N'-(2-iodo-4-nitrophenyl)ethanimidamide | 1262137-03-0

• 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: N'-(2-iodo-4-nitrophenyl)ethanimidamide
• CAS: 1262137-03-0
• 化学式: C₈H₈IN₃O₂
• 分子量: 305.075
• InChiKey: POYBYDSGUMBYHS-UHFFFAOYSA-N

物化性质

• 沸点：
  342.6±52.0 °C(Predicted)
• 密度：
  1.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N'-(2-iodo-4-nitrophenyl)ethanimidamide 在 copper(I) oxide 、 potassium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 水 为溶剂， 反应 30.0h， 以99%的产率得到2-甲基-5-硝基苯并咪唑
  参考文献：
  名称：

  Copper-Catalyzed Intramolecular C−N Bond Formation: A Straightforward Synthesis of Benzimidazole Derivatives in Water

  摘要：

  A straightforward, efficient, and more sustainable copper-catalyzed method has been developed for intramolecular N-arylation providing the benzimidazole ring system. With Cu2O (5 mol %) as the catalyst, DMEDA (10 mol %) as the ligand, and K2CO3 as the base, this protocol was applied to synthesize a small library of benzimidazoles in high yields. Remarkably, the reaction was exclusively carried out in water, rendering the methodology highly valuable from both environmental and economical points of view.

  DOI：

  10.1021/jo1021426

文献信息

• Copper-Catalyzed Intramolecular C−N Bond Formation: A Straightforward Synthesis of Benzimidazole Derivatives in Water
  作者：Jinsong Peng、Min Ye、Cuijuan Zong、Fangyun Hu、Lingtong Feng、Xiaoyan Wang、Yufeng Wang、Chunxia Chen

  DOI：10.1021/jo1021426

  日期：2011.1.21

  A straightforward, efficient, and more sustainable copper-catalyzed method has been developed for intramolecular N-arylation providing the benzimidazole ring system. With Cu2O (5 mol %) as the catalyst, DMEDA (10 mol %) as the ligand, and K2CO3 as the base, this protocol was applied to synthesize a small library of benzimidazoles in high yields. Remarkably, the reaction was exclusively carried out in water, rendering the methodology highly valuable from both environmental and economical points of view.