m-Bromobenzenesulphonyl chloride → 1-(3-Bromobenzenesulfonyl)-4-methylpiperazine

HRID 2387210Notes

Reaction equation

HRID 2387210 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[Br:8][C:9]1[CH:10]=[C:11]([S:15](Cl)(=[O:17])=[O:16])[CH:12]=[CH:13][CH:14]=1>N1C=CC=CC=1.Cl>[Br:8][C:9]1[CH:10]=[C:11]([S:15]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)(=[O:17])=[O:16])[CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 17943m-Bromobenzenesulphonyl chlorideHCID 531671-Methylpiperazine

Product 1

HCID 294021141-(3-Bromobenzenesulfonyl)-4-methylpiperazine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 1049PyridineSolvent

Procedure

A solution of 1-methylpiperazine (0.072 ml, 0.65 mmol) and 3-bromobenzene-1-sulfonyl chloride (0.2 g, 0.78 mmol) in pyridine (3 ml) is stirred at room temperature for 2 hours. The reaction mixture is diluted with 2M HCl, and extracted with DCM. The aqueous layer is made basic with 2M NaOH, and is extracted with DCM. The DCM layers are combined, dried (MgSO4) and the solvent removed in vacuo to afford the title compound as an orange oil. [M+H]+ 345.

Workup

  1. extractionextracted with DCM
  2. extractionis extracted with DCM
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-3513ae8d8b8444bba459478719807912
Source dataset
uspto-grants-2012_09
Patent number
US08268834B2

Reaction notes

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