Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methyl cyanoacetate | HCID 7747 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1,4-Dithiane-2,5-diol | HCID 98330 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | Methyl 2-amino-3-thenoate | HCID 78381 | — |
Reaktionsschritte
A mixture of methyl cyanoacetate (3.25 g, 32.3 mmol), 1,4dithiane-2,5diol (5 g, 32.8 mmol), triethylamine (1 mL, 7.71 mmol) in EtOH (50 mL) is stirred at 40° C. for 1 h. The cooled solution is eluted through a silica plug with CH2Cl2 . The filtrate is stripped to dryness to give crude methyl 2-aminothiophene-3-carboxylate which is carried on to the next reaction. 1H NMR (DMSO) δ 7.26 (1H, s), 6.82 (1H, d, J=5.8 Hz), 6.28 (1H, d, J=5.8 Hz), 3.69 (3H, s)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06713484B2 |
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| Quelldatensatz | uspto-grants-2004_03 |
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| ORD ID | ord-9e33778dcd6f4845ad31802b468b952e |
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| Quellennotiz | uspto-grants-2004_03 |
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