Synthesis and characterization of new phthalimides and succinimides substituted with 1,3,4-oxadiazole ring

Abstract

A series of new phthalimides and succinimides connected to 1,3,4-oxadiazole moiety were synthesized via multistep synthesis. The first step involved synthesis of six 5- substituted 2- amino-1,3,4-oxadiazoles by oxidative cyclization of substituted semicarbazones under treatment with bromine and anhydrous sodium acetate in glacial acetic acid.The synthesized 2-amino-1,3,4- oxadiazoles were introduced in reaction with phthalic or succinic anhydride in the second step producing six N - ( 5- substituted-1,3,4-oxadiazole-2-yl) phthalamic acids and six N-(5-substituted -1,3,4-oxadiazole-2-yl) succinamic acids which in turn were dehydrated in the third step via fusion method or using acetic anhydride and anhydrous sodium acetate as dehydrating agent to afford the desirable N-(5-substituted -1,3,4-oxadiazole -2-yl) phthalimides and N-(5- substituted -1,3,4- oxadiazole -2-yl) succinimides respectively.Structures of the prepared compounds were confirmed by spectroscopic analysis and C.H.N analysis.Some of the synthesized compounds were screened for their antibacterial activity against two microorganisms, staphylococcus aureous (Gram positive) and Escherichia coli (Gram negative) and the results indicated that they exhibit good to moderate

Keywords

• amino
• substituted
• oxadiazoles
• phthalimides
• succinimides