HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-(Methylsulphonyl)acetone → 6-Bromo-3-methanesulfonyl-2-methyl-4-(2,4,5-trifluoro-phenyl)-quinoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-(Methylsulphonyl)acetone | HCID 78695 | — |
| Edukt | Sodium | HCID 5360545 | — |
| Edukt | (2-Amino-5-bromo-phenyl)-(2,4,5-trifluoro-phenyl)-methanone | HCID 12001620 | — |
| Lösungsmittel | Isopropanol | HCID 3776 | — |
| Produkt | 6-Bromo-3-methanesulfonyl-2-methyl-4-(2,4,5-trifluoro-phenyl)-quinoline | HCID 12001726 | 20,4% |
Reaktionsschritte
(2-Amino-5-bromo-phenyl)-(2,4,5-trifluoro-phenyl)-methanone (compound of example A.4) (1.9 g, 5.7 mmol), methanesulfonylacetone (1.18 g, 8.6 mmol) and sodium tetrachloroaureate(III) dihydrate (0.12 g, 0.28 mmol) were heated at reflux in 2-propanol (50 ml) for 4 days. The resulting mixture was evaporated to dryness and the residue extracted with dichloromethane (2×), NaOH (2×) and NaCl (1×). The crude product was purified by chromatography on silica gel with a heptane/ethyl acetate gradient from 100:0 to 90:10. One obtained a light yellow solid (0.5 g, 20%). MS: m/z=430 (M).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07728142B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-3a85f4b8f3cc4a6f9babee2cbeed1283 |
| Quellennotiz | uspto-grants-2010_06 |