Morpholine → 4-(Morpholin-4-yl)benzene-1-sulfonamide

HRID 865315Notes

Reaction equation

HRID 865315 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C(Cl)Cl>[N:12]1([C:2]2[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=2)[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 1202314-Fluorobenzenesulfonamide

Product 1

HCID 7354354-(Morpholin-4-yl)benzene-1-sulfonamideYield 73.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Fluorobenzenesulfonamide (5.50 g, 31.4 mmoles) was dissolved in 100 ml of morpholine (99.6 g, 1.14 moles) and was refluxed for 3 days. The solvent was removed by evaporation, yielding an orange oil. Methylene chloride (100 ml) was added, causing the oil to solidify. The solid was collected by filtration, then heated in 100 ml of ethanol. After cooling, the solid was collected by filtration, yielding 5.59 g (73%) of 4-(4-morpholinyl)benzenesulfonamide as a white solid.

Workup

  1. temperaturewas refluxed for 3 days
  2. customThe solvent was removed by evaporation
  3. customyielding an orange oil
  4. filtrationThe solid was collected by filtration
  5. temperatureheated in 100 ml of ethanol
  6. temperatureAfter cooling
  7. filtrationthe solid was collected by filtration

Sources & evidence

ORD record
ord-be990128fcec4b8eb871bc1c515b7d07
Source dataset
uspto-grants-1996_10
Patent number
US05565494

Reaction notes

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