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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353105Generated: November 2, 2026

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

https://huagongshe.com/reaction/2353105

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 numberUS07750002B2
Source datasetuspto-grants-2010_07
ORD IDord-5d46f5552a4a40f1baf94a52cce28024
Source noteuspto-grants-2010_07