Sulfuryl chloride → HCID 21250803, compound

HRID 327074Notes

Reaction equation

HRID 327074 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-7f289013ceb649bd9049c7c292baeccf
Source dataset
uspto-grants-1993_12
Patent number
US05272147

Reaction notes

Loading…