Synthesis of 4-dimethoxymethyl-6-hydroxy-2-methoxynicotinonitrile: A suggested mechanism revision

Pedro Victory, Julián Sempere, José I. Borrell, Ana Crespo

Research output: Indexed journal article Articlepeer-review

3 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)2269-2272
Number of pages4
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number12
DOIs
Publication statusPublished - 1989
Externally publishedYes

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