HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydrofuran → 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | O,O-Diethyl dithiophosphate | HCID 9274 | — |
| Edukt | N-(Cyanomethyl)-phthalimide | HCID 345881 | — |
| Edukt | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide | HCID 24696128 | 51% |
Reaktionsschritte
To a mixture of (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetonitrile (15 g), 4 mol/L hydrogen chloride-ethyl acetate solution (40 mL) and tetrahydrofuran (50 mL) was added O,O-diethyldithiophosphate (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, and then washed with 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, 51%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07994205B2 |
| Quelldatensatz | uspto-grants-2011_08 |
| ORD ID | ord-bc0390564de545e5adb268323abbc0da |
| Quellennotiz | uspto-grants-2011_08 |