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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424915Generated: October 26, 2026

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

https://huagongshe.com/reaction/424915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant1-(4-chlorophenyl)-2,5-dihydro-alpha-hydroxy-3-methyl-5-oxo-alpha-trifluoromethyl-1H-pyrazole-4-acetic acid methyl esterHCID 44139819—
SolventTolueneHCID 1140—
Product2-[1-(4-chlorophenyl)-1,5-dihydro-3-methyl-5-oxo-4H-pyrazol-4-ylidene]-3,3,3-trifluoro-propanoic acid methyl esterHCID 66701625—

Reaction Steps

To a toluene solution (5 ml) of 1-(4-chlorophenyl)-2,5-dihydro-α-hydroxy-3-methyl-5-oxo-α-trifluoromethyl-1H-pyrazole-4-acetic acid methyl ester (182 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 (173 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106086B2
Source datasetuspto-grants-2012_01
ORD IDord-79e5bdfac68a4b80b1209e82c8f665df
Source noteuspto-grants-2012_01