Uses of 1-Cyanoacetyl-4-Phenyl-3-Thiosemicarbazide in the Synthesis of Antimicrobial and Antifungal Heterocyclic Compounds
Rafat M. Mohareb *
Department of Organic Chemistry, Faculty of Pharmacy, October University of Modern Sciences & Arts, El-Wahaat Road, October City, A.R. Egypt and Department of Chemistry, Faculty of Science, Cairo University, Giza, A.R. Egypt
Abeer A. Mohamed
National Organization Research and Control of Biologicals (NORCB), 51 Wezaret El-zeraa St., Dokki, Giza, Egypt
*Author to whom correspondence should be addressed.
Abstract
The thiosemicarbazide synthesized from the reaction of cyanoacetylhydrazine phenylisothiocyanate reacted with acetoacetanilide gave the 2-pyridinone derivative 4. The reaction of the latter product with 1,3-dicarbonyl and α-halocarbonyl compounds gave the benzo[c]pyridine derivatives 6a,b and the thiazole derivatives 9a,b, respectively. The reaction with phenylisothiocyanate and elemental sulfur gave the thiazole derivative 14. The latter compound reacted with α-halocarbonyl compounds to give the thiazole products 16a-c. The antimicrobial and antifungal evaluations of the newly synthesized products showed that some compounds have high activity.
Keywords: Thiosemicarbazide, pyridine, thiazole, antimicrobial