The Reaction of Nitriles under High Pressure. IV. The Replacement of the Substituents of Trialkyl-1,3,5-triazines

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概要

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• It was found that, when some symmetrically 2,4,6-tri-substituted 1,3,5-triazines are kept with an iminoether or an amidine under high pressures and at elevated temperatures, unsymmetrically 2,4,6-tri-substituted 1,3,5-triazines are produced by way of the replacement of one or two (<U>Remark: Graphics omitted.</U>) groups of the triazines with the (<U>Remark: Graphics omitted.</U>) group of the iminoether or that of the amidine. Several mixtures of nitriles and methanol can be used for this replacement reaction in place of iminoethers or amidines at 4000–8000 atm and 100–150 °C. In these mixtures, equilibrium amounts of methyl iminoethers are rapidly formed. Increases in the size of the substituents of the original triazine and in their electron-releasing power inhibit this replacement reaction. Nitriles with an electron-releasing moiety give tri-substituted triazines replaced selectively by one of the original substituents.

• 公益社団法人 日本化学会の論文

著者

• Yanagiya Koshin

  6th Division, National Chemical Laboratory for Industry

• Yasumoto Masahiko

  6th Division, National Chemical Laboratory for Industry

• Kurabayashi Masahiro

  6th Division, National Chemical Laboratory for Industry

関連論文

• The Reaction of Nitriles under High Pressure. II. The Catalytic Effects of Amines and Water on the Formation of Trisubstituted 1,3,5-Triazines from Nitriles
• The Reaction of Nitriles under High Pressure. III. The Cyclotrimerization of Aliphatic Nitriles in the Presence of Alcohols and the Rearrangement of the Resulting Trialkyl-1,3,5-triazines to 4-Aminopyrimidines
• The Reaction of Nitriles under High Pressure. IV. The Replacement of the Substituents of Trialkyl-1,3,5-triazines

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