Pyridine → 1-(4-Bromophenylsulfonyl)-4-methylpiperazine

HRID 646121Notes

Reaction equation

HRID 646121 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.[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.N1C=CC=CC=1>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:16]2[CH2:17][CH2:18][N:13]([CH3:12])[CH2:14][CH2:15]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7396p-Bromobenzenesulfonyl chlorideHCID 531671-Methylpiperazine

Product 1

HCID 7107291-(4-Bromophenylsulfonyl)-4-methylpiperazineYield 71.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

4-Bromobenzene-1-sulfonyl chloride (2.56 g, 10 mmol) in anhydrous CH2Cl2 (10 mL) was added to a mixture of 1-methylpiperazine (2.0 g, 20 mmol), pyridine (2.37 g, 30 mmol) and anhydrous CH2Cl2 (10 mL) at 0° C. The mixture was stirred at room temperature for 16 h, concentrated, recrystallised, and dried over P2O5 to yield the sub-title compound (2.27 g, 71%).

Workup

  1. concentrationconcentrated
  2. customrecrystallised
  3. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-72b8d0f8624b444f9fe42320d189c2b6
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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