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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887816Generated: October 25, 2026

Benzoyl Peroxide → Methyl 3-(bromomethyl)-7-chloro-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylate

https://huagongshe.com/reaction/1887816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl PeroxideHCID 7187—
ReactantN-bromobutanimideHCID 67184—
Reactant7-Chloro-3-methyl-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl esterHCID 70816653—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 3-(bromomethyl)-7-chloro-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylateHCID 8667205885.7%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 7-chloro-3-methyl-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester (1.6 g, 4.88 mmol), N-bromosuccinimide (869 mg, 4.88 mmol) and benzoyl peroxide (118 mg, 0.488 mmol) in carbon tetrachloride (50 mL) was heated at 100° C. for 5 hr. At this time, the reaction was cooled to 25° C. The resulting solids were collected by filtration to afford 3-bromomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester (1.7 g, 85.6%) as a white solid. The material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501732B2
Source datasetuspto-grants-2013_08
ORD IDord-f23da11f97e845d7838a4bd3b97937a9
Source noteuspto-grants-2013_08