N-(2-nitro-1-(o-nitrophenyl)ethyl)aniline | 107921-15-3

• 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-(2-nitro-1-(o-nitrophenyl)ethyl)aniline
• 英文别名: N-[2-nitro-1-(2-nitro-phenyl)-ethyl]-aniline；N-[2-Nitro-1-(2-nitro-phenyl)-aethyl]-anilin；N-[2-nitro-1-(2-nitrophenyl)ethyl]aniline
• CAS: 107921-15-3
• 化学式: C₁₄H₁₃N₃O₄
• 分子量: 287.275
• InChiKey: INULANLUBGREJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-nitro-2-(2-nitrovinyl)benzene 、 苯胺 反应 0.1h， 以100%的产率得到N-(2-nitro-1-(o-nitrophenyl)ethyl)aniline
  参考文献：
  名称：

  An expeditious, highly efficient, catalyst-free and solvent-free synthesis of nitroamines and nitrosulfides by Michael addition

  摘要：

  一种简单、原子经济、高效且快速的绿色方法已被开发，用于通过简单混合或研磨，将胺和硫醇与硝基烯烃进行迈克尔加成，从而合成硝基胺和硝基硫化物。这种无催化剂和无溶剂的绿色方法在室温下能够在几分钟内定量产出加成产物。该方法不需要任何水淬火、溶剂分离和重结晶、柱色谱等纯化步骤。

  DOI：

  10.1039/c0gc00830c

文献信息

• An expeditious, highly efficient, catalyst-free and solvent-free synthesis of nitroamines and nitrosulfides by Michael addition
  作者：Garima Choudhary、Rama Krishna Peddinti

  DOI：10.1039/c0gc00830c

  日期：——

  A simple, atom economical, fast and highly efficient green protocol has been developed for the synthesis of nitroamines and nitrosulfides by the Michael addition of amines and thiols to nitroolefins by simple mixing or grinding. This catalyst-free and solvent-free green approach provided the addition products in quantitative yield within minutes at room temperature. This procedure does not require any water quenches, solvent separations and purification steps such as recrystallization and column chromatography.

  一种简单、原子经济、高效且快速的绿色方法已被开发，用于通过简单混合或研磨，将胺和硫醇与硝基烯烃进行迈克尔加成，从而合成硝基胺和硝基硫化物。这种无催化剂和无溶剂的绿色方法在室温下能够在几分钟内定量产出加成产物。该方法不需要任何水淬火、溶剂分离和重结晶、柱色谱等纯化步骤。
• Tung-Yin; Yun-Yee, Huaxue Xuebao/Acta Chimica Sinica, 1959, vol. 25, p. 417,418
  作者：Tung-Yin、Yun-Yee

  DOI：——

  日期：——
• MgO nanoparticles as an efficient and reusable catalyst for aza-Michael reaction
  作者：Mahmood Tajbakhsh、Maryam Farhang、Ali Asghar Hosseini

  DOI：10.1007/s13738-013-0338-x

  日期：2014.6

  MgO nanoparticles were prepared by an improved sol–gel technique which appeared to have narrow size distributions. The synthesized magnesium oxide nanoparticles were used as an efficient catalyst in aza-Michael reaction for addition of amines to a series of α,β-unsaturated carbonyl compounds and nitro olefins under solvent-free conditions at room temperature to afford high yields of the β-amino carbonyl and β-nitro amines. The catalyst can be recovered and reused at least five successive runs without loss of activity.

  通过改进的溶胶-凝胶技术制备的MgO纳米颗粒具有较窄的粒径分布。合成的氧化镁纳米颗粒在无溶剂条件下于室温下作为高效催化剂，用于一系列α,β-不饱和羰基化合物和硝基烯烃的氮迈克尔加成反应中，以及胺的加成反应，从而获得高产率的β-氨基羰基和β-硝基胺。该催化剂可回收并在至少五次连续运行中重复使用而不会损失活性。