N-((4-cyanophenyl)(2-hydroxynaphthalen-1-yl)methyl)benzamide | 1160708-31-5

• 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: N-((4-cyanophenyl)(2-hydroxynaphthalen-1-yl)methyl)benzamide
• CAS: 1160708-31-5
• 化学式: C₂₅H₁₈N₂O₂
• 分子量: 378.43
• InChiKey: BVDTZMFVUKVGIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  73.12
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  苯甲酰胺 、 4-氰基苯甲醛 、 2-萘酚 在 麦芽糖 作用下， 以 neat (no solvent) 为溶剂， 反应 0.2h， 以96%的产率得到N-((4-cyanophenyl)(2-hydroxynaphthalen-1-yl)methyl)benzamide
  参考文献：
  名称：

  Ecofriendly and efficient multicomponent method for preparation of 1-amidoalkyl-2-naphthols using maltose under solvent-free conditions

  摘要：

  本研究介绍了一种高效且完全绿色的 1-氨基烷基-2-萘酚制备方法，该方法采用 2-萘酚、酰胺或脲和芳香醛在麦芽糖存在下于无溶剂条件下进行多组分单锅缩合反应。该方法具有条件温和、产率高、反应曲线清晰、操作简单、对环境无害且操作步骤简单等优点。

  DOI：

  10.1007/s11164-014-1564-2

文献信息

• Sulfamic acid Functionalised Magnetic Nanoparticles: An Efficient Solid Acid for the Multicomponent Condensations
  作者：Hossein Yarahmadi、Hamid Reza Shaterian

  DOI：10.3184/174751912x13264749420957

  日期：2012.1

  Sulfamic acid-functionalised magnetic nanoparticles have been synthesised and used as efficient heterogeneous solid acid catalysts for the condensation of aromatic aldehydes with 2-naphthol and amides (or carbamates) via three-component reactions under solvent-free conditions at 80°C. Quantitative conversion of the reactants is achieved under mild conditions. Recovery of the catalyst is easily achieved by ‘magnetic decantation’. The supported catalyst is reused four times without any significant degradation in catalytic activity.

  我们合成了氨基磺酸功能化磁性纳米粒子，并将其用作高效的异相固体酸催化剂，用于在 80°C 无溶剂条件下通过三组分反应使芳香醛与 2-萘酚和酰胺（或氨基甲酸酯）发生缩合反应。反应物可在温和条件下实现定量转化。通过 "磁性倾析 "可轻松回收催化剂。支撑催化剂可重复使用四次，催化活性不会明显降低。
• Synthesis and characterization of polyvinylpyrrolidone immobilized on magnetic nanoparticles modified by ionic liquid as a novel and recyclable catalyst for the three‐component synthesis of amidoalkyl naphthols
  作者：Shahla Vaysipour、Masoud Nasr‐Esfahani、Zahra Rafiee

  DOI：10.1002/aoc.5090

  日期：——

  preparation of 1‐amidoalkyl‐2‐naphthols applying one‐pot condensation reaction of 2‐naphthol, amide and aromatic nanoparticles (Fe3O4@SiO2@IL‐PVP) as a novel solid acid catalyst under solvent‐free conditions. The remarkable features of this method are short reaction time, high conversions, and high yield of product, easy workup procedures and solvent‐free conditions. The Fe3O4@SiO2@IL‐PVP catalyst was characterized

  在这项研究中，解释了一种通过2-萘酚，酰胺和芳香族纳米粒子（Fe 3 O 4 @SiO 2 @ IL-PVP）的一锅缩合反应制备1-酰胺基烷基-2-萘酚的有效方法。作为无溶剂条件下的新型固体酸催化剂。该方法的显着特点是反应时间短，转化率高，产物收率高，后处理步骤简单和无溶剂条件。Fe 3 O 4 @SiO 2@ IL‐PVP催化剂通过傅里叶变换红外光谱（FT‐IR），X射线衍射图（XRD），扫描电子显微镜（SEM），透射电子显微镜（TEM），热重量分析（TGA），振动样品进行了表征磁力计（VSM）和能量色散X射线能谱（EDS）。而且，纳米催化剂可以通过简单的磁体容易地回收，并在不显着降低其催化活性的情况下再用于下一步反应。
• Ag-TiO2 Nanocomposite: An Efficient Heterogeneous and Reusable Catalyst for the Three-Component Synthesis of 1-Amidoalkyl-2-naphthols under Solvent-Free Conditions
  作者：S. Firozi、S. M. Vahdat、S. Khaksar、M. Hatami

  DOI：10.1134/s1070428024010172

  日期：2024.1

  synthesized via solvent-free three-component reac­tion between various aldehydes, β-naphthol, and urea or benzamide by using 2 mol % of Ag-TiO2 nanocomposite as an efficient benign heterogeneous catalyst at 110°C. The catalyst was easily recycled and reused up to three times without significant loss in activity. The proposed method provides significant benefits, including benign conditions, atom economy

  摘要 采用2 mol% Ag-TiO 2纳米复合材料作为高效良性多相催化剂，在110℃下，通过各种醛、β-萘酚和脲或苯甲酰胺之间的无溶剂三组分反应合成了1-酰胺基烷基-2-萘酚衍生物。°C。该催化剂很容易回收并重复使用多达三次，而活性没有明显损失。该方法具有显着的优点，包括良好的条件、原子经济性、催化剂用量低、使用低成本、易获得和可回收的纳米复合催化剂，并且不需要对目标产物进行色谱纯化。
• MCM-41-SO3H: a novel reusable nanocatalyst for synthesis of amidoalkyl naphthols under solvent-free conditions
  作者：Shahnaz Rostamizadeh、Fatemeh Abdollahi、Nasrin Shadjou、Ali Mohammad Amani

  DOI：10.1007/s00706-013-0936-4

  日期：2013.8

  Nanosized MCM-41-SO3H based on an ordered mesoporous material with covalently anchored sulfuric acid groups inside the mesochannels was used as an acid catalyst for synthesis of amidoalkyl naphthols in the multicomponent reaction of 2-naphthol, aromatic aldehydes, and an amide. The products were characterized by Fourier-transform infrared (FT-IR), nuclear magnetic resonance (NMR), and mass spectroscopy. The surface area and pore size of MCM-41-SO3H were also determined by the Brunauer-Emmett-Teller (BET) calculation model. This novel approach for preparation of amidoalkyl naphthols offers several advantages: short reaction times, simple purification and simple isolation of products, high reusability of the catalyst, to name but a few..