4-Amino-6-methyl-2-phenyl-pyrrolo[3,4-d]pyrimidine-5,7-dione | 182359-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 4-Amino-6-methyl-2-phenyl-pyrrolo[3,4-d]pyrimidine-5,7-dione
• 英文别名: 4-Amino-6-methyl-2-phenylpyrrolo[3,4-d]pyrimidine-5,7-dione
• CAS: 182359-98-4
• 化学式: C₁₃H₁₀N₄O₂
• 分子量: 254.248
• InChiKey: OGDHNMQUESZDFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  89.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Amino-6-methyl-2-phenyl-pyrrolo[3,4-d]pyrimidine-5,7-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 以99%的产率得到4-Amino-2-phenyl-6,7-dihydro-pyrimido[4,5-d]pyridazine-5,8-dione
  参考文献：
  名称：

  Synthesis of Aminopyrimidopyidazines as Chemiluminescent Compounds by Reaction of Functionalized Maleimide with Various Amine Derivatives

  摘要：

  The reaction of ketene dithioacetal, bis(methylthio)methylenepropanedinitrile, with nitromethane gave 2-hydroxyimino-4-cyano-3-methylthiomaleimide (3) which was readily derived to the corresponding 4-cyano-3-methylthiomaleimide (5) by methylation with dimethyl sulfate followed by hydrolysis with hydrochloric acid. Compound 5 smoothly reacted with various amine compounds to give the corresponding amino-polycyclic pyrimidines containing a pyrroline ring, which were readily converted to the desired polycyclic pyridazine derivatives in good yields.

  DOI：

  10.3987/com-96-7499
• 作为产物：
  描述：

  5-[(E)-Hydroxyimino]-4-methylsulfanyl-2-oxo-2,5-dihydro-1H-pyrrole-3-carbonitrile 在 盐酸 、 sodium hydroxide 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 4-Amino-6-methyl-2-phenyl-pyrrolo[3,4-d]pyrimidine-5,7-dione
  参考文献：
  名称：

  Synthesis of Aminopyrimidopyidazines as Chemiluminescent Compounds by Reaction of Functionalized Maleimide with Various Amine Derivatives

  摘要：

  The reaction of ketene dithioacetal, bis(methylthio)methylenepropanedinitrile, with nitromethane gave 2-hydroxyimino-4-cyano-3-methylthiomaleimide (3) which was readily derived to the corresponding 4-cyano-3-methylthiomaleimide (5) by methylation with dimethyl sulfate followed by hydrolysis with hydrochloric acid. Compound 5 smoothly reacted with various amine compounds to give the corresponding amino-polycyclic pyrimidines containing a pyrroline ring, which were readily converted to the desired polycyclic pyridazine derivatives in good yields.

  DOI：

  10.3987/com-96-7499

文献信息

• Synthesis of Aminopyrimidopyidazines as Chemiluminescent Compounds by Reaction of Functionalized Maleimide with Various Amine Derivatives
  作者：Yoshinori Tominaga、Noriko Yoshioka、Seigo Kataoka

  DOI：10.3987/com-96-7499

  日期：——

  The reaction of ketene dithioacetal, bis(methylthio)methylenepropanedinitrile, with nitromethane gave 2-hydroxyimino-4-cyano-3-methylthiomaleimide (3) which was readily derived to the corresponding 4-cyano-3-methylthiomaleimide (5) by methylation with dimethyl sulfate followed by hydrolysis with hydrochloric acid. Compound 5 smoothly reacted with various amine compounds to give the corresponding amino-polycyclic pyrimidines containing a pyrroline ring, which were readily converted to the desired polycyclic pyridazine derivatives in good yields.