Synthesis of N,N′-bis(2-thiazolinyl)-, N,N′-bis(2-thiazolyl)-, and N,N′-bis(2-pyrimidinyl)-benzene dicarboxamides

New heteroaromatic benzene dicarboxamides have been synthesized in moderate to good yields by the reactions of 2-aminothiazoline, 2-aminothiazole, and 2-aminopyrimidine with phthaloyl dichloride, isophthaloyl dichloride, and terephthaloyl dichloride in the presence of an organic base. The amides are sparingly soluble in common organic solvents but dissolve readily in dimethyl sulfoxide. Reactions of 2-aminothiazoline and 2-aminopyrimidine with phthaloyl dichloride yield a tricyclic compound and an imide, respectively, instead of the expected products.