3-methyl-N-(1-phenylethylidene)aniline | 26625-24-1

• 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: 3-methyl-N-(1-phenylethylidene)aniline
• 英文别名: N-(1-phenylethylidene)-3-methylaniline；N-(1-phenyl-1-ethylidene)-m-toluidine；N-(1-phenyl-ethylidene)-m-toluidine；N-(1-Phenyl-aethyliden)-m-toluidin；(α-Phenyl-aethyliden)-m-toluidin；Acetophenon-m-tolylimid；(1E)-N-(3-Methylphenyl)-1-phenylethan-1-imine；N-(3-methylphenyl)-1-phenylethanimine
• CAS: 26625-24-1
• 化学式: C₁₅H₁₅N
• 分子量: 209.291
• InChiKey: YYSXZCAHUANNEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-methyl-N-(1-phenylethylidene)aniline 在 N-氯代丁二酰亚胺 、 lithium aluminium tetrahydride 作用下， 以 四氯化碳 、 乙醚 为溶剂， 反应 25.02h， 生成 苯乙胺,N-(3-甲基苯基)-
  参考文献：
  名称：

  Synthesis of 2,2-dichloro-1,3-diarylaziridines by reduction of trichloroacetophenone imines

  摘要：

  DOI：

  10.1021/jo00323a020
• 作为产物：
  描述：

  2-hydroxy-2-phenylpropionitrile 在 氢氧化钾 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.75h， 生成 3-methyl-N-(1-phenylethylidene)aniline
  参考文献：
  名称：

  Shukla; Astik; Thaker, Journal of the Indian Chemical Society, 1981, vol. 58, # 12, p. 1182 - 1182

  摘要：

  DOI：

文献信息

• Novel Amido-Complexes for the Efficient Asymmetric Hydrogenation of Imines
  作者：Kathrin Kutlescha、Torsten Irrgang、Rhett Kempe

  DOI：10.1002/adsc.201000733

  日期：2010.12.17

  Novel N,N,P ligand stabilized rhodium complexes exhibiting high activities and enantioselectivities in the asymmetric hydrogenation of N-aryl imines are introduced. The ligands were synthesized from inexpensive starting materials and their modular design allows for the introduction of a broad variety of substitution patterns. Additionally, a rather low catalyst loading could be employed.

  介绍了新型的N，N，P配体稳定的铑配合物，它们在N-芳基亚胺的不对称氢化中表现出高活性和对映选择性。配体是由廉价的起始原料合成的，其模块化设计可引入各种各样的取代模式。另外，可以采用相当低的催化剂负载量。
• From Ketones, Amines, and Carbon Monoxide to 4-Quinolones: Palladium-Catalyzed Oxidative Carbonylation
  作者：Jiwei Wu、Yuchen Zhou、Ting Wu、Yi Zhou、Chien-Wei Chiang、Aiwen Lei

  DOI：10.1021/acs.orglett.7b03337

  日期：2017.12.1

  A novel method of palladium-catalyzed oxidative carbonylation of ketones, amines, and carbon monoxide for the synthesis of 4-quinolones has been developed. This protocol provides a straightforward route to construct useful 4-quinolone derivatives from inexpensive chemicals.

  已开发了钯催化的酮，胺和一氧化碳的羰基氧化羰基化合成4-喹诺酮的新方法。该协议提供了一种直接的途径，可以从廉价的化学品中构建有用的4-喹诺酮衍生物。
• Synthesis of Group 4 Metal Complexes Stabilized by an Amine-Bridged Bis(phenolato) Ligand and Their Catalytic Behavior in Intermolecular Hydroamination Reactions
  作者：Qiu Sun、Yaorong Wang、Dan Yuan、Yingming Yao、Qi Shen

  DOI：10.1021/om401158a

  日期：2014.2.24

  bis(phenolato) ligand, have been synthesized and characterized. Although 1 and 2 were inactive in catalyzing intermolecular hydroamination reactions, cationic complexes generated in situ from treatment of 1 and 2 with borate [Ph3C][B(C6F5)4], respectively, were found to be highly active. In general, excellent yields (up to >99%) and 100% regioselectivity for a broad range of terminal alkynes and anilines

  锆和钛配合物1和2，带有胺桥连双（苯酚）配体，已经合成和表征。虽然1和2无活性在催化分子间加氢胺化反应，从治疗的原位产生的阳离子络合物1和2与硼酸[PH 3 C] [B（C 6 ˚F 5）4]分别被认为是高度活性的。一般情况下，优异的产率（高达> 99％）和为广泛末端炔烃和苯胺的100％的区域选择性分别为1个小时的反应时间内观察到。反应中度空间相互作用也导致了良好的收益率和适度的区域选择性的内部炔烃。动力学研究还进行，其提供了一些见解加氢胺化反应的机制。
• Zirconium complexes stabilized by amine-bridged bis(phenolato) ligands as precatalysts for intermolecular hydroamination reactions
  作者：Qiu Sun、Yaorong Wang、Dan Yuan、Yingming Yao、Qi Shen

  DOI：10.1039/c5dt02643a

  日期：——

  Pentacoordinate zirconium complexes 5 and 7 stabilized by amine-bridged bis(phenolato) ligands are more active than hexacoordinate complexes 1–4 in catalyzing intermolecular hydroamination reactions.

  由胺桥联的双(酚ato)配体稳定的五配位锆配合物 5 和 7 比六配位的配合物 1–4 在催化分子间氢氨化反应时更为活跃。

• The potassium hydride mediated trimerization of imines
  作者：Kathrin Kutlescha、Gopaladasu T. Venkanna、Rhett Kempe

  DOI：10.1039/c0cc04565a

  日期：——

  A novel reaction, the potassium hydride mediated synthesis of fulvenes, is described. The synthesis utilizes N-aryl imines as an inexpensive starting material affording novel substituted aminofulvenes. It is proposed that the presence of the metalated enamine as well as the imine (ratio 2 : 1) leads to the formation of an initial dimerization and a transient trimerization product, which cyclizes, giving

  描述了一种新颖的反应，氢化钾介导的富烯的合成。该合成利用N-芳基亚胺作为廉价的原料，提供了新的取代的氨基富勒烯。提出存在金属化的烯胺以及亚胺（比例2∶1）导致形成初始的二聚化和瞬时的三聚化产物，其环化，产生氨基富勒烯。