Benzenesulfonamide, 3-nitro- → Benzenesulfonamide, 3-amino-

HRID 988950Notes

Reaction equation

HRID 988950 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([NH2:13])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O>[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([S:10]([NH2:13])(=[O:11])=[O:12])[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 67138Benzenesulfonamide, 3-nitro-

Product 1

HCID 7377Benzenesulfonamide, 3-amino-Yield 95%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of 3-nitrobenzene sulfonamide (5 mmol) dissolved in argon (Ar) saturated MeOH was suspended 200 mg of 10% Pd/C. A balloon of H2 gas was connected via a needle to the reaction mixture which was left to stir for 5 h. The solution was purged with Ar again and filtered through celite to remove the Pd/C. The solution was evaporated to give 3-aminobenzene sulfonamide (95%) which was used without further purification at the next step.

Workup

  1. waitwas left
  2. customThe solution was purged with Ar again
  3. filtrationfiltered through celite
  4. customto remove the Pd/C
  5. customThe solution was evaporated

Sources & evidence

ORD record
ord-732f73e856fd4d95983d3e98d8e782e5
Source dataset
uspto-grants-2003_10
Patent number
US06638921B1

Reaction notes

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