Synthesis of thiazolidinone derivatives containing thiadiazoline moiety of biological interest

Abstract

The synthetic precursor thiadiazole (1) has been synthesized from salicylic acid and thiosemicarbazide under reflux condition. Condensation of thiadiazole with different substituted benzaldehydes produces hydrazone (2-7). The reaction of different hydrazones with mercapto acetic acid in presence of catalytic amount of zinc chloride affords the substituted thiazolidinone derivatives containing thiadiazoline moiety (8-13). All the synthesized compounds were characterized by IR, 1H NMR and 13C NMR spectral evidences. The newly synthesized thiazolidinone compounds were tested for the antibacterial and anti fungal activity against Escherichia coli (E.coli) and Aspergillus niger (A.niger) respectively. The testing results showed moderate activity against E.coli and A.niger.