Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981458Generated: November 3, 2026

Hydrogen Bromide → 1,2,3-Tribromo-5-nitrobenzene

https://huagongshe.com/reaction/981458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactant2,6-Dibromo-4-nitroanilineHCID 13231—
ReactantSodium NitriteHCID 23668193—
Catalystcopper(I) bromideHCID 24593—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventSulfuric AcidHCID 1118—
Product1,2,3-Tribromo-5-nitrobenzeneHCID 640602—

Reaction Conditions

Temperature20 °C

Reaction Steps

At 20° C., with stirring and cooling with ice, a solution of 2,6-dibromo-4-nitro-aniline (47.2 g) in acetic acid (1.6 liters) is slowly poured into a solution of sodium nitrite (12 g) in concentrated sulphuric acid (85 ml). Then, the mixture is stirred for 20 minutes at ambient temperature. The solution thus prepared is then slowly added with stirring and cooling with ice to a solution of copper (I) bromide (12.8 g) in 63% hydrobromic acid (40 ml). After it has all been added the mixture is stirred for a further 30 minutes. It is diluted with water, the precipitate is filtered off and washed with water. This crude product is recrystallized from methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04992430
Source datasetuspto-grants-1991_02
ORD IDord-903c5780c9684e08833b72b223c24091
Source noteuspto-grants-1991_02