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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

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Abstract

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-4H-1,2,4-triazole-3-triiol, accordingly. Structures of the synthesized compounds are confirmed by IR, 1H, and 13C NMR, and mass spectra. All products are tested in vitro for their antibacterial and antifungal activity.

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Acknowledgments

Authors are thankful to Department of Science and Technology, New Delhi for providing research facilities through FIST scheme and SAIF, Panjab University, Chandigarh for providing spectral facilities.

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Authors and Affiliations

  1. P.G. and Research, Department of Chemistry, Sangamner Nagarpalika Arts, D. J. Malpani Commerce and B.N. Sarada Science College, Sangamner, Maharashtra, 422605, India

    S. G. Dengale & K. K. Deshmukh

  2. P.G. and Research, Department of Chemistry, Radhabai Kale Mahila Mahavidyalaya, Ahmednagar, Maharashtra, 414001, India

    B. K. Karale, H. N. Akolkar & N. R. Darekar

Authors
  1. S. G. Dengale
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  2. B. K. Karale
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  3. H. N. Akolkar
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  4. N. R. Darekar
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  5. K. K. Deshmukh
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Correspondence to K. K. Deshmukh.

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Dengale, S.G., Karale, B.K., Akolkar, H.N. et al. 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. Russ J Gen Chem 89, 1535–1540 (2019). https://doi.org/10.1134/S1070363219070259

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  • DOI: https://doi.org/10.1134/S1070363219070259

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