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

HRID 2296019Notes

Reaction equation

HRID 2296019 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-1272825ef4964933b88ff5ef0e9adf78
Source dataset
uspto-grants-1984_01
Patent number
US04427679

Reaction notes

Loading…