Synthesis of Some New 1, 3, 4-Thiadiazole Containing Diamidic Moieties

Abstract

In this work, 2-amino -5- mercapto-1, 3, 4- thiadiazole (S1) has been synthesized by the reaction of thiosemicarbazaide with CS2 in the presence of anhydrous Na2CO3 and then fused with phthalic anhydride at (170-180C°) to the give compound (S2). Treatment of compound (S2) with hydrazine hydrate gave the benzamide derivative (S3). The reaction of derivative (S3) with acetyl acetone and various aldehydes or ketone(benzaldehyde, isatine, 4-nitrobenzaldehyde) afforded the pyrazole derivative (S4) and the corresponding Schiff bases (S5-S7). Moreover, the reaction of compound (S3) with various anhydrides (maleic, succinic, phthalic, 3-nitrophthalic and itaconic) afforded the corresponding derivatives (S8-S12) respectively. In addition, treatment of compound (S3) with phenylthioisocyanate, naphthyl 1-isocyanate, phenyl isocyanate, 3-chlorophenylisocyanate and 1, 4-toluenediisocyanate gave the corresponding derivatives (S13-S17) respectively.All the new synthesized compounds were confirmed by FT-IR,UV and NMR spectroscopy.