HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1097317Erstellt: 25. Oktober 2026
Water → N-Methyl-3-(6-oxo-1,6-dihydro-pyridazin-4-yl)-benzamide
https://huagongshe.com/reaction/1097317
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3-(Methylcarbamoyl)benzeneboronic acid | HCID 2773524 | — |
| Edukt | 5-Chloropyridazin-3(2H)-one | HCID 19905718 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Lösungsmittel | Water ethylacetate | HCID 22728543 | — |
| Produkt | N-Methyl-3-(6-oxo-1,6-dihydro-pyridazin-4-yl)-benzamide | HCID 59443494 | — |
Reaktionsschritte
5-Chloro-pyridazin-3-one (1 eq, 5.06 mmol, 660 mg) and 3-(N-Methylaminocarbonyl)phenyl boronic acid (1.1 eq, 5.56 mmol, 996 mg) are dissolved in dioxane (4 ml), water (2 ml) and EtOH (2 ml) and K2CO3 (2 eq, 10.1 mmol, 1.40 g) is added. Pd(PPh3)4 (0.1 eq, 0.5 mmol, 584 mg) is then added and the reaction mixture is heated using microwave radiation at 140° C. for 20 min. The reaction mixture is diluted with EtOAc/H2O and filtered. The organic layer is then separated and the aqueous layer is extracted with EtOAc (2×20 ml). The organic layer is washed with NaHCO3, brine, dried over MgSO4, filtered and evaporated to dryness to yield N-Methyl-3-(6-oxo-1,6-dihydro-pyridazin-4-yl)-benzamide as a white solid which did not require further purification; [M+H]+=230
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08143253B2 |
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| Quelldatensatz | uspto-grants-2012_03 |
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| ORD ID | ord-b7135b2aaafb408a8f5091124285cfc5 |
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| Quellennotiz | uspto-grants-2012_03 |
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