Synthesis and Evaluation of the Anti-Microbial Activity of New Heterocycles Containing the 134-Thiadiazole Moiety

摘要

A new series of thiadiazole-enaminones >4 were synthesized via reactions of 5-acetyl-1,3,4-thiadiazoles >3 with dimethylformamide-dimethylacetal (DMF-DMA). The simple phenyl substituted thiadiazole-enaminone >4f was used as a synthetic precursor for the preparation of a wide variety of new heterocyclic compounds, including the 5-substituted-1,3,4-thiadiazole derivatives >5, >6, >11, >12 and >13, which were obtained via reactions of >4f with nitrogen nucleophiles. Also, reactions of enaminone >4f with carbon nucleophiles afforded the respective 1,3,4-thiadiazoles >8a–d. In addition, the results of the antimicrobial activities of thiadiazole-enaminones >4 and their precursors >2 and >3 indicate that some members of this series display promising activities against all tested microorganisms.