Reaktion #2254165

Reaktionsgleichung

hydrogen peroxide

sodium carbonate

hydrogen peroxide

sodium thiosulfate

hydrogen peroxide

3-amino-2,3-bis(isopropoxyimino)propionitrile

→

title compound

3-amino-2,3-bis(isopropoxyimino)propanamide

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGby stirring at room temperature for 3 hours
2. 2
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
3. 3
   workup.ADDITIONWater was added to the resulting residue
4. 4
   Extraktionfollowed by extraction with ethyl acetate
5. 5
   SonstigeThe organic layer obtained
6. 6
   Waschenwas washed with a saturated aqueous sodium chloride solution
7. 7
   Trocknendried over anhydrous magnesium sulfate
8. 8
   Filtrationfiltered
9. 9
   Sonstigeto remove inorganic matter
10. 10
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure
11. 11
    SonstigeThe crystal obtained
12. 12
    Waschenwas washed with a 1:2 mixed solution of diisopropyl ether and n-hexane

Vorschrift

To a methanol solution (140 ml) of 29.0 g (137 mM) of 3-amino-2,3-bis(isopropoxyimino)propionitrile were added, at room temperature, 47 g (415 mM) of a 30% aqueous hydrogen peroxide solution, 1.5 g (15 mM) of sodium carbonate and 2.3 g (7.1 mM) of tetrabutylammonium bromide. Stirring was conducted at room temperature for 4 hours. Since the raw materials remained, further 24 g (212 mM) of a 30% aqueous hydrogen peroxide solution was added, followed by stirring at room temperature for 3 hours. Excessive hydrogen peroxide was treated with an aqueous sodium thiosulfate solution. The solvent was distilled off under reduced pressure. Water was added to the resulting residue, followed by extraction with ethyl acetate. The organic layer obtained was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and filtered to remove inorganic matter. The solvent was distilled off under reduced pressure. The crystal obtained was washed with a 1:2 mixed solution of diisopropyl ether and n-hexane to obtain 29.0 g (yield: 92%) of the title compound.

Quelle