Structural Characterization of a Benzoxazinophenoxazine Formed as a By-Product During the Synthesis of a 3-Amino-N,N-dimethylsalicylamide

Several highly colored by‐products were observed chromatographically during the synthesis of 3‐amino‐N,N‐dimethylsalicylamide. One of these, an oxidative dimerization products, bis‐(N,N‐dimethylcarboxamido)‐aminophenoxazinone, was previously isolated and characterized. A tris‐(N,N‐dimethylcarboxamid...

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Veröffentlicht in:Journal of heterocyclic chemistry 2013-03, Vol.50 (2), p.435-437
Hauptverfasser: Zhong, Wendy, Yang, Jiong, Hilton, Bruce D., Feng, Wenqing, Martin, Gary E., Yin, Jianguo, Muppalla, Kiran, Tong, Weidong, Fu, Xiaoyong
Format: Artikel
Sprache:eng
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Zusammenfassung:Several highly colored by‐products were observed chromatographically during the synthesis of 3‐amino‐N,N‐dimethylsalicylamide. One of these, an oxidative dimerization products, bis‐(N,N‐dimethylcarboxamido)‐aminophenoxazinone, was previously isolated and characterized. A tris‐(N,N‐dimethylcarboxamido)‐benzoxazino[3,2‐b]phenoxazine, presumably a higher oxidation or further reaction product of the previously isolated and characterized 2‐amino‐3H‐phenoxazin‐3‐one, has also been isolated and characterized by mass spectrometry and multinuclear NMR methods. We now wish to communicate the results of that structure characterization effort.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.1077