HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,7-Dichloroquinoline → Hydroxychloroquine, (S)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,7-Dichloroquinoline | HCID 6866 | — |
| Reactant | 2-(4-Aminopentyl(ethyl)amino)ethanol | HCID 112288 | — |
| Reactant | Ethanol, 2-[(4-aminopentyl)ethylamino]-, (S)- | HCID 11095130 | — |
| Product | Hydroxychloroquine, (S)- | HCID 178396 | — |
Reaction Steps
(S)-(+)-Hydroxychloroquine was prepared by condensing (S)-(+)-2-[(4-aminopentyl)ethylamino]ethanol with 4,7-dichloroquinoline. The latter compound is known. The (S)-(+)-2-[(4-aminopentyl)ethylamino]ethanol was prepared by resolving known racemic 2-[(4-aminopentyl)ethylamino]-ethanol by forming a salt thereof with known (S)-(+)-mandelic acid and separating the (S)-(+)-mandelic acid salts of the two enantiomers by crystallization.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05314894 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-5fb972e8a84e4214b3cb1f9b560808a8 |
| Source note | uspto-grants-1994_05 |