Hydrochloric Acid → 4-(3-Aminophenyl)-1-(phenylmethyl)-2-piperazinecarboxamide

HRID 728930Notes

Reaction equation

HRID 728930 reaction equation
C([NH:4][C:5]1[CH:6]=[C:7]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:13]([C:24]([NH2:26])=[O:25])[CH2:12]2)[CH:8]=[CH:9][CH:10]=1)(=O)C.Cl.[OH-].[Na+]>CO>[NH2:4][C:5]1[CH:6]=[C:7]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:13]([C:24]([NH2:26])=[O:25])[CH2:12]2)[CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 149987584-[3-(Acetylamino)phenyl]-1-(phenylmethyl)-2-piperazinecarboxamide

Product 1

HCID 149988144-(3-Aminophenyl)-1-(phenylmethyl)-2-piperazinecarboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 4-[3-(acetylamino)phenyl]-1-(phenylmethyl)-2-piperazinecarboxamide (14.0g, 39.9 mmol) in methanol (115 mL) add 6N aqueous hydrochloric acid (28 mL). Stir the reaction at reflux. Monitor the progress of the reaction by thin-layer chromatography. Upon completion of the reaction adjust the pH to 12 with 4N aqueous NaOH to obtain a white precipitate. Filter the precipitate to obtain the title compound.

Workup

  1. customthe reaction
  2. temperatureat reflux
  3. customMonitor the progress of the reaction by thin-layer chromatography
  4. customto obtain a white precipitate
  5. filtrationFilter the precipitate

Sources & evidence

ORD record
ord-4b4d60452fe446f8977735caac5606e0
Source dataset
uspto-grants-1991_09
Patent number
US05051422

Reaction notes

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