Piperazine → 1-(3-(Phenylthio)propyl)piperazine

HRID 1704740Notes

Reaction equation

HRID 1704740 reaction equation
[C:1]1([S:7][CH2:8][CH2:9][CH2:10]Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I-].[Na+].[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>C(C(C)=O)C>[C:1]1([S:7][CH2:8][CH2:9][CH2:10][N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 5238Sodium IodideHCID 2696063-Chloropropyl phenyl sulfide

Product 1

HCID 21954921-(3-(Phenylthio)propyl)piperazine

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To 1000 ml methyl ethyl ketone are added 3-phenylthio-1-chloro-propane (1 mole), sodium iodide (1 mole) and anhydrous piperazine (4 moles). The resulting mixture is refluxed during 24 hours, with stirring, after which the solvent is evaporated in vacuo, the residue is taken up into water and ether. The ether phase is washed with water, dried and concentrated. The residue is distilled in vacuo. B.p. = 140° C./0.05 mm Hg. N.M.R.: consistent.

Workup

  1. temperatureThe resulting mixture is refluxed during 24 hours
  2. customafter which the solvent is evaporated in vacuo
  3. washThe ether phase is washed with water
  4. customdried
  5. concentrationconcentrated
  6. distillationThe residue is distilled in vacuo

Sources & evidence

ORD record
ord-426cb50abb674604b9d6be065a78c485
Source dataset
uspto-grants-1978_11
Patent number
US04127661

Reaction notes

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