Synthese von 4‐Aminocinnolinen aus (Arylhydrazono)(cyan)‐essigsäurederivaten

Synthese von 4‐Aminocinnolinen aus (Arylhydrazono)(cyan)‐essigsäurederivaten

Synthesis of 4‐Aminocinnolines from (Arylhydrazono)(cyano)acetic Acid Derivatives The intramolecular Friedel‐Crafts reaction of (arylhydrazono)(cyano)acetamides and ‐malono‐nitriles 1 yields the 4‐amino‐3‐cinnolinecarboxylic acid derivatives 2. Toluene as solvent takes part in the reaction of 1d and...

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Veröffentlicht in:Liebigs Annalen der Chemie 1984-07, Vol.1984 (7), p.1390-1394
Hauptverfasser: Gewald, Karl, Calderon, Osmar, Schäfer, Harry, Hain, Ute
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container_issue 7
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container_title Liebigs Annalen der Chemie
container_volume 1984
creator Gewald, Karl
Calderon, Osmar
Schäfer, Harry
Hain, Ute
description Synthesis of 4‐Aminocinnolines from (Arylhydrazono)(cyano)acetic Acid Derivatives The intramolecular Friedel‐Crafts reaction of (arylhydrazono)(cyano)acetamides and ‐malono‐nitriles 1 yields the 4‐amino‐3‐cinnolinecarboxylic acid derivatives 2. Toluene as solvent takes part in the reaction of 1d and e and forms the 4‐amino‐3‐cinnolyl p‐tolyl ketones 3. Ethyl (phenylhydrazono)(cyano)acetate reacts in the presence of AlCl3 to yield the 4‐hydroxy‐3‐cinnolinecarbonitrile (4). The pyrimido[5,4‐c]cinnolinone 6, the 4‐amino‐3‐cinnolinecarboxylic acid 2g, and its thioamide 2h can be obtained from 2.
doi_str_mv 10.1002/jlac.198419840715
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title Synthese von 4‐Aminocinnolinen aus (Arylhydrazono)(cyan)‐essigsäurederivaten
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