SYNTHESIS, ANTIBACTERIAL AND ANTIFUNGAL ACTIVITIES OF 2,5-DISUBSTITUTED-1,3,4-OXADIAZOLES

A series of 2, 5-distributed 1,3,4-oxadiazole derivatives were prepared and evaluated for their antibacterial and antifungal activities. 5-[(2, 4, 6-trichlorophenoxy) methyl]-1,3,4-oxadiazol-2-thiol 5 was synthesized by the reaction of 2-(2,4,6,-trichlorophenoxy) acetic acid hydrazide 4 with CS2 and KOH in ethanol. The compound 5 on reaction with ethyl chloroacetate gave ethyl-2-(5-(2,4,6-trichlorophenoxy)methyl)-1,3,4-oxadiazol-2-ylthio) acetate 6 and this on further hydrolysis by sodium hydroxide, followed by acidification gave 2-(5-((2,4,6-trichlorophenoxy)methyl)-1,3,4-oxadiazol-2-ylthio) acetic acid. 7.The compound 5 on condensation with p-benzoquinone in dry acetone gave 2(5-((2,4,6-trichlorophenoxy)methyl)-1,3,4-oxadiazol-2-ylthio) benzene-1,4-diol 8. 1,3,4-Oxadiazole derivatives 9-15 were prepared by treating hydrazide 4 with aromatic acids, in presence of dehydrating agent. Structures of the newly synthesized compounds were confirmed on the basis of physico-chemical and spectral data. All the synthesized compounds were screened for their antibacterial and antifungal activities using broth micro dilution method. Compounds have shown moderate to good antibacterial and antifungal activities.