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Chemical properties of ylidene derivatives of azines. 2. The methylation of dihydropyrimidinylidenecyanoacetic esters and their anions Full article

Journal Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353
Output data Year: 1984, Volume: 20, Number: 11, Pages: 1270-1275 Pages count : DOI: 10.1007/BF00505721
Authors Zagulyaeva O. A. , Grigorkina O. A. , Mamatyuk V. I. , Mamaev V. P.
Affiliations
1 (Scopus) Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, Novosibirsk, 630090, Russian Federation

Abstract: The methylation of dihydropyrimidinylidenecyanoacetic esters by various methylating reagents leads to better yields when anions of ylidene derivatives of pyrimidine are used. The structure of the products of N- and C-methylation formed and their ratio were established with the aid of the IR and UV spectra and by 1H and 13C NMR spectroscopy. The product of C-methylation contains a methyl group at the C(7) atom of the side chain, while the product of N-methylation contains a methyl group at the nitrogen atom of the pyrimidine ring. For 6-ylidene derivatives, N-methylation occurs at the heterocyclic atom distant from the tautomerizing chain. For 2-and 6-ylidene derivatives of pyrimidine, the ratio of the products of N- and C-methylation can be changed by varying the alkylating reagent. © 1985 Plenum Publishing Corporation.
Cite: Zagulyaeva O.A. , Grigorkina O.A. , Mamatyuk V.I. , Mamaev V.P.
Chemical properties of ylidene derivatives of azines. 2. The methylation of dihydropyrimidinylidenecyanoacetic esters and their anions
Chemistry of Heterocyclic Compounds. 1984. V.20. N11. P.1270-1275. DOI: 10.1007/BF00505721 Scopus РИНЦ OpenAlex
Dates:
Published print: Nov 1, 1984
Identifiers:
Scopus: 2-s2.0-34250118843
Elibrary: 30986675
OpenAlex: W2997250268
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