HCID 69145286, compound → HCID 21876989, compound

HRID 634809Notes

Reaction equation

HRID 634809 reaction equation
C(OC(=O)[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25]([NH:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[O:26])=[CH:20][CH:19]=2)=[CH:13][CH:12]=1)C1C=CC=CC=1>[Pd].C(O)C>[C:28]1([NH:27][C:25](=[O:26])[NH:24][C:21]2[CH:22]=[CH:23][C:18]([CH2:17][C:14]3[CH:13]=[CH:12][C:11]([NH2:10])=[CH:16][CH:15]=3)=[CH:19][CH:20]=2)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 1

HCID 69145286HCID 69145286, compound

Product 1

HCID 21876989HCID 21876989, compoundYield 83.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-[4-(3-phenylureido)benzyl]phenyl-carbamic acid benzyl ester (1.3 g) and 10% palladium on carbon (0.35 g) in ethanol (150 mL) was hydrogenated at 50 psi in a Parr apparatus for 12 hours. The reaction mixture filtered through a Celite pad to remove catalyst. The filtrate on concentration gave 4-[4-(3-phenylureido)benzyl]-phenylamine (0.76 g) as white solid.

Workup

  1. filtrationThe reaction mixture filtered through a Celite pad
  2. customto remove catalyst
  3. concentrationThe filtrate on concentration

Sources & evidence

ORD record
ord-caf6c8bac71f4940814282c5b12b6ba9
Source dataset
uspto-grants-2001_02
Patent number
US06184242B2

Reaction notes

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