Abstract: 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.
Keywords: antimicrobial activity; enaminone; 1,3,4-thiadiazole; nitrogen nucleophiles; carbon nucleophiles
This is an open access article distributed under the
Creative Commons Attribution License which permits unrestricted use, distribution,
and reproduction in any medium, provided the original work is properly cited.
Export to BibTeX
MDPI and ACS Style
Farghaly, T.A.; Abdallah, M.A.; Muhammad, Z.A. Synthesis and Evaluation of the Anti-Microbial Activity of New Heterocycles Containing the 1,3,4-Thiadiazole Moiety. Molecules 2011, 16, 10420-10432.
Farghaly TA, Abdallah MA, Muhammad ZA. Synthesis and Evaluation of the Anti-Microbial Activity of New Heterocycles Containing the 1,3,4-Thiadiazole Moiety. Molecules. 2011; 16(12):10420-10432.
Farghaly, Thoraya A.; Abdallah, Magda A.; Muhammad, Zienab A. 2011. "Synthesis and Evaluation of the Anti-Microbial Activity of New Heterocycles Containing the 1,3,4-Thiadiazole Moiety." Molecules 16, no. 12: 10420-10432.