1-Methylpiperazine → 4-Methylpiperazine-1-sulfonamide

HRID 2388823Notes

Reaction equation

HRID 2388823 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-DioxaneSolvent2×

Procedure

To a solution of 1-Methylpiperazine (1.58 g) in dioxane was added sulfamide (4.0 g) and the reaction mixture was then heated at reflux in dioxane for 18 h. The reaction mixture was then reduced in vacuo and the residue partitioned between EtOAc (100 ml) and H2O (100 ml). The organics were separated and the aqueous layer was re-extracted with EtOAc (2×100 ml). Organics were combined, dried (MgSO4) and reduced in vacuo to give the subtitle compound as a white solid. Yield: 640 mg

Workup

  1. temperaturethe reaction mixture was then heated
  2. customthe residue partitioned between EtOAc (100 ml) and H2O (100 ml)
  3. customThe organics were separated
  4. extractionthe aqueous layer was re-extracted with EtOAc (2×100 ml)
  5. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-c7f3b7c071d34fd78a0b16fb4bc47d4b
Source dataset
uspto-grants-2012_09
Patent number
US08269002B2

Reaction notes

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