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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572812Generated: October 31, 2026

Dimethylacetamide → HCID 58235050, compound

https://huagongshe.com/reaction/572812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylacetamideHCID 31374—
Reactant3,5-DifluoroanilineHCID 96595—
Reactantmethyl 8-bromo-2-(ethylthio)-4-oxo-4H-chromene-6-carboxylateHCID 58235026—
SolventWater ethylacetateHCID 22728543—
ProductHCID 58235050HCID 5823505057%

Reaction Steps

Methyl 8-bromo-2-(ethylthio)-4-oxo-4H-chromene-6-carboxylate (850 mg, 2.29 mmol, prepared as described in Example 9) and 3,5-difluoroaniline (621 mg, 4.81 mmol) in DMA (10 mL) were stirred at 50° C. overnight. The reaction mixture was diluted with water/ethyl acetate. The organic layer was washed with brine, dried over MgSO4 and concentrated. The crude product was purified by flash chromatography on silica gel eluting with 0 to 25% ethyl acetate in dichloromethane. The solvent was evaporated to dryness to afford methyl 8-(1-(3,5-difluorophenylamino)ethyl)-2-(ethylthio)-4-oxo-4H-chromene-6-carboxylate (550 mg, 57%) as a off-white solid. Mass Spectrum: M+H+ 420. SNH

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029374B2
Source datasetuspto-grants-2015_05
ORD IDord-3e9e99c499cc4543bdf22e3cfa9334b2
Source noteuspto-grants-2015_05