HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Iodine → 5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Iodine | HCID 807 | — |
| Edukt | Bistrifluoroacetoxyiodobenzene | HCID 12041285 | — |
| Edukt | N-Methoxy-N-methyl-1H-indazole-3-carboxamide | HCID 16036867 | — |
| Edukt | Sodium Bisulfite | HCID 23665763 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide | HCID 20580738 | 72% |
Reaktionsschritte
To a solution of N-methoxy-N-methyl-1H-indazole-3-carboxamide (12.4 g, 60.42 mmol) in CH2Cl2 (200 mL) was added bis(trifluoroacetoxy)iodobenzene (28.78 g, 66.74 mmol), followed by dropwise addition of iodine (9.22 g, 36.33 mmol) in CH2Cl2 at rt. The reaction was stirred overnight, after which 300 mL saturated NaHSO3 was added and a solid began to precipitate, which was then filtered. The filtrate was concentrated and triturated with a small amount of CH2Cl2. The combined solids were dried to give 5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide (14.4 g, 72%) as a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08198456B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-bf0c526919e04f2bb8dbe14fc2f2e7db |
| Quellennotiz | uspto-grants-2012_06 |