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

HRID 1890992Notes

Reaction equation

HRID 1890992 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>[Ni].CO>[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

4

Reactant 1

HCID 67138Benzenesulfonamide, 3-nitro-

Product 1

HCID 7377Benzenesulfonamide, 3-amino-Yield 93%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

3-Nitro-benzenesulfonamide (1.46 g, 7.2 mmol) was hydrogenated over Raney nickel (0.3 g) in methanol at 50° C. and 70 psi for 4 h, then catalyst was filtered out, washed with warm methanol, combined filtrates were evaporated to give 1.15 g (93%) of 3-amino-benzenesulfonamide as colorless solid.

Workup

  1. filtrationcatalyst was filtered out
  2. washwashed with warm methanol
  3. customwere evaporated

Sources & evidence

ORD record
ord-689ce09531954ee4a4b02661edf02b15
Source dataset
uspto-grants-2013_08
Patent number
US08507498B2

Reaction notes

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