1-(1H-1,2,3-Benzotriazol-1-ylmethyl)-1,2,3,4-tetrahydroquinoline | 176103-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(1H-1,2,3-Benzotriazol-1-ylmethyl)-1,2,3,4-tetrahydroquinoline
• 英文别名: 1-(benzotriazol-1-ylmethyl)-3,4-dihydro-2H-quinoline
• CAS: 176103-90-5
• 化学式: C₁₆H₁₆N₄
• 分子量: 264.33
• InChiKey: OKKOPCJIVFKIPE-UHFFFAOYSA-N

物化性质

• 沸点：
  476.5±28.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(1H-1,2,3-Benzotriazol-1-ylmethyl)-1,2,3,4-tetrahydroquinoline 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 25.0h， 生成 tributyl-(1-pentyl-3,4-dihydro-2H-quinolin-3-yl)stannane
  参考文献：
  名称：

  波長変換のための高蛍光性光安定性発色団

  摘要：

  This invention provides a highly fluorescent material containing a single (i=0) or a series of (i=1, 2, etc.) complex ring systems. This chromophore is particularly useful for the absorption and emission of photons in the visible light wavelength range and near-infrared wavelength range. This chromophore, highly luminescent with photostability, has various applications, such as in wavelength conversion films. Wavelength conversion films have the potential to significantly improve the concentration efficiency of solar light in photovoltaic devices or solar cells.

  公开号：

  JP2016509621A
• 作为产物：
  描述：

  1,2,3,4-四氢喹啉 、 1H-苯并三唑-1-甲醇 在 4 A molecular sieve 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 1-Benzotriazol-2-ylmethyl-1,2,3,4-tetrahydro-quinoline 、 1-(1H-1,2,3-Benzotriazol-1-ylmethyl)-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  使用苯并三唑方法方便地合成Julolidines。

  摘要：

  N，N-双[（苯并三唑-1-基）甲基]苯胺（2）与1-乙烯基吡咯烷-2-酮的反应得到非对映异构体1,7-双（2-氧代吡咯烷-1-基）-1假核苷的混合物在用LAH还原3后，分离出主要的1,7-二（吡咯烷-1-基）氟尿烷（4）的反式非对映异构体。2与乙基乙烯基醚的反应主要产生反式1,7-二（苯并三唑-1-基）甲氧萘啶（11）。由四氢喹啉15逐步合成可得到在C-1和C-7上具有两个不同取代基的聚甲基吡啶。1-[（（苯并三唑-1-基）甲基] -1，2，3，4-四氢喹啉（25）与可烯醇化的醛的反应得到四氢喹啉26-29的混合物，经氢化钠处理后将其转变成单一的聚idine啶产品，LAH或苯基溴化镁。1,2,3的反应

  DOI：

  10.1021/jo9519118

文献信息

• Reactions of<i>N</i>-aryl-1<i>H</i>-benzotriazolyl-1-methanamines with allyl trimethylsilanes. A facile route to trialkylsilane tetrahydroquinolines
  作者：Alan R. Katritzky、Xilin Cui、Qiuhe Long

  DOI：10.1002/jhet.5570360207

  日期：1999.3

  N-Aryl-1H-benzotriazolyl-1-methanamines 1, easily accessible from the condensation of anilines with formaldehyde and benzotriazole, undergo Lewis acid assisted reactions with allyl trimethylsilanes to give 4-(trimethylsilyl)methyl-1,2,3,4-tetrahydroquinolines 2 in good to high yields.

  N-芳基-1 H-苯并三唑基-1-甲胺1易于从苯胺与甲醛和苯并三唑的缩合反应中进行，与路易斯烯酸三甲基硅烷进行路易斯酸辅助反应，得到4-（三甲基甲硅烷基）甲基-1,2,3,4 -四氢喹啉2高至高收率。
• HIGHLY-FLUORESCENT AND PHOTO-STABLE CHROMOPHORES FOR WAVELENGTH CONVERSION
  申请人：RACHWAL Mila

  公开号：US20150340519A1

  公开（公告）日：2015-11-26

  The invention provides highly fluorescent materials comprising a single (i=0) or a series (i=1, 2, etc.) of heterocyclic systems. The chromophores are particularly useful for absorption and emission of photons in the visible and near infrared wavelength range. The photo-stable highly luminescent chromophores are useful in various applications, including in wavelength conversion films. Wavelength conversion films have the potential to significantly enhance the solar harvesting efficiency of photovoltaic or solar cell devices.

  本发明提供了高度荧光材料，包括单个（i = 0）或一系列（i = 1、2等）杂环系统。这些色团特别适用于吸收和发射可见光和近红外波长范围内的光子。这些光稳定的高亮度色团在各种应用中非常有用，包括在波长转换膜中使用。波长转换膜有潜力显著提高光伏或太阳能电池器件的太阳能收集效率。
• The preparation of functionalized amines and amides using benzotriazole derivatives and organozinc reagents
  作者：Alan R. Katritzky、Sonja Strah、Sergei A. Belyakov

  DOI：10.1016/s0040-4020(98)00353-6

  日期：1998.6

  Secondary and tertiary amines 6 are conveniently prepared in good yields by reacting organozinc halides with adducts 4, which are derived from the corresponding amines, aldehydes and benzotriazole. The use of organozinc reagents enables the introduction of nitro, cyano or ester functionalities into amine mainframes. This methodology was also used to prepare functionalized amides 8. (C) 1998 Elsevier Science Ltd. AII rights reserved.
• US9960294B2
  申请人：——

  公开号：US9960294B2

  公开（公告）日：2018-05-01
• [EN] HIGHLY-FLUORESCENT AND PHOTO-STABLE CHROMOPHORES FOR WAVELENGTH CONVERSION<br/>[FR] CHROMOPHORES HAUTEMENT FLUORESCENTS ET PHOTO-STABLES POUR LA CONVERSION DE LONGUEUR D'ONDE
  申请人：NITTO DENKO CORP

  公开号：WO2014107606A2

  公开（公告）日：2014-07-10

  The invention provides highly fluorescent materials comprising a single (i = 0) or a series (i = 1, 2, etc.) of heterocyclic systems. The chromophores are particularly useful for absorption and emission of photons in the visible and near infrared wavelength range. The photo-stable highly luminescent chromophores are useful in various applications, including in wavelength conversion films. Wavelength conversion films have the potential to significantly enhance the solar harvesting efficiency of photovoltaic or solar cell devices.