Potassium Nitrate → 5-Bromo-6-fluoro-8-nitroquinaldine

HRID 434667

Reaktionsgleichung

Reaktionsgleichung von HRID 434667
[N+:1]([O-:4])([O-])=[O:2].[K+].[Br:6][C:7]1[C:16]([F:17])=[CH:15][CH:14]=[C:13]2[C:8]=1[CH:9]=[CH:10][C:11]([CH3:18])=[N:12]2>S(=O)(=O)(O)O.ClCCl>[Br:6][C:7]1[C:16]([F:17])=[CH:15][C:14]([N+:1]([O-:4])=[O:2])=[C:13]2[C:8]=1[CH:9]=[CH:10][C:11]([CH3:18])=[N:12]2

Komponenten

5

Edukt 2

HCID 24434Potassium NitrateHCID 130353135-Bromo-6-fluoro-2-methylquinoline

Produkt 1

HCID 131919625-Bromo-6-fluoro-8-nitroquinaldineAusbeute 91,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1118Sulfuric AcidLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 11.5 g of potassium nitrate in 30 ml of concentrated sulfuric acid was added to 21.0 g of 5-bromo-6-fluoroquinaldine in 117 ml of concentrated sulfuric acid dropwise at -5° C. After stirring at room temperature for 5 hours, the reaction mixture was poured into 2 l of ice water to precipitate solids which were then collected by filtration. The filtrate was rendered alkaline to form a small amount of solids, which together with the former solids were dissolved in dichloromethane. After the solution was dried over sodium sulfate the solvent was distilled off. Recrystallization of the residue from isopropanol gave 22.9 g of 5-bromo-6-fluoro-8-nitroquinaldine. m.p. 135°-137° C.

Aufarbeitung

  1. customto precipitate solids which
  2. filtrationwere then collected by filtration
  3. customto form a small amount of solids, which together with the former solids
  4. dry with materialAfter the solution was dried over sodium sulfate the solvent
  5. distillationwas distilled off
  6. customRecrystallization of the residue from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-3ce4858b3b4c477693aa3864b68984a6
Quelldatensatz
uspto-grants-1983_08
Patentnummer
US04399134

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