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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12491Generated: October 26, 2026

Sodium Hydroxide → 3-Phenyl-4,5-dihydro-1H-pyrazole

https://huagongshe.com/reaction/12491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant1-Propanone, 3-(dimethylamino)-1-phenyl-, hydrochloride (1:1)HCID 92844—
SolventMethanolHCID 887—
Product3-Phenyl-4,5-dihydro-1H-pyrazoleHCID 589745—

Reaction Conditions

Temperature50 °C

Reaction Steps

Under N2 atmosphere, 3-dimethylamino-1-phenyl-propan-1-one hydrochloride (37.2 g) was dissolved in warm MeOH (75 mL), and slowly added to a solution of hydrazine hydrate (23 mL) and 50% aqueous NaOH (12 mL) in MeOH (30 mL) stirred at 50° C. The mixture was refluxed for 2 hours and evaporated under reduced pressure. Ice water was added to the residue and after stirring for 5 minutes the formed solid was filtered off. The residue was taken up in Et2O, dried over Na2SO4, and evaporated to dryness under reduced pressure to give 19.7 g of a yellow oil being 80% pure, which was used in subsequent steps without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728018B2
Source datasetuspto-grants-2010_06
ORD IDord-97522613bb9a4da1bcaf9856395657d5
Source noteuspto-grants-2010_06