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Synthesis of 2,5,7-triamino[1,2,4]triazolo[1,5-a][1,3,5]triazines as potential antifolate agents
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1  Department of Pharmacy, Faculty of Science, National University of Singapore, 18 Science Drive 4, Singapore 117543, Singapore

Abstract: The synthesis of 2,5,7-triamino[1,2,4]triazolo[1,5-a][1,3,5]triazines was developed. The 3,5-diamino-1,2,4-triazoles were prepared using partial aminolysis of dimethyl N-cyanodithiocarbonimidate followed by cyclization of the obtained N-substituted N’-cyano-S-methylisothioureas with hydrazine. The reaction of 3,5-diamino-1,2,4-triazoles with cyanoguanidine was found to afford 2,5,7-triamino[1,2,4]triazolo[1,5-a][1,3,5]triazines. The structure of the compounds obtained was established using NMR spectroscopy.
Keywords: triazoles, triazines, cyanoguanidine, cyclization