3-phenyl-5-(2-thiophenyl)-1,2,4-oxadiazole-4-oxide | 1448510-50-6

• 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-phenyl-5-(2-thiophenyl)-1,2,4-oxadiazole-4-oxide
• 英文别名: 4-Oxido-3-phenyl-5-thiophen-2-yl-1,2,4-oxadiazol-4-ium；4-oxido-3-phenyl-5-thiophen-2-yl-1,2,4-oxadiazol-4-ium
• CAS: 1448510-50-6
• 化学式: C₁₂H₈N₂O₂S
• 分子量: 244.274
• InChiKey: IRIPRSOFAQYPJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-phenyl-5-(2-thiophenyl)-1,2,4-oxadiazole-4-oxide 在 三甲氧基磷 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 3-苯基-5-(噻吩-2-基)-[1,2,4]噁二唑
  参考文献：
  名称：

  HNO made-easy from photochemical cycloreversion of novel 3,5-heterocyclic disubstituted 1,2,4-oxadiazole-4-oxides

  摘要：

  A variety of symmetric and asymmetric 3,5-heterocyclic disubstituted 1,2,4-oxadiazole-4-oxides have been prepared through cycloaddition of aromatic and heteroaromatic nitrile oxides to heteroaromatic amidoximes. A library of novel, fully characterized, 1,2,4-oxadiazole-4-oxides has been obtained as valuable precursors, upon photochemical activation, of new nitrosocarbonyl intermediates. The photochemical cycloreversion of the 1,2,4-oxadiazole-4-oxides was investigated from the computational point of view and the hydrolysis of the generated nitrosocarbonyl intermediates in water constituted the way for an easy-made HNO generation process because of the photochemical behavior of the parent compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.067
• 作为产物：
  描述：

  噻吩-2-胺肟 、 benzohydroximoyl chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以30%的产率得到3-phenyl-5-(2-thiophenyl)-1,2,4-oxadiazole-4-oxide
  参考文献：
  名称：

  HNO made-easy from photochemical cycloreversion of novel 3,5-heterocyclic disubstituted 1,2,4-oxadiazole-4-oxides

  摘要：

  A variety of symmetric and asymmetric 3,5-heterocyclic disubstituted 1,2,4-oxadiazole-4-oxides have been prepared through cycloaddition of aromatic and heteroaromatic nitrile oxides to heteroaromatic amidoximes. A library of novel, fully characterized, 1,2,4-oxadiazole-4-oxides has been obtained as valuable precursors, upon photochemical activation, of new nitrosocarbonyl intermediates. The photochemical cycloreversion of the 1,2,4-oxadiazole-4-oxides was investigated from the computational point of view and the hydrolysis of the generated nitrosocarbonyl intermediates in water constituted the way for an easy-made HNO generation process because of the photochemical behavior of the parent compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.067