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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1589749Generated: October 30, 2026

Water → 4-Amino-3-fluorobenzonitrile

https://huagongshe.com/reaction/1589749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthylenediamineHCID 3301—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantHCID 19599807HCID 19599807—
ReactantHCID 178418546HCID 178418546—
Product4-Amino-3-fluorobenzonitrileHCID 2756431—

Reaction Steps

100 g (0.53 mol) of 4-bromo-fluoroaniline (manufactured by Aldorich Co.) and 70.8 g (0.79 mol) of copper (I) cyanide was refluxed in N-methyl-2-pyrrolidinone for three hours while stirring. The solution was cooled and a solution of 130 cm3 of ethylene diamine and 130 cm3 of water was added drop-wise while stirring. The solution was extracted three times with 200 cm3 of chloroform and sufficiently washed with water. The chloroform was distilled off and the residue was distilled under reduced pressure (150° C./9 mmHg) to yield 55 g (0.40 mol) of 4-amino-3-fluorobenzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05200110
Source datasetuspto-grants-1993_04
ORD IDord-45a0dd277acd44d4ae9927f380946f41
Source noteuspto-grants-1993_04