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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377666Generated: October 29, 2026

Water → 3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-(prop-2-enylamino)-4-trifluoroacetylpyrazole

https://huagongshe.com/reaction/377666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAllyl bromideHCID 7841—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoroacetylpyrazoleHCID 18699459—
SolventDimethylformamideHCID 6228—
Product3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-(prop-2-enylamino)-4-trifluoroacetylpyrazoleHCID 19356465—

Reaction Steps

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoroacetylpyrazole (1 g) in anhydrous N,N-dimethylformamide (4 ml) at room temperature was added potassium carbonate (0.7 g), then allyl bromide (165 μl). The mixture was stirred at room temperature for 40 minutes. Water (50 ml) was then added, and the mixture was extracted with ether (50 ml, ×2). The combined organic layers were washed with water (50 ml), dried (Na2SO4), filtered and evaporated. The residue was purified by column chromatography on silica gel (50 g) eluted with dichloromethane. Combination and evaporation of suitable fractions gave the title compound as a very pale yellow/white solid, m.p 115-116° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06028096
Source datasetuspto-grants-2000_02
ORD IDord-73a0c92fcdea4e8991d202c0cc694275
Source noteuspto-grants-2000_02