HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl iodide → Thiophene-3-carbonitrile, 5-acetyl-4-(4-chlorophenyl)-2-methylthio-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Carbon Disulfide | HCID 6348 | — |
| Edukt | Chloroacetone | HCID 6571 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-Chlorobenzoylacetonitrile | HCID 138308 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Thiophene-3-carbonitrile, 5-acetyl-4-(4-chlorophenyl)-2-methylthio- | HCID 627943 | — |
Reaktionsschritte
3-(4-Chloro-phenyl)-3-oxo-propionitrile (5 mmol) was added to a suspension of K2CO3 (3 equivalents, 15 mmol) in DMF (4.5 mL) and allowed to stir at room temperature. After 10 minutes, CS2 (1.25 equivalents, 7.5 mmol) was added in one portion and the resulting mixture stirred at room temperature for an additional 10 minutes then a solution of 1-chloro-propan-2-one (1.0 equivalent, 5 mmol) in DMF (5 mL) was added. After 1 hour, a solution of MeI (1.1 equivalents, 5.5 mmol) in DMF (2 mL) was added in a dropwise fashion then, after 30 minutes, the mixture was poured onto water and the resulting mixture was stirred vigorously for 12–16 hours to afford a suspension of the desired product. The crude product was isolated by filtration.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07084159B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-a8501356412b4821bc14f268d1131b78 |
| Quellennotiz | uspto-grants-2006_08 |