N-Methyl-3-nitrobenzenesulfonamide → 3-amino-N-methylbenzenesulfonamide
Reaction equation
[CH3:1][NH:2][S:3]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[CH:7]=1)(=[O:5])=[O:4]>CO.CCOC(C)=O.[Pd]>[CH3:1][NH:2][S:3]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[CH:7]=1)(=[O:4])=[O:5]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
A solution of N-methyl-3-nitrobenzene sulfonamide (608 mg, 2.8 mmole) in 30 mL of MeOH and 5 mL of EtOAc was treated with 10% Pd/C (100 mg) and hydrogenated at 1 atmosphere H2 pressure for 16 hours. The catalyst was filtered, and the filtrate evaporated. The residue was dissolved in EtOAc, washed with H2O, dried and the solvent removed, and gave the titled product, 498 mg (96%). MS (ESI) 187 (MH+).
Workup
- filtrationThe catalyst was filtered
- customthe filtrate evaporated
- dissolutionThe residue was dissolved in EtOAc
- washwashed with H2O
- customdried
- customthe solvent removed
Sources & evidence
- ORD record
- ord-e514e3c898e14189912b279923179e73
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07365085B2
Reaction notes
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