Synthesis of a Hydrophilic Naphthalimidedioxime

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• 作者：Christopher D. Grant ; Sung Ok Kang ; Benjamin P. Hay
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：August 2, 2013
• 年：2013
• 卷：78
• 期：15
• 页码：7735-7740
• 全文大小：281K
• 年卷期：v.78,no.15(August 2, 2013)
• ISSN：1520-6904

文摘

Imidedioximes are formed in hydroxylamine-treated polyacrylonitrile adsorbents used in the extraction of uranium from seawater. Although known to be a good uranophile, the glutarimidedioxime model compound 1 is rapidly hydrolyzed under acidic conditions used to elute metals from the adsorbent. This work reports the synthesis of a hydrophilic naphthalimidedioxime derivative 14, which is stable under acidic elution conditions. The synthesis starts from simple acenaphthenequinone 7 and converts it to a functional group dense imidedioxime 14 in 7 steps.