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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390990Generated: October 25, 2026

Water → Flupyradifurone

https://huagongshe.com/reaction/2390990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium bisulfateHCID 516920—
ReactantN-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamineHCID 44604123—
ReactantMethyl 4-hydroxy-2-oxo-2,5-dihydrofuran-3-carboxylateHCID 54677706—
SolventDichloromethaneHCID 6344—
SolventButyronitrileHCID 8008—
ProductFlupyradifuroneHCID 16752772108.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a suspension of 5.2 g of 4-(methoxycarbonyl)-5-oxo-2,5-dihydrofuran-3-ol and 5 g of N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethylamine in 70 ml of butyronitrile are added, at room temperature. 4.5 g of potassium hydrogensulphate. The mixture is stirred at a temperature of 120° C. for 3 hours. Subsequently, the mixture is cooled to room temperature and admixed with 60 ml of water and 60 ml of dichloromethane. The organic phase is removed and the aqueous phase is extracted twice with 30 ml each time of methylene chloride. The combined organic phases are concentrated to dryness. 7.6 g of 4-[[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino]furan-2(5H)-one are obtained in a purity of 85% (this corresponds to 94% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273904B2
Source datasetuspto-grants-2012_09
ORD IDord-3dea7313f4c04233a58a8c7f5b04e2c2
Source noteuspto-grants-2012_09