Improved method of synthesizing 4-chlorine-1hydrogen-quinoline-2-ketone-3-carboxylic methyl ester by isatoic anhydride

• Main Authors: LIU XIAOLEI, YANG TAO, ZHANG YAN, CUI YU, HAN JIXUN, SUN GUOXIN
• Format: Patent
• Language: Chinese; English
• Published: 21.07.2017
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

The invention discloses an improved method of synthesizing 4-chlorine-1hydrogen-quinoline-2-ketone-3-carboxylic methyl ester by isatoic anhydride. The method includes: improving aftertreatment mode of 4-chlorine-1hydrogen-quinoline-2-ketone-3-carboxylic methyl ester and high-yield one-pot process synthesis in the subsequent process. The improved method has the advantages that isatoic anhydride is purified by means of filtering first and acidifying second after reacting with dimethyl malonate in DMF, so that consumption of water and hydrochloric acid is reduced obviously, and generation of wastewater is reduced; compared with treatment modes mentioned in existing reports, an improved treatment mode has the advantages of high yield and zero solvent residue. Synthesis of 4-chlorine-1hydrogen-quinoline-2-ketone-3-carboxylic methyl ester through a 4-chlorine-1hydrogen-quinoline-2-ketone-3-carboxylic methyl ester one-pot process has the advantages of being free of water participation in the process of synthesis, si