Synthesis of novel quinazolines via nucleophilic cycloaddition of 2-amino-N′-arylbenzimidamides with dimethyl acetylenedicarboxylate and 2-(dicyanomethylene)indan-1,3-dione

Synthesis of novel tetrahydroquinazoline-2-carboxylate and arylaminoquinazoline-2-carboxylate in good yields has been established via the nucleophilic cycloaddition of 2-amino-N′-arylbenzimidamides on dimethyl acetylenedicarboxylate. Moreover, studying the reaction of 2-amino-N′-arylbenzimidamides with 2-(dicyanomethylene)indan-1,3-dione to give 3,4-dihydroquinazolin derivatives. The results obtained from IR, 1H NMR, and 13C NMR data as well as the mass spectra are in agreement with the assigned structures. A plausible mechanism for the formation of the products is presented.