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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792480Generated: November 3, 2026

Methanol → Ethyl 4-(2-amino-phenylamino)-2-fluoro-benzoate

https://huagongshe.com/reaction/1792480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 2-fluoro-4-(2-nitrophenylamino)benzoateHCID 22032336—
CatalystIronHCID 23925—
SolventWaterHCID 962—
ProductEthyl 4-(2-amino-phenylamino)-2-fluoro-benzoateHCID 2203111799.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

200 mg ethyl 2-fluoro-4-(2-nitrophenylamino)benzoate (compound in Production Example 331), 180 mg iron powder, 350 mg ammonium chloride and 8 mL solution mixture of methanol and water (5:3) were stirred at 100° C. for 1 hour. Insolubles were filtered off with Celite, and water was added to the filtrate which was then extracted with dichloromethane. The extract was purified by NH silica gel chromatography (ethyl acetate), to give 179 mg of the title compound as pale brown crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074801B1
Source datasetuspto-grants-2006_07
ORD IDord-bbef1b1f3ba844cbbbb945a5c679fabc
Source noteuspto-grants-2006_07