Synthesis of alkoxyphthalimide derivatives of 5-arylidene-2-(6'-chlorobenzothiazol-2'-yl-imino)-4-thiazolidinones

Synthesis and characterization of alkoxyphthalimide derivatives of 5-arylidene-2-(6'-chlorobenzothiazol-2'-yl-imino)-4-thiazolidione are described. 2-Amino-A-chlorobenzothiazole 1 was converted to corresponding thioureas 2 by reacting with benzoyl thiocyanate and hydrolysinn the product with sodium hydroxide. Compound 2 reacted with chloroacctic acid and anhydrous sodium acetate in ethanol to furnish corresponding thiazolidinone 3. The reactive methylene group on the thiazolidinone ring was condensed with various substituted benzaidehydes to give 5-arylidende-2-(6'-chlorobenzothiazol-2'-yl-imino)-4-thiazolidinone 4 which on condensation with ω-bromoalkoxyphthalimides 5a-c gave their alkoxyphthalimide derivatives 6 in good yields. All new compounds were characterized from 1 II NMR, IR, MS spectra and elemental analysis.