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Tetrahydrofuran → 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | N-(Cyanomethyl)-phthalimide | HCID 345881 | — |
| 反応物 | Diethyl dithiophosphate, potassium salt | HCID 1385274 | — |
| 反応物 | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide | HCID 24696128 | 51% |
反応手順
To a mixture of (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetonitrile (15 g), a 4 mol/L hydrogen chloride-ethyl acetate solution (40 mL) and tetrahydrofuran (50 mL) was added O,O-diethyl dithiophosphate (15 mL) and the mixture was stirred at room temperature for 5 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate and tetrahydrofuran. The extract was washed twice with water, saturated brine and saturated aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethanol to give the title compound as white crystals (yield 9.0 g, yield 51%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08334301B2 |
| 出典データセット | uspto-grants-2012_12 |
| ORD ID | ord-b039ce92a6a04bf781e802492949995e |
| 出典メモ | uspto-grants-2012_12 |