HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-Toluidine → 2-Methylphenylamino-8-(4-methoxybenzoyloxymethyl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-Toluidine | HCID 7242 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 3-Butyryl-4-chloro-8-(4-methoxybenzoyloxymethyl)quinoline | HCID 10453445 | — |
| Product | 2-Methylphenylamino-8-(4-methoxybenzoyloxymethyl)quinoline | HCID 86745483 | 90% |
Reaction Steps
A solution of 3-butyryl-4-chloro-8-(4-methoxybenzoyloxymethyl)-quinoline 3.3 g, 8.3 mmol) and 2-methylaniline (1.33 ml, 12.4 mmol) in 1,4-dioxan (30 ml) was heated at reflux for 2 hours, then the dioxan evaporated and the product converted to free base. Recyrstallization from ethanol gave 3-butyryl-4-(2-methylphenylamino-8-(4-methoxybenzoyloxymethyl)-quinoline (3.5 g, 90%), m.p. 135°-137°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05089504 |
| Source dataset | uspto-grants-1992_02 |
| ORD ID | ord-8b253a3bcab246bdb6db4c57a90957ab |
| Source note | uspto-grants-1992_02 |