diethyl ((3-nitrophenyl)(phenylamino)methyl)phosphonate | 132180-97-3

• 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: diethyl ((3-nitrophenyl)(phenylamino)methyl)phosphonate
• 英文别名: diethyl (3-nitrophenyl)(phenylamino)methylphosphonate；diethyl (phenylamino)(3-nitrophenyl)methylphosphonate；(α-anilino-3-nitro-benzyl)-phosphonic acid diethyl ester；(α-Anilino-3-nitro-benzyl)-phosphonsaeure-diaethylester；N-[diethoxyphosphoryl-(3-nitrophenyl)methyl]aniline
• CAS: 132180-97-3
• 化学式: C₁₇H₂₁N₂O₅P
• 分子量: 364.338
• InChiKey: WAROUCCIUCYFPO-UHFFFAOYSA-N

物化性质

• 熔点：
  95-97 °C
• 沸点：
  515.7±50.0 °C(Predicted)
• 密度：
  1.277±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 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：
  93.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氟化硼乙醚 作用下， 以 苯 为溶剂， 生成 diethyl ((3-nitrophenyl)(phenylamino)methyl)phosphonate
  参考文献：
  名称：

  An Efficient Synthesis of Anilinobenzylphosphonates

  摘要：

  An efficient one-pot synthesis of anilinobenzylphosphonates was achieved from the reaction of aniline, benzaldehyde, and dialkylphosphite in the presence of BF3.OEt2 as a catalyst.

  DOI：

  10.1080/00397919208021098

文献信息

• Synthesis of α-aminophosphonates using carbon nanotube supported imidazolium salt-based ionic liquid as a novel and environmentally benign catalyst
  作者：Kaveh Parvanak Boroujeni、Elham Rezazadeh Shirazi、Mohammad Mahdi Doroodmand

  DOI：10.1080/10426507.2015.1072182

  日期：2016.5.3

  Abstract A supported acidic catalyst was easily prepared via anchoring imidazolium salt-based ionic liquid onto multiwalled carbon nanotube by covalent bonds. This novel immobilized acidic ionic liquid effectively catalyzed the one-pot synthesis of α-aminophosphonates from the reaction of amines and aldehydes with diethyl phosphite. The catalyst can be easily recovered and reused without appreciable

  摘要 通过将咪唑鎓盐基离子液体通过共价键锚定在多壁碳纳米管上，很容易制备负载型酸性催化剂。这种新型固定化酸性离子液体有效地催化了胺和醛与亚磷酸二乙酯反应一锅法合成 α-氨基膦酸酯。催化剂可以很容易地回收和再利用，而不会明显改变其效率。图形概要
• Air-stable zirconocene bis(perfluorobutanesulfonate) as a highly efficient catalyst for synthesis of α-aminophosphonates via Kabachnik–Fields reaction under solvent-free condition
  作者：Ningbo Li、Xie Wang、Renhua Qiu、Xinhua Xu、Jinyang Chen、Xiaohong Zhang、Sihai Chen、Shuangfeng Yin

  DOI：10.1016/j.catcom.2013.10.013

  日期：2014.1

  Zirconocene bis(perfluorobutanesulfonate) [Cp2Zr(OSO2C4F9)2·2H2O] was successfully synthesized by treatment of Cp2ZrCl2 with C4F9SO3Ag, and was found to have the nature of air-stability, water tolerance, high thermal stability and strong Lewis acidity. This complex showed high catalytic efficiency for the synthesis of α-aminophosphonates via Kabachnik–Fields reaction of aldehydes/ketones, amines and

  通过用C 4 F 9 SO 3处理Cp 2 ZrCl 2成功地合成了茂锆双（全氟丁烷磺酸盐）[Cp 2 Zr（OSO 2 C 4 F 9）2 ·2H 2 O]。Ag，并且具有空气稳定性，耐水性，高热稳定性和强路易斯酸性的性质。该络合物在温和无溶剂的条件下，通过Kabachnik-Fields反应醛/酮，胺和亚磷酸二乙酯，显示出对α-氨基膦酸酯合成的高催化效率。此外，在五个周期的测试中，它可以重复使用而不会失去活动。与我们先前报道的Cp 2 Zr（OSO 2 C 8 F 17）2 ·3H 2 O·THF配合物相比，该配合物表现出更好的催化活性。
• 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。
• Amberlite-IR 120 catalyzed three-component synthesis of α-amino phosphonates in one-pot
  作者：Asish K. Bhattacharya、Kalpeshkumar C. Rana

  DOI：10.1016/j.tetlet.2008.02.102

  日期：2008.4

  A simple, efficient, and environmentally benign method for a three-component reaction of an amine, an aldehyde or a ketone, and diethyl phosphite catalyzed by Amberlite-IR 120 resin has been developed to afford α-amino phosphonates in high yields and short reaction times under solvent-free reaction conditions. The major advantages of the present method are good yields, inexpensive, ecofriendly and

  已开发出一种简单，有效且环境友好的方法，用于由Amberlite-IR 120树脂催化的胺，醛或酮与亚磷酸二乙酯的三组分反应，从而以高收率和短反应时间提供α-氨基膦酸酯无溶剂反应条件下的反应时间。本方法的主要优点是产率高，价格便宜，生态友好且可重复使用的催化剂，温和且无溶剂的反应条件以及对基质中存在的各种功能的耐受性。
• 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。