N-(3-chlorobenzyl)-4-methylaniline | 940362-34-5

• 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: N-(3-chlorobenzyl)-4-methylaniline
• 英文别名: N-[(3-chlorophenyl)methyl]-4-methylaniline
• CAS: 940362-34-5
• 化学式: C₁₄H₁₄ClN
• mdl: MFCD06408105
• 分子量: 231.725
• InChiKey: GKVZQJMHJRZNJU-UHFFFAOYSA-N

物化性质

• 沸点：
  348.0±22.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(3-chlorobenzyl)-4-methylaniline 在 tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate 、 氧气 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以80%的产率得到3-chlorobenzaldehyde 4-tolylimine
  参考文献：
  名称：

  可见光介导的催化作用使仲胺脱氢和α-官能化。

  摘要：

  已经描述了可见光介导的胺脱氢方法。给定的方案显示了广泛的底物范围，温和的反应条件和出色的结果，而无需繁琐的纯化。通过可见光和路易斯酸催化的协同作用，该方法可用于仲胺与各种亲核试剂的一锅功能化中，从而导致生物活性分子的结构变化的基本组成部分。此外，斯特恩-沃尔默（Stern-Volmer）的研究和淬灭实验揭示了催化剂的作用，并提出了这种转化的机理。

  DOI：

  10.1039/c9ob02699a
• 作为产物：
  描述：

  4-硝基甲苯 、 3-氯苯甲醇 在 ruthenium trichloride 、 potassium carbonate 、 三苯基膦 、 甘油 作用下， 反应 24.0h， 以80%的产率得到N-(3-chlorobenzyl)-4-methylaniline
  参考文献：
  名称：

  以甘油为氢源的硝基化合物还原性N-烷基化为N-烷基和N，N-二烷基胺

  摘要：

  作为可持续和有前途的氢源，此处，甘油直接用作氢源，以硝基苯为起始原料对醇进行还原胺化。实现了醇特别是具有不同结构的脂族醇的胺化，并且以优异的产率合成了单取代或二取代的胺。还探讨了反应机理。

  DOI：

  10.1021/cs400049b

文献信息

• Radical Cation Salt-initiated Aerobic C−H Phosphorylation of <i>N</i> -Benzylanilines: Synthesis of α-Aminophosphonates
  作者：Xiaodong Jia、Xiaofei Liu、Yu Yuan、Pengfei Li、Wentao Hou、Kaixuan He

  DOI：10.1002/asia.201800584

  日期：2018.8.6

  A radical cation salt‐initiated phosphorylation of N‐benzylanilines was realized through an aerobic oxidation of the sp3 C−H bond, providing a series of α‐aminophosphonates in high yields. An investigation of the reaction scope revealed that this mild catalyst system is superior in good functional group tolerance and high reaction efficiency. The mechanistic study implied that the cleavage of the sp3

  N-苄基苯胺的自由基阳离子盐引发的磷酸化通过对sp 3 C-H键的需氧氧化实现，从而以高收率提供了一系列α-氨基膦酸酯。对反应范围的研究表明，该温和的催化剂体系在良好的官能团耐受性和高反应效率方面是优异的。机理研究表明，sp 3 C-H键的断裂参与了速率确定步骤。
• Electrohydrogenation of Nitriles with Amines by Cobalt Catalysis
  作者：Tiantian Wang、Fangfang He、Wei Jiang、Jie Liu

  DOI：10.1002/anie.202316140

  日期：2024.2.12

  efficient electrocatalytic method for earth-abundant cobalt hydride generation through a sequence of cathodic reduction and protonation. The application of this molecular cobalt catalyst allows for electroreductive amination of nitriles to produce various secondary and tertiary amines, as well as deuterium isotope labeling applications from readily available deuterium source.

  本文报道了一种温和有效的电催化方法，通过一系列阴极还原和质子化来产生地球上丰富的氢化钴。这种分子钴催化剂的应用允许对腈进行电还原胺化以生产各种仲胺和叔胺，以及利用容易获得的氘源进行氘同位素标记应用。
• 1, 4-DISUBSTITUTED 3-CYANO-PYRIDONE DERIVATIVES AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS OF MGLUR2-RECEPTORS
  申请人：Imogai Hassan Julien

  公开号：US20100166655A1

  公开（公告）日：2010-07-01

  The present invention relates to novel compounds, in particular novel pyridinone derivatives according to Formula (I) wherein all radicals are defined in the application and claims. The compounds according to the invention are positive allosteric modulators of metabotropic receptors-subtype 2 (“mGluR2”) which are useful for the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction and diseases in which the mGluR2 subtype of metabotropic receptors is involved. In particular, such diseases are central nervous system disorders selected from the group of anxiety, schizophrenia, migraine, depression, and epilepsy. The invention is also directed to pharmaceutical compositions and processes to prepare such compounds and compositions, as well as to the use of such compounds for the prevention and treatment of such diseases in which mGluR2 is involved.
• 1, 4-Disubstituted 3-Cyano-Pyridone Derivatives and Their Use As Positive Allosteric Modulators of MGLUR2-Receptors
  申请人：JANSSEN PHARMACEUTICALS, INC.

  公开号：US20140315903A1

  公开（公告）日：2014-10-23

  The present invention relates to novel compounds, in particular novel pyridinone derivatives according to Formula (I) wherein all radicals are defined in the application and claims. The compounds according to the invention are positive allosteric modulators of metabotropic receptors—subtype 2 (“mGluR2”) which are useful for the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction and diseases in which the mGluR2 subtype of metabotropic receptors is involved. In particular, such diseases are central nervous system disorders selected from the group of anxiety, schizophrenia, migraine, depression, and epilepsy. The invention is also directed to pharmaceutical compositions and processes to prepare such compounds and compositions, as well as to the use of such compounds for the prevention and treatment of such diseases in which mGluR2 is involved.
• US8841323B2
  申请人：——

  公开号：US8841323B2

  公开（公告）日：2014-09-23