N-[(2-hydroxynaphthalen-1-yl)(4-hydroxyphenyl)methyl]-benzamide | 1427449-42-0

• 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-[(2-hydroxynaphthalen-1-yl)(4-hydroxyphenyl)methyl]-benzamide
• 英文别名: N-[(2-hydroxynaphthalen-1-yl)-(4-hydroxyphenyl)methyl]benzamide
• CAS: 1427449-42-0
• 化学式: C₂₄H₁₉NO₃
• 分子量: 369.42
• InChiKey: OIDZRSVYXHADDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰胺 、 对羟基苯甲醛 、 2-萘酚 在 zirconium silicate zeolite 作用下， 反应 0.67h， 以92%的产率得到N-[(2-hydroxynaphthalen-1-yl)(4-hydroxyphenyl)methyl]-benzamide
  参考文献：
  名称：

  ZS-1 沸石作为一种高效且可重复使用的催化剂，用于在无溶剂条件下轻松合成 1-酰胺基烷基-2-萘酚

  摘要：

  采用水热法成功合成了高效且可重复使用的ZS-1沸石作为一种新型催化剂。催化剂的表征使用多种分析技术进行，例如 XRD、FT-IR、FESEM、EDAX、HRTEM、BET 和 NH 3 TPD。通过β-萘酚、醛和酰胺在无溶剂条件下的反应轻松合成各种取代的1-酰氨基烷基-2-萘酚的环境友好型方案。这种催化剂具有许多优点，例如反应时间更短、操作简单、可重复使用、产品收率高、易于后处理和易于回收。此外，回收的催化剂可以在接下来的五次运行中循环使用，而不会显着降低催化活性。 图形摘要

  DOI：

  10.1007/s10562-021-03684-8

文献信息

• Cetrimonium Bromide Promoted Efficient Multi-component Protocol for Synthesis of 1-Amidoalkyl-2-naphthols in Aqueous Medium
  作者：A.V. Nakhate、A.P. Ingale、S.V. Shinde

  DOI：10.14233/ajchem.2021.23251

  日期：——

  An efficient and eco-friendly cetrimonium bromide promoted one-pot synthesis of 1-amidoalkyl-2-naphthols by the multicomponent condensation of aldehydes, β-naphthol and amides in water is reported. The wide range of substrate scope, excellent yield, short reaction rate, operational simplicity and environmentally friendly water as medium are the prominent feature of this protocol.

  一种高效、环保的溴化十六烷基铵催化的一锅法合成1-酰胺烷基-2-萘酚的方法报道了在水中进行醛、β-萘酚和酰胺的多组分缩合反应。该方法的显著特点包括广泛的底物范围、优异的产率、短的反应时间、操作简便以及环保的水介质。
• β-Cyclodextrin-butane sulfonic acid: an efficient and reusable catalyst for the multicomponent synthesis of 1-amidoalkyl-2-naphthols under solvent-free conditions
  作者：Kai Gong、Hualan Wang、Xiaoxue Ren、Ying Wang、Jinghua Chen

  DOI：10.1039/c5gc00384a

  日期：——

  A [small beta]-cyclodextrin-butane sulfonic acid is reported as an efficient catalyst for the one-pot synthesis of 1-amidoalkyl-2-naphthols by the multicomponent condensation of aromatic aldehydes, [small beta]-naphthol and amides under solvent-free conditions. The...

  据报道，小α-环糊精-丁磺酸是在溶剂-溶剂下通过芳香醛，小-萘酚和酰胺的多组分缩合一锅合成1-氨基烷基-2-萘的有效催化剂。免费条件。这...
• A novel inorganic–organic nanohybrid material H₄SiW₁₂O₄₀/pyridino-MCM-41 as efficient catalyst for the preparation of 1-amidoalkyl-2-naphthols under solvent-free conditions
  作者：R. Tayebee、M. M. Amini、M. Akbari、A. Aliakbari

  DOI：10.1039/c5dt00368g

  日期：——

  A new inorganic–organic nanohybrid material was prepared and performed as an efficient catalyst for the one-pot multi-component synthesis of different substituted 1-amidoalkyl-2-naphthols under solvent-free conditions.

  一种新的无机-有机纳米杂化材料被制备并作为高效催化剂，用于在无溶剂条件下一锅法合成不同取代的1-酰胺烷基-2-萘酚。
• Homopiperazine sulfamic acid functionalized mesoporous silica nanoparticles (MSNs-HPZ-SO₃H) as an efficient catalyst for one-pot synthesis of 1-amidoalkyl-2-naphthols
  作者：Zahra Nasresfahani、Mohammad Zaman Kassaee、Esmaiel Eidi

  DOI：10.1039/c5nj02974k

  日期：——

  Mesoporous silica nanoparticles are efficiently functionalized with homopiperazine sulfamic acid. The resulting MSNs-HPZ-SO3H is employed as a nanocatalyst in one-pot synthesis of 1-amidoalkyl-2-naphthols, through three-component condensation reaction of aromatic aldehydes, amides/urea and β-naphthol, under thermal solvent-free conditions. Characterizations of the catalyst are carried out using XRD

  介孔二氧化硅纳米粒子被高哌嗪氨基磺酸有效地官能化。所得的MSNs-HPZ-SO 3 H在热溶剂-下，通过芳族醛，酰胺/脲和β-萘酚的三组分缩合反应，被用作一锅合成1-酰胺烷基-2-萘的纳米催化剂。免费条件。催化剂的表征使用XRD，SEM，FT-IR，TGA-DTA和氮吸附-解吸分析进行。该方案被开发为一种利用生态友好型催化剂合成1-氨基烷基-2-萘酚的安全便捷的替代方法。
• Preparation and characterization of a novel Wells–Dawson heteropolyacid-based magnetic inorganic–organic nanohybrid catalyst H₆P₂W₁₈O₆₂/pyridino-Fe₃O₄for the efficient synthesis of 1-amidoalkyl-2-naphthols under solvent-free conditions
  作者：Reza Tayebee、Mostafa M. Amini、Hooriyeh Rostamian、Azam Aliakbari

  DOI：10.1039/c3dt51594j

  日期：——

  A novel magnetic inorganic–organic nanohybrid material H6P2W18O62/pyridino-Fe3O4 (HPA/TPI-Fe3O4) was fabricated and performed as an efficient, eco-friendly, and highly recyclable catalyst for the solvent-free, one-pot, and multi-component synthesis of various substituted 1-amidoalkyl-2-naphthols from the reaction of β-naphthol, an aldehyde, and benzamide with good to excellent yields (47–94%) and in a short span of time (25–60 min). The nanohybrid catalyst was prepared by the chemical anchoring of Wells–Dawson heteropolyacid H6P2W18O62 onto the surface of modified Fe3O4 nanoparticles with N-[3-(triethoxysilyl)propyl]isonicotinamide (TPI) linker. The magnetically recoverable catalyst was easily recycled at least eight times without any loss of catalytic activity. XRD, TEM, UV-vis, and FTIR confirmed that the heteropolyacid H6P2W18O62 is well dispersed on the surface of the solid support and its structure is retained after immobilization on the pyridine modified Fe3O4 nanoparticles. This protocol is developed as a safe and convenient alternate method for the synthesis of 1-amidoalkyl-2-naphthols utilizing an eco-friendly, and a highly reusable catalyst.

  制备了一种新型磁性无机-有机纳米杂化材料H6P2W18O62/吡啶基-Fe3O4 (HPA/TPI-Fe3O4)，并作为一种高效、环保、高度可回收的催化剂，用于无溶剂、一锅法和多用途催化剂。由β-萘酚、醛和苯甲酰胺反应合成各种取代的 1-酰胺基烷基-2-萘酚，产率从良好到优异 (47-94%)，且时间跨度短（25-60 分钟） ）。该纳米杂化催化剂是通过将 Wells-Dawson 杂多酸 H6P2W18O62 化学锚定到带有 N-[3-(三乙氧基甲硅烷基)丙基]异烟酰胺 (TPI) 连接体的改性 Fe3O4 纳米颗粒表面来制备的。可磁性回收的催化剂可以轻松回收至少八次，而不会损失任何催化活性。 XRD、TEM、UV-vis 和 FTIR 证实杂多酸 H6P2W18O62 良好分散在固体载体表面，固定在吡啶修饰的 Fe3O4 纳米粒子上后其结构保留。该方案被开发为一种安全、方便的替代方法，利用环保且高度可重复使用的催化剂合成 1-酰胺基烷基-2-萘酚。