2-(4-Nitro-phenyl)-ethanesulfonic acid tert-butylamide → 2-(4-Amino-phenyl)-ethanesulfonic acid tert-butylamide

HRID 1711289Notes

Reaction equation

HRID 1711289 reaction equation
[C:1]([NH:5][S:6]([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[C:1]([NH:5][S:6]([CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=1)(=[O:8])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 685055592-(4-Nitro-phenyl)-ethanesulfonic acid tert-butylamide

Product 1

HCID 685049012-(4-Amino-phenyl)-ethanesulfonic acid tert-butylamideYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-(4-Nitro-phenyl)-ethanesulfonic acid tert-butylamide (as prepared in the step above, 633 mg, 2.21 mmol) was hydrogenated under balloon pressure in EtOH (20 mL) using 10% Pd/C (100 mg) for 12 h. The reaction mixture was filtered through Celite and concentrated to obtain 2-(4-amino-phenyl)-ethanesulfonic acid tert-butylamide (536 mg, 95%) which was used directly without further purification.

Workup

  1. customfor 12 h
  2. filtrationThe reaction mixture was filtered through Celite
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-5077d8a82268484e893dd356757dc5c4
Source dataset
uspto-grants-2010_09
Patent number
US07790724B2

Reaction notes

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