Eco-Friendly Novel Synthesis, Characterization of 2,3-Disubstituted 4-Thiazolidinone Derivatives and their Antimicrobial Evaluations

Ashutosh Pathak1,2,, P. Malairajan1,, Parmesh Kumar Dwivedi3,*, and Devdutt Chaturvedi4,*,

1Department of Pharmaceutical Sciences, Shalom Institute of Health and Allied Sciences, Sam Higginbottom University of Agriculture, Technology & Sciences (SHUATS), Naini, Prayagraj-211007, India

2Department of Pharmacy, Maharishi University of Information Technology, Sitapur Road, IIM Bypass, Lucknow-226013, India

3Department of Pharmaceutical Chemistry, Amity Institute of Pharmacy, Lucknow, Amity University Uttar Pradesh, Sector 125, Noida-201313, India

4Department of Chemistry, School of Physical Sciences, Mahatma Gandhi Central University, Motihari-845401, India

*Corresponding authors: E-mail: parmeshdwivedi@gmail.com; devduttchaturvedi@gmail.com

Abstract

A total of nine derivatives of 4-thiazolidinone were synthesized involving the reaction of benzene-1,2-diamine with 4-aminobenzoic acid followed by reaction with substituted benzaldehyde to get the Schiff bases. These synthesized Schiff bases were further reacted with thioglycolic acid to get the desired thiazolidinones (29-37). In addition to conventional synthesis, the microwave irradiation method has also been employedfor the synthesis of these compounds which provides not only pollution free and eco-friendly environment but also excellent yields. The results showed that 2-substituted thiazolidinone derivatives exhibit good antibacterial activity. It was also recorded that the compounds containing -Cl, -NO2 group with thiazolidinone nucleus are more active than other compounds of the synthesized series.

Keywords

4-Thiazolidinones, Schiff bases, Biological activity, Benzimidazoles, Microwave synthesis.

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