1,2-Dichloroethane → 1-Acetyl-4-(2-chloroethyl)piperazine

HRID 1388344Notes

Reaction equation

HRID 1388344 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Cl:10][CH2:11][CH2:12]Cl.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>CC(C)C(=O)C>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([CH2:12][CH2:11][Cl:10])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 837951-Acetylpiperazine

Product 1

HCID 132894881-Acetyl-4-(2-chloroethyl)piperazine

Reagents, catalysts & solvents 1

HCID 112513-Methyl-2-butanoneSolvent

Procedure

1-Acetylpiperazine (1.28 g, 10 mmoles), 1,2-dichloroethane (5 g, 50 mmoles), anhydrous sodium carbonate (2.5 g) and potassium iodide (25 mg) are combined in 40 ml of 3-methyl-2-butanone and refluxed for 16 hours. The reaction mixture is evaporated to dryness in vacuo and the residue distributed between 100 ml of water and 150 ml of methylene chloride. The methylene chloride layer is dried over anhydrous magnesium sulfate and evaporated to dryness to yield 2-(4-acetylpiperazino)-ethyl chloride.

Workup

  1. temperaturerefluxed for 16 hours
  2. customThe reaction mixture is evaporated to dryness in vacuo
  3. dry with materialThe methylene chloride layer is dried over anhydrous magnesium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-86fef896c41d4736b8e8c213d4c8b7df
Source dataset
uspto-grants-1984_02
Patent number
US04431649

Reaction notes

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