N-((4-chlorophenyl)(2-hydroxynaphthalen-1-yl)methyl)acrylamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-((4-chlorophenyl)(2-hydroxynaphthalen-1-yl)methyl)acrylamide
• 英文别名: N-[(4-chlorophenyl)-(2-hydroxynaphthalen-1-yl)methyl]prop-2-enamide
• 化学式: C₂₀H₁₆ClNO₂
• 分子量: 337.806
• InChiKey: ALENGSLFJAOPRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  4-氯苯甲醛 、 丙烯酰胺 、 2-萘酚 在 高氯酸 作用下， 反应 7.5h， 以76%的产率得到N-((4-chlorophenyl)(2-hydroxynaphthalen-1-yl)methyl)acrylamide
  参考文献：
  名称：

  高氯酸-二氧化硅（高氯酸4 ⋅SiO 2）14 -烷基-或14芳基- 14 -催化合成ħ -二苯并[一，Ĵ ]呫吨和ñ - [（2-羟基萘-1-基）甲基]酰胺†

  摘要：

  14芳基-或14-烷基-14的合成ħ -二苯并[一，Ĵ ]呫吨3涉及萘-2-醇（治疗1）配有arenecarboxaldehydes或链烷醛2在高氯酸的存在下4 ⋅SiO 2作为获得了非均相催化剂（表1），并且该反应通过与尿素（4a）或酰胺4b的三组分反应而扩展到N -[（2-羟基萘-1-基）甲基]酰胺5的制备。– d作为第三种反应物（表2）。

  DOI：

  10.1002/hlca.200790134

文献信息

• Silicon-Induced General, Mild, and Efficient One-Pot, Three-Component Synthesis of Amidoalkyl Naphthol Libraries
  作者：Tarek Salama

  DOI：10.1055/s-0032-1318392

  日期：——

  A general mild and efficient protocol for the synthesis of amidoalkyl naphthol libraries was achieved utilizing tetrachlorosilane and zinc chloride in dichloromethane at ambient temperature via a one-pot, three-component condensation of various aldehydes, nitriles (amides), and β-naphthol.

  在室温下，通过各种醛、腈（酰胺）和 β-萘酚的一锅三组分缩合反应，在二氯甲烷中使用四氯硅烷和氯化锌，实现了合成酰胺烷基萘酚库的一般温和有效的方案。
• Preparation of amidoalkyl naphthols by a three-component reaction catalyzed by 2,4,6-trichloro-1,3,5-triazine under solvent-free conditions
  作者：Peng Zhang、Zhan-Hui Zhang

  DOI：10.1007/s00706-008-0059-5

  日期：2009.2

  AbstractAn efficient one-pot synthesis of amidoalkyl naphthols is described. This involves the three-component reaction of 2-naphthol, aromatic aldehydes and amide or urea in the presence of a catalytic amount of 2,4,6-trichloro-1,3,5-triazine (TCT, cyanuric chloride) under solvent-free conditions. Graphical abstract

  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
• 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。
• Perchloric Acid–Silica (HClO4⋅SiO2)-Catalyzed Synthesis of 14-Alkyl- or 14-Aryl-14H-dibenzo[a,j]xanthenes andN-[(2-Hydroxynaphthalen-1-yl)methyl]amides
  作者：Biswanath Das、D. Nandan Kumar、Keetha Laxminarayana、B. Ravikanth

  DOI：10.1002/hlca.200790134

  日期：2007.7

  The synthesis of 14-aryl- or 14-alkyl-14H-dibenzo[a,j]xanthenes 3 involving the treatment of naphthalen-2-ol (1) with arenecarboxaldehydes or alkanals 2 in the presence of HClO4⋅SiO2 as a heterogeneous catalyst was achieved (Table 1), and this reaction was extended to the preparation of N-[(2-hydroxynaphthalen-1-yl)methyl]amides 5 by a three-component reaction with urea (4a) or an amide 4b–d as a third

  14芳基-或14-烷基-14的合成ħ -二苯并[一，Ĵ ]呫吨3涉及萘-2-醇（治疗1）配有arenecarboxaldehydes或链烷醛2在高氯酸的存在下4 ⋅SiO 2作为获得了非均相催化剂（表1），并且该反应通过与尿素（4a）或酰胺4b的三组分反应而扩展到N -[（2-羟基萘-1-基）甲基]酰胺5的制备。– d作为第三种反应物（表2）。