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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266447Generated: October 26, 2026

p-Toluenesulfonic acid monohydrate → 7-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-ol

https://huagongshe.com/reaction/2266447

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-[(4-chlorophenyl)methyl]pentane-2,4-dioneHCID 1488803—
Reactant3-Amino-5-chlorophenolHCID 19986947—
Reactant5-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-olHCID 136335922—
SolventMethanolHCID 887—
Product7-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-olHCID 136335902—

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 3-amino-5-chlorophenol (0.46 g), 3-(4-chlorobenzyl)pentane-2,4-dione (0.72 g), and p-toluenesulfonic acid monohydrate (0.26 g) was heated at 160° C. for 2 hours. The mixture was cooled to room temperature, diluted with methanol (5.0 mL) and sonicated. The resulting precipitate was collected by filtration, washed with methanol and dried to afford a 50:50 mixture of title compound and 5-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-ol as an off-white solid, 0.67 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858640B2
Source datasetuspto-grants-2010_12
ORD IDord-2eda990c044447b0b2d27e0e8d3449e5
Source noteuspto-grants-2010_12