Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917355Generated: October 25, 2026

Dimethylformamide → 6,6-difluoro-5-methyl-5-hexenyl 4-chloro-5-ethyl-2-methyl-2H-pyrazole-3-carboxylate

https://huagongshe.com/reaction/917355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acidHCID 14770682—
Reactant6,6-Difluoro-5-methyl-5-hexenyl methanesulfonateHCID 23020371—
SolventWaterHCID 962—
Product6,6-difluoro-5-methyl-5-hexenyl 4-chloro-5-ethyl-2-methyl-2H-pyrazole-3-carboxylateHCID 6918153874%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 10 ml of N,N-dimethylformamide were dissolved 0.50 g (2.2 mmol) of 6,6-difluoro-5-methyl-5-hexenyl methanesulfonate and 0.45 g (2.4 mmol) of 4-chloro-5-ethyl-2-methyl-2H-pyrazole-3-carboxylic acid, followed by the addition of 0.37 g (4.4 mmol) of sodium hydrogencarbonate and stirring at 100° C. for 7 hours. The reaction liquid was then poured in water and extracted with ethyl acetate. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentration under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate:hexane=1:19) to obtain 0.52 g (yield: 74%) of 6,6-difluoro-5-methyl-5-hexenyl 4-chloro-5-ethyl-2-methyl-2H-pyrazole-3-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273878B2
Source datasetuspto-grants-2007_09
ORD IDord-9bacae5831f746ef887ffa4a56025a9f
Source noteuspto-grants-2007_09