Photochemical synthesis of 2-amino-1-hydroxy-9,10-anthraquinone-9-alkyl(aryl)imines |
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Authors: | I Ya Mainagashev L S Klimenko V P Vetchinov V I Mamatyuk |
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Institution: | (1) Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090 Novosibirsk, Russian Federation |
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Abstract: | Irradiation of a mixture of 1-aryloxy-2-amino-9,10-anthraquinone and amines in benzene results in formation of the derivatives of 2-amino-1-hydroxy-9,10-anthraquinone-9-alkyl(aryl)imines in a high yield. 2-Amino-1-hydroxy-9,10-anthraquinone-9-aikylimines were shown by13C and15N NMR to exist predominantly in the enaminoquinoid form whereas 2-amino-1-hydroxy-9,10-anthraquinone-9-arylimines exist in the oxyimine form. Sunlight irradiation of the derivatives of 2-benzoylamino-9,10-anthraqumone-9-alkylimines results in formation of the photocyclization products — 4-benzoylaminoanthra-9,1-d,e]-1,3-oxasinones-7.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 940–944, May, 1993. |
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Keywords: | photochemical synthesis 2-amino-1-hydroxy-9 10-anthraquinone-9-alkyi(aryl)imines 13C 15N NMR |
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