Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 3-Bromo-4-fluoroaniline | HCID 2779286 | — |
| Edukt | N-Hydroxy-4-[(2-methoxyethyl)amino]-1,2,5-oxadiazole-3-carboximidoyl chloride | HCID 136330165 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | HCID 178495897 | HCID 178495897 | 98,6% |
Reaktionsschritte
N-Hydroxy-4-[(2-methoxyethyl)amino]-1,2,5-oxadiazole-3-carboximidoyl chloride (46.0 g, 0.208 mol) was mixed with water (300 mL). The mixture was heated to 60° C. 3-Bromo-4-fluoroaniline [Oakwood products, product #013091] (43.6 g, 0.229 mol) was added and stirred for 10 min. A warm sodium bicarbonate (26.3 g, 0.313 mol) solution (300 mL water) was added over 15 min. The reaction was stirred at 60° C. for 20 min. LCMS indicated reaction completion. The reaction solution was cooled to room temperature and extracted with ethyl acetate (2×300 mL). The combined ethyl acetate solution was dried over sodium sulfate and concentrated to give the desired product (76.7 g, 98%) as a crude brown solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08822511B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-8977d57a4e8342d2b25501863e7f168a |
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| Quellennotiz | uspto-grants-2014_09 |
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