A convenient method for the synthesis of 7-amino-substituted 1,2,4-triazolo[1,5-a][1,3,5]triazin-5-amines

Anton V. Dolzhenko, Giorgia Pastorin, Anna V. Dolzhenko, Wai Keung Chui

Research output: Contribution to journalArticleResearchpeer-review

32 Citations (Scopus)

Abstract

A new practical synthesis of 7-amino-substituted 1,2,4-triazolo[1,5-a][1,3,5]triazin-5-amines is developed. The triazine ring closure of 5-guanidino-3-phenyl-1,2,4-triazole with trichloroacetonitrile proceeds chemo- and regioselectively depending on the nature of the solvent. Conducting the reaction in toluene provided 7-trichloromethyl-1,2,4-triazolo[1,5-a][1,3,5]triazin-5-amine as the product, which can be further aminated efficiently with replacement of the trichloromethyl group.

Original languageEnglish
Pages (from-to)7180-7183
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number50
DOIs
Publication statusPublished - 8 Dec 2008
Externally publishedYes

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