Thionyl Chloride → HCID 70638444, compound

HRID 1581013Notes

Reaction equation

HRID 1581013 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14]O)[CH2:9][CH:8]2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:4][CH:3]=1.S(Cl)([Cl:26])=O>C(Cl)(Cl)Cl>[ClH:1].[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][Cl:26])[CH2:9][CH:8]2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 537479081-(4'-Chloro benzyl)-2-phenyl-4-(beta-hydroxy ethyl) piperazine

Product 1

HCID 70638444HCID 70638444, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

24 g. of 1-(4'-chloro benzyl)-2-phenyl-4-(β-hydroxy ethyl) piperazine are dissolved in 150 cc. of chloroform and added drop by drop to a solution of 15 g. of thionyl chloride in 150 cc. of chloroform. The mixture is boiled under reflux for 5 hours and the solvent is removed in a vacuum by heating the mixture in a water bath. Excess of absolute ethanolic hydrochloric acid is added and the remaining acid is distilled off. The crystalline residue obtained is recrystallized from absolute ethanol. Melting point 178°-195° C. (dec.); yield 30 g.

Workup

  1. temperatureunder reflux for 5 hours
  2. customthe solvent is removed in a vacuum
  3. temperatureby heating the mixture in a water bath
  4. additionExcess of absolute ethanolic hydrochloric acid is added
  5. distillationthe remaining acid is distilled off
  6. customThe crystalline residue obtained
  7. customis recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-7ff087a3a3034d428787c1da81bea48f
Source dataset
uspto-grants-1976_01
Patent number
US03935214

Reaction notes

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