An unexpected direction of the reaction of hydrazino-1,3,5-triazines with formic acid. Synthesis of (4H-1,2,4-triazol-3-yl)guanidines

Autor:	Alexander A. Gidaspov, Victor E. Parfenov, Anna V. Zavodskaya, I. V. Ul’yankina, Pavel A. Slepukhin, Vladimir V. Bakharev
Rok vydání:	2015
Předmět:	010405 organic chemistry Decarboxylation Formic acid Organic Chemistry 010402 general chemistry Ring (chemistry) 01 natural sciences Combinatorial chemistry Dimroth rearrangement Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Triazine
Zdroj:	Chemistry of Heterocyclic Compounds. 51:1014-1018
ISSN:	1573-8353 0009-3122
DOI:	10.1007/s10593-016-1812-z
Popis:	A new direction of the reaction of 6-amino-substituted 4-hydrazino-1,3,5-triazin-2(1H)-ones with formic acid was found leading to the formation of N-substituted (4H-1,2,4-triazol-3-yl)guanidines together with the expected 5-amino-substituted 1,2,4-triazolo[1,5-a][1,3,5]-triazin-7-ones as a result of opening of the triazine ring and subsequent decarboxylation of an intermediate of the Dimroth rearrangement. The discovered reaction is of interest as a novel method for the synthesis of N-substituted (4H-1,2,4-triazol-3-yl)guanidines.
Databáze:	OpenAIRE
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