[(3-nitrophenyl)(2-hydroxynaphthalen-1-yl)methyl]-3-methylurea

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [(3-nitrophenyl)(2-hydroxynaphthalen-1-yl)methyl]-3-methylurea
• 英文别名: 1-[(2-Hydroxynaphthalen-1-yl)-(3-nitrophenyl)methyl]-3-methylurea
• 化学式: C₁₉H₁₇N₃O₄
• 分子量: 351.362
• InChiKey: LGGGZKLOYHTDOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 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：
  107
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  间硝基苯甲醛 、 2-萘酚 、 N-甲基脲 在 sulfanilic acid functionalized silica coated Fe₃O₄ nanoparticles 作用下， 以 neat (no solvent) 为溶剂， 反应 0.17h， 以94%的产率得到[(3-nitrophenyl)(2-hydroxynaphthalen-1-yl)methyl]-3-methylurea
  参考文献：
  名称：

  磺胺酸官能化的二氧化硅包覆的磁铁矿纳米粒子，是一种高效，可重复使用且可磁分离的催化剂，可用于无溶剂合成1-氨基和1-氨基烷基-2-萘酚

  摘要：

  磺胺酸官能化的二氧化硅包覆的纳米Fe 3 O 4颗粒（MNPs–PhSO 3 H）已使用简便的方法制备为可重复使用的多相酸催化剂。该新型材料的催化性能已在通过以下方法合成1-氨基和1-氨基烷基-2-萘酚衍生物中进行了研究在无溶剂的经典加热条件下，醛，2-萘酚和酰胺/脲/胺的一锅三组分缩合反应，收率好至极好。在外部磁场的帮助下，催化剂很容易从反应混合物中分离出来，并在不明显降低催化效率的情况下重复使用几次。从透射电子显微镜（TEM），扫描电子显微镜（SEM），粉末X射线衍射（XRD）和样品磁强计（VSM）获得的结果表明，合成的磁性纳米复合材料是超顺磁性的，尺寸范围为15–30 nm。

  DOI：

  10.1039/c4ra03676j

文献信息

• A Simple and Efficient Procedure for the Synthesis of Amidoalkyl Naphthols by <i>p</i>-TSA in Solution or under Solvent-Free Conditions
  作者：Mohammad Khodaei、Ahmad Khosropour、Hassan Moghanian

  DOI：10.1055/s-2006-939034

  日期：——

  An efficient and direct procedure for the synthesis of amidoalkyl naphthols has been described that employs a three-component condensation reaction in one pot using aromatic aldehydes, β-naphthol and ureas or amides in the presence of p-toluene sulfonic acid in 1,2-dichloroethane at room temperature or under solvent-free conditions at elevated temperature.

  已经描述了一种用于合成酰氨基烷基萘酚的有效且直接的方法，该方法在 1,2- 对甲苯磺酸存在下使用芳香醛、β-萘酚和脲或酰胺在一个锅中采用三组分缩合反应。二氯乙烷在室温下或在无溶剂条件下在升高的温度下。
• Cation‐Exchanged Resins: Efficient Heterogeneous Catalysts for Facile Synthesis of 1‐Amidoalkyl‐2‐naphthols from One‐Pot, Three‐Component Condensations of Amides/Ureas, Aldehydes, and 2‐Naphthol
  作者：Sachin B. Patil、Pankajkumar R. Singh、Mandar P. Surpur、Shriniwas D. Samant

  DOI：10.1080/00397910701263858

  日期：2007.5.1

  Abstract One‐pot, three‐component condensation of 2‐naphthol, amides/ureas, and aldehydes takes place smoothly in the presence of cation‐exchange resins to afford the corresponding 1‐amidoalkyl‐2‐naphthols in good yield. Indion‐130 is found to be the best catalyst for the reaction and is recyclable. The method is simple, solvent free, and involves a short reaction time.

  摘要 2-萘酚、酰胺/脲和醛的一锅三组分缩合反应在阳离子交换树脂的存在下顺利进行，以良好的收率得到相应的1-酰胺基烷基-2-萘酚。Indion-130 被发现是该反应的最佳催化剂，并且是可回收的。该方法简单，无溶剂，反应时间短。
• PPA-SiO₂–Catalyzed Multicomponent Synthesis of Amidoalkyl Naphthols
  作者：Hamid Reza Shaterian、Asghar Hosseinian、Majid Ghashang

  DOI：10.1080/00397910802138231

  日期：2008.9.12

  Silica gel-supported polyphosphoric acid (PPA-SiO2) was found to be an efficient catalyst for the multicomponent condensation reaction of aryl aldehydes, 2-naphthol, and urea or amides to afford the corresponding 1-amidoalkyl-2-naphthols in good to excellent yields. This new approach consistently had short reaction times, high conversions, clean reaction profiles, and simple experimental and workup procedures.
• Synthesis of amidoalkyl naphthols by an iodine-catalyzed multicomponent reaction of β-naphthol
  作者：Rahul R. Nagawade、Devanand B. Shinde

  DOI：10.1016/j.mencom.2007.09.018

  日期：2007.9

  Iodine is an efficient catalyst for the multicomponent condensation reaction of beta-naphthol, aromatic aldehydes and urea or an amide to afford the corresponding amidoalkyl naphthols in good yields.
• Preparation of 1-amidoalkyl-2-naphthol derivatives using barium phosphate nano-powders
  作者：Hadi Taghrir、Majid Ghashang、Mohammad Najafi Biregan

  DOI：10.1016/j.cclet.2015.08.011

  日期：2016.1

  Barium phosphate (Ba-3(PO4)(2)) nano-powder was successfully synthesized via a simple precipitation route without any surfactant. The prepared nano-powder was applied for the facile synthesis of 1-amidoallcyl-2-naphthol derivatives using multi-component reaction of aldehydes, 2-naphthol and an amide (or urea) in high yields. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.