HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl iodide → 4-[[2-[(n-butylmethylamino)methyl]-1H-indol-3-yl]methyl]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 1H-Pyrazol-5-ol, 3-methyl-1-phenyl- | HCID 70335 | — |
| Edukt | Pyrazolone | HCID 11513733 | — |
| Edukt | 2-n-Butyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indole | HCID 21320255 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-[[2-[(n-butylmethylamino)methyl]-1H-indol-3-yl]methyl]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one | HCID 70606689 | — |
Reaktionsschritte
A solution of 2-n-Butyl-1,2,3,4-tetrahydropyrrolo[3,4-b]indole, 8.6 g., and methyl iodide, 2.6 ml. in dimethylformamide is stirred fifteen minutes, and then added all at once to a solution of the anion of the pyrazolone, prepared from 6.96 g. of 2-phenyl-5-methyl-3H-pyrazol-3-one and 2.0 g. fifty percent sodium hydride in dimethylformamide at 10°-20° C. The mixture is heated on a steam bath for one hour, then stirred at room temperature for sixteen hours. The reaction mixture is next poured into water, precipitating the product, 8.6 g., m.p. about 180°-200° with decomposition. Recrystallization from methanol gives 6.3 g., m.p. 195°-200° with decomposition.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04153711 |
| Quelldatensatz | uspto-grants-1979_05 |
| ORD ID | ord-5242bf3ae1fa4368aaa68443bfd0a4f7 |
| Quellennotiz | uspto-grants-1979_05 |