Piperazine → Quipazine

HRID 2415849Notes

Reaction equation

HRID 2415849 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[N:12]1([C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 119282-Chloroquinoline

Product 1

HCID 5011Quipazine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 3.65 g (0.022 mol) of 2-chloroquinoline, 6.88 g (0.08 mol) of piperazine and 1.12 g (0.02 mol) of potassium carbonate in 150 ml of toluene is refluxed for five hours. After cooling it is extracted twice with water, the organic phase is dried over sodium sulphate and the solvent is concentrated by evaporation. The residue is combined with methanol. Then it is filtered and the filtrate is concentrated by evaporation.

Workup

  1. temperatureis refluxed for five hours
  2. temperatureAfter cooling it
  3. extractionis extracted twice with water
  4. dry with materialthe organic phase is dried over sodium sulphate
  5. concentrationthe solvent is concentrated by evaporation
  6. filtrationThen it is filtered
  7. concentrationthe filtrate is concentrated by evaporation

Sources & evidence

ORD record
ord-5b877f44d3c64421a89e441633ed0083
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

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