HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 10314947, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | O-Toluidine | HCID 7242 | — |
| Reactant | HCID 10084233 | HCID 10084233 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 10314947 | HCID 10314947 | 82.8% |
Reaction Steps
3-methoxyacetyl-4-chloro-8-methoxyquinoline (19.0 g, 0.07 mol) and o-toluidine (9.0 ml, 0.08 mol) were heated under reflux in 1,4-dioxan (250 ml) for 1 hour. The solvent was removed and the residue taken up in dichloromethane, washed with dilute hydrochloric acid, sodium hydrogen carbonate solution, and brine. Evaporation of the solvent gave an oil, which afforded 8-methoxy-3-methoxymethylcarbonyl-4-(2-methylphenylamino)quinoline (19.5 g, 81%) as yellow crystals from ether, m.p. 122°-3°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04806549 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-adbae3205060415b8aef3d792816d6cb |
| Source note | uspto-grants-1989_02 |