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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1629973Generated: October 30, 2026

Phosphorus oxychloride → 3-chloro-1-(3-fluorobenzoyl)-4,5-dihydro-1H-pyrazole

https://huagongshe.com/reaction/1629973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant1-(3-Fluorobenzoyl)pyrazolidin-3-oneHCID 71184867—
Product3-chloro-1-(3-fluorobenzoyl)-4,5-dihydro-1H-pyrazoleHCID 7118496588.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

Phosphorus oxychloride (54 ml for 5.4 gm of SM, 10 volume) was added drop wise directly to 1-(3-fluorobenzoyl)pyrazolidin-3-one (5.4 gm, 0.0238 mmol, 1 equiv.) at 0° C. and then refluxed at 85° C. for an hour. The reaction mixture was cooled to RT, concentrated and basified with solid NaCO3 (pH: 8-9), extracted with dichloromethane (100 ml×2) and concentrated. The crude product was purified by silica gel column using (60-120) mesh to get the pure product as off green solid (4.8, 88.9% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791114B2
Source datasetuspto-grants-2014_07
ORD IDord-0af00d41fd6347378be8242f006516be
Source noteuspto-grants-2014_07