HCID 19038527, compound → HCID 19038512, compound

HRID 263538Notes

Reaction equation

HRID 263538 reaction equation
[CH2:1]([O:8][N:9]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=1)[C:10]([NH2:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[C].[Pd].C(OCC)(=O)C>[NH2:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][N:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:10]([NH2:12])=[O:11])=[CH:19][CH:18]=1

Participants

5

Reactant 2

HCID 19038527HCID 19038527, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19038512HCID 19038512, compoundYield 42.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

10% Palladium carbon (0.3 g) was added to 80 ml of ethyl acetate solution containing 4.76 g of 1-benzyloxy-1-(4-nitrobenzyl)urea. The reaction mixture was stirred overnight under normal pressure in an atmosphere of hydrogen, and then insoluble materials were removed by filtration. After evaporating the solvent under a reduced pressure, the resulting residue was purified by silica gel column chromatography (eluant: chloroform:methanol=10:1) to obtain 1.82 g of 1-(4-aminobenzyl)-1-benzyloxyurea.

Workup

  1. custominsoluble materials were removed by filtration
  2. customAfter evaporating the solvent under a reduced pressure
  3. customthe resulting residue was purified by silica gel column chromatography (eluant: chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-74af148fb31e44d3b2b22c07ee413027
Source dataset
uspto-grants-1997_07
Patent number
US05643931

Reaction notes

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