HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 340218Erstellt: 24. Oktober 2026
3,5-Dichloro-2-cyanopyridine → 3-Chloro-5-methoxypicolinonitrile
https://huagongshe.com/de/reaction/340218
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 3,5-Dichloro-2-cyanopyridine | HCID 2769699 | — |
| Edukt | Sodium Methoxide | HCID 10942334 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 3-Chloro-5-methoxypicolinonitrile | HCID 18796864 | — |
Reaktionsschritte
To a solution of 3,5-dichloropicolinonitrile (1.0 eq.) in dimethyl formamide (DMF) (0.5 M) was added sodium methoxide (1.5 eq.) and heated to 75° C. After stirring for 14 hours, the reaction was diluted with ethyl acetate and water. The organic layer was washed with saturated aqueous NaHCO3 three times, water twice, dried over anhydrous MgSO4, and concentrated en vacuo. The crude residue was purified by a COMBIFLASH® system (ISCO) using 15% ethyl acetate in hexane to give a mixture of two methoxy regioisomers, one of which was the desired product. The mixture was carried onto the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08895577B2 |
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| Quelldatensatz | uspto-grants-2014_11 |
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| ORD ID | ord-644b96ca644b477a93e2eaf644a3f724 |
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| Quellennotiz | uspto-grants-2014_11 |
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