Potassium Iodide → HCID 12275544, compound

HRID 435623Notes

Reaction equation

HRID 435623 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Cl[CH2:23][CH2:24][N:25]1[CH2:29][CH2:28][O:27][C:26]1=[O:30]>C1(C)C=CC=CC=1>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH2:23][CH2:24][N:25]2[CH2:29][CH2:28][O:27][C:26]2=[O:30])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 756333-(2-Chloroethyl)-1,3-oxazolidin-2-oneHCID 759941-Benzylpiperazine

Product 1

HCID 12275544HCID 12275544, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

744 g of 1-benzyl-piperazine are treated, together with 590 g of powdered potassium carbonate, 10 g of potassium iodide and 5 litres of toluene, with 450 g of 3-(2-chloroethyl)-2 -oxazolidinone and the mixture is heated to reflux for 21 hours. The mixture is cooled, filtered and concentrated under reduced pressure. The residue is distilled under reduced pressure. There is obtained 3-[2-(4-benzyl-1-piperazinyl)-ethyl]-2- oxazolidinone which boils at 225° - 235° C under a pressure of 2- 2.5 mm. The compound is recrystallised from ethyl acetate; melting point 82° - 84° C. The dihydrochloride of melting point 243° - 245° C is obtained by treatment with an excess of hydrochloric acid in ethanol.

Workup

  1. temperaturethe mixture is heated
  2. temperatureto reflux for 21 hours
  3. temperatureThe mixture is cooled
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. distillationThe residue is distilled under reduced pressure

Sources & evidence

ORD record
ord-5aefb7ac15044138b45e6a9568b96d5b
Source dataset
uspto-grants-1977_02
Patent number
US04006145

Reaction notes

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