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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612193Generated: October 31, 2026

2-Amino-5-methylphenol → 4-(2-Hydroxy-4-methyl-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile

https://huagongshe.com/reaction/612193

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-5-methylphenolHCID 76082—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrileHCID 10586676—
SolventGlycol monoethyl etherHCID 8076—
Product4-(2-Hydroxy-4-methyl-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrileHCID 2246667685.8%

Reaction Steps

Using an analogous procedure to that described in Example 286, 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 147.8 mg (1.2 mmol) of 6-amino-m-cresol to give 287.5 mg (85.8%) of the product as a light brown solid, m.p.>250° C., mass (electrospray, m/e): M+H 335.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06002008
Source datasetuspto-grants-1999_12
ORD IDord-790a273606d34abc96ea4658769f0d3d
Source noteuspto-grants-1999_12