反应详情

温度

80 °C

To a mixture of trans-4-(2-cyanoiminoimidazolidin-1-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (0.50 g) and potassium carbonate (0.66 g) in N,N-dimethylformamide (5 ml) was added methyl iodide (0.30 ml). The reaction mixture was stirred at 80° C. for 5 hours, poured into water (50 ml) and extracted with ethyl acetate (50 ml). The organic layer was washed successively with aqueous sodium bisulfite (25 ml) and brine (25 ml), dried over magnesium sulfate, and then evaporated in vacuo. The residue was subjected to column chromatography on silica gel (15 g) and eluted with chloroform and then a mixture of chloroform and methanol (50:1). The fractions containing the object compound were combined and concentrated under reduced pressure. The residue was recrystallized from isopropyl alcohol to give trans-4-(2-cyanoimino-3-methylimidazolidin-1-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (0.10 g).

1. extractionextracted with ethyl acetate (50 ml)
2. washThe organic layer was washed successively with aqueous sodium bisulfite (25 ml) and brine (25 ml)
3. dry with materialdried over magnesium sulfate
4. customevaporated in vacuo
5. washeluted with chloroform
6. additiona mixture of chloroform and methanol (50:1)
7. additionThe fractions containing the object compound
8. concentrationconcentrated under reduced pressure
9. customThe residue was recrystallized from isopropyl alcohol