3-(2-methoxyphenyl)-5-phenyl-1,2,4-oxadiazole | 144726-82-9

• 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-methoxyphenyl)-5-phenyl-1,2,4-oxadiazole
• 英文别名: 3-(o-methoxyphenyl)-5-1,2,4-oxadiazole；3-(2-methoxy-phenyl)-5-phenyl-[1,2,4]oxadiazole；3-(2-Methoxy-phenyl)-5-phenyl-[1,2,4]oxadiazol
• CAS: 144726-82-9
• 化学式: C₁₅H₁₂N₂O₂
• 分子量: 252.272
• InChiKey: QCTWQSIGJANDRV-UHFFFAOYSA-N

物化性质

• 沸点：
  422.4±47.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-羟基-2-甲氧基-苯甲酰胺 在 苯甲酰氯 作用下， 生成 3-(2-methoxyphenyl)-5-phenyl-1,2,4-oxadiazole
  参考文献：
  名称：

  Miller, Chemische Berichte, 1889, vol. 22, p. 2801

  摘要：

  DOI：

文献信息

• Thiol-promoted intermolecular cyclization to synthesize 1,2,4-oxadiazoles including tioxazafen under transition metal-free conditions
  作者：Congcong Yan、Min Zhang、Jiaxin Li、Jinli Zhang、Yangjie Wu

  DOI：10.1039/d3ob00770g

  日期：——

  and efficient one-pot intermolecular annulation reaction for the synthesis of 1,2,4-oxadiazoles from amidoximes and benzyl thiols has been developed, in which benzyl thiols act as not only reactants but also organo-catalysts. The control experiments proved that thiol substrates could facilitate the dehydroaromatization step. High yield, functional group diversity and transition metal-free, extra oxidant-free

  开发了一种简单高效的一锅式分子间环化反应，用于由偕胺肟和苄硫醇合成 1,2,4-恶二唑，其中苄硫醇不仅充当反应物，而且充当有机催化剂。对照实验证明硫醇底物可以促进脱氢芳构化步骤。产率高、官能团多样性、不含过渡金属、不含额外氧化剂、条件温和是其重要的实用特点。此外，该方案为合成市售广谱杀线虫剂 tioxazafen 提供了一种有效的替代方法。
• Synthesis and study of the structure of o-hydroxyaryl-1,2,4-oxadiazoles
  作者：Yu. I. Ryabukhin、A. Yu. Eliseeva、K. F. Suzdalev、S. B. Bulgarevich、D. Ya. Movshovich、A. P. Knyazev、P. B. Terent'ev、T. A. Yusman

  DOI：10.1007/bf00767011

  日期：1992.4
• Microwave assisted synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from substituted amidoximes and benzoyl cyanides
  作者：Shivaji Kandre、Pundlik Rambhau Bhagat、Rajiv Sharma、Amol Gupte

  DOI：10.1016/j.tetlet.2013.04.101

  日期：2013.7

  We report herein the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from amidoximes and substituted or unsubstituted benzoyl cyanides under microwave irradiation. Substituted or unsubstituted O-carboxyphenyl amidoxime is a key intermediate of this alternative method developed for the synthesis of these heterocycles. These reactions employ simple synthetic protocols devoid of lengthy purification procedures and proceed with good yield. (c) 2013 Elsevier Ltd. All rights reserved.