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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276141Generated: October 25, 2026

(4-Methylphenyl)hydrazine → 4,5-dihydro-1-(4-methylphenyl]-5-(4-methylsulphonylphenyl)-3-trifluoromethyl-1H-pyrazole

https://huagongshe.com/reaction/276141

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Methylphenyl)hydrazineHCID 10875—
Reactant(E)-1,1,1-trifluoro-4-(4-methylsulphonylphenyl)-3-butene-2-oneHCID 15484796—
CatalystHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
Product4,5-dihydro-1-(4-methylphenyl]-5-(4-methylsulphonylphenyl)-3-trifluoromethyl-1H-pyrazoleHCID 992986932%

Reaction Steps

In a flask with an inert atmosphere (E)-1,1,1-trifluoro-4-(4-methylsulphonylphenyl)-3-butene-2-one (prepared according to the method E-1) (1.83 g, 6.58 mmoles) and 4-methylphenylhydrazine chlorohydrate (1.04 g, 6.58 mmoles) are dissolved in 50 ml de ethanol. A few drops of hydrochloric acid are added, and the mixture refluxed under an inert atmosphere for 4 days. The mixture is cooled and the product crystallised. The solution is filtered and the product recrystallised from ethanol. 4,5-dihydro-1-(4-methylphenyl]-5-(4-methylsulphonylphenyl)-3-trifluoromethyl-1H-pyrazole (0.8 g, yield: 32%) is obtained in the form of a solid with a melting point of 140-3° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06353117B1
Source datasetuspto-grants-2002_03
ORD IDord-64c3958b6e4247e4815fd2db1550476b
Source noteuspto-grants-2002_03