Direct introduction of heterocyclic residues into 1,2,4-triazin-5(2H)ones / Rusinov VL,Zyryanov GV,Pilicheva TL,Chupakhin ON,Neunhoeffer H // JOURNAL OF HETEROCYCLIC CHEMISTRY. - 1997. - V. 34, l. 3. - P. 1013-1019.

ISSN/EISSN:

0022-152X / нет данных

Type:

Article

Abstract:

3-Aryl-1,2,4-triazin-5(2H)-ones la-e react with indoles 2a-c in trifluoroacetic acid/chloroform or in boiling butanol or acetic acid to give 3-aryl-6-(indolyl-3)-1,6-dihydro-1,2,4-triazin-5(2H)-ones 3a-g. Oxidation of the dihydro-1,2,4-triazin-5(2H)-ones 3a-e afforded 6-(indolyl-3)-1,2,4-triazin-5(2H)-ones 4a-e, products of nucleophilic substitution of hydrogen in la-e Refluxing Ib with N-methylpyrrole 5b in butanol for an extended time resulted in the formation of 3-(4-chlorophenyl)-6-(1-methylpyrrolyl-2)-1,2,4-triazin-5(2H)-one 4h. The reaction of lac with indoles 2a-c, pyrroles 5a,b, 1,3-dimethyl-2-phenylpyrazol-4-one (8) and aminothiazoles 9a,b in acetic anhydride affords the 1-acetyl-3-aryl-6-aryl-6-hetaryl-1,6-dihydro-1,2,4-triazin-5(2H)-ones 6a-s. Reaction of la-e with N-methylpyrrole 5b in acetic anhydride gives beside the 1:1 addition products 6h-k also the 2: 1 addition products 7a-c.

Author keywords:

AS-TRIAZINE DERIVATIVES; ADDITION-REACTION; ORGANIC-ANIONS; SUBSTITUTION; HYDROGEN

DOI:

нет данных

Web of Science ID:

ISI:A1997XK18000047

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAY-JUN
Publisher	HETERO CORPORATION
Address	PO BOX 993, ODESSA, FL 33556-0993
Language	English
Keywords-Plus	AS-TRIAZINE DERIVATIVES; ADDITION-REACTION; ORGANIC-ANIONS; SUBSTITUTION; HYDROGEN
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Number-of-Cited-References	11
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	4
Journal-ISO	J. Heterocycl. Chem.
Doc-Delivery-Number	XK180