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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12493Generated: October 26, 2026

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

https://huagongshe.com/reaction/12493

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 numberUS07728018B2
Source datasetuspto-grants-2010_06
ORD IDord-46422b9f44604933bc9aea30a17a0796
Source noteuspto-grants-2010_06