HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 70814Erstellt: 23. Oktober 2026
Phosphorus oxybromide → 4-bromo-2-cyano-N-[2-ethyl-6-methyl-4-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)phenyl]quinoline-6-carboxamide
https://huagongshe.com/de/reaction/70814
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Phosphorus oxybromide | HCID 24613 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 2-cyano-N-[2-ethyl-6-methyl-4-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)phenyl]quinoline-6-carboxamide-1-oxide | HCID 86672970 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-bromo-2-cyano-N-[2-ethyl-6-methyl-4-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)phenyl]quinoline-6-carboxamide | HCID 86672972 | 43% |
Reaktionsschritte
2-Cyano-N-[2-ethyl-6-methyl-4-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)phenyl]-quinoline-6-carboxamide-1-oxide (96 mg) was dissolved in acetonitrile, added with phosphoryl bromide (250 mg), and stirred at 100° C. for 5 hours. After cooling to room temperature, the reaction solution was poured into ice water and neutralized with sodium hydrogen carbonate. After extracting the mixture twice with ethyl acetate, the organic phases were combined and washed with water, and dried over anhydrous magnesium sulfate. The drying agent was filtered off and the solvent was removed by distillation under the reduced pressure. The resulting residues were purified by column chromatography to obtain 4-bromo-2-cyano-N-[2-ethyl-6-methyl-4-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)phenyl]quinoline-6-carboxamide (46 mg, 43%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08822691B2 |
|---|
| Quelldatensatz | uspto-grants-2014_09 |
|---|
| ORD ID | ord-7bddf54d950647c9b202ef8fb1175e47 |
|---|
| Quellennotiz | uspto-grants-2014_09 |
|---|