Microwave Assisted Synthesis and Antimicrobial Activity of Novel 1,3,4-Thiadiazoles and 1,2,4-Triazoles Derived from 2-(3-Fluorophenyl)-4-methylthiazole-5-carbohydrazide

The precursors 2-{[2-(3-fluorophenyl)-4-methyl-1,3-thiazol-5-yl]carbonyl}- N -phenylhydrazinecarbothioamides are synthesized from 2-(3-fluorophenyl)-4-methylthiazole-5-carbohydrazide and aryl isothiocyanates. MW irradiation of the precursors under alkali or acidic conditions led to the products of c...

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Bibliographic Details
Published in:Russian journal of general chemistry 2019-07, Vol.89 (7), p.1535-1540
Main Authors: Dengale, S. G., Karale, B. K., Akolkar, H. N., Darekar, N. R., Deshmukh, K. K.
Format: Article
Language:English
Subjects:
Amides
Aromatic compounds
Carbonyls
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Fungicides
Mass spectra
NMR
Nuclear magnetic resonance
Precursors
Synthesis
Thiadiazoles
Triazoles
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Summary:The precursors 2-{[2-(3-fluorophenyl)-4-methyl-1,3-thiazol-5-yl]carbonyl}- N -phenylhydrazinecarbothioamides are synthesized from 2-(3-fluorophenyl)-4-methylthiazole-5-carbohydrazide and aryl isothiocyanates. MW irradiation of the precursors under alkali or acidic conditions led to the products of cyclization 5-[2-(3-fluorophenyl)-4-methylthiazol-5-yl]- N -phenyl-1,3,4-thiadiazol-2-amine or 5-[2-(3-fluorophenyl)-4-methylthiazol-5-yl]-4-phenyl-4 H -1,2,4-triazole-3-triiol, accordingly. Structures of the synthesized compounds are confirmed by IR, 1 H, and 13 C NMR, and mass spectra. All products are tested in vitro for their antibacterial and antifungal activity.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363219070259