Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528541Generated: October 26, 2026

Ethanol → ethyl 5-chloro-3-(trifluoromethyl)-1H-pyrazole-1-acetate

https://huagongshe.com/reaction/1528541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriethylamineHCID 8471—
ReactantAcetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1)HCID 11593468—
Reactant1,1,1-Trifluoro-4,4-dichloro-3-buten-2-oneHCID 15548324—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Productethyl 5-chloro-3-(trifluoromethyl)-1H-pyrazole-1-acetateHCID 66016896—

Reaction Steps

To a mixture of ethyl hydrazinoacetate hydrochloride (2.8 g, 18.1 mmol) and triethylamine (9.2 g, 91 mmol) in a solution of ethanol (20 mL) and N,N-dimethylformamide (1 mL), a solution of crude 4,4-dichloro-1,1,1-trifluoro-3-buten-2-one in dichloromethane (20 mL) was added dropwise while keeping the temperature of the reaction mixture below 10° C. After stirring a further 2 h at below 10° C., the reaction mixture was concentrated under reduced pressure. The residue was diluted with diethyl ether, and the mixture was filtered. The resulting filtrate was concentrated to give 4.34 g of the title compound as a solid. This compound was of sufficient purity to use in subsequent reactions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090604B2
Source datasetuspto-grants-2015_07
ORD IDord-3a804372e6aa4a4f8aa7cbb7c7edb4f8
Source noteuspto-grants-2015_07