2-(2,5-dichlorophenyl)-1,3,4-oxadiazole | 23289-01-2

• 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: 2-(2,5-dichlorophenyl)-1,3,4-oxadiazole
• CAS: 23289-01-2
• 化学式: C₈H₄Cl₂N₂O
• 分子量: 215.039
• InChiKey: SKCVSGZVHKRFQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2,5-dichlorophenyl)-1,3,4-oxadiazole 在 Selectfluor 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以67%的产率得到2-iodo-5-(2,5-dichlorophenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Transition-Metal-Free Oxidative Iodination of 1,3,4-Oxadiazoles

  摘要：

  AbstractTransition‐metal‐free oxidative iodination of 2‐substituted 1,3,4‐oxadiazoles was achieved by using sodium iodide as the halide source and Selectfluor as the oxidant. Variously substituted products were obtained in moderate to good yields under operationally straightforward conditions. Compared to existing methods for analogous conversions, the newly developed protocol appears synthetically attractive.

  DOI：

  10.1002/ejoc.201403352
• 作为产物：
  描述：

  2,5-二氯苯酰肼 、 原甲酸三甲酯 在 Al³⁺-K₁₀ montmorillonite clay 作用下， 以 neat (no solvent) 为溶剂， 反应 0.25h， 以91%的产率得到2-(2,5-dichlorophenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  微波促进以Al 3+ -K10粘土为多相催化剂一锅合成2-芳基取代的1,3,4-恶二唑和1,2,4-恶二唑衍生物

  摘要：

  开发了一种有效，廉价的方法，可在无溶剂的微波条件下，从酰肼和原甲酸三甲酯开始，一锅法合成2-芳基取代的1,3,4-恶二唑和1,2,4-恶二唑Al 3+ -K10蒙脱土作为非均相催化剂。本研究的新颖之处在于在温和的条件下，由易得的前体和催化剂以一锅法高收率合成恶二唑和苯并咪唑部分。

  DOI：

  10.1016/j.tetlet.2014.05.004

文献信息

• Transition-Metal-Free Oxidative Iodination of 1,3,4-Oxadiazoles
  作者：Carl Albrecht Dannenberg、Vincent Bizet、Liang-Hua Zou、Carsten Bolm

  DOI：10.1002/ejoc.201403352

  日期：2015.1

  AbstractTransition‐metal‐free oxidative iodination of 2‐substituted 1,3,4‐oxadiazoles was achieved by using sodium iodide as the halide source and Selectfluor as the oxidant. Variously substituted products were obtained in moderate to good yields under operationally straightforward conditions. Compared to existing methods for analogous conversions, the newly developed protocol appears synthetically attractive.
• Microwave promoted one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazole derivatives using Al3+-K10 clay as a heterogeneous catalyst
  作者：Dhanusu Suresh、Kuppusamy Kanagaraj、Kasi Pitchumani

  DOI：10.1016/j.tetlet.2014.05.004

  日期：2014.7

  An efficient, inexpensive method is developed for the one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazoles starting from acid hydrazides and trimethyl orthoformate under solvent-free, microwave conditions using a reusable Al3+-K10 montmorillonite clay as a heterogeneous catalyst. The novelty of the present study lies in the synthesis of oxadiazole and benzimidazole moieties

  开发了一种有效，廉价的方法，可在无溶剂的微波条件下，从酰肼和原甲酸三甲酯开始，一锅法合成2-芳基取代的1,3,4-恶二唑和1,2,4-恶二唑Al 3+ -K10蒙脱土作为非均相催化剂。本研究的新颖之处在于在温和的条件下，由易得的前体和催化剂以一锅法高收率合成恶二唑和苯并咪唑部分。