N-(4-chlorophenyl)-1-(4-methylphenyl)methanimine | 29574-09-2

• 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-(4-chlorophenyl)-1-(4-methylphenyl)methanimine
• 英文别名: p-chloro-N-(p-methylbenzylidene)aniline
• CAS: 29574-09-2
• 化学式: C₁₄H₁₂ClN
• mdl: MFCD00136260
• 分子量: 229.709
• InChiKey: SVBOXOCGNZRUGS-MHWRWJLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-(4-chlorophenyl)-1-(4-methylphenyl)methanimine 以83%的产率得到
  参考文献：
  名称：

  Kumar Baldev, Kumar Harish, Arora Shivani, Indian J. Chem. B, 32 (1993) N 7, S 779-782

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(4-chlorophenyl)-N-[(Z)-(4-methylphenyl)methylidene]amine oxide 在 ruthenium trichloride 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以87%的产率得到N-(4-chlorophenyl)-1-(4-methylphenyl)methanimine
  参考文献：
  名称：

  使用RuCl 3 · x H 2 O对芳族N-氧化物进行脱氧的一般方法

  摘要：

  为芳族的脱氧有效，简单的和选择性的方法Ñ -oxides，如Ñ -arylnitrones，azoxybenzenes，Ñ -heteroarene Ñ -oxides使用钌（III），氯化，得到脱氧的产品以优良产率，进行说明。

  DOI：

  10.1016/j.tetlet.2005.10.047

文献信息

• Solvent-Free Synthesis of β-Hydroxy Esters and β-Amino Esters by Indium-Mediated Reformatsky Reaction
  作者：Huayue Wu、Weike Su、Xi’an Chen、Changfu Zhang、Xiaochun Yu、Jiang Cheng

  DOI：10.1055/s-2007-990799

  日期：2007.10

  In a convenient and efficient procedure for the solvent-free synthesis of β-hydroxy esters and β-amino esters, various aldehydes and aldimines undergo a Reformatsky reaction mediated by non-activated indium at room temperature to give the corresponding esters in good to excellent yields.

  在无溶剂合成 β-羟基酯和 β-氨基酯的方便有效的过程中，各种醛和醛亚胺在室温下发生由非活化铟介导的 Reformatsky 反应，以良好至极好的收率得到相应的酯.
• An alternative route to 2<i>H</i>-naphtho[1,2-<i>b</i>]thiete and its cycloaddition products
  作者：Norbert Rumpf、Dieter Gröschl、Herbert Meier、Daniela C. Oniciu、Alan R. Katritzky

  DOI：10.1002/jhet.5570350648

  日期：1998.11

  good leaving group; however, a subsequent nitrogen extrusion takes place under flash vacuum pyrolysis conditions and cyclopentadienecarbonitriles 6a,b are formed by a ring contraction (Scheme 1). Cycloaddition reactions of 5 and dienophiles or heterodienophiles yield the naphtho-condensed sulfur heterocycles 8, 10, 12 and 14 (Scheme 2).

  2-（1 H-苯并三唑-1-基甲基）-1-萘酚（1）可以高产率转化为相应的硫醇4。闪蒸真空热解4会生成2 H-萘[1,2- b ]硫杂环丁烷（5）。苯并三唑基被证明是一个很好的离去基团。然而，随后的氮在快速真空热解条件下发生，并且环戊二烯腈6a，b通过环收缩形成（方案1）。的环加成反应5和亲二烯体或heterodienophiles得到萘缩合硫杂环8，10，12和14（方案2）。
• Solvent-free synthesis of azomethines, spectral correlations and antimicrobial activities of some E-benzylidene-4-chlorobenzenamines
  作者：R. Suresh、S. P. Sakthinathan、D. Kamalakkannan、K. Ranganathan、K. Sathiyamoorthi、V. Mala、R. Arulkumaran、S. Vijayakumar、R. Sundararajan、G. Vanangamudi、M. Subramanian、G. Thirunarayanan、G. Vanaja、P. Kanagambal

  DOI：10.4314/bcse.v29i2.10

  日期：——

  Some azomethines including substituted benzylidene-4-chlorobenzenamines (E-imines) have been synthesized by fly-ash: PTS catalyzed microwave assisted condensation of 4-chloroaniline and substituted benzaldehydes under solvent-free conditions. The yield of the imines has been found to be more than 85%. The purity of all imines has been checked using their physical constants and UV, IR and NMR spectral data. These spectral data have been correlated with Hammett substituent constants and F and R parameters using single and multi-linear regression analysis. From the results of statistical analysis, the effect of substituents on the above spectral data has been studied. The antimicrobial activities of all imines have been studied using standard methods.

  一些偶氮甲碱，包括取代苄叉-4-氯苯胺（E-亚胺），已在无溶剂条件下通过飞灰：PTS催化的微波辅助缩合4-氯苯胺和取代苯甲醛合成。亚胺的产率已发现超过85%。所有亚胺的纯度已通过其物理常数以及紫外、红外和核磁共振光谱数据进行检查。这些光谱数据已通过单一和多元线性回归分析与Hammett取代常数以及F和R参数相关联。从统计分析的结果中，研究了取代基对上述光谱数据的影响。所有亚胺的抗菌活性已采用标准方法进行研究。
• Lanthanide Triflates Catalyzed Reactions of Imines with Indole in Protic Media
  作者：Wenhua Xie、Karen M. Bloomfield、Yafei Jin、Nicole Y. Dolney、Peng George Wang

  DOI：10.1055/s-1999-2642

  日期：1999.4

  Lanthanide triflates Ln(OTf)3 were found to catalyze the electrophilic substitution reactions of indole with a variety of imines in protic media, affording predominately secondary indolyl amines as well as bisindolyl methanes as by-products.

  发现镧系三氟甲磺酸盐 Ln(OTf)3 能够催化吲哚与多种亚胺在质子化介质中的亲电取代反应，主要得到次级吲哚胺以及双吲哚甲烷作为副产物。
• An Efficient and General Method for the Deoxygenation of Organic <i>N</i>-Oxides Using Zn(OTf)₂ and Cu(OTf)₂ <sup />
  作者：Jagir Sandhu、Anil Saini、Sanjay Kumar

  DOI：10.1055/s-2006-926269

  日期：——

  A mild and efficient general method for the deoxygenation of organic N-oxides such as azoxybenzenes, N-arylnitrones, and N-heteroarene N-oxides using Zn(OTf)2 and Cu(OTf)2 in excellent yields is described.

  本文描述了一种温和且高效的通用方法，利用Zn(OTf)2和Cu(OTf)2对有机N-氧化物（如偶氮苯、N-芳基亚硝胺和N-杂环N-氧化物）进行脱氧反应，产率优异。