[3-(phenyl)-3-((4-iodophenyl)amino)-1-phenylpropan-1-one] | 94871-48-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: [3-(phenyl)-3-((4-iodophenyl)amino)-1-phenylpropan-1-one]
• 英文别名: 3-(4-iodo-phenylamino)-1,3-diphenyl-propan-1-one；3-(4-iodophenylamino)-1,3-diphenyl-propan-1-one；β-(4-Jod-anilino)-β-phenyl-propiophenon；3-(4-Iodoanilino)-1,3-diphenylpropan-1-one
• CAS: 94871-48-4
• 化学式: C₂₁H₁₈INO
• 分子量: 427.285
• InChiKey: OXDMREMFBGMEBA-UHFFFAOYSA-N

物化性质

• 熔点：
  165-166 °C
• 沸点：
  549.8±50.0 °C(Predicted)
• 密度：
  1.500±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯亚甲基苯乙酮 、 对碘苯胺 在 1-乙基-3-甲基咪唑氨基乙酸鎓盐 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以77%的产率得到[3-(phenyl)-3-((4-iodophenyl)amino)-1-phenylpropan-1-one]
  参考文献：
  名称：

  Ionic amino acids: Application as organocatalysts in the aza-Michael reaction

  摘要：

  The ethyl methyl imidazolium salts of amino acids, [emiml[AA], have been used as catalysts in the aza-Michael reaction. Furthermore, when chiral amino acids were used, a stereoselective reaction was achieved. The mechanism of the transformation was verified by the detection of a key intermediate by electrospray ionization mass spectroscopy (ESI-MS). (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.11.012

文献信息

• The Mannich Reaction Between Aromatic Ketones, Aromatic Aldehydes and Aromatic Amines
  作者：Yi Lin、Lei Huangshu、Zou Junhua、Xu Xiujuan

  DOI：10.1055/s-1991-26554

  日期：——

  The acid-catalyzed Mannich reaction of acetophenones with benzaldehyde derivatives and aromatic amines gives 1,3-diaryl-3-(arylamino)propanones in high yield.

  酸催化的Mannich反应中，醋酰苯与苯甲醛衍生物和芳香胺反应，能够高产率地生成1,3-二芳基-3-(芳香氨基)丙酮。
• Reusable 1,2,4-Triazolium Based Brønsted Acidic Room Temperature Ionic Liquids as Catalyst for Mannich Base Reaction
  作者：Sankaranarayanan Nagarajan、Elango Kandasamy

  DOI：10.1007/s10562-014-1312-7

  日期：2014.9

  Unprecedented examples of 1-alkyl-1,2,4-triazolium methanesulfonate based Brønsted acidic room temperature ionic liquids were synthesized and characterized. Their catalytic activity and efficiency in recyclability and reusability on one pot synthesis of halide substituted β-amino carbonyl compounds are reported.Graphical Abstract

  合成并表征了基于 Brønsted 酸性室温离子液体的 1-烷基-1,2,4-三唑鎓甲磺酸盐的前所未有的实例。报道了它们在卤化物取代的 β-氨基羰基化合物的一锅合成中的催化活性和可回收性和可重复使用性的效率。 图形摘要
• Novel one-pot Cu-nanoparticles-catalyzed Mannich reaction
  作者：Mazaahir Kidwai、Neeraj Kumar Mishra、Vikas Bansal、Ajeet Kumar、Subho Mozumdar

  DOI：10.1016/j.tetlet.2009.01.031

  日期：2009.3

  Recyclable heterogeneous Cu-nanoparticles efficiently catalyzed the one-pot three-component Mannich reaction of ketones, aromatic aldehydes and amines in methanol. This method provides a novel and improved method for obtaining β-amino carbonyl compounds in terms of good yield with little catalyst loading.

  可回收的异质铜纳米颗粒有效地催化了甲醇中酮，芳族醛和胺的一锅三组分曼尼希反应。该方法提供了一种新颖且改进的方法，该方法以良好的收率和很少的催化剂负载获得了β-氨基羰基化合物。
• Cerium Chloride (CeCl3·7H2O) as a highly efficient catalyst for one-pot Three-Component Mannich reaction
  作者：Mazaahir Kidwai、Jahan Anwar

  DOI：10.1590/s0103-50532010001200002

  日期：——

  We have demonstrated the use of CeCl3· 7H2O as highly efficient catalyst for one-pot Mannich reaction to afford β-amino carbonyl compounds in good to excellent yield within shorter period of reaction time. The process is mild, efficient, environmentally benign with the use of little amount of catalyst.

  我们已经证明使用CeCl3·7H2O作为一锅曼尼希反应的高效催化剂，可以在较短的反应时间内以良好或极好的收率得到β-氨基羰基化合物。该方法温和，高效，环境友好，只需使用少量催化剂即可。
• An Efficient Synthesis of 1,3-Diphenyl-3-phenylamino-propan-1-one and its Derivatives by Mannich Reaction in the Presence of Doped Porous Carbon by Nitrogen and Sulfur (NS-PCS) as Catalyst
  作者：Aida Mansoori、Hossein Eshghi、Jalil Lari

  DOI：10.1002/jccs.201700095

  日期：2018.5

  catalysts. In this work, the reaction between acetophenone, aromatic aldehydes, and aromatic amines has been efficiently catalyzed by porous carbon spheres which were doped by nitrogen and sulfur (NS‐PCS) at ambient temperature to give diverse β‐amino carbonyl compounds in nearly high yields.

  通过曼尼希反应合成β-氨基羰基化合物涉及在单个作用中创建各种键，作为扩展分子卷积和多功能性的最强大的合成工具之一，引起了极大的关注。碳球（CSs）结合了碳材料与球形胶体的优点，这使它们具有许多独特的催化剂特性。在这项工作中，苯乙酮，芳香醛和芳香胺之间的反应已被多孔碳球有效地催化，该多孔碳球在环境温度下被氮和硫（NS-PCS）掺杂，以高收率得到各种β-氨基羰基化合物。