title: Synthesis of a hydrophilic naphthalimidedioxime.
abstract: 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.
authors.affiliation: Chemical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37831, USA.
authors.forename: Christopher D
authors.initials: CD
authors.lastname: Grant
authors.forename: Sung Ok
authors.initials: SO
authors.lastname: Kang
authors.forename: Benjamin P
authors.initials: BP
authors.lastname: Hay
mesh_terms: D057927:Hydrophobic and Hydrophilic Interactions; D015394:Molecular Structure; D010091:Oximes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D010091:Oximes