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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935169Generated: November 1, 2026

Hydrochloric Acid → 4-[(3-Chloro-4-methoxyphenyl)amino]-6,7-dimethoxyquinoline-3-carbonitrile

https://huagongshe.com/reaction/1935169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloro-4-methoxyanilineHCID 407432—
Reactant1-EthoxyethanolHCID 10129898—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrileHCID 10586676—
SolventWaterHCID 962—
Product4-[(3-Chloro-4-methoxyphenyl)amino]-6,7-dimethoxyquinoline-3-carbonitrileHCID 22466642506.2%

Reaction Steps

A mixture of 0.249 g of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile, 0.158 g of 3-chloro-p-anisidine, 20 mg of pyridine hydrochloride, and 10 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 30 minutes. The mixture was cooled and added to 40 ml of water. To this mixture was added sodium carbonate and concentrated hydrogen chloride to adjust pH to 7. The product was collected, washed with water, and dried to give 0.324 g of 4-(3-chloro-4-methoxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile as a solid, mp 278-280° C.; mass spectrum (EI, m/e): M 369.0860.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384051B1
Source datasetuspto-grants-2002_05
ORD IDord-6642994f163a435e8ba7eb7c0cd923f0
Source noteuspto-grants-2002_05