HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-((3-(3-Fluoro-4-(4-morpholinyl)phenyl)-2-oxo-5-oxazolidinyl)methyl)phthalimide, (S)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Reactant | 5-(Chloromethyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one, (R)- | HCID 46176945 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-((3-(3-Fluoro-4-(4-morpholinyl)phenyl)-2-oxo-5-oxazolidinyl)methyl)phthalimide, (S)- | HCID 12973056 | 61.7% |
Reaction Steps
The mixture of (5R)-5-(chloromethyl)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-2-oxazolidinone (60 g), potassium phthalimide (40 g) and Dimethyl formamide (400 ml) is heated for 5 hours at reflux temperature. The reaction mixture is cooled to ambient temperature, poured in to 2 L water and filtered the solid to give 50 gm (S)-N-[[3-[3-Fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]phthalimide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07524954B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-4d599dbcdbcd413eb69700027aed7d9c |
| Source note | uspto-grants-2009_04 |