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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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

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

Volume 11, Issue 3, 2014

Page: [197 - 202] Pages: 6

DOI: 10.2174/15701786113106660081

Price: $65


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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