1-Benzyl-4-(2-methylphenyl)piperazine-2-carboxamide → 2-Carbamoyl-4-(2-methylphenyl)piperazine

HRID 1292335Notes

Reaction equation

HRID 1292335 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH3:20])[CH2:10][CH:9]1[C:21]([NH2:23])=[O:22])C1C=CC=CC=1.[H][H]>CO.C(O)C.[OH-].[OH-].[Pd+2]>[CH3:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[N:11]1[CH2:12][CH2:13][NH:8][CH:9]([C:21]([NH2:23])=[O:22])[CH2:10]1

Participants

6

Reactant 2

HCID 218372261-Benzyl-4-(2-methylphenyl)piperazine-2-carboxamideHCID 178418361HCID 178418361, compound

Product 1

HCID 154305682-Carbamoyl-4-(2-methylphenyl)piperazine

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

1-benzyl -4-(2-methylphenyl)piperazine-2-carboxamide (2.64 g, 8.53 mmol) and palladium hydroxide/carbon (430 mg) were combined in a mixture of methanol (35 ml) and ethanol (35 ml) and shaken in an atmosphere of hydrogen at 55 psi for 6 hours at ambient temperature. The mixture was filtered and the filtrate was concentrated in vacuo. The residue was reconcentrated in vacuo from ether three times to provide 4-(2-methylphenyl)piperazine-2-carboxamide.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-ef32ffc011a54c6cb2935f28972d425a
Source dataset
uspto-grants-1998_05
Patent number
US05756504

Reaction notes

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