Collect. Czech. Chem. Commun. 1992, 57, 397-407

Synthesis and Cyclization of Some 5-Aminobenzimidazole and 5-Aminobenzotriazole Derivatives

Vladimír Bobošíka, Viktor Milataa, Dušan Ilavskýa and Igor Goljerb

a Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava
b Central Laboratory of Chemical Technique, Slovak Technical University, 812 37 Bratislava


Alkoxymethylene derivatives I of 2,4-pentanedione, 3-oxobutanenitrile, and methyl and ethyl 3-oxobutanoates with substituted 1-phenyl-5-aminobenzimidazoles and -benzotriazoles II give the products of nucleophilic substitution III and IV which, bearing ester groups, undergo thermal cyclizations to the corresponding 8-acetyl-3-phenyl-6,9-dihydroazolo[4,5-f]quinolin-9(3H)-ones V and VI. IR, UV, 1H and 13C NMR data are given.