1-Methylpiperazine → 4-Methylpiperazine-1-sulfonamide

HRID 424673Notes

Reaction equation

HRID 424673 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[S:8](N)([NH2:11])(=[O:10])=[O:9]>O1CCOCC1>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([S:8]([NH2:11])(=[O:10])=[O:9])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 82267Sulfamide

Product 1

HCID 143260054-Methylpiperazine-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

N-Methyl piperazine (5 ml) and sulfamide (11.26 g) in 1,4-dioxane (100 ml) were heated at reflux for 48 h. The solvent was evaporated under reduced pressure and the resulting solid dissolved in a mixture of methanol and water and applied to a plug of SCX-silica followed by further elution with aqueous methanol. This was then followed by elution with 1M ammonia in methanol (×4) and these fractions collected and solvent evaporated to dryness leaving a white solid. This was triturated with Et2O and filtered leaving the subtitle compound as a white solid. Yield: 5.0 g.

Workup

  1. temperatureat reflux for 48 h
  2. customThe solvent was evaporated under reduced pressure
  3. dissolutionthe resulting solid dissolved in a mixture of methanol and water
  4. washfollowed by further elution with aqueous methanol
  5. washThis was then followed by elution with 1M ammonia in methanol (×4)
  6. customthese fractions collected
  7. customsolvent evaporated to dryness
  8. customleaving a white solid
  9. customThis was triturated with Et2O
  10. filtrationfiltered

Sources & evidence

ORD record
ord-77e2a44ab5014a09837ea345ae6ae6d3
Source dataset
uspto-grants-2012_01
Patent number
US08106063B2

Reaction notes

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