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Abstract

Thiazolidin-4-one is synthesized by highly efficient three-component reaction system. Three component involved are 2-(4-phenyl substituted)-4-methylthiazole-5-carbaldehyde (1) with p-substituted aniline (2), in presence of p-toluene sulfonic acid (p-TsOH) as an acid catalyst in toluene as an solvent with separation of azeotropic water, followed by cyclo-condensation with mercaptoacetic acid in a single pot. A series of compounds 2-(4-methyl-2-phenylthiazol-5-yl)-3-phenylthiazolidin -4-one (4a-h) were synthesized and structures of these compounds were elucidated by IR, 1H NMR, GC-MS. Synthesized compounds were screened for antibacterial activity against Gram-negative (E. coli and P. aeruginosa) and Gram-positive (S. aureus and B. subtilis) bacteria, antifungal activity against pathogenic fungal strains and in vitro anti-inflammatory activities. Some of the compounds exhibited promising antibacterial, antifungal and anti-inflammatory activities.

Keywords

p-Substituted aniline p-Toluene sulfonic acid Mercaptoacetic acid Thiazolidinone Antimicrobial activity Anti-inflammatory activities

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M. Borde, R., B. Jadhav, S., A. Gaikwad, M., & S.Munde, A. (2018). One Pot Three-Component Synthesis of Thiazolidinone Derivatives of 4-Methylthiazole-5-carbaldehyde and its Biological Evaluation. Asian Journal of Organic & Medicinal Chemistry, 3(4), 159–163. https://doi.org/10.14233/ajomc.2018.AJOMC-P145
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