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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