HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-phenyl-4-(7-phenylheptanoyloxy)-1,8-naphthyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 7-Phenylheptanoyl chloride | HCID 15790143 | — |
| Reactant | 4-Hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one | HCID 54686473 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-phenyl-4-(7-phenylheptanoyloxy)-1,8-naphthyridin-2(1H)-one | HCID 68949783 | — |
Reaction Steps
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 (953 mg, 4.0 mmol) in DMF (32 mL) was added sodium hydride (purity of about 60%, 176 mg, 4.4 mmol, 1.1 eq.), and the mixture was stirred at a room temperature for 40 minutes. Then, 7-phenylheptanoyl chloride (4.8 mmol, 1.2 eq.) was added thereto with cooling in an ice bath, and the mixture was stirred at a room temperature for 1.5 hours. Thereafter, the water was added to the reaction solution, and the precipitate was separated by filtration and dried to give 1-phenyl-4-(7-phenylheptanoyloxy)-1,8-naphthyridin-2(1H)-one as a form of crystal (1.52 g, yield 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193356B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-a314d50231514bcbbb6d2438e8dc3887 |
| Source note | uspto-grants-2012_06 |