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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929913Generated: October 26, 2026

Ammonia → 4-(Aminomethyl)-3,5-difluorobenzonitrile

https://huagongshe.com/reaction/929913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant3,5-Difluoro-4-((hydroxyimino)methyl)benzonitrileHCID 90014851—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product4-(Aminomethyl)-3,5-difluorobenzonitrileHCID 2190556085.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

An excess of zinc powder was added to a stirred mixture of 3,5-difluoro-4-((hydroxyimino)methyl)benzonitrile (130 mg, 0.7 mmol) in acetic acid (10 mL) then heated to 60° C. for 2 h. The mixture was made basic by addition of aqueous ammonia and extracted with ethyl acetate. The organic layer was washed with brine, dried (Na2SO4) and concentrated in vacuo to afford 4-(aminomethyl)-3,5-difluorobenzonitrile (100 mg, 0.6 mmol) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296725B2
Source datasetuspto-grants-2016_03
ORD IDord-cefa60c2245a4bb4b9e843756c5f2c0c
Source noteuspto-grants-2016_03