(Z)-N-[2,3-dihydro-7-nitro-1-(3-pyridinylmethyl)-1H-imidazo[1,2-b]isothiazol-6-ylidene]benzamide | 1254942-14-7

• 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: (Z)-N-[2,3-dihydro-7-nitro-1-(3-pyridinylmethyl)-1H-imidazo[1,2-b]isothiazol-6-ylidene]benzamide
• CAS: 1254942-14-7
• 化学式: C₁₈H₁₅N₅O₃S
• 分子量: 381.415
• InChiKey: SVQDLNLHEBDCPK-JZJYNLBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  93.63
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (Z)-N-[2,3-dihydro-7-nitro-1-(3-pyridinylmethyl)-1H-imidazo[1,2-b]isothiazol-6-ylidene]benzamide 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以72%的产率得到(E)-2-nitro-2-[1-(3-pyridinylmethyl)-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
• 作为产物：
  描述：

  3-氯甲基吡啶 在 溴 、 溶剂黄146 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 4.17h， 生成 (Z)-N-[2,3-dihydro-7-nitro-1-(3-pyridinylmethyl)-1H-imidazo[1,2-b]isothiazol-6-ylidene]benzamide
  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