反応 #2254164

反応方程式

potassium carbonate

hydrogen peroxide

sodium thiosulfate

3-amino-3-hydroxyimino-2-isopropoxyiminopropionitrile

( 1 )

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

hydrogen peroxide

→

title compound

収率 63.0%

3-amino-3-hydroxyimino-2-isopropoxyiminopropanamide

収率 63.0%

溶媒

dimethyl sulfoxide

methanol

反応条件

後処理

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
   洗浄The organic layer was washed with a saturated aqueous sodium chloride solution
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   ろ過filtered
7. 7
   その他to remove inorganic matter
8. 8
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
9. 9
   洗浄The resulting crude crystal was washed with a 1:2 mixed solution of diisopropyl ether and n-hexane

実験手順

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.

出典