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HRID 5803Erstellt: 23. Oktober 2026

4H-pyran-4-one → 8-(4-Oxo-1,4-dihydropyridin-1-yl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one

https://huagongshe.com/de/reaction/5803

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4H-pyran-4-oneHCID 7968—
Edukt8-amino-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one hydrochlorideHCID 19794214—
LösungsmittelWaterHCID 962—
Produkt8-(4-Oxo-1,4-dihydropyridin-1-yl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-oneHCID 1979422910,3%

Reaktionsschritte

A stirred mixture of 8-amino-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one hydrochloride (1.5 g) and 4H-pyran-4-one (0.84 g) in water (40 ml) was heated under reflux for 2 hours in a nitrogen atmosphere. The resultant solid was washed with dilute hydrochloric acid to give a crude product, 0.5 g. Purification by column chromatography (silica gel, 9:1 chloroform: methanol) gave the title compound 0.18 g, m.p. >300° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246928
Quelldatensatzuspto-grants-1993_09
ORD IDord-59c565222c524969851c7e1b747f4739
Quellennotizuspto-grants-1993_09