4-Methoxy-3-nitrobenzenesulphonamide → Benzenesulfonamide, 3-amino-4-methoxy-

HRID 2057575Notes

Reaction equation

HRID 2057575 reaction equation
[CH3:1][O:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][C:6]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:5][CH:4]=1>[Ni]>[NH2:9][C:8]1[CH:7]=[C:6]([S:12]([NH2:15])(=[O:13])=[O:14])[CH:5]=[CH:4][C:3]=1[O:2][CH3:1]

Participants

3

Reactant 1

HCID 899104-Methoxy-3-nitrobenzenesulphonamide

Product 1

HCID 81451Benzenesulfonamide, 3-amino-4-methoxy-

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

0.1 mol (23.2 g) of 4-methoxy-5-nitrobenzenesulphonamide is dissolved in 300 ml of absolute alcohol and 10 g of nickel prepared by the RANEY process are added. The solution is hydrogenated at atmospheric pressure and at room temperature while stirring. The catalyst is separated and then washed with two portions of 50 ml of alcohol; the solution is concentrated under reduced pressure; the 3-amino-4-methoxybenzenesulphonamide crystallizes.

Workup

  1. additionare added
  2. customis hydrogenated at atmospheric pressure and at room temperature
  3. customThe catalyst is separated
  4. washwashed with two portions of 50 ml of alcohol
  5. concentrationthe solution is concentrated under reduced pressure
  6. customthe 3-amino-4-methoxybenzenesulphonamide crystallizes

Sources & evidence

ORD record
ord-01d98d5ab405420ca917eb081627758c
Source dataset
uspto-grants-1980_07
Patent number
US04211776

Reaction notes

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