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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366342Generated: October 29, 2026

Acetic Acid → 3-(4-Chloro-3-hydroxyamino-2-methylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil

https://huagongshe.com/reaction/366342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl AcetateHCID 8857—
Reactant3-(4-Chloro-2-methyl-3-nitrobenzofuran-7-yl)-1-methyl-6-trifluoromethyluracilHCID 23289177—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product3-(4-Chloro-3-hydroxyamino-2-methylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracilHCID 2328918454%

Reaction Steps

5 ml of acetic acid, 200 ml of ethyl acetate and 100 ml of water were added to 2.3 g (5.7 mmol) of 3-(4-chloro-2-methyl-3-nitrobenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil and 1.6 g (28 mmol) of iron powder, followed by stirring for 2 hours under heating and refluxing. After completion of the reaction, insoluble matters were filtered off. The organic layer was washed sequentially with water and a sodium chloride aqueous solution and then, dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. Then, the obtained residue was purified by silica gel column chromatography to obtain 1.2 g (yield: 54%) of the desired product as pale yellow crystals. Melting point: 134-136° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130187
Source datasetuspto-grants-2000_10
ORD IDord-1dee67ba238445768955cd7903a44206
Source noteuspto-grants-2000_10