Oxidation and nitrosation of 4-(3-alkylureido)-2, 2, 6, 6-tetramethylpiperidine-1-oxyls to 4-(3-alkyl-3-nitrosoureido)-2, 2, 6, 6-tetramethyl-1-oxopiperidinium salts |
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Authors: | V D Sen' V A Golubev |
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Institution: | (1) Institute of Chemical Physics in Chemogolovka, Russian Academy of Sciences, 142432 Chemogolovka, Moscow Region, Russian Federation |
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Abstract: | 4-(3-Alkylureido)-2, 2, 6, 6-tetramethylpiperidine-1-oxyls are rapidly oxidized by N2O4 or NOCl to 4-(3-alkylureido)-2, 2, 6, 6-tetramethyl-1-oxopiperidinium nitrates and chlorides, which are then nitrosated to 4-(3-alkyl-3-nitrosoureido)-2, 2, 6, 6-tetramethyl-1-oxopiperidinium salts. The perchlorates of the latter were prepared by an exchange reaction with HClO4. The nitrosation of alkylureidooxoammonium salts is the first example of chemical modification of oxoammonium derivatives in which the highly reactive >N+=O group is inert toward the reagent.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 542–547, March, 1993. |
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Keywords: | alkylurea nitroxides oxidation alkylureidooxoammonium salts nitrosation alkylnitrosoureidooxoammonium salts water-soluble alkylnitrosoureas |
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