Sodium Dithionite → HCID 21717311, compound

HRID 567383Notes

Reaction equation

HRID 567383 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N+:17]([O-])=O)=[O:10])[CH2:3][CH2:2]1.S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)C>[O:1]1[CH2:2][CH2:3][N:4]([CH2:7][CH2:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH2:17])=[O:10])[CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 24489Sodium DithioniteHCID 207656HCID 207656, compound

Product 1

HCID 21717311HCID 21717311, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3-morpholino-l-(2′-nitrophenyl) propane-1-one (200 mg, 0.758 mmol) dissolved in 10 ml of 95% ethanol was added sodium dithionite (660 mg, 3.79 mmol) and the reaction mixture was stirred under reflux for 3 hrs. The reaction mixture was concentrated under reduced pressure. The residue was purified by flash column chromatography with ethanol-dichloromethane-triethylamine to yield the desired product (174 mg, 89%) as an oil.

Workup

  1. temperatureunder reflux for 3 hrs
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customThe residue was purified by flash column chromatography with ethanol-dichloromethane-triethylamine

Sources & evidence

ORD record
ord-5f41de846f824db39bbf6b020fd6573f
Source dataset
uspto-grants-2001_01
Patent number
US06177568B1

Reaction notes

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