Ethyl-[1-(3-nitro-phenyl)-meth-(E)-ylidene]-amine | 110079-38-4

• 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: Ethyl-[1-(3-nitro-phenyl)-meth-(E)-ylidene]-amine
• 英文别名: N-ethyl-1-(3-nitrophenyl)methanimine
• CAS: 110079-38-4
• 化学式: C₉H₁₀N₂O₂
• 分子量: 178.191
• InChiKey: NKRUUGYYEHPKRA-UHFFFAOYSA-N

物化性质

• 沸点：
  289.4±23.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  Ethyl-[1-(3-nitro-phenyl)-meth-(E)-ylidene]-amine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 N-ethyl-(3-nitrobenzyl)amine
  参考文献：
  名称：

  Benzylamines: synthesis and evaluation of antimycobacterial properties

  摘要：

  The synthesis of benzylamines with various N-alkyl chains and substituents in the aromatic system as well as their evaluation on Mycobacterium tuberculosis H 37 Ra are described. The most active compounds in this test, N-methyl-3-chlorobenzylamine (19, MIC 10.2 micrograms/mL), N-methyl-3,5-dichlorobenzylamine (93, MIC 10.2 micrograms/mL), and N-butyl-3,5-difluorobenzylamine (103, MIC 6.4 micrograms/mL), also exhibited a marked inhibitory effect on Mycobacterium marinum and Mycobacterium lufu used for the determination of antileprotic properties. The combinations of 93 with aminosalicylic acid, streptomycin, or dapsone exert marked supra-additive effects on M. tuberculosis H 37 Ra.

  DOI：

  10.1021/jm00375a005
• 作为产物：
  描述：

  N-chloro-N-[(3-nitrophenyl)methyl]ethanamine 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 Ethyl-[1-(3-nitro-phenyl)-meth-(E)-ylidene]-amine
  参考文献：
  名称：

  Reactions of N-(chlorobenzyl)alkylamines with sodium methoxide in methanol. Steric effects in elimination reactions

  摘要：

  DOI：

  10.1021/jo00230a018

文献信息

• Dialkyl Diazomalonates in Transition-Metal-Free, Thermally Promoted, Diastereoselective Wolff β-Lactam Synthesis
  作者：Mikhail Krasavin、Judith Synofzik、Olga Bakulina、Dmitry Dar’in、Grigory Kantin

  DOI：10.1055/s-0040-1707811

  日期：2020.8

  Metal-free, thermally promoted synthesis of 3-alkoxy-3-alkoxycarbonyl-2-azetidinones via the Wolff-Staudinger β-lactam synthesis using dialkyl diazomalonates is described. The reaction appears fairly general and delivers only one diastereomer.

  描述了使用重氮丙二酸二烷基酯通过 Wolff-Staudinger β-内酰胺合成法合成 3-alkoxy-3-alkoxycarbonyl-2-azetidinones 的无金属热促进合成。该反应看起来相当普遍，并且仅产生一种非对映异构体。
• Homophthalic Esters: A New Type of Reagents for the Castagnoli‐Cushman Reaction
  作者：Natalia Guranova、Olga Bakulina、Dmitry Dar'in、Grigory Kantin、Mikhail Krasavin

  DOI：10.1002/ejoc.202101281

  日期：2022.3.7

  A fundamentally new reagent space has been discovered for the Castagnoli-Cushman reaction. Cyclic anhydride has been successfully replaced with CDI-activated monoesters of homophthalic acid allowing direct preparation of tetrahydroisoquinolonic esters. Mechanistic studies suggested a new reaction pathway not involving any previously described alkoxyisocoumarines.

  已经为 Castagnoli-Cushman 反应发现了一个全新的试剂空间。环酸酐已成功地被 CDI 活化的高邻苯二甲酸单酯取代，从而可以直接制备四氢异喹诺酮酯。机理研究提出了一种不涉及任何先前描述的烷氧基异香豆素的新反应途径。
• Reactions of N-chloro-N-alkylbenzylamines with amines in acetonitrile. Origin of steric effect in imine-forming elimination
  作者：Bong Rae Cho、Young Wook Suh

  DOI：10.1021/jo00273a016

  日期：1989.6