Reaction of 6-methyl-2-(2-oxo-2-phenyl-ethylidene)-2,3-dihydropyrimidin-4(1H)-one with hydrazine and hydroxylamine

Yavolovskii, A. A.; Grishchuk, L. V.; Ракипов, И. М.; Stepanov, D. E.; Ivanov, Yu. E.; Kamalov, G. L.

doi:10.1007/s10593-013-1162-z

Cited by 4 publications

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“…The reaction progress and the purity of the synthesized compounds were monitored by TLC on Silufol UV-254-VIS plates; eluent chloroform-hexane, 5 : 1 (3a, 3b, 4a, 4b, 5, 10, and 12) or methanol-acetonitrile-chloroform, The starting compounds were synthesized by the following procedures: 1 [10], 2 [2], 7, 8 [11], and 9 [12].…”

Section: Methodsmentioning

confidence: 99%

Specific Features of Tosylation of 2-Substituted Pyrimidin-4(3H)-ones Containing a Double Bond in the α-Position of the Side Chain

et al. 2021

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The reaction of 2-(1-hydroxyimino-2-oxo-2-phenylethyl)-6-R-pyrimidin-4(3H)-ones with an excess of p-toluenesulfochloride proceeds in two stages involving consecutive oxidation of the oxygen atom of the hydroxyimino group and the oxygen atom of the amide fragment of the pyrimidine ring. The reaction of the resulting ditosylates with ethylenediamine proceeds via replacement of the sulfonyl group in the 2-position of the pyrimidine ring. The examples of 2-[1-benzoyl-2-(2-furyl)vinyl]-6-methylpyrimidin-4(3H)-one, 2-[2-(4-nitrophenyl)vinyl]-6-methylpyrimidine-4(3H)-one, and 6-methyl-2-(2-oxo-2-phenylethylthio)pyrimidin-4(3H)-one were used to consider the relationship between the structure of the substrate and the direction of the tosylation reaction.

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