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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051462Generated: November 2, 2026

Aniline → 5-Bromo-2-nitro-n-phenylaniline

https://huagongshe.com/reaction/1051462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Bromo-2-fluoro-1-nitrobenzeneHCID 2783362—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product5-Bromo-2-nitro-n-phenylanilineHCID 238696—

Reaction Conditions

Temperature60 °C

Reaction Steps

Aniline (930 mg, 10.0 mmol) was added to a solution of DIPEA (1.94 g, 15.0 mmol) and 4-bromo-2-fluoro-1-nitrobenzene (2.2 g, 10.0 mmol) in DMSO (16 mL). The reaction mixture was stirred at 60° C. for 4 h. Upon completion, the mixture was diluted with water (50 mL), and the resulting precipitate collected by filtration, washed with water and dried in vacuo. The crude product was used in next step without further purification. LCMS (m/z): 293.1/294.1 [M+H]+/[M+2H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-3dbff394126847cc9c49e4b3ab7e6a30
Source noteuspto-grants-2016_07