A new method for the construction of [1,2,4]triazolo[1,5-a]pyridine system

Quaternization of 4-amino-4 H -1,2,4-triazole with γ-bromodipnones and 5-(bromomethyl)-2,2,6,6-tetramethylhept-4-en-3-one occurred at the N-1 nitrogen atom, with the formation of quaternary salts that were cyclized in the presence of bases into [1,2,4]triazolo[1,5- a ]-pyridine derivatives. Quaterna...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2019-05, Vol.55 (4-5), p.367-373
Main Authors: Kovtunenko, Volodymyr A., Potikha, Lyudmila M., Shelepyuk, Andriy V., Tarasiuk, Taras N.
Format: Article
Language:English
Subjects:
Alkaloids
Chemistry
Chemistry and Materials Science
Methods
Nitrogen
Nitrogen (Chemical element)
Nitrous acid
Organic Chemistry
Pharmacy
Pyridine
Pyridines
Triazoles
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Summary:Quaternization of 4-amino-4 H -1,2,4-triazole with γ-bromodipnones and 5-(bromomethyl)-2,2,6,6-tetramethylhept-4-en-3-one occurred at the N-1 nitrogen atom, with the formation of quaternary salts that were cyclized in the presence of bases into [1,2,4]triazolo[1,5- a ]-pyridine derivatives. Quaternary 4-amino-4 H -1,2,4-triazolium salts and aromatic 1-amino-1 H -[1,2,4]triazolo[1,5- a ]pyridinium salts can be deaminated by treatment with nitrous acid, giving 1-substituted 1,2,4-triazoles and the respective [1,2,4]triazolo[1,5- a ]pyridines.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-019-02466-w