4-nitro-N-(3-phenylpropyl)aniline | 501680-99-5

• 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: 4-nitro-N-(3-phenylpropyl)aniline
• 英文别名: 5-Nitro-2-(3-phenylpropylamino)-benzole
• CAS: 501680-99-5
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: BFGKWKBAMFECRA-UHFFFAOYSA-N

物化性质

• 熔点：
  85-88 °C
• 沸点：
  443.3±38.0 °C(Predicted)
• 密度：
  1.195±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-硝基-N-[(1E)-3-苯基丙-2-烯-1-亚基]苯胺 在 polymethylhydrosiloxane 作用下， 以 二氯甲烷 为溶剂， 生成 4-nitro-N-(3-phenylpropyl)aniline
  参考文献：
  名称：

  Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA): a novel system for reductive amination reactions

  摘要：

  Polymethylhydrosiloxine (PMHS)/trifluoroacetic acid (TFA) was discovered as a novel metal-free system for reductive amination reactions. A variety of(het)aryl amines as well as a representative carbamate and urea were successfully alkylated by benzaldehyde in the presence of PMHS and TFA in dichloromethane at room temperature in moderate to excellent yields (28-87%). Furthermore, this reaction protocol was Successfully applied to the alkylation of p-nitroaniline with a wide range of aldehydes, ketones, and a representative acetal to obtain the alkylated products in yields ranging from 40% to 92%. The current work represents one of the very few examples of PMHS being activated by a Bronsted acid. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.048

文献信息

• Regiospecific N-Arylation of Aliphatic Amines under Mild and Metal-Free Reaction Conditions
  作者：Nibadita Purkait、Gabriella Kervefors、Erika Linde、Berit Olofsson

  DOI：10.1002/anie.201807001

  日期：2018.8.27

  A transition metal‐free N‐arylation of primary and secondary amines with diaryliodonium salts is presented. Both acyclic and cyclic amines are well tolerated, providing a large set of N‐alkyl anilines. The methodology is unprecedented among metal‐free methods in terms of amine scope, the ability to transfer both electron‐withdrawing and electron‐donating aryl groups, and efficient use of resources

  本文介绍了伯胺和仲胺与二芳基碘鎓盐的无过渡金属N芳基化反应。无环和环状胺都具有良好的耐受性，可提供大量的N-烷基苯胺。在无金属方法中，胺的范围，转移吸电子和给电子芳基的能力以及资源的有效利用是无金属方法中前所未有的，因为不需要过量的底物或试剂。