Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | 2-Chloro-6-fluorobenzothiazole | HCID 2049870 | — |
| Edukt | Ethyl 3-(4-aminophenyl)isoxazole-5-carboxylate | HCID 53407704 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | HCID 66572070 | HCID 66572070 | 57,2% |
Reaktionsschritte
A mixture of the compound of step 2 (3.0 g; 12.9 mmol) and 2-chloro-6-fluoro benzothiazole (2.67 g; 14.2 mmol) in EtOH (60 ml) was heated at 60° C. to get a clear solution. To the hot solution 4N HCl in dioxane (1.6 ml; 6.45 mmol) was added and the resulting reaction mixture was refluxed for 20 hours. The reaction mixture was cooled to room temperature and the solid was filtered, and washed with EtOH (2×10 ml). The solid was dried under vacuum to yield 2.83 g (57.2%) of the title compound. Mass (ES−) 382 (M−1); IR (KBr): 3410 (br), 2710 (br), 1729, 1719, 1630, 1598; 1H NMR (DMSO-d6): δ 1.36 (t, 3H), 4.41 (q, 2H), 7.20 (m, 1H), 7.67 (m, 1H), 7.78 (m, 1H), 7.81 (s, 1H), 7.87-7.99 (m, 4H), 10.92 (br, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08835428B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-2647f0bac3b145bd852a4c4eb90cde0d |
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| Quellennotiz | uspto-grants-2014_09 |
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