Water → 1-(4-Bromophenyl)-4-(methylsulfonyl)piperazine

HRID 1510032Notes

Reaction equation

HRID 1510032 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Br:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[CH:9][CH:8]=1.C(N(CC)CC)C.O>ClCCl>[Br:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[CH2:18][CH2:17][N:16]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:15][CH2:14]2)=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 27356291-(4-Bromophenyl)piperazine

Product 1

HCID 219193841-(4-Bromophenyl)-4-(methylsulfonyl)piperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7.7 ml of methanesulphonyl chloride are added to a solution of 20 g of 1-(4-bromophenyl)piperazine and 17.34 ml of triethylamine in 394 ml of dichloromethane. The reaction medium is stirred at ambient temperature for 4 h. Water is subsequently added and the organic phase is washed twice with water and dried over magnesium sulphate and then the solvent is evaporated under reduced pressure to result in 26.2 g of 1-(4-bromophenyl)-4-(methanesulphonyl)piperazine. The product is subsequently used as is without other purification.

Workup

  1. washthe organic phase is washed twice with water
  2. dry with materialdried over magnesium sulphate
  3. customthe solvent is evaporated under reduced pressure
  4. customto result in 26.2 g of 1-(4-bromophenyl)-4-(methanesulphonyl)piperazine
  5. customas is without other purification

Sources & evidence

ORD record
ord-25709431f7ce4ad0b8d19112cdcda29f
Source dataset
uspto-grants-2012_07
Patent number
US08211892B2

Reaction notes

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