Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2-Aminophenol | HCID 5801 | — |
| Edukt | Methanesulfonic Acid | HCID 6395 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 2-methyl-1H-benzimidazole-5-carboxylic acid | HCID 1132609 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | HCID 86664947 | HCID 86664947 | 42% |
Reaktionsschritte
2-Methylbenzimidazole-5-carboxylic acid (1.00 g, 5.7 mmol), 2-aminophenol (0.68 g, 6.2 mmol), chloroform (20 mL), triethylamine (0.69 g, 6.8 mmol), and WSC (1.20 g, 6.2 mmol) were stirred overnight at room temperature. After the reaction was complete, water (50 mL) was added to the residue from concentration, and this was extracted with ethyl acetate. After the organic layer was dried over anhydrous sodium sulfate, filtration and concentration gave crystals that were dissolved in dioxane (30 mL), to which methanesulfonic acid (0.48 mL) was added and this was stirred at reflux for 10 hours. After cooling a precipitated solid was filtered off, and washing with THF and drying under reduced pressure at 50° C. yielded the title compound (0.82 g, 42% yield) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08829035B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-48e0f686d39c4f65b24937145b545d10 |
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| Quellennotiz | uspto-grants-2014_09 |
|---|