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Reaction of phenyl acetic acid derivatives with thiosemicarbazide in the presence of POCl 3  afforded 5-(4-bromobenzyl)-1,3,4-oxadiazole-2-amine  1  and 5-(3-nitrophenyl)-1,3,4-oxadiazole -2-amine  2 . Acylation of the amino group of oxadiazoles  1  and  2  with some acid chlorides such as methyl 4-(chlorocarbonyl) benzoate, 3-nitrobenzoyl chloride, 4-methoxy-benzoyl chloride, 4-isobutylbenzoyl chloride and chloroacetyl chloride yielded the acylated compounds  3 – 8 . Cyclization of acetamides  7  and  8  by reaction with ammonium thiocyanate gave the thiazolidinones  9  and  10 . Coupling of chloroacetamide  7  with two mercaptothiazoles gave coupled heterocyclic derivatives  11  and  12 . Coupling of amino-oxadiazole  1  with  N -Boc-glycine and  N -Boc-phenylalanine lead to the formation of  16  and  17  respectively. All compounds were screened for their antibacterial activity against  Salmonella typhi  where compounds  3 ,  4 ,  10 ,  11  and  15  showed significant activity. Structures of the new synthesized compounds were confirmed using the spectral analysis such as IR,  1 H NMR and  13 C NMR and mass spectrometry.

Synthesis of new 2-amino-1,3,4-oxadiazole derivatives with anti-salmonella typhi activity evaluation