4-(naphthalen-2-yl)-2-phenyl-1H-imidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(naphthalen-2-yl)-2-phenyl-1H-imidazole
• 英文别名: 2-phenyl-4-(2-naphthyl)imidazole；5-naphthalen-2-yl-2-phenyl-1H-imidazole
• 化学式: C₁₉H₁₄N₂
• 分子量: 270.334
• InChiKey: LFNLCLNDJHARGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-萘乙酮 在 ammonium acetate 、 氢溴酸 、 二甲基亚砜 作用下， 以 甲醇 、 水 、 二甲基亚砜 为溶剂， 反应 36.0h， 生成 4-(naphthalen-2-yl)-2-phenyl-1H-imidazole
  参考文献：
  名称：

  从酮和醛模块合成二取代和三取代的咪唑：激酶抑制剂的途径。

  摘要：

  基于酮氧化，采用催化HBr和DMSO，然后通过咪唑与醛的缩合反应，开发了一种单罐模块化方法，用于合成2,4（5）-二取代的咪唑。该方法提供了二十九个二取代的NH-咪唑（23％-85％的产率）。通过采用这种氧化-缩合方案，然后在咪唑环中进行溴化和Suzuki偶联，得到三取代的NH-咪唑（23％-69％，三步法），实现了三步合成20种激酶抑制剂的过程。该方法还用于合成已知抑制剂GSK3037619A。

  DOI：

  10.1021/acs.joc.9b01844

文献信息

• [EN] PHENYLNAPHTHYLIMIDAZOLES FOR USE ON COPPER SURFACES DURING SOLDERING<br/>[FR] PHÉNYLNAPHTHYLIMIDAZOLES EN VUE D'UNE UTILISATION SUR LES SURFACES EN CUIVRE AU COURS D'UN BRASAGE
  申请人：SHIKOKU CHEM

  公开号：WO2005121101A1

  公开（公告）日：2005-12-22

  A surface treating agent containing a novel phenylnaphthylimidazole compound represented by the following formula is brought into contact with the surface of copper or a copper alloy. In the formula, when A1 is a phenyl group, then A2 represents a 1-naphthyl group or a 2-naphthyl group, and when A1 is a 1-naphthyl group or a 2-naphthyl group, then A2 represents a phenyl group; and R represents a hydrogen atom or a methyl group.

  含有所述下列公式表示的新型苯基萘基咪唑啉化合物的表面处理剂与铜或铜合金的表面接触。在公式中，当A1是苯基时，A2代表1-萘基或2-萘基，当A1是1-萘基或2-萘基时，A2代表苯基；R代表氢原子或甲基。
• Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles
  作者：Hina Mehmood、Muhammad Asif Iqbal、Le Lu、Ruimao Hua

  DOI：10.3390/molecules25163621

  日期：——

  of imidazole ring by a Cs2CO3-promoted annulation of amidoximes with terminal alkynes in DMSO has been developed. This protocol provides a simple synthetic route with high atom-utilization for the synthesis of 2,4-disubstituted imidazoles in good yields under transition-metal-free and ligand-free conditions. Internal alkynes can also undergo the annulation to give 2,4,5-trisubstituted imidazoles.

  已开发出通过 Cs2CO3 促进的酰胺肟与 DMSO 中末端炔烃的环化有效构建咪唑环。该协议为在无过渡金属和无配体的条件下以良好的收率合成 2,4-二取代咪唑提供了一种简单的合成路线, 具有高原子利用率。内部炔烃也可以进行环化，得到 2,4,5-三取代的咪唑。
• Water-Soluble Preflux and Usage of the Same
  申请人：Hirao Hirohiko

  公开号：US20080318070A1

  公开（公告）日：2008-12-25

  It is an object to provide a water-soluble preflux containing a low-volatile solubilizing agent excellent in performance to dissolve an imidazole compound in water and capable of bringing out an excellent film-forming property of the imidazole compound and also to provide a treating method for the surface of a metal conductive part which comprises bringing the surface into contact with the above water-soluble preflux. Another object is to provide a printed wiring board wherein the surface of a metal conductive part has been brought into contact with the above water-soluble preflux and a soldering method which comprises bringing the surface of a metal conductive part into contact with the above water-soluble preflux and subsequently soldering the surface. A water-soluble preflux comprising an imidazole compound and a carboxylic acid compound having 4 to 16 carbon atoms represented by the following general formula 1: wherein R 1 represents a linear or branched alkyl group having 1 to 4 carbon atoms, R 2 represents a hydrogen atom or a methyl group, m represents an integer of 0 to 3, and n represents 1 or 2.

  本发明的目的是提供一种水溶性预流体，其中包含一种低挥发性溶剂，其性能优异，能够将咪唑化合物溶解在水中，并能够发挥咪唑化合物的优异成膜性能，同时提供一种金属导电部件表面处理方法，其包括将表面与上述水溶性预流体接触。另一个目的是提供一种印制电路板，其中金属导电部件的表面已与上述水溶性预流体接触，并提供一种焊接方法，其包括将金属导电部件的表面与上述水溶性预流体接触，然后焊接表面。一种水溶性预流体，包括咪唑化合物和下述一般式1所表示的具有4至16个碳原子的羧酸化合物，其中R1表示具有1至4个碳原子的线性或支链烷基，R2表示氢原子或甲基基团，m表示0至3的整数，n表示1或2。
• Phenylnaphthylimidazole Compound and Usage of the Same
  申请人：Hirao Hirohiko

  公开号：US20070246134A1

  公开（公告）日：2007-10-25

  A surface treating agent containing a novel phenylnaphthylimidazole compound represented by the following formula is brought into contact with the surface of copper or a copper alloy. In the formula, when A 1 is a phenyl group, then A 2 represents a 1-naphthyl group or a 2-naphthyl group, and when A 1 is a 1-naphthyl group or a 2-naphthyl group, then A 2 represents a phenyl group; and R represents a hydrogen atom or a methyl group.

  一种表面处理剂，其含有一种新的苯基萘亚咪唑化合物，其化学式如下，与铜或铜合金的表面接触。在该式中，当A1为苯基时，A2表示1-萘基或2-萘基，当A1为1-萘基或2-萘基时，A2表示苯基；R表示氢原子或甲基基团。
• Water-soluble preflux and usage of the same
  申请人：Shikoku Chemicals Corporation

  公开号：US07754105B2

  公开（公告）日：2010-07-13

  It is an object to provide a water-soluble preflux containing a low-volatile solubilizing agent excellent in performance to dissolve an imidazole compound in water and capable of bringing out an excellent film-forming property of the imidazole compound and also to provide a treating method for the surface of a metal conductive part which comprises bringing the surface into contact with the above water-soluble preflux.

  本发明旨在提供一种水溶性预流体，其中包含低挥发性溶解剂，优异的性能可溶解咪唑化合物在水中，并能发挥咪唑化合物出色的成膜性能，并提供一种金属导电部件表面处理方法，其中包括将表面与上述水溶性预流体接触。