N-(3-nitrobenzylidene)-O-toluidine | 17064-93-6

• 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-(3-nitrobenzylidene)-O-toluidine
• 英文别名: N-<3-Nitro-benzyliden>-o-toluidin；3-Nitro-benzaldehyd-(2-methyl-anil)；3-Nitro-benzaldehyd-o-tolylimin；N-(3-Nitro-benzyliden)-o-toluidin；(3-Nitro-benzal)-o-toluidin；N-(2-methylphenyl)-1-(3-nitrophenyl)methanimine
• CAS: 17064-93-6
• 化学式: C₁₄H₁₂N₂O₂
• 分子量: 240.261
• InChiKey: ZTFAOAOMPKRDSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-nitrobenzylidene)-O-toluidine 、 N-(4-nitrobenzylidene)-2-methylaniline 、 丁酮 在 碘 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 、
  参考文献：
  名称：

  Cross double Mannich reaction catalyzed by I2: Synthesis of highly substituted 4-piperidones

  摘要：

  Cross double Mannich reaction and tandem cyclization were achieved under iodine catalyzed conditions, yielding a series of highly substituted 4-piperidones. Among the possible diastereomers, only one diastereomer was isolated, which could be ascribed to the chair-like transition state in six-membered ring, in which all of the hindered groups are located in the pseudoequatorial orientation. (C) 2011 Xiao Dong Jia. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2011.12.008
• 作为产物：
  描述：

  3-硝基亚苄基乙酰乙酸乙酯 、 邻甲苯胺 在 乙醇 作用下， 生成 N-(3-nitrobenzylidene)-O-toluidine
  参考文献：
  名称：

  Ruhemann; Watson, Journal of the Chemical Society, 1904, vol. 85, p. 1175

  摘要：

  DOI：

文献信息

• Hodgson; Smith, Journal of the Society of Chemical Industry, 1930, vol. 49, p. 408 T
  作者：Hodgson、Smith

  DOI：——

  日期：——
• Ruhemann; Watson, Journal of the Chemical Society, 1904, vol. 85, p. 1175
  作者：Ruhemann、Watson

  DOI：——

  日期：——
• Cross double Mannich reaction catalyzed by I2: Synthesis of highly substituted 4-piperidones
  作者：Xiao Dong Jia、Xiang Ning Chen、Cong De Huo、Fang Fang Peng、Chang Qing、Xi Cun Wang

  DOI：10.1016/j.cclet.2011.12.008

  日期：2012.3

  Cross double Mannich reaction and tandem cyclization were achieved under iodine catalyzed conditions, yielding a series of highly substituted 4-piperidones. Among the possible diastereomers, only one diastereomer was isolated, which could be ascribed to the chair-like transition state in six-membered ring, in which all of the hindered groups are located in the pseudoequatorial orientation. (C) 2011 Xiao Dong Jia. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.