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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1091015Generated: October 30, 2026

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

https://huagongshe.com/reaction/1091015

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 numberUS05084449
Source datasetuspto-grants-1992_01
ORD IDord-97d9ac1422b940268226f2fbe421678e
Source noteuspto-grants-1992_01