Nitrosation of 5<i>Н</i>-thiazolo[3,2-<i>a</i>]pyrimidin-3(2<i>Н</i>)-ones

Authors

  • Евгения А. Лашманова Samara State Technical University
  • Андрей К. Ширяев Samara State Technical University

DOI:

https://doi.org/10.1007/2260

Keywords:

oximes, thiazolopyrimidines, Z/E-isomers, nitrosation, quantum-chemical calculations

Abstract

The reaction of 2,3-dihydro-5H-thiazolo[3,2-a]pyrimidin-3-ones with sodium nitrite in acetic acid at room temperature gave 2(hydroxyimino)-5Н-thiazolo[3,2-a]pyrimidin-3(2Н)-ones, which exist as a single isomer according to NMR data. Calculations by the  B3LYP/6-311++G(d,p) method indicated that the Е-isomer of hydroxyimino derivative was favored by 15.7 kJ/mol over the Z-isomer.

How to Cite
Lashmanova, E. A.; Shiryaev, A. K. Chem. Heterocycl. Compd. 2015, 51, 377. [Khim. Geterotsikl. Soedin. 2015, 51, 377.]

For this article in the English edition see DOI 10.1007/s10593-015-1710-9

Author Biographies

Евгения А. Лашманова, Samara State Technical University

Евгения Александровна Лашманова

аспирант, Кафедра органической химии

Андрей К. Ширяев, Samara State Technical University

Андрей Константинович Ширяев

доктор химических наук, профессор, Кафедра органической химии

Published

2015-03-18

Issue

Section

Original Papers