Syntheses and Properties of Some Pyrrolo[2,3-d]pyrimidine Derivatives

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概要

• 論文の詳細を見る

• The reaction of 6-amino-1,3-dimethyluracil (I) with phenacyl bromide in DMF gave 1,3-dimethyl-6-phenylpyrrolo[2,3-d]pyrimidine-2,4(1H, 3H)-dione (II) in high yield. The reaction of I and phenacyl bromide in acetic acid afforded the isomeric 1,3-dimethyl-5-phenylpyrrolo[2,3-d]pyrimidine-2,4(1H, 3H)-dione as a byproduct besides II. Nitrosation of II gave 1,3-dimethyl-5-nitroso-6-phenylpyrrolo[2,3-d]pyrimidine-2,4(1H, 3H)-dione (III) along with the corresponding 5-nitro derivative. Ring expansion of III by the Beckmann rearrangement was carried out to give 1,3-dimethyl-5-hydroxy-6-phenylpyrimido[4,5-d]-pyrimidine-2,4(1H, 3H)-dione. Denitrosation of III by the action of sulfuric acid was observed.

• 公益社団法人日本薬学会の論文
• 1973-03-25

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

  Faculty Of Pharmaceutical Sciences Kyoto University

• 金堀 猷子

  Pharmaceutical Institute, School of Medicine, Keio University

• 樋口 昌嗣

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 西垣 貞男

  Pharmaceutical Institute School Of Medicine Keio University

• 西垣 貞雄

  Pharmaceutical Institute School Of Medicine Keio University

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