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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887788Generated: November 1, 2026

Chlorosuccinimide → Methyl 3-amino-6-bromo-5-chloro-2-methylbenzoate

https://huagongshe.com/reaction/887788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantMethyl 3-amino-6-bromo-2-methylbenzoateHCID 59145915—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-amino-6-bromo-5-chloro-2-methylbenzoateHCID 5914591096%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 3-amino-6-bromo-2-methylbenzoate (960 mg, 3.93 mmol) in acetonitrile (40 mL) was added N-chlorosuccinimide (525 mg, 3.93 mmol) under ice-cooling, and the mixture was stirred at 60° C. for 15 hr. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=0/100→30/70) to give the title compound (1.05 g, yield 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247429B2
Source datasetuspto-grants-2012_08
ORD IDord-72ebd1ccd32d4327b0c57f09b9feccb9
Source noteuspto-grants-2012_08