Synthesis of 4-arylcarbamoyl-5-(2-hydroxynaphthylazo)imidazoles and 1-substituted naphtho{[}2,1-e]imidazo{[}5,1-c] {[}1,2,4]triazines / Sadchikova E. V.,Mokrushin V. S. // RUSSIAN CHEMICAL BULLETIN. - 2006. - V. 55, l. 7. - P. 1255-1261.

ISSN/EISSN:

1066-5285 / нет данных

Type:

Article

Abstract:

The reactions of P-naphthol with 5-diazoimidazoles and imidazolyl-5-diazonium salts containing chemically different carboxamide groups in position 4 were studied. Hetero-cyclization of 4-arylcarbamoyl-5-(2-hydroxyiiaphthylazo)imidazoles formed in these reactions was investigated. The presence of the NH fragment in the amide group prevents this process, the reaction giving instead 3-substituted 3,7-dihydroimidazo{[}4,5-d]{[}1,2,3]triazin-4-ones, which is due to reversibility of C-azo coupling. Methods for modification of I-ethoxycarbonyl group in the naphtho{[}2,1-e]imidazo{[}5,1-c]{[}1,2,4]triazine system were developed and used to prepare substituted carboxamides inaccessible by other routes.

Author keywords:

5-diazoimidazoles; 5-imidazolyldiazonium salts; C-azo coupling; reactivity; azo compounds; naphtho{[}2,1-e]imidazo{[}5,1-c]{[}1,2,4]triazines DIAZOAZOLES; AZIDOAZOLES; TRIAZINES; AZOAZOLES; SALTS

DOI:

10.1007/s11172-006-0408-7

Web of Science ID:

ISI:000242918900024

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	JUL
Publisher	CONSULTANTS BUREAU/SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013 USA
Language	English
Keywords-Plus	DIAZOAZOLES; AZIDOAZOLES; TRIAZINES; AZOAZOLES; SALTS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	selena@htf.ustu.ru
Number-of-Cited-References	8
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	1
Journal-ISO	Russ. Chem. Bull.
Doc-Delivery-Number	118CF