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Paper | Regular issue | Vol 45, No. 4, 1997, pp.683-690
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7704
Synthesis of 3-(4-Methoxyphenyl)-5,7-dimethoxy-(1H)-qunolin-2- or 4-ones and Derivatives

Martine Croisy, Christiane Huel, and Emile Bisagni

*UMR 176 CNRS, Institut Curie, Section de Recherche, Bâtiments 110-112, Centre Universitaire, 91405 Orsay Cedex, France

Abstract

Condensation of ethyl 2-(4-methoxyphenyl)-3-hydroxyacrylate with 3,5-dimethoxyaniline afforded, depending on experimental conditions, either 3-(4-methoxyphenyl)-5,7-dimethoxy-(1H)-quinolin-2-one or 3-(4-methoxyphenyl)-5,7-dimethoxy-(1H)-quinolin-4-one. Whereas chlorination with phosphorous oxychloride led to the corresponding 2- and 4-chloroquinolines derivatives, 2-chloro-3-(4-methoxyphenyl)-5,7-dimethoxyquinoline was also obtained by using the Meth Cohn method’s.