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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266433Generated: October 27, 2026

p-Toluenesulfonic acid → 8-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-ol

https://huagongshe.com/reaction/2266433

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-[(4-Chlorophenyl)methyl]pentane-2,4-dioneHCID 1488803—
Reactant3-Amino-4-chlorophenolHCID 5070078—
Product8-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-olHCID 136335895—

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 3-amino-4-chlorophenol (2.2 g), 3-(4-chlorobenzyl)pentane-2,4-dione (3.4 g) and toluene-4-sulfonic acid (few crystals) was heated at 170° C. under nitrogen for 10 hours. The mixture was cooled to room temperature and purification by column chromatography on silica gel, eluting with a mixture of methanol and dichloromethane (1:19 by volume), followed by trituration with diethyl ether gave title compound as a pale brown solid, 0.41 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858640B2
Source datasetuspto-grants-2010_12
ORD IDord-9072f5048bb44391bd4d0021e3b262d8
Source noteuspto-grants-2010_12