Sulfuric Acid → 6-Bromo-8-methylquinolin-2(1H)-one

HRID 1904373Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1904373
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])/[CH:10]=[CH:11]/OCC)=[C:4]([CH3:16])[CH:3]=1.S(=O)(=O)(O)O>>[Br:1][C:2]1[CH:7]=[C:6]2[C:5](=[C:4]([CH3:16])[CH:3]=1)[NH:8][C:9](=[O:15])[CH:10]=[CH:11]2

Komponenten

3

Edukt 2

HCID 1118Sulfuric AcidHCID 14221021Trans-N-(4-bromo-2-methylphenyl)-3-ethoxypropenamide

Produkt 1

HCID 138361836-Bromo-8-methylquinolin-2(1H)-one

Versuchsvorschrift

Trans-N-(4-bromo-2-methylphenyl)-3-ethoxypropenamide (2.0 g) was added portionwise with stirring to 98% sulphuric acid (15 cm3) at room temperature. After 16 hours the solution was poured onto ice (100 cm3) and the resulting precipitate was filtered off and dried (1.5 g). Recrystallisation from ethyl acetate-methanol afforded 6-bromo-8-methyl-2-(1H)-quinolone, m.p. 272°-274°.

Aufarbeitung

  1. additionAfter 16 hours the solution was poured onto ice (100 cm3)
  2. filtrationthe resulting precipitate was filtered off
  3. customdried (1.5 g)
  4. customRecrystallisation from ethyl acetate-methanol

Quellen und Nachweise

ORD-Eintrag
ord-0e4ed99147114de3b2e9a83183cc9270
Quelldatensatz
uspto-grants-1989_06
Patentnummer
US04837334

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