3-(4-Methoxy-phenyl)-3-(4-nitro-phenylamino)-1-phenyl-propan-1-one | 119948-39-9

• 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-(4-Methoxy-phenyl)-3-(4-nitro-phenylamino)-1-phenyl-propan-1-one
• 英文别名: 3-(4-Methoxyphenyl)-3-(4-nitroanilino)-1-phenylpropan-1-one
• CAS: 119948-39-9
• 化学式: C₂₂H₂₀N₂O₄
• 分子量: 376.412
• InChiKey: XAYZLLGDTCSWEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E)-3-(4-甲氧基苯基)-1-苯基-丙-2-烯-1-酮 、 对氯苯胺 以87%的产率得到
  参考文献：
  名称：

  MANSOUR, EL-SAYED M. E.;EL-SADANY, SAMIR K.;KASSEM, AHMED A.;MAKSOUD, HAM+, J. CHEM. AND ENG. DATA, 34,(1989) N, C. 368-370

  摘要：

  DOI：

文献信息

• One-pot three-component Mannich reaction in water catalyzed by eco-friendly, hydrophobic and recyclable sulfonic acid based nanosilica (SBA-15-Ph-PrSO₃H)
  作者：Daryoush Zareyee、Hamidreza Alizadeh

  DOI：10.1039/c4ra05842a

  日期：——

  A mild, effective and green method for the Mannich reaction of aromatic aldehydes, aromatic amines and ketones has been accomplished in good to excellent yields using hydrophobic SBA-15-Ph-PrSO₃H in water at room temperature.

  一种温和、有效且绿色的方法已经在水中利用疏水性SBA-15-Ph-PrSO₃H成功地实现了芳香醛、芳香胺和酮的Mannich反应，产率在良好到优秀之间。
• Sulfonic acid supported on magnetic nanoparticle as an eco-friendly, durable and robust catalyst for the synthesis of β-amino carbonyl compounds through solvent free Mannich reaction
  作者：Farhad Kabiri Esfahani、Daryoush Zareyee、Ali Shokuhi Rad、Sima Taher-Bahrami

  DOI：10.1002/aoc.3865

  日期：2017.12

  A simple, efficient and environmentally benign solid acid catalyst was prepared by anchoring a propyl sulfonic acid on the surface of silica‐coated magnetic nanoparticles by low cost precursors. The catalyst has been then engaged in the efficient β‐amino carbonyl compounds production via three component Mannich reaction under solvent free reaction condition at room temperature. After the completing

  通过使用低成本的前体将丙磺酸固定在二氧化硅涂层的磁性纳米颗粒表面上，制备了一种简单，有效且对环境无害的固体酸催化剂。然后，该催化剂在室温下通过无溶剂反应条件下的三组分曼尼希反应参与了高效的β-氨基羰基化合物生产。反应完成后，催化剂容易被外部磁体分离，并重复使用了10次连续的反应，而催化效率没有任何明显的损失。固体酸性体系通过在无溶剂条件下避免使用有毒的常规催化剂，为有效合成β-氨基羰基化合物，操作简便和绿色环保提出了可重复使用的策略。
• Deep Eutectic Solvent as a Recyclable Catalyst for Three-Component Synthesis of β-Amino Carbonyls
  作者：Fariba Keshavarzipour、Hossein Tavakol

  DOI：10.1007/s10562-014-1471-6

  日期：2015.4

  We have reported one-pot, three-component Mannich type reaction of aldehyde, amines and ketone (acetone and acetophenones), catalyzed by deep eutectic solvent (choline chloride/zinc chloride) at room temperature to give beta-amino carbonyls in good yields. The catalyst could be recycled at least four times without remarkable decrease in its catalytic activity. The general method is easy, fast and environmental friendly.
• Aminolysis of para-substituted benzalacetophenones
  作者：El Sayed M. E. Mansour、Samir K. El-Sadany、Ahmed A. Kassem、Hamdy A. Maksoud

  DOI：10.1021/je00057a030

  日期：1989.7