tert-Butyl 2-(2-nitrophenylamino)ethylcarbamate → tert-Butyl 2-[(2-Aminophenyl)amino]ethylcarbamate

HRID 507511Notes

Reaction equation

HRID 507511 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][CH2:11][CH2:12][NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][CH2:11][CH2:12][NH:13][C:14](=[O:20])[O:15][C:16]([CH3:18])([CH3:17])[CH3:19]

Participants

4

Reactant 1

HCID 47453724tert-Butyl 2-(2-nitrophenylamino)ethylcarbamate

Product 1

HCID 28875325tert-Butyl 2-[(2-Aminophenyl)amino]ethylcarbamate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of tert-butyl 2-(2-nitrophenylamino)ethylcarbamate (400 mg) and palladium (10% on activated carbon, 20 mg) in ethanol (50 mL) was stirred under hydrogen (1 atm) for 5 h. The mixture was filtered through Celite and washed with methanol. The solvent was removed and the product was used in the next step without further purification.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. washwashed with methanol
  3. customThe solvent was removed
  4. customthe product was used in the next step without further purification

Sources & evidence

ORD record
ord-96d2a206475748518f07ac99590e1f55
Source dataset
uspto-grants-2010_08
Patent number
US07786132B2

Reaction notes

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