3-(4-Aminophenylsulfonyl)-1,3,4-oxadiazole-2(3H<)-thione (1) undergoes facile condensation with different aromatic aldehydes to afford the corresponding 3-(4-(substituted benzylideneamino)phenylsulfonyl)-1,3,4-oxadiazole-2(3H)-thione (2a-e) in good yields. Cyclocondensation of compounds (2a-e) with chloroacetyl chloride yields 3-chloro-4- subsituted phenyl-1-(4-(2-thioxo-1,3,4-oxadiazol-3(2H)-ylsulfonyl)phenyl)azetidin-2-one (3a-e). The structures of these compounds were established on the basis of analytical and spectral data. All the newly synthesized compounds were evaluated for their antibacterial and antifungal activities
3-(4-Aminophenylsulfonyl)-1,3,4-oxadiazole-2(3H)-thione, Schiff base, Azetidinone, Antibacterial activity.