2,4-二苯基苯并[h]喹唑啉 | 36547-38-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2,4-二苯基苯并[h]喹唑啉
• 英文名称: 2,4-diphenylbenzo[h]quinazoline
• CAS: 36547-38-3
• 化学式: C₂₄H₁₆N₂
• 分子量: 332.404
• InChiKey: GEZASDFBKHUKNE-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C(Solv: benzene (71-43-2); ethanol (64-17-5))
• 沸点：
  458.2±33.0 °C(Predicted)
• 密度：
  1.210±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  n-苄基苯甲酰胺 在 氯化亚砜 、 四溴化碳 、 rose bengal 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 12.5h， 生成 2,4-二苯基苯并[h]喹唑啉
  参考文献：
  名称：

  Transition Metal-Free Visible Light-Driven Photoredox Oxidative Annulation of Arylamidines

  摘要：

  A fast catalytic synthesis of multisubstituted quinazolines from readily available amidines via visible light-mediated oxidative C(sp(3))-C(sp(2)) bond formation has been established. This reaction is a metal-free oxidative coupling catalyzed by a photoredox organocatalyst. The protocol features low catalyst loading (1 mol %).

  DOI：

  10.1021/acs.joc.5b02366

文献信息

• Four-component quinazoline synthesis from simple anilines, aromatic aldehydes and ammonium iodide under metal-free conditions
  作者：Jinjin Chen、Dan Chang、Fuhong Xiao、Guo-Jun Deng

  DOI：10.1039/c8gc02654h

  日期：——

  A four-component procedure for the preparation of substituted quinazolines from anilines, aromatic aldehydes and ammonium iodide is described. The C–H bond ortho to the amino group in anilines was directly functionalized under metal-free conditions. Two aldehydes were involved in this reaction and ammonium iodide was used as one of the nitrogen sources. This reaction provides a strategy for the facile

  描述了一种由苯胺，芳族醛和碘化铵制备取代的喹唑啉的四组分方法。的C-H键的邻位中的苯胺的氨基不含金属的条件下直接官能化。该反应涉及两种醛，碘化铵用作氮源之一。该反应提供了从简单的苯胺和其他容易获得的反应物容易地构建取代的喹唑啉的策略。
• Preparation of Quinazolines via a 2+2+2 Annulation from Aryldiazonium Salts and Nitriles
  作者：Mani Ramanathan、Shiuh-Tzung Liu

  DOI：10.1021/acs.joc.7b01325

  日期：2017.8.4

  A (2+2+2) modular synthesis of multisubstituted quinazolines has been realized by the direct reaction of aryldiazonium salts with two equivalent of nitriles. Reaction of aryldiazonium salt with a nitrile provides the initial formation of a reactive nitrilium ion, which is attacked by another molecule of nitrile followed by electrophilic cyclization to deliver the desired product. Notable flexibility

  通过芳基重氮盐与两个当量腈的直接反应，实现了多取代喹唑啉的（2 + 2 + 2）模块化合成。芳基重氮盐与腈的反应提供了反应性腈离子的初始形成，该离子被另一种腈分子攻击，随后进行亲电环化以提供所需的产物。该方法的优点是取代模式具有显着的灵活性，易于获得的底物，反应时间短，无过渡金属和克级合成。
• ORGANIC ELECTROLUMINESCENT MATERIAL AND DEVICE
  申请人：Yen Feng-Wen

  公开号：US20210130383A1

  公开（公告）日：2021-05-06

  A compound having a first ligand of the following is described. Ring A represents a monocyclic aromatic group or a polycyclic aromatic group. Ring B represents a polycyclic aromatic group. Z is a carbon. Z and the right N are coordinated to a metal to form a five-membered chelate ring. R 1 and R 2 independently represent mono to a maximum possible number of substitutions, or no substitution.

  描述了具有以下第一配体的化合物。环A代表单环芳香基团或多环芳香基团。环B代表多环芳香基团。Z是碳。Z和右侧的N与金属配位形成五元螯合环。R1和R2独立地表示单个到可能的最大取代数，或不取代。
• [EN] NEW ELECTRON TRANSPORT MATERIAL AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME<br/>[FR] NOUVEAU MATÉRIAU DE TRANSPORT D'ÉLECTRONS ET DISPOSITIF ORGANIQUE ÉLECTROLUMINESCENT L'UTILISANT
  申请人：ALPHA CHEM CO LTD

  公开号：WO2013180376A1

  公开（公告）日：2013-12-05

  Provided are a new electron transport material and an organic electroluminescent device including the same. The electron transport material according to the present invention may have the excellent luminescence property and reduce the driving voltage to increase the power efficiency, such that the organic electroluminescent device using less consumption power may be manufactured.

  提供了一种新的电子传输材料和包括该材料的有机电致发光器件。根据本发明的电子传输材料可能具有优异的发光性能，并降低驱动电压以提高功率效率，从而可以制造出使用更少功耗的有机电致发光器件。
• The reaction of tetralones with nitriles: a simple approach to the synthesis of new substituted benzo[h]quinazolines, benzo[f]quinazolines and dibenzo[a,i]phenanthridines
  作者：Antonio Herrera、Roberto Martínez-Alvarez、Mourad Chioua、Rachid Chatt、Rachid Chioua、Angel Sánchez、John Almy

  DOI：10.1016/j.tet.2006.01.010

  日期：2006.3

  1-tetralone with nitriles in the presence of triflic anhydride affords in good yields 2,4-disubstituted 5,6-dihydrobenzo[h]quinazolines, which oxidation with DDQ leads to the corresponding benzo[h]quinazolines. 2-Tetralone undergoes identical process forming 1,3-disubstituted 5,6-dihydrobenzo[f]quinazolines. However, when the reaction of 2-tetralone is carried out with methylthiocyanate as nitrile, 5-meth

  在三氟甲磺酸酐存在下，1-四氢萘酮与腈的一锅法反应可提供高收率的2,4-二取代的5,6-二氢苯并[ h ]喹唑啉，用DDQ氧化可得到相应的苯并[ h ]喹唑啉。2-Tetralone经历相同的过程，形成1,3-二取代的5,6-二氢苯并[ f ]喹唑啉。然而，当2-四氢萘酮与甲基硫氰酸酯作为腈进行反应时，以高收率分离出5-甲基硫基四氢二苯并[ a ] ，i，菲啶。甲硫基的轻松转化为获得各种取代的二苯并[ a，i ]菲啶提供了可能。