1-Bromo-2-Chloroethane → 1-Chloro-2-[4-(4-methylphenylsulfonyl)piperazin-1-yl]ethane

HRID 267503Notes

Reaction equation

HRID 267503 reaction equation
[C:1]1(C)[C:2]([S:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)(=[O:9])=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.Br[CH2:18][CH2:19][Cl:20].[CH2:21](N(CC)CC)C>C1C=CC=CC=1>[Cl:20][CH2:19][CH2:18][N:13]1[CH2:12][CH2:11][N:10]([S:7]([C:2]2[CH:1]=[CH:6][C:5]([CH3:21])=[CH:4][CH:3]=2)(=[O:8])=[O:9])[CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 78491-Bromo-2-ChloroethaneHCID 8471TriethylamineHCID 544064241-(Toluene-2-sulfonyl)-piperazine

Product 1

HCID 47419321-Chloro-2-[4-(4-methylphenylsulfonyl)piperazin-1-yl]ethaneYield 80.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

After refluxing for 72 hours a reaction mixture consisting of 60 g (0.25 mol) of p-toluenesulfonylpiperazine (III), 41 ml (0.5 mol) of 1-bromo-2-chloroethane and 35 ml (0.25 mol) of triethylamine in 1 liter of benzene, the solution was filtered and white needle crystal were obtained from the filtrate. N-β-chloroethyl-N'-p-toluenesulfonylpiperazine 61 g (yield: 79%) was obtained.

Workup

  1. temperatureAfter refluxing for 72 hours a reaction mixture
  2. filtrationthe solution was filtered
  3. customwhite needle crystal were obtained from the filtrate

Sources & evidence

ORD record
ord-040e2e44b322400a9687cec7c04160e8
Source dataset
uspto-grants-1976_03
Patent number
US03943135

Reaction notes

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