A Novel Synthesis of Iminodipyrimidines

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概要

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• The reaction of 4-amino-6-hydroxy-2-methylpyrimidine with phosphorus oxychloride at 220-230° gave 6,6'-dichloro-2,2'-dimethyl-4,4'-iminodipyrimidine (I) in good yield. I was also obtained from 4-amino-6-chloro-2-methylpyrimidine under these conditions. The reaction was extended successfully to some other 4-aminopyrimidine derivatives to form the corresponding iminodipyrimidines. Reaction of either 4-amino-6-methoxy (or ethoxy)-2-methylpyrimidine or 6,6'-dimethoxy (or diethoxy)-2,2'-dimethyl-4,4'-iminodipyrimidine with phosphorus oxychloride at 220-230° proceeds anomalously to give I in quantitative yields. Replacement of the chlorine atoms in I by nucleophiles was carried out. Direct synthesis of 4,4'-dichloro-6,6'-dimethyl-2,2'-iminodipyrimidine was realized in the reaction of 2-amino-4-hydroxy-6-methylpyrimidine or 2-amino-4-chloro-6-methylpyrimidine with phosphorus oxychloride.

• 公益社団法人日本薬学会の論文
• 1970-05-25

著者

• 千賀 慶太郎

  Pharmaceutical Institute School Of Medicine Keio University

• 千賀 慶太郎

  慶応大 病院

• 千賀 慶太郎

  慶応義塾大学病院薬剤部

• 米田 文郎

  Pharmaceutical Sciences, Kumamoto University

• 荻原 和子

  Pharmaceutical Institute, Keio-Gijuku University

• 西垣 貞雄

  Pharmaceutical Institute School Of Medicine Keio University

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