HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 77230829, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 15293173 | HCID 15293173 | — |
| Catalyst | N,N-Dimethylaniline | HCID 949 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 77230829 | HCID 77230829 | — |
Reaction Steps
12.1 ml (130 mmol) of phosphoryl chloride are added dropwise at room temperature to a suspension of 22.2 g (100 mmol) of 8-phenyl-1,6-naphthyridin-5(6H)-one [173773-04-1] in 100 ml of toluene. After addition of 5 drops of N,N-dimethylaniline, the reaction mixture is heated under reflux for 5 h. After cooling, the reaction mixture is diluted with 300 ml of toluene, poured onto 1000 g of ice and rendered alkaline (pH about 9) by addition of 5 N NaOH. The organic phase is separated off, washed once with 300 ml of sat. sodium chloride solution, dried over magnesium sulfate, and the toluene is removed in vacuo. Yield: 22.9 g (95 mmol), 95%. Purity: >95% according to 1H-NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273080B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-6c74a9b51b614da693d32513af908d9b |
| Source note | uspto-grants-2016_03 |