Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1886239Generated: October 30, 2026

Aniline → 2-Bromo-4-methylaniline

https://huagongshe.com/reaction/1886239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactantp-ToluidineHCID 7813—
Reactant4-FluoroanilineHCID 9731—
ReactantTetra-n-butylammonium tribromideHCID 23500184—
Product2-Bromo-4-methylanilineHCID 1142266%

Reaction Steps

To show that selectivity is still obtained using a highly activated aniline, bromination of p-toluidine using tetrabutylammonium tribromide was carried out as generally described in Example 4, but substituting p-toluidine for 4-fluoroaniline, on a 0.75 mole reaction. The desired product 2-bromo-4-methylaniline was obtained in 66% yield on the 0.75 mole reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05149875
Source datasetuspto-grants-1992_09
ORD IDord-b8db115abbb14141ae693861e738ef4f
Source noteuspto-grants-1992_09