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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393607Generated: October 28, 2026

5-Amino-2-methylphenol → 7-Benzyloxy-4-(3-hydroxy-4-methylanilino)-6-methoxyquinoline hydrochloride

https://huagongshe.com/reaction/393607

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2-methylphenolHCID 17818—
Reactant7-Benzyloxy-4-chloro-6-methoxyquinoline hydrochlorideHCID 22646561—
SolventGlycol monoethyl etherHCID 8076—
Product7-Benzyloxy-4-(3-hydroxy-4-methylanilino)-6-methoxyquinoline hydrochlorideHCID 2264661361.5%

Reaction Steps

A solution of 3-hydroxy-4-methylaniline (68 mg, 0.55 mmol) and 7-benzyloxy-4-chloro-6-methoxyquinoline hydrochloride (168 mg, 0.5 mmol), (prepared as described for the starting material in Example 3), in 2-ethoxyethanol (5 ml) was heated at reflux for 1 hour. The mixture was allowed to cool, the precipitate collected by filtration, washed with 2-ethoxyethanol and then ether and dried under vacuum to give 7-benzyloxy-4-(3-hydroxy-4-methylanilino)-6-methoxyquinoline hydrochloride (130 mg, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809097B1
Source datasetuspto-grants-2004_10
ORD IDord-07d404dbdd944089afcd2433765768df
Source noteuspto-grants-2004_10