Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2-Furancarboxylic acid | HCID 6919 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 4-Aminopyridazine | HCID 298492 | — |
| Katalysator | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 53466685 | HCID 53466685 | 56,4% |
Reaktionsschritte
2.00 g (17.8 mmol) of furan-2-carboxylic acid were suspended in 25 mL of toluene and one drop of dimethylformamide was added to the mixture. 1.95 ml of thionylchloride (26.8 mmol) were added at room temperature and the reaction mixture was stirred at 80° C. for two hours. After removal of the solvent, toluene was added and the evaporation was repeated. The obtained residue was then dissolved in 5 ml of dichloromethane and the solution was added dropwise to a solution containing 1.70 g of pyridazin-4-yl-amine (17.8 mmol) and 2.73 ml of triethyl amine (19.6 mmol) in 20 ml of dichloromethane. The mixture was stirred at room temperature for 2 days and washed twice with water. The organic layer was dried over Na2SO4, filtered and the solvent was removed under vacuum to give the title compound as a brown solid (1.9 g, 54%, 95% purity).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08853214B2 |
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| Quelldatensatz | uspto-grants-2014_10 |
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| ORD ID | ord-9e73f97379574813b8ff767d2c420869 |
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| Quellennotiz | uspto-grants-2014_10 |
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