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

HRID 81482Notes

Reaction equation

HRID 81482 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-c748f04c3b984371bea84924a0a5c617
Source dataset
uspto-grants-2014_09
Patent number
US08846687B2

Reaction notes

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