Morpholine → 4-Morpholinesulfonamide

HRID 1714076Notes

Reaction equation

HRID 1714076 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]>COCCOC>[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-MorpholinesulfonamideYield 17%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of morpholine (1 eq) in DME (0.3 M), 5 eq of sulfamide were added and the solution was heated at 100° C. overnight. The volatiles were removed in vacuo, the residue taken up in EtOAc and the organic phase washed with H2O and then brine. The organic phase was dried over Na2SO4, filtered and concentrated in vacuo to give the title compound (17%); MS (ES+) m/z 167 (M+H)+

Workup

  1. customThe volatiles were removed in vacuo
  2. washthe organic phase washed with H2O
  3. dry with materialThe organic phase was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8c8c99a3acb04cf2a67e07b6c28db33d
Source dataset
uspto-grants-2010_09
Patent number
US07795247B2

Reaction notes

Loading…