dimethyl 2-(5-chloro-2-oxobenzo[d]oxazol-3(2H)-yl)fumarate | 1274944-85-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: dimethyl 2-(5-chloro-2-oxobenzo[d]oxazol-3(2H)-yl)fumarate
• 英文别名: dimethyl (Z)-2-(5-chloro-2-oxo-1,3-benzoxazol-3-yl)but-2-enedioate
• CAS: 1274944-85-2
• 化学式: C₁₃H₁₀ClNO₆
• 分子量: 311.678
• InChiKey: YLVVVLUXLXAGTA-TWGQIWQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丁炔二酸二甲酯 、 氯唑沙宗 在 三苯胂 作用下， 以 丙酮 为溶剂， 反应 3.17h， 以96%的产率得到dimethyl 2-(5-chloro-2-oxobenzo[d]oxazol-3(2H)-yl)fumarate
  参考文献：
  名称：

  Triphenylarsine as an Efficient Catalyst in Diastereospecific Synthesis of N-Vinyl Heterocyclic Compounds

  摘要：

  [image omitted] A diastereospecific synthesis of N-vinyl heterocyclic compounds is described from a reaction of dialkyl acetylenedicarboxylate and N-H heterocyclic compounds, such as phthalimide, saccharin, 3(2H)-pyridazinone, isatin, maleimide, 2,4-thiazolidinedione, 2-benzoxazolinione and 6-chloro-2-benzoxazolinione, in the presence of triphenylarsine as an efficient catalyst, in excellent yield. The presented one-pot method is simple and effective with mild conditions.

  DOI：

  10.1080/00397911003629432

文献信息

• Triphenylarsine as an Efficient Catalyst in Diastereospecific Synthesis of N-Vinyl Heterocyclic Compounds
  作者：Malek Taher Maghsoodlou、Reza Heydari、Sayyed Mostafa Habibi-Khorassani、Nourollah Hazeri、Mojtaba Lashkari、Mohsen Rostamizadeh、Seyed Sajad Sajadikhah

  DOI：10.1080/00397911003629432

  日期：2011.1.31

  [image omitted] A diastereospecific synthesis of N-vinyl heterocyclic compounds is described from a reaction of dialkyl acetylenedicarboxylate and N-H heterocyclic compounds, such as phthalimide, saccharin, 3(2H)-pyridazinone, isatin, maleimide, 2,4-thiazolidinedione, 2-benzoxazolinione and 6-chloro-2-benzoxazolinione, in the presence of triphenylarsine as an efficient catalyst, in excellent yield. The presented one-pot method is simple and effective with mild conditions.