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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580271Generated: October 29, 2026

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

https://huagongshe.com/reaction/580271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantAcetylacetoneHCID 31261—
Reactant2-Fluoro-4-chloro-5-methylsulfonyloxyphenylhydrazineHCID 13798231—
SolventTolueneHCID 1140—
Product1-(2-Fluoro-4-chloro-5-methylsulfonyloxyphenyl)-3,5-dimethylpyrazoleHCID 1379825192%

Reaction Steps

A mixture of 2-fluoro-4-chloro-5-methylsulfonyloxyphenylhydrazine (25.5 g), acetylacetone (10.0 g), ethanol (100 ml) and water (100 ml) was refluxed for 2 hours. After cooling, toluene was added to the reaction mixture to separate layers. The toluene layer as separated was washed with water and then subjected to distillation under a reduced pressure to remove the toluene, yielding the titled compound (29.3 g) as pale yellow crystals. Recrystallization from a mixture of hexane/ethyl acetate gave colorless crystals with melting point 77.5°-79° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04752326
Source datasetuspto-grants-1988_06
ORD IDord-7557ff0cbeed440fbcd8174c36dba965
Source noteuspto-grants-1988_06