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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377650Generated: October 27, 2026

Water → 3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-ethenylpyrazole

https://huagongshe.com/reaction/377650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethyl EtherHCID 3283—
ReactantTributylvinyltinHCID 81998—
Reactant3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-iodopyrazoleHCID 21188126—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-ethenylpyrazoleHCID 21188094—

Reaction Conditions

Temperature75 °C

Reaction Steps

A solution of 3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-iodopyrazole (58 g) in dimethylformamide (350 ml) containing vinyltri-n-butyltin (116 ml) and tetrakis(triphenylphosphine)palladium(0) (3.5 g,) was stirred at 75° C. for 3 hours. The reaction mixture was poured into water (600 ml) and ether (600 ml). The organic layer was separated, washed with water (×5), brine (700 ml), dried (Na2SO4) and evaporated. The residue was recrystallised from propan-2-ol to give the title compound as a pale brown solid, m.p.75-6° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06028096
Source datasetuspto-grants-2000_02
ORD IDord-3ee4f0aa37da47a4892c306d1638fef8
Source noteuspto-grants-2000_02