N-Methyl-N-(3-nitrophenyl)acetamide → N-(3-aminophenyl)-N-methylacetamide
Reaction equation
[CH3:1][N:2]([C:12](=[O:14])[CH3:13])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-])=O)[CH:4]=1>CO.O1CCOCC1.[C].[Pd]>[NH2:9][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[N:2]([CH3:1])[C:12](=[O:14])[CH3:13]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
A mixture of N-methyl-3′-nitroacetanilide (5.13 g) and 10% palladium carbon (0.6 g) in methanol (50 ml) and 1,4-dioxane (50 ml) and stirred under hydrogen (3 atm) at room temperature for 2 hours. The catalyst was removed by filtration and the solvent was evaporated. The resultant solid was collected and washed with isopropyl ether to give 3′-amino-N-methylacetanilide (4.06 g).
Workup
- customThe catalyst was removed by filtration
- customthe solvent was evaporated
- customThe resultant solid was collected
- washwashed with isopropyl ether
Sources & evidence
- ORD record
- ord-a4591cbfeff842939090836940f4aaca
- Source dataset
- uspto-grants-2004_04
- Patent number
- US06727245B2
Reaction notes
Loading…