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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558188Generated: October 30, 2026

Water → Methyl 4-(allylamino)-5-amino-3-fluoro-2-(2-fluoro-4-iodophenylamino)benzoate

https://huagongshe.com/reaction/558188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 4-(allylamino)-3-fluoro-2-(2-fluoro-4-iodophenylamino)-5-nitrobenzoateHCID 58781109—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 4-(allylamino)-5-amino-3-fluoro-2-(2-fluoro-4-iodophenylamino)benzoateHCID 58781154—

Reaction Steps

A suspension of methyl 4-(allylamino)-3-fluoro-2-(2-fluoro-4-iodophenylamino)-5-nitrobenzoate and ammonium chloride (4.42 g, 79 mmoles) in a mixture of MeOH (20 ml) and dioxane (20 ml) is heated until it became a clear solution. Iron powder (4.42 g, 79 mmoles) is added and the resulting mixture is heated under reflux overnight. Water is added and the reaction mixture is filtered through celite. The solvent is removed under reduced pressure and the crude material is purified by flash chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063049B2
Source datasetuspto-grants-2011_11
ORD IDord-057400bfbbda490aae1eedc86327b0ad
Source noteuspto-grants-2011_11