HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Anthraquinone → 2-Benzylthionaphthacene-5,12-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Anthraquinone | HCID 69457 | — |
| Reactant | 4-Benzylthio-2-oxo-2H-pyran | HCID 14642786 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | 1,4-Dichlorobenzene | HCID 4685 | — |
| Product | 2-Benzylthionaphthacene-5,12-dione | HCID 20063545 | — |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
A mixture of 0.27 g (0.0012 mol) of 4-benzylthio-2-oxo-2H-pyrane, 0.25 g (0.0012 mol) of 1,4-anthraquinone and 0.10 g (0.0012 mol) of MnO2 in 5 ml of dichlorobenzene is heated for 24 hours under reflux (180° C.), then cooled and chromatographed over silica gel. Using cyclohexane as eluant, dichlorbenzene is first extracted, then the crude product is chromatographed with CH2Cl2. The pre-purified product is chromatographed once more, using CH2Cl2 as eluant, and the solvent is removed by evaporation. Yield: 0.09 g (20%). Melting point: 200°-203° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05004814 |
| Source dataset | uspto-grants-1991_04 |
| ORD ID | ord-31ac7a23f62340e896052fd1f43801c3 |
| Source note | uspto-grants-1991_04 |