Sulfuryl chloride → HCID 21250803, compound

HRID 1532140Notes

Reaction equation

HRID 1532140 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 either (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 either (20×50 ml)

Sources & evidence

ORD record
ord-0e94e7e51a2d4ec1ad5339fb0c0c7d75
Source dataset
uspto-grants-2001_03
Patent number
US06200980B1

Reaction notes

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