One-pot multicomponent synthesis of bis(diamino-1,3,5-triazines) under microwave irradiation

Muhammad Syafiq Bin Shahari, Edward R. T. Tiekink, Anton V. Dolzhenko

Research output: Contribution to journalArticleResearchpeer-review

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).

Original languageEnglish
Article numbere202203038
Number of pages10
JournalChemistrySelect
Volume7
Issue number44
DOIs
Publication statusPublished - 25 Nov 2022

Keywords

  • Dehydrogenative aromatization
  • microwave chemistry
  • microwave-assisted synthesis
  • multicomponent reactions
  • triazines

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