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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424912Generated: October 27, 2026

Thionyl Chloride → 2-(1,5-dihydro-3-trifluoromethyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)-3,3,3-trifluoro-propanoic acid methyl ester

https://huagongshe.com/reaction/424912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactantalpha-hydroxy-2,5-dihydro-5-oxo-1-phenyl-alpha-trifluoromethyl-3-trifluoromethyl-1H-pyrazole-4-acetic acid methyl esterHCID 86639740—
SolventTolueneHCID 1140—
Product2-(1,5-dihydro-3-trifluoromethyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)-3,3,3-trifluoro-propanoic acid methyl esterHCID 86639741—

Reaction Steps

To a toluene solution (5 ml) of α-hydroxy-2,5-dihydro-5-oxo-1-phenyl-α-trifluoromethyl-3-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester (192 mg, 0.5 mmol), thionyl chloride (0.365 ml, 5.0 mmol) was added and the mixture was stirred under reflux for 3 hours. After concentrating the liquid reaction mixture under reduced pressure, the title compound was obtained as a reddish brown solid (183 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106086B2
Source datasetuspto-grants-2012_01
ORD IDord-3ccb3fcf94bb48209f410e465df35809
Source noteuspto-grants-2012_01