Structural revision in the reactions of 3-cyanochromones with primary aromatic amines. Improved synthesis of 2-amino-3-(aryliminomethyl)chromones |
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| Authors: | Vyacheslav Ya Sosnovskikh Vladimir S Moshkin |
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| Institution: | a Department of Chemistry, Ural State University, pr. Lenina 51, 620083 Ekaterinburg, Russia
b Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 620041 Ekaterinburg, Russia |
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| Abstract: | 3-Cyanochromones react with primary aromatic amines to give 2-amino-3-(aryliminomethyl)chromones as the sole products or as their mixtures with Z- and E-3-anilino-2-salicyloylacrylonitriles, depending on the reaction conditions. With aliphatic amines, 2-amino-3-(alkyliminomethyl)chromones are obtained in good yields. The reaction of 3-cyanochromone with o-phenylenediamine is reinvestigated and proof for the product structure and a possible reaction pathway are presented. |
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| Keywords: | 3-Cyanochromones Primary amines 2-Amino-3-(aryl/alkylimino)methylchromones 3-Anilino-2-salicyloylacrylonitriles |
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