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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452756Generated: October 31, 2026

Ethanol → HCID 178488694, compound

https://huagongshe.com/reaction/1452756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant4-MethoxybenzoylacetonitrileHCID 233398—
ProductHCID 178488694HCID 17848869497%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-(4-methoxyphenyl)-3-oxo-propionitrile (2.0 g, 11.4 mmol) in absolute ethanol (21 mL) was added hydrazine hydrate (3.32 mL, 68.3 mmol). The reaction mixture was stirred at 80° C. for 15 hours, then it was concentrated in vacuo and purified on silica gel with 0-10% MeOH in CH2Cl2 as eluent to give 2.02 g (97% yield) of 5-amino-3-(4-methoxyphenyl)pyrazole as a white solid. 1H NMR (d6-DMSO) δ: 11.69 (s, 1H), 7.55 (d, 2H), 6.92 (d, 2H), 5.66 (s, 1H), 4.62 (broad s, 2H), 3.75 (s, 3H); HPLC/MS m/z: 190.1 [MH]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473783B2
Source datasetuspto-grants-2009_01
ORD IDord-ed166620a1d7408e8994f7f8f785ec80
Source noteuspto-grants-2009_01