TY - JOUR
T1 - Synthesis of 4-dimethoxymethyl-6-hydroxy-2-methoxynicotinonitrile
T2 - A suggested mechanism revision
AU - Victory, Pedro
AU - Sempere, Julián
AU - Borrell, José I.
AU - Crespo, Ana
PY - 1989
Y1 - 1989
N2 - Methyl 4,4-dimethoxy-3-oxobutyrate (1) condenses with malonodinitrile (2) in methanolic sodium methoxide to form 4-dimethoxymethyl-2-methoxypyridine-3- carbonitrile (3a). A previously proposed interpretation of this reaction is shown to be only one of several which allow the formation of one isomer or another [6-alkoxy-2-hydroxy- (4) or 2-alkoxy-6-hydroxy-3-cyano-pyridines] depending on the pH of the medium.
AB - Methyl 4,4-dimethoxy-3-oxobutyrate (1) condenses with malonodinitrile (2) in methanolic sodium methoxide to form 4-dimethoxymethyl-2-methoxypyridine-3- carbonitrile (3a). A previously proposed interpretation of this reaction is shown to be only one of several which allow the formation of one isomer or another [6-alkoxy-2-hydroxy- (4) or 2-alkoxy-6-hydroxy-3-cyano-pyridines] depending on the pH of the medium.
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UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=pure_univeritat_ramon_llull&SrcAuth=WosAPI&KeyUT=WOS:A1989CG30600015&DestLinkType=FullRecord&DestApp=WOS_CPL
U2 - 10.1039/p19890002269
DO - 10.1039/p19890002269
M3 - Article
AN - SCOPUS:0041292867
SN - 1472-7781
SP - 2269
EP - 2272
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
IS - 12
ER -