Heteroelectrocyclic reaction of 4-azido-3-hydrazonoalkyl-quinolines to 2-arylaminopyrazolo[4,3-c]quinolones

4‐Azido‐3‐acylquinolones 4 obtained from 4‐hydroxy derivatives 1 via tosylates 3 or chlorides 5, reacted with arylhydrazines 6 to generate 4‐azido‐3‐hydrazonoalkylquinolines 7. Thermolysis of 7 gave ring closure products which were assigned to 2‐arylaminopyrazolo[4,3‐c]quinolones 10. The thermal dec...

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Veröffentlicht in:Journal of heterocyclic chemistry 2000-11, Vol.37 (6), p.1559-1569
Hauptverfasser: Hojas, Gerhard, Fiala, Werner, Stadlbauer, Wolfgang
Format: Artikel
Sprache:eng
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Zusammenfassung:4‐Azido‐3‐acylquinolones 4 obtained from 4‐hydroxy derivatives 1 via tosylates 3 or chlorides 5, reacted with arylhydrazines 6 to generate 4‐azido‐3‐hydrazonoalkylquinolines 7. Thermolysis of 7 gave ring closure products which were assigned to 2‐arylaminopyrazolo[4,3‐c]quinolones 10. The thermal decomposition conditions of the azides 4 and 7 were studied by differential scanning calorimetry (DSC).
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570370625