Aminonitrile rearrangement of s-triazolo[1,5-c]pyrimidines upon reaction with aryl (alkyl) halides

Aminonitrile cleavage of the cyclic system was observed in the reaction of s-triazolo(1,5-c)pyrimidine derivatives with aryl (alkyl) halides in an alkaline medium or in dimethylformamide. It is shown that this transformation proceeds through the formation of intermediate quaternary salts. The effect...

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Veröffentlicht in:	Chem. Heterocycl. Compd. (Engl. Transl.); (United States) 1985-03, Vol.21 (3), p.355-358
Hauptverfasser:	Konyukhov, V. N., Dianova, L. N., Koksharova, T. G., Volkova, N. V., Bakulev, V. A., Anisimova, O. S.
Format:	Artikel
Sprache:	eng
Schlagworte:	400201 - Chemical & Physicochemical Properties 640302 - Atomic, Molecular & Chemical Physics- Atomic & Molecular Properties & Theory ACTIVATION ENERGY AMIDES AMINES AMMONIUM COMPOUNDS AROMATICS ATOMIC AND MOLECULAR PHYSICS AZINES AZOLES BINDING ENERGY CHARGE DISTRIBUTION CHLORINATED ALIPHATIC HYDROCARBONS CHLORINATED AROMATIC HYDROCARBONS CHROMATOGRAPHY CONFORMATIONAL CHANGES DISSOCIATION ELECTRON DENSITY ELECTRONIC STRUCTURE ENERGY FORMAMIDE HALOGENATED ALIPHATIC HYDROCARBONS HALOGENATED AROMATIC HYDROCARBONS HETEROCYCLIC COMPOUNDS INFRARED SPECTRA INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY IODINATED ALIPHATIC HYDROCARBONS LCAO METHOD MASS SPECTRA MECHANICS METHYL IODIDE MOLECULAR ORBITAL METHOD NITRILES NMR SPECTRA ORGANIC CHLORINE COMPOUNDS ORGANIC COMPOUNDS ORGANIC HALOGEN COMPOUNDS ORGANIC IODINE COMPOUNDS ORGANIC NITROGEN COMPOUNDS PYRIMIDINES QUANTUM MECHANICS QUATERNARY COMPOUNDS REACTION INTERMEDIATES SEPARATION PROCESSES SPECTRA STRUCTURAL CHEMICAL ANALYSIS THIN-LAYER CHROMATOGRAPHY TRIAZOLES ULTRAVIOLET SPECTRA
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Beschreibung
Zusammenfassung:	Aminonitrile cleavage of the cyclic system was observed in the reaction of s-triazolo(1,5-c)pyrimidine derivatives with aryl (alkyl) halides in an alkaline medium or in dimethylformamide. It is shown that this transformation proceeds through the formation of intermediate quaternary salts. The effect of electron-acceptor and electron-donor substituents on their stability was ascertained. The structures of the substances were established by means of IR, UV, PMR, and mass spectroscopy.
ISSN:	0009-3122 1573-8353
DOI:	10.1007/BF00506680