diethyl ((3-chlorophenyl)(phenylamino)methyl)phosphonate

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: diethyl ((3-chlorophenyl)(phenylamino)methyl)phosphonate
• 英文别名: N-[(3-chlorophenyl)-diethoxyphosphorylmethyl]aniline
• 化学式: C₁₇H₂₁ClNO₃P
• 分子量: 353.785
• InChiKey: VAPLHVHUPVUWKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氯苯甲醛 、 苯胺 、 亚磷酸二乙酯 在 polystyrene supported aluminium chloride 作用下， 以 乙腈 为溶剂， 反应 2.1h， 以89%的产率得到diethyl ((3-chlorophenyl)(phenylamino)methyl)phosphonate
  参考文献：
  名称：

  硅胶和聚苯乙烯负载的氯化铝作为制备α-氨基膦酸盐的多相催化剂

  摘要：

  硅胶负载的氯化铝 (SiO2-AlCl3) 和交联聚苯乙烯负载的氯化铝 (PS-AlCl3) 是环境友好的多相催化剂，用于胺和醛与亚磷酸二乙酯缩合生成 α-氨基膦酸酯。这些固体酸催化剂是稳定的（作为台式催化剂）并且可以很容易地回收和重复使用，而不会显着改变其效率。© 2010 Wiley Periodicals, Inc. 杂原子化学 21:418–422, 2010; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20629

  DOI：

  10.1002/hc.20629

文献信息

• Silica gel and polystyrene supported aluminum chloride as heterogeneous catalysts for the preparation of α-aminophosphonates
  作者：Kaveh Parvanak Boroujeni、Amir Nasrolahi Shirazi

  DOI：10.1002/hc.20629

  日期：——

  Silica gel supported aluminum chloride (SiO2-AlCl3) and cross-linked polystyrene-supported aluminum chloride (PS-AlCl3) are environment- friendly heterogeneous catalysts for the condensation of amines and aldehydes with diethyl phosphite to afford α-aminophosphonates. These solid acid catalysts are stable (as bench top catalysts) and can be easily recovered and reused without appreciable change in

  硅胶负载的氯化铝 (SiO2-AlCl3) 和交联聚苯乙烯负载的氯化铝 (PS-AlCl3) 是环境友好的多相催化剂，用于胺和醛与亚磷酸二乙酯缩合生成 α-氨基膦酸酯。这些固体酸催化剂是稳定的（作为台式催化剂）并且可以很容易地回收和重复使用，而不会显着改变其效率。© 2010 Wiley Periodicals, Inc. 杂原子化学 21:418–422, 2010; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20629
• Titanocene Dichloride as an Efficient Catalyst for One-Pot Synthesis of α-Aminophosphonates
  作者：Hong-Ying Niu、Hui-Juan Li、Jian-Ping Li、Yu Huang、Run-Ze Mao、De-Yang Li、Gui-Rong Qu、Hai-Ming Guo

  DOI：10.2174/157017811799304359

  日期：2011.11.1

  Commercially available titanocene dichloride was firstly used as an extremely efficient catalyst for a three component one-pot reaction of an amine, an aldehyde (ketone), and a dialkyl phosphite to form α-aminophosphonates under solvent-free conditions at ambient temperature in good to high yields, providing a green, rapid and convenient method for the synthesis of α-aminophosphonates.

  商业上可获得的二氯钛烯首先被用作三组分一锅反应的高效催化剂，该反应涉及一种胺、一种醛（酮）和一种双烷基磷酸酯，在无溶剂的条件下于常温下进行，产率良好至高，为合成α-氨基磷酸酯提供了一种绿色、快速和方便的方法。
• ZnO Nanoparticles as an Efficient Catalyst for the One-Pot Synthesis of α-Amino Phosphonates
  作者：Mohammad Kassaee、Farnaz Movahedi、Hassan Masrouri

  DOI：10.1055/s-0028-1088135

  日期：——

  Zinc oxide nanoparticles (ZnO NPs, ca. 22 nm) were used as an effective catalyst in the solvent-free, three-component couplings of aldehydes, aromatic amines and dialkyl phosphites at room temperature to produce various α-amino phosphonates. Compared to known methods, satisfactory results were obtained with high yields through a simple experimental procedure. The catalyst was recycled and reused five times with minor decrease in its catalytic activity.

  氧化锌纳米颗粒（ZnO NPs，约22纳米）被用作有效催化剂，在无溶剂的条件下，室温下对醛、芳香胺和双烷基磷酸酯进行三组分耦合反应，以生成各种α-氨基膦酸酯。与已知方法相比，通过简单的实验程序获得了满意的结果，产率高。该催化剂经过回收和重复使用五次后，其催化活性仅略有下降。
• Benzimidazolium dicationic ionic liquid as an efficient and reusable catalyst for the synthesis of α-aminophosphonates and bis (α-aminophosphonates) under solvent-free condition
  作者：Hossein Eshghi、Mahdi Mirzaei、Maede Hasanpour、Majid Mokaber-Esfahani

  DOI：10.1080/10426507.2015.1012199

  日期：2015.10.3

  Benzimidazolium based on dicationic acidic ionic liquid (AIL) is designed, synthesized, and successfully used as a catalyst for the one-pot synthesis of α-aminophosphonates derivatives. The application of this AIL is studied in a new one-pot method for the synthesis of α-aminophosphonates derivatives under solvent-free conditions. The advantages of this method are the reusability of catalyst, high conversion

  图形摘要摘要 基于双阳离子酸性离子液体（AIL）的苯并咪唑鎓被设计、合成并成功用作一锅合成α-氨基膦酸酯衍生物的催化剂。在无溶剂条件下合成 α-氨基膦酸酯衍生物的新一锅法中研究了该 AIL 的应用。该方法的优点是催化剂可重复使用、转化率高、反应时间短、实验步骤简单。
• An efficient synthesis of α-Amino phosphonates using silica sulfuric acid as a heterogeneous catalyst
  作者：Malek Taher Maghsoodlou、Sayyed Mostafa Habibi Khorassani、Nourollah Hazeri、Mohsen Rostamizadeh、Seyed Sajad Sajadikhah、Zahra Shahkarami、Nariman Maleki

  DOI：10.1002/hc.20543

  日期：——

  α-Amino phosphonates were obtained in a one-pot, simple, and efficient method from the reaction between aldehyde, aniline, trialkyl phosphite, and silica sulfuric acid as a catalyst in acetonitrile at room temperature. © 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:316–318, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20543

  以醛、苯胺、亚磷酸三烷基酯和硫酸二氧化硅为催化剂，在室温下在乙腈中反应，以一锅法、简单、高效的方式制备了α-氨基膦酸酯。© 2009 Wiley Periodicals, Inc. 杂原子化学 20:316–318, 2009; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20543