1-(2-furyl)methyl-2-nitromethylene-imidazolidine | 146539-88-0

• 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: 1-(2-furyl)methyl-2-nitromethylene-imidazolidine
• 英文别名: 1-(2-Furanylmethyl)-2-(nitromethylene)imidazolidine；1-(furan-2-ylmethyl)-2-(nitromethylidene)imidazolidine
• CAS: 146539-88-0
• 化学式: C₉H₁₁N₃O₃
• 分子量: 209.205
• InChiKey: TVRSSZLRXBNMLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.76
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.55
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(2-furyl)methyl-2-nitromethylene-imidazolidine 在 溴 、 sodium methylate 、 溶剂黄146 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 4.34h， 生成 (E)-2-[1-(2-furanylmethyl)-2-imidazolidinylidene]-2-nitroacetonitrile
  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
• 作为产物：
  描述：

  糠基氯 以 乙醇 、 乙腈 为溶剂， 生成 1-(2-furyl)methyl-2-nitromethylene-imidazolidine
  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

• One step from nitro to oxime: a convenient preparation of unsaturated oximes by the reduction of the corresponding vinylnitro compounds
  作者：Kewei Wang、Xuhong Qian、Jingnan Cui

  DOI：10.1016/j.tet.2009.10.042

  日期：2009.12

  A series of novel unsaturated oximes were conveniently prepared from the corresponding vinylnitro compounds by reduction with SnCl2·2H2O. The structures of the oximes were characterized by 1H and 13C NMR, IR and HRMS, and X-ray crystallography analysis of 1-(6-chloro-pyridin-3-ylmethyl)-4,5-dihydro-1H-imidazole-2-carbaldehyde oxime 2a reveals that, the hydroxyl group is arranged in a trans configuration

  可以通过相应的乙烯基硝基化合物通过SnCl 2 ·2H 2 O还原而方便地制备一系列新型不饱和肟。肟的结构通过1 H和13 C NMR，IR和HRMS以及X射线晶体学分析进行表征。 1-（6-氯-吡啶-3-基甲基）-4，5-二氢-1H-咪唑-2-甲醛甲醛肟2a表明，羟基以反式构型排列。简短调查的一些证据表明，这些肟似乎是由硝基脂族化合物的aci形式还原而形成的。
• Moriya, Koichi; Shibuya, Katsuhiko; Hattori, Yumi, Bioscience, Biotechnology and Biochemistry, 1993, vol. 57, # 1, p. 127 - 128
  作者：Moriya, Koichi、Shibuya, Katsuhiko、Hattori, Yumi、Tsuboi, Shin-ichi、Shiokawa, Kozo、Kagabu, Shinzo

  DOI：——

  日期：——