Condensation products of Betti base and pyridinecarboxaldehydes


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Abstract

Previously unknown condensation products were obtained by the reaction of the racemic Betti base with 2-, 3- and 4-pyridinecarboxaldehydes. It was established that they have a naphthoxazine structure in solid state. In the solution, a three-component ring-chain equilibrium is established between the imine form and cis- and trans-oxazines. Over time or under heating, these compounds are prone to 2-azaallylic prototropic tautomerism, involving 1-(phenyl- (pyridinylmethylimino)methyl)naphthalen-2-ols in equilibrium.

About the authors

K. E. Metlushka

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

Email: alfonsov@yandex.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

D. N. Sadkova

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

Email: alfonsov@yandex.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

K. A. Nikitina

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

Email: alfonsov@yandex.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

Z. R. Yamaleeva

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

Email: alfonsov@yandex.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

K. A. Ivshin

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”; Alexander Butlerov Institute of Chemistry, Kazan Federal University

Email: alfonsov@yandex.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088; 18 ul. Kremlyevskaya, Kazan, 420008

O. N. Kataeva

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

Email: alfonsov@yandex.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

V. A. Alfonsov

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

Author for correspondence.
Email: alfonsov@yandex.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088


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