Synthesis and Study of Dimethyl-2-(11-isoindolo [1,2-b] benzothiazolyl) but-2-ene-4-diate and Related Compounds

Abstract

AbstractDimethyl-2-(11-iso[1,2-b] benzothiazolyl) but-2-ene-4-diate (5) was synthesized from the reaction of isoindole [1,2-b] benzothiazole (3) with dimethyl acetylene dicarboxylate (4).Also the products from the reaction of a phthalaldehyde with appropriate substituted amines and 2-mercaptoethanol in the presence of dimethyl acetylene dicarboxylate (4) was carried out. A quantum and molecular mechanic theories were applied to prove electrophilic attack to obtain a substitution product with extended conjugation rather than Diels-Alder adduct.The structure of all compounds were identified by physical, chemical and spectroscopic data.