3-{1,3-bis[(6-chloropyridin-3-yl)methyl]-1,3-dihydro-2H-benzimidazol-2-ylidene}-1,1-dichloro-1,3-dinitropropan-2-one | 1175523-64-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-{1,3-bis[(6-chloropyridin-3-yl)methyl]-1,3-dihydro-2H-benzimidazol-2-ylidene}-1,1-dichloro-1,3-dinitropropan-2-one
• CAS: 1175523-64-4
• 化学式: C₂₂H₁₄Cl₄N₆O₅
• 分子量: 584.202
• InChiKey: OCSBXYGYXGWCET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  135.61
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  1,3-bis[(6-chloropyridin-3-yl)methyl]-2-(2,3,3-trichloro-1-nitroprop-2-en-1-ylidene)-2,3-dihydro-1H-benzimidazole 在 硝酸 、 水 作用下， 以50%的产率得到3-{1,3-bis[(6-chloropyridin-3-yl)methyl]-1,3-dihydro-2H-benzimidazol-2-ylidene}-1,1-dichloro-1,3-dinitropropan-2-one
  参考文献：
  名称：

  Chemistry of polyhalogenated nitrobutadienes, 8: Nitropolychlorobutadienes—Precursors for insecticidal neonicotinoids

  摘要：

  Nitropolychlorobutadienes are valuable precursors for highly functionalized acyclic or (hetero) cyclic compounds. In this 8th part of our synthetically oriented series we focus on the application of these versatile starting materials in the synthesis of analogs of the heterocyclic insecticides imidacloprid(TM) and thiacloprid(TM), and the acyclic counterpart clothianidin(TM). In addition to the main synthetic part, leading to imidazolidines or oxazolidines, further promising types of compounds derived by subsequent chemical modi. cations, are introduced. Most of the new compounds show high insecticidal activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.01.001