1,1'-(phenylmethylene)bis(3-phenylurea) | 40848-82-6

• 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: 1,1'-(phenylmethylene)bis(3-phenylurea)
• 英文别名: N',N'''-diphenyl-N,N''-benzylidene-di-urea；N',N'''-Diphenyl-N,N''-benzyliden-di-harnstoff；Benzal-bis-(ω-phenyl-ureid)；1-phenyl-3-[phenyl-(phenylcarbamoylamino)methyl]urea
• CAS: 40848-82-6
• 化学式: C₂₁H₂₀N₄O₂
• 分子量: 360.415
• InChiKey: QFWYNLROANNKHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  82.3
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(α-ethoxy-benzyl)-N'-phenyl-urea 在 乙醇 作用下， 生成 1,1'-(phenylmethylene)bis(3-phenylurea)
  参考文献：
  名称：

  Hale; Lange, Journal of the American Chemical Society, 1919, vol. 41, p. 384

  摘要：

  DOI：

文献信息

• Formation and Reactions of (1-Chloroalkyl)carbamoyl Chlorides. Synthesis of 1,2,4-Triazolidine-5-ones
  作者：Kinko Koyano、Colin R. McArthur

  DOI：10.1139/v73-048

  日期：1973.2.1

  N-(α-Chlorobenzyl)carbaniloyl chloride and (α-chlorobenzyl)methylcarbamoyl chloride are formed by reaction of phosgene with N-benzylideneaniline and N-benzylidenemethylamine, respectively. Reaction of these carbamoyl chlorides with a number of nucleophiles is described, some of which cause cleavage of the benzyl to nitrogen bond while others give rise to substitution products without such cleavage. Of the latter type, substituted hydrazines react to effect ring closure to1,2,4-triazolidine-5-ones. The method serves as a convenient synthesis of these new heterocyclic systems.

  N-(α-氯苄基)羰酰氯和(α-氯苄基)甲基氨基甲酰氯分别由光气与N-苄亚胺和N-苄亚甲胺反应形成。描述了这些羰酰氯与许多亲核试剂的反应，其中一些导致苄基与氮之间的断裂，而另一些产生取代产物而不发生这种断裂。在后一种类型中，取代的肼反应以实现环闭合到1,2,4-三唑烷-5-酮。该方法作为这些新的杂环系统的便捷合成。
• <i>N</i>,<i>N</i>′-(Phenylmethylene)diacetamide Analogues as Economical and Efficient Ligands in Copper-Catalyzed Arylation of Aromatic Nitrogen-Containing Heterocycles
  作者：Yuan-Jiang Pan、Jie-Ping Wan、Yun-Feng Chai、Jian-Mei Wu

  DOI：10.1055/s-0028-1087350

  日期：2008.12

  N,N′-(Phenylmethylene)diacetamide analogues which were simply prepared from the condensation reaction of an aldehyde with an amide or urea were found to be efficient ligands in copper-catalyzed coupling reaction of aryl halides with various azole nucleophiles. The newly developed ligand showed broad application scope in this conversion. Compounds including imidazoles, benzoimidazoles, pyrrole, indole, and benzotriazole were successfully arylated with diversified aromatic halides to give corresponding products in moderate to excellent yields.

  N,N′-(苯亚甲基)二乙酰胺类似物是通过醛与酰胺或尿素的缩合反应简单制备而成的，发现其在铜催化的芳基卤化物与各种杂环核苷酸的偶联反应中是有效的配体。新开发的配体在该转化过程中显示了广泛的应用范围。包括咪唑、苯并咪唑、呋喃、吲哚和苯并三唑等化合物成功地与多样化的芳香卤化物发生芳基化反应，得到相应的产物，产率中等到优秀。
• Nanosilica-bonded N-(propylsulfonyl) piperazine-N-sulfamic acid as recyclable catalyst for synthesis of 1,1′-(arylmethylene) diureas and 1,3,5-triazinane-2,4-dithiones
  作者：Parizad Rezaee、Jamal Davarpanah

  DOI：10.1007/s11164-015-2376-8

  日期：2016.9

  Nanosilica-bonded N-(propylsulfonyl) piperazine-N-sulfamic acid was easily prepared by functionalizing silica nanoparticles and characterized by thermogravimetric analysis, scanning electron microscopy, infrared (IR) spectroscopy, elemental analyses, and ion-exchange pH analysis. The catalytic activity of the functionalized nanosilica for preparation of 1,1′-(arylmethylene) diureas from reaction of

  纳米二氧化硅键合的N-（丙基磺酰基）哌嗪-N-氨基磺酸可通过对二氧化硅纳米粒子进行功能化而轻松制备，并通过热重分析，扫描电子显微镜，红外（IR）光谱，元素分析和离子交换pH分析进行表征。考察了官能化纳米二氧化硅从醛类与脲衍生物的反应中制备1,1'-（芳基亚甲基）双脲的催化活性。该催化剂的有效作用导致高产率地制备1,1'-（芳基亚甲基）二脲。在相同的反应条件下，醛与硫脲的反应得到高产率的1,3,5-三嗪烷-2,4-二硫酮。催化剂的可重用性，简单的后处理程序和较短的反应时间是该协议的其他优点。
• A new diastereoselective multicomponent, one-pot strategy for the synthesis of 3-substituted isoindolinones via efficient C–C bond formation
  作者：Jie-Ping Wan、Jing Zhou、Hui Mao、Yuan-Jiang Pan、An-Xin Wu

  DOI：10.1016/j.tet.2008.09.092

  日期：2008.12

  A new three-component reaction among o-phthalaldehyde, N-alkyl/aryl Substituted urea, and an aromatic aldehyde has been developed at ambient condition, and a class of isoindolinones with novel C-3 Substitution were conveniently synthesized. The general diastereomeric excess is high as over 99% of the products indicated the excellent stereoselectivity posed in this multicomponent reaction. (C) 2008 Elsevier Ltd. All rights reserved.
• Forster; Mueller, Journal of the Chemical Society, 1910, vol. 97, p. 1061
  作者：Forster、Mueller

  DOI：——

  日期：——