2-anilino-2-(3-nitrophenyl)-1-nitroethane | 107922-73-6

• 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: 2-anilino-2-(3-nitrophenyl)-1-nitroethane
• 英文别名: N-[2-nitro-1-(3-nitro-phenyl)-ethyl]-aniline；N-[2-Nitro-1-(3-nitro-phenyl)-aethyl]-anilin；N-[2-nitro-1-(3-nitrophenyl)ethyl]aniline
• CAS: 107922-73-6
• 化学式: C₁₄H₁₃N₃O₄
• 分子量: 287.275
• InChiKey: DDFPMDQMPPJTKY-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：

  间硝基苯甲醛 在 ammonium acetate 、 溶剂黄146 作用下， 反应 8.1h， 生成 2-anilino-2-(3-nitrophenyl)-1-nitroethane
  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

• Synthesis of aza-Henry products and enamines in water by Michael addition of amines or thiols to activated unsaturated compounds
  作者：Azim Ziyaei-Halimehjani、Mohammad R. Saidi

  DOI：10.1016/j.tetlet.2007.12.042

  日期：2008.2

  Nitroamines and nitrothiols were synthesized in high yields by the Michael addition of amines and thiols to nitroolefins without using any catalyst. Also, the reaction of amines with dimethylacetylene dicarboxylate (DMAD) in water afforded the corresponding enamines.

  在不使用任何催化剂的情况下，通过将胺和硫醇的迈克尔加成至硝基烯烃，可以高收率合成硝基胺和硝基硫醇。同样，胺与二羧酸二甲基乙炔二酯（DMAD）在水中的反应得到相应的烯胺。
• Synthesis of Some 2-Aminonitroethanes via Silica Gel-Catalyzed Nitro-Mannich Reaction
  作者：Ali S. Mahasneh

  DOI：10.1515/znb-2006-0918

  日期：2006.9.1

  Abstract A direct one pot, three-component nitro-Mannich reaction of a nonenolizable aldehyde, aniline or one of its ring-substituted derivatives and nitromethane was carried out on silica gel surface. The products of the reaction, 2-aminonitroethane, were obtained in high yields. IR, 1H NMR, 13C NMR spectra and elemental analysis confirmed the structures of the products.

  摘要 在硅胶表面上进行了非烯醇化醛、苯胺或其环取代衍生物之一与硝基甲烷的直接一锅三组分硝基-曼尼希反应。以高产率获得反应产物2-氨基硝基乙烷。IR、1H NMR、13C NMR光谱和元素分析证实了产物的结构。
• 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。