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

HRID 41691

Reaction equation

HRID 41691 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-8a371fbe6a20430eabf750398e20cf7a
Source dataset
uspto-grants-2013_09
Patent number
US08530657B2

Linked notes

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