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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44462Generated: October 26, 2026

Water → 4-Bromo-2,6-dinitroaniline

https://huagongshe.com/reaction/44462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBromineHCID 24408—
Reactant2,6-DinitroanilineHCID 69070—
SolventAcetic AcidHCID 176—
Product4-Bromo-2,6-dinitroanilineHCID 374660896.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A stirred suspension of 2,6-dinitroaniline (5 g, 27.3 mmol) in glacial acetic acid (50 mL) was added bromine (1.5 mL, 30 mmol) dropwise and heated at 120° C. for 2 h. After cooling to ambient temperature, the resultant mixture was poured into water (50 mL). The precipitate solid was collected by filtration and washed with water then dried in-vacuo. The solid was re-dissolved in EtOAC, washed with water and saturated brine. The organic layer was collected and concentrated in-vacuo to give the desired product (6.88 g, 95%). 1H NMR (300 MHz, DMSO-d6) δ ppm 8.37 (br s, 2H), 8.58 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541411B2
Source datasetuspto-grants-2013_09
ORD IDord-5dd376713d8e49fe9c13b12141dbd963
Source noteuspto-grants-2013_09