p-Bromobenzenesulfonyl chloride → HCID 18697977, compound

HRID 2288743Notes

Reaction equation

HRID 2288743 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 6344DichloromethaneSolvent2×

Procedure

4-Bromobenzenesulphonyl chloride (1.50 g) in dichloromethane (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 hrs. The reaction mixture was washed with water (40 ml) and brine (50 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 (50 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-53e9c79889ab4f6b8fb2f476cdafe950
Source dataset
uspto-grants-2000_07
Patent number
US06090813

Reaction notes

Loading…