Synthesis, structure and reactions of substituted 2-aminotetrahydrochynoline-3-carbonitriles

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Abstract

A series of substituted 2-aminotetrahydroquinolinecarbonitriles was obtained by three-component condensation of diaryl(hetaryl)methylidenecyclohexanones, malononitrile and ammonium acetate. Factors influencing the selectivity of reactions and the route of product formation have been identified. The interaction of aminoquinoline carbonitriles with acetic anhydride under acid catalysis conditions led to the formation of substituted hexahydropyrimido[4,5-b]quinolinones. The structure of the compounds was established using IR, 1H, 13C NMR spectra and two-dimensional correlations HSQC spectroscopy.

About the authors

A. V. Nikulin

Saratov National Research State named after N.G. Chernyshevsky (SSU)

Email: vasilkovano@mail.ru
ORCID iD: 0000-0002-2123-4960

Institute of Chemistry

Russian Federation, ul. Astrakhanskaya, 83/1, Saratov, 410012

N. O. Vasilkova

Saratov National Research State named after N.G. Chernyshevsky (SSU)

Author for correspondence.
Email: vasilkovano@mail.ru
ORCID iD: 0000-0001-9437-0704

Institute of Chemistry

Russian Federation, ul. Astrakhanskaya, 83/1, Saratov, 410012

A. P. Krivenko

Saratov National Research State named after N.G. Chernyshevsky (SSU)

Email: vasilkovano@mail.ru
ORCID iD: 0000-0003-3277-4556

Institute of Chemistry

Russian Federation, ul. Astrakhanskaya, 83/1, Saratov, 410012

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