Synthesis of amino derivatives of triazolopyrimidine View Full Text


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Article Info

DATE

2006-09

AUTHORS

R. I. Vas’kevich, P. V. Savitskii, Yu. L. Zborovskii, V. I. Staninets, E. B. Rusanov, A. N. Chernega

ABSTRACT

Heterocyclization of 1-(4,6-dimethylpyrimidin-2-yl)-4-R-thiosemicarbazides by the action of methyl iodide in ethanol in the presence of sodium acetate is accompanied by Dimroth rearrangement leading to the formation of 5,7-dimethyl-2-R-amino[1,2,4]triazolo[1,5-a]pyrimidines. Analogous heterocyclization of 4-aryl-1-(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thiosemicarbazides gives 3-arylamino-7-methyl-5-oxo-[1,2,4]triazolo[4,3-a]pyrimidines. The presence in the pyrimidine ring of a carbonyl group capable of forming hydrogen bond with protons of the amino group stabilizes the molecule, thus hampering the Dimroth rearrangement. More... »

PAGES

1403-1408

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070428006090272

DOI

http://dx.doi.org/10.1134/s1070428006090272

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1017125269


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