2,4(1H,3H)-嘧啶二酮,5-[(4-氯苯基)(肟基)甲基]-1,3-二甲基-,(Z)- | 135073-85-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2,4(1H,3H)-嘧啶二酮,5-[(4-氯苯基)(肟基)甲基]-1,3-二甲基-,(Z)-
• 英文名称: 1,3-Dimethyl-5-(4-chlorobenzoyl)uracil oxime
• CAS: 135073-85-7
• 化学式: C₁₃H₁₂ClN₃O₃
• 分子量: 293.71
• InChiKey: IBZRYOZDWOJYKP-PTNGSMBKSA-N

物化性质

• 沸点：
  430.5±55.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.96
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  76.59
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  1,3-二甲基脲嘧啶 、 Alpha,4-二氯苯甲醛肟 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以20%的产率得到2,4(1H,3H)-嘧啶二酮,5-[(4-氯苯基)(肟基)甲基]-1,3-二甲基-,(Z)-
  参考文献：
  名称：

  Reactivity of nitrile oxides toward the 5,6-double bond of uracil derivatives: synthesis of some 5-aroylpyrimidine nucleoside oximes

  摘要：

  The 5-aroylpyrimidine nucleoside oximes 3-10 were prepared in moderate to good yield by the reaction of the corresponding pyrimidine nucleosides 2a-d with stable nitrile oxides. The nitrile oxides were generated in situ from the corresponding hydroximoyl chlorides 1a-e. From these reactions, only the 1,3-addition products 3-10 were obtained. No products of cycloaddition could be isolated. The 1,3-addition products 3-10 could be formed from the ring-opening reaction of the initially formed 1,3-cycloaddition products. Evidence that supports the proposed mechanism came from experiments that used 1,3-dimethyluracil (13) as the substrate.

  DOI：

  10.1021/jo00030a011