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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383587Generated: October 31, 2026

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

https://huagongshe.com/reaction/1383587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethyl EtherHCID 3283—
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 yinyltri-n-butyltin (116 ml) and tetrakis(triphenylphosphine)palladium(0) (3.5 g) was stirred at 75° C. for 3 hours. The reaction nixture was poured into water (600 ml) and ether (600 ml). The organic layer was washed with water (5 times), brine (700 ml) and dried over sodium sulphate. Removal of the solvent in vacuo was followed by recrystallisation of the residue 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 numberUS06255333B1
Source datasetuspto-grants-2001_07
ORD IDord-443db0514f744d91a7ccceca9b731776
Source noteuspto-grants-2001_07