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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220006Generated: November 1, 2026

Sodium Iodide → ethyl 4-{2-[1-(3,4-dichlorophenyl)-5-methyl-1H-pyrazol-3-yloxy]ethyl}piperazine carboxylate

https://huagongshe.com/reaction/220006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant1-Piperazinecarboxylic acid, ethyl esterHCID 8431—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(2-chloroethoxy)-1-(3,4-dichlorophenyl)-5-methyl-1H-pyrazoleHCID 25023133—
SolventDimethylformamideHCID 6228—
Productethyl 4-{2-[1-(3,4-dichlorophenyl)-5-methyl-1H-pyrazol-3-yloxy]ethyl}piperazine carboxylateHCID 1170459224.8%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 3-(2-chloroethoxy)-1-(3,4-dichlorophenyl)-5-methyl-1H-pyrazole (0.2 g, 0.65 mmol), ethyl piperazine-1-carboxylate (0.113 g, 0.72 mmol), K2CO3 (270 mg, 1.96 mmol) and NaI (98 mg, 0.65 mmol) in dry dimethylformamide (6 ml) was warmed overnight at 85° C., and then an additionally 16 hrs at 95° C., in a dry nitrogen atmosphere. Solvents were evaporated in vacuo and the crude residue partitioned in water/ethyle acetate. The combined organic extracts were washed with water, dried on Na2SO4 and concentrated in vacuo to obtain a crude oil, which was purified by column chromatography on silica gel (ethyl acetate/petroleum ether 8:2) yielding 69 mg of ethyl 4-{2-[1-(3,4-dichlorophenyl)-5-methyl-1H-pyrazol-3-yloxy]ethyl}piperazine carboxylate as a colourless oil

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202872B2
Source datasetuspto-grants-2012_06
ORD IDord-228f5cb8ac3c4e298a2cfc832953b3f1
Source noteuspto-grants-2012_06