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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580254Generated: October 30, 2026

Ethanol → 1-(2-Fluoro-4-chloro-5-methylsulfonyloxyphenyl)-3,4,5-trimethylpyrazole

https://huagongshe.com/reaction/580254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
Reactant3-Methyl-2,4-pentanedioneHCID 69949—
Reactant2-Fluoro-4-chloro-5-methylsulfonyloxyphenylhydrazineHCID 13798231—
SolventTolueneHCID 1140—
Product1-(2-Fluoro-4-chloro-5-methylsulfonyloxyphenyl)-3,4,5-trimethylpyrazoleHCID 13798232—

Reaction Steps

A mixture of (2-fluoro-4-chloro-5-methylsulfonyloxyphenyl)hydrazine (25.5 g) of the formula: ##STR53## 3-methylpenta-2,5-dione (CH3COCH(CH3)COCH3) (11.4 g), ethanol (100 ml) and water (100 ml) was heated to reflux for one hour. After the reaction mixture was cooled, toluene was added thereto to form two layers. The toluene layer separated was washed with water and dried over anhydrous sodium sulfate. Removal of the solvent by distillation in vacuo gave the titled compound (29.3 g) as a pale yellow crystalline solid. Recrystallization of this solid from a mixture of n-hexane and ethyl acetate afforded a white crystalline solid. m.p. 123°-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04752326
Source datasetuspto-grants-1988_06
ORD IDord-d934f44226454b649bf88336f863f365
Source noteuspto-grants-1988_06