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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366316Generated: October 26, 2026

Dimethylformamide → 3-(4-Chloro-2-ethyl-6-fluorobenzofuran-7-yl)-1-amino-6-trifluoromethyluracil

https://huagongshe.com/reaction/366316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantO-(2,4-dinitrophenyl)hydroxylamineHCID 87140—
Reactant3-(4-Chloro-2-ethyl-6-fluorobenzofuran-7-yl)-6-trifluoromethyluracilHCID 23289176—
SolventWaterHCID 962—
Product3-(4-Chloro-2-ethyl-6-fluorobenzofuran-7-yl)-1-amino-6-trifluoromethyluracilHCID 2328916558%

Reaction Conditions

Temperature65 °C

Reaction Steps

80 ml of N,N-dimethylformamide was added to 3.4 g (9.0 mmol) of 3-(4-chloro-2-ethyl-6-fluorobenzofuran-7-yl)-6-trifluoromethyluracil, 2.7 g (14 mmol) of 2,4-dinitrophenoxyamine and 5.0 g (36 mmol) of potassium carbonate, followed by stirring at 60 to 70° C. for 1 hour. After completion of the reaction, the reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed sequentially with water and a saturated 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 2.0 g (yield: 58%) of the desired product as white crystals. Melting point: 145-147° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130187
Source datasetuspto-grants-2000_10
ORD IDord-6b136cb4a742421583c4eabc5cf768e4
Source noteuspto-grants-2000_10