Oxidative Bond Fission of β-Alkanolamines by Chlorine Dioxide and the Effect of an Oxymethylene Group at the β-Carbon on the Reaction

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Abstract

Oxidative bond fission of β-alkanolamines, R^1R^2C (OH) CR^3_2NHR^4 (group A amines) and R^5-O-CH_2CH (OH)-CH_2NHR^6 (group B amines) by chlorine dioxide was studied in buffer solution of pH 10,and the results were compared with those obtained by electrochemical oxidation of group A amines. No significant difference was found between the two groups of amines, and the fission mainly occurred at the C-N rather than the (α) C-(β) C bond except in the case of the amine in which R^1=phenyl. Chlorine dioxide oxidation, in general, caused more C-N bond fission than electrochemical oxidation did, and the reason for this is discussed.

Journal

Chemical & pharmaceutical bulletin   [List of Volumes]

Chemical & pharmaceutical bulletin 31(1), 122-127, 1983-01-25  [Table of Contents]

The Pharmaceutical Society of Japan

Codes

  • NII Article ID (NAID) :
    110003662673
  • NII NACSIS-CAT ID (NCID) :
    AA00602100
  • Text Lang :
    ENG
  • ISSN :
    00092363
  • Databases :
    NII-ELS