N-phenyl-m-phenoxybenzylideneamine | 266337-12-6

• 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: N-phenyl-m-phenoxybenzylideneamine
• 英文别名: (E)-1-(3-Phenoxyphenyl)-N-phenylmethanimine；1-(3-phenoxyphenyl)-N-phenylmethanimine
• CAS: 266337-12-6
• 化学式: C₁₉H₁₅NO
• 分子量: 273.334
• InChiKey: BWVWVZIFLLHNNG-UHFFFAOYSA-N

物化性质

• 沸点：
  420.0±28.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-phenyl-m-phenoxybenzylideneamine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以80%的产率得到N-phenyl-m-phenoxybenzylamine
  参考文献：
  名称：

  Synthesis and Reactions of Azomethines Containing a m-Phenoxyphenyl Group: II. Chemical Transformations >of N-Aryl-m-phenoxyphenylmethanimines and Arylhydrazones of m-Phenoxybenzaldehyde

  摘要：

  Chemical transformations of N-aryl-m-phenoxyphenylmethanimines and m-phenoxybenzaidehyde arythydrazones were studied by examples of reduction thereof with complex metal hydrides and reactions with dialkyl phosphates and dialkyl phosphites.

  DOI：

  10.1023/b:rujo.0000043714.74375.30
• 作为产物：
  描述：

  间苯氧基苯甲醛 、 苯胺 反应 2.0h， 以91%的产率得到N-phenyl-m-phenoxybenzylideneamine
  参考文献：
  名称：

  含间苯氧基苯基的席夫碱的合成与反应：I. N-芳基-间苯氧基苄叉亚胺和N-芳基-N'-（间苯氧基苄叉基）肼

  摘要：

  Condensation of m-phenoxybenzaldehyde with aromatic amines and hydrazines gave the corresponding Schiff bases and m-phenoxybenzaldehyde arylhydrazones. The products are promising as biologically active substances, polyfunctional additives to rubber compounds, and inhibitors of acid corrosion.

  DOI：

  10.1023/a:1012443600020

文献信息

• Solid-Phase Synthesis of β-Lactams via the Ester Enolate−Imine Condensation Route
  作者：Stefan Schunk、Dieter Enders

  DOI：10.1021/ol0055465

  日期：2000.4.1

  The ester enolate-imine condensation route to beta-lactams via an immobilized ester enolate has been achieved for the first time. The key reaction in the synthesis is the cyclization of the resin bound ester dianion and an imine. Traceless cleavage from the T1-triazene linker system yields the desired beta-lactams.

  首次实现了通过固定化的酯烯酸酯的酯烯酸酯-亚胺缩合路线生成β-内酰胺。合成中的关键反应是树脂结合的酯二阴离子和亚胺的环化。从T1-三氮烯接头系统进行无痕切割可得到所需的β-内酰胺。
• Imino Diels–Alder Reactions: Efficient Synthesis of Pyrano and Furoquinolines Catalyzed by ZrCl₄
  作者：M. Mahesh、Ch. Venkateshwar Reddy、K. Srinivasa Reddy、P. V. K. Raju、V. V. Narayana Reddy

  DOI：10.1081/scc-200036586

  日期：2004.12.31

  Anhydrous zirconium tetrachloride is found to be an efficient catalyst for the Imino Diels-Alder reactions of N-benzylideneanilines with 3,4-dihydro-2H-pyran and 2,3-dihydrofuran to afford pyrano and furo [3,2-c] quinolines in good yields.
• Solid-Phase Synthesis of Monocyclic β-Lactam Derivatives
  作者：S. Schunk、D. Enders

  DOI：10.1021/jo0261552

  日期：2002.11.1

  Liquid-phase studies concerning the solid-phase synthesis of monocyclic beta-lactams via the esterenolate imine condensation route have been conducted utilizing triazene esters 1 and 2 as model compounds. Esters were attached to benzylamine resin 6 by a triazene linker employing the respective diazonium salts. Immobilized ester-enolates 8 and 10 were reacted with various imines and imine precursors to give polymer-bound beta-lactams 14 and 17 in different substitution patterns. Traceless cleavage from the triazene linker yields the desired beta-lactams 16 and 19.
• Synthesis and Reactions of Azomethines Containing a m-Phenoxyphenyl Group: II. Chemical Transformations >of N-Aryl-m-phenoxyphenylmethanimines and Arylhydrazones of m-Phenoxybenzaldehyde
  作者：Yu. V. Popov、T. K. Korchagina、G. V. Chicherina、T. A. Ermakova

  DOI：10.1023/b:rujo.0000043714.74375.30

  日期：2004.5

  Chemical transformations of N-aryl-m-phenoxyphenylmethanimines and m-phenoxybenzaidehyde arythydrazones were studied by examples of reduction thereof with complex metal hydrides and reactions with dialkyl phosphates and dialkyl phosphites.
• ——
  作者：Yu. V. Popov、T. K. Korchagina、G. V. Chicherina

  DOI：10.1023/a:1012443600020

  日期：——

  Condensation of m-phenoxybenzaldehyde with aromatic amines and hydrazines gave the corresponding Schiff bases and m-phenoxybenzaldehyde arylhydrazones. The products are promising as biologically active substances, polyfunctional additives to rubber compounds, and inhibitors of acid corrosion.