3-(2,4-dichlorophenyl)-5-(4-methylphenyl)-1,2,4-oxadiazole | 1207383-82-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(2,4-dichlorophenyl)-5-(4-methylphenyl)-1,2,4-oxadiazole
• 英文别名: 3-(2,4-dichlorophenyl)-5-(p-methylphenyl)-1,2,4-oxadiazole
• CAS: 1207383-82-1
• 化学式: C₁₅H₁₀Cl₂N₂O
• 分子量: 305.163
• InChiKey: LJWJZZVLMFMUAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-二氯苯腈 在 盐酸羟胺 、 sodium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 12.0h， 生成 3-(2,4-dichlorophenyl)-5-(4-methylphenyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  Organic reactions in water: an efficient method for the synthesis of 1,2,4-oxadiazoles in water

  摘要：

  A simple and efficient process has been developed for the synthesis of 1,2,4-oxadiazoles in good yields through the reaction of amidoximes with anhydrides under catalyst-free conditions in water. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.081

文献信息

• Clean one-pot synthesis of 1,2,4-oxadiazoles under solvent-free conditions using microwave irradiation and potassium fluoride as catalyst and solid support
  作者：Shahnaz Rostamizadeh、Hamid Reza Ghaieni、Reza Aryan、Ali Mohammad Amani

  DOI：10.1016/j.tet.2009.11.063

  日期：2010.1

  Potassium fluoride was found to be an efficient catalyst and solid support for the synthesis of 3,5-disubstituted-1,2,4-oxadiazoles. In this work, a one-pot method for the synthesis of these compounds from the reaction of nitriles with hydroxylamine hydrochloride and acyl chloride in the presence of potassium fluoride under solvent-free conditions using microwave irradiation has been developed. The

  发现氟化钾是用于合成3,5-二取代-1,2,4-恶二唑的有效催化剂和固体载体。在这项工作中，已经开发了一种一锅法，该方法是在无溶剂条件下使用微波辐射，在氟化钾存在下，腈与盐酸羟胺和酰氯的反应来合成这些化合物。与常规固体载体相比，使用氟化钾作为固体载体的优点是操作简单和产物分离方便。
• An efficient mEthod for the One-Pot Tandem Synthesis of 3,5-Disubstituted-1,2,4-Oxadiazoles from Benzyl Halides
  作者：Behrooz Mirza

  DOI：10.3184/174751915x14353363823928

  日期：2015.7

  The first example of a one-pot tandem approach for the synthesis of 3,5-disubstituted-1,2,4-oxadiazole derivatives from benzyl halides and amidoxime is reported. Derivatives of 3,5-disubstituted 1,2,4-oxadiazole were obtained in excellent yields under mild conditions using DMSO in the absence of an additional oxidant. Benzyl bromides bearing a range of substituents proved to be suitable substrates

  报道了从苄基卤化物和胺肟合成 3,5-二取代-1,2,4-恶二唑衍生物的一锅串联方法的第一个例子。3,5-二取代的 1,2,4-恶二唑的衍生物在温和条件下使用 DMSO 在没有额外氧化剂的情况下以优异的产率获得。带有一系列取代基的苄基溴被证明是该方法的合适底物，该方法提供了 Kornblum 氧化的非常有效和方便的应用。
• Organic reactions in water: an efficient method for the synthesis of 1,2,4-oxadiazoles in water
  作者：Babak Kaboudin、Leila Malekzadeh

  DOI：10.1016/j.tetlet.2011.09.081

  日期：2011.11

  A simple and efficient process has been developed for the synthesis of 1,2,4-oxadiazoles in good yields through the reaction of amidoximes with anhydrides under catalyst-free conditions in water. (C) 2011 Elsevier Ltd. All rights reserved.