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

Abstract

Dimethyl-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.