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    Synthesis of 2-cyanopyrimidines

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    Date
    2019-12-01
    Author
    Kalogirou, Andreas S.
    Koutentis, Panayiotis A.
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    Abstract
    4,6-Dichloro-2-(methylthio)pyrimidine (7) was converted to 4-chloro-6-methoxy-2- (methylthio)pyrimidine (15) and 4,6-dimethoxy-2-(methylthio)pyrimidine (14). Chlorination of the latter with N-chlorosuccinimide (NCS) affords 5-chloro-4,6-dimethoxy-2-(methylthio)pyrimidine (16) in 56% yield. Both methylthiopyrimidines 15 and 14 were converted in two steps to 4-chloro-6- methoxypyrimidine-2-carbonitrile (13) and 4,6-dimethoxypyrimidine-2-carbonitrile (12), respectively, after oxidation to sulfones and displacement of the sulfinate group with KCN. 4,6- Dimethoxypyrimidine-2-carbonitrile (12) was chlorinated with NCS to give 5-chloro-4,6- dimethoxypyrimidine-2-carbonitrile (10) in 53% yield. All new compounds were fully characterized.
    URI
    https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85074147096&origin=inward
    https://repo.euc.ac.cy/handle/123456789/2139
    DOI
    10.3390/M1086
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