A convenient method for the synthesis of 7-amino-substituted 1,2,4-triazolo[1,5-a][1,3,5]triazin-5-amines |
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Authors: | Anton V Dolzhenko Giorgia Pastorin Anna V Dolzhenko Wai Keung Chui |
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Institution: | Department of Pharmacy, Faculty of Science, National University of Singapore, 18 Science Drive 4, Singapore 117543, Singapore |
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Abstract: | A new practical synthesis of 7-amino-substituted 1,2,4-triazolo1,5-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-triazolo1,5-a]1,3,5]triazin-5-amine as the product, which can be further aminated efficiently with replacement of the trichloromethyl group. |
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