N-(2,6-Dichlorobenzoyl)-1,3-dimethyl-5-aminouracil | 138784-55-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,6-Dichlorobenzoyl)-1,3-dimethyl-5-aminouracil
• 英文别名: 2,6-dichloro-N-(1,3-dimethyl-2,4-dioxopyrimidin-5-yl)benzamide
• CAS: 138784-55-1
• 化学式: C₁₃H₁₁Cl₂N₃O₃
• 分子量: 328.155
• InChiKey: IKLCXTDBZARBLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  21.0
• 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：
  73.1
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  1,3-二甲基脲嘧啶 在 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 82.0h， 生成 N-(2,6-Dichlorobenzoyl)-1,3-dimethyl-5-aminouracil
  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

文献信息

• Reactivity of nitrile oxides toward the 5,6-double bond of uracil derivatives: synthesis of some 5-aroylpyrimidine nucleoside oximes
  作者：Jae Nyoung Kim、Eung K. Ryu

  DOI：10.1021/jo00030a011

  日期：1992.2

  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.