4.0 Article

Conditions for the Synthesis of 4,5-Diaryl-3-hydroxy-2,2'-bipyridine-6-carbonitriles by the Reaction of 1,2,4-Triazine-5-carbonitriles with 2-Aminooxazoles

Journal

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 58, Issue 2, Pages 175-179

Publisher

MAIK NAUKA/INTERPERIODICA/SPRINGER
DOI: 10.1134/S1070428022020026

Keywords

5-cyano-1; 2; 4-triazines; 2-aminooxazoles; aza-Diels-Alder reaction; 1; 2-dichlorobenzene; 3-hydroxy-2; 2'-bipyridines; 1; 2; 4-triazines

Funding

  1. Council for Grants under the President of the Russian Federation [MK-320.2021.1.3]

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This study tested various conditions for the inverse electron-demand aza-Diels-Alder reaction in order to obtain 4,5-diaryl-3-hydroxy-2,2'-bipyridine-6-carbonitriles from the series of 5-aryl-3-(2-pyridyl)-1,2,4-triazine-5-carbonitriles and 2-amino-4-aryloxazoles. Heating in 1,2-dichlorobenzene or under solvent-free conditions were found to be the most effective.
Various conditions for the inverse electron-demand aza-Diels-Alder reaction in the series of 5-aryl-3-(2-pyridyl)-1,2,4-triazine-5-carbonitriles and 2-amino-4-aryloxazoles to obtain 4,5-diaryl-3-hydroxy-2,2'-bipyridine-6-carbonitriles were tested. Heating in 1,2-dichlorobenzene or under solvent-free conditions were found to be the most effective.

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