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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131328Generated: October 26, 2026

2,4-Difluoronitrobenzene → 2-(5-Fluoro-2-nitro-phenylamino)-5-trifluoromethyl-benzonitrile

https://huagongshe.com/reaction/131328

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluoronitrobenzeneHCID 67967—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant4-Amino-3-cyanobenzotrifluorideHCID 12627361—
SolventDimethyl SulfoxideHCID 679—
Product2-(5-Fluoro-2-nitro-phenylamino)-5-trifluoromethyl-benzonitrileHCID 5862596896%

Reaction Conditions

Temperature55 °C

Reaction Steps

Combine 2,4-difluoro-1-nitro-benzene (5.36 g, 33.69 mmol), 2-amino-5-trifluoromethyl-benzonitrile (5.701 g, 30.63 mmol) and lithium hydroxide monohydrate (2.57 g, 61.25 mmol) in methyl sulfoxide (DMSO, 70 ml). Heat the resulting mixture to 55° C. for 16 hours. Cool the reaction mixture to ambient temperature, then pour into approximately 250 ml of ice water and stir for one hour. Filter the resulting mixture, wash with a large amount of water and collect the precipitate to obtain 9.53 g of the title compound (29.30 mmol, 96% yield) as a yellow amorphous solid: Mass Spectrum (m/e): 324(M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07384934B2
Source datasetuspto-grants-2008_06
ORD IDord-4a758445184341b9b16bdbebbbc5707f
Source noteuspto-grants-2008_06