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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283512Generated: October 30, 2026

Water → 4-Bromo-5-fluoro-2-methoxyaniline

https://huagongshe.com/reaction/2283512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Bromo-2-fluoro-5-methoxy-4-nitrobenzeneHCID 22347312—
CatalystIronHCID 23925—
SolventIsopropanolHCID 3776—
Product4-Bromo-5-fluoro-2-methoxyanilineHCID 2234729893.4%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 1-bromo-2-fluoro-5-methoxy-4-nitrobenzene (0.998 g, 3.99 mmol) in isopropanol (20 mL) was added iron (0.7 g, 12 mmol), ammonium chloride (0.64 g, 12 mmol) and water (2 mL). The reaction was stirred at 75° C. for 2 hours, then filtered and concentrated. The residue was diluted with water and extracted with EtOAc. The combined organic extracts were washed with brine, dried over sodium sulfate, filtered and concentrated to give 4-bromo-5-fluoro-2-methoxyaniline (0.82 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145402B2
Source datasetuspto-grants-2015_09
ORD IDord-f2e0f3a2495b45b3ad9d1063fd992323
Source noteuspto-grants-2015_09