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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983559Generated: October 26, 2026

Azobisisobutyronitrile → 2-(Bromomethyl)-6-methoxyquinoline

https://huagongshe.com/reaction/1983559

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant6-MethoxyquinaldineHCID 70648—
SolventChlorobenzeneHCID 7964—
Product2-(Bromomethyl)-6-methoxyquinolineHCID 2161804328%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 6-methoxy-2-methylquinoline (999 mg, 5.77 mmol), NBS (1.03 g, 5.77 mmol), AIBN (153 mg) and chlorobenzene (10 mL) was stirred at 120° C. for 2 hours, then added with AIBN (153 mg) again and further stirred for 4 hours with heating. The solvent was evaporated under reduced pressure, and then the residue was extracted with ether. The solvent was evaporated, and the residue was recrystallized from ethanol to obtain 6-methoxy-2-bromomethylquinoline as white powder (yield: 400 mg, 1.59 mmol, 28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541467B2
Source datasetuspto-grants-2009_06
ORD IDord-3b91c303edd742d89bf2895792245cd6
Source noteuspto-grants-2009_06