Abstract
The carbon-carbon bond formation by the condensation of bisulfite adduct of aromatic aldehydes with thiazolidine-2, 4-dione to furnish 5-arylidene-2,4-thiazolidinedione’s has been investigated. This novel methodology was applied to convert substituted aryl bisulfite adducts to corresponding 5-arylidene-2,4-thiazolidinedione’s with POCl3 in less-polar solvents such as toluene, chlorobenzene and o-xylene. 5-(4-methoxybenzylidene)thiazolidine-2,4-dione and 5-(4-ethoxybenzylidene)thiazolidine-2,4-dione were obtained in good yields.
Keywords: Aromatic aldehyde bisulfite adduct, phosphoryl chloride, thiazolidine-2, 4-dione.
Letters in Organic Chemistry
Title:Phosphoryl Chloride Mediated Synthesis of 5-Arylidene-2,4-Thiazolidinediones Derivatives via Aromatic Bisulfite Adducts
Volume: 11 Issue: 3
Author(s): Sandeep Mohanty, Sandeep Reddy. G and Arun Chandra Karmakar
Affiliation:
Keywords: Aromatic aldehyde bisulfite adduct, phosphoryl chloride, thiazolidine-2, 4-dione.
Abstract: The carbon-carbon bond formation by the condensation of bisulfite adduct of aromatic aldehydes with thiazolidine-2, 4-dione to furnish 5-arylidene-2,4-thiazolidinedione’s has been investigated. This novel methodology was applied to convert substituted aryl bisulfite adducts to corresponding 5-arylidene-2,4-thiazolidinedione’s with POCl3 in less-polar solvents such as toluene, chlorobenzene and o-xylene. 5-(4-methoxybenzylidene)thiazolidine-2,4-dione and 5-(4-ethoxybenzylidene)thiazolidine-2,4-dione were obtained in good yields.
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Cite this article as:
Mohanty Sandeep, G Reddy. Sandeep and Karmakar Chandra Arun, Phosphoryl Chloride Mediated Synthesis of 5-Arylidene-2,4-Thiazolidinediones Derivatives via Aromatic Bisulfite Adducts, Letters in Organic Chemistry 2014; 11 (3) . https://dx.doi.org/10.2174/15701786113106660081
DOI https://dx.doi.org/10.2174/15701786113106660081 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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