AN UNEXPECTED DIRECTION OF THE REACTION OF HYDRAZINO-1,3,5-TRIAZINES WITH FORMIC ACID. SYNTHESIS OF (4<i>H</i>-1,2,4-TRIAZOL-3-YL)GUANIDINES
DOI:
https://doi.org/10.1007/2690Keywords:
nitrogen heterocycles, 1, 2, 4-triazolylguanidines, 4-triazolo[1, 5-a][1, 3, 5]triazin-7-ones, Dimroth rearrangement, 5-triazine ring openingAbstract
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.
How to Cite
Bakharev, V. V.; Parfenov, V. E.; Ul'yankina, I. V.; Zavodskaya, A. V.; Gidaspov, A. A.; Slepukhin, P. A. Chem. Heterocycl. Compd. 2015, 51, 1014. [Khim. Geterotsikl. Soedin. 2015, 51, 1014.]
For this article in the English edition see DOI 10.1007/s10593-016-1812-z
