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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524995Generated: October 25, 2026

Water → 1-((4-methoxyphenyl)methyl)-1H-pyrazol-4-amine

https://huagongshe.com/reaction/524995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-(4-Methoxybenzyl)-4-nitro-1H-pyrazoleHCID 66611466—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Product1-((4-methoxyphenyl)methyl)-1H-pyrazol-4-amineHCID 2837398794%

Reaction Steps

1-(4-Methoxybenzyl)-4-nitro-1H-pyrazole (2.17 g, 9.30 mmol) was dissolved in ethanol (20 ml). Ammonium chloride (50 mg, 0.93 mmol) and iron (powder, 2.60 g, 46.56 mmol) were added and the mixture was refluxed for 1 h. The reaction mixture was filtered through Celite® and the solvent was evaporated to dryness under reduced pressure. Usual work-up with water and ethyl acetate afforded 1.77 g (94% yield) of the title compound as an oil, which was used in the next synthetic step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340547B2
Source datasetuspto-grants-2016_05
ORD IDord-2d07514a76fd4abd90e4e93583c85058
Source noteuspto-grants-2016_05