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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612255Generated: October 29, 2026

3-Chloro-4-methylaniline → 4-[(3-Chloro-4-methylphenyl)amino]-6,7-dimethoxyquinoline-3-carbonitrile

https://huagongshe.com/reaction/612255

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-methylanilineHCID 7255—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrileHCID 10586676—
SolventGlycol monoethyl etherHCID 8076—
Product4-[(3-Chloro-4-methylphenyl)amino]-6,7-dimethoxyquinoline-3-carbonitrileHCID 532886199.4%

Reaction Steps

Using an analogous procedure to that described in Example 367, 248.7 mg (1 mmol) of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile in 10 mL of 2-ethoxyethanol and in the presence of 115.6 mg (1 mmol) of pyridine hydrochloride was reacted with 170.0 mg (1.2 mmol) of 2-chloro-4-amino-toluene to give 350.9 mg (99.4%) of the product as a yellow solid, m.p.>250° C., mass (electrospray, m/e): M+H 353.9,355.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06002008
Source datasetuspto-grants-1999_12
ORD IDord-881fa87ee4c64a57aa908c02b371b2d9
Source noteuspto-grants-1999_12