Synthesis and antibacterial activity of 5-aryl-2-[(alpha-chloro-alpha-phenylacetyl/alpha-bromopropionyl)amino]-1,3,4-oxadiazoles and 2-[(5-aryl-1,3,4-oxadiazol-2-yl)imino]-5-phenyl/methyl-4-thiazolidinoes

Abstract

Reaction of 5-aryl-2-amino-1,3,4-oxadiazoles (BI-VI), obtained by the oxydative cyclization of aromatic aldehyde semicarbazones (A(I-VI)), with alpha-chloro-alpha-phenylacetyl chloride and alpha-bromopropionyl bromide yielded 5-aryl-2-[(alpha-chloro-alpha-phenylacetyl)amino]- 1,3,4-oxadiazoles (Ia-VIa) and 5-aryl-2-[(alpha-bromopropionyl)amino]-1,3,4-oxadiazoles (VIIa-XIIa), respectively. Furthermore, Ia-XIIa were refluxed with ammonium thiocyanate to give 5-phenyl/methyl-2-[(5-aryl-1,3,4-oxadiazol-2-yl)imino]-4-thiazolidinones (It-XIIt).