Phosphoryl Chloride Mediated Synthesis of 5-Arylidene-2,4-Thiazolidinediones Derivatives via Aromatic Bisulfite Adducts

Author(s): Sandeep Mohanty, Sandeep Reddy. G, Arun Chandra Karmakar.

Journal Name: Letters in Organic Chemistry

Volume 11 , Issue 3 , 2014

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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.

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Article Details

Year: 2014
Page: [197 - 202]
Pages: 6
DOI: 10.2174/15701786113106660081
Price: $65

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