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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804134Generated: October 27, 2026

Ammonia → Methyl 4-bromo-2-cyanobenzoate

https://huagongshe.com/reaction/1804134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 4-bromo-2-iodobenzoateHCID 58484707—
ReactantHCID 178418260HCID 178418260—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 4-bromo-2-cyanobenzoateHCID 5848470699.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To methyl 4-bromo-2-iodobenzoate (3.52 g) described in Preparation Example 190 were added copper cyanide (1.16 g) and N-methylpyrrolidone (21 mL) and the mixture was stirred at 60° C. for 1 hr. Under cooling with water, ethyl acetate, saturated aqueous ammonium chloride solution and aqueous ammonia were added and the mixture was extracted with ethyl acetate. The organic layer was washed once with saturated aqueous ammonium chloride solution and aqueous ammonia, once with saturated aqueous ammonium chloride solution and once with saturated brine, and dried over sodium sulfate. The solvent was evaporated to give the title compound (2.39 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354401B2
Source datasetuspto-grants-2013_01
ORD IDord-5b880029ae2d4423a8623c422b4880ce
Source noteuspto-grants-2013_01