Synthesis of S-Phenacylated Trisubstituted 1,2,4-Triazole Incorporated with 5-(Benzofuran-2-yl)-1-Phenyl-1H-Pyrazol-3-yl Moiety and their Antibacterial Screening

Starting with a concise and practical synthesis of acyl thiosemicarbazides (3a-h), a series of new 1,2,4-triazole derivatives (4a-h), have been synthesized by intramolecular cyclization in alkaline medium. The acyl thiosemicarbazides required for this purpose were obtained by reaction of carbohydrazides (1a-b) with appropriate aromatic isothiocyanates (2a-h). Subsequently, 4a-h which upon treatment with phenacyl bromide underwent S-phenacylation in presence of triethylamine afforded 5a-h. The structural identities of 3a, 4a and 5a compound were established on the basis of elemental analysis and spectral studies such as 1H NMR, IR, 13C NMR and mass while rest of the compounds were characterized by elemental analysis and IR spectroscopy. The synthesized compound acyl thiosemicarbazide (3a) and 1,2,4-triazole (5a) were evaluated for their in vitro antibacterial activity against pathogenic bacteria and the results were comparable with Chloramphenicol antibiotic.

Author(s): Mohammad Idrees, Roshan D Nasare and Naqui J Siddiqui

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