5-methyl-2,4-diphenylquinazoline | 1609460-22-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-methyl-2,4-diphenylquinazoline
• CAS: 1609460-22-1
• 化学式: C₂₁H₁₆N₂
• 分子量: 296.371
• InChiKey: FQOHUYKPTPTNON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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 、 碘 、 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 13.34h， 生成 7-methyl-2,4-diphenylquinazoline 、 5-methyl-2,4-diphenylquinazoline
  参考文献：
  名称：

  由N，N'-二取代Am通过I 2 / KI介导的氧化性CC键的合成

  摘要：

  由C（sp 3）-H和C（sp 2）-H键形成的I 2 / KI促进的氧化C-C键形成反应已用于由N，N'-二取代的idine构建喹唑啉骨架。通过顺序的酰胺化，氯化和胺化反应，可以轻松地从相应的酰氯，苯胺和烷基/苄基胺制备所需的底物。在最佳的氧化环化条件下，所有这些s都可以方便地以中等到良好的产率转化为预期的产物。这种实用且对环境无害的方法适用于粗am中间体，也可以以克为单位进行。

  DOI：

  10.1021/acs.joc.6b02100

文献信息

• [EN] BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLE DERIVATIVES FOR ORGANIC LIGHT EMITTING DIODES<br/>[FR] DÉRIVÉS BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLE POUR DES DIODES ÉLECTROLUMINESCENTES ORGANIQUES
  申请人：IDEMITSU KOSAN CO

  公开号：WO2017093958A1

  公开（公告）日：2017-06-08

  Compounds of formula (I) and their use in electronic devices, especially electroluminescent devices: (I) wherein at least two of the substituents R1 and R2, R2 and R3, R3 and R4, R5 and R6, R6 and R7, or R7 and R8 form together one of the following ring systems (IIa), (IIb) (IIc). When used as charge transport material, charge blocker material and/or host material in electroluminescent devices, the compounds of formula (I) may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices and reduced driving voltage of electroluminescent devices.

  化合物的结构式（I）及其在电子器件中的应用，特别是电致发光器件中的应用：（I）其中至少两个取代基R1和R2、R2和R3、R3和R4、R5和R6、R6和R7或R7和R8共同形成以下环系之一（IIa）、（IIb）、（IIc）。当作为电荷传输材料、电荷阻挡材料和/或宿主材料在电致发光器件中使用时，化合物的结构式（I）可能提供电致发光器件的效率、稳定性、可制造性或光谱特性的改进，并降低电致发光器件的驱动电压。
• BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLE CARRYING BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLYL GROUPS, CARBAZOLYL GROUPS, BENZOFURANE GROUPS OR BENZOTHIOPHENE GROUPS FOR ORGANIC LIGHT EMITTING DIODES
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP3150604A1

  公开（公告）日：2017-04-05

  Benzimidazolo[1,2-a]benzimidazole carrying benzimidazolo[1,2-a]benzimidazolylyl groups, carbazolyl groups, benzofurane groups or benzothiophene groups and their use in electronic devices, especially electroluminescent devices. When used as charge transport material, charge blocker material and/or host material in electroluminescent devices, the inventive compounds may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices and reduced driving voltage of electroluminescent devices.

  含有苯并咪唑并[1,2-a]苯并咪唑基团、咔唑基团、苯并呋喃基团或苯并噻吩基团的苯并咪唑并将其用于电子装置，特别是电致发光装置。当用作电致发光器件中的电荷传输材料、电荷阻断材料和/或宿主材料时，本发明化合物可提高电致发光器件的效率、稳定性、可制造性或光谱特性，并降低电致发光器件的驱动电压。
• Transition Metal-Free Visible Light-Driven Photoredox Oxidative Annulation of Arylamidines
  作者：Zi-chao Shen、Pan Yang、Yu Tang

  DOI：10.1021/acs.joc.5b02366

  日期：2016.1.4

  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 %).
• Solvent/Oxidant-Switchable Synthesis of Multisubstituted Quinazolines and Benzimidazoles via Metal-Free Selective Oxidative Annulation of Arylamidines
  作者：Jian-Ping Lin、Feng-Hua Zhang、Ya-Qiu Long

  DOI：10.1021/ol500864r

  日期：2014.6.6

  A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp(3))-C(sp(2)) and C(sp(2))-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp(3)C-H/sp(2)C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.
• BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLE CARRYING BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLYLYL GROUPS, CARBAZOLYL GROUPS, BENZOFURANE GROUPS OR BENZOTHIOPHENE GROUPS FOR ORGANIC LIGHT EMITTING DIODES
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：EP3150604B1

  公开（公告）日：2021-07-14