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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375893Generated: October 26, 2026

5-nitro-1-phenyl-1H-pyridin-2-one → 5-Amino-1-phenyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/2375893

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-nitro-1-phenyl-1H-pyridin-2-oneHCID 22318969—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product5-Amino-1-phenyl-1,2-dihydropyridin-2-oneHCID 58709803—

Reaction Steps

To a suspension of 5-nitro-1-phenyl-1H-pyridin-2-one (60 mg, 0.28 mmol) in ethyl acetate (2 mL) and ethanol (2 mL) was added 5% Pd—C (10 mg), the resulting mixture was stirred under hydrogen atmosphere for 3 h. The catalyst was removed by filtration, and the filtrate was concentrated to give the title compound as a green oil. The product was used to next step without further purification. LC-MS (ES, Pos.): 187 [MH+], and 1H NMR (CDCl3, 400 MHz): δ=3.09 (br s, 2H), 6.60 (d, J=9.6 Hz, 1H), 6.82 (d, J=3.0 Hz, 1H), 7.12 (dd, J=9.6, 3.0 Hz, 1H), 7.37-7.41 (m, 3H), 7.45-7.49 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465726B2
Source datasetuspto-grants-2008_12
ORD IDord-efe36920eb734a8ea467ca59dd3d4388
Source noteuspto-grants-2008_12