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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500517Generated: November 1, 2026

Chlorosuccinimide → 4-Bromo-2-chloro-5-(trifluoromethoxy)benzenamine

https://huagongshe.com/reaction/1500517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant4-Bromo-3-(trifluoromethoxy)anilineHCID 14129198—
SolventAcetonitrileHCID 6342—
Product4-Bromo-2-chloro-5-(trifluoromethoxy)benzenamineHCID 6749595864%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of 4-bromo-3-trifluoromethoxy-phenylamine (2.0 g, 7.8 mmol) in ACN (60 mL) was slowly added a solution of N-chlorosuccinimide (1.0 g, 7.8 mmol) in ACN (40 mL). The reaction mixture was heated to at 60° C. overnight and extracted with ethyl acetate/water. The organic layer was dried over sodium sulfate and purified by silica gel chromatography (40 g silica, 100% hexanes to 10% EtOAc: hexanes) to produce the desired product as an orange colored oil (1.4 g, 64% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206159B2
Source datasetuspto-grants-2015_12
ORD IDord-829e52597e2f411bafaf9b068e130d80
Source noteuspto-grants-2015_12