Events The 10th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session c. Bioorganic Chemistry and Natural Products of the event The 10th International Electronic Conference on Synthetic Organic Chemistry

Published date

30 Nov, 2006

Citation

Anton V. Dolzhenko, Anna V. Dolzhenko, Wai-Keung Chui, Synthesis of 2,5,7-triamino[1,2,4]triazolo[1,5-a][1,3,5]triazines as potential antifolate agents, in Proceedings of The 10th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2006, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-10-01424

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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

Anton V. Dolzhenko ¹

Anna V. Dolzhenko ¹

Wai-Keung Chui ¹

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

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