N-(2-联苯基)邻苯二甲酸亚胺 | 14835-59-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2-联苯基)邻苯二甲酸亚胺
• 英文名称: 2-(biphenyl-2-yl)-1H-isoindole-1,3(2H)-dione
• 英文别名: 2-(biphenyl-2-yl)isoindoline-1,3-dione；N-(2-biphenyl)phthalimide；N-biphenyl-2-yl-phthalimide；N-Biphenyl-2-yl-phthalimid；N-(2-Biphenylyl)phthalic acid imide；2-(2-phenylphenyl)isoindole-1,3-dione
• CAS: 14835-59-7
• 化学式: C₂₀H₁₃NO₂
• 分子量: 299.329
• InChiKey: NGYOQODFXPCRIQ-UHFFFAOYSA-N

物化性质

• 熔点：
  165-166 °C
• 沸点：
  498.6±38.0 °C(Predicted)
• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2925190090

反应信息

• 作为反应物：
  描述：

  N-(2-联苯基)邻苯二甲酸亚胺 在 zinc(II) chloride 作用下， 生成 2-phenanthridin-6-yl-benzoic acid
  参考文献：
  名称：

  The Attempted Synthesis of Some Compounds Containing the I so-indene Nucleus

  摘要：

  DOI：

  10.1021/ja01299a005
• 作为产物：
  描述：

  苯酐 、 2-氨基联苯 在 溶剂黄146 作用下， 以50%的产率得到N-(2-联苯基)邻苯二甲酸亚胺
  参考文献：
  名称：

  钌催化的环状酰亚胺的选择性C–H键羟化

  摘要：

  我们报告了环状酰亚胺作为使用钌催化的选择性单羟基化反应的弱导向基团。已知无环酰胺可促进C（sp 2）-H键的羟基化，从而形成五元环钌环中间体，而本文研究的环酰亚胺可通过较大的六元环实现C（sp 2）-H键的羟基化。钌循环中间体。此外，仅获得单羟基化产物（即使在化学计量过量的试剂存在下），这是由于一旦将第一个羟基引入底物中就难以容纳共面中间体而合理化。在钯催化剂的存在下观察到相同的反应性。

  DOI：

  10.1021/acs.joc.8b02899

文献信息

• Room Temperature Palladium-Catalyzed Decarboxylative Acyl/Aroylation using [Fe(III)(EDTA)(η²-O₂)]³⁻as Oxidant at Biological pH
  作者：Sugandha Sharma、Imran A. Khan、Anil K. Saxena

  DOI：10.1002/adsc.201201085

  日期：2013.3.11

  The purple‐coloured iron peroxo complex [Fe(III)EDTA(η2‐O2)]3− as a novel reagent system for Pd‐catalyzed decarboxylative ortho‐acylation of acetanilides with α‐oxocarboxylic acids at room temperature in aqueous media has been realized. This reaction provides an effective access to ortho‐acylacetanilides under mild conditions.

  紫色着色铁过氧络合物的[Fe（III）EDTA（η 2 -O 2）] 3-作为Pd催化脱羧的新型试剂系统邻在含水介质中在室温下用α-氧代羧酸乙酰苯胺的酰化具有被实现。该反应可在温和条件下有效地获得邻酰基乙酰基苯胺。
• Comparison of microwave-assisted and conventional preparations of cyclic imides
  作者：Sunil K. Upadhyay、Subramanya R.K. Pingali、Branko S. Jursic

  DOI：10.1016/j.tetlet.2010.02.092

  日期：2010.4

  Microwave-assisted preparation of several cyclic imides was performed with four different cyclic anhydrides. All the reactions are significantly faster and the isolated yields are significantly higher compared to conventionally heated reactions. Furthermore, many of these reactions can be performed with a minimal amount of solvent, thereby enabling the synthetic chemist to obtain high quantities of pure cyclic imides in a matter of hours. (C) 2010 Elsevier Ltd. All rights reserved.
• Wanag, Latvijas universitates raksti. Kimijas fakultates serija, 1938, vol. 4, p. 405,417
  作者：Wanag

  DOI：——

  日期：——
• Hitchings, Gregory J.; Helliwell, Madeleine; Vernon, John M., Journal of the Chemical Society. Perkin transactions I, 1990, # 1, p. 83 - 87
  作者：Hitchings, Gregory J.、Helliwell, Madeleine、Vernon, John M.

  DOI：——

  日期：——
• Novel Biological Response Modifiers:  Phthalimides with Tumor Necrosis Factor-α Production-Regulating Activity
  作者：Hiroyuki Miyachi、Akihiko Azuma、Asuka Ogasawara、Eiji Uchimura、Naoko Watanabe、Yoshiro Kobayashi、Fuminori Kato、Masanari Kato、Yuichi Hashimoto*

  DOI：10.1021/jm970109q

  日期：1997.8.1

  Novel N-substituted phthalimides (2-substituted VI-isoindole-1,3-diones) were prepared, and their effects on tumor necrosis factor-alpha (TNF-alpha) production by human leukemia cell line HL-60 stimulated with 12-O-tetradecanoylphorbol 13-acetate (TPA) or okadaic acid (OA) were examined. A structure-activity relationship study of the N-phenylphthalimides and N-benzylphthalimides revealed that their enhancing effect on TPA-induced TNF-alpha production by HL-60 cells and their inhibiting effect on OA-induced TNF-alpha production by HL-60 cells are only partially correlated.

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