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

Евгения А. Лашманова, Андрей К. Ширяев
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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


Keywords


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

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