Reaction #1716

ord-6320ae92480446599727eaa48b88a8bc

Reaction equation

O=[N+]([O-])c1cccc(S(=O)(=O)Nc2ccc3nsnc3c2)c1
3-nitro-N-(2,1,3-benzothiadiazol-5-yl)-1-benzenesulfonamide
→
Nc1cccc(S(=O)(=O)Nc2ccc3nsnc3c2)c1
3-amino-N-(2,1,3-benzothiadiazol-5-yl)-1-benzenesulfonamide

Reactants

O=[N+]([O-])c1cccc(S(=O)(=O)Nc2ccc3nsnc3c2)c1
3-nitro-N-(2,1,3-benzothiadiazol-5-yl)-1-benzenesulfonamide

Reagents

[Ni]
Raney Nickel

Solvents

CO
methanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe solution is filtered
  2. 2
    Otherevaporated

Procedure

A solution of 1 g of 3-nitro-N-(2,1,3-benzothiadiazol-5-yl)-1-benzenesulfonamide in 25 ml of methanol is hydrogenated to completion on 1 g of Raney Nickel at normal pressure and 20°. The solution is filtered, evaporated and 3-amino-N-(2,1,3-benzothiadiazol-5-yl)-1-benzenesulfonamide is obtained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726194uspto-grants-1998_03