	24	q	q	NOUN
eurjchem-1050	132	25	,	,	PUNCT
eurjchem-1050	132	26	2h	2h	NUM
eurjchem-1050	132	27	,	,	PUNCT
eurjchem-1050	132	28	och2	och2	PROPN
eurjchem-1050	132	29	)	)	PUNCT
eurjchem-1050	132	30	,	,	PUNCT
eurjchem-1050	132	31	7.28	7.28	NUM
eurjchem-1050	132	32	(	(	PUNCT
eurjchem-1050	132	33	t	t	PROPN
eurjchem-1050	132	34	,	,	PUNCT
eurjchem-1050	132	35	1h	1h	NUM
eurjchem-1050	132	36	,	,	PUNCT
eurjchem-1050	132	37	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	132	38	)	)	PUNCT
eurjchem-1050	132	39	,	,	PUNCT
eurjchem-1050	132	40	7.46	7.46	NUM
eurjchem-1050	132	41	(	(	PUNCT
eurjchem-1050	132	42	d	d	PROPN
eurjchem-1050	132	43	,	,	PUNCT
eurjchem-1050	132	44	1h	1h	NUM
eurjchem-1050	132	45	,	,	PUNCT
eurjchem-1050	132	46	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	132	47	)	)	PUNCT
eurjchem-1050	132	48	,	,	PUNCT
eurjchem-1050	132	49	7.86	7.86	NUM
eurjchem-1050	132	50	(	(	PUNCT
eurjchem-1050	132	51	s	s	PROPN
eurjchem-1050	132	52	,	,	PUNCT
eurjchem-1050	132	53	1h	1h	NUM
eurjchem-1050	132	54	,	,	PUNCT
eurjchem-1050	132	55	c‐	c‐	NOUN
eurjchem-1050	132	56	4‐h	4‐h	NOUN
eurjchem-1050	132	57	)	)	PUNCT
eurjchem-1050	132	58	,	,	PUNCT
eurjchem-1050	132	59	8.41	8.41	NUM
eurjchem-1050	132	60	(	(	PUNCT
eurjchem-1050	132	61	m	m	PROPN
eurjchem-1050	132	62	,	,	PUNCT
eurjchem-1050	132	63	1h	1h	NUM
eurjchem-1050	132	64	,	,	PUNCT
eurjchem-1050	132	65	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	132	66	)	)	PUNCT
eurjchem-1050	132	67	.	.	PUNCT
eurjchem-1050	133	1	2.12	2.12	NUM
eurjchem-1050	133	2	.	.	X
eurjchem-1050	133	3	synthesis	synthesis	NOUN
eurjchem-1050	133	4	of	of	ADP
eurjchem-1050	133	5	2‐chloro‐1,8‐naphthyridine‐3‐hydrazide	2‐chloro‐1,8‐naphthyridine‐3‐hydrazide	ADP
eurjchem-1050	133	6	(	(	PUNCT
eurjchem-1050	133	7	13	13	NUM
eurjchem-1050	133	8	)	)	PUNCT
eurjchem-1050	133	9	to	to	ADP
eurjchem-1050	133	10	a	a	DET
eurjchem-1050	133	11	solution	solution	NOUN
eurjchem-1050	133	12	of	of	ADP
eurjchem-1050	133	13	compound	compound	NOUN
eurjchem-1050	133	14	11	11	NUM
eurjchem-1050	133	15	(	(	PUNCT
eurjchem-1050	133	16	0.04	0.04	NUM
eurjchem-1050	133	17	mole	mole	NOUN
eurjchem-1050	133	18	)	)	PUNCT
eurjchem-1050	133	19	in	in	ADP
eurjchem-1050	133	20	ethanol	ethanol	NOUN
eurjchem-1050	133	21	,	,	PUNCT
eurjchem-1050	133	22	hydrazine	hydrazine	NOUN
eurjchem-1050	133	23	hydrate	hydrate	NOUN
eurjchem-1050	133	24	(	(	PUNCT
eurjchem-1050	133	25	0.2	0.2	NUM
eurjchem-1050	133	26	mole	mole	NOUN
eurjchem-1050	133	27	)	)	PUNCT
eurjchem-1050	133	28	was	be	AUX
eurjchem-1050	133	29	added	add	VERB
eurjchem-1050	133	30	and	and	CCONJ
eurjchem-1050	133	31	the	the	DET
eurjchem-1050	133	32	reaction	reaction	NOUN
eurjchem-1050	133	33	mixture	mixture	NOUN
eurjchem-1050	133	34	was	be	AUX
eurjchem-1050	133	35	stirred	stir	VERB
eurjchem-1050	133	36	for	for	ADP
eurjchem-1050	133	37	6	6	NUM
eurjchem-1050	133	38	hr	hr	NOUN
eurjchem-1050	133	39	in	in	ADP
eurjchem-1050	133	40	temperature	temperature	NOUN
eurjchem-1050	133	41	below	below	ADP
eurjchem-1050	133	42	100	100	NUM
eurjchem-1050	133	43	°	°	NOUN
eurjchem-1050	133	44	c	c	NOUN
eurjchem-1050	133	45	.	.	PUNCT
eurjchem-1050	134	1	the	the	DET
eurjchem-1050	134	2	solvent	solvent	NOUN
eurjchem-1050	134	3	was	be	AUX
eurjchem-1050	134	4	evaporated	evaporate	VERB
eurjchem-1050	134	5	to	to	ADP
eurjchem-1050	134	6	half	half	NOUN
eurjchem-1050	134	7	under	under	ADP
eurjchem-1050	134	8	reduced	reduced	ADJ
eurjchem-1050	134	9	pressure	pressure	NOUN
eurjchem-1050	134	10	.	.	PUNCT
eurjchem-1050	135	1	the	the	DET
eurjchem-1050	135	2	precipitate	precipitate	NOUN
eurjchem-1050	135	3	was	be	AUX
eurjchem-1050	135	4	cooled	cool	VERB
eurjchem-1050	135	5	and	and	CCONJ
eurjchem-1050	135	6	collected	collect	VERB
eurjchem-1050	135	7	by	by	ADP
eurjchem-1050	135	8	filtration	filtration	NOUN
eurjchem-1050	135	9	then	then	ADV
eurjchem-1050	135	10	re‐	re‐	NOUN
eurjchem-1050	135	11	crystallized	crystallize	VERB
eurjchem-1050	135	12	from	from	ADP
eurjchem-1050	135	13	ethanol	ethanol	NOUN
eurjchem-1050	135	14	to	to	PART
eurjchem-1050	135	15	give	give	VERB
eurjchem-1050	135	16	pure	pure	ADJ
eurjchem-1050	135	17	compound	compound	NOUN
eurjchem-1050	135	18	13	13	NUM
eurjchem-1050	135	19	(	(	PUNCT
eurjchem-1050	135	20	scheme	scheme	NOUN
eurjchem-1050	135	21	3	3	NUM
eurjchem-1050	135	22	)	)	PUNCT
eurjchem-1050	135	23	.	.	PUNCT
eurjchem-1050	136	1	yield	yield	NOUN
eurjchem-1050	136	2	:	:	PUNCT
eurjchem-1050	136	3	68	68	NUM
eurjchem-1050	136	4	%	%	NOUN
eurjchem-1050	136	5	.	.	PUNCT
eurjchem-1050	137	1	color	color	NOUN
eurjchem-1050	137	2	:	:	PUNCT
eurjchem-1050	137	3	brown	brown	ADJ
eurjchem-1050	137	4	.	.	PUNCT
eurjchem-1050	138	1	m.p	m.p	PROPN
eurjchem-1050	138	2	.	.	PROPN
eurjchem-1050	138	3	:	:	PUNCT
eurjchem-1050	139	1	256‐257	256‐257	NUM
eurjchem-1050	139	2	°	°	SYM
eurjchem-1050	139	3	c	c	NOUN
eurjchem-1050	139	4	.	.	PUNCT
eurjchem-1050	139	5	ft‐ir	ft‐ir	NOUN
eurjchem-1050	139	6	(	(	PUNCT
eurjchem-1050	139	7	kbr	kbr	PROPN
eurjchem-1050	139	8	,	,	PUNCT
eurjchem-1050	139	9	ν	ν	PROPN
eurjchem-1050	139	10	,	,	PUNCT
eurjchem-1050	139	11	cm‐1	cm‐1	PROPN
eurjchem-1050	139	12	):	):	PUNCT
eurjchem-1050	139	13	3315	3315	NUM
eurjchem-1050	139	14	(	(	PUNCT
eurjchem-1050	139	15	nh	nh	NOUN
eurjchem-1050	139	16	)	)	PUNCT
eurjchem-1050	139	17	,	,	PUNCT
eurjchem-1050	139	18	3100	3100	NUM
eurjchem-1050	139	19	(	(	PUNCT
eurjchem-1050	139	20	arc‐h	arc‐h	PROPN
eurjchem-1050	139	21	)	)	PUNCT
eurjchem-1050	139	22	,	,	PUNCT
eurjchem-1050	139	23	1650	1650	NUM
eurjchem-1050	139	24	(	(	PUNCT
eurjchem-1050	139	25	c	c	NOUN
eurjchem-1050	139	26	=	=	NOUN
eurjchem-1050	139	27	o	o	NOUN
eurjchem-1050	139	28	)	)	PUNCT
eurjchem-1050	139	29	,	,	PUNCT
eurjchem-1050	139	30	1585	1585	NUM
eurjchem-1050	139	31	(	(	PUNCT
eurjchem-1050	139	32	c	c	NOUN
eurjchem-1050	139	33	=	=	SYM
eurjchem-1050	139	34	n	n	NUM
eurjchem-1050	139	35	)	)	PUNCT
eurjchem-1050	139	36	,	,	PUNCT
eurjchem-1050	139	37	755	755	NUM
eurjchem-1050	139	38	(	(	PUNCT
eurjchem-1050	139	39	c‐cl	c‐cl	PROPN
eurjchem-1050	139	40	)	)	PUNCT
eurjchem-1050	139	41	.	.	PUNCT
eurjchem-1050	140	1	1h	1h	NUM
eurjchem-1050	140	2	nmr	nmr	NOUN
eurjchem-1050	140	3	(	(	PUNCT
eurjchem-1050	140	4	400	400	NUM
eurjchem-1050	140	5	mhz	mhz	NOUN
eurjchem-1050	140	6	,	,	PUNCT
eurjchem-1050	140	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	140	8	,	,	PUNCT
eurjchem-1050	140	9	δ	δ	PROPN
eurjchem-1050	140	10	,	,	PUNCT
eurjchem-1050	140	11	ppm	ppm	NUM
eurjchem-1050	140	12	):	):	PUNCT
eurjchem-1050	140	13	5.25	5.25	NUM
eurjchem-1050	140	14	(	(	PUNCT
eurjchem-1050	140	15	s	s	PROPN
eurjchem-1050	140	16	,	,	PUNCT
eurjchem-1050	140	17	2h	2h	NUM
eurjchem-1050	140	18	,	,	PUNCT
eurjchem-1050	140	19	nh2	nh2	PROPN
eurjchem-1050	140	20	)	)	PUNCT
eurjchem-1050	140	21	,	,	PUNCT
eurjchem-1050	140	22	7.35	7.35	NUM
eurjchem-1050	140	23	(	(	PUNCT
eurjchem-1050	140	24	t	t	PROPN
eurjchem-1050	140	25	,	,	PUNCT
eurjchem-1050	140	26	1h	1h	NUM
eurjchem-1050	140	27	,	,	PUNCT
eurjchem-1050	140	28	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	140	29	)	)	PUNCT
eurjchem-1050	140	30	,	,	PUNCT
eurjchem-1050	140	31	7.48	7.48	NUM
eurjchem-1050	140	32	(	(	PUNCT
eurjchem-1050	140	33	d	d	PROPN
eurjchem-1050	140	34	,	,	PUNCT
eurjchem-1050	140	35	1h	1h	NUM
eurjchem-1050	140	36	,	,	PUNCT
eurjchem-1050	140	37	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	140	38	)	)	PUNCT
eurjchem-1050	140	39	,	,	PUNCT
eurjchem-1050	140	40	8.15	8.15	NUM
eurjchem-1050	140	41	(	(	PUNCT
eurjchem-1050	140	42	s	s	PROPN
eurjchem-1050	140	43	,	,	PUNCT
eurjchem-1050	140	44	1h	1h	NUM
eurjchem-1050	140	45	,	,	PUNCT
eurjchem-1050	140	46	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	140	47	)	)	PUNCT
eurjchem-1050	140	48	,	,	PUNCT
eurjchem-1050	140	49	8.47	8.47	NUM
eurjchem-1050	140	50	(	(	PUNCT
eurjchem-1050	140	51	m	m	PROPN
eurjchem-1050	140	52	,	,	PUNCT
eurjchem-1050	140	53	1h	1h	NUM
eurjchem-1050	140	54	,	,	PUNCT
eurjchem-1050	140	55	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	140	56	)	)	PUNCT
eurjchem-1050	140	57	,	,	PUNCT
eurjchem-1050	140	58	10.78	10.78	NUM
eurjchem-1050	140	59	(	(	PUNCT
eurjchem-1050	140	60	s	s	PROPN
eurjchem-1050	140	61	,	,	PUNCT
eurjchem-1050	140	62	1h	1h	NUM
eurjchem-1050	140	63	,	,	PUNCT
eurjchem-1050	140	64	co‐nh	co‐nh	NOUN
eurjchem-1050	140	65	)	)	PUNCT
eurjchem-1050	140	66	.	.	PUNCT
eurjchem-1050	141	1	2.13	2.13	NUM
eurjchem-1050	141	2	.	.	PUNCT
eurjchem-1050	141	3	synthesis	synthesis	NOUN
eurjchem-1050	141	4	of	of	ADP
eurjchem-1050	141	5	2[(2‐chloro‐1,8‐naphthyridin‐3‐yl	2[(2‐chloro‐1,8‐naphthyridin‐3‐yl	NUM
eurjchem-1050	141	6	)	)	PUNCT
eurjchem-1050	141	7	carbonyl	carbonyl	NOUN
eurjchem-1050	141	8	]	]	PUNCT
eurjchem-1050	141	9	hydrazine	hydrazine	NOUN
eurjchem-1050	141	10	carbothioamide	carbothioamide	NOUN
eurjchem-1050	141	11	(	(	PUNCT
eurjchem-1050	141	12	14	14	NUM
eurjchem-1050	141	13	)	)	PUNCT
eurjchem-1050	141	14	a	a	DET
eurjchem-1050	141	15	mixture	mixture	NOUN
eurjchem-1050	141	16	of	of	ADP
eurjchem-1050	141	17	hydrazide	hydrazide	NOUN
eurjchem-1050	141	18	(	(	PUNCT
eurjchem-1050	141	19	13	13	NUM
eurjchem-1050	141	20	)	)	PUNCT
eurjchem-1050	141	21	(	(	PUNCT
eurjchem-1050	141	22	0.02	0.02	NUM
eurjchem-1050	141	23	mole	mole	NOUN
eurjchem-1050	141	24	)	)	PUNCT
eurjchem-1050	141	25	ammonium	ammonium	NOUN
eurjchem-1050	141	26	thiocyanate	thiocyanate	NOUN
eurjchem-1050	141	27	(	(	PUNCT
eurjchem-1050	141	28	4.56	4.56	NUM
eurjchem-1050	141	29	g	g	NOUN
eurjchem-1050	141	30	,	,	PUNCT
eurjchem-1050	141	31	0.06	0.06	NUM
eurjchem-1050	141	32	mole	mole	NOUN
eurjchem-1050	141	33	)	)	PUNCT
eurjchem-1050	141	34	,	,	PUNCT
eurjchem-1050	141	35	hydrochloric	hydrochloric	ADJ
eurjchem-1050	141	36	acid	acid	NOUN
eurjchem-1050	141	37	(	(	PUNCT
eurjchem-1050	141	38	8	8	NUM
eurjchem-1050	141	39	ml	ml	NOUN
eurjchem-1050	141	40	)	)	PUNCT
eurjchem-1050	141	41	in	in	ADP
eurjchem-1050	141	42	absolute	absolute	ADJ
eurjchem-1050	141	43	ethanol	ethanol	NOUN
eurjchem-1050	141	44	(	(	PUNCT
eurjchem-1050	141	45	50	50	NUM
eurjchem-1050	141	46	ml	ml	NOUN
eurjchem-1050	141	47	)	)	PUNCT
eurjchem-1050	141	48	was	be	AUX
eurjchem-1050	141	49	refluxed	refluxe	VERB
eurjchem-1050	141	50	for	for	ADP
eurjchem-1050	141	51	20	20	NUM
eurjchem-1050	141	52	hr	hr	NOUN
eurjchem-1050	141	53	.	.	PUNCT
eurjchem-1050	142	1	the	the	DET
eurjchem-1050	142	2	solvent	solvent	NOUN
eurjchem-1050	142	3	was	be	AUX
eurjchem-1050	142	4	evaporated	evaporate	VERB
eurjchem-1050	142	5	under	under	ADP
eurjchem-1050	142	6	reduced	reduce	VERB
eurjchem-1050	142	7	pressure	pressure	NOUN
eurjchem-1050	142	8	and	and	CCONJ
eurjchem-1050	142	9	the	the	DET
eurjchem-1050	142	10	residue	residue	NOUN
eurjchem-1050	142	11	poured	pour	VERB
eurjchem-1050	142	12	on	on	ADP
eurjchem-1050	142	13	crushed	crushed	ADJ
eurjchem-1050	142	14	ice	ice	NOUN
eurjchem-1050	142	15	with	with	ADP
eurjchem-1050	142	16	stirring	stirring	NOUN
eurjchem-1050	142	17	.	.	PUNCT
eurjchem-1050	143	1	the	the	DET
eurjchem-1050	143	2	solid	solid	ADJ
eurjchem-1050	143	3	formed	form	VERB
eurjchem-1050	143	4	filtered	filter	VERB
eurjchem-1050	143	5	and	and	CCONJ
eurjchem-1050	143	6	re‐crystallized	re‐crystallize	VERB
eurjchem-1050	143	7	from	from	ADP
eurjchem-1050	143	8	ethanol	ethanol	NOUN
eurjchem-1050	143	9	to	to	PART
eurjchem-1050	143	10	give	give	VERB
eurjchem-1050	143	11	pure	pure	ADJ
eurjchem-1050	143	12	compound	compound	NOUN
eurjchem-1050	143	13	14	14	NUM
eurjchem-1050	143	14	saleh	saleh	NOUN
eurjchem-1050	143	15	and	and	CCONJ
eurjchem-1050	143	16	ayoub	ayoub	PROPN
eurjchem-1050	143	17	/	/	SYM
eurjchem-1050	143	18	european	european	PROPN
eurjchem-1050	143	19	journal	journal	PROPN
eurjchem-1050	143	20	of	of	ADP
eurjchem-1050	143	21	chemistry	chemistry	NOUN
eurjchem-1050	143	22	5	5	NUM
eurjchem-1050	143	23	(	(	PUNCT
eurjchem-1050	143	24	3	3	NUM
eurjchem-1050	143	25	)	)	PUNCT
eurjchem-1050	143	26	(	(	PUNCT
eurjchem-1050	143	27	2014	2014	NUM
eurjchem-1050	143	28	)	)	PUNCT
eurjchem-1050	143	29	475‐480	475‐480	NOUN
eurjchem-1050	143	30	479	479	NUM
eurjchem-1050	143	31	(	(	PUNCT
eurjchem-1050	143	32	scheme	scheme	NOUN
eurjchem-1050	143	33	3	3	NUM
eurjchem-1050	143	34	)	)	PUNCT
eurjchem-1050	143	35	.	.	PUNCT
eurjchem-1050	144	1	yield	yield	NOUN
eurjchem-1050	144	2	:	:	PUNCT
eurjchem-1050	144	3	55	55	NUM
eurjchem-1050	144	4	%	%	NOUN
eurjchem-1050	144	5	.	.	PUNCT
eurjchem-1050	145	1	color	color	NOUN
eurjchem-1050	145	2	:	:	PUNCT
eurjchem-1050	145	3	brown	brown	ADJ
eurjchem-1050	145	4	.	.	PUNCT
eurjchem-1050	146	1	m.p	m.p	PROPN
eurjchem-1050	146	2	.	.	PROPN
eurjchem-1050	146	3	:	:	PUNCT
eurjchem-1050	147	1	222‐225	222‐225	PROPN
eurjchem-1050	147	2	°	°	PRON
eurjchem-1050	147	3	c	c	X
eurjchem-1050	147	4	.	.	PUNCT
eurjchem-1050	148	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	148	2	(	(	PUNCT
eurjchem-1050	148	3	kbr	kbr	PROPN
eurjchem-1050	148	4	,	,	PUNCT
eurjchem-1050	148	5	ν	ν	PROPN
eurjchem-1050	148	6	,	,	PUNCT
eurjchem-1050	148	7	cm‐1	cm‐1	PROPN
eurjchem-1050	148	8	):	):	PUNCT
eurjchem-1050	148	9	3385	3385	NUM
eurjchem-1050	148	10	(	(	PUNCT
eurjchem-1050	148	11	nh	nh	NOUN
eurjchem-1050	148	12	)	)	PUNCT
eurjchem-1050	148	13	,	,	PUNCT
eurjchem-1050	148	14	3035	3035	NUM
eurjchem-1050	148	15	(	(	PUNCT
eurjchem-1050	148	16	arc‐h	arc‐h	PROPN
eurjchem-1050	148	17	)	)	PUNCT
eurjchem-1050	148	18	,	,	PUNCT
eurjchem-1050	148	19	1660	1660	NUM
eurjchem-1050	148	20	(	(	PUNCT
eurjchem-1050	148	21	c	c	NOUN
eurjchem-1050	148	22	=	=	NOUN
eurjchem-1050	148	23	o	o	NOUN
eurjchem-1050	148	24	)	)	PUNCT
eurjchem-1050	148	25	,	,	PUNCT
eurjchem-1050	148	26	1595	1595	NUM
eurjchem-1050	148	27	(	(	PUNCT
eurjchem-1050	148	28	c	c	NOUN
eurjchem-1050	148	29	=	=	SYM
eurjchem-1050	148	30	n	n	NUM
eurjchem-1050	148	31	)	)	PUNCT
eurjchem-1050	148	32	,	,	PUNCT
eurjchem-1050	148	33	1225	1225	NUM
eurjchem-1050	148	34	(	(	PUNCT
eurjchem-1050	148	35	c	c	X
eurjchem-1050	148	36	=	=	SYM
eurjchem-1050	148	37	s	s	NOUN
eurjchem-1050	148	38	)	)	PUNCT
eurjchem-1050	148	39	,	,	PUNCT
eurjchem-1050	148	40	755	755	NUM
eurjchem-1050	148	41	(	(	PUNCT
eurjchem-1050	148	42	c‐cl	c‐cl	PROPN
eurjchem-1050	148	43	)	)	PUNCT
eurjchem-1050	148	44	.	.	PUNCT
eurjchem-1050	149	1	1h	1h	NUM
eurjchem-1050	149	2	nmr	nmr	NOUN
eurjchem-1050	149	3	(	(	PUNCT
eurjchem-1050	149	4	400	400	NUM
eurjchem-1050	149	5	mhz	mhz	NOUN
eurjchem-1050	149	6	,	,	PUNCT
eurjchem-1050	149	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	149	8	,	,	PUNCT
eurjchem-1050	149	9	δ	δ	PROPN
eurjchem-1050	149	10	,	,	PUNCT
eurjchem-1050	149	11	ppm	ppm	NUM
eurjchem-1050	149	12	):	):	PUNCT
eurjchem-1050	149	13	5.20	5.20	NUM
eurjchem-1050	149	14	(	(	PUNCT
eurjchem-1050	149	15	s	s	PROPN
eurjchem-1050	149	16	,	,	PUNCT
eurjchem-1050	149	17	2h	2h	NUM
eurjchem-1050	149	18	,	,	PUNCT
eurjchem-1050	149	19	nh2	nh2	PROPN
eurjchem-1050	149	20	)	)	PUNCT
eurjchem-1050	149	21	,	,	PUNCT
eurjchem-1050	149	22	7.45	7.45	NUM
eurjchem-1050	149	23	(	(	PUNCT
eurjchem-1050	149	24	t	t	PROPN
eurjchem-1050	149	25	,	,	PUNCT
eurjchem-1050	149	26	1h	1h	NUM
eurjchem-1050	149	27	,	,	PUNCT
eurjchem-1050	149	28	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	149	29	)	)	PUNCT
eurjchem-1050	149	30	,	,	PUNCT
eurjchem-1050	149	31	7.78	7.78	NUM
eurjchem-1050	149	32	(	(	PUNCT
eurjchem-1050	149	33	d	d	PROPN
eurjchem-1050	149	34	,	,	PUNCT
eurjchem-1050	149	35	1h	1h	NUM
eurjchem-1050	149	36	,	,	PUNCT
eurjchem-1050	149	37	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	149	38	)	)	PUNCT
eurjchem-1050	149	39	,	,	PUNCT
eurjchem-1050	149	40	7.83	7.83	NUM
eurjchem-1050	149	41	(	(	PUNCT
eurjchem-1050	149	42	s	s	PROPN
eurjchem-1050	149	43	,	,	PUNCT
eurjchem-1050	149	44	1h	1h	NUM
eurjchem-1050	149	45	,	,	PUNCT
eurjchem-1050	149	46	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	149	47	)	)	PUNCT
eurjchem-1050	149	48	,	,	PUNCT
eurjchem-1050	149	49	8.44	8.44	NUM
eurjchem-1050	149	50	(	(	PUNCT
eurjchem-1050	149	51	m	m	PROPN
eurjchem-1050	149	52	,	,	PUNCT
eurjchem-1050	149	53	1h	1h	NUM
eurjchem-1050	149	54	,	,	PUNCT
eurjchem-1050	149	55	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	149	56	)	)	PUNCT
eurjchem-1050	149	57	,	,	PUNCT
eurjchem-1050	149	58	9.52	9.52	NUM
eurjchem-1050	149	59	(	(	PUNCT
eurjchem-1050	149	60	s	s	PROPN
eurjchem-1050	149	61	,	,	PUNCT
eurjchem-1050	149	62	1h	1h	NUM
eurjchem-1050	149	63	,	,	PUNCT
eurjchem-1050	149	64	nhcs	nhcs	ADJ
eurjchem-1050	149	65	)	)	PUNCT
eurjchem-1050	149	66	,	,	PUNCT
eurjchem-1050	149	67	10.78	10.78	NUM
eurjchem-1050	149	68	(	(	PUNCT
eurjchem-1050	149	69	s	s	PROPN
eurjchem-1050	149	70	,	,	PUNCT
eurjchem-1050	149	71	1h	1h	NUM
eurjchem-1050	149	72	,	,	PUNCT
eurjchem-1050	149	73	co‐nh	co‐nh	NOUN
eurjchem-1050	149	74	)	)	PUNCT
eurjchem-1050	149	75	.	.	PUNCT
eurjchem-1050	150	1	2.14	2.14	NUM
eurjchem-1050	150	2	.	.	PUNCT
eurjchem-1050	150	3	synthesis	synthesis	NOUN
eurjchem-1050	150	4	of	of	ADP
eurjchem-1050	150	5	5‐(2‐chloro‐1,8‐naphthyridin‐3‐yl)‐4h‐	5‐(2‐chloro‐1,8‐naphthyridin‐3‐yl)‐4h‐	NUM
eurjchem-1050	150	6	1,2,4‐triazole‐3‐thiol	1,2,4‐triazole‐3‐thiol	NOUN
eurjchem-1050	150	7	(	(	PUNCT
eurjchem-1050	150	8	15	15	NUM
eurjchem-1050	150	9	)	)	PUNCT
eurjchem-1050	150	10	to	to	ADP
eurjchem-1050	150	11	ethanolic	ethanolic	ADJ
eurjchem-1050	150	12	solution	solution	NOUN
eurjchem-1050	150	13	of	of	ADP
eurjchem-1050	150	14	compound	compound	NOUN
eurjchem-1050	150	15	14	14	NUM
eurjchem-1050	150	16	(	(	PUNCT
eurjchem-1050	150	17	1.0	1.0	NUM
eurjchem-1050	150	18	mmole	mmole	NOUN
eurjchem-1050	150	19	)	)	PUNCT
eurjchem-1050	150	20	,	,	PUNCT
eurjchem-1050	150	21	sodium	sodium	NOUN
eurjchem-1050	150	22	hydroxide	hydroxide	NOUN
eurjchem-1050	150	23	(	(	PUNCT
eurjchem-1050	150	24	0.056	0.056	NUM
eurjchem-1050	150	25	g	g	NOUN
eurjchem-1050	150	26	,	,	PUNCT
eurjchem-1050	150	27	1.0	1.0	NUM
eurjchem-1050	150	28	mmole	mmole	NOUN
eurjchem-1050	150	29	)	)	PUNCT
eurjchem-1050	150	30	in	in	ADP
eurjchem-1050	150	31	5	5	NUM
eurjchem-1050	150	32	ml	ml	NOUN
eurjchem-1050	150	33	water	water	NOUN
eurjchem-1050	150	34	was	be	AUX
eurjchem-1050	150	35	added	add	VERB
eurjchem-1050	150	36	and	and	CCONJ
eurjchem-1050	150	37	stirred	stir	VERB
eurjchem-1050	150	38	for	for	ADP
eurjchem-1050	150	39	6	6	NUM
eurjchem-1050	150	40	hr	hr	NOUN
eurjchem-1050	150	41	at	at	ADP
eurjchem-1050	150	42	(	(	PUNCT
eurjchem-1050	150	43	90	90	NUM
eurjchem-1050	150	44	°	°	NOUN
eurjchem-1050	150	45	c	c	NOUN
eurjchem-1050	150	46	)	)	PUNCT
eurjchem-1050	150	47	.	.	PUNCT
eurjchem-1050	151	1	the	the	DET
eurjchem-1050	151	2	solution	solution	NOUN
eurjchem-1050	151	3	was	be	AUX
eurjchem-1050	151	4	filtered	filter	VERB
eurjchem-1050	151	5	,	,	PUNCT
eurjchem-1050	151	6	the	the	DET
eurjchem-1050	151	7	solution	solution	NOUN
eurjchem-1050	151	8	was	be	AUX
eurjchem-1050	151	9	then	then	ADV
eurjchem-1050	151	10	neutralized	neutralize	VERB
eurjchem-1050	151	11	with	with	ADP
eurjchem-1050	151	12	dilute	dilute	VERB
eurjchem-1050	151	13	hydrochloric	hydrochloric	ADJ
eurjchem-1050	151	14	acid	acid	NOUN
eurjchem-1050	151	15	.	.	PUNCT
eurjchem-1050	152	1	the	the	DET
eurjchem-1050	152	2	solid	solid	ADJ
eurjchem-1050	152	3	product	product	NOUN
eurjchem-1050	152	4	was	be	AUX
eurjchem-1050	152	5	filtered	filter	VERB
eurjchem-1050	152	6	off	off	ADP
eurjchem-1050	152	7	and	and	CCONJ
eurjchem-1050	152	8	crystallized	crystallize	VERB
eurjchem-1050	152	9	from	from	ADP
eurjchem-1050	152	10	ethanol	ethanol	NOUN
eurjchem-1050	152	11	to	to	PART
eurjchem-1050	152	12	give	give	VERB
eurjchem-1050	152	13	pure	pure	ADJ
eurjchem-1050	152	14	compound	compound	NOUN
eurjchem-1050	152	15	15	15	NUM
eurjchem-1050	152	16	(	(	PUNCT
eurjchem-1050	152	17	scheme	scheme	NOUN
eurjchem-1050	152	18	3	3	NUM
eurjchem-1050	152	19	)	)	PUNCT
eurjchem-1050	152	20	.	.	PUNCT
eurjchem-1050	153	1	yield	yield	NOUN
eurjchem-1050	153	2	:	:	PUNCT
eurjchem-1050	153	3	87	87	NUM
eurjchem-1050	153	4	%	%	NOUN
eurjchem-1050	153	5	.	.	PUNCT
eurjchem-1050	154	1	color	color	NOUN
eurjchem-1050	154	2	:	:	PUNCT
eurjchem-1050	154	3	brown	brown	ADJ
eurjchem-1050	154	4	.	.	PUNCT
eurjchem-1050	155	1	m.p	m.p	PROPN
eurjchem-1050	155	2	.	.	PROPN
eurjchem-1050	155	3	:	:	PUNCT
eurjchem-1050	156	1	225‐227	225‐227	NUM
eurjchem-1050	156	2	°	°	ADP
eurjchem-1050	156	3	c	c	X
eurjchem-1050	156	4	.	.	PUNCT
eurjchem-1050	156	5	ft‐ir	ft‐ir	NOUN
eurjchem-1050	156	6	(	(	PUNCT
eurjchem-1050	156	7	kbr	kbr	PROPN
eurjchem-1050	156	8	,	,	PUNCT
eurjchem-1050	156	9	ν	ν	PROPN
eurjchem-1050	156	10	,	,	PUNCT
eurjchem-1050	156	11	cm‐1	cm‐1	PROPN
eurjchem-1050	156	12	):	):	PUNCT
eurjchem-1050	156	13	3350	3350	NUM
eurjchem-1050	156	14	(	(	PUNCT
eurjchem-1050	156	15	nh	nh	NOUN
eurjchem-1050	156	16	)	)	PUNCT
eurjchem-1050	156	17	,	,	PUNCT
eurjchem-1050	156	18	3038	3038	NUM
eurjchem-1050	156	19	(	(	PUNCT
eurjchem-1050	156	20	arc‐h	arc‐h	PROPN
eurjchem-1050	156	21	)	)	PUNCT
eurjchem-1050	156	22	,	,	PUNCT
eurjchem-1050	156	23	1605	1605	NUM
eurjchem-1050	156	24	(	(	PUNCT
eurjchem-1050	156	25	c	c	NOUN
eurjchem-1050	156	26	=	=	SYM
eurjchem-1050	156	27	n	n	NUM
eurjchem-1050	156	28	)	)	PUNCT
eurjchem-1050	156	29	,	,	PUNCT
eurjchem-1050	156	30	1015	1015	NUM
eurjchem-1050	156	31	(	(	PUNCT
eurjchem-1050	156	32	c	c	NOUN
eurjchem-1050	156	33	=	=	SYM
eurjchem-1050	156	34	s	s	NOUN
eurjchem-1050	156	35	)	)	PUNCT
eurjchem-1050	156	36	,	,	PUNCT
eurjchem-1050	156	37	750	750	NUM
eurjchem-1050	156	38	(	(	PUNCT
eurjchem-1050	156	39	c‐cl	c‐cl	PROPN
eurjchem-1050	156	40	)	)	PUNCT
eurjchem-1050	156	41	.	.	PUNCT
eurjchem-1050	157	1	1h	1h	NUM
eurjchem-1050	157	2	nmr	nmr	NOUN
eurjchem-1050	157	3	(	(	PUNCT
eurjchem-1050	157	4	400	400	NUM
eurjchem-1050	157	5	mhz	mhz	NOUN
eurjchem-1050	157	6	,	,	PUNCT
eurjchem-1050	157	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	157	8	,	,	PUNCT
eurjchem-1050	157	9	δ	δ	PROPN
eurjchem-1050	157	10	,	,	PUNCT
eurjchem-1050	157	11	ppm	ppm	NOUN
eurjchem-1050	157	12	):	):	PUNCT
eurjchem-1050	157	13	7.21	7.21	NUM
eurjchem-1050	157	14	(	(	PUNCT
eurjchem-1050	157	15	s	s	PROPN
eurjchem-1050	157	16	,	,	PUNCT
eurjchem-1050	157	17	1h	1h	NUM
eurjchem-1050	157	18	,	,	PUNCT
eurjchem-1050	157	19	n‐h	n‐h	NUM
eurjchem-1050	157	20	)	)	PUNCT
eurjchem-1050	157	21	,	,	PUNCT
eurjchem-1050	157	22	7.45	7.45	NUM
eurjchem-1050	157	23	(	(	PUNCT
eurjchem-1050	157	24	t	t	PROPN
eurjchem-1050	157	25	,	,	PUNCT
eurjchem-1050	157	26	1h	1h	NUM
eurjchem-1050	157	27	,	,	PUNCT
eurjchem-1050	157	28	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	157	29	)	)	PUNCT
eurjchem-1050	157	30	,	,	PUNCT
eurjchem-1050	157	31	7.86	7.86	NUM
eurjchem-1050	157	32	(	(	PUNCT
eurjchem-1050	157	33	d	d	PROPN
eurjchem-1050	157	34	,	,	PUNCT
eurjchem-1050	157	35	1h	1h	NUM
eurjchem-1050	157	36	,	,	PUNCT
eurjchem-1050	157	37	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	157	38	)	)	PUNCT
eurjchem-1050	157	39	,	,	PUNCT
eurjchem-1050	157	40	8.45	8.45	NUM
eurjchem-1050	157	41	(	(	PUNCT
eurjchem-1050	157	42	s	s	PROPN
eurjchem-1050	157	43	,	,	PUNCT
eurjchem-1050	157	44	1h	1h	NUM
eurjchem-1050	157	45	,	,	PUNCT
eurjchem-1050	157	46	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	157	47	)	)	PUNCT
eurjchem-1050	157	48	,	,	PUNCT
eurjchem-1050	157	49	8.84	8.84	NUM
eurjchem-1050	157	50	(	(	PUNCT
eurjchem-1050	157	51	m	m	PROPN
eurjchem-1050	157	52	,	,	PUNCT
eurjchem-1050	157	53	1h	1h	NUM
eurjchem-1050	157	54	,	,	PUNCT
eurjchem-1050	157	55	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	157	56	)	)	PUNCT
eurjchem-1050	157	57	,	,	PUNCT
eurjchem-1050	157	58	13.68	13.68	NUM
eurjchem-1050	157	59	(	(	PUNCT
eurjchem-1050	157	60	s	s	PROPN
eurjchem-1050	157	61	,	,	PUNCT
eurjchem-1050	157	62	1h	1h	NUM
eurjchem-1050	157	63	,	,	PUNCT
eurjchem-1050	157	64	sh	sh	PROPN
eurjchem-1050	157	65	)	)	PUNCT
eurjchem-1050	157	66	.	.	PUNCT
eurjchem-1050	158	1	2.15	2.15	NUM
eurjchem-1050	158	2	.	.	PUNCT
eurjchem-1050	158	3	synthesis	synthesis	NOUN
eurjchem-1050	158	4	of	of	ADP
eurjchem-1050	158	5	5‐(2‐chloro‐1,8‐naphthyridin‐3‐yl)‐1,3,4‐	5‐(2‐chloro‐1,8‐naphthyridin‐3‐yl)‐1,3,4‐	NUM
eurjchem-1050	158	6	thiadiazol‐2‐amine	thiadiazol‐2‐amine	PROPN
eurjchem-1050	158	7	(	(	PUNCT
eurjchem-1050	158	8	16	16	NUM
eurjchem-1050	158	9	)	)	PUNCT
eurjchem-1050	158	10	to	to	ADP
eurjchem-1050	158	11	a	a	DET
eurjchem-1050	158	12	stirred	stir	VERB
eurjchem-1050	158	13	solution	solution	NOUN
eurjchem-1050	158	14	of	of	ADP
eurjchem-1050	158	15	compound	compound	NOUN
eurjchem-1050	158	16	14	14	NUM
eurjchem-1050	158	17	(	(	PUNCT
eurjchem-1050	158	18	1.0mole	1.0mole	NUM
eurjchem-1050	158	19	)	)	PUNCT
eurjchem-1050	158	20	in	in	ADP
eurjchem-1050	158	21	(	(	PUNCT
eurjchem-1050	158	22	50	50	NUM
eurjchem-1050	158	23	ml	ml	NOUN
eurjchem-1050	158	24	)	)	PUNCT
eurjchem-1050	158	25	ethanol	ethanol	NOUN
eurjchem-1050	158	26	,	,	PUNCT
eurjchem-1050	158	27	concentrated	concentrated	ADJ
eurjchem-1050	158	28	sulfuric	sulfuric	NOUN
eurjchem-1050	158	29	acid	acid	NOUN
eurjchem-1050	158	30	(	(	PUNCT
eurjchem-1050	158	31	6	6	NUM
eurjchem-1050	158	32	ml	ml	NOUN
eurjchem-1050	158	33	)	)	PUNCT
eurjchem-1050	158	34	was	be	AUX
eurjchem-1050	158	35	added	add	VERB
eurjchem-1050	158	36	and	and	CCONJ
eurjchem-1050	158	37	refluxed	refluxe	VERB
eurjchem-1050	158	38	for	for	ADP
eurjchem-1050	158	39	6	6	NUM
eurjchem-1050	158	40	hr	hr	NOUN
eurjchem-1050	158	41	at	at	ADP
eurjchem-1050	158	42	(	(	PUNCT
eurjchem-1050	158	43	90	90	NUM
eurjchem-1050	158	44	°	°	NOUN
eurjchem-1050	158	45	c	c	NOUN
eurjchem-1050	158	46	)	)	PUNCT
eurjchem-1050	158	47	.	.	PUNCT
eurjchem-1050	159	1	the	the	DET
eurjchem-1050	159	2	solution	solution	NOUN
eurjchem-1050	159	3	was	be	AUX
eurjchem-1050	159	4	poured	pour	VERB
eurjchem-1050	159	5	onto	onto	ADP
eurjchem-1050	159	6	ice	ice	NOUN
eurjchem-1050	159	7	water	water	NOUN
eurjchem-1050	159	8	,	,	PUNCT
eurjchem-1050	159	9	ammonia	ammonia	NOUN
eurjchem-1050	159	10	was	be	AUX
eurjchem-1050	159	11	added	add	VERB
eurjchem-1050	159	12	until	until	ADP
eurjchem-1050	159	13	basic	basic	ADJ
eurjchem-1050	159	14	,	,	PUNCT
eurjchem-1050	159	15	a	a	DET
eurjchem-1050	159	16	precipitate	precipitate	NOUN
eurjchem-1050	159	17	was	be	AUX
eurjchem-1050	159	18	obtained	obtain	VERB
eurjchem-1050	159	19	which	which	PRON
eurjchem-1050	159	20	was	be	AUX
eurjchem-1050	159	21	filtered	filter	VERB
eurjchem-1050	159	22	and	and	CCONJ
eurjchem-1050	159	23	crystallized	crystallize	VERB
eurjchem-1050	159	24	from	from	ADP
eurjchem-1050	159	25	ethanol	ethanol	NOUN
eurjchem-1050	159	26	to	to	PART
eurjchem-1050	159	27	give	give	VERB
eurjchem-1050	159	28	pure	pure	ADJ
eurjchem-1050	159	29	compound	compound	NOUN
eurjchem-1050	159	30	16	16	NUM
eurjchem-1050	159	31	(	(	PUNCT
eurjchem-1050	159	32	scheme	scheme	NOUN
eurjchem-1050	159	33	3	3	NUM
eurjchem-1050	159	34	)	)	PUNCT
eurjchem-1050	159	35	.	.	PUNCT
eurjchem-1050	160	1	yield	yield	NOUN
eurjchem-1050	160	2	:	:	PUNCT
eurjchem-1050	160	3	92	92	NUM
eurjchem-1050	160	4	%	%	NOUN
eurjchem-1050	160	5	.	.	PUNCT
eurjchem-1050	161	1	color	color	NOUN
eurjchem-1050	161	2	:	:	PUNCT
eurjchem-1050	161	3	brown	brown	ADJ
eurjchem-1050	161	4	.	.	PUNCT
eurjchem-1050	162	1	m.p	m.p	PROPN
eurjchem-1050	162	2	.	.	PROPN
eurjchem-1050	162	3	:	:	PUNCT
eurjchem-1050	163	1	202‐205	202‐205	NUM
eurjchem-1050	163	2	°	°	SYM
eurjchem-1050	163	3	c	c	NOUN
eurjchem-1050	163	4	.	.	PUNCT
eurjchem-1050	164	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	164	2	(	(	PUNCT
eurjchem-1050	164	3	kbr	kbr	PROPN
eurjchem-1050	164	4	,	,	PUNCT
eurjchem-1050	164	5	ν	ν	PROPN
eurjchem-1050	164	6	,	,	PUNCT
eurjchem-1050	164	7	cm‐1	cm‐1	PROPN
eurjchem-1050	164	8	):	):	PUNCT
eurjchem-1050	164	9	3450	3450	NUM
eurjchem-1050	164	10	(	(	PUNCT
eurjchem-1050	164	11	nh	nh	NOUN
eurjchem-1050	164	12	)	)	PUNCT
eurjchem-1050	164	13	,	,	PUNCT
eurjchem-1050	164	14	3040	3040	NUM
eurjchem-1050	164	15	(	(	PUNCT
eurjchem-1050	164	16	arc‐	arc‐	NOUN
eurjchem-1050	164	17	h	h	NOUN
eurjchem-1050	164	18	)	)	PUNCT
eurjchem-1050	164	19	,	,	PUNCT
eurjchem-1050	164	20	1610	1610	NUM
eurjchem-1050	164	21	(	(	PUNCT
eurjchem-1050	164	22	c	c	NOUN
eurjchem-1050	164	23	=	=	SYM
eurjchem-1050	164	24	n	n	NUM
eurjchem-1050	164	25	)	)	PUNCT
eurjchem-1050	164	26	,	,	PUNCT
eurjchem-1050	164	27	765	765	NUM
eurjchem-1050	164	28	(	(	PUNCT
eurjchem-1050	164	29	c‐cl	c‐cl	PROPN
eurjchem-1050	164	30	)	)	PUNCT
eurjchem-1050	164	31	.	.	PUNCT
eurjchem-1050	165	1	1h	1h	NUM
eurjchem-1050	165	2	nmr	nmr	NOUN
eurjchem-1050	165	3	(	(	PUNCT
eurjchem-1050	165	4	400	400	NUM
eurjchem-1050	165	5	mhz	mhz	NOUN
eurjchem-1050	165	6	,	,	PUNCT
eurjchem-1050	165	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	165	8	,	,	PUNCT
eurjchem-1050	165	9	δ	δ	PROPN
eurjchem-1050	165	10	,	,	PUNCT
eurjchem-1050	165	11	ppm	ppm	NUM
eurjchem-1050	165	12	):	):	PUNCT
eurjchem-1050	165	13	3.5	3.5	NUM
eurjchem-1050	165	14	(	(	PUNCT
eurjchem-1050	165	15	s	s	PROPN
eurjchem-1050	165	16	,	,	PUNCT
eurjchem-1050	165	17	2h	2h	NUM
eurjchem-1050	165	18	,	,	PUNCT
eurjchem-1050	165	19	nh2	nh2	PROPN
eurjchem-1050	165	20	)	)	PUNCT
eurjchem-1050	165	21	,	,	PUNCT
eurjchem-1050	165	22	7.45	7.45	NUM
eurjchem-1050	165	23	(	(	PUNCT
eurjchem-1050	165	24	t	t	PROPN
eurjchem-1050	165	25	,	,	PUNCT
eurjchem-1050	165	26	1h	1h	NUM
eurjchem-1050	165	27	,	,	PUNCT
eurjchem-1050	165	28	c‐6‐h	c‐6‐h	NOUN
eurjchem-1050	165	29	)	)	PUNCT
eurjchem-1050	165	30	,	,	PUNCT
eurjchem-1050	165	31	7.85	7.85	NUM
eurjchem-1050	165	32	(	(	PUNCT
eurjchem-1050	165	33	d	d	PROPN
eurjchem-1050	165	34	,	,	PUNCT
eurjchem-1050	165	35	1h	1h	NUM
eurjchem-1050	165	36	,	,	PUNCT
eurjchem-1050	165	37	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	165	38	)	)	PUNCT
eurjchem-1050	165	39	,	,	PUNCT
eurjchem-1050	165	40	8.45	8.45	NUM
eurjchem-1050	165	41	(	(	PUNCT
eurjchem-1050	165	42	s	s	PROPN
eurjchem-1050	165	43	,	,	PUNCT
eurjchem-1050	165	44	1h	1h	NUM
eurjchem-1050	165	45	,	,	PUNCT
eurjchem-1050	165	46	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	165	47	)	)	PUNCT
eurjchem-1050	165	48	,	,	PUNCT
eurjchem-1050	165	49	8.85	8.85	NUM
eurjchem-1050	165	50	(	(	PUNCT
eurjchem-1050	165	51	m	m	PROPN
eurjchem-1050	165	52	,	,	PUNCT
eurjchem-1050	165	53	1h	1h	NUM
eurjchem-1050	165	54	,	,	PUNCT
eurjchem-1050	165	55	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	165	56	)	)	PUNCT
eurjchem-1050	165	57	.	.	PUNCT
eurjchem-1050	166	1	2.16	2.16	NUM
eurjchem-1050	166	2	.	.	PUNCT
eurjchem-1050	166	3	synthesis	synthesis	NOUN
eurjchem-1050	166	4	of	of	ADP
eurjchem-1050	166	5	5‐(2‐chloro‐1,8‐naphthyridin‐3‐yl)‐1,3,4‐	5‐(2‐chloro‐1,8‐naphthyridin‐3‐yl)‐1,3,4‐	NUM
eurjchem-1050	166	6	oxadiazole‐2(3h)‐thione	oxadiazole‐2(3h)‐thione	NOUN
eurjchem-1050	166	7	(	(	PUNCT
eurjchem-1050	166	8	17	17	NUM
eurjchem-1050	166	9	)	)	PUNCT
eurjchem-1050	166	10	to	to	ADP
eurjchem-1050	166	11	ethanolic	ethanolic	ADJ
eurjchem-1050	166	12	solution	solution	NOUN
eurjchem-1050	166	13	of	of	ADP
eurjchem-1050	166	14	hydrazide	hydrazide	NOUN
eurjchem-1050	166	15	(	(	PUNCT
eurjchem-1050	166	16	13	13	NUM
eurjchem-1050	166	17	)	)	PUNCT
eurjchem-1050	166	18	(	(	PUNCT
eurjchem-1050	166	19	1.0	1.0	NUM
eurjchem-1050	166	20	mmole	mmole	NOUN
eurjchem-1050	166	21	)	)	PUNCT
eurjchem-1050	166	22	potassium	potassium	NOUN
eurjchem-1050	166	23	hydroxide	hydroxide	NOUN
eurjchem-1050	166	24	(	(	PUNCT
eurjchem-1050	166	25	0.056	0.056	NUM
eurjchem-1050	166	26	g	g	NOUN
eurjchem-1050	166	27	,	,	PUNCT
eurjchem-1050	166	28	1.0	1.0	NUM
eurjchem-1050	166	29	mmole	mmole	NOUN
eurjchem-1050	166	30	)	)	PUNCT
eurjchem-1050	166	31	and	and	CCONJ
eurjchem-1050	166	32	carbon	carbon	NOUN
eurjchem-1050	166	33	disulfide	disulfide	NOUN
eurjchem-1050	166	34	(	(	PUNCT
eurjchem-1050	166	35	2	2	NUM
eurjchem-1050	166	36	mmole	mmole	NOUN
eurjchem-1050	166	37	)	)	PUNCT
eurjchem-1050	166	38	was	be	AUX
eurjchem-1050	166	39	added	add	VERB
eurjchem-1050	166	40	.	.	PUNCT
eurjchem-1050	167	1	the	the	DET
eurjchem-1050	167	2	mixture	mixture	NOUN
eurjchem-1050	167	3	was	be	AUX
eurjchem-1050	167	4	heated	heat	VERB
eurjchem-1050	167	5	under	under	ADP
eurjchem-1050	167	6	reflux	reflux	NOUN
eurjchem-1050	167	7	until	until	SCONJ
eurjchem-1050	167	8	the	the	DET
eurjchem-1050	167	9	hydrogen	hydrogen	NOUN
eurjchem-1050	167	10	sulfide	sulfide	NOUN
eurjchem-1050	167	11	evolution	evolution	NOUN
eurjchem-1050	167	12	ceased	cease	VERB
eurjchem-1050	167	13	.	.	PUNCT
eurjchem-1050	168	1	the	the	DET
eurjchem-1050	168	2	solvent	solvent	NOUN
eurjchem-1050	168	3	was	be	AUX
eurjchem-1050	168	4	then	then	ADV
eurjchem-1050	168	5	removed	remove	VERB
eurjchem-1050	168	6	,	,	PUNCT
eurjchem-1050	168	7	water	water	NOUN
eurjchem-1050	168	8	added	add	VERB
eurjchem-1050	168	9	and	and	CCONJ
eurjchem-1050	168	10	the	the	DET
eurjchem-1050	168	11	solution	solution	NOUN
eurjchem-1050	168	12	was	be	AUX
eurjchem-1050	168	13	filtered	filter	VERB
eurjchem-1050	168	14	off	off	ADP
eurjchem-1050	168	15	.	.	PUNCT
eurjchem-1050	169	1	the	the	DET
eurjchem-1050	169	2	filtrate	filtrate	NOUN
eurjchem-1050	169	3	was	be	AUX
eurjchem-1050	169	4	acidified	acidify	VERB
eurjchem-1050	169	5	with	with	ADP
eurjchem-1050	169	6	diluted	dilute	VERB
eurjchem-1050	169	7	hydrochloride	hydrochloride	NOUN
eurjchem-1050	169	8	acid	acid	NOUN
eurjchem-1050	169	9	.	.	PUNCT
eurjchem-1050	170	1	the	the	DET
eurjchem-1050	170	2	precipitate	precipitate	NOUN
eurjchem-1050	170	3	formed	form	VERB
eurjchem-1050	170	4	was	be	AUX
eurjchem-1050	170	5	collected	collect	VERB
eurjchem-1050	170	6	washed	wash	VERB
eurjchem-1050	170	7	with	with	ADP
eurjchem-1050	170	8	water	water	NOUN
eurjchem-1050	170	9	and	and	CCONJ
eurjchem-1050	170	10	crystallized	crystallize	VERB
eurjchem-1050	170	11	from	from	ADP
eurjchem-1050	170	12	ethanol	ethanol	NOUN
eurjchem-1050	170	13	to	to	PART
eurjchem-1050	170	14	give	give	VERB
eurjchem-1050	170	15	pure	pure	ADJ
eurjchem-1050	170	16	compound	compound	NOUN
eurjchem-1050	170	17	17	17	NUM
eurjchem-1050	170	18	(	(	PUNCT
eurjchem-1050	170	19	scheme	scheme	NOUN
eurjchem-1050	170	20	3	3	NUM
eurjchem-1050	170	21	)	)	PUNCT
eurjchem-1050	170	22	.	.	PUNCT
eurjchem-1050	171	1	yield	yield	NOUN
eurjchem-1050	171	2	:	:	PUNCT
eurjchem-1050	171	3	90	90	NUM
eurjchem-1050	171	4	%	%	NOUN
eurjchem-1050	171	5	.	.	PUNCT
eurjchem-1050	172	1	color	color	NOUN
eurjchem-1050	172	2	:	:	PUNCT
eurjchem-1050	172	3	yellow	yellow	ADJ
eurjchem-1050	172	4	.	.	PUNCT
eurjchem-1050	173	1	m.p	m.p	PROPN
eurjchem-1050	173	2	.	.	PROPN
eurjchem-1050	173	3	:	:	PUNCT
eurjchem-1050	174	1	196‐198	196‐198	PROPN
eurjchem-1050	174	2	°	°	SYM
eurjchem-1050	174	3	c	c	X
eurjchem-1050	174	4	.	.	PUNCT
eurjchem-1050	175	1	ft‐ir	ft‐ir	NOUN
eurjchem-1050	175	2	(	(	PUNCT
eurjchem-1050	175	3	kbr	kbr	PROPN
eurjchem-1050	175	4	,	,	PUNCT
eurjchem-1050	175	5	ν	ν	PROPN
eurjchem-1050	175	6	,	,	PUNCT
eurjchem-1050	175	7	cm‐1	cm‐1	PROPN
eurjchem-1050	175	8	):	):	PUNCT
eurjchem-1050	175	9	3382	3382	NUM
eurjchem-1050	175	10	,	,	PUNCT
eurjchem-1050	175	11	3220	3220	NUM
eurjchem-1050	175	12	(	(	PUNCT
eurjchem-1050	175	13	nh	nh	NOUN
eurjchem-1050	175	14	)	)	PUNCT
eurjchem-1050	175	15	,	,	PUNCT
eurjchem-1050	175	16	3050	3050	NUM
eurjchem-1050	175	17	(	(	PUNCT
eurjchem-1050	175	18	arc‐h	arc‐h	PROPN
eurjchem-1050	175	19	)	)	PUNCT
eurjchem-1050	175	20	,	,	PUNCT
eurjchem-1050	175	21	1605	1605	NUM
eurjchem-1050	175	22	(	(	PUNCT
eurjchem-1050	175	23	c	c	NOUN
eurjchem-1050	175	24	=	=	SYM
eurjchem-1050	175	25	n	n	NUM
eurjchem-1050	175	26	)	)	PUNCT
eurjchem-1050	175	27	,	,	PUNCT
eurjchem-1050	175	28	1050	1050	NUM
eurjchem-1050	175	29	(	(	PUNCT
eurjchem-1050	175	30	c	c	X
eurjchem-1050	175	31	=	=	SYM
eurjchem-1050	175	32	s	s	NOUN
eurjchem-1050	175	33	)	)	PUNCT
eurjchem-1050	175	34	,	,	PUNCT
eurjchem-1050	175	35	755	755	NUM
eurjchem-1050	175	36	(	(	PUNCT
eurjchem-1050	175	37	c‐cl	c‐cl	PROPN
eurjchem-1050	175	38	)	)	PUNCT
eurjchem-1050	175	39	.	.	PUNCT
eurjchem-1050	176	1	1h	1h	NUM
eurjchem-1050	176	2	nmr	nmr	NOUN
eurjchem-1050	176	3	(	(	PUNCT
eurjchem-1050	176	4	400	400	NUM
eurjchem-1050	176	5	mhz	mhz	NOUN
eurjchem-1050	176	6	,	,	PUNCT
eurjchem-1050	176	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-1050	176	8	,	,	PUNCT
eurjchem-1050	176	9	δ	δ	PROPN
eurjchem-1050	176	10	,	,	PUNCT
eurjchem-1050	176	11	ppm	ppm	NUM
eurjchem-1050	176	12	):	):	PUNCT
eurjchem-1050	176	13	7.40	7.40	NUM
eurjchem-1050	176	14	(	(	PUNCT
eurjchem-1050	176	15	t	t	PROPN
eurjchem-1050	176	16	,	,	PUNCT
eurjchem-1050	176	17	1h	1h	NUM
eurjchem-1050	176	18	,	,	PUNCT
eurjchem-1050	176	19	c‐	c‐	NOUN
eurjchem-1050	176	20	6‐h	6‐h	NOUN
eurjchem-1050	176	21	)	)	PUNCT
eurjchem-1050	176	22	,	,	PUNCT
eurjchem-1050	176	23	7.6	7.6	NUM
eurjchem-1050	176	24	(	(	PUNCT
eurjchem-1050	176	25	s	s	PROPN
eurjchem-1050	176	26	,	,	PUNCT
eurjchem-1050	176	27	1h	1h	NUM
eurjchem-1050	176	28	,	,	PUNCT
eurjchem-1050	176	29	nh	nh	PROPN
eurjchem-1050	176	30	)	)	PUNCT
eurjchem-1050	176	31	,	,	PUNCT
eurjchem-1050	176	32	7.80	7.80	NUM
eurjchem-1050	176	33	(	(	PUNCT
eurjchem-1050	176	34	d	d	PROPN
eurjchem-1050	176	35	,	,	PUNCT
eurjchem-1050	176	36	1h	1h	NUM
eurjchem-1050	176	37	,	,	PUNCT
eurjchem-1050	176	38	c‐5‐h	c‐5‐h	NOUN
eurjchem-1050	176	39	)	)	PUNCT
eurjchem-1050	176	40	,	,	PUNCT
eurjchem-1050	176	41	8.40	8.40	NUM
eurjchem-1050	176	42	(	(	PUNCT
eurjchem-1050	176	43	s	s	PROPN
eurjchem-1050	176	44	,	,	PUNCT
eurjchem-1050	176	45	1h	1h	NUM
eurjchem-1050	176	46	,	,	PUNCT
eurjchem-1050	176	47	c‐4‐h	c‐4‐h	PROPN
eurjchem-1050	176	48	)	)	PUNCT
eurjchem-1050	176	49	,	,	PUNCT
eurjchem-1050	176	50	8.82	8.82	NUM
eurjchem-1050	176	51	(	(	PUNCT
eurjchem-1050	176	52	m	m	PROPN
eurjchem-1050	176	53	,	,	PUNCT
eurjchem-1050	176	54	1h	1h	NUM
eurjchem-1050	176	55	,	,	PUNCT
eurjchem-1050	176	56	c‐7‐h	c‐7‐h	NOUN
eurjchem-1050	176	57	)	)	PUNCT
eurjchem-1050	176	58	.	.	PUNCT
eurjchem-1050	177	1	3	3	X
eurjchem-1050	177	2	.	.	NOUN
eurjchem-1050	177	3	result	result	NOUN
eurjchem-1050	177	4	and	and	CCONJ
eurjchem-1050	177	5	discussion	discussion	NOUN
eurjchem-1050	177	6	3.1	3.1	NUM
eurjchem-1050	177	7	.	.	PUNCT
eurjchem-1050	178	1	synthesis	synthesis	VERB
eurjchem-1050	178	2	the	the	DET
eurjchem-1050	178	3	starting	starting	NOUN
eurjchem-1050	178	4	material	material	NOUN
eurjchem-1050	178	5	2‐chloro‐3‐formyl‐1,8‐naphthyridine	2‐chloro‐3‐formyl‐1,8‐naphthyridine	NUM
eurjchem-1050	178	6	(	(	PUNCT
eurjchem-1050	178	7	1	1	NUM
eurjchem-1050	178	8	)	)	PUNCT
eurjchem-1050	178	9	was	be	AUX
eurjchem-1050	178	10	synthesized	synthesize	VERB
eurjchem-1050	178	11	by	by	ADP
eurjchem-1050	178	12	the	the	DET
eurjchem-1050	178	13	reaction	reaction	NOUN
eurjchem-1050	178	14	of	of	ADP
eurjchem-1050	178	15	n‐(pyridine‐2‐yl	n‐(pyridine‐2‐yl	NOUN
eurjchem-1050	178	16	)	)	PUNCT
eurjchem-1050	178	17	acetamide	acetamide	NOUN
eurjchem-1050	178	18	with	with	ADP
eurjchem-1050	178	19	dmf‐pocl3	dmf‐pocl3	PROPN
eurjchem-1050	178	20	at	at	ADP
eurjchem-1050	178	21	80‐90	80‐90	NUM
eurjchem-1050	178	22	°	°	ADP
eurjchem-1050	178	23	c	c	NOUN
eurjchem-1050	178	24	.	.	PUNCT
eurjchem-1050	179	1	the	the	DET
eurjchem-1050	179	2	vilsmeier	vilsmeier	PROPN
eurjchem-1050	179	3	cyclization	cyclization	NOUN
eurjchem-1050	179	4	of	of	ADP
eurjchem-1050	179	5	n‐(pyridine‐2‐yl)acetamide	n‐(pyridine‐2‐yl)acetamide	NOUN
eurjchem-1050	179	6	was	be	AUX
eurjchem-1050	179	7	carried	carry	VERB
eurjchem-1050	179	8	out	out	ADP
eurjchem-1050	179	9	by	by	ADP
eurjchem-1050	179	10	adding	add	VERB
eurjchem-1050	179	11	pocl3	pocl3	NOUN
eurjchem-1050	179	12	to	to	PART
eurjchem-1050	179	13	substrate	substrate	VERB
eurjchem-1050	179	14	in	in	ADP
eurjchem-1050	179	15	dmf	dmf	PROPN
eurjchem-1050	179	16	at	at	ADP
eurjchem-1050	179	17	0‐5	0‐5	NUM
eurjchem-1050	179	18	°	°	ADP
eurjchem-1050	180	1	c	c	NOUN
eurjchem-1050	180	2	followed	follow	VERB
eurjchem-1050	180	3	by	by	ADP
eurjchem-1050	180	4	heating	heat	VERB
eurjchem-1050	180	5	to	to	ADP
eurjchem-1050	180	6	90	90	NUM
eurjchem-1050	180	7	°	°	NOUN
eurjchem-1050	180	8	c	c	NOUN
eurjchem-1050	180	9	[	[	X
eurjchem-1050	180	10	21	21	NUM
eurjchem-1050	180	11	]	]	X
eurjchem-1050	180	12	(	(	PUNCT
eurjchem-1050	180	13	scheme	scheme	NOUN
eurjchem-1050	180	14	1	1	NUM
eurjchem-1050	180	15	)	)	PUNCT
eurjchem-1050	180	16	the	the	DET
eurjchem-1050	180	17	structure	structure	NOUN
eurjchem-1050	180	18	of	of	ADP
eurjchem-1050	180	19	compound	compound	NOUN
eurjchem-1050	180	20	1	1	NUM
eurjchem-1050	180	21	could	could	AUX
eurjchem-1050	180	22	be	be	AUX
eurjchem-1050	180	23	matched	match	VERB
eurjchem-1050	180	24	with	with	ADP
eurjchem-1050	180	25	their	their	PRON
eurjchem-1050	180	26	spectral	spectral	ADJ
eurjchem-1050	180	27	data	datum	NOUN
eurjchem-1050	180	28	.	.	PUNCT
eurjchem-1050	181	1	the	the	DET
eurjchem-1050	181	2	ir	ir	PROPN
eurjchem-1050	181	3	spectrum	spectrum	NOUN
eurjchem-1050	181	4	of	of	ADP
eurjchem-1050	181	5	compound	compound	NOUN
eurjchem-1050	181	6	1	1	NUM
eurjchem-1050	181	7	showed	show	VERB
eurjchem-1050	181	8	a	a	DET
eurjchem-1050	181	9	band	band	NOUN
eurjchem-1050	181	10	for	for	ADP
eurjchem-1050	181	11	carbonyl	carbonyl	NOUN
eurjchem-1050	181	12	group	group	NOUN
eurjchem-1050	181	13	at	at	ADP
eurjchem-1050	181	14	1720	1720	NUM
eurjchem-1050	181	15	cm‐1	cm‐1	NOUN
eurjchem-1050	181	16	and	and	CCONJ
eurjchem-1050	181	17	band	band	NOUN
eurjchem-1050	181	18	at	at	ADP
eurjchem-1050	181	19	2780	2780	NUM
eurjchem-1050	181	20	cm‐1	cm‐1	NOUN
eurjchem-1050	181	21	for	for	ADP
eurjchem-1050	181	22	νch	νch	PROPN
eurjchem-1050	181	23	,	,	PUNCT
eurjchem-1050	181	24	and	and	CCONJ
eurjchem-1050	181	25	the	the	DET
eurjchem-1050	181	26	1h	1h	NUM
eurjchem-1050	181	27	nmr	nmr	NOUN
eurjchem-1050	181	28	spectrum	spectrum	NOUN
eurjchem-1050	181	29	indicated	indicate	VERB
eurjchem-1050	181	30	the	the	DET
eurjchem-1050	181	31	presence	presence	NOUN
eurjchem-1050	181	32	of	of	ADP
eurjchem-1050	181	33	aldehyde	aldehyde	NOUN
eurjchem-1050	181	34	proton	proton	NOUN
eurjchem-1050	181	35	at	at	ADP
eurjchem-1050	181	36	δ	δ	PROPN
eurjchem-1050	181	37	9.85	9.85	NUM
eurjchem-1050	181	38	ppm	ppm	NOUN
eurjchem-1050	181	39	.	.	PUNCT
eurjchem-1050	182	1	treatment	treatment	NOUN
eurjchem-1050	182	2	of	of	ADP
eurjchem-1050	182	3	compound	compound	NOUN
eurjchem-1050	182	4	1	1	NUM
eurjchem-1050	182	5	with	with	ADP
eurjchem-1050	182	6	sodium	sodium	NOUN
eurjchem-1050	182	7	sulphide	sulphide	NOUN
eurjchem-1050	182	8	afford	afford	NOUN
eurjchem-1050	182	9	2‐	2‐	NUM
eurjchem-1050	182	10	mercapto‐3‐formyl‐1,8‐naphthyridine	mercapto‐3‐formyl‐1,8‐naphthyridine	X
eurjchem-1050	182	11	(	(	PUNCT
eurjchem-1050	182	12	2	2	NUM
eurjchem-1050	182	13	)	)	PUNCT
eurjchem-1050	183	1	[	[	X
eurjchem-1050	183	2	22	22	NUM
eurjchem-1050	183	3	]	]	PUNCT
eurjchem-1050	183	4	(	(	PUNCT
eurjchem-1050	183	5	scheme	scheme	NOUN
eurjchem-1050	183	6	2	2	NUM
eurjchem-1050	183	7	)	)	PUNCT
eurjchem-1050	183	8	.	.	PUNCT
eurjchem-1050	184	1	the	the	DET
eurjchem-1050	184	2	ir	ir	PROPN
eurjchem-1050	184	3	spectra	spectra	PROPN
eurjchem-1050	184	4	showed	show	VERB
eurjchem-1050	184	5	a	a	DET
eurjchem-1050	184	6	sharp	sharp	ADJ
eurjchem-1050	184	7	and	and	CCONJ
eurjchem-1050	184	8	strong	strong	ADJ
eurjchem-1050	184	9	absorption	absorption	NOUN
eurjchem-1050	184	10	at	at	ADP
eurjchem-1050	184	11	1690	1690	NUM
eurjchem-1050	184	12	cm‐1	cm‐1	NOUN
eurjchem-1050	184	13	for	for	ADP
eurjchem-1050	184	14	carbonyl	carbonyl	NOUN
eurjchem-1050	184	15	group	group	NOUN
eurjchem-1050	184	16	and	and	CCONJ
eurjchem-1050	184	17	strong	strong	ADJ
eurjchem-1050	184	18	absorption	absorption	NOUN
eurjchem-1050	184	19	at	at	ADP
eurjchem-1050	184	20	1050	1050	NUM
eurjchem-1050	184	21	cm‐1	cm‐1	NOUN
eurjchem-1050	184	22	for	for	ADP
eurjchem-1050	184	23	c	c	NOUN
eurjchem-1050	184	24	=	=	NOUN
eurjchem-1050	184	25	s	s	NOUN
eurjchem-1050	184	26	and	and	CCONJ
eurjchem-1050	184	27	absence	absence	NOUN
eurjchem-1050	184	28	of	of	ADP
eurjchem-1050	184	29	absorption	absorption	NOUN
eurjchem-1050	184	30	775	775	NUM
eurjchem-1050	184	31	cm‐1	cm‐1	NOUN
eurjchem-1050	184	32	for	for	ADP
eurjchem-1050	184	33	c‐cl	c‐cl	PROPN
eurjchem-1050	184	34	.	.	PUNCT
eurjchem-1050	185	1	the	the	DET
eurjchem-1050	185	2	1h	1h	NUM
eurjchem-1050	185	3	nmr	nmr	NOUN
eurjchem-1050	185	4	spectrum	spectrum	NOUN
eurjchem-1050	185	5	indicated	indicate	VERB
eurjchem-1050	185	6	the	the	DET
eurjchem-1050	185	7	presence	presence	NOUN
eurjchem-1050	185	8	of	of	ADP
eurjchem-1050	185	9	aldehydic	aldehydic	ADJ
eurjchem-1050	185	10	proton	proton	NOUN
eurjchem-1050	185	11	at	at	ADP
eurjchem-1050	185	12	δ	δ	PROPN
eurjchem-1050	185	13	9.88	9.88	NUM
eurjchem-1050	185	14	ppm	ppm	NOUN
eurjchem-1050	185	15	.	.	PUNCT
eurjchem-1050	186	1	the	the	DET
eurjchem-1050	186	2	reaction	reaction	NOUN
eurjchem-1050	186	3	of	of	ADP
eurjchem-1050	186	4	compound	compound	NOUN
eurjchem-1050	186	5	1	1	NUM
eurjchem-1050	186	6	with	with	ADP
eurjchem-1050	186	7	na2s	na2s	PROPN
eurjchem-1050	186	8	/	/	SYM
eurjchem-1050	186	9	dmf	dmf	PROPN
eurjchem-1050	186	10	followed	follow	VERB
eurjchem-1050	186	11	by	by	ADP
eurjchem-1050	186	12	reaction	reaction	NOUN
eurjchem-1050	186	13	with	with	ADP
eurjchem-1050	186	14	alkyl	alkyl	PROPN
eurjchem-1050	186	15	halide	halide	NOUN
eurjchem-1050	186	16	afforded	afford	VERB
eurjchem-1050	186	17	thioethers	thioether	NOUN
eurjchem-1050	186	18	3	3	NUM
eurjchem-1050	186	19	and	and	CCONJ
eurjchem-1050	186	20	4	4	NUM
eurjchem-1050	186	21	.	.	PUNCT
eurjchem-1050	187	1	the	the	DET
eurjchem-1050	187	2	1h	1h	NUM
eurjchem-1050	187	3	nmr	nmr	NOUN
eurjchem-1050	187	4	spectra	spectra	NOUN
eurjchem-1050	187	5	of	of	ADP
eurjchem-1050	187	6	compound	compound	NOUN
eurjchem-1050	187	7	3	3	NUM
eurjchem-1050	187	8	shows	show	VERB
eurjchem-1050	187	9	a	a	DET
eurjchem-1050	187	10	singlet	singlet	NOUN
eurjchem-1050	187	11	at	at	ADP
eurjchem-1050	187	12	δ	δ	PROPN
eurjchem-1050	187	13	2.86	2.86	NUM
eurjchem-1050	187	14	ppm	ppm	NOUN
eurjchem-1050	187	15	for	for	ADP
eurjchem-1050	187	16	s‐ch3	s‐ch3	NOUN
eurjchem-1050	187	17	,	,	PUNCT
eurjchem-1050	187	18	and	and	CCONJ
eurjchem-1050	187	19	compound	compound	NOUN
eurjchem-1050	187	20	4	4	NUM
eurjchem-1050	187	21	shows	show	VERB
eurjchem-1050	187	22	singlet	singlet	NOUN
eurjchem-1050	187	23	at	at	ADP
eurjchem-1050	187	24	δ	δ	PROPN
eurjchem-1050	187	25	4.6	4.6	NUM
eurjchem-1050	187	26	ppm	ppm	NOUN
eurjchem-1050	187	27	for	for	ADP
eurjchem-1050	187	28	s‐ch2‐	s‐ch2‐	NOUN
eurjchem-1050	187	29	and	and	CCONJ
eurjchem-1050	187	30	multiplets	multiplet	NOUN
eurjchem-1050	187	31	at	at	ADP
eurjchem-1050	187	32	δ	δ	PROPN
eurjchem-1050	187	33	7.1‐7.4	7.1‐7.4	NUM
eurjchem-1050	187	34	ppm	ppm	NOUN
eurjchem-1050	187	35	for	for	ADP
eurjchem-1050	187	36	ar‐h	ar‐h	PROPN
eurjchem-1050	187	37	.	.	PUNCT
eurjchem-1050	188	1	to	to	PART
eurjchem-1050	188	2	prepare	prepare	VERB
eurjchem-1050	188	3	schiff	schiff	NOUN
eurjchem-1050	188	4	base	base	NOUN
eurjchem-1050	188	5	(	(	PUNCT
eurjchem-1050	188	6	5	5	NUM
eurjchem-1050	188	7	,	,	PUNCT
eurjchem-1050	188	8	6	6	NUM
eurjchem-1050	188	9	and	and	CCONJ
eurjchem-1050	188	10	7	7	NUM
eurjchem-1050	188	11	)	)	PUNCT
eurjchem-1050	188	12	,	,	PUNCT
eurjchem-1050	188	13	the	the	DET
eurjchem-1050	188	14	compound	compound	NOUN
eurjchem-1050	188	15	1	1	NUM
eurjchem-1050	188	16	was	be	AUX
eurjchem-1050	188	17	treated	treat	VERB
eurjchem-1050	188	18	with	with	ADP
eurjchem-1050	188	19	phenyl	phenyl	NOUN
eurjchem-1050	188	20	hydrazine	hydrazine	NOUN
eurjchem-1050	188	21	or	or	CCONJ
eurjchem-1050	188	22	substituted	substitute	VERB
eurjchem-1050	188	23	phenyl	phenyl	NOUN
eurjchem-1050	188	24	hydrazine	hydrazine	NOUN
eurjchem-1050	188	25	.	.	PUNCT
eurjchem-1050	189	1	the	the	DET
eurjchem-1050	189	2	ir	ir	PROPN
eurjchem-1050	189	3	spectrum	spectrum	NOUN
eurjchem-1050	189	4	of	of	ADP
eurjchem-1050	189	5	compounds	compound	NOUN
eurjchem-1050	189	6	showed	show	VERB
eurjchem-1050	189	7	the	the	DET
eurjchem-1050	189	8	absence	absence	NOUN
eurjchem-1050	189	9	of	of	ADP
eurjchem-1050	189	10	absorption	absorption	NOUN
eurjchem-1050	189	11	at	at	ADP
eurjchem-1050	189	12	1720	1720	NUM
eurjchem-1050	189	13	cm‐1	cm‐1	NOUN
eurjchem-1050	189	14	for	for	ADP
eurjchem-1050	189	15	νc	νc	NOUN
eurjchem-1050	189	16	=	=	NOUN
eurjchem-1050	189	17	o	o	X
eurjchem-1050	189	18	and	and	CCONJ
eurjchem-1050	189	19	showed	show	VERB
eurjchem-1050	189	20	absorption	absorption	NOUN
eurjchem-1050	189	21	between	between	ADP
eurjchem-1050	189	22	3340	3340	NUM
eurjchem-1050	189	23	,	,	PUNCT
eurjchem-1050	189	24	3335	3335	NUM
eurjchem-1050	189	25	and	and	CCONJ
eurjchem-1050	189	26	3324	3324	NUM
eurjchem-1050	189	27	cm‐1	cm‐1	NOUN
eurjchem-1050	189	28	for	for	ADP
eurjchem-1050	189	29	nh	nh	PROPN
eurjchem-1050	189	30	groups	group	NOUN
eurjchem-1050	189	31	,	,	PUNCT
eurjchem-1050	189	32	respectively	respectively	ADV
eurjchem-1050	189	33	.	.	PUNCT
eurjchem-1050	190	1	the	the	DET
eurjchem-1050	190	2	1h	1h	NUM
eurjchem-1050	190	3	nmr	nmr	NOUN
eurjchem-1050	190	4	spectrum	spectrum	NOUN
eurjchem-1050	190	5	of	of	ADP
eurjchem-1050	190	6	compounds	compound	NOUN
eurjchem-1050	190	7	(	(	PUNCT
eurjchem-1050	190	8	5	5	NUM
eurjchem-1050	190	9	,	,	PUNCT
eurjchem-1050	190	10	6	6	NUM
eurjchem-1050	190	11	and	and	CCONJ
eurjchem-1050	190	12	7	7	NUM
eurjchem-1050	190	13	)	)	PUNCT
eurjchem-1050	190	14	exhibited	exhibit	VERB
eurjchem-1050	190	15	no	no	DET
eurjchem-1050	190	16	peak	peak	NOUN
eurjchem-1050	190	17	corresponding	correspond	VERB
eurjchem-1050	190	18	to	to	ADP
eurjchem-1050	190	19	aldehydic	aldehydic	ADJ
eurjchem-1050	190	20	proton	proton	NOUN
eurjchem-1050	190	21	instead	instead	ADV
eurjchem-1050	190	22	it	it	PRON
eurjchem-1050	190	23	shows	show	VERB
eurjchem-1050	190	24	signals	signal	NOUN
eurjchem-1050	190	25	at	at	ADP
eurjchem-1050	190	26	δ	δ	PROPN
eurjchem-1050	190	27	7.3	7.3	NUM
eurjchem-1050	190	28	,	,	PUNCT
eurjchem-1050	190	29	6.2	6.2	NUM
eurjchem-1050	190	30	and	and	CCONJ
eurjchem-1050	190	31	7.2	7.2	NUM
eurjchem-1050	190	32	ppm	ppm	NOUN
eurjchem-1050	190	33	for	for	ADP
eurjchem-1050	190	34	nh	nh	NOUN
eurjchem-1050	190	35	,	,	PUNCT
eurjchem-1050	190	36	respectively	respectively	ADV
eurjchem-1050	190	37	.	.	PUNCT
eurjchem-1050	191	1	the	the	DET
eurjchem-1050	191	2	substituted	substitute	VERB
eurjchem-1050	191	3	schiff	schiff	NOUN
eurjchem-1050	191	4	base	base	NOUN
eurjchem-1050	191	5	(	(	PUNCT
eurjchem-1050	191	6	5	5	NUM
eurjchem-1050	191	7	,	,	PUNCT
eurjchem-1050	191	8	6	6	NUM
eurjchem-1050	191	9	and	and	CCONJ
eurjchem-1050	191	10	7	7	NUM
eurjchem-1050	191	11	)	)	PUNCT
eurjchem-1050	191	12	was	be	AUX
eurjchem-1050	191	13	also	also	ADV
eurjchem-1050	191	14	reacted	react	VERB
eurjchem-1050	191	15	with	with	ADP
eurjchem-1050	191	16	chloro	chloro	NOUN
eurjchem-1050	191	17	acetyl	acetyl	NOUN
eurjchem-1050	191	18	chloride	chloride	NOUN
eurjchem-1050	191	19	in	in	ADP
eurjchem-1050	191	20	the	the	DET
eurjchem-1050	191	21	presence	presence	NOUN
eurjchem-1050	191	22	of	of	ADP
eurjchem-1050	191	23	triethylamine	triethylamine	NOUN
eurjchem-1050	191	24	to	to	PART
eurjchem-1050	191	25	give	give	VERB
eurjchem-1050	191	26	azetidin‐2‐one	azetidin‐2‐one	NOUN
eurjchem-1050	191	27	derivatives	derivative	NOUN
eurjchem-1050	191	28	(	(	PUNCT
eurjchem-1050	191	29	8	8	NUM
eurjchem-1050	191	30	,	,	PUNCT
eurjchem-1050	191	31	9	9	NUM
eurjchem-1050	191	32	and	and	CCONJ
eurjchem-1050	191	33	10	10	NUM
eurjchem-1050	191	34	)	)	PUNCT
eurjchem-1050	191	35	.	.	PUNCT
eurjchem-1050	192	1	the	the	DET
eurjchem-1050	192	2	formation	formation	NOUN
eurjchem-1050	192	3	of	of	ADP
eurjchem-1050	192	4	compounds	compound	NOUN
eurjchem-1050	192	5	were	be	AUX
eurjchem-1050	192	6	supported	support	VERB
eurjchem-1050	192	7	spectroscopically	spectroscopically	ADV
eurjchem-1050	192	8	by	by	ADP
eurjchem-1050	192	9	showing	show	VERB
eurjchem-1050	192	10	the	the	DET
eurjchem-1050	192	11	absence	absence	NOUN
eurjchem-1050	192	12	of	of	ADP
eurjchem-1050	192	13	ch	ch	NOUN
eurjchem-1050	192	14	=	=	NOUN
eurjchem-1050	192	15	n	n	PRON
eurjchem-1050	192	16	proton	proton	NOUN
eurjchem-1050	192	17	at	at	ADP
eurjchem-1050	192	18	δ	δ	PROPN
eurjchem-1050	192	19	9.02‐9.14	9.02‐9.14	NUM
eurjchem-1050	192	20	ppm	ppm	VERB
eurjchem-1050	192	21	in	in	ADP
eurjchem-1050	192	22	the	the	DET
eurjchem-1050	192	23	1h	1h	NUM
eurjchem-1050	192	24	nmr	nmr	NOUN
eurjchem-1050	192	25	spectra	spectra	NOUN
eurjchem-1050	192	26	and	and	CCONJ
eurjchem-1050	192	27	presence	presence	NOUN
eurjchem-1050	192	28	of	of	ADP
eurjchem-1050	192	29	strong	strong	ADJ
eurjchem-1050	192	30	absorption	absorption	NOUN
eurjchem-1050	192	31	at	at	ADP
eurjchem-1050	192	32	1665	1665	NUM
eurjchem-1050	192	33	cm‐1	cm‐1	NOUN
eurjchem-1050	192	34	in	in	ADP
eurjchem-1050	192	35	the	the	DET
eurjchem-1050	192	36	ir	ir	PROPN
eurjchem-1050	192	37	for	for	ADP
eurjchem-1050	192	38	νc	νc	NOUN
eurjchem-1050	192	39	=	=	NOUN
eurjchem-1050	192	40	o	o	NOUN
eurjchem-1050	192	41	in	in	ADP
eurjchem-1050	192	42	the	the	DET
eurjchem-1050	192	43	azetidine	azetidine	PROPN
eurjchem-1050	192	44	rings	ring	NOUN
eurjchem-1050	192	45	.	.	PUNCT
eurjchem-1050	193	1	the	the	DET
eurjchem-1050	193	2	formyl	formyl	ADJ
eurjchem-1050	193	3	group	group	NOUN
eurjchem-1050	193	4	in	in	ADP
eurjchem-1050	193	5	1,8‐naphthyridine	1,8‐naphthyridine	NUM
eurjchem-1050	193	6	(	(	PUNCT
eurjchem-1050	193	7	1	1	NUM
eurjchem-1050	193	8	)	)	PUNCT
eurjchem-1050	193	9	was	be	AUX
eurjchem-1050	193	10	oxidized	oxidize	VERB
eurjchem-1050	193	11	to	to	ADP
eurjchem-1050	193	12	esters	ester	NOUN
eurjchem-1050	193	13	(	(	PUNCT
eurjchem-1050	193	14	11	11	NUM
eurjchem-1050	193	15	and	and	CCONJ
eurjchem-1050	193	16	12	12	NUM
eurjchem-1050	193	17	)	)	PUNCT
eurjchem-1050	193	18	in	in	ADP
eurjchem-1050	193	19	good	good	ADJ
eurjchem-1050	193	20	yield	yield	NOUN
eurjchem-1050	193	21	by	by	ADP
eurjchem-1050	193	22	using	use	VERB
eurjchem-1050	193	23	nis‐k2co3	nis‐k2co3	VERB
eurjchem-1050	193	24	in	in	ADP
eurjchem-1050	193	25	ch3oh	ch3oh	ADV
eurjchem-1050	193	26	/	/	SYM
eurjchem-1050	193	27	c2h5oh	c2h5oh	NOUN
eurjchem-1050	193	28	at	at	ADP
eurjchem-1050	193	29	room	room	NOUN
eurjchem-1050	193	30	temperature	temperature	NOUN
eurjchem-1050	193	31	(	(	PUNCT
eurjchem-1050	193	32	scheme	scheme	NOUN
eurjchem-1050	193	33	3	3	NUM
eurjchem-1050	193	34	)	)	PUNCT
eurjchem-1050	193	35	.	.	PUNCT
eurjchem-1050	194	1	the	the	DET
eurjchem-1050	194	2	ir	ir	PROPN
eurjchem-1050	194	3	spectrum	spectrum	NOUN
eurjchem-1050	194	4	of	of	ADP
eurjchem-1050	194	5	compounds	compound	NOUN
eurjchem-1050	194	6	11	11	NUM
eurjchem-1050	194	7	and	and	CCONJ
eurjchem-1050	194	8	12	12	NUM
eurjchem-1050	194	9	showed	show	VERB
eurjchem-1050	194	10	a	a	DET
eurjchem-1050	194	11	sharp	sharp	ADJ
eurjchem-1050	194	12	strong	strong	ADJ
eurjchem-1050	194	13	absorption	absorption	NOUN
eurjchem-1050	194	14	at	at	ADP
eurjchem-1050	194	15	1735	1735	NUM
eurjchem-1050	194	16	and	and	CCONJ
eurjchem-1050	194	17	1730	1730	NUM
eurjchem-1050	194	18	cm‐1	cm‐1	NOUN
eurjchem-1050	194	19	due	due	ADP
eurjchem-1050	194	20	to	to	ADP
eurjchem-1050	194	21	the	the	DET
eurjchem-1050	194	22	presence	presence	NOUN
eurjchem-1050	194	23	of	of	ADP
eurjchem-1050	194	24	ester	ester	NOUN
eurjchem-1050	194	25	function	function	NOUN
eurjchem-1050	194	26	in	in	ADP
eurjchem-1050	194	27	the	the	DET
eurjchem-1050	194	28	structures	structure	NOUN
eurjchem-1050	194	29	,	,	PUNCT
eurjchem-1050	194	30	respectively	respectively	ADV
eurjchem-1050	194	31	.	.	PUNCT
eurjchem-1050	195	1	the	the	DET
eurjchem-1050	195	2	1h	1h	NUM
eurjchem-1050	195	3	nmr	nmr	NOUN
eurjchem-1050	195	4	spectra	spectra	NOUN
eurjchem-1050	195	5	substantiated	substantiate	VERB
eurjchem-1050	195	6	the	the	DET
eurjchem-1050	195	7	results	result	NOUN
eurjchem-1050	195	8	of	of	ADP
eurjchem-1050	195	9	the	the	DET
eurjchem-1050	195	10	ir	ir	PROPN
eurjchem-1050	195	11	analysis	analysis	NOUN
eurjchem-1050	195	12	.	.	PUNCT
eurjchem-1050	196	1	the	the	DET
eurjchem-1050	196	2	characteristic	characteristic	ADJ
eurjchem-1050	196	3	signals	signal	NOUN
eurjchem-1050	196	4	of	of	ADP
eurjchem-1050	196	5	an	an	DET
eurjchem-1050	196	6	ester	ester	NOUN
eurjchem-1050	196	7	moiety	moiety	NOUN
eurjchem-1050	196	8	confirm	confirm	VERB
eurjchem-1050	196	9	the	the	DET
eurjchem-1050	196	10	presence	presence	NOUN
eurjchem-1050	196	11	of	of	ADP
eurjchem-1050	196	12	an	an	DET
eurjchem-1050	196	13	ester	ester	NOUN
eurjchem-1050	196	14	group	group	NOUN
eurjchem-1050	196	15	in	in	ADP
eurjchem-1050	196	16	the	the	DET
eurjchem-1050	196	17	structure	structure	NOUN
eurjchem-1050	196	18	as	as	ADP
eurjchem-1050	196	19	singlet	singlet	NOUN
eurjchem-1050	196	20	at	at	ADP
eurjchem-1050	196	21	δ	δ	PROPN
eurjchem-1050	196	22	4.15	4.15	NUM
eurjchem-1050	196	23	ppm	ppm	NOUN
eurjchem-1050	196	24	for	for	ADP
eurjchem-1050	196	25	o‐ch3	o‐ch3	NOUN
eurjchem-1050	196	26	for	for	ADP
eurjchem-1050	196	27	compound	compound	NOUN
eurjchem-1050	196	28	11	11	NUM
eurjchem-1050	196	29	and	and	CCONJ
eurjchem-1050	196	30	as	as	ADP
eurjchem-1050	196	31	quartet	quartet	NOUN
eurjchem-1050	196	32	and	and	CCONJ
eurjchem-1050	196	33	triplet	triplet	NOUN
eurjchem-1050	196	34	for	for	ADP
eurjchem-1050	196	35	ch2	ch2	PROPN
eurjchem-1050	196	36	and	and	CCONJ
eurjchem-1050	196	37	ch3	ch3	PROPN
eurjchem-1050	196	38	at	at	ADP
eurjchem-1050	196	39	δ	δ	PROPN
eurjchem-1050	196	40	4.4	4.4	NUM
eurjchem-1050	196	41	and	and	CCONJ
eurjchem-1050	196	42	1.48	1.48	NUM
eurjchem-1050	196	43	ppm	ppm	NOUN
eurjchem-1050	196	44	,	,	PUNCT
eurjchem-1050	196	45	respectively	respectively	ADV
eurjchem-1050	196	46	,	,	PUNCT
eurjchem-1050	196	47	for	for	ADP
eurjchem-1050	196	48	compound	compound	NOUN
eurjchem-1050	196	49	12	12	NUM
eurjchem-1050	196	50	.	.	PUNCT
eurjchem-1050	197	1	then	then	ADV
eurjchem-1050	197	2	compound	compound	VERB
eurjchem-1050	197	3	11	11	NUM
eurjchem-1050	197	4	was	be	AUX
eurjchem-1050	197	5	reacted	react	VERB
eurjchem-1050	197	6	with	with	ADP
eurjchem-1050	197	7	hydrazine	hydrazine	NOUN
eurjchem-1050	197	8	hydrate	hydrate	NOUN
eurjchem-1050	197	9	in	in	ADP
eurjchem-1050	197	10	ethanol	ethanol	NOUN
eurjchem-1050	197	11	at	at	ADP
eurjchem-1050	197	12	reflux	reflux	NOUN
eurjchem-1050	197	13	temperature	temperature	NOUN
eurjchem-1050	197	14	to	to	PART
eurjchem-1050	197	15	obtain	obtain	VERB
eurjchem-1050	197	16	2‐chloro‐1,8‐	2‐chloro‐1,8‐	NUM
eurjchem-1050	197	17	naphthyridine‐3‐hydrazide	naphthyridine‐3‐hydrazide	NOUN
eurjchem-1050	197	18	.	.	PUNCT
eurjchem-1050	198	1	the	the	DET
eurjchem-1050	198	2	ir	ir	PROPN
eurjchem-1050	198	3	spectrum	spectrum	NOUN
eurjchem-1050	198	4	of	of	ADP
eurjchem-1050	198	5	compound	compound	NOUN
eurjchem-1050	198	6	13	13	NUM
eurjchem-1050	198	7	showed	show	VERB
eurjchem-1050	198	8	the	the	DET
eurjchem-1050	198	9	absence	absence	NOUN
eurjchem-1050	198	10	of	of	ADP
eurjchem-1050	198	11	ester	ester	NOUN
eurjchem-1050	198	12	stretching	stretch	VERB
eurjchem-1050	198	13	frequency	frequency	NOUN
eurjchem-1050	198	14	instead	instead	ADV
eurjchem-1050	198	15	it	it	PRON
eurjchem-1050	198	16	gave	give	VERB
eurjchem-1050	198	17	a	a	DET
eurjchem-1050	198	18	band	band	NOUN
eurjchem-1050	198	19	at	at	ADP
eurjchem-1050	198	20	1650	1650	NUM
eurjchem-1050	198	21	cm‐1	cm‐1	NOUN
eurjchem-1050	198	22	for	for	ADP
eurjchem-1050	198	23	carbonyl	carbonyl	NOUN
eurjchem-1050	198	24	group	group	NOUN
eurjchem-1050	198	25	and	and	CCONJ
eurjchem-1050	198	26	band	band	NOUN
eurjchem-1050	198	27	at	at	ADP
eurjchem-1050	198	28	3315	3315	NUM
eurjchem-1050	198	29	cm‐1	cm‐1	NOUN
eurjchem-1050	198	30	for	for	ADP
eurjchem-1050	198	31	nh	nh	PROPN
eurjchem-1050	198	32	group	group	NOUN
eurjchem-1050	198	33	.	.	PUNCT
eurjchem-1050	199	1	1h	1h	NUM
eurjchem-1050	199	2	nmr	nmr	NOUN
eurjchem-1050	199	3	spectrum	spectrum	NOUN
eurjchem-1050	199	4	of	of	ADP
eurjchem-1050	199	5	compound	compound	NOUN
eurjchem-1050	199	6	13	13	NUM
eurjchem-1050	199	7	exhibited	exhibit	VERB
eurjchem-1050	199	8	no	no	DET
eurjchem-1050	199	9	peak	peak	NOUN
eurjchem-1050	199	10	corresponding	correspond	VERB
eurjchem-1050	199	11	to	to	ADP
eurjchem-1050	199	12	ester	ester	NOUN
eurjchem-1050	199	13	instead	instead	ADV
eurjchem-1050	199	14	it	it	PRON
eurjchem-1050	199	15	shows	show	VERB
eurjchem-1050	199	16	signals	signal	NOUN
eurjchem-1050	199	17	at	at	ADP
eurjchem-1050	199	18	δ	δ	PROPN
eurjchem-1050	199	19	10.78	10.78	NUM
eurjchem-1050	199	20	ppm	ppm	NOUN
eurjchem-1050	199	21	and	and	CCONJ
eurjchem-1050	199	22	at	at	ADP
eurjchem-1050	199	23	δ	δ	PROPN
eurjchem-1050	199	24	5.25	5.25	NUM
eurjchem-1050	199	25	ppm	ppm	NOUN
eurjchem-1050	199	26	for	for	ADP
eurjchem-1050	199	27	conh	conh	NOUN
eurjchem-1050	199	28	and	and	CCONJ
eurjchem-1050	199	29	nh2	nh2	PROPN
eurjchem-1050	199	30	of	of	ADP
eurjchem-1050	199	31	hydrazide	hydrazide	ADJ
eurjchem-1050	199	32	,	,	PUNCT
eurjchem-1050	199	33	respectively	respectively	ADV
eurjchem-1050	199	34	.	.	PUNCT
eurjchem-1050	200	1	thiosemicarbazide	thiosemicarbazide	ADJ
eurjchem-1050	200	2	(	(	PUNCT
eurjchem-1050	200	3	14	14	NUM
eurjchem-1050	200	4	)	)	PUNCT
eurjchem-1050	200	5	was	be	AUX
eurjchem-1050	200	6	synthesized	synthesize	VERB
eurjchem-1050	200	7	from	from	ADP
eurjchem-1050	200	8	reaction	reaction	NOUN
eurjchem-1050	200	9	of	of	ADP
eurjchem-1050	200	10	compound	compound	NOUN
eurjchem-1050	200	11	13	13	NUM
eurjchem-1050	200	12	with	with	ADP
eurjchem-1050	200	13	ammonium	ammonium	NOUN
eurjchem-1050	200	14	thiocyanate	thiocyanate	NOUN
eurjchem-1050	200	15	.	.	PUNCT
eurjchem-1050	201	1	the	the	DET
eurjchem-1050	201	2	1h	1h	NUM
eurjchem-1050	201	3	nmr	nmr	NOUN
eurjchem-1050	201	4	showed	show	VERB
eurjchem-1050	201	5	two	two	NUM
eurjchem-1050	201	6	characteristic	characteristic	ADJ
eurjchem-1050	201	7	singlet	singlet	NOUN
eurjchem-1050	201	8	for	for	ADP
eurjchem-1050	201	9	csnh	csnh	NOUN
eurjchem-1050	201	10	and	and	CCONJ
eurjchem-1050	201	11	conh	conh	NOUN
eurjchem-1050	201	12	at	at	ADP
eurjchem-1050	201	13	δ	δ	PROPN
eurjchem-1050	201	14	9.52	9.52	NUM
eurjchem-1050	201	15	and	and	CCONJ
eurjchem-1050	201	16	10.78	10.78	NUM
eurjchem-1050	201	17	ppm	ppm	NOUN
eurjchem-1050	201	18	,	,	PUNCT
eurjchem-1050	201	19	respectively	respectively	ADV
eurjchem-1050	201	20	.	.	PUNCT
eurjchem-1050	202	1	the	the	DET
eurjchem-1050	202	2	ir	ir	PROPN
eurjchem-1050	202	3	spectrum	spectrum	PROPN
eurjchem-1050	202	4	supported	support	VERB
eurjchem-1050	202	5	these	these	DET
eurjchem-1050	202	6	results	result	NOUN
eurjchem-1050	202	7	and	and	CCONJ
eurjchem-1050	202	8	showed	show	VERB
eurjchem-1050	202	9	band	band	NOUN
eurjchem-1050	202	10	at	at	ADP
eurjchem-1050	202	11	1660	1660	NUM
eurjchem-1050	202	12	and	and	CCONJ
eurjchem-1050	202	13	1225	1225	NUM
eurjchem-1050	202	14	cm‐1	cm‐1	NOUN
eurjchem-1050	202	15	for	for	ADP
eurjchem-1050	202	16	c	c	NOUN
eurjchem-1050	202	17	=	=	NOUN
eurjchem-1050	202	18	o	o	NOUN
eurjchem-1050	202	19	and	and	CCONJ
eurjchem-1050	202	20	c	c	NOUN
eurjchem-1050	202	21	=	=	NOUN
eurjchem-1050	202	22	s	s	PART
eurjchem-1050	202	23	group	group	NOUN
eurjchem-1050	202	24	,	,	PUNCT
eurjchem-1050	202	25	respectively	respectively	ADV
eurjchem-1050	202	26	.	.	PUNCT
eurjchem-1050	203	1	compound	compound	NOUN
eurjchem-1050	203	2	15	15	NUM
eurjchem-1050	203	3	and	and	CCONJ
eurjchem-1050	203	4	16	16	NUM
eurjchem-1050	203	5	was	be	AUX
eurjchem-1050	203	6	synthesized	synthesize	VERB
eurjchem-1050	203	7	from	from	ADP
eurjchem-1050	203	8	the	the	DET
eurjchem-1050	203	9	cyclization	cyclization	NOUN
eurjchem-1050	203	10	of	of	ADP
eurjchem-1050	203	11	thiosemicarbazide	thiosemicarbazide	NOUN
eurjchem-1050	203	12	(	(	PUNCT
eurjchem-1050	203	13	14	14	NUM
eurjchem-1050	203	14	)	)	PUNCT
eurjchem-1050	203	15	in	in	ADP
eurjchem-1050	203	16	basic	basic	ADJ
eurjchem-1050	203	17	and	and	CCONJ
eurjchem-1050	203	18	acidic	acidic	ADJ
eurjchem-1050	203	19	medium	medium	NOUN
eurjchem-1050	203	20	.	.	PUNCT
eurjchem-1050	204	1	the	the	DET
eurjchem-1050	204	2	1h	1h	NUM
eurjchem-1050	204	3	nmr	nmr	NOUN
eurjchem-1050	204	4	is	be	AUX
eurjchem-1050	204	5	characterized	characterize	VERB
eurjchem-1050	204	6	by	by	ADP
eurjchem-1050	204	7	the	the	DET
eurjchem-1050	204	8	disappearance	disappearance	NOUN
eurjchem-1050	204	9	of	of	ADP
eurjchem-1050	204	10	thiosemicar‐	thiosemicar‐	NUM
eurjchem-1050	204	11	bazide	bazide	NOUN
eurjchem-1050	204	12	signals	signal	NOUN
eurjchem-1050	204	13	.	.	PUNCT
eurjchem-1050	205	1	the	the	DET
eurjchem-1050	205	2	reaction	reaction	NOUN
eurjchem-1050	205	3	of	of	ADP
eurjchem-1050	205	4	compound	compound	NOUN
eurjchem-1050	205	5	3	3	NUM
eurjchem-1050	205	6	with	with	ADP
eurjchem-1050	205	7	carbon	carbon	NOUN
eurjchem-1050	205	8	disulfide	disulfide	NOUN
eurjchem-1050	205	9	in	in	ADP
eurjchem-1050	205	10	alcoholic	alcoholic	ADJ
eurjchem-1050	205	11	potassium	potassium	NOUN
eurjchem-1050	205	12	hydroxide	hydroxide	NOUN
eurjchem-1050	205	13	affords	afford	NOUN
eurjchem-1050	205	14	oxadiazolo	oxadiazolo	NOUN
eurjchem-1050	205	15	(	(	PUNCT
eurjchem-1050	205	16	17	17	NUM
eurjchem-1050	205	17	)	)	PUNCT
eurjchem-1050	205	18	(	(	PUNCT
eurjchem-1050	205	19	scheme	scheme	NOUN
eurjchem-1050	205	20	3	3	NUM
eurjchem-1050	205	21	)	)	PUNCT
eurjchem-1050	205	22	.	.	PUNCT
eurjchem-1050	206	1	3.2	3.2	NUM
eurjchem-1050	206	2	.	.	PUNCT
eurjchem-1050	207	1	biological	biological	ADJ
eurjchem-1050	207	2	studies	study	NOUN
eurjchem-1050	207	3	the	the	DET
eurjchem-1050	207	4	biological	biological	ADJ
eurjchem-1050	207	5	studies	study	NOUN
eurjchem-1050	207	6	of	of	ADP
eurjchem-1050	207	7	compounds	compound	NOUN
eurjchem-1050	207	8	(	(	PUNCT
eurjchem-1050	207	9	15	15	NUM
eurjchem-1050	207	10	,	,	PUNCT
eurjchem-1050	207	11	16	16	NUM
eurjchem-1050	207	12	and	and	CCONJ
eurjchem-1050	207	13	17	17	NUM
eurjchem-1050	207	14	)	)	PUNCT
eurjchem-1050	207	15	were	be	AUX
eurjchem-1050	207	16	assayed	assayed	ADJ
eurjchem-1050	207	17	for	for	ADP
eurjchem-1050	207	18	antibacterial	antibacterial	ADJ
eurjchem-1050	207	19	activity	activity	NOUN
eurjchem-1050	207	20	against	against	ADP
eurjchem-1050	207	21	two	two	NUM
eurjchem-1050	207	22	representative	representative	ADJ
eurjchem-1050	207	23	gram‐positive	gram‐positive	ADJ
eurjchem-1050	207	24	organisms	organism	NOUN
eurjchem-1050	207	25	such	such	ADJ
eurjchem-1050	207	26	as	as	ADP
eurjchem-1050	207	27	staphylococcus	staphylococcus	NOUN
eurjchem-1050	207	28	aureus	aureus	NOUN
eurjchem-1050	207	29	,	,	PUNCT
eurjchem-1050	207	30	staphylococcus	staphylococcus	NOUN
eurjchem-1050	207	31	epidermidis	epidermidi	NOUN
eurjchem-1050	207	32	and	and	CCONJ
eurjchem-1050	207	33	two	two	NUM
eurjchem-1050	207	34	gram‐negative	gram‐negative	ADJ
eurjchem-1050	207	35	organism	organism	NOUN
eurjchem-1050	207	36	such	such	ADJ
eurjchem-1050	207	37	as	as	ADP
eurjchem-1050	207	38	escherichia	escherichia	NOUN
eurjchem-1050	207	39	coli	coli	NOUN
eurjchem-1050	207	40	and	and	CCONJ
eurjchem-1050	207	41	proteus	proteus	NOUN
eurjchem-1050	207	42	vulgaris	vulgaris	NOUN
eurjchem-1050	207	43	by	by	ADP
eurjchem-1050	207	44	broth	broth	ADJ
eurjchem-1050	207	45	dilution	dilution	NOUN
eurjchem-1050	207	46	method	method	NOUN
eurjchem-1050	207	47	.	.	PUNCT
eurjchem-1050	208	1	ciprofloxacin	ciprofloxacin	PROPN
eurjchem-1050	208	2	was	be	AUX
eurjchem-1050	208	3	used	use	VERB
eurjchem-1050	208	4	as	as	ADP
eurjchem-1050	208	5	standard	standard	NOUN
eurjchem-1050	208	6	for	for	ADP
eurjchem-1050	208	7	comparison	comparison	NOUN
eurjchem-1050	208	8	of	of	ADP
eurjchem-1050	208	9	antibacterial	antibacterial	ADJ
eurjchem-1050	208	10	activities	activity	NOUN
eurjchem-1050	208	11	.	.	PUNCT
eurjchem-1050	209	1	inhibition	inhibition	NOUN
eurjchem-1050	209	2	was	be	AUX
eurjchem-1050	209	3	recorded	record	VERB
eurjchem-1050	209	4	by	by	ADP
eurjchem-1050	209	5	measuring	measure	VERB
eurjchem-1050	209	6	the	the	DET
eurjchem-1050	209	7	diameter	diameter	NOUN
eurjchem-1050	209	8	of	of	ADP
eurjchem-1050	209	9	the	the	DET
eurjchem-1050	209	10	inhibition	inhibition	NOUN
eurjchem-1050	209	11	zone	zone	NOUN
eurjchem-1050	209	12	at	at	ADP
eurjchem-1050	209	13	the	the	DET
eurjchem-1050	209	14	end	end	NOUN
eurjchem-1050	209	15	of	of	ADP
eurjchem-1050	209	16	24	24	NUM
eurjchem-1050	209	17	hr	hr	NOUN
eurjchem-1050	209	18	at	at	ADP
eurjchem-1050	209	19	35	35	NUM
eurjchem-1050	209	20	°	°	NOUN
eurjchem-1050	209	21	c	c	NOUN
eurjchem-1050	209	22	.	.	PUNCT
eurjchem-1050	210	1	the	the	DET
eurjchem-1050	210	2	results	result	NOUN
eurjchem-1050	210	3	showed	show	VERB
eurjchem-1050	210	4	that	that	SCONJ
eurjchem-1050	210	5	these	these	DET
eurjchem-1050	210	6	compounds	compound	NOUN
eurjchem-1050	210	7	(	(	PUNCT
eurjchem-1050	210	8	15	15	NUM
eurjchem-1050	210	9	,	,	PUNCT
eurjchem-1050	210	10	16	16	NUM
eurjchem-1050	210	11	and	and	CCONJ
eurjchem-1050	210	12	17	17	NUM
eurjchem-1050	210	13	)	)	PUNCT
eurjchem-1050	210	14	have	have	VERB
eurjchem-1050	210	15	a	a	DET
eurjchem-1050	210	16	good	good	ADJ
eurjchem-1050	210	17	activity	activity	NOUN
eurjchem-1050	210	18	against	against	ADP
eurjchem-1050	210	19	(	(	PUNCT
eurjchem-1050	210	20	staphylococcus	staphylococcus	NOUN
eurjchem-1050	210	21	aureus	aureus	PROPN
eurjchem-1050	210	22	and	and	CCONJ
eurjchem-1050	210	23	staphylococcus	staphylococcus	NOUN
eurjchem-1050	210	24	epidermidis	epidermidi	NOUN
eurjchem-1050	210	25	)	)	PUNCT
eurjchem-1050	210	26	table	table	NOUN
eurjchem-1050	210	27	1	1	NUM
eurjchem-1050	210	28	.	.	PUNCT
eurjchem-1050	210	29	480	480	NUM
eurjchem-1050	210	30	saleh	saleh	NOUN
eurjchem-1050	210	31	and	and	CCONJ
eurjchem-1050	210	32	ayoub	ayoub	PROPN
eurjchem-1050	210	33	/	/	SYM
eurjchem-1050	210	34	european	european	PROPN
eurjchem-1050	210	35	journal	journal	PROPN
eurjchem-1050	210	36	of	of	ADP
eurjchem-1050	210	37	chemistry	chemistry	NOUN
eurjchem-1050	210	38	5	5	NUM
eurjchem-1050	210	39	(	(	PUNCT
eurjchem-1050	210	40	3	3	NUM
eurjchem-1050	210	41	)	)	PUNCT
eurjchem-1050	210	42	(	(	PUNCT
eurjchem-1050	210	43	2014	2014	NUM
eurjchem-1050	210	44	)	)	PUNCT
eurjchem-1050	210	45	475‐480	475‐480	NOUN
eurjchem-1050	210	46	table	table	NOUN
eurjchem-1050	210	47	1	1	NUM
eurjchem-1050	210	48	.	.	PUNCT
eurjchem-1050	210	49	antibacterial	antibacterial	ADJ
eurjchem-1050	210	50	activity	activity	NOUN
eurjchem-1050	210	51	data	datum	NOUN
eurjchem-1050	210	52	of	of	ADP
eurjchem-1050	210	53	compound	compound	NOUN
eurjchem-1050	210	54	15	15	NUM
eurjchem-1050	210	55	,	,	PUNCT
eurjchem-1050	210	56	16	16	NUM
eurjchem-1050	210	57	,	,	PUNCT
eurjchem-1050	210	58	and	and	CCONJ
eurjchem-1050	211	1	17	17	NUM
eurjchem-1050	211	2	.	.	PUNCT
eurjchem-1050	212	1	compound	compound	NOUN
eurjchem-1050	212	2	zone	zone	NOUN
eurjchem-1050	212	3	of	of	ADP
eurjchem-1050	212	4	inhibition	inhibition	NOUN
eurjchem-1050	212	5	in	in	ADP
eurjchem-1050	212	6	mm	mm	PROPN
eurjchem-1050	212	7	staphylococcus	staphylococcus	NOUN
eurjchem-1050	212	8	aureus	aureus	PROPN
eurjchem-1050	212	9	staphylococcus	staphylococcus	NOUN
eurjchem-1050	212	10	epidermidis	epidermidi	NOUN
eurjchem-1050	212	11	escherichia	escherichia	NOUN
eurjchem-1050	212	12	coli	coli	NOUN
eurjchem-1050	212	13	proteus	proteus	NOUN
eurjchem-1050	212	14	vulgaris	vulgaris	NOUN
eurjchem-1050	212	15	10	10	NUM
eurjchem-1050	212	16	mg	mg	NUM
eurjchem-1050	212	17	/	/	SYM
eurjchem-1050	212	18	disk	disk	NOUN
eurjchem-1050	212	19	10	10	NUM
eurjchem-1050	212	20	mg	mg	NUM
eurjchem-1050	212	21	/	/	SYM
eurjchem-1050	212	22	disk	disk	NOUN
eurjchem-1050	212	23	10	10	NUM
eurjchem-1050	212	24	mg	mg	NUM
eurjchem-1050	212	25	/	/	SYM
eurjchem-1050	212	26	disk	disk	NOUN
eurjchem-1050	212	27	10	10	NUM
eurjchem-1050	212	28	mg	mg	NUM
eurjchem-1050	212	29	/	/	SYM
eurjchem-1050	212	30	disk	disk	NOUN
eurjchem-1050	212	31	15	15	NUM
eurjchem-1050	212	32	26	26	NUM
eurjchem-1050	212	33	24	24	NUM
eurjchem-1050	212	34	12	12	NUM
eurjchem-1050	212	35	10	10	NUM
eurjchem-1050	212	36	16	16	NUM
eurjchem-1050	212	37	23	23	NUM
eurjchem-1050	212	38	22	22	NUM
eurjchem-1050	212	39	11	11	NUM
eurjchem-1050	212	40	10	10	NUM
eurjchem-1050	212	41	17	17	NUM
eurjchem-1050	212	42	18	18	NUM
eurjchem-1050	212	43	22	22	NUM
eurjchem-1050	212	44	13	13	NUM
eurjchem-1050	212	45	10	10	NUM
eurjchem-1050	212	46	control	control	NOUN
eurjchem-1050	212	47	ciprofloxacin	ciprofloxacin	NOUN
eurjchem-1050	212	48	,	,	PUNCT
eurjchem-1050	212	49	5	5	NUM
eurjchem-1050	212	50	mg	mg	NOUN
eurjchem-1050	212	51	/	/	SYM
eurjchem-1050	212	52	disk	disk	NOUN
eurjchem-1050	212	53	‐	‐	NOUN
eurjchem-1050	212	54	‐	‐	ADV
eurjchem-1050	212	55	15	15	NUM
eurjchem-1050	212	56	14	14	NUM
eurjchem-1050	212	57	chloramphenicol	chloramphenicol	NOUN
eurjchem-1050	212	58	,	,	PUNCT
eurjchem-1050	212	59	30	30	NUM
eurjchem-1050	212	60	mg	mg	NUM
eurjchem-1050	212	61	/	/	SYM
eurjchem-1050	212	62	disk	disk	NOUN
eurjchem-1050	212	63	17	17	NUM
eurjchem-1050	212	64	16	16	NUM
eurjchem-1050	212	65	14	14	NUM
eurjchem-1050	212	66	‐	‐	VERB
eurjchem-1050	212	67	4	4	NUM
eurjchem-1050	212	68	.	.	PUNCT
eurjchem-1050	212	69	conclusion	conclusion	NOUN
eurjchem-1050	212	70	in	in	ADP
eurjchem-1050	212	71	conclusion	conclusion	NOUN
eurjchem-1050	212	72	,	,	PUNCT
eurjchem-1050	212	73	we	we	PRON
eurjchem-1050	212	74	have	have	AUX
eurjchem-1050	212	75	developed	develop	VERB
eurjchem-1050	212	76	a	a	DET
eurjchem-1050	212	77	simple	simple	ADJ
eurjchem-1050	212	78	and	and	CCONJ
eurjchem-1050	212	79	efficient	efficient	ADJ
eurjchem-1050	212	80	method	method	NOUN
eurjchem-1050	212	81	for	for	ADP
eurjchem-1050	212	82	the	the	DET
eurjchem-1050	212	83	synthesis	synthesis	NOUN
eurjchem-1050	212	84	of	of	ADP
eurjchem-1050	212	85	some	some	DET
eurjchem-1050	212	86	new	new	ADJ
eurjchem-1050	212	87	1,8‐naphthyridine	1,8‐naphthyridine	NUM
eurjchem-1050	212	88	derivatives	derivative	NOUN
eurjchem-1050	212	89	and	and	CCONJ
eurjchem-1050	212	90	characterized	characterize	VERB
eurjchem-1050	212	91	by	by	ADP
eurjchem-1050	212	92	spectral	spectral	ADJ
eurjchem-1050	212	93	studies	study	NOUN
eurjchem-1050	212	94	.	.	PUNCT
eurjchem-1050	213	1	the	the	DET
eurjchem-1050	213	2	newly	newly	ADV
eurjchem-1050	213	3	synthesized	synthesize	VERB
eurjchem-1050	213	4	compounds	compound	NOUN
eurjchem-1050	213	5	(	(	PUNCT
eurjchem-1050	213	6	15	15	NUM
eurjchem-1050	213	7	,	,	PUNCT
eurjchem-1050	213	8	16	16	NUM
eurjchem-1050	213	9	and	and	CCONJ
eurjchem-1050	213	10	17	17	NUM
eurjchem-1050	213	11	)	)	PUNCT
eurjchem-1050	213	12	were	be	AUX
eurjchem-1050	213	13	evaluated	evaluate	VERB
eurjchem-1050	213	14	for	for	ADP
eurjchem-1050	213	15	antibacterial	antibacterial	ADJ
eurjchem-1050	213	16	activities	activity	NOUN
eurjchem-1050	213	17	.	.	PUNCT
eurjchem-1050	214	1	the	the	DET
eurjchem-1050	214	2	results	result	NOUN
eurjchem-1050	214	3	obtained	obtain	VERB
eurjchem-1050	214	4	indicated	indicate	VERB
eurjchem-1050	214	5	that	that	SCONJ
eurjchem-1050	214	6	these	these	DET
eurjchem-1050	214	7	compounds	compound	NOUN
eurjchem-1050	214	8	have	have	VERB
eurjchem-1050	214	9	a	a	DET
eurjchem-1050	214	10	good	good	ADJ
eurjchem-1050	214	11	activity	activity	NOUN
eurjchem-1050	214	12	against	against	ADP
eurjchem-1050	214	13	(	(	PUNCT
eurjchem-1050	214	14	staphylococcus	staphylococcus	NOUN
eurjchem-1050	214	15	aureus	aureus	PROPN
eurjchem-1050	214	16	and	and	CCONJ
eurjchem-1050	214	17	staphylococcus	staphylococcus	NOUN
eurjchem-1050	214	18	epidermidis	epidermidi	NOUN
eurjchem-1050	214	19	)	)	PUNCT
eurjchem-1050	214	20	.	.	PUNCT
eurjchem-1050	215	1	acknowledgement	acknowledgement	NOUN
eurjchem-1050	215	2	the	the	DET
eurjchem-1050	215	3	authors	author	NOUN
eurjchem-1050	215	4	are	be	AUX
eurjchem-1050	215	5	thankful	thankful	ADJ
eurjchem-1050	215	6	to	to	PART
eurjchem-1050	215	7	head	head	VERB
eurjchem-1050	215	8	,	,	PUNCT
eurjchem-1050	215	9	department	department	NOUN
eurjchem-1050	215	10	of	of	ADP
eurjchem-1050	215	11	chemistry	chemistry	NOUN
eurjchem-1050	215	12	,	,	PUNCT
eurjchem-1050	215	13	eskisehir	eskisehir	VERB
eurjchem-1050	215	14	osmangazi	osmangazi	PROPN
eurjchem-1050	215	15	university	university	PROPN
eurjchem-1050	215	16	,	,	PUNCT
eurjchem-1050	215	17	eskisehir	eskisehir	ADJ
eurjchem-1050	215	18	,	,	PUNCT
eurjchem-1050	215	19	turkey	turkey	NOUN
eurjchem-1050	215	20	for	for	ADP
eurjchem-1050	215	21	providing	provide	VERB
eurjchem-1050	215	22	1h	1h	NUM
eurjchem-1050	215	23	nmr	nmr	NOUN
eurjchem-1050	215	24	spectroscopy	spectroscopy	NOUN
eurjchem-1050	215	25	.	.	PUNCT
eurjchem-1050	216	1	we	we	PRON
eurjchem-1050	216	2	are	be	AUX
eurjchem-1050	216	3	also	also	ADV
eurjchem-1050	216	4	thankful	thankful	ADJ
eurjchem-1050	216	5	to	to	PART
eurjchem-1050	216	6	head	head	VERB
eurjchem-1050	216	7	,	,	PUNCT
eurjchem-1050	216	8	department	department	NOUN
eurjchem-1050	216	9	of	of	ADP
eurjchem-1050	216	10	biology	biology	NOUN
eurjchem-1050	216	11	,	,	PUNCT
eurjchem-1050	216	12	mosul	mosul	PROPN
eurjchem-1050	216	13	university	university	PROPN
eurjchem-1050	216	14	for	for	ADP
eurjchem-1050	216	15	providing	provide	VERB
eurjchem-1050	216	16	laboratory	laboratory	NOUN
eurjchem-1050	216	17	facilities	facility	NOUN
eurjchem-1050	216	18	.	.	PUNCT
eurjchem-1050	217	1	references	reference	NOUN
eurjchem-1050	217	2	[	[	X
eurjchem-1050	217	3	1	1	NUM
eurjchem-1050	217	4	]	]	PUNCT
eurjchem-1050	217	5	.	.	PUNCT
eurjchem-1050	218	1	marchese	marchese	PROPN
eurjchem-1050	218	2	,	,	PUNCT
eurjchem-1050	218	3	a.	a.	NOUN
eurjchem-1050	218	4	;	;	PUNCT
eurjchem-1050	218	5	debbia	debbia	PROPN
eurjchem-1050	218	6	,	,	PUNCT
eurjchem-1050	218	7	e.	e.	PROPN
eurjchem-1050	218	8	a.	a.	PROPN
eurjchem-1050	218	9	;	;	PUNCT
eurjchem-1050	218	10	schito	schito	PROPN
eurjchem-1050	218	11	,	,	PUNCT
eurjchem-1050	218	12	g.	g.	PROPN
eurjchem-1050	218	13	c.	c.	PROPN
eurjchem-1050	218	14	j.	j.	PROPN
eurjchem-1050	218	15	antimicrob	antimicrob	PROPN
eurjchem-1050	218	16	.	.	PUNCT
eurjchem-1050	219	1	chemother	chemother	PROPN
eurjchem-1050	219	2	.	.	PUNCT
eurjchem-1050	220	1	2000	2000	NUM
eurjchem-1050	220	2	,	,	PUNCT
eurjchem-1050	220	3	46(suppl	46(suppl	NOUN
eurjchem-1050	220	4	3	3	NUM
eurjchem-1050	220	5	)	)	PUNCT
eurjchem-1050	220	6	,	,	PUNCT
eurjchem-1050	220	7	11‐15	11‐15	NUM
eurjchem-1050	220	8	.	.	PUNCT
eurjchem-1050	221	1	[	[	X
eurjchem-1050	221	2	2	2	NUM
eurjchem-1050	221	3	]	]	PUNCT
eurjchem-1050	221	4	.	.	PUNCT
eurjchem-1050	222	1	ferrarini	ferrarini	PROPN
eurjchem-1050	222	2	,	,	PUNCT
eurjchem-1050	222	3	p.	p.	PROPN
eurjchem-1050	222	4	l.	l.	PROPN
eurjchem-1050	222	5	;	;	PUNCT
eurjchem-1050	222	6	mori	mori	PROPN
eurjchem-1050	222	7	,	,	PUNCT
eurjchem-1050	222	8	c.	c.	PROPN
eurjchem-1050	222	9	;	;	PUNCT
eurjchem-1050	222	10	tellini	tellini	X
eurjchem-1050	222	11	.	.	PUNCT
eurjchem-1050	223	1	f.	f.	PROPN
eurjchem-1050	223	2	n.	n.	PROPN
eurjchem-1050	223	3	ed	ed	PROPN
eurjchem-1050	223	4	.	.	PUNCT
eurjchem-1050	224	1	sci	sci	PROPN
eurjchem-1050	224	2	.	.	PROPN
eurjchem-1050	224	3	1990	1990	NUM
eurjchem-1050	224	4	,	,	PUNCT
eurjchem-1050	224	5	45	45	NUM
eurjchem-1050	224	6	,	,	PUNCT
eurjchem-1050	224	7	385‐389	385‐389	NUM
eurjchem-1050	224	8	.	.	PUNCT
eurjchem-1050	225	1	[	[	X
eurjchem-1050	225	2	3	3	NUM
eurjchem-1050	225	3	]	]	PUNCT
eurjchem-1050	225	4	.	.	PUNCT
eurjchem-1050	226	1	lirvinov	lirvinov	NOUN
eurjchem-1050	226	2	,	,	PUNCT
eurjchem-1050	226	3	v.	v.	ADP
eurjchem-1050	226	4	p.	p.	PROPN
eurjchem-1050	226	5	adv	adv	PROPN
eurjchem-1050	226	6	.	.	PUNCT
eurjchem-1050	227	1	heterocyclic	heterocyclic	PROPN
eurjchem-1050	227	2	.	.	PUNCT
eurjchem-1050	228	1	chem	chem	NOUN
eurjchem-1050	228	2	.	.	PUNCT
eurjchem-1050	229	1	2006	2006	NUM
eurjchem-1050	229	2	,	,	PUNCT
eurjchem-1050	229	3	91	91	NUM
eurjchem-1050	229	4	,	,	PUNCT
eurjchem-1050	229	5	222‐227	222‐227	NUM
eurjchem-1050	229	6	.	.	PUNCT
eurjchem-1050	230	1	[	[	X
eurjchem-1050	230	2	4	4	NUM
eurjchem-1050	230	3	]	]	PUNCT
eurjchem-1050	230	4	.	.	PUNCT
eurjchem-1050	231	1	supuran	supuran	NOUN
eurjchem-1050	231	2	,	,	PUNCT
eurjchem-1050	231	3	c.	c.	PROPN
eurjchem-1050	231	4	t.	t.	PROPN
eurjchem-1050	231	5	;	;	PUNCT
eurjchem-1050	231	6	scozzafava	scozzafava	NOUN
eurjchem-1050	231	7	,	,	PUNCT
eurjchem-1050	231	8	a.	a.	NOUN
eurjchem-1050	231	9	expert	expert	NOUN
eurjchem-1050	231	10	opin	opin	NOUN
eurjchem-1050	231	11	.	.	PUNCT
eurjchem-1050	232	1	ther	ther	INTJ
eurjchem-1050	232	2	.	.	PUNCT
eurjchem-1050	233	1	pat	pat	PROPN
eurjchem-1050	233	2	.	.	PROPN
eurjchem-1050	233	3	2004	2004	NUM
eurjchem-1050	233	4	,	,	PUNCT
eurjchem-1050	233	5	14	14	NUM
eurjchem-1050	233	6	,	,	PUNCT
eurjchem-1050	233	7	35‐53	35‐53	NUM
eurjchem-1050	233	8	.	.	PUNCT
eurjchem-1050	234	1	[	[	X
eurjchem-1050	234	2	5	5	NUM
eurjchem-1050	234	3	]	]	PUNCT
eurjchem-1050	234	4	.	.	PUNCT
eurjchem-1050	235	1	cooper	cooper	PROPN
eurjchem-1050	235	2	,	,	PUNCT
eurjchem-1050	235	3	c.	c.	PROPN
eurjchem-1050	235	4	s.	s.	PROPN
eurjchem-1050	235	5	;	;	PUNCT
eurjchem-1050	235	6	klock	klock	PROPN
eurjchem-1050	235	7	,	,	PUNCT
eurjchem-1050	235	8	p.	p.	PROPN
eurjchem-1050	235	9	l.	l.	PROPN
eurjchem-1050	235	10	;	;	PUNCT
eurjchem-1050	235	11	chu	chu	PROPN
eurjchem-1050	235	12	,	,	PUNCT
eurjchem-1050	235	13	d.	d.	PROPN
eurjchem-1050	235	14	t.	t.	PROPN
eurjchem-1050	235	15	w.	w.	PROPN
eurjchem-1050	235	16	;	;	PUNCT
eurjchem-1050	235	17	hardy	hardy	ADJ
eurjchem-1050	235	18	,	,	PUNCT
eurjchem-1050	235	19	d.	d.	PROPN
eurjchem-1050	235	20	j.	j.	PROPN
eurjchem-1050	235	21	;	;	PUNCT
eurjchem-1050	235	22	swanson	swanson	PROPN
eurjchem-1050	235	23	,	,	PUNCT
eurjchem-1050	235	24	r.	r.	PROPN
eurjchem-1050	235	25	n.	n.	PROPN
eurjchem-1050	235	26	j.	j.	PROPN
eurjchem-1050	235	27	med	med	PROPN
eurjchem-1050	235	28	.	.	PROPN
eurjchem-1050	235	29	chem	chem	PROPN
eurjchem-1050	235	30	.	.	PUNCT
eurjchem-1050	236	1	1992	1992	NUM
eurjchem-1050	236	2	,	,	PUNCT
eurjchem-1050	236	3	35	35	NUM
eurjchem-1050	236	4	,	,	PUNCT
eurjchem-1050	236	5	1392‐1398	1392‐1398	NUM
eurjchem-1050	236	6	.	.	PUNCT
eurjchem-1050	237	1	[	[	X
eurjchem-1050	237	2	6	6	NUM
eurjchem-1050	237	3	]	]	PUNCT
eurjchem-1050	237	4	.	.	PUNCT
eurjchem-1050	238	1	balin	balin	PROPN
eurjchem-1050	238	2	,	,	PUNCT
eurjchem-1050	238	3	g.	g.	PROPN
eurjchem-1050	238	4	b.	b.	PROPN
eurjchem-1050	238	5	;	;	PUNCT
eurjchem-1050	238	6	tan	tan	PROPN
eurjchem-1050	238	7	,	,	PUNCT
eurjchem-1050	238	8	w.	w.	PROPN
eurjchem-1050	238	9	l.	l.	PROPN
eurjchem-1050	238	10	aust	aust	PROPN
eurjchem-1050	238	11	.	.	PUNCT
eurjchem-1050	239	1	j.	j.	PROPN
eurjchem-1050	239	2	chem	chem	PROPN
eurjchem-1050	239	3	.	.	PUNCT
eurjchem-1050	240	1	1984	1984	NUM
eurjchem-1050	240	2	,	,	PUNCT
eurjchem-1050	240	3	37	37	NUM
eurjchem-1050	240	4	,	,	PUNCT
eurjchem-1050	240	5	1065‐1073	1065‐1073	NUM
eurjchem-1050	240	6	.	.	PUNCT
eurjchem-1050	241	1	[	[	X
eurjchem-1050	241	2	7	7	NUM
eurjchem-1050	241	3	]	]	PUNCT
eurjchem-1050	241	4	.	.	PUNCT
eurjchem-1050	242	1	chen	chen	PROPN
eurjchem-1050	242	2	,	,	PUNCT
eurjchem-1050	242	3	k.	k.	PROPN
eurjchem-1050	242	4	;	;	PUNCT
eurjchem-1050	242	5	hsiech	hsiech	PROPN
eurjchem-1050	242	6	,	,	PUNCT
eurjchem-1050	242	7	m.	m.	NOUN
eurjchem-1050	242	8	;	;	PUNCT
eurjchem-1050	242	9	anthony	anthony	PROPN
eurjchem-1050	242	10	,	,	PUNCT
eurjchem-1050	242	11	k.	k.	PROPN
eurjchem-1050	242	12	j.	j.	PROPN
eurjchem-1050	242	13	med	med	PROPN
eurjchem-1050	242	14	.	.	PROPN
eurjchem-1050	242	15	chem	chem	PROPN
eurjchem-1050	242	16	.	.	PUNCT
eurjchem-1050	243	1	1997	1997	NUM
eurjchem-1050	243	2	,	,	PUNCT
eurjchem-1050	243	3	40	40	NUM
eurjchem-1050	243	4	,	,	PUNCT
eurjchem-1050	243	5	3049‐3056	3049‐3056	NUM
eurjchem-1050	243	6	.	.	PUNCT
eurjchem-1050	244	1	[	[	X
eurjchem-1050	244	2	8	8	NUM
eurjchem-1050	244	3	]	]	PUNCT
eurjchem-1050	244	4	.	.	PUNCT
eurjchem-1050	245	1	gorechi	gorechi	PROPN
eurjchem-1050	245	2	,	,	PUNCT
eurjchem-1050	245	3	d.	d.	PROPN
eurjchem-1050	245	4	k.	k.	PROPN
eurjchem-1050	245	5	j.	j.	PROPN
eurjchem-1050	245	6	;	;	PUNCT
eurjchem-1050	245	7	hawes	hawes	PROPN
eurjchem-1050	245	8	,	,	PUNCT
eurjchem-1050	245	9	e.	e.	PROPN
eurjchem-1050	245	10	m.	m.	PROPN
eurjchem-1050	245	11	j.	j.	PROPN
eurjchem-1050	245	12	med	med	PROPN
eurjchem-1050	245	13	.	.	PROPN
eurjchem-1050	245	14	chem	chem	PROPN
eurjchem-1050	245	15	.	.	PUNCT
eurjchem-1050	246	1	1973	1973	NUM
eurjchem-1050	246	2	,	,	PUNCT
eurjchem-1050	246	3	20	20	NUM
eurjchem-1050	246	4	,	,	PUNCT
eurjchem-1050	246	5	124‐128	124‐128	NUM
eurjchem-1050	246	6	.	.	PUNCT
eurjchem-1050	247	1	[	[	X
eurjchem-1050	247	2	9	9	NUM
eurjchem-1050	247	3	]	]	PUNCT
eurjchem-1050	247	4	.	.	PUNCT
eurjchem-1050	248	1	ferrarini	ferrarini	PROPN
eurjchem-1050	248	2	,	,	PUNCT
eurjchem-1050	248	3	p.	p.	PROPN
eurjchem-1050	248	4	l.	l.	PROPN
eurjchem-1050	248	5	;	;	PUNCT
eurjchem-1050	248	6	mori	mori	PROPN
eurjchem-1050	248	7	,	,	PUNCT
eurjchem-1050	248	8	c.	c.	PROPN
eurjchem-1050	248	9	;	;	PUNCT
eurjchem-1050	248	10	badawenh	badawenh	NOUN
eurjchem-1050	248	11	,	,	PUNCT
eurjchem-1050	248	12	m.	m.	NOUN
eurjchem-1050	248	13	;	;	PUNCT
eurjchem-1050	248	14	calderone	calderone	PROPN
eurjchem-1050	248	15	,	,	PUNCT
eurjchem-1050	248	16	v.	v.	X
eurjchem-1050	248	17	eur	eur	PROPN
eurjchem-1050	248	18	.	.	PUNCT
eurjchem-1050	249	1	j.	j.	PROPN
eurjchem-1050	249	2	med	med	PROPN
eurjchem-1050	249	3	.	.	PROPN
eurjchem-1050	249	4	chem	chem	PROPN
eurjchem-1050	249	5	.	.	PUNCT
eurjchem-1050	250	1	1998	1998	NUM
eurjchem-1050	250	2	,	,	PUNCT
eurjchem-1050	250	3	33	33	NUM
eurjchem-1050	250	4	,	,	PUNCT
eurjchem-1050	250	5	3383‐3397	3383‐3397	NUM
eurjchem-1050	250	6	.	.	PUNCT
eurjchem-1050	251	1	[	[	X
eurjchem-1050	251	2	10	10	NUM
eurjchem-1050	251	3	]	]	PUNCT
eurjchem-1050	251	4	.	.	PUNCT
eurjchem-1050	252	1	nyce	nyce	PROPN
eurjchem-1050	252	2	,	,	PUNCT
eurjchem-1050	252	3	p.	p.	PROPN
eurjchem-1050	252	4	l.	l.	PROPN
eurjchem-1050	252	5	;	;	PUNCT
eurjchem-1050	252	6	steinman	steinman	PROPN
eurjchem-1050	252	7	,	,	PUNCT
eurjchem-1050	252	8	m.	m.	NOUN
eurjchem-1050	252	9	synthesis	synthesis	NOUN
eurjchem-1050	252	10	1991	1991	NUM
eurjchem-1050	252	11	,	,	PUNCT
eurjchem-1050	252	12	571‐574	571‐574	NUM
eurjchem-1050	252	13	.	.	PUNCT
eurjchem-1050	253	1	[	[	X
eurjchem-1050	253	2	11	11	NUM
eurjchem-1050	253	3	]	]	PUNCT
eurjchem-1050	253	4	.	.	PUNCT
eurjchem-1050	254	1	santilli	santilli	PROPN
eurjchem-1050	254	2	,	,	PUNCT
eurjchem-1050	254	3	a.	a.	NOUN
eurjchem-1050	254	4	a.	a.	PROPN
eurjchem-1050	254	5	;	;	PUNCT
eurjchem-1050	254	6	scotese	scotese	NOUN
eurjchem-1050	254	7	,	,	PUNCT
eurjchem-1050	254	8	a.	a.	PROPN
eurjchem-1050	254	9	c.	c.	PROPN
eurjchem-1050	254	10	;	;	PUNCT
eurjchem-1050	254	11	baher	baher	ADV
eurjchem-1050	254	12	,	,	PUNCT
eurjchem-1050	254	13	r.	r.	PROPN
eurjchem-1050	254	14	f.	f.	PROPN
eurjchem-1050	254	15	;	;	PUNCT
eurjchem-1050	254	16	bell	bell	PROPN
eurjchem-1050	254	17	,	,	PUNCT
eurjchem-1050	254	18	s.	s.	PROPN
eurjchem-1050	254	19	c.	c.	PROPN
eurjchem-1050	254	20	j.	j.	PROPN
eurjchem-1050	254	21	med	med	PROPN
eurjchem-1050	254	22	.	.	PROPN
eurjchem-1050	254	23	chem	chem	PROPN
eurjchem-1050	254	24	.	.	PUNCT
eurjchem-1050	255	1	1987	1987	NUM
eurjchem-1050	255	2	,	,	PUNCT
eurjchem-1050	255	3	30	30	NUM
eurjchem-1050	255	4	,	,	PUNCT
eurjchem-1050	255	5	2270‐2277	2270‐2277	NOUN
eurjchem-1050	255	6	.	.	PUNCT
eurjchem-1050	256	1	[	[	X
eurjchem-1050	256	2	12	12	NUM
eurjchem-1050	256	3	]	]	PUNCT
eurjchem-1050	256	4	.	.	PUNCT
eurjchem-1050	257	1	ferrarini	ferrarini	PROPN
eurjchem-1050	257	2	,	,	PUNCT
eurjchem-1050	257	3	p.	p.	PROPN
eurjchem-1050	257	4	l.	l.	PROPN
eurjchem-1050	257	5	;	;	PUNCT
eurjchem-1050	257	6	mori	mori	PROPN
eurjchem-1050	257	7	,	,	PUNCT
eurjchem-1050	257	8	c.	c.	PROPN
eurjchem-1050	257	9	;	;	PUNCT
eurjchem-1050	257	10	primofiore	primofiore	PROPN
eurjchem-1050	257	11	,	,	PUNCT
eurjchem-1050	257	12	g.	g.	PROPN
eurjchem-1050	257	13	;	;	PUNCT
eurjchem-1050	257	14	gazlolari	gazlolari	PROPN
eurjchem-1050	257	15	,	,	PUNCT
eurjchem-1050	257	16	l.	l.	PROPN
eurjchem-1050	257	17	j.	j.	PROPN
eurjchem-1050	257	18	heterocycl	heterocycl	PROPN
eurjchem-1050	257	19	.	.	PUNCT
eurjchem-1050	258	1	chem	chem	PROPN
eurjchem-1050	258	2	.	.	PUNCT
eurjchem-1050	259	1	1990	1990	NUM
eurjchem-1050	259	2	,	,	PUNCT
eurjchem-1050	259	3	27	27	NUM
eurjchem-1050	259	4	,	,	PUNCT
eurjchem-1050	259	5	881‐886	881‐886	NUM
eurjchem-1050	259	6	.	.	PUNCT
eurjchem-1050	260	1	[	[	X
eurjchem-1050	260	2	13	13	NUM
eurjchem-1050	260	3	]	]	PUNCT
eurjchem-1050	260	4	.	.	PUNCT
eurjchem-1050	261	1	reddy	reddy	PROPN
eurjchem-1050	261	2	,	,	PUNCT
eurjchem-1050	261	3	k.	k.	PROPN
eurjchem-1050	261	4	r.	r.	PROPN
eurjchem-1050	261	5	;	;	PUNCT
eurjchem-1050	261	6	vijayender	vijayender	NOUN
eurjchem-1050	261	7	,	,	PUNCT
eurjchem-1050	261	8	m.	m.	NOUN
eurjchem-1050	261	9	k.	k.	PROPN
eurjchem-1050	261	10	;	;	PUNCT
eurjchem-1050	261	11	sreenivasulu	sreenivasulu	PROPN
eurjchem-1050	261	12	,	,	PUNCT
eurjchem-1050	261	13	b.	b.	PROPN
eurjchem-1050	261	14	j.	j.	PROPN
eurjchem-1050	261	15	indian	indian	PROPN
eurjchem-1050	261	16	chem	chem	PROPN
eurjchem-1050	261	17	.	.	PUNCT
eurjchem-1050	262	1	soc	soc	PROPN
eurjchem-1050	262	2	.	.	PUNCT
eurjchem-1050	263	1	1986	1986	NUM
eurjchem-1050	263	2	,	,	PUNCT
eurjchem-1050	263	3	63	63	NUM
eurjchem-1050	263	4	,	,	PUNCT
eurjchem-1050	263	5	443‐446	443‐446	NUM
eurjchem-1050	263	6	.	.	PUNCT
eurjchem-1050	264	1	[	[	X
eurjchem-1050	264	2	14	14	NUM
eurjchem-1050	264	3	]	]	SYM
eurjchem-1050	264	4	.	.	PUNCT
eurjchem-1050	265	1	reddy	reddy	PROPN
eurjchem-1050	265	2	,	,	PUNCT
eurjchem-1050	265	3	k.	k.	PROPN
eurjchem-1050	265	4	r.	r.	PROPN
eurjchem-1050	265	5	;	;	PUNCT
eurjchem-1050	265	6	mogilaiah	mogilaiah	PROPN
eurjchem-1050	265	7	,	,	PUNCT
eurjchem-1050	265	8	k.	k.	PROPN
eurjchem-1050	265	9	;	;	PUNCT
eurjchem-1050	265	10	sreenivasulu	sreenivasulu	PROPN
eurjchem-1050	265	11	,	,	PUNCT
eurjchem-1050	265	12	b.	b.	PROPN
eurjchem-1050	265	13	indian	indian	PROPN
eurjchem-1050	265	14	j.	j.	PROPN
eurjchem-1050	265	15	chem	chem	PROPN
eurjchem-1050	265	16	.	.	PUNCT
eurjchem-1050	266	1	b	b	NOUN
eurjchem-1050	266	2	1989	1989	NUM
eurjchem-1050	266	3	,	,	PUNCT
eurjchem-1050	266	4	28	28	NUM
eurjchem-1050	266	5	,	,	PUNCT
eurjchem-1050	266	6	362‐364	362‐364	NUM
eurjchem-1050	266	7	.	.	PUNCT
eurjchem-1050	267	1	[	[	X
eurjchem-1050	267	2	15	15	NUM
eurjchem-1050	267	3	]	]	PUNCT
eurjchem-1050	267	4	.	.	PUNCT
eurjchem-1050	268	1	rao	rao	PROPN
eurjchem-1050	268	2	,	,	PUNCT
eurjchem-1050	268	3	g.	g.	PROPN
eurjchem-1050	268	4	r.	r.	PROPN
eurjchem-1050	268	5	;	;	PUNCT
eurjchem-1050	268	6	mogilaiah	mogilaiah	PROPN
eurjchem-1050	268	7	,	,	PUNCT
eurjchem-1050	268	8	k.	k.	PROPN
eurjchem-1050	268	9	;	;	PUNCT
eurjchem-1050	268	10	reddy	reddy	PROPN
eurjchem-1050	268	11	,	,	PUNCT
eurjchem-1050	268	12	k.	k.	PROPN
eurjchem-1050	268	13	r.	r.	PROPN
eurjchem-1050	268	14	;	;	PUNCT
eurjchem-1050	268	15	sreenivasulu	sreenivasulu	PROPN
eurjchem-1050	268	16	,	,	PUNCT
eurjchem-1050	268	17	b.	b.	PROPN
eurjchem-1050	268	18	j.	j.	PROPN
eurjchem-1050	268	19	indian	indian	PROPN
eurjchem-1050	268	20	chem	chem	PROPN
eurjchem-1050	268	21	.	.	PUNCT
eurjchem-1050	269	1	soc	soc	PROPN
eurjchem-1050	269	2	.	.	PUNCT
eurjchem-1050	270	1	b.	b.	PROPN
eurjchem-1050	270	2	1987	1987	NUM
eurjchem-1050	270	3	,	,	PUNCT
eurjchem-1050	270	4	64	64	NUM
eurjchem-1050	270	5	,	,	PUNCT
eurjchem-1050	270	6	710‐718	710‐718	NUM
eurjchem-1050	270	7	.	.	PUNCT
eurjchem-1050	271	1	[	[	X
eurjchem-1050	271	2	16	16	NUM
eurjchem-1050	271	3	]	]	PUNCT
eurjchem-1050	271	4	.	.	PUNCT
eurjchem-1050	271	5	bartuman	bartuman	NOUN
eurjchem-1050	271	6	,	,	PUNCT
eurjchem-1050	271	7	w.	w.	PROPN
eurjchem-1050	271	8	,	,	PUNCT
eurjchem-1050	271	9	konz	konz	PROPN
eurjchem-1050	271	10	,	,	PUNCT
eurjchem-1050	271	11	e.	e.	PROPN
eurjchem-1050	271	12	;	;	PUNCT
eurjchem-1050	271	13	ruger	ruger	NOUN
eurjchem-1050	271	14	,	,	PUNCT
eurjchem-1050	271	15	w.	w.	NOUN
eurjchem-1050	271	16	synthesis	synthesis	NOUN
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eurjchem-1050	271	18	,	,	PUNCT
eurjchem-1050	271	19	9	9	NUM
eurjchem-1050	271	20	,	,	PUNCT
eurjchem-1050	271	21	680‐683	680‐683	NUM
eurjchem-1050	271	22	.	.	PUNCT
eurjchem-1050	272	1	[	[	X
eurjchem-1050	272	2	17	17	NUM
eurjchem-1050	272	3	]	]	PUNCT
eurjchem-1050	272	4	.	.	PUNCT
eurjchem-1050	273	1	vilsmeier	vilsmeier	PROPN
eurjchem-1050	273	2	,	,	PUNCT
eurjchem-1050	273	3	a.	a.	PROPN
eurjchem-1050	273	4	;	;	PUNCT
eurjchem-1050	273	5	haack	haack	PROPN
eurjchem-1050	273	6	,	,	PUNCT
eurjchem-1050	273	7	a.	a.	NOUN
eurjchem-1050	273	8	chem	chem	NOUN
eurjchem-1050	273	9	.	.	PUNCT
eurjchem-1050	274	1	ber	ber	NOUN
eurjchem-1050	274	2	.	.	PUNCT
eurjchem-1050	275	1	b	b	NOUN
eurjchem-1050	275	2	1927	1927	NUM
eurjchem-1050	275	3	,	,	PUNCT
eurjchem-1050	275	4	60	60	NUM
eurjchem-1050	275	5	,	,	PUNCT
eurjchem-1050	275	6	119‐122	119‐122	NUM
eurjchem-1050	275	7	.	.	PUNCT
eurjchem-1050	276	1	[	[	X
eurjchem-1050	276	2	18	18	NUM
eurjchem-1050	276	3	]	]	PUNCT
eurjchem-1050	276	4	.	.	PUNCT
eurjchem-1050	277	1	fujisawa	fujisawa	PROPN
eurjchem-1050	277	2	,	,	PUNCT
eurjchem-1050	277	3	t.	t.	PROPN
eurjchem-1050	277	4	;	;	PUNCT
eurjchem-1050	277	5	lida	lida	PROPN
eurjchem-1050	277	6	,	,	PUNCT
eurjchem-1050	277	7	s.	s.	PROPN
eurjchem-1050	277	8	;	;	PUNCT
eurjchem-1050	277	9	sato	sato	PROPN
eurjchem-1050	277	10	,	,	PUNCT
eurjchem-1050	277	11	t.	t.	NOUN
eurjchem-1050	277	12	chem	chem	NOUN
eurjchem-1050	277	13	.	.	PUNCT
eurjchem-1050	278	1	lett	lett	PROPN
eurjchem-1050	278	2	.	.	PUNCT
eurjchem-1050	278	3	1984	1984	NUM
eurjchem-1050	278	4	,	,	PUNCT
eurjchem-1050	278	5	1173‐1176	1173‐1176	NUM
eurjchem-1050	278	6	.	.	PUNCT
eurjchem-1050	279	1	[	[	X
eurjchem-1050	279	2	19	19	NUM
eurjchem-1050	279	3	]	]	PUNCT
eurjchem-1050	279	4	.	.	PUNCT
eurjchem-1050	280	1	venugopal	venugopal	PROPN
eurjchem-1050	280	2	,	,	PUNCT
eurjchem-1050	280	3	m.	m.	NOUN
eurjchem-1050	280	4	;	;	PUNCT
eurjchem-1050	280	5	perumal	perumal	NOUN
eurjchem-1050	280	6	,	,	PUNCT
eurjchem-1050	280	7	p.	p.	PROPN
eurjchem-1050	280	8	t.	t.	PROPN
eurjchem-1050	280	9	;	;	PUNCT
eurjchem-1050	280	10	rajadurai	rajadurai	VERB
eurjchem-1050	280	11	,	,	PUNCT
eurjchem-1050	280	12	s.	s.	PROPN
eurjchem-1050	280	13	tetrahedron	tetrahedron	PROPN
eurjchem-1050	280	14	lett	lett	PROPN
eurjchem-1050	280	15	.	.	PUNCT
eurjchem-1050	281	1	1974	1974	NUM
eurjchem-1050	281	2	,	,	PUNCT
eurjchem-1050	281	3	15	15	NUM
eurjchem-1050	281	4	,	,	PUNCT
eurjchem-1050	281	5	913‐916	913‐916	NUM
eurjchem-1050	281	6	.	.	PUNCT
eurjchem-1050	282	1	[	[	X
eurjchem-1050	282	2	20	20	NUM
eurjchem-1050	282	3	]	]	PUNCT
eurjchem-1050	282	4	.	.	PUNCT
eurjchem-1050	283	1	rao	rao	PROPN
eurjchem-1050	283	2	,	,	PUNCT
eurjchem-1050	283	3	m.	m.	PROPN
eurjchem-1050	283	4	s.	s.	PROPN
eurjchem-1050	283	5	c.	c.	PROPN
eurjchem-1050	283	6	;	;	PUNCT
eurjchem-1050	283	7	rao	rao	PROPN
eurjchem-1050	283	8	,	,	PUNCT
eurjchem-1050	283	9	g.	g.	PROPN
eurjchem-1050	283	10	c.	c.	PROPN
eurjchem-1050	283	11	k.	k.	PROPN
eurjchem-1050	284	1	indian	indian	PROPN
eurjchem-1050	284	2	j.	j.	PROPN
eurjchem-1050	284	3	chem	chem	PROPN
eurjchem-1050	284	4	.	.	PUNCT
eurjchem-1050	285	1	b	b	NOUN
eurjchem-1050	285	2	1988	1988	NUM
eurjchem-1050	285	3	,	,	PUNCT
eurjchem-1050	285	4	27	27	NUM
eurjchem-1050	285	5	,	,	PUNCT
eurjchem-1050	285	6	213‐217	213‐217	NUM
eurjchem-1050	285	7	.	.	PUNCT
eurjchem-1050	286	1	[	[	X
eurjchem-1050	286	2	21	21	NUM
eurjchem-1050	286	3	]	]	PUNCT
eurjchem-1050	286	4	.	.	PUNCT
eurjchem-1050	287	1	kumar	kumar	PROPN
eurjchem-1050	287	2	,	,	PUNCT
eurjchem-1050	287	3	v.	v.	PROPN
eurjchem-1050	287	4	;	;	PUNCT
eurjchem-1050	287	5	jaggi	jaggi	NOUN
eurjchem-1050	287	6	,	,	PUNCT
eurjchem-1050	287	7	m.	m.	NOUN
eurjchem-1050	287	8	;	;	PUNCT
eurjchem-1050	287	9	singh	singh	PROPN
eurjchem-1050	287	10	,	,	PUNCT
eurjchem-1050	287	11	a.	a.	NOUN
eurjchem-1050	287	12	t.	t.	PROPN
eurjchem-1050	287	13	;	;	PUNCT
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eurjchem-1050	287	15	,	,	PUNCT
eurjchem-1050	287	16	a.	a.	NOUN
eurjchem-1050	287	17	;	;	PUNCT
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eurjchem-1050	287	21	;	;	PUNCT
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eurjchem-1050	287	25	;	;	PUNCT
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eurjchem-1050	287	27	,	,	PUNCT
eurjchem-1050	287	28	p.	p.	PROPN
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eurjchem-1050	287	30	;	;	PUNCT
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eurjchem-1050	287	32	,	,	PUNCT
eurjchem-1050	287	33	r.	r.	PROPN
eurjchem-1050	287	34	;	;	PUNCT
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eurjchem-1050	288	1	j.	j.	PROPN
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eurjchem-1050	288	3	.	.	PROPN
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eurjchem-1050	288	5	.	.	PUNCT
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eurjchem-1050	289	2	,	,	PUNCT
eurjchem-1050	289	3	44	44	NUM
eurjchem-1050	289	4	,	,	PUNCT
eurjchem-1050	289	5	3356‐3362	3356‐3362	NUM
eurjchem-1050	289	6	.	.	PUNCT
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eurjchem-1050	290	2	22	22	NUM
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eurjchem-1050	290	4	.	.	PUNCT
eurjchem-1050	291	1	meth‐cohu	meth‐cohu	PROPN
eurjchem-1050	291	2	,	,	PUNCT
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eurjchem-1050	291	4	;	;	PUNCT
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eurjchem-1050	291	6	,	,	PUNCT
eurjchem-1050	291	7	l.	l.	PROPN
eurjchem-1050	291	8	;	;	PUNCT
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eurjchem-1050	291	10	,	,	PUNCT
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eurjchem-1050	291	13	;	;	PUNCT
eurjchem-1050	291	14	boyd	boyd	PROPN
eurjchem-1050	291	15	,	,	PUNCT
eurjchem-1050	291	16	g.	g.	PROPN
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eurjchem-1050	291	18	;	;	PUNCT
eurjchem-1050	291	19	mackay	mackay	PROPN
eurjchem-1050	291	20	.	.	PUNCT
eurjchem-1050	292	1	p.	p.	PROPN
eurjchem-1050	292	2	s.	s.	PROPN
eurjchem-1050	292	3	j.	j.	PROPN
eurjchem-1050	292	4	chem	chem	PROPN
eurjchem-1050	292	5	.	.	PUNCT
eurjchem-1050	293	1	soc	soc	PROPN
eurjchem-1050	293	2	.	.	PUNCT
eurjchem-1050	293	3	,	,	PUNCT
eurjchem-1050	293	4	perkin	perkin	PROPN
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eurjchem-1050	293	8	,	,	PUNCT
eurjchem-1050	293	9	2315‐2318	2315‐2318	NUM
eurjchem-1050	293	10	.	.	PUNCT