HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(4-Chloro-2-fluoro-5-hydroxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Amino-2-chloro-4-fluorophenol | HCID 158654 | — |
| Reactant | 1-Ethoxyethanol | HCID 10129898 | — |
| Reactant | Pyridinium chloride | HCID 10176127 | — |
| Reactant | 4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile | HCID 10586676 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(4-Chloro-2-fluoro-5-hydroxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile | HCID 22466574 | 87% |
Reaction Steps
A mixture of 0.25 g of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile, 0.195 g of 4-chloro-2-fluoro-5-hydroxyaniline, 0.116 g of pyridine hydrochloride, and 3 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 1 h. The mixture was cooled and added to 10 ml of water. To this mixture was added sodium carbonate until pH 9. The product was collected, washed with water, and dried to give 0.327 g of 4-(4-chloro-2-fluoro-5-hydroxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile as a solid, dec >260° C. ; mass spectrum (electrospray, m/e): M+H 373.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06002008 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-b32853a20d554784b8207a5ef76fb860 |
| Source note | uspto-grants-1999_12 |