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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500558Generated: October 30, 2026

Hydrochloric Acid → 5-Bromo-2-(2,4-dichlorophenylamino)-3,4-difluorobenzoic acid methyl ester

https://huagongshe.com/reaction/500558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantChlorosuccinimideHCID 31398—
Reactant5-Bromo-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl esterHCID 86596771—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-2-(2,4-dichlorophenylamino)-3,4-difluorobenzoic acid methyl esterHCID 8659863489.4%

Reaction Steps

A mixture of 5-bromo-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester (2.07 g, 5.50 mmol), NCS (789 mg, 5.91 mmol), and catalytic amount of conc. HCl in DMF (41 mL) was stirred for 1 hour 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 crude material which was purified by silica gel flash column chromatography (3 to 5% EtOAc in hexanes) to afford the desired product (2.02 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772234B2
Source datasetuspto-grants-2010_08
ORD IDord-ad98965cdfdb47918d349fa4da4c0ab2
Source noteuspto-grants-2010_08