HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1746705Erstellt: 23. Oktober 2026
O-Toluidine → N-(4-hydroxyphenyl)-6-(o-tolylamino)pyrimidine-4-carboxamide
https://huagongshe.com/de/reaction/1746705
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | O-Toluidine | HCID 7242 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide | HCID 59447105 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | N-(4-hydroxyphenyl)-6-(o-tolylamino)pyrimidine-4-carboxamide | HCID 25182757 | — |
Reaktionsschritte
A solution of 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide, Intermediate 7 (50.0 mg; 0.20 mmol) in ethanol (3 mL) was treated with N-ethyldiisopropylamine (69 μl; 0.4 mmol) and o-toluidine (Fluka, 21.5 μl; 0.20 mmol). The reaction mixture was heated at 160° C. for 3 hours under microwave irradiation. The solvents were removed in vacuo, EtOAc was added and the organic phase was washed with a citric acid solution, dried over magnesium sulfate then evaporated in vacuo. The crude product was purified by column chromatography (silica), eluting with cyclohexane containing an increasing amount of EtOAc. The title compound was obtained as a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09150519B2 |
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| Quelldatensatz | uspto-grants-2015_10 |
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| ORD ID | ord-30f70ff972404c0688d1b966d09d51d7 |
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| Quellennotiz | uspto-grants-2015_10 |
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