One-Pot Multicomponent Synthesis ofBis(diamino-1,3,5-triazines) under Microwave Irradiation

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).

Automated summary

A new method for the synthesis of bis(1,3,5-triazine-2,4-diamines) has been developed using a one-pot multicomponent approach. The method involves the acid-catalyzed reaction of cyanoguanidine with amines and aldehydes, followed by dehydrogenative aromatization of the dihydrotriazine intermediates upon heating with alkali. The microwave-assisted method allows fast and convenient synthesis of diverse bis(1,3,5-triazine-2,4-diamines).