HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Phenyl-1,4-pentanedione → 3-(2-Methyl-5-phenylpyrrol-1-yl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Phenyl-1,4-pentanedione | HCID 136371 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 3-Amino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one | HCID 22319119 | — |
| Katalysator | p-Toluenesulfonic acid | HCID 6101 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 3-(2-Methyl-5-phenylpyrrol-1-yl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one | HCID 22319235 | 31,3% |
Reaktionsschritte
25 mg of 3-amino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one was dissolved in 10 ml of toluene. To the mixture were added 20 mg of 1-phenyl-1,4-pentandione and 0.2 mg of p-toluenesulfonate (hydrate), followed by heating under reflux for 1 hour. After cooling to room temperature, the reaction mixture was poured into a saturated aqueous solution of sodium hydrogen carbonate, followed by extracting with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (hexane/ethyl acetate system), to give 12 mg of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07939549B2 |
| Quelldatensatz | uspto-grants-2011_05 |
| ORD ID | ord-783f50cec41745ea97a69fd5a54bdf6e |
| Quellennotiz | uspto-grants-2011_05 |