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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29246Generated: October 25, 2026

Azobisisobutyronitrile → (6-Bromo-3-bromomethyl-benzofuran-2-yl)(2,4-dichlorophenyl)-methanone

https://huagongshe.com/reaction/29246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant(6-Bromo-3-methyl-benzofuran-2-yl)(2,4-dichloro-phenyl)methanoneHCID 59788907—
SolventCarbon TetrachlorideHCID 5943—
Product(6-Bromo-3-bromomethyl-benzofuran-2-yl)(2,4-dichlorophenyl)-methanoneHCID 5978888878.9%

Reaction Steps

To a solution of (6-bromo-3-methyl-benzofuran-2-yl)-(2,4-dichloro-phenyl)-methanone (3.0 g, 7.81 mmol) in carbon tetrachloride (30 mL) was added N-bromosuccinimide (1.46 g, 8.2 mmol) and 2,2′-azobisisobutyronitrile (128 mg, 0.78 mmol). The reaction mixture was refluxed for 6 h, then filtered. The filtrate was concentrated and the crude product was triturated with 10% EtOAc/hexane to afford the desired product as a pale yellow solid (2.85 g, 78.9%). This material was used in the subsequent step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420066B2
Source datasetuspto-grants-2008_09
ORD IDord-e72283bc9ddc4e078eb8f910a1eef417
Source noteuspto-grants-2008_09