Phosphorus oxychloride → Ethyl 6-fluoro-7-(pyrrol-1-yl)-1-(2-chloroethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 4561

Reaktionsgleichung

Reaktionsgleichung von HRID 4561
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:12]1[CH:16]=[CH:15][CH:14]=[CH:13]1)[N:8]([CH2:17][CH2:18]O)[CH:7]=[C:6]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:5]2=[O:25].P(Cl)(Cl)([Cl:28])=O>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:12]1[CH:16]=[CH:15][CH:14]=[CH:13]1)[N:8]([CH2:17][CH2:18][Cl:28])[CH:7]=[C:6]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:5]2=[O:25]

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 13670063Ethyl 6-fluoro-7-(pyrrol-1-yl)-1-(2-hydroxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Produkt 1

HCID 13670067Ethyl 6-fluoro-7-(pyrrol-1-yl)-1-(2-chloroethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

3.5 g (0.01 mol) of ethyl 6-fluoro-7-(pyrrol-1-yl)-1-(2-hydroxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate are suspended in 30 ml chloroform, 3 ml of Cl3PO are added, the mixture is kept at room temperature for 2 hours and evaporated to dryness, the residue is redissolved in chloroform, the resulting solution is washed with a sodium bicarbonate solution and then with water and evaporated, and the precipitate is recrystallized from dimethylformamide to give 3.3 g of a solid melting at 254°-256° C.

Aufarbeitung

  1. customevaporated to dryness
  2. dissolutionthe residue is redissolved in chloroform
  3. washthe resulting solution is washed with a sodium bicarbonate solution
  4. customwith water and evaporated
  5. customthe precipitate is recrystallized from dimethylformamide

Quellen und Nachweise

ORD-Eintrag
ord-6b9597b166164c3394f566c446f2efe8
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727080

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