Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Cyanoacetamide | HCID 7898 | — |
| Edukt | 1,4-Dithiane-2,5-diol | HCID 98330 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | 2-Aminothiophene-3-carboxamide | HCID 699495 | 141,7% |
Reaktionsschritte
2,5-Dihydroxy-1,4-dithiane (76 g) and cyanoacetamide (84 g) were added to a mixture of methanol (180 mL), water (10 mL) and triethylamine (10 g). The resulting mixture was heated at 35-40° C. for about 30 minutes while stirring, and then heated to 50-60° C. for an additional 30 minutes with stirring. The reaction mixture was then cooled to room temperature and poured into a mixture of ice (100 g)/water (360 mL). A fine precipitate formed upon addition, which was filtered and dried overnight to give 100.6 g of the title compound as a pale gray powder ((M+H)+=143, M.P.=159.0-159.6° C.).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07449472B2 |
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| Quelldatensatz | uspto-grants-2008_11 |
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| ORD ID | ord-935fc3f083c445918b8be8fdace31fac |
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| Quellennotiz | uspto-grants-2008_11 |
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