The synthesis of methyl 7-substituted-4-quinolone-2- carboxylate

Abstract

When m-aminophenol and m-phenylenediamine were allowed to react with dimethyl acetylenedicarboxylate at room temperature, both addition and cyclization occurred, although in low yields, giving methyl 7-hydroxy-4-quinolone-2-carboxylate (2) and methyl 7-amino- 4-quinolone-2-carboxylate (3) respectively. The use of rather drastic conditions (heating in diphenyl ether) for similar cyclizations was not needed here, due to the activating influence of the amino and hydroxy functionalities in para relationship with the site of ring closure. We also prepared some acylated derivatives 5-8.

Key words: CARBOXYLIC ACID ESTER, QUINOLINONE P

CLC Number:

O629

Cite this article

LIANG XIAOTIAN;LI HESHUI. The synthesis of methyl 7-substituted-4-quinolone-2- carboxylate[J]. Acta Chimica Sinica, 1983, 41(5): 475-478.

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