Reacción #2254165

Ecuación de reacción

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

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

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
   Extracciónfollowed by extraction with ethyl acetate
5. 5
   OtroThe organic layer obtained
6. 6
   Lavadowas washed with a saturated aqueous sodium chloride solution
7. 7
   Secadodried over anhydrous magnesium sulfate
8. 8
   Filtraciónfiltered
9. 9
   Otroto remove inorganic matter
10. 10
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure
11. 11
    OtroThe crystal obtained
12. 12
    Lavadowas washed with a 1:2 mixed solution of diisopropyl ether and n-hexane

Procedimiento

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.

Fuente