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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612216Generated: November 1, 2026

Sodium Carbonate → 4-(4-Chloro-2-fluoro-5-hydroxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile

https://huagongshe.com/reaction/612216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Amino-2-chloro-4-fluorophenolHCID 158654—
Reactant1-EthoxyethanolHCID 10129898—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrileHCID 10586676—
SolventWaterHCID 962—
Product4-(4-Chloro-2-fluoro-5-hydroxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrileHCID 2246657487%

Reaction Steps

A mixture of 0.25 g of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile, 0.195 g of 4-chloro-2-fluoro-5-hydroxyaniline, 0.116 g of pyridine hydrochloride, and 3 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 1 h. The mixture was cooled and added to 10 ml of water. To this mixture was added sodium carbonate until pH 9. The product was collected, washed with water, and dried to give 0.327 g of 4-(4-chloro-2-fluoro-5-hydroxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile as a solid, dec >260° C. ; mass spectrum (electrospray, m/e): M+H 373.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06002008
Source datasetuspto-grants-1999_12
ORD IDord-b32853a20d554784b8207a5ef76fb860
Source noteuspto-grants-1999_12