Synthesis and Antimicrobial Activity of 4-Oxo-Thiazolidines and 5-Arylidene Derivatives of 2-Amino-5-Ethyl-1,3,4-Thiadiazole

Authors

  • Sunil Makwane Synthetic Organic Chemistry Laboratory, Department of Chemistry, School of Chemical sciences and Technology, Dr. Harisingh Gour University, Sagar (M.P) India
  • SD Srivastava Synthetic Organic Chemistry Laboratory, Department of Chemistry, School of Chemical sciences and Technology, Dr. Harisingh Gour University, Sagar (M.P) India
  • Rajiv Dua Department of Chemistry, State Forensic Science Laboratory, Department of Home (Police), Goverment of Madhya Pradesh, Sagar (M.P) India
  • SK Srivastava Synthetic Organic Chemistry Laboratory, Department of Chemistry, School of Chemical sciences and Technology, Dr. Harisingh Gour University, Sagar (M.P) India

DOI:

https://doi.org/10.3329/jbas.v42i2.40042

Keywords:

Thiadiazole, Benzylidene, Thiazolidinone and Antimicrobial activity

Abstract

A new series of 5-benzylidene-3-(5-ethyl-[1,3,4]thiadiazol-2-yl)-2-phenyl-thiazolidin-4-ones (3a-3m) were synthesized. The reaction of thioglycolic acid with benzylidene-(5-ethyl-[1,3,4] thiadiazol-2-yl)-amine 1a in the presence of anhydrous ZnCl2 afforded the new heterocyclic compounds 5-benzylidene-3-(5-ethyl-[1,3,4] thiadiazole-yl)-2-phenyl-thiazolidin-4-one, 2a. The latter product on treatment with several selected substituted aromatic aldehydes in the presence of sodium ethoxide underwent the Knoevenagel reaction to yield 5-benzylidene-3-(5-ethyl-[1,3,4] thiadiazol-2-yl)-2-phenyl-thiazolidin-4-ones, 3a-3m. The structures of the compounds were confirmed by IR, 1H-NMR, 13C-NMR and mass spectroscopy and by chemical analysis. All the above compounds were screened for their antimicrobial activity against some selected bacteria and fungi such as E. coli, B. Subtilis, and S. Typhi bacteria and A.niger, A. Flavus and F. oxisporium Fungi.

Journal of Bangladesh Academy of Sciences, Vol. 42, No. 2, 155-170, 2018

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Published

2018-12-30

How to Cite

Makwane, S., Srivastava, S., Dua, R., & Srivastava, S. (2018). Synthesis and Antimicrobial Activity of 4-Oxo-Thiazolidines and 5-Arylidene Derivatives of 2-Amino-5-Ethyl-1,3,4-Thiadiazole. Journal of Bangladesh Academy of Sciences, 42(2), 155–170. https://doi.org/10.3329/jbas.v42i2.40042

Issue

Vol. 42 No. 2 (2018)

Section

Articles