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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56205Generated: October 25, 2026

Dichloromethane → 2-cyano-N,N-dihexyl-4-nitroaniline

https://huagongshe.com/reaction/56205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantDihexylamineHCID 8920—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluoro-5-nitrobenzonitrileHCID 519417—
SolventAcetonitrileHCID 6342—
Product2-cyano-N,N-dihexyl-4-nitroanilineHCID 9002277287.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-fluoro-5-nitrobenzonitrile (1.83 g, 10.0 mmol) in CH3CN (20 mL) were added K2CO3 (2.76 g, 20.0 mmol) and dihexylamine (1.85 g, 9.98 mmol) and the mixture was stirred at 80° C. for 40 h. The mixture was cooled to rt, poured into 100 mL of DCM and washed with water (100 mL×3), brine (100 mL), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=125:2) to give the title compound as yellow oil (2.89 g, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-df9fc0513de84a9c85d6d8fc5a69e95c
Source noteuspto-grants-2016_09