Water → HCID 242937, compound

HRID 2249291Notes

Reaction equation

HRID 2249291 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Br:7][C:8]1[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1.[OH2:18]>N1C=CC=CC=1>[Br:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([N:1]2[CH2:6][CH2:5][N:4]([S:14]([C:11]3[CH:12]=[CH:13][C:8]([Br:7])=[CH:9][CH:10]=3)(=[O:15])=[O:18])[CH2:3][CH2:2]2)(=[O:16])=[O:15])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4837PiperazineHCID 7396p-Bromobenzenesulfonyl chloride

Product 1

HCID 242937HCID 242937, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 0.79 g (9.16 mmol) of piperazine in dry pyridine (20 ml) was added 5.15 g (20.15 mmol) of 4-bromobenzenesulfonyl chloride in an atmosphere of argon, and the mixture was allowed to react at 0° C. for 3 hours. To the solution was added water followed by extraction with ethyl acetate. The organic layer was washed with water and then concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography for separation and purification. Elution with dichloromethane yielded 4.37 g (8.34 mmol) of N,N'-bis(4-bromobenzenesulfonyl)piperazine.

Workup

  1. customto react at 0° C. for 3 hours
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe organic layer was washed with water
  4. concentrationconcentrated under reduced pressure
  5. customThe residue thus obtained
  6. customwas subjected to silica gel column chromatography for separation and purification
  7. washElution with dichloromethane

Sources & evidence

ORD record
ord-b785015a40c94ccaaf266e8640c12665
Source dataset
uspto-grants-1991_08
Patent number
US05043142

Reaction notes

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