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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885809Generated: October 29, 2026

Water → HCID 86631560, compound

https://huagongshe.com/reaction/885809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylacetamideHCID 31374—
ReactantAzane;hydrateHCID 12896473—
ReactantHCID 71615482HCID 71615482—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductHCID 86631560HCID 86631560—

Reaction Steps

In a solution of 1.40 g of 5-(3,5-dichlorophenyl)-3-(5,6-dichloro-3-pyridyl)-5-trifluoromethyl-4,5-dihydroisoxazole in 30 mL of N,N-dimethylacetamide, 0.075 g of zinc cyanide and 0.37 g of tetrakis(triphenylphosphine) palladium(0) were added, and stirred at 80° C. to 120° C. for 4.5 hours under nitrogen atmosphere. After the completion of the reaction, the reaction mixture was left and cooled to room temperature, 5 mL of ammonia water and 50 mL of water were added, and extracted with ethyl acetate (50 mL×1). The organic phase were dehydrated with and dried over saturated sodium chloride aqueous solution and anhydrous magnesium sulfate in that order, and the solvent was distilled off under reduced pressure. The residue was purified with medium pressure preparative liquid chromatography (medium pressure collection apparatus: YFLC-Wprep manufactured by Yamazen Corporation) that was eluted with ethyl acetate-hexane (gradient of 1:8 to 1:3) to obtain 1.20 g of the aimed products as yellow resinous substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242283B2
Source datasetuspto-grants-2012_08
ORD IDord-690f3503e8af43fd886e83e5d48e3268
Source noteuspto-grants-2012_08