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Novel synthesis of benzimidazole by Ring Contraction Rearrangement of benzodiazepine
Abstract
Condensation of substituted aromatic ketones (acetophenone) and substituted aldehydes give unsaturated ketones 14 (chalcones) which react with o-phenylenediamine 7 to afford the corresponding benzodiazepines 15. Treatments of benzodiazepines under basic conditions give benzimidazole derivatives. Structures of all synthesized compounds have been characterized by their NMR and mass spectral data.
Keywords: N’-Thioacylamidines, Chalcone, o-phenylenediamine, benzodiazepine, benzimidazole.