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Z. Naturforsch. 2014,
69b, 501 – 508
doi:10.5560/ZNB.2014-4001
Formation of Azolo[1,2,4]triazinium Salts by Reaction of Heterocyclic-substituted 1-Azo-naphthalen-2-ols with Strong Acids
Fakultät für Mathematik und Naturwissenschaften, Technische Universität Dresden, D-01062 Dresden, Germany
Reprint requests to Prof. Dr. Horst Hartmann. Fax: +49 351 4633 9485. E-mail:
hartmann@iapp.de
Received January 2, 2014 / published online May 7, 2014
By reaction of heterocyclic-substituted 1-azo-naphth-2-ols with the Vilsmeier reagent or with strong acids polycyclic azolo[1,2,4]triazinium salts are formed in good yields. The azolo[1,2,4] triazinium salts exhibit similar UV/Vis absorption properties as the starting azo compounds, but in contrast to those the fluorescence appears in the visible range.
Key words: 1-Arylazo-2-naphthols, Benzo[b]naphtho[2,1-e]thiazolo[2,3-c][1,2,4]triazinium Salts, Naphtho[2,1-e]thiazolo[2,3-c][1,2,4]triazinium Salts, Naphtho[2,1-e][1,3,4]thiadiazolo [2,3-c][1,3,4]triazinium Salts, Vilsmeier Reaction