HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 4-methoxyacetoxy-1-phenyl-1,8-naphthyridin-2(1H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Methoxyacetyl chloride | HCID 96623 | — |
| Edukt | 4-Hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one | HCID 54686473 | — |
| Edukt | HCID 178418361 | HCID 178418361 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-methoxyacetoxy-1-phenyl-1,8-naphthyridin-2(1H)-one | HCID 68948066 | 73% |
Reaktionsschritte
In accordance with a process described in JP-61-246183A, 4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one was synthesized. To a suspension of the synthesized compound (893 mg, 3.7 mmol) in DMF (20 mL) was added sodium hydride (purity of about 60%, 192 mg, 4.8 mmol, 1.3 eq.), and the mixture was stirred until no more hydrogen was generated. Then, methoxyacetyl chloride (1.07 g, 9.9 mmol, 2.6 eq.) was added thereto, and the mixture was stirred at a room temperature for 50 minutes. To the mixture was added water. The resulting mixture was acidified with concentrated hydrochloric acid, and then the resulting precipitate was separated by filtration and dried to give 4-methoxyacetoxy-1-phenyl-1,8-naphthyridin-2(1H)-one (847 mg, yield 73%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08193356B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-8cb787f441ec49de8defc03ca7d03e3b |
| Quellennotiz | uspto-grants-2012_06 |