dimethyl ((4-flurophenyl)(phenylamino)methyl)phosphonate | 141380-76-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: dimethyl ((4-flurophenyl)(phenylamino)methyl)phosphonate
• 英文别名: dimethyl ((4-fluorophenyl)(phenylamino)methyl)phosphonate；Dimethyl [anilino(4-fluorophenyl)methyl]phosphonate；N-[dimethoxyphosphoryl-(4-fluorophenyl)methyl]aniline
• CAS: 141380-76-9
• 化学式: C₁₅H₁₇FNO₃P
• 分子量: 309.277
• InChiKey: ULKSWKOFFFYYPG-UHFFFAOYSA-N

物化性质

• 沸点：
  438.9±40.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(4-氟苯亚甲基)苯胺 、 亚磷酸二甲酯 在 甲酸 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以80%的产率得到dimethyl ((4-flurophenyl)(phenylamino)methyl)phosphonate
  参考文献：
  名称：

  甲酸催化一锅合成α-氨基膦酸酯：一种高效，廉价且环保的有机催化剂

  摘要：

  摘要甲酸水溶液通过Kabachnik-Fields反应（使用芳香胺，亚磷酸酯和羰基化合物）用于合成α-氨基膦酸酯。使用甲酸作为一种高效且低成本的有机催化剂可提供环保，高产率，短反应时间和温和的反应条件。通过IR，NMR和质量技术分析分离的产物。 图形概要

  DOI：

  10.1007/s11696-018-0434-6

文献信息

• One-Pot Synthesis of Dialkyl Arylaminomethyl- and (Arylamino)arylmethylphosphonates and Their<i>N</i>-Acylated Derivatives
  作者：L. K. Lukanov、A. P. Venkov

  DOI：10.1055/s-1992-26083

  日期：——

  A convenient synthesis of dialkyl arylaminomethyl- and (arylamino) arylmethylphosphonates 3 and their N-acylated derivatives 5 have been developed, starting from azomethines and phosphorus trichloride in the presence of an alcohol.

  开发了一种便利的合成方法，以醛基取代的二烷基芳基氨基甲基磷酸酯 3 及其 N-酰化衍生物 5 为目标，反应从亚胺和三氯化磷在醇的存在下开始。
• CAL-B accelerated novel synthetic protocols for 3,3’-arylidenebis-4-hydroxycoumarins and dimethyl ((substituted phenyl) (phenylamino)methyl) phosphonates
  作者：Anusaya S. Chavan、Arun S. Kharat、Manisha R. Bhosle、Sambhaji T. Dhumal、Ramrao A. Mane

  DOI：10.1007/s11164-021-04535-2

  日期：2021.11

  Green protocols for the syntheses of 3,3′-arylidenebis-4-hydroxycoumarins and dimethyl ((substituted phenyl) (phenylamino)methyl) phosphonates have been first time developed using biocatalyst, CAL-B (lipase). These are carried at room temperature under stirring and are convenient and cost effective. The developed protocols are environmentally acceptable and are giving better to excellent yields of

  首次使用生物催化剂 CAL-B（脂肪酶）开发了合成 3,3'-亚芳基双-4-羟基香豆素和二甲基（（取代苯基）（苯基氨基）甲基）膦酸酯的绿色方案。这些在搅拌下在室温下进行并且方便且具有成本效益。开发的方案是环境可接受的，并且可以更好地提高标题产品的产量。 图形摘要
• Organo‐Soluble Colloidal MoS2 Quantum Dots (QDs) as an Efficient Photocatalyst for α‐Amino Phosphonate Synthesis
  作者：Abir Kayal、Mrinmoy De

  DOI：10.1002/cctc.202400264

  日期：2024.8.12

  the synthesis of recyclable organo-soluble MoS2 quantum dots (QDs) using a colloidal approach. These QDs serve as effective photocatalysts for the synthesis of biologically active α-amino phosphonates. Our study includes a thorough mechanistic investigation, resulting in improved yields, a broad substrate scope, and catalyst recyclability. This work paves the way for innovative organic synthesis pathways

  在这项研究中，我们展示了使用胶体方法合成可回收的有机可溶性MoS 2量子点（QD）。这些量子点可作为合成具有生物活性的α-氨基膦酸盐的有效光催化剂。我们的研究包括彻底的机理研究，从而提高了产量、扩大了底物范围并提高了催化剂的可回收性。这项工作为利用有机可溶性纳米光催化剂的创新有机合成途径铺平了道路。
• Silver‐Catalyzed One‐Pot Three‐Component Synthesis of α‐Aminonitriles and Biologically Relevant α‐Amino‐phosphonates
  作者：Vipin K. Pandey、Chandra Shekhar Tiwari、Arnab Rit

  DOI：10.1002/asia.202200703

  日期：2022.10.17

  AbstractA simple silver salt (AgSbF6)‐catalyzed aminophosphonylation and Strecker reaction have been developed and successfully applied to a wide range of substrates (>55 substrates). This solvent‐, ligand‐, and base‐free one‐pot three‐component protocol operates effectively at room temperature to provide diversified α‐aminophosphonates and α‐aminonitriles, which gave access to the respective α‐amino amides. Importantly, the present catalyst system is also capable to produce the rarely reported and biologically relevant aminophosphonates (having anti‐leishmanial activity). Further, mechanistic studies reveal that the present phosphonylation protocol follows a radical pathway.