The synthesis of 4-thiazolidinones of 2-amino-5-chloropyridine was performed by novel method of stirring involving the cyclocondensation of the appropriate Schiffs bases (2a–c) with thioglycolic acid, followed by the addition of zinc chloride in the presence of molecular sieves. Characterization of the synthesized compounds, determination of purity and identity of the compounds using following spectroscopic and chromatographic techniques- Solubility,Thin Layer Chromatographic studies, Ultra-Violet studies,Rotational and vibrational studies (FT-IR), 1H-NMR studies. The compounds were investigated for their Anticonvulsant activity by isoniazid induced convulsions in mice model.Compound3-(5-chloropyridin-2-yl)-2-(4-fluorophenyl) thiazolidin-4-one(3c)was found to be the most activeand compound 3-(5-chloropyridin-2-yl)-2-(2-hydroxyphenyl) thiazolidin-4-one (3a) was found to be less active among the tested compound according to pharmacological evaluation exhibited anticonvulsant activity.