2-(2-Deuterioethynyl)-1-(2-phenylethynyl)imidazole | 887601-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-Deuterioethynyl)-1-(2-phenylethynyl)imidazole
• 英文别名: 2-(2-deuterioethynyl)-1-(2-phenylethynyl)imidazole
• CAS: 887601-41-4
• 化学式: C₁₃H₈N₂
• 分子量: 193.212
• InChiKey: WYRZZAXVYSUELY-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2-Deuterioethynyl)-1-(2-phenylethynyl)imidazole 在 氯苯 作用下， 反应 48.0h， 以26%的产率得到
  参考文献：
  名称：

  Thermal cyclization of 1,2-dialkynylimidazoles to imidazo[1,2-a]pyridines

  摘要：

  Thermolysis of 1,2-dialkynylimidazoles in chlorinated solvents leads to 5-chloroimidazo[1,2-a]-pyridine products, which are also formed in DMF containing 1 equiv of HCI. Deuterium labeling of the starting dialkynylimidazoles indicates that reaction may proceed by multiple pathways, depending upon conditions and substituents. Dialkynylimidazoles can also give rise to 5-diethylamino-substituted imidazopyridines when the thermolysis is carried out in the presence of diethylamine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.084
• 作为产物：
  描述：

  2-ethynyl-1-(phenylethynyl)-1H-imidazole 在 正丁基锂 、 重水 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 0.25h， 以94%的产率得到2-(2-Deuterioethynyl)-1-(2-phenylethynyl)imidazole
  参考文献：
  名称：

  Thermal cyclization of 1,2-dialkynylimidazoles to imidazo[1,2-a]pyridines

  摘要：

  Thermolysis of 1,2-dialkynylimidazoles in chlorinated solvents leads to 5-chloroimidazo[1,2-a]-pyridine products, which are also formed in DMF containing 1 equiv of HCI. Deuterium labeling of the starting dialkynylimidazoles indicates that reaction may proceed by multiple pathways, depending upon conditions and substituents. Dialkynylimidazoles can also give rise to 5-diethylamino-substituted imidazopyridines when the thermolysis is carried out in the presence of diethylamine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.084

文献信息

• Thermal cyclization of 1,2-dialkynylimidazoles to imidazo[1,2-a]pyridines
  作者：Asha K. Nadipuram、Sean M. Kerwin

  DOI：10.1016/j.tet.2005.11.084

  日期：2006.4

  Thermolysis of 1,2-dialkynylimidazoles in chlorinated solvents leads to 5-chloroimidazo[1,2-a]-pyridine products, which are also formed in DMF containing 1 equiv of HCI. Deuterium labeling of the starting dialkynylimidazoles indicates that reaction may proceed by multiple pathways, depending upon conditions and substituents. Dialkynylimidazoles can also give rise to 5-diethylamino-substituted imidazopyridines when the thermolysis is carried out in the presence of diethylamine. (c) 2006 Elsevier Ltd. All rights reserved.