Piperazine → 1-(2-Pyrimidinyl)piperazine

HRID 745207Notes

Reaction equation

HRID 745207 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[N:13]=[CH:12][CH:11]=[CH:10][N:9]=1.[OH-].[Na+]>C(O)C>[N:9]1[CH:10]=[CH:11][CH:12]=[N:13][C:8]=1[N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 14798Sodium HydroxideHCID 744042-Chloropyrimidine

Product 1

HCID 887471-(2-Pyrimidinyl)piperazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of anhydrous piperazine (95 g; 1 mol) in ethanol (475 ml), there was added 2-chloropyrimidine (22.9 g; 0.2 mol), and the resultant mixture was stirred at room temperature for 3 hours. After completion of the reaction, a 5% aqueous sodium hydroxide solution was added, followed by extraction with chloroform. The chloroform layer was washed thrice with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was distilled to give 1-(2-pyrimidinyl)piperazine. B.P., 131°-132° C./1.5 mmHg.

Workup

  1. customAfter completion of the reaction
  2. extractionfollowed by extraction with chloroform
  3. washThe chloroform layer was washed thrice with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. distillationthe residue was distilled

Sources & evidence

ORD record
ord-daa0e5c6fd8e4d2a805f7dd5e08c501c
Source dataset
uspto-grants-1986_07
Patent number
US04598078

Reaction notes

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