A reinvestigation of the reactions of 3-substituted chromones with hydroxylamine. Unexpected synthesis of 3-amino-4H-chromeno[3,4-d]isoxazol-4-one and 3-(diaminomethylene)chroman-2,4-dione |
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| Authors: | Vyacheslav Ya. Sosnovskikh Vladimir S. Moshkin |
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| Affiliation: | 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: | Reactions of 3-substituted chromones (3-formylchromone, 3-formylchromone-3-oxime, and 3-cyanochromone) with hydroxylamine in alkaline medium were reinvestigated, and a proof of structures and a probable reaction pathway are presented. Syntheses of 2-aminochromone-3-carboxamide, 3-amino-4H-chromeno[3,4-d]isoxazol-4-one, and 3-(diaminomethylene)chroman-2,4-dione were developed. |
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| Keywords: | 3-Substituted chromones Hydroxylamine 2-Aminochromone-3-carboxamide 3-Amino-4H-chromeno[3,4-d]isoxazol-4-one 3-(Diaminomethylene)chroman-2,4-dione |
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