Morpholine → 4-Morpholinesulfonamide

HRID 424675Notes

Reaction equation

HRID 424675 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[S:7](N)([NH2:10])(=[O:9])=[O:8]>O1CCOCC1>[N:1]1([S:7]([NH2:10])(=[O:9])=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 82267Sulfamide

Product 1

HCID 2767394-Morpholinesulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Morpholine (5 ml) and sulfamide (11 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 partitioned between EtOAc and water. The organic phase was collected and the aqueous phase was further extracted with EtOAc (×4). The combined organic extracts were dried (MgSO4) and the solvent removed in vacuo. The solid residue was triturated with Et2O and filtered to give the subtitle compound as a white crystallin solid. Yield: 2.1 g.

Workup

  1. temperatureat reflux for 48 h
  2. customThe solvent was evaporated under reduced pressure
  3. customthe resulting solid partitioned between EtOAc and water
  4. customThe organic phase was collected
  5. extractionthe aqueous phase was further extracted with EtOAc (×4)
  6. dry with materialThe combined organic extracts were dried (MgSO4)
  7. customthe solvent removed in vacuo
  8. customThe solid residue was triturated with Et2O
  9. filtrationfiltered

Sources & evidence

ORD record
ord-ab55ea329e264f91b39fd8caaa666da1
Source dataset
uspto-grants-2012_01
Patent number
US08106063B2

Reaction notes

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