1-Phenylpiperazine → 4-(2-Sulfoethyl)-1-phenylpiperazine

HRID 1608168Notes

Reaction equation

HRID 1608168 reaction equation
[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:14][CH2:15][S:16]([O-:19])(=[O:18])=[O:17].[Na+]>O>[S:16]([CH2:15][CH2:14][N:10]1[CH2:11][CH2:12][N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][CH2:9]1)([OH:19])(=[O:18])=[O:17]

Participants

4

Reactant 2

HCID 70961-PhenylpiperazineHCID 236667972-Bromoethanesulfonic acid, sodium salt

Product 1

HCID 148346834-(2-Sulfoethyl)-1-phenylpiperazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A 3.25 g quantity (20 mmols) of 1-phenylpiperazine is dissolved in 10 ml of water, and a solution of 4.3 g (20 mmols) of sodium 2-bromoethanesulfonate in 10 ml of water is added dropwise thereto at room temperature with stirring. The mixture is subjected to reaction at room temperature for 1 hour and then at 70° C. overnight, and cooled. The crystals precipitated are collected by filtration and recrystallized from water-acetone.

Workup

  1. customThe mixture is subjected to reaction at room temperature for 1 hour
  2. temperatureat 70° C. overnight, and cooled
  3. customThe crystals precipitated
  4. filtrationare collected by filtration
  5. customrecrystallized from water-acetone

Sources & evidence

ORD record
ord-5c5d523a8df2484cb52f2cd0eb151ee6
Source dataset
uspto-grants-1989_09
Patent number
US04870078

Reaction notes

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