HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malonic Acid → 4-Phenoxyquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | 4-Aminobenzoic Acid | HCID 978 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 4-Phenoxyquinoline | HCID 12675969 | — |
| Product | 4-Phenoxyquinoline | HCID 12675969 | — |
| Product | 4-Hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxylic acid | HCID 54734616 | — |
Reaction Steps
The 4-phenoxyquinoline core structure was synthesized according to a published procedure (42). The synthesis of compound 3 is described in FIG. 13. The synthesis began with stirring p-aminobenzoic acid with malonic acid and phosphorus oxychloride to yield 4-hydroxy-6-carboxy-2-(1H)-quinolinone. Reacting the quinolinone with dichloroiodobenzene is followed by refluxing with butanol produced 3-Iodo-4-phenoxyl-6-carboxyl-2-(1H)-quinolinone. Diodination of the 3-iodo quinolinone yielded compound 3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960548B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-b545bf2c37824ea2bc15d67e4e3d0ebb |
| Source note | uspto-grants-2011_06 |