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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190266Generated: October 25, 2026

Water → Flupyradifurone

https://huagongshe.com/reaction/2190266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium bisulfateHCID 516920—
Reactant4-(Ethoxycarbonyl)-5-oxo-2,5-dihydrofuran-3-olate potassium saltHCID 44604122—
ReactantN-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamineHCID 44604123—
SolventDichloromethaneHCID 6344—
SolventButyronitrileHCID 8008—
ProductFlupyradifuroneHCID 1675277292%

Reaction Conditions

Temperature92.5 °C

Reaction Steps

At room temperature, 11.5 g of potassium bisulphate are added to a suspension of 10.4 g of 4-(ethoxycarbonyl)-5-oxo-2,5-dihydrofuran-3-olate potassium salt and 7.5 g of N-[(6-chloropyridin-3-yl)methyl)-2,2-difluoroethylamine in 68 ml of butyronitrile. The mixture is stirred at a temperature of from 90 to 95° C. for 3 hours. The mixture is then cooled to room temperature, 120 ml of water and 120 ml of dichloromethane are added, the organic phase is separated off and the aqueous phase is extracted twice with in each case 120 ml of methylene chloride. The combined organic phases are concentrated to dryness. This gives 11.4 g of amorphous 4-[[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino]furan-2(5H)-one in a purity of 84% (this corresponds to a yield of 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324392B2
Source datasetuspto-grants-2012_12
ORD IDord-344c925e40d64bcf80cafc045f79cb6c
Source noteuspto-grants-2012_12