2-nitrobenzyl-N,N-dimethylsulfonamide → 2-aminobenzyl-N,N-dimethylsulfonamide
Reaction equation
[N+:1]([C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[CH2:6][S:7]([N:10]([CH3:12])[CH3:11])(=[O:9])=[O:8])([O-])=O>[Pd]>[NH2:1][C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[CH2:6][S:7]([N:10]([CH3:12])[CH3:11])(=[O:9])=[O:8]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
The 2-nitrobenzyl-N,N-dimethylsulfonamide (0.825 g, 3.377 mmole) of Step 1 was dissolved/suspended in alcohol in a Parr hydrogenation bottle. Palladium on charcoal (90 mg, 10% Pd) was added and the mixture was placed under an atmosphere of hydrogen at 45 psi in a Parr shaker. After shaking overnight, the mixture was filtered through Celite and evaporated to dryness to afford 0.693 g pure 2-aminobenzyl-N,N-dimethylsulfonamide (96% yield).
Workup
- filtrationthe mixture was filtered through Celite
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-17bcca45b1f247b4b8c6e40e7e9f9671
- Source dataset
- uspto-grants-2005_02
- Patent number
- US06852726B2
Reaction notes
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