N,N-dimethyl-2-nitrobenzamide → 2-Amino-N,N-dimethylbenzamide
Reaction equation
[CH3:1][N:2]([CH3:14])[C:3](=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-])=O>[Pd].C(O)C>[NH2:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[C:3]([N:2]([CH3:14])[CH3:1])=[O:13]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of N,N-dimethyl-2-nitrobenzamide (4.76 g, 24.5 mmol) and 10% palladium on carbon (470 mg) in 100 mL of ethanol was stirred under hydrogen at atmospheric pressure for approximately 12 hours. The mixture was filtered and concentrated to dryness to give 2-amino-N,N-dimethylbenzamide (4 g, 24.2 mmol), m.p. 53°-54° C.
Workup
- filtrationThe mixture was filtered
- concentrationconcentrated to dryness
Sources & evidence
- ORD record
- ord-f6451c774b1749d49a417ccd75964742
- Source dataset
- uspto-grants-1997_11
- Patent number
- US05688795
Reaction notes
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