Green and Sustainable Approaches to the Synthesis of Pyrazole-Thiazole Hybrids Biological Activity-Focused

Authors

  • Niral H kalariya Matushri Virbaima Mahila Science & Home Science College Rajkot, Gujarat, India Author
  • Dr. Kalpesh Ganatra Matushri Virbaima Mahila Science & Home Science College Rajkot, Gujarat, India Author

DOI:

https://doi.org/10.32628/IJSRSET2512602

Keywords:

Pyrazole-thiazole hybrids, green synthesis, Schiff base, antimicrobial activity, antifungal activity

Abstract

The synthesis of key intermediates and a general procedure for the synthesis of Schiff bases of pyrazoloaldehyde with 5-nitrothiazol-2-amine are described. 5-nitrothiazol-2-amine was synthesized from N, N-dimethyl-2-nitroethenamine through a series of reactions involving the use of N-bromosuccinimide and thiourea, yielding 75% of the desired product. N-Phenylamino-α-methyl-phenyl azomethine was synthesized by refluxing a mixture of phenylhydrazine and acetophenone in absolute ethanol with glacial acetic acid, resulting in a 90% yield 2 . 1-N,3-Diphenyl-4-formyl pyrazole was obtained by adding N-Phenylamino-α-methyl-phenyl azomethine to a Vilsmeier-Haack reagent, followed by refluxing and purification, with a yield of 87%. Finally, Schiff bases were synthesized by combining pyarzoloaldehyde with 5-nitrothiazol-2-amine in methanol with glacial acetic acid catalyst, yielding the title compounds with 60% yield.

📊 Article Downloads

References

Hu C, Gao Y, Du W. Design, Synthesis, and Biological Evaluation of Pyrazole Derivatives. Chem Biol Drug Des. 2016 May;87(5):673-9. doi: 10.1111/cbdd.12699. Epub 2016 Jan 11. PMID: 26648479. DOI: https://doi.org/10.1111/cbdd.12699

Ş.Güniz Küçükgüzel, Sevil Şenkardeş, Recent advances in bioactive pyrazoles, European Journal of Medicinal Chemistry, Volume 97, 2015, Pages 786-815, https://doi.org/10.1016/j.ejmech.2014.11.059. DOI: https://doi.org/10.1016/j.ejmech.2014.11.059

Aggarwal, R., et al. “Pyrazole-Based Anti-inflammatory Agents.” European Journal of Medicinal Chemistry, vol. 46, no. 7, 2011, pp. 3038–3044. DOI: https://doi.org/10.1016/j.ejmech.2011.04.041

Elgemeie, G. H., et al. “Thiazole Derivatives as Antimicrobial Agents.” Molecules, vol. 23, no. 6, 2018, p. 1340.

Abdel-Wahab, B. F., et al. “Antimicrobial Activity of Thiazole Derivatives.” European Journal of Medicinal Chemistry, vol. 63, 2013, pp. 251–258.

Khan, S. A., et al. “Synthesis and Antimicrobial Activities of Pyrazole-Thiazole Hybrids.” European Journal of Chemistry, vol. 4, no. 4, 2013, pp. 454–460.

El-Enany, M. M., et al. “Schiff Base Derivatives: Synthesis and Antimicrobial Evaluation.” Bioorganic & Medicinal Chemistry, vol. 23, no. 22, 2015, pp. 7256–7266.

Küçükgüzel, Ş. G., et al. “Antibacterial and Antioxidant Properties of Schiff Bases.” European Journal of Medicinal Chemistry, vol. 63, 2013, pp. 171–181.

Aggarwal, R., et al. “Design and Green Synthesis of Schiff Base Derivatives.” ChemistryOpen, vol. 13, no. 1, 2024, p. 142.

Aggarwal, R., et al. “Environmental Hazards in Heterocyclic Synthesis.” Journal of Chemical Sciences, vol. 135, no. 4, 2023, p. 102.

Anastas, P. T., and J. C. Warner. Green Chemistry: Theory and Practice. Oxford University Press, 1998.

Varma, R. S. “Solvent-Free Organic Syntheses.” Green Chemistry, vol. 1, no. 1, 1999, pp. 43–55. DOI: https://doi.org/10.1039/a808223e

Polshettiwar, V., and R. S. Varma. “Green Chemistry by Microwave Activation.” Accounts of Chemical Research, vol. 41, no. 5, 2008, pp. 629–639. DOI: https://doi.org/10.1021/ar700238s

Clark, J. H., and D. J. Macquarrie. Handbook of Green Chemistry and Technology. Wiley-Blackwell, 2002. DOI: https://doi.org/10.1002/9780470988305

Elgemeie, G. H., et al. “Biological Activity of Pyrazole-Thiazole Schiff Bases.” Molecules, vol. 23, no. 6, 2018, p. 1340.

Khan, S. A., et al. “Biological Evaluation of Schiff Base Derivatives.” European Journal of Chemistry, vol. 4, no. 4, 2013, pp. 454–460.

Lipinski, C. A., et al. “Experimental and Computational Approaches to Estimate Solubility and Permeability.” Advanced Drug Delivery Reviews, vol. 46, no. 1-3, 2001, pp. 3–26. DOI: https://doi.org/10.1016/S0169-409X(96)00423-1

Morris, G. M., et al. “AutoDock4 and AutoDockTools4: Automated Docking with Selective Receptor Flexibility.” Journal of Computational Chemistry, vol. 30, no. 16, 2009, pp. 2785–2791. DOI: https://doi.org/10.1002/jcc.21256

Sheldon, R. A. “Green Chemistry and Resource Efficiency.” Green Chemistry, vol. 18, 2016, pp. 3180–3183. DOI: https://doi.org/10.1039/C6GC90040B

Kappe, C. O. “Controlled Microwave Heating in Modern Organic Synthesis.” Angewandte Chemie International Edition, vol. 43, no. 46, 2004, pp. 6250–6284 DOI: https://doi.org/10.1002/anie.200400655

Downloads

Published

23-07-2025

Issue

Section

Research Articles

How to Cite

[1]
Niral H kalariya and Dr. Kalpesh Ganatra, “Green and Sustainable Approaches to the Synthesis of Pyrazole-Thiazole Hybrids Biological Activity-Focused”, Int J Sci Res Sci Eng Technol, vol. 12, no. 4, pp. 213–222, Jul. 2025, doi: 10.32628/IJSRSET2512602.