Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024354Generated: October 25, 2026

Sodium Hydroxide → 3-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazole

https://huagongshe.com/reaction/1024354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant1-Propanone, 1-(4-chlorophenyl)-3-(dimethylamino)-, hydrochloride (1:1)HCID 200370—
SolventMethanolHCID 887—
Product3-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazoleHCID 13143700—

Reaction Conditions

Temperature50 °C

Reaction Steps

Under N2 atmosphere, 1-(4-chloro-phenyl)-3-dimethylamino-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. Water was added to the residue, followed by extraction with DCM. The organic phase was washed twice with water, dried and evaporated under reduced pressure, to give 25.0 g of a yellow solid, m.p. 90-100° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722887B2
Source datasetuspto-grants-2014_05
ORD IDord-92c5b61e2c3a4d50b6f5137860c46781
Source noteuspto-grants-2014_05