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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475225Generated: October 30, 2026

Water → 4-bromo-3-fluoro-2-nitroaniline

https://huagongshe.com/reaction/475225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
Reactant3-Fluoro-2-nitroanilineHCID 2782834—
SolventDimethylformamideHCID 6228—
Product4-bromo-3-fluoro-2-nitroanilineHCID 278315890.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 138 (25 g, 0.160 mol) in DMF (250 mL) at 0° C. was added dropwise a solution of NBS (28.5 g, 0.160 mol) in DMF (100 mL). The resulting mixture was stirred at 0° C. for 1 h and then at RT for another hour. After the completion of the reaction, the mixture was poured into water (4 L) and extracted with EtOAc. The combined organic layers were washed with water and brine solution, dried (Na2SO4), filtered and concentrated in vacuo to afford 34 g (90%) of 4-bromo-3-fluoro-2-nitro-phenylamine (140) as a yellow solid which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637537B2
Source datasetuspto-grants-2014_01
ORD IDord-d1afc592045e4de7a4afec0886b7cbb3
Source noteuspto-grants-2014_01