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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848227Generated: November 1, 2026

Water → 4-Bromo-5-chloro-2-nitroaniline

https://huagongshe.com/reaction/1848227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
Reactant5-Chloro-2-nitroanilineHCID 74218—
SolventAcetic AcidHCID 176—
Product4-Bromo-5-chloro-2-nitroanilineHCID 2184699996.5%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 5-chloro-2-nitroaniline (6.0 g, 34.88 mmol) and NBS (6.06 g, 34.0 mmol) in HOAc (240 mL) was stirred at 130° C. for 1 h. The reaction mixture was poured into water. The precipitate was collected by filtration and washed with petroleum ether to give 4-bromo-5-chloro-2-nitroaniline as a light brown solid (8.25 g, 96.5%). 1H NMR (300 MHz, DMSO-d6) δ 8.24 (s, 1H), 7.62 (br s, 2H), 7.29 (s, 1H). LCMS (ESI) m/z 251 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952058B2
Source datasetuspto-grants-2015_02
ORD IDord-f7da9f0778cd4107b7c56dec5cb925b8
Source noteuspto-grants-2015_02