HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 3-(2-Ethoxyphenyl)-3-hydroxy-2-oxo-1-(quinoline-8-sulfonyl)-2,3-dihydro-1H-indole-5-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 8-Quinolinesulfonyl chloride | HCID 29220 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 5-Cyano-3-(2-ethoxyphenyl)-3-hydroxy-indol-2-one | HCID 66593041 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-(2-Ethoxyphenyl)-3-hydroxy-2-oxo-1-(quinoline-8-sulfonyl)-2,3-dihydro-1H-indole-5-carbonitrile | HCID 69070553 | 68,3% |
Reaktionsschritte
2.3 g (10.6 mMol) of potassium tert-butanolate are added to 5.5 g (18.7 mMol) of the intermediate 1b in 40 ml of DMF at 0° C. The reaction mixture was stirred for 1 h. Then 4.25 g (18.7 mMol) of 8-quinolinesulfonyl chloride were added at 0° C. The reaction solution was stirred at 0° C. for three hours and then at room temperature for 16 h. This reaction solution was poured into aqueous K2CO3 solution, resulting in a precipitate which was isolated. This solid was dissolved in methylene chloride, dried and concentrated in vacuo. The resulting residue was recrystallized from ethanol. 6.2 g of the product were obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08202870B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-1271c5c5631b453f93aa8785d671661c |
| Quellennotiz | uspto-grants-2012_06 |