HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-(+)-N-(2,3-Epoxypropyl)phthalimide → 2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-(+)-N-(2,3-Epoxypropyl)phthalimide | HCID 719412 | — |
| Reactant | 4-(4-Isocyanatophenyl)morpholin-3-one | HCID 53341421 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione | HCID 11690317 | 90% |
Reaction Steps
(S)-2-(oxiran-2-ylmethy)isoindoline-1,3-dione (3.87 g, 19.06 mmol, 1.1 eq.) and 4-(4-isocyanatophenyl)morpholin-3-one (3.77 g, 17.29 mmol) were dissolved in acetonitrile (70 mL) respectively, then heated to reflux. Tetra-n-butylammonium bromide (0.55 g, 1.71 mmol) was added, the mixture was reacted for 4 h, white solid was obtained by filtration (6.57 g, yield: 90.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079892B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-128d206e843f4685ab777eda8bb17e87 |
| Source note | uspto-grants-2015_07 |