Synthesis, characterization and anti-bacterial activity of 5-(alkenyl)-2-amino- and 2-(alkenyl)-5-phenyl-1,3,4-oxadiazoles

Abstract

Fatty acid hydrazides of undec-10-enoic, (Z)-octadec-9-enoic, (Z)-12-hydroxyoctadec-9-enoic and (Z)-9-hydroxyoctadec-12-enoic acids are used as cheap starting materials in the synthesis of important biologically active 5-(alkenyl)-2-amino-1,3,4-oxadiazole and 2-(alkenyl)-5-phenyl-1,3,4-oxadiazole using cyanogen bromide and benzoyl chloride or benzoic acid as reagents, respectively. The structure of these compounds was confirmed by IR, 1H NMR, 13C NMR and Mass spectra. All the newly synthesized compounds were screened for their antibacterial activity. Compounds 2c, 2d, 3a, 3c and 3d showed good antimicrobial activity against E. coli where as compounds 2a and 2d were found active against all the bacteria.