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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366857Generated: November 1, 2026

1-Bromo-2-Chloroethane → 4-Bromo-1-(2-chloroethyl)-1H-pyrazole

https://huagongshe.com/reaction/2366857

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-ChloroethaneHCID 7849—
ReactantCesium carbonateHCID 10796—
Reactant4-BromopyrazoleHCID 16375—
SolventDimethylformamideHCID 6228—
Product4-Bromo-1-(2-chloroethyl)-1H-pyrazoleHCID 5189207487.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

4-Bromopyrazole (700 mg, 4.76 mmol, available from Aldrich), cesium carbonate (2328 mg, 7.14 mmol, available from Aldrich) and 1-bromo-2-chloroethane (0.592 ml, 7.14 mmol, available from Acros) were suspended in N,N-dimethylformamide (DMF) (14 ml) and heated to 60° C. under microwave conditions in an Emrys Optimiser for 1 hour. The mixture was partitioned between water (20 ml) and ethyl acetate (60 ml). The aqueous layer was run off and the organic washed (water ×3 (10 ml), brine (10 ml)), dried (magnesium sulfate) and evaporated to dryness to give the desired compound (868 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697725B2
Source datasetuspto-grants-2014_04
ORD IDord-796f6094ed244866b8fc3624646b4d12
Source noteuspto-grants-2014_04