HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9717Erstellt: 24. Oktober 2026
Acetonitrile → 10-methoxy-5H-dibenz(b,f)azepine-5-carboxamide
https://huagongshe.com/de/reaction/9717
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | 10-Methoxyiminostilbene | HCID 78424 | — |
| Edukt | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Edukt | HCID 178418852 | HCID 178418852 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 10-methoxy-5H-dibenz(b,f)azepine-5-carboxamide | HCID 120031 | 50,7% |
Reaktionsschritte
10-methoxy-5H-dibenz(b,f)azepine (29.9 g, 0.134 mol) was added to 300 ml acetonitrile in a three-neck flask (500 ml) equipped with a mechanical stirring apparatus. The mixture was stirred at room temperature for 15 minutes, and then NaOCN (18 g, 0.277 mol) was added, followed by pyridinium p-toluenesulfonate (75 g, 0.3 mol). The mixture was stirred at room temperature for about 4 hours, at which time TLC indicated that the reaction was complete (disappearance of 10-methoxy-5H-dibenz(b,f)azepine). 30 ml water was added, and the mixture stirred for 15 minutes. The solids were filtered and the filtrate was concentrated under vacuum. The semi-solid residue was triturated with acetone to provide a creamy solid, which was dried at 80° C. to provide 18 g (0.068 mol, 50% yield) of 10-methoxy-5H-dibenz[b,f]azepine-5-carboxamide (10-methoxycarbamazepine).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07091339B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-ce0dd8900c0f4904b3ae6c61be0151bc |
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| Quellennotiz | uspto-grants-2006_08 |
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