HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phloroglucinol → 7,9-Dihydroxydibenzo[b,g][1,5]naphthyridin-6(11H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phloroglucinol | HCID 359 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Ethyl 3-aminoquinoline-2-carboxylate | HCID 12316475 | — |
| Solvent | Heptanol | HCID 8129 | — |
| Product | 7,9-Dihydroxydibenzo[b,g][1,5]naphthyridin-6(11H)-one | HCID 68586139 | — |
Reaction Steps
3.5 g of 1,3,5-trihydroxybenzene and 62.5 mg of paratoluenesulphonic acid are added to a solution of 5 g of ethyl 3-amino-2-quinolinecarboxylate in 50 ml of heptan-1-ol. The mixture is stirred for 48 hours at reflux using a Dean Stark apparatus and then the reaction mixture is concentrated in vacuo. Chromatography on silica gel (cyclohexane/acetone 90/10) allows 5.2 g of the expected product to be isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741325B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-f98ea78f58f84382a1b3d6e833a71816 |
| Source note | uspto-grants-2010_06 |