Potassium Persulfate → HCID 59381662, compound

HRID 2354547Notes

Reaction equation

HRID 2354547 reaction equation
[CH3:1][CH:2]1[CH2:8][CH2:7][N:6]2[C:9](=[O:20])[C:10]3[C:15]4[CH2:16][CH2:17][CH2:18][CH2:19][C:14]=4[S:13][C:11]=3[N:12]=[C:5]2[CH2:4][CH2:3]1.[O-:21]S(OOS([O-])(=O)=O)(=O)=O.[K+].[K+]>O>[CH3:1][CH:2]1[CH2:8][CH2:7][N:6]2[C:9](=[O:20])[C:10]3[C:15]4[CH2:16][CH2:17][CH2:18][C:19](=[O:21])[C:14]=4[S:13][C:11]=3[N:12]=[C:5]2[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 24412Potassium PersulfateHCID 59381655HCID 59381655, compound

Product 1

HCID 59381662HCID 59381662, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To compound 14 (4.0 g, 13.9 mmol), potassium peroxodisulfate (11.3 g, 41.6 mmol) and CuSO4.5H2O, 250 ml of acetinitrile/water 1:1 were added. The reaction mixture was heated to reflux for 30 minutes. The reaction was quenched with water and extracted with CH2Cl2. The organic layer was washed with 10% sodium thiosulfate and brine, and dried over Na2SO4. After filtration the solvent w as evaporated and the product purified by flash chromatography using CH2Cl2/EtOAc 9:1 as an eluent.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 30 minutes
  3. customThe reaction was quenched with water
  4. extractionextracted with CH2Cl2
  5. washThe organic layer was washed with 10% sodium thiosulfate and brine
  6. dry with materialdried over Na2SO4
  7. filtrationAfter filtration the solvent w
  8. customas evaporated
  9. customthe product purified by flash chromatography

Sources & evidence

ORD record
ord-13cbfb4d378d40d09d86ada2ac8f0d26
Source dataset
uspto-grants-2010_07
Patent number
US07754709B2

Reaction notes

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