HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 218458Erstellt: 23. Oktober 2026
1,1'-Carbonyldiimidazole → N-Methoxy-N-methyl-1H-indazole-3-carboxamide
https://huagongshe.com/de/reaction/218458
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Edukt | Indazole-3-carboxylic acid | HCID 78250 | — |
| Edukt | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-Methoxy-N-methyl-1H-indazole-3-carboxamide | HCID 16036867 | 81,4% |
Reaktionsschritte
3-Carboxyindazole (10 g, 61.7 mmol) in DMF (100 mL) was treated with carbonyldiimidazole (11 g, 67.84 mmol) at rt with gas evolution for 15 min, after which the reaction mixture was heated up to 65° C. for 2 hours. After cooling to rt, N,O-dimethylhydroxyamine-HCl (4.14 g, 67.8 mmol) was added and the mixture was heated to 65° C. overnight. The reaction was cooled, quenched with water, extracted with CH2Cl2 and washed with water. The combined organic phase was dried and concentrated to afford N-methoxy-N-methyl-1H-indazole-3-carboxamide (10.3 g, 81.4%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08198456B2 |
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| Quelldatensatz | uspto-grants-2012_06 |
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| ORD ID | ord-c678d9ae3a624567bfad52efe9f10168 |
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| Quellennotiz | uspto-grants-2012_06 |
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