HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(8-Hydroxy-quinolin-5-ylamino)-6,7-dimethoxy-quinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Amino-8-hydroxyquinoline | HCID 416002 | — |
| Reactant | 1-Ethoxyethanol | HCID 10129898 | — |
| Reactant | 4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile | HCID 10586676 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 4-(8-Hydroxy-quinolin-5-ylamino)-6,7-dimethoxy-quinoline-3-carbonitrile | HCID 9947649 | 56.3% |
Reaction Steps
A mixture of 0.249 g of 4-chloro-6,7-dimethoxy-quinolin-3-carbonitrile, 0.233 g of 5-amino-8-hydroxyquinoline dihydrocholride, 0.158 g of pyridine, and 10 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 2 hours. The mixture was cooled and added to 40 ml of water. To this mixture was added sodium carbonate and concentrated hydrochloric acid to adjust pH to 7. The product was collected, washed with water, and dried to give 0.210 g of 4-(8-hydroxy-quinolin-5-ylamino)-6,7-dimethoxy-quinoline-3-carbonitrile as a solid, mp 150° C. (decomposed); mass spectrum (EI, m/e): M 372.1228.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06288082B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-34f0879a7bfd432492419cad14816d57 |
| Source note | uspto-grants-2001_09 |