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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500567Generated: November 3, 2026

Hydrogen Bromide → 5-Acetyl-2-(4-bromo-2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester

https://huagongshe.com/reaction/500567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantN-bromobutanimideHCID 67184—
Reactant5-Acetyl-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl esterHCID 86596773—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Acetyl-2-(4-bromo-2-chlorophenylamino)-3,4-difluorobenzoic acid methyl esterHCID 8659863987%

Reaction Steps

A mixture of 5-acetyl-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester (251 mg, 0.739 mmol), NBS (139 mg, 0.781 mmol), and catalytic amount of HBr (48%) in DMF (3 mL) was stirred for 19 hours at room temperature. The reaction mixture was diluted with EtOAc, and washed with water (5×). The organic layer was dried over MgSO4, filtered, and concentrated to give the desired product (269 mg, 87%) that was used directly without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772234B2
Source datasetuspto-grants-2010_08
ORD IDord-17e403e9239346ec82ea48a9b57a2657
Source noteuspto-grants-2010_08