HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-m-cresol → 3-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(4-methoxybenzoyloxymethyl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-m-cresol | HCID 17819 | — |
| Reactant | 3-Butyryl-4-chloro-8-(4-methoxybenzoyloxymethyl)quinoline | HCID 10453445 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(4-methoxybenzoyloxymethyl)quinoline | HCID 19909677 | 76.1% |
Reaction Steps
A solution of 3-butyryl-4-chloro-8-(4-methoxybenzo yloxymethyl)quinoline (2.56 g, 6.4 mmol) and 4-amino-3-methylphenol (1.18 g, 9.6 mmol) in 1,4-dioxan (30 ml) was heated at reflux for 2 hours, then evaporated. Chromatography (silica gel, 1% methanol in dichloromethane) and recyrstallization from ethanol gave 3-butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(4-methoxybenzoyloxymethyl)-quinoline, (2.36 g, 76%), m.p. 171°-175°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05089504 |
| Source dataset | uspto-grants-1992_02 |
| ORD ID | ord-64dc807419984714b3c0a2a712583db5 |
| Source note | uspto-grants-1992_02 |