Reacción #2254164

Ecuación de reacción

potassium carbonate

hydrogen peroxide

sodium thiosulfate

3-amino-3-hydroxyimino-2-isopropoxyiminopropionitrile

( 1 )

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

hydrogen peroxide

→

title compound

Rendimiento 63.0%

3-amino-3-hydroxyimino-2-isopropoxyiminopropanamide

Rendimiento 63.0%

Disolventes

dimethyl sulfoxide

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwere added, at room temperature
2. 2
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
3. 3
   workup.ADDITIONWater was added to the residue and extraction with ethyl acetate
4. 4
   LavadoThe organic layer was washed with a saturated aqueous sodium chloride solution
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   Filtraciónfiltered
7. 7
   Otroto remove inorganic matter
8. 8
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
9. 9
   LavadoThe resulting crude crystal was washed with a 1:2 mixed solution of diisopropyl ether and n-hexane

Procedimiento

To a mixed solution of methanol (1.5 ml) and dimethyl sulfoxide (0.5 ml), of 0.50 g (2.94 mM) of the 3-amino-3-hydroxyimino-2-isopropoxyiminopropionitrile obtained in (1) of Example 1 were added, at room temperature, 0.73 g (6.4 mM) of a 30% aqueous hydrogen peroxide solution and 0.02 g (0.14 mM) of potassium carbonate. Stirring was conducted at room temperature for 4 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 residue and extraction with ethyl acetate was conducted. The organic layer 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 resulting crude crystal was washed with a 1:2 mixed solution of diisopropyl ether and n-hexane to obtain 0.35 g (yield: 63%) of the title compound.

Fuente