HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Benzenesulfonyl)-3-phenyloxaziridine → HCID 68858127, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Benzenesulfonyl)-3-phenyloxaziridine | HCID 320405 | — |
| Reactant | 3-(3,5-Dimethoxyphenyl)-1-ethyl-7-(methylsulfanyl)-3,4-dihydropyrimido[4,5-D]pyrimidin-2(1H)-one | HCID 68861451 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68858127 | HCID 68858127 | 78.5% |
Reaction Steps
To a solution of 3-(3,5-dimethoxy-phenyl)-1-ethyl-7-methylsulfanyl-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one (5.61 g, 15.57 mmol) in dichloromethane (100 mL) at ambient temperature was added 3-phenyl-2-(phenylsulfonyl)oxaziridine (4.88 g, 18.69 mmol, PD 0191006, Org. Synth., 1987; 66:203-210) in portions. The reaction mixture was stirred overnight, then washed with brine and water. The organic layer was dried over magnesium sulfate, filtered, and evaporated under reduced pressure. The residue was purified by column chromatography eluting with a solvent mixture of 3% methanol in dichloromethane to yield 4.6 g (78%) of the titled compound: mp 167-169° C. Mass Spectrum (APCI, 80/20 CH3CN/H2O, Probe=450° C.) (m+1)/z 377.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501425B1 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-1fc1d0f6e1a44b70bf9dc9cc9623396a |
| Source note | uspto-grants-2009_03 |