HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 459009Erstellt: 25. Oktober 2026
Sodium Azide → (5R)-5-(Azidomethyl)-3-(3-fluoro-4-iodophenyl)-1,3-oxazolidin-2-one
https://huagongshe.com/reaction/459009
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium Azide | HCID 33557 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Methanesulfonic acid (5R)-3-(3-fluoro-4-iodo-phenyl)-2-oxo-oxazolidin-5-ylmethyl ester | HCID 23624705 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | (5R)-5-(Azidomethyl)-3-(3-fluoro-4-iodophenyl)-1,3-oxazolidin-2-one | HCID 23626594 | 88,7% |
Reaktionsschritte
[(5R)-3-(3-Fluoro-4-iodophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl methanesulfonate (Intermediate 4, 6.14 g, 14.7 mmol) was dissolved in N,N-dimethylformamide (50 ml). Sodium azide (1.92 g, 29.6 mmol) was added and the reaction was stirred at 75° C. overnight. The yellow mixture was poured into half-saturated sodium bicarbonate and extracted using ethyl acetate. The organic layer was washed three times with water, dried (magnesium sulfate), filtered, and concentrated to give the title compound as a yellow solid (4.72 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07192974B2 |
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| Quelldatensatz | uspto-grants-2007_03 |
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| ORD ID | ord-acfff7b13cf847aa84a0adfd67844734 |
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| Quellennotiz | uspto-grants-2007_03 |
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