Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 7-Chloro-6-fluoro-1-(2-hydroxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, ethyl ester | HCID 617860 | — |
| Produkt | HCID 621233 | HCID 621233 | 80% |
Reaktionsschritte
27 g of the foregoing ester product were added, portionwise, to an agitated and cooled solution of pyridine (8.1 cm3) in thionyl chloride (54 cm3). The addition was carried out at such a rate that the temperature of the mixture remained between 0° and 5° C. After returning to room temperature, the solution was heated for 1 hour under reflux and the excess of reagent was then removed by distillation under reduced pressure. The residue was added, with agitation, to 100 cm3 of iced water. The suspension obtained was neutralised by the addition of 10% aqueous Na2CO3. The precipitate obtained was filtered off, washed with water and recrystallised from ethanol (480 cm3). 22.4 g of 7-chloro-1-(2-chloroethyl)-3-ethoxycarbonyl-6-fluoro-4-oxo-1,4-dihydro-quinoline, m.p. 222° C., were obtained; yield 80%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04292317 |
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| Quelldatensatz | uspto-grants-1981_09 |
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| ORD ID | ord-9a9ba1ca650e4991835d4b9a579c1720 |
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| Quellennotiz | uspto-grants-1981_09 |
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