N-Nitroso- N-(n-butoxymethyl)arylamines

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Abstract

The title compounds were promptly obtained in fair to good yields as distillable liquids by admixing 1,3,5-triarylhexahydro-1,3,5-triazines (<b>1</b>) with <i>n</i>-butyl nitrite (<b>2</b>) in anhydrous CH<sub>2</sub>Cl<sub>2</sub> and were fully characterized by <sup>1</sup>H and <sup>13</sup>C NMR, IR, and MS. The pure products were invariably made up of geometric isomers which did not interconvert rapidly at room temperature. <i>o</i>-Substituents could cause difficulties in the free rotations of the aryl substituent about the C–N bond as well of the <i>α</i>-butoxymethyl group. The reaction is believed to occur on the monomeric imines derived from the thermal equilibration of their trimeric and dimeric precursors. Aliphatic hexahydrotriazines were found to be unreactive under the present conditions.

Journal

  • Bulletin of the Chemical Society of Japan

    Bulletin of the Chemical Society of Japan 68(5), 1361-1367, 1995-05-15

    The Chemical Society of Japan

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Codes

  • NII Article ID (NAID)
    10008889644
  • NII NACSIS-CAT ID (NCID)
    AA00580132
  • Text Lang
    ENG
  • Article Type
    ART
  • ISSN
    00092673
  • Data Source
    CJP  J-STAGE 
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