N-[(3-bromo-phenyl)-(2-hydroxy-naphthalen-1-yl)-methyl]-acetamide | 1174909-32-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-[(3-bromo-phenyl)-(2-hydroxy-naphthalen-1-yl)-methyl]-acetamide
• 英文别名: N-[(2-hydroxynaphthalen-1-yl)(3-bromophenyl)methyl]acetamide；N-[(3-bromophenyl)-(2-hydroxynaphthalen-1-yl)methyl]acetamide
• CAS: 1174909-32-0
• 化学式: C₁₉H₁₆BrNO₂
• 分子量: 370.246
• InChiKey: GEZLKGNKLCMLOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙酰胺 、 间溴苯甲醛 、 2-萘酚 在 三聚氯氰 作用下， 反应 0.67h， 以95%的产率得到N-[(3-bromo-phenyl)-(2-hydroxy-naphthalen-1-yl)-methyl]-acetamide
  参考文献：
  名称：

  在无溶剂条件下由2,4,6-三氯-1,3,5-三嗪催化三组分反应制备酰胺基烷基萘

  摘要：

  摘要描述了酰胺烷基萘的有效的一锅法合成。这涉及2-萘酚，芳族醛和酰胺或脲在催化剂量的2,4,6-三氯-1,3,5-三嗪（TCT，氰尿酰氯）存在下的三组分反应。免费条件。 图形概要

  DOI：

  10.1007/s00706-008-0059-5

文献信息

• Efficient One-Pot Syntheses of Betti Bases Catalyzed by 1-Methyl-3-(2-(sulfooxy)ethyl)-1<i>H</i>-imidazol-3-ium Chloride
  作者：C. Wang、Y. Wan、H.-Y. Wang、L.-L. Zhao、J.-J. Shi、X.-X. Zhang、H. Wu

  DOI：10.1002/jhet.1124

  日期：2013.5

  The efficient one‐pot syntheses of Betti bases by the three‐component reaction of aromatic aldehyde, 2‐naphthalen, and acetonitrile (or benzamide) catalyzed by 1‐methyl‐3‐(2‐(sulfooxy)ethyl)‐1H‐imidazol‐3‐ium chloride is reported. The solvent can be recycled easily.

  通过1-甲基-3-（2-（磺氧基）乙基）-1H-咪唑催化的芳香醛，2-萘和乙腈（或苯甲酰胺）的三组分反应有效地一锅合成Betti碱报道了氯化三 该溶剂可以容易地回收。
• Aluminatesulfonic acid: Novel and recyclable nanocatalyst for efficient synthesis of aminoalkyl naphthols and amidoalkyl naphthols
  作者：Masoud Nasr-Esfahani、Morteza Montazerozohori、Mahbube Taei

  DOI：10.1016/j.crci.2016.02.003

  日期：2016.8

  Résumé In this study, an efficient, mild, and eco-friendly procedure is developed for the preparation of 1-amidoalkyl-2-naphthols and Betti bases from one-pot three-component condensation of aldehydes, 2-naphthol, and nitrogen sources (amides for amidoalkyl naphthols and amine for Betti bases) in the presence of aluminatesulfonic acid nanoparticles (ASA NPs) as recoverable catalyst under solvent-free conditions. ASA NPs were prepared by a simple reaction of net chlorosulfonic acid and sodium aluminate in high purity. ASA NPs were characterized by Fourier transform IR, X-ray powder diffraction, transmission electron microscopy, energy-dispersive X-ray, thermal gravimetric analysis, and UV diffusion/reflectance techniques. On the basis of the thermal gravimetric analysis and some activation parameters evaluated from decomposition thermal steps using Coats–Redfern model, the catalyst showed high thermal stability. High yields, short reaction time, easy workup, inexpensive, and reusability of the catalyst are advantages of this method.

  摘要 在本研究中，开发了一种高效、温和且环保的程序，用于通过醛、2-萘酚和氮源（用于酰胺烷基萘酚的酰胺和用于Betti碱的胺）的一锅三组分缩合制备1-酰胺烷基-2-萘酚和Betti碱，反应在无溶剂条件下进行，使用铝酸盐磺酸纳米颗粒（ASA NPs）作为可回收催化剂。ASA NPs通过净氯磺酸与高纯度铝酸钠的简单反应制备。 ASA NPs通过傅里叶变换红外光谱、X射线粉末衍射、透射电子显微镜、能量色散X射线、热重分析和UV扩散/反射技术进行了表征。根据热重分析和使用Coats-Redfern模型评估的分解热步骤的一些活化参数，催化剂显示出高热稳定性。该方法的优点包括高产率、短反应时间、容易的后处理、成本低廉以及催化剂的可重用性。
• Boric acid as a mild and efficient catalyst for one-pot synthesis of 1-amidoalkyl-2-naphthols under solvent-free conditions
  作者：AZIZ SHAHRISA、SOMAYEH ESMATI、MAHDI GHOLAMHOSSEINI NAZARI

  DOI：10.1007/s12039-012-0285-6

  日期：2012.7

  green chemistry method has been developed for the synthesis of 1-amidoalkyl-2-naphthol derivatives via a one-pot three-component condensation of 2-naphthol, aldehydes and amide in the presence of boric acid as a mild catalyst. An efficient green chemistry method has been developed for the synthesis of 1-amidoalkyl-2-naphthol derivatives via a one-pot three-component condensation of 2-naphthol, aldehydes

  已经开发出一种有效的绿色化学方法，用于在硼酸作为温和催化剂的情况下，通过2-萘酚，醛和酰胺的一锅式三组分缩合反应合成1-酰胺基烷基-2-萘酚衍生物。 已经开发出一种有效的绿色化学方法，用于在硼酸作为温和催化剂的情况下，通过2-萘酚，醛和酰胺的一锅式三组分缩合反应合成1-酰胺基烷基-2-萘酚衍生物。
• Graphite-Supported Perchloric Acid (HClO4-C): An Efficient and Recyclable Heterogeneous Catalyst for the One-Pot Synthesis of Amidoalkyl Naphthols
  作者：Zhen-Kai Lei、Li Xiao、Xiao-Quan Lu、He Huang、Chen-Jiang Liu

  DOI：10.3390/molecules18021653

  日期：——

  An efficient and direct protocol for the preparation of amidoalkylnaphthols employing a multi-component, one-pot condensation reaction of 2-naphthol, aromatic aldehydes and acetamide or benzamide in the presence of graphite supported perchloric acid under solvent-free conditions is described. The thermal solvent-free procedure offers advantages such as simple work-up, shorter reaction times and higher product yields, and the catalyst exhibited remarkable reactivity and can be recycled.

  本文描述了一种高效的直接合成酰胺烷基萘酚的协议，该协议采用了多组分一锅法冷凝反应，反应物为2-萘酚、芳香醛和醋酰胺或苯酰胺，在无溶剂条件下使用石墨支持的高氯酸作为催化剂。该热无溶剂程序提供了优点，如简单的后处理、更短的反应时间和更高的产物收率，催化剂表现出显著的反应性，并且可以重复使用。
• Preparation and characterization of nano‐Co‐[4‐chlorophenyl‐salicylaldimine‐methyl pyranopyrazole]Cl₂as a new Schiff base complex and catalyst for the solvent‐free synthesis of 1‐amidoalkyl‐2‐naphthols
  作者：Ahmad Reza Moosavi‐Zare、Hamid Goudarziafshar、Fatemeh Nooraei

  DOI：10.1002/aoc.5252

  日期：2020.1

  By the reaction of 4‐chlorobenzaldehyde with ethyl acetoacetate, malononitrile, and hydrazine hydrate, 6‐amino‐4‐(4‐chlorophenyl)‐3‐methyl‐2,4‐dihydropyrano[2,3‐c]pyrazole‐5‐carbonitrile was prepared and then reacted with salicylaldehyde and CoCl2·6H2O to produce nano‐Co‐[4‐cholorophenyl‐salicylaldimine‐methylpyranopyrazole]Cl2 (nano‐[Co‐4CSMP]Cl2). The prepared nano‐Schiff base complex was reported

  通过4-氯苯甲醛与乙酰乙酸乙酯，丙二腈和水合肼的反应，生成6-氨基-4-（4-氯苯基）-3-甲基-2-，4-二氢吡喃[2,3-c]吡唑-5-碳腈制备后与水杨醛和CoCl 2 ·6H 2 O反应生成纳米-Co- [4--氯苯基-水杨基醛二胺-甲基吡喃并吡唑] Cl 2（纳米[Co-4CSMP] Cl 2）。首次报道了制备的纳米席夫碱复合物，并通过傅里叶变换红外光谱，热重分析，差示热重分析，扫描电子显微镜，能量色散X射线光谱，透射电子显微镜和Brunner进行了全面表征。 –Emmett–Teller分析并将其用作合成某些1-氨基烷基-2-萘酚衍生物的有效催化剂。