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Paper | Special issue | Vol 50, No. 2, 1999, pp.819-832
Published online, 1st January, 1970
DOI: 10.3987/COM-98-S(H)77
■ Substituted Benzimidazoles. Part 2. Synthesis and Properties of 2-Aryl-1-hydroxy-5-(2-thenoyl)benzimidazole 3-Oxides

Marwan R. Kamal,* Mustafa M. El-Abadelah, Amer A. Mohammad, and Herbert Meier

*Chemistry Department, Faculty of Science, University of Jordan, Amman 11942, Jordan

Abstract

A selected set of 2-aryl- and 2-hetaryl-1-hydroxy-5-(2-the-noyl)benzimidazole 3-oxides (10a-m) was prepared for bioassay via condensation dioxime (8) as catalyzed by perchloric acid. The dioxime (8) was obtained by facile reduction of 5-(2-thenoyl)benzofuroxan (7a) with 1,2-diphenylhydrazine. The furoxans (7a,b) are accessible by pyrolysis of the respective o-nitrophenyl azides (6a,b). Compounds (10a-g) showed a comparable range of in vitro activity against Escherichia coli and Candida albicans (MIC 62.5-125μg/mL).