4-methylene-1-benzyl-3-phenyl-5,6-dimethyl-1H,3H,6H-pyrimido<4,5-d>pyrimidine-2,7-dione | 139057-10-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-methylene-1-benzyl-3-phenyl-5,6-dimethyl-1H,3H,6H-pyrimido<4,5-d>pyrimidine-2,7-dione
• 英文别名: 1-benzyl-5,6-dimethyl-4-methylidene-3-phenylpyrimido[4,5-d]pyrimidine-2,7-dione
• CAS: 139057-10-6
• 化学式: C₂₂H₂₀N₄O₂
• 分子量: 372.426
• InChiKey: LISNSAZESQGUAB-UHFFFAOYSA-N

物化性质

• 沸点：
  535.6±43.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  58.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  diacetylketene N,S-acetal 以 甲苯 为溶剂， 反应 14.0h， 生成 4-methylene-1-benzyl-3-phenyl-5,6-dimethyl-1H,3H,6H-pyrimido<4,5-d>pyrimidine-2,7-dione
  参考文献：
  名称：

  Synthesis of derivatives of 4-alkylthiouracil, cytosine, pyrido[2,3-d]pyrimidine, and pyrimido[4,5-d]pyrimidine from the N,S- and N,N-acetals of diacetylketene and isocyanates

  摘要：

  The action of alkyl and aryl isocyanates on the N,S-acetals of diacetylketene leads to the formation of 4-alkylthio-5-acetyl-1-alkyl(aryl)-6-methyl-1H-pyrimidin-2-ones (derivatives of 4-alkylthiouracils). The reaction of the synthesized thiouracils with amines or the reaction of the N,N-acetals of diacetylketene (N,N-ADK) with an equimolar amount of aryl isocyanates leads to the formation of substituted 4-amino-5-acetyl-1H-pyrimidin-2-ones derivatives of cytosine). From the latter and isocyanates or directly from N,N-ADK and an excess of the isocyanate, derivatives of 4-methylene-1H,3H,4H-pyrimido[4,5-d]pyrimidine-2,7-dione were obtained. The exception was the condensation of 3-[N-(4,6-dimethyl-2-pyrimidinyl)diaminomethylene]pentane-2,4-dione with aryl isocyanates, which led to 3H,8H-pyrido[2,3-d]pyrimidine-2,5-diones.

  DOI：

  10.1007/bf00961050

文献信息

• Synthesis of derivatives of 4-alkylthiouracil, cytosine, pyrido[2,3-d]pyrimidine, and pyrimido[4,5-d]pyrimidine from the N,S- and N,N-acetals of diacetylketene and isocyanates
  作者：V. A. Dorokhov、M. F. Gordeev、A. V. Komkov、V. S. Bogdanov

  DOI：10.1007/bf00961050

  日期：1991.11

  The action of alkyl and aryl isocyanates on the N,S-acetals of diacetylketene leads to the formation of 4-alkylthio-5-acetyl-1-alkyl(aryl)-6-methyl-1H-pyrimidin-2-ones (derivatives of 4-alkylthiouracils). The reaction of the synthesized thiouracils with amines or the reaction of the N,N-acetals of diacetylketene (N,N-ADK) with an equimolar amount of aryl isocyanates leads to the formation of substituted 4-amino-5-acetyl-1H-pyrimidin-2-ones derivatives of cytosine). From the latter and isocyanates or directly from N,N-ADK and an excess of the isocyanate, derivatives of 4-methylene-1H,3H,4H-pyrimido[4,5-d]pyrimidine-2,7-dione were obtained. The exception was the condensation of 3-[N-(4,6-dimethyl-2-pyrimidinyl)diaminomethylene]pentane-2,4-dione with aryl isocyanates, which led to 3H,8H-pyrido[2,3-d]pyrimidine-2,5-diones.