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In the present study two novel thiofibrates ethyl-2-(1,3-benzoxazol-2-ylsulfanyl)-2methyl propionate and ethyl2-[(7-amino-5-chloro-1,3-benzoxazol-2-yl)sulfanyl]-2-methyl propionate are synthesized by treating 2-mercapto benzoxazoles and 7-amino-5-chloro-1,3benzoxazole-2-thiol respectively with ethyl 2-bromo isobutyrates in presence of anhydrous potassium carbonate. The required2-mercapto benzoxazoles is synthesized by reacting 2amino phenol with carbon disulphide in presence potassium hydroxide and acetic acid. Whereas, 7-amino-5-chloro-1,3-benzoxazole-2-thiol is obtained from the reaction of 2,6diamino-4-chloro phenol. The synthesized compounds were characterized by physical data (melting point, R f ) and spectral studies (IR, 1 H NMR). The spectral characterization study proves the fact that the assigned structures are in good agreement.