HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 217794Erstellt: 25. Oktober 2026
Dimethyl Sulfoxide → 4-(4-Amino-3-(methylthio)phenoxy)-3-nitropyridin-2-amine
https://huagongshe.com/reaction/217794
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethyl Sulfoxide | HCID 679 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 4-Chloro-3-nitropyridin-2-amine | HCID 4071694 | — |
| Edukt | 4-Amino-3-(methylsulfanyl)phenol | HCID 19048349 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 4-(4-Amino-3-(methylthio)phenoxy)-3-nitropyridin-2-amine | HCID 44186095 | 61% |
Reaktionsschritte
Method A2 Sodium hydride (148 mg) was added to dry DMSO (5.5 mL) and the mixture was stirred at RT for 20 minutes under Ar atmosphere. 4-amino-3-(methylthio)phenol (573 mg, 3.7 mmol) was added thereto, and the mixture stirred for 10 more minutes. Next, 4-Chloro-3-nitropyridin-2-amine (3.7 mmol) was added, and the mixture was heated to 100′C and stirred for 3 hours. After cooling down, water was added, and the mixture extracted three times with EtOAc. The combined organic layers were washed first with a saturated aqueous sodium hydrogen carbonate solution then water, dried over MgSO4 and evaporated to afford the title compound (657 mg, 61%) was obtained after purification by chromatography on silica gel (EtOAc-DCM, 1:1) as a red brown solid (Rf 0.56, EtOAc-DCM, 1:1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08198279B2 |
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| Quelldatensatz | uspto-grants-2012_06 |
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| ORD ID | ord-97f4bedf196b4432b5f79c05b4ae6958 |
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| Quellennotiz | uspto-grants-2012_06 |
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