HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 388068Erstellt: 24. Oktober 2026
Ethyl Acetate → 4-(4-Amino-2,3-dimethylphenoxy)-7-benzyloxy-6-cyanoquinoline
https://huagongshe.com/de/reaction/388068
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 4-Hydroxyxylidine | HCID 76542 | — |
| Edukt | HCID 22646519 | HCID 22646519 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 4-(4-Amino-2,3-dimethylphenoxy)-7-benzyloxy-6-cyanoquinoline | HCID 22936516 | 42,7% |
Reaktionsschritte
4-Amino-2,3-xylenol (2.80 g) purchased from Tokyo Chemical Industries was dissolved in dimethylsulfoxide (15 ml), and after gradually adding sodium hydride (816 mg) at room temperature, the mixture was stirred for 20 minutes. 7-Benzyloxy-4-chloro-6-cyanoquinoline (3.0 g) was added, and the mixture was heated at 100° C. for 4 hours while stirring. After cooling to room temperature, the reaction solution was distributed between ethyl acetate and water, and the organic layer was washed with water, 1N aqueous sodium hydroxide and saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled off, and the obtained crude product was washed with ethyl acetate to obtain the title compound (1.72 g) as light brown crystals.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08372981B2 |
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| Quelldatensatz | uspto-grants-2013_02 |
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| ORD ID | ord-a5b9a3d025b349dc83b7d96b0902e1fd |
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| Quellennotiz | uspto-grants-2013_02 |
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