Synthesis and structure of new 5-(arylidene)-3-(4-methylbenzoyl)thiazolidine-2,4-diones
✍ Scribed by Katarina M. Popov-Pergal; Dejan Poleti; Milica P. Rančić; Antun Meden; Marija V. Pergal
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2010
- Tongue
- English
- Weight
- 186 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.288
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✦ Synopsis
Abstract
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The derivatives of 5‐substituted‐2,4‐thiazolidinedione have a broad spectrum of biological activities. In this article, new 5‐(arylidene)‐3‐(4‐methylbenzoyl)thiayolidine‐2,4‐diones 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j, 3k with arylidene groups such as 4‐phenylbenzylidene 3a, 3,4‐dimethoxybenzylidene 3b, 2‐hydroxybenzylidene 3c, 4‐ethoxybenzylidene 3d, 5‐methyl‐2‐furfurylidene 3e, 4‐dimethylaminobenzylidene 3f, 1‐naphthylidene 3g, 3,4‐methylenedioxybenzylidene 3h, 4‐benzyloxybenzylidene 3i, benzylidene 3j, and 4‐methoxybenzylidene 3k, were synthesized by direct acylation of alkali metal salts of 5‐arylidene‐2,4‐thiazolidinediones with 4‐methylbenzoylchloride. Their structures were confirmed by elemental analysis, IR, ^1^H NMR and MS spectroscopy. In addition, crystal structure of the compound 3d was determined using single‐crystal X‐ray diffraction data. J. Heterocyclic Chem., 2010.
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## Abstract magnified image Novel microwave induced method for the synthesis of thiazolidine‐2,4‐dione motif under solvent phase conditions is developed. Further we report an efficient, microwave assisted method for the parallel syntheses of biologically important 5‐benzylidene‐thiazolidine‐2,4‐di