2-Nitrotoluene-4-sulphonamide → 3-amino-4-methylbenzenesulfonamide

HRID 1892811Notes

Reaction equation

HRID 1892811 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-])=O>CO.[Pt]=O>[NH2:12][C:3]1[CH:4]=[C:5]([S:8]([NH2:11])(=[O:9])=[O:10])[CH:6]=[CH:7][C:2]=1[CH3:1]

Participants

4

Reactant 1

HCID 813852-Nitrotoluene-4-sulphonamide

Product 1

HCID 2355103-amino-4-methylbenzenesulfonamideYield 68%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

A solution of 4-methyl-3-nitrobenzenesulfonamide (2.1 g) and platinum oxide (210 mg) in methanol (50 ml) was stirred under hydrogen atmosphere at room temperature for 6 hours. The insoluble compound was filtered out, then the filtrate was concentrated. The residue was recrystallized from hexane/acetone to obtain the title compound (1.23 g).

Workup

  1. filtrationThe insoluble compound was filtered out
  2. concentrationthe filtrate was concentrated
  3. customThe residue was recrystallized from hexane/acetone

Sources & evidence

ORD record
ord-7f65a313541e4aba8d131d5a2cc5fca4
Source dataset
uspto-grants-2013_08
Patent number
US08507714B2

Reaction notes

Loading…