One-pot multicomponent synthesis of bis(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 interm...

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Bibliographic Details
Main Authors: Muhammad Syafiq, Sahari, Tiekink, Edward R. T. *, Dolzhenko, Anton V
Format: Article
Language:English
Published: Wiley 2022
Subjects:
Online Access:http://eprints.sunway.edu.my/2130/
http://eprints.sunway.edu.my/2130/1/chemistryselect%202022%207%20e202203038.pdf
Description
Summary: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).