Sulfuryl chloride → HCID 21250803, compound

HRID 21960Notes

Reaction equation

HRID 21960 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.[S:14](Cl)([Cl:17])(=[O:16])=[O:15]>C(#N)C>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([S:14]([Cl:17])(=[O:16])=[O:15])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 759941-Benzylpiperazine

Product 1

HCID 21250803HCID 21250803, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 1-benzylpiperazine (20.0 g, 0.114 mol) in acetonitrile (45 ml) was added to a solution of sulphuryl chloride (28 ml, 0.346 mol) in acetonitrile (50 ml) and the mixture heated under reflux for 17 hours, then cooled. The solvent was removed by evaporation under vacuum, then the residue triturated with ether (20×50 ml) to yield the title compound (27.8 g, 89%), which was used without further purification.

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 17 hours
  3. temperaturecooled
  4. customThe solvent was removed by evaporation under vacuum
  5. customthe residue triturated with ether (20×50 ml)

Sources & evidence

ORD record
ord-f7586b4bbaf747dbb6ae4394f358c2ef
Source dataset
uspto-grants-1995_06
Patent number
US05426107

Reaction notes

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