(E)-2-nitro-2-[1-(2-thienylmethyl)-2-imidazolidinylidene]acetonitrile | 1254942-24-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (E)-2-nitro-2-[1-(2-thienylmethyl)-2-imidazolidinylidene]acetonitrile
• 英文别名: (2E)-2-nitro-2-[1-(thiophen-2-ylmethyl)imidazolidin-2-ylidene]acetonitrile
• CAS: 1254942-24-9
• 化学式: C₁₀H₁₀N₄O₂S
• 分子量: 250.281
• InChiKey: VNSCAAWHBZGAHU-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氯甲基噻吩 在 溴 、 sodium methylate 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 乙腈 为溶剂， 反应 4.34h， 生成 (E)-2-nitro-2-[1-(2-thienylmethyl)-2-imidazolidinylidene]acetonitrile
  参考文献：
  名称：

  Design, synthesis, and bioactivity of cyanonitrovinyl neonicotinoids as potential insecticides

  摘要：

  A series of cyanonitrovinyl neonicotinoids were designed and synthesized via five steps in about 35% overall yields. All compounds were structurally characterized by (1)H nuclear magnetic resonance (NMR), (13)C NMR, infrared (IR), and high-resolution mass spectrometry (HRMS), and single-crystal X-ray diffraction analysis of 2-[1-[(6-chloropyridin-3-yl)methyl]-2-imidazolidinylidene]-2-nitroacetonitrile revealed that the double bond is (E)-configured. The preliminary agriculture bioassay indicated that one compound exhibited moderate insecticidal activity against pea aphid.

  DOI：

  10.1007/s00706-010-0375-4

文献信息

• Design, synthesis, and bioactivity of cyanonitrovinyl neonicotinoids as potential insecticides
  作者：Kewei Wang、Xuhong Qian、Jingnan Cui

  DOI：10.1007/s00706-010-0375-4

  日期：2010.10

  A series of cyanonitrovinyl neonicotinoids were designed and synthesized via five steps in about 35% overall yields. All compounds were structurally characterized by (1)H nuclear magnetic resonance (NMR), (13)C NMR, infrared (IR), and high-resolution mass spectrometry (HRMS), and single-crystal X-ray diffraction analysis of 2-[1-[(6-chloropyridin-3-yl)methyl]-2-imidazolidinylidene]-2-nitroacetonitrile revealed that the double bond is (E)-configured. The preliminary agriculture bioassay indicated that one compound exhibited moderate insecticidal activity against pea aphid.