HCID 15508064, compound → HCID 15508065, compound

HRID 1373247Notes

Reaction equation

HRID 1373247 reaction equation
[C:1]([O:5][C:6](=[O:25])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[N+:22]([O-])=O)=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>[C].[Pd].C(O)C>[C:1]([O:5][C:6](=[O:25])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[NH2:22])=[CH:11][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 15508064HCID 15508064, compound

Product 1

HCID 15508065HCID 15508065, compoundYield 89.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

10% carbon-palladium (4 g) was added to an ethanol solution of tert-butyl[4-(2-nitrophenylamino)benzyl]carbamate (36 g, 105 mmols). The resulting mixture was hydrogenated at room temperature under atmospheric pressure for 4 hours. The catalyst was removed through filtration, and the filtrate was concentrated under reduced pressure. The residual solid was recrystallized from hexane/ethyl acetate to give a crystal of tert-butyl[4-(2-aminophenylamino)benzyl]carbamate (29.5 g, 89.9%).

Workup

  1. customThe catalyst was removed through filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residual solid was recrystallized from hexane/ethyl acetate

Sources & evidence

ORD record
ord-acd13c1dd93e489db84aca7186a126c4
Source dataset
uspto-grants-2007_01
Patent number
US07160887B1

Reaction notes

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