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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613488Generated: October 26, 2026

N-bromobutanimide → 5-Bromo-8-(2,6-dichlorobenzoylamino)-3-methylquinoline

https://huagongshe.com/reaction/613488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant2,2'-Azobis(2,4-dimethyl-4-methoxyvaleronitrile)HCID 85867—
Reactant8-(2,6-Dichlorobenzoylamino)-3-methylquinolineHCID 19592707—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-8-(2,6-dichlorobenzoylamino)-3-methylquinolineHCID 1959247117.5%

Reaction Steps

A mixture of 8-(2,6-dichlorobenzoylamino)-3-methylquinoline (250 mg), N-bromosuccinimide (175 mg) and 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile) (23.3 mg) in dichloromethane was refluxed for 2 hours. After cooling, the mixture was diluted with ethyl acetate, washed with water, saturated sodium bicarbonate solution and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel (dichloromethane) to give 5-bromo-8-(2,6-dichlorobenzoylamino)-3-methylquinoline (54.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008230
Source datasetuspto-grants-1999_12
ORD IDord-f2def598310d4f4390e66d27684459e7
Source noteuspto-grants-1999_12