HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1029118Erstellt: 27. Oktober 2026
Dimethylacetamide → 1-(4-Amino-phenoxy)-5H-benzo[c][1,8]naphthyridin-6-one
https://huagongshe.com/reaction/1029118
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylacetamide | HCID 31374 | — |
| Edukt | Lithium phenoxide | HCID 11815295 | — |
| Edukt | 1-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one | HCID 58168008 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 1-(4-Amino-phenoxy)-5H-benzo[c][1,8]naphthyridin-6-one | HCID 58168367 | 22% |
Reaktionsschritte
1-Chloro-5H-benzo[c][1,8]naphthyridin-6-one (80 mg, 0.35 mmol), and lithium phenoxide (1 mL, 1.04 mmol, 1M solution in THF) were suspended in DMAC (2 mL), and stirred for 4 h at 100° C. The reaction mixture was cooled to room temperature, and diluted with H2O. The resulting precipitate was filtered, washed with H2O, and dried under vacuum to provide 137 (22 mg, 22% yield) as a tan solid. LC-MS (M+H=289, obsd.=289). 1H NMR (400 MHz, d6-DMSO): δ 12.12 (s, 1H), 9.08 (d, 1H), 8.42 (dd, 1H), 8.28 (d, 1H), 7.88 (td, 1H), 7.70 (t, 1H), 7.55 (m, 2H), 7.35 (m, 3H), 6.55 (d, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08735584B2 |
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| Quelldatensatz | uspto-grants-2014_05 |
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| ORD ID | ord-ae1c1435f9544b099a3d9e9a1f94cbca |
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| Quellennotiz | uspto-grants-2014_05 |
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