Volume 50, Issue 2 pp. 435-437
Communication to the Editor

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

Wendy Zhong

Wendy Zhong

Merck Research Laboratories, Discovery and Preclinical Sciences, Structure Elucidation Group, Summit, New Jersey 07901

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Jiong Yang

Jiong Yang

Merck Research Laboratories, Discovery and Preclinical Sciences, Structure Elucidation Group, Summit, New Jersey 07901

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Bruce D. Hilton

Bruce D. Hilton

Merck Research Laboratories, Discovery and Preclinical Sciences, Structure Elucidation Group, Summit, New Jersey 07901

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Wenqing Feng

Wenqing Feng

Merck Research Laboratories, Discovery and Preclinical Sciences, Structure Elucidation Group, Summit, New Jersey 07901

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Gary E. Martin

Corresponding Author

Gary E. Martin

Merck Research Laboratories, Discovery and Preclinical Sciences, Process Chemistry, Rahway, New Jersey 07065

E-mail: [email protected] or [email protected]Search for more papers by this author
Jianguo Yin

Jianguo Yin

Merck Research Laboratories, Discovery and Preclinical Sciences, Process Chemistry, Rahway, New Jersey 07065

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Kiran Muppalla

Kiran Muppalla

Merck Research Laboratories, Discovery and Preclinical Sciences, Process Chemistry, Rahway, New Jersey 07065

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Weidong Tong

Weidong Tong

Merck Research Laboratories, Discovery and Preclinical Sciences, Process Chemistry, Rahway, New Jersey 07065

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Xiaoyong Fu

Corresponding Author

Xiaoyong Fu

Merck Research Laboratories, Discovery and Preclinical Sciences, Process Chemistry, Rahway, New Jersey 07065

E-mail: [email protected] or [email protected]Search for more papers by this author
First published: 08 April 2013
Citations: 1

Abstract

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.

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