Cesium acetate → HCID 178526742, compound

HRID 1943757Notes

Reaction equation

HRID 1943757 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([Cl:11])[CH:5]=[CH:4][N:3]=1.C([O-])(=[O:14])C.[Cs+]>CN(C)C=O>[Cl:11][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([OH:14])[C:7]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 5152919Cesium acetateHCID 105357732,4-Dichloro-3-nitropyridine

Product 1

HCID 178526742HCID 178526742, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2,4-dichloro-3-nitro-pyridine (4.01 g, 20.8 mmol) and cesium acetate (8.0 g, 41.6 mmol) were dissolved in anhydrous N,N-dimethyl formamide (104 ml) under nitrogen atmosphere, and the reaction mixture was heated to 800 and stirred for 18 hours. The reaction mixture was cooled to room temperature the reaction was quenched by adding water. The organic layer was extracted with ethyl acetate, and the combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure to obtain pale-yellow solid (1.69 g, 47%).

Workup

  1. temperaturethe reaction mixture was heated to 800
  2. customwas quenched
  3. additionby adding water
  4. extractionThe organic layer was extracted with ethyl acetate
  5. washthe combined organic layer was washed with water and saturated saline solution
  6. dry with materialdried over anhydrous sodium sulfate (Na2SO4)
  7. filtrationfiltered
  8. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-517ee0cc8e1149049cb1ea5d6048d2e8
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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