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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 252081Erstellt: 26. Oktober 2026

Sodium Hydroxide → (E)-7((5-Methyl-1H-imidazol-4-yl)methylene)-6,7-dihydroquinolin-8(5H)-one

https://huagongshe.com/reaction/252081

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt5-Methyl-1H-imidazole-4-carbaldehydeHCID 2795887—
Edukt6,7-Dihydro-5H-quinoline-8-oneHCID 11744777—
LösungsmittelSulfuric AcidHCID 1118—
Produkt(E)-7((5-Methyl-1H-imidazol-4-yl)methylene)-6,7-dihydroquinolin-8(5H)-oneHCID 5931663686%

Reaktionsschritte

A solution of (3) (0.990 g, 6.73 mmol) and 5-methyl-1H-imidazole-4-carbaldehyde (0.890 g, 8.05 mmol) in 40% sulfuric acid (10 mL) was heated at 110° C. for 16 h. The reaction was cooled to rt. Crushed ice was added and the mixture was stirred vigorously, while NaOH(s) was added carefully. At pH ˜6 the product precipitated from solution. The mixture was stirred for 30 m at room temperature, and filtered to isolate (E)-7-((5-Methyl-1H-imidazol-4-yl)methylene)-6,7-dihydroquinolin-8(5H)-one (4) as a yellow solid, 1.39 gram (5.81 mmol, 86% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07868020B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-8f2649347f554303b68d9c6417248c66
Quellennotizuspto-grants-2011_01