Reaction of 2-BenzoyIamino-2-methylpropionamidine and 2-Benzoylaminoacetamidine with Bifunctional Compounds

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概要

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• The reaction of 2-benzoylamino-2-methylpropionamidine (III) with 1,3-bifunctional compounds was investigated in connection with studies on 2-benzoylaminoacetamidine(I). In case of the reaction of III an appreciable amount of 5,5-dimethyl-2-phenylimidazolin-4-imide (VIII) was formed, the yield of 2-(1-benzoylamino-1-methylethyl)-4,6-dimethylpyrimidine (VI) being low. On the other hand, III reacted with ethyl acetoacetate to give 2-(1-benzoylamino-1-methylethyl)-4-hydroxy-6-methylpyrimidine (IX) in about 50% yield besides VIII. Both III and I were made to react with ethoxymethyleneacetylacetone to yield 5-acetyl-2-(1-benzoylamino-1-methylethyl)-4-methylpyrimidine (X) and 5-acetyl-2-(<I>N</I>-benzoylaminomethyl)-4-methylpyrimidine (XI), respectively. Reaction of I with ethoxymethylenemalononitrile gave 4-amino-2-(<I>N</I>-benzoylaminomethyl)-5-cyanopyrimidine (XII), but did not proceed with benzoin, malondialdehyde, tetraethoxypropane or phenacyl bromide.

• 公益社団法人 日本化学会の論文

著者

• Uchida Hiroaki

  Department of Biological Chemistry, Faculty of Science, Yamagata University, 1-4-12 Kojirakawa-machi, Yamagata 990-8560, Japan

• Ohta Masaki

  Department of Chemistry, Faculty of Science, Tokyo Institute of Technology

• Chinone Akiko

  Department of Chemistry, Faculty of Science, Ochanomizu University

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