Chloromethyl-, dichloromethyl-, and trichloromethyl-1,2,4-triazines and their 4-oxides: method for the synthesis and tele-substitution reactions with C-nucleophiles / Kozhevnikov DN,Kataeva NN,Rusinov VL,Chupakhin ON // RUSSIAN CHEMICAL BULLETIN. - 2004. - V. 53, l. 6. - P. 1295-1300.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

A simple procedure was developed for the synthesis of 1,2,4-triazines and their 4-oxides containing the ClCH2, Cl2CH, or CCl3 group at position 3 by cyclization of 2-aryl-2-hydrazono-1-oximinoethanes with the corresponding chloroacetonitriles. The reaction pathway depends on the number of halogen atoms in the acetonitrile used. The reactions with trichloroacetonitrile, monochloroacetonitrile, and dichloroacetonitrile afford 3-trichloromethyl-1,2,4-triazines, 3-chloromethyl-1,2,4-triazine 4-oxides, and a mixture of the corresponding dichloro-methyltriazines and their 4-oxides, respectively. The reactions of 3-trichloromethyl-1,2,4-triazines with indoles and phenols are accompanied by tele-substitution with elimination of halogen from the trichloromethyl group to give 5-indolyl- (or 5-hydroxyphenyl)-3-dichloromethyl-1,2,4-triazines.

Author keywords:

DERIVATIVES

DOI:

10.1023/B:RUCB.0000042289.0716

Web of Science ID:

ISI:000224147800024

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN
Publisher	CONSULTANTS BUREAU
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	DERIVATIVES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	dnk@htf.ustu.ru
Number-of-Cited-References	13
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	4
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	857VR