p-Bromobenzenesulfonyl chloride → HCID 18697977, compound

HRID 2289529Notes

Reaction equation

HRID 2289529 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH:12]1[CH2:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:15]2[CH:16]=[CH:17][CH:18]=[N:12][CH:13]=[CH:14]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 68163Hexahydro-1,4-diazepine

Product 1

HCID 18697977HCID 18697977, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Bromophenylsulphonyl chloride (1.50 g) in dicbloromethane (50 ml) was added slowly to a solution of homopiperazine (3.0 g) in dichloromethane (100 ml). The reaction was stirred at room temperature for 18 hours. The reaction mixture was washed with water (40 ml) and brine (150 ml), dried (MgSO4) and solvent removed in vacuo. The product was recrystallised from dichloromethane/hexane to give 1-(4-bromophenylsulphonyl) 1,4-diazepine a white solid (650 mg, mp 95-97° C.;

Workup

  1. washThe reaction mixture was washed with water (40 ml) and brine (150 ml)
  2. dry with materialdried (MgSO4) and solvent
  3. customremoved in vacuo
  4. customThe product was recrystallised from dichloromethane/hexane

Sources & evidence

ORD record
ord-e2d016351d304a8fbf4a3c5c52873fb6
Source dataset
uspto-grants-2000_07
Patent number
US06093718

Reaction notes

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