Synthesis and Antimicrobial Studies on New Substituted 1,3,4-Oxadiazole Derivatives Bearing 6-Bromonaphthalene Moiety

Abstract

A series of new 1,3,4-oxadiazole derivatives having 6-bromonaphthalene moiety are synthesized.
2-[(6-bromo-2-naphthyl)oxy]acetohydrazide was treated with various substituted aromatic acids in presence of POCl3 to
give 2-{[(6-bromo-2-naphthyl)oxy]methyl}-5-aryl-1,3,4-oxadiazole. Also the hydrazide on treating with CS2/KOH
gave 5-{[(6-bromo-2-naphthyl)oxy]methyl}-1,3,4-oxadiazole-2(3H)-thione, which was subjected to Mannich reaction
to get a series of Mannich bases and with alkyl/aryl halide to give
2-{[(6-bromo-2-naphthyl)oxy]methyl}-5-[(alkyl/aryl)thio]-1,3,4-oxadiazole. The newly synthesized compounds were
characterized by analytical and spectral data. Antimicrobial activities of these compounds were carried out and some of
them have exhibited good activity.