反応 #2254165

反応方程式

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

溶媒

methanol

反応条件

後処理

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
   抽出followed by extraction with ethyl acetate
5. 5
   その他The organic layer obtained
6. 6
   洗浄was washed with a saturated aqueous sodium chloride solution
7. 7
   乾燥dried over anhydrous magnesium sulfate
8. 8
   ろ過filtered
9. 9
   その他to remove inorganic matter
10. 10
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure
11. 11
    その他The crystal obtained
12. 12
    洗浄was washed with a 1:2 mixed solution of diisopropyl ether and n-hexane

実験手順

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.

出典