Chemical properties of ylidene derivatives of azines. 5. Bromination of dihydropyridylidene- and dihydropyrimidinylidenecyanoacetic esters

Chemical properties of ylidene derivatives of azines. 5. Bromination of dihydropyridylidene- and dihydropyrimidinylidenecyanoacetic esters Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353

Output data

Year: 1991, Volume: 27, Number: 8, Pages: 891-897 Pages count : 7 DOI: 10.1007/BF00472294

Authors

Oleinik I.V. ¹ , Zagulyaeva O.A. ¹ , Grigorkina O.A. ¹ , Mamaev V.P. ¹

Affiliations

1	(Scopus) Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, Novosibirsk, 630090, Russian Federation

The bromination of dihydro-2-pyridylidene- and dihydro-2-pyrimidinylidenecyanoacetic esters proceeds at the 5-position of the dihydroazine ring under thermodynamically controlled conditions. By using the "kinetically" controlled conditions the products of monobromination in the side chain can be obtained in high yields. By the action of bromine on the sodium salts of substituted dihydro-2-pyrimidinylidenecyanoacetic esters in dimethoxyethane, a mixture of mono- and dibrominated derivatives is formed at the exocyclic carbon atom, while only the corresponding 2-pyrimidinyldibromoacetonitriles are formed by the action of sodium hypobromite in water. © 1992 Plenum Publishing Corporation.

Oleinik I.V. , Zagulyaeva O.A. , Grigorkina O.A. , Mamaev V.P.
Chemical properties of ylidene derivatives of azines. 5. Bromination of dihydropyridylidene- and dihydropyrimidinylidenecyanoacetic esters
Chemistry of Heterocyclic Compounds. 1991. V.27. N8. P.891-897. DOI: 10.1007/BF00472294 Scopus РИНЦ

Published print:

Aug 1, 1991

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