Product analyses of ozone mediated nitration of benzimidazole derivatives with nitrogen dioxide: formation of 1-nitrobenzimidazoles and conversion to benzotriazoles.
Chem Pharm Bull (Tokyo)
; 52(5): 570-6, 2004 May.
Article
em En
| MEDLINE
| ID: mdl-15133210
ABSTRACT
Several benzimidazole derivatives having electron-withdrawing or -donating substituent(s) at the benzene moiety were used as models of the imidazole moiety of purine bases and their nitration with nitrogen dioxide and ozone (so-called Kyodai nitration) were examined. Products were extracted from the reaction mixture with AcOEt and their structures were analyzed. 1-Nitrobenzimidazole derivatives and unexpected 1-nitrobenzotriazole derivatives were identified. Although the yields of 1-nitrobenzimidazole derivatives were quite low, these were all new compounds that could be obtained only by Kyodai nitration. It was speculated that benzotriazoles were formed via 1-nitrobenzimidazoles and subsequent nitration toward benzotriazoles resulted in the formation of 1-nitrobenzotriazoles.
Buscar no Google
Base de dados:
MEDLINE
Assunto principal:
Ozônio
/
Triazóis
/
Benzimidazóis
/
Dióxido de Nitrogênio
Idioma:
En
Ano de publicação:
2004
Tipo de documento:
Article