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Oxidation of secondary aliphatic amines in systems containing sodium peroxydisulfate

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    In the Na2S2O8-CuCl2 system, secondary aliphatic amines (RCH2CH2)2NH are transformed into 2-chloro- and 2,2-dichloroalkanals, alkanoic acids and their alkylamides; their most probable precursors are RCH2CH=NCH2CH2R azomethines, formed as a result of oxidative deprotonation.

  2. 2.

    In the Na2S2O8-NaCN-NaOH system, oxidation of dialkylamines by a mechanism of oxidative substitution with the formation of the products of N-cyanidation: cyanamides and ureas, and the products of N-hydroxylation, dialkylhydroxylamines, predominate.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    E. I. Troyanskii, V. A. Ioffe & G. I. Nikishin

Authors
  1. E. I. Troyanskii
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  2. V. A. Ioffe
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  3. G. I. Nikishin
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1808–1814, August, 1985.

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Troyanskii, E.I., Ioffe, V.A. & Nikishin, G.I. Oxidation of secondary aliphatic amines in systems containing sodium peroxydisulfate. Russ Chem Bull 34, 1656–1661 (1985). https://doi.org/10.1007/BF00948513

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  • DOI: https://doi.org/10.1007/BF00948513

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