1-Hexyl-4-methyl-3-nitro-5-phenyl-2-pyridone → 3-Amino-1-hexyl-4-methyl-5-phenyl-2-pyridone

HRID 1387283Notes

Reaction equation

HRID 1387283 reaction equation
[CH2:1]([N:7]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]([CH3:19])=[C:9]([N+:20]([O-])=O)[C:8]1=[O:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]>C(OCC)(=O)C.[Pd]>[NH2:20][C:9]1[C:8](=[O:23])[N:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]=1[CH3:19]

Participants

4

Reactant 1

HCID 217065401-Hexyl-4-methyl-3-nitro-5-phenyl-2-pyridone

Product 1

HCID 217065113-Amino-1-hexyl-4-methyl-5-phenyl-2-pyridoneYield 97.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-hexyl-4-methyl-3-nitro-5-phenyl-2-pyridone (0.093 g, 0.30 mmol) and 10% Pd/C in ethyl acetate (100 ml,) was hydrogenated at 45 psi in a Parr apparatus for 4 hours. The catalyst was removed by filtration, and the solvent was evaporated to give 3-amino-1-hexyl-4-methyl-5-phenyl-2-pyridone (0.083 g, 97%).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-48c22c299b6f428ebcf579743fea96a0
Source dataset
uspto-grants-2001_07
Patent number
US06268365B1

Reaction notes

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