GREEN CHEMISTRY APPROACH FOR THE SYNTHESIS OF NOVEL TETRAZOLE DERIVATIVES AND EVALUATION OF ANTIFUNGAL ACTIVITY

摘要

New 2-substituted-4-(5-phenyl-1H-tetrazol-1-yl)-2,3,5a,9a-tetrahydro-1H-1,5-benzodiazepine derivatives were synthesized by conventional as well as microwave method. Benzonitrile and sodium azide in the presence of ammonium chloride and DMF produces 5-phenyltetrazole; this on reaction with acetic anhydride forms 5-phenyl-1-acetyl tetrazole which reacted with different aromatic aldehydes in the presence of the alkaline medium, to yield corresponding chalcones. Chalcones on further reaction with o-phenylenediamine yield 2-substituted-4-(5-phenyl-1H-tetrazol-1-yl)-2,3,5a,9a-tetrahydro-1H-1,5-benzodiazepines ( 4a - 4j ). The structures of newly synthesized compounds were characterized by physical and spectral characteristics by FT-IR and 1 H NMR spectroscopy. All synthesized compounds were evaluated for their antifungal activity by MIC (minimal inhibitory concentration, broth dilution method) against A. niger and C. albicans . All synthesized compounds show moderate to good antifungal activity.