Abstract <p>The reaction of 2,2′-[1,3(4)-phenylene]bis(4-hydroxy-6<i>H</i>-1,3-oxazin-6-ones) with 1,3-binucleo­philes (amidines and guanidine) in boiling methanol in the presence of sodium methoxide involved recyclization with the formation of the corresponding bis-1,3,5-triazine derivatives. The reaction time and yield (65–77%) were found to be determined by the amidine nucleophilicity and substrate structure. The structure of the synthesized compounds was confirmed by <sup>1</sup>H and <sup>13</sup>C NMR spectra.</p>

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Reaction of Bis(4-hydroxy-6H-1,3-oxazin-6-ones) with 1,3-Binucleophiles

  • M. P. Novikova,
  • D. A. Kolesnik,
  • A. A. Varvarkina,
  • P. O. Levshukova,
  • I. P. Yakovlev,
  • G. V. Ksenofontova,
  • E. N. Kirillova

摘要

Abstract

The reaction of 2,2′-[1,3(4)-phenylene]bis(4-hydroxy-6H-1,3-oxazin-6-ones) with 1,3-binucleo­philes (amidines and guanidine) in boiling methanol in the presence of sodium methoxide involved recyclization with the formation of the corresponding bis-1,3,5-triazine derivatives. The reaction time and yield (65–77%) were found to be determined by the amidine nucleophilicity and substrate structure. The structure of the synthesized compounds was confirmed by 1H and 13C NMR spectra.