(4-Nitrophenyl)methanesulfonamide → 1-(4-Aminophenyl)methanesulfonamide

HRID 132793Notes

Reaction equation

HRID 132793 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][S:11]([NH2:14])(=[O:13])=[O:12])=[CH:6][CH:5]=1)([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][S:11]([NH2:14])(=[O:12])=[O:13])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 2755281(4-Nitrophenyl)methanesulfonamide

Product 1

HCID 108214071-(4-Aminophenyl)methanesulfonamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

step 2—To a solution of (4-nitro-phenyl)-methanesulfonamide (1.18 g, 5.41 mmol) in EtOH (120 mL) was added Pd/C (10%, 118 mg). The mixture was stirred overnight under H2 (balloon pressure), the catalyst was filtered off on a CELITE® pad and the filter cake was washed with EtOH. The filtrate was concentrated in vacuo to afford (4-amino-phenyl)-methanesulfonamide.

Workup

  1. filtrationthe catalyst was filtered off on a CELITE® pad
  2. washthe filter cake was washed with EtOH
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-2f559281ff1b43189d81106cf38fb1ab
Source dataset
uspto-grants-2008_06
Patent number
US07388111B2

Reaction notes

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