HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → HCID 19592863, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 19592456 | HCID 19592456 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 19592863 | HCID 19592863 | 73.4% |
Reaction Steps
To a mixture of sodium hydride (60% in oil, 28.9 mg) and N-methylpyrrolidone (3 ml) was added phenol (113 mg) under ice-cooling, and the mixture was stirred for 30 minutes. To the mixture was added 4-chloro-8-(2,6-dichlorobenzoylamino)-3-methylquinoline (200 mg), and the mixture was stirred for 30 minutes at ambient temperature and for 4.5 hours at 120° C. The mixture was extracted with ethyl acetate, and the extract was washed with water, 1N sodium hydroxide solution and brine, dried over magnesium sulfate and concentrated in vacuo. The residue was crystallized from ethanol to give 8-(2,6-dichlorobenzoylamino)-3-methyl-4-phenoxyquinoline (170 mg) as white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008230 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-da71a56e9982470490bf128bbe3f4c6c |
| Source note | uspto-grants-1999_12 |