HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium hydroxy sulfite → 6-(benzyloxy)-3-(3,4-dimethoxybenzyl)-1-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-quinazoline-2,4(1H,3H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | 6-(benzyloxy)-3-(3,4-dimethoxybenzyl)-1-(tetrahydro-2H-thiopyran-4-yl)quinazoline-2,4(1H,3H)-dione | HCID 66732751 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | 6-(benzyloxy)-3-(3,4-dimethoxybenzyl)-1-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-quinazoline-2,4(1H,3H)-dione | HCID 66732857 | 77.7% |
Reaction Steps
0.55 g of 6-(benzyloxy)-3-(3,4-dimethoxybenzyl)-1-(tetrahydro-2H-thiopyran-4-yl)-quinazoline-2,4(1H,3H)-dione and 0.196 g of Oxone® in 100 ml of an MeOH/water mixture (10/1) (v/v) is stirred at room temperature overnight. The resulting mixture is evaporated under reduced pressure. Water is added and the resulting mixture is extracted with DCM. The organic phase is dried over Na2SO4. The resulting solution is filtered and the filtrate is then evaporated under reduced pressure. The residue is chromatographed on silica gel, eluting with a heptane/EtOAc mixture from (50/50, v/v) to (0/100, v/v) to give 0.454 g of the expected product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722659B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-042d6e48d96d431aad6d0eae554d1950 |
| Source note | uspto-grants-2014_05 |