Sodium Hydroxide → 1-(4-(1H-imidazol-1-yl)phenyl)piperazine

HRID 1987756Notes

Reaction equation

HRID 1987756 reaction equation
C([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH:20]=[CH:19][N:18]=[CH:17]3)=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)(=O)C.[OH-].[Na+]>Cl>[N:16]1([C:13]2[CH:12]=[CH:11][C:10]([N:7]3[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]3)=[CH:15][CH:14]=2)[CH:20]=[CH:19][N:18]=[CH:17]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 231182961-Acetyl-4-(4-imidazol-1-ylphenyl)-piperazine

Product 1

HCID 231182901-(4-(1H-imidazol-1-yl)phenyl)piperazineYield 93.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To 15.2 g of 1-acetyl-4-(4-imidazol-1-ylphenyl)-piperazine, 100 ml of concentrated hydrochloric acid was added, followed by heating at reflux for 3 hours. After the completion of the reaction, the reaction solution was cooled and then neutralized with an aqueous 1N sodium hydroxide solution, thereby to precipitate a crystal. The resulting crystal was filtrated, washed with a small amount of water and then dried to obtain 12 g of the objective 1-(4-imidazol-1-ylphenyl)-piperazine (melting point: 177-180° C.).

Workup

  1. temperatureby heating
  2. temperatureat reflux for 3 hours
  3. customAfter the completion of the reaction
  4. temperaturethe reaction solution was cooled
  5. customto precipitate a crystal
  6. filtrationThe resulting crystal was filtrated
  7. washwashed with a small amount of water
  8. customdried

Sources & evidence

ORD record
ord-951359fd23714a29b3ffdb1c3ad66cbf
Source dataset
uspto-grants-2009_06
Patent number
US07553837B2

Reaction notes

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