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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888367Generated: October 30, 2026

Ammonia → Methyl 5-amino-2-cyanobenzoate

https://huagongshe.com/reaction/1888367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantWaterHCID 962—
ReactantMethyl 5-amino-2-bromobenzoateHCID 245495—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-amino-2-cyanobenzoateHCID 53419719—

Reaction Conditions

Temperature150 °C

Reaction Steps

The mixture of 5-amino-2-bromobenzoic acid methyl ester (14.27 g, 62.0 mmol) and CuCN (6.11 g, 68.2 mmol) in DMF (130 ml) was heated at 150° C. for 1 h 10 min under nitrogen atmosphere. The mixture was cooled to 70° C. and poured into the mixture of water (250 ml) and 12.5% NH3 (500 ml). The product was extracted into ethyl acetate (3×250 ml). The organic phase was washed several times with 12.5% NH3 and water, dried over Na2SO4 and concentrated under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501814B2
Source datasetuspto-grants-2013_08
ORD IDord-f4a1ca1586f34ff38ef1527bc7f2ffa2
Source noteuspto-grants-2013_08