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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1861938Generated: October 25, 2026

Azobisisobutyronitrile → 2-[4-(Bromomethyl)-3-fluorophenyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1861938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant2-(3-fluoro-4-methylphenyl)-1H-isoindole-1,3(2H)-dioneHCID 683333—
SolventCarbon TetrachlorideHCID 5943—
Product2-[4-(Bromomethyl)-3-fluorophenyl]-1H-isoindole-1,3(2H)-dioneHCID 1862173946.2%

Reaction Steps

A mixture of the compound (1.0 g) obtained in Example 248, N-bromosuccinimide (698 mg), α,α′-azobis(isobutyronitrile) (catalytic amount) and carbon tetrachloride (20 ml) was heated under reflux for 16 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=8:2) to give 605 mg of the titled compound (yield, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06534546B1
Source datasetuspto-grants-2003_03
ORD IDord-a27b827d9e374742a1868381b22c1f70
Source noteuspto-grants-2003_03