N,N-Dimethyl-4-nitro-2-sulfamoylbenzamide → 4-amino-N,N-dimethyl-2-sulfamoylbenzamide

HRID 1006578Notes

Reaction equation

HRID 1006578 reaction equation
[CH3:1][N:2]([CH3:18])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[S:14]([NH2:17])(=[O:16])=[O:15])=[O:4]>[Ni].CO>[NH2:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]([N:2]([CH3:18])[CH3:1])=[O:4])=[C:6]([S:14]([NH2:17])(=[O:16])=[O:15])[CH:7]=1

Participants

4

Reactant 1

HCID 22066001N,N-Dimethyl-4-nitro-2-sulfamoylbenzamide

Product 1

HCID 110646014-amino-N,N-dimethyl-2-sulfamoylbenzamideYield 98.8%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1 g of moist Raney nickel is added to a solution of 12.5 g of 2-dimethylaminocarbonyl-5-nitrobenzenesulfonamide in 250 ml of methanol, and thorough mixing is carried out at 60° C. under a hydrogen pressure of 50 bar. After the end of uptake of hydrogen, the catalyst is separated off and the filtrate is concentrated, giving 11.0 g of desired product.

Workup

  1. additionthorough mixing
  2. customis carried out at 60° C. under a hydrogen
  3. customAfter the end of uptake of hydrogen, the catalyst is separated off
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-b83684f797a64f3284ced11ec3f739de
Source dataset
uspto-grants-2004_09
Patent number
US06790955B2

Reaction notes

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