HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-Dimethylamino-3-ethoxycarbonyl-8-nitroquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Ethyl 4-chloro-8-nitroquinoline-3-carboxylate | HCID 11196760 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-Dimethylamino-3-ethoxycarbonyl-8-nitroquinoline | HCID 19592599 | 59.5% |
Reaction Steps
A mixture of 4-chloro-3-ethoxycarbonyl-8-nitroquinoline (199 mg), dimethylamine hydrochloride (63.6 mg) and triethylamine (78.9 mg) in dioxane was refluxed for 3 hours. After cooling, the mixture was diluted with ethyl acetate, washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate:n-hexane, 1:2, v/v) to give 4-dimethylamino-3-ethoxycarbonyl-8-nitroquinoline (122 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008230 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-cb555853a18d436db5f4b5b2c67ecf58 |
| Source note | uspto-grants-1999_12 |