One‐Pot Multicomponent Synthesis of Bis(diamino‐1,3,5‐triazines) under Microwave Irradiation

Abstract

A new method for the synthesis of bis(1,3,5‐triazine‐2,4‐diamines) was developed using a one‐pot multicomponent approach. The synthesis was performed using the acid‐catalyzed reaction of cyanoguanidine with amines and aldehydes, followed by dehydrogenative aromatization of the dihydrotriazine intermediates upon heating with alkali. Two types of bis(1,3,5‐triazine‐2,4‐diamines) were prepared using either piperazine as the bifunctional amine or terephthaldehyde as the bifunctional aldehyde thus affording products with a piperazine or p‐phenylene link between two 1,3,5‐triazine rings. The microwave‐assisted method allows fast and convenient synthesis of diverse bis(1,3,5‐triazine‐2,4‐diamines).