HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 66774Generated: October 26, 2026
O-Toluidine → Ethyl 8-Methoxy-4-[(2-methylphenyl)amino]-3-quinolinecarboxylate Hydrochloride
https://huagongshe.com/reaction/66774
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | O-Toluidine | HCID 7242 | — |
| Reactant | 3-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl ester | HCID 304557 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 8-Methoxy-4-[(2-methylphenyl)amino]-3-quinolinecarboxylate Hydrochloride | HCID 20529026 | — |
Reaction Steps
To a solution of 5.31 g (19.98 mmoles) of ethyl 4-chloro-8-methoxy-3-quinolinecarboxylate dissolved in 40 ml of tetrahydrofuran was added 2.15 g (20.06 mmoles) of o-toluidine dissolved in 40 ml of tetrahydrofuran. The solution was stirred with exclusion of moisture at 60° C. for 18 hours. The yellow solid precipitate was filtered and washed with isopropyl ether; yield 7.13 g (95.7%). The product was recrystallized three times from methylene chloride: ethyl acetate, m.p. 191°-193.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04343804 |
|---|
| Source dataset | uspto-grants-1982_08 |
|---|
| ORD ID | ord-97812384425e455ea7ccbb58d5853e9b |
|---|
| Source note | uspto-grants-1982_08 |
|---|
