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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692740Generated: October 25, 2026

Hydrochloric Acid → 3-Bromo-5-fluoro-2-methylaniline

https://huagongshe.com/reaction/1692740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Bromo-5-fluoro-2-methyl-3-nitrobenzeneHCID 2773385—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product3-Bromo-5-fluoro-2-methylanilineHCID 273764128.1%

Reaction Steps

To a solution of crude 1-bromo-5-fluoro-2-methyl-3-nitro-benzene (5.96 g) in MeOH (90 mL) was added concentrated hydrochloric acid (11.7 mL) and iron (6.1 g) and the reaction mixture was heated to reflux. After 16 h, the mixture was cooled, diluted with DCM, washed with sodium carbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 3-bromo-5-fluoro-2-methyl-phenylamine (1.46 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158626B2
Source datasetuspto-grants-2012_04
ORD IDord-fc32c4fad49a4e9c8c7a4af179fd9a6c
Source noteuspto-grants-2012_04