1-Methylpiperazine → 1-(5-Chloro-thiophene-2-sulfonyl)-4-methyl-piperazine hydrochloride

HRID 558523Notes

Reaction equation

HRID 558523 reaction equation
[Cl:1][C:2]1[S:6][C:5]([S:7](Cl)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>N1C=CC=CC=1>[ClH:1].[Cl:1][C:2]1[S:6][C:5]([S:7]([N:15]2[CH2:16][CH2:17][N:12]([CH3:11])[CH2:13][CH2:14]2)(=[O:9])=[O:8])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 27339255-Chlorothiophene-2-sulfonyl chloride

Product 1

HCID 670008541-(5-Chloro-thiophene-2-sulfonyl)-4-methyl-piperazine hydrochlorideYield 125.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of commercially available 5-chloro-thiophene-2-sulfonyl chloride (1.0 g, 4.61 mmol) in pyridine (10 mL) was added at room temperature commercially available 1-methylpiperazine (0.46 g, 4.61 mmol). The reaction mixture was stirred at room temperature for 1 h and evaporated. The crude product was further purified by flash chromatography (ethyl acetate/methanol) to yield the title compound (0.92 g, 63%) as an off-white solid. MS (ISP) 280.9 [(M+H)+], mp 242° C.

Workup

  1. customevaporated
  2. customThe crude product was further purified by flash chromatography (ethyl acetate/methanol)

Sources & evidence

ORD record
ord-22382885ca604bdbad2940d986499747
Source dataset
uspto-grants-2011_11
Patent number
US08063048B2

Reaction notes

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