1-(6-methylpyridin-2-yl)-1H-benzo[d][1,2,3]triazole | 26148-43-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-(6-methylpyridin-2-yl)-1H-benzo[d][1,2,3]triazole
• 英文别名: 1-(6-methyl-2-pyridyl)benzotriazole；1-(6-methyl-pyridin-2-yl)-1H-benzotriazole；1-(6-methyl-[2]pyridyl)-1H-benzotriazole；1-(6-Methyl-[2]pyridyl)-1H-benzotriazol；1-(6-Methyl-2-pyridyl)-benzotriazol；1-(6-Methylpyridin-2-yl)benzotriazole
• CAS: 26148-43-6
• 化学式: C₁₂H₁₀N₄
• 分子量: 210.238
• InChiKey: WCQUNOMUWQOEQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(6-methylpyridin-2-yl)-1H-benzo[d][1,2,3]triazole 在 焦磷酸 作用下， 反应 0.01h， 以45%的产率得到2-甲基-9H-吡啶并[2,3-b]吲哚
  参考文献：
  名称：

  An Improved Synthesis of α-Carbolines under Microwave Irradiation

  摘要：

  alpha-Carbolines are interesting core structures for designing DNA-interacting small molecules. However, these compounds are not commercially available and their synthetic methods are low yielding or time consuming. The shortest synthetic route, the modified Graebe-Ullmann reaction, has been optimized by using microwave heating in four different types of apparatus to give shorter reaction times and enhanced yields. Optimized conditions enabled the preparation of a small library of alpha-carbolines.

  DOI：

  10.1021/ol052552y
• 作为产物：
  描述：

  T406石油添加剂 在 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 1-(6-methylpyridin-2-yl)-1H-benzo[d][1,2,3]triazole
  参考文献：
  名称：

  Katritzky, Alan R.; Kurz, Thomas; Zhang, Suoming, Heterocycles, 2001, vol. 55, # 9, p. 1703 - 1710

  摘要：

  DOI：

文献信息

• Selectfluor-mediated regioselective nucleophilic functionalization of N-heterocycles under metal- and base-free conditions
  作者：Long-Yong Xie、Jie Qu、Sha Peng、Kai-Jian Liu、Zheng Wang、Man-Hua Ding、Yi Wang、Zhong Cao、Wei-Min He

  DOI：10.1039/c7gc03106h

  日期：——

  A facile, practical and environmentally attractive protocol for the direct diversification of N-heterocycles under ambient, metal- and base-free conditions was developed.

  在常温、无金属和无碱条件下，开发了一种简便、实用且环境友好的直接多样化N-杂环的协议。

• Highly active and thermally robust pyridylbenzotriazole iron-based catalysts for preparation of polyisoprenes that feature high wet traction and low rolling resistance
  作者：Jiangwen Guo、Songbo Zhang、Juntao Ren、He Li、Shuwei Wang、Yanming Hu、Guangyuan Zhou

  DOI：10.1016/j.mcat.2023.113481

  日期：2023.10

  methylaluminoxane (MAO), the activity of the complex for isoprene polymerization decreased as the bulkiness of the substituent at 6-position of the pyridyl ring of the ligand increased. Notably, Fe1 exhibited excellent activity of 4.1 × 106 g/(mol (Fe)•h), affording polymers with ultra-high molecular weight (Mn = 2380 × 103 g/mol) and narrow distributions (Mw/Mn = 1.72). The resulting polyisoprenes possessed predominantly

  合成了一系列通式为(L 2 FeCl 2 )的吡啶基苯并三唑铁(II)配合物，并通过IR、ESI-MS和元素分析对其进行了表征。通过单晶X射线晶体学测定，配合物Fe1具有扭曲的八面体几何形状。用甲基铝氧烷(MAO)活化后，配合物的异戊二烯聚合活性随着配体吡啶环6位取代基体积的增加而降低。值得注意的是，Fe1表现出4.1 × 10 6  g/(mol (Fe)•h)的优异活性，提供具有超高分子量( M n  = 2380 × 10 3  g/mol)和窄分布的聚合物(M w / M n  = 1.72）。无论反应条件如何，所得聚异戊二烯主要具有顺式-1,4/3,4交替结构和短顺式-1,4和3,4序列，表明催化剂具有高热稳定性。此外，与目前商用胎面橡胶的关键成分SSBR-2466和SSBR-5025相比，所制备的聚异戊二烯复合材料表现出更高的机械性能，并具有相当的湿牵引力和优异的滚动阻力。
• Copper-Catalyzed Cross-Dehydrogenative C–N Bond Formation of Azines with Azoles: Overcoming the Limitation of Oxidizing N–O Activation Strategy
  作者：Kai Sun、Xin Wang、Lulu Liu、Jingjing Sun、Xin Liu、Zhenduo Li、Zhiguo Zhang、Guisheng Zhang

  DOI：10.1021/acscatal.5b02411

  日期：2015.12.4

  Here, we report the copper-catalyzed C2 selective cross-dehydrogenative C-N bond formation of azines with azoles. This straightforward method enables us to address the key limitation of prior N-O activation strategy in C2 amination of azines. The wide substrate scope, high functional group tolerance, and ease of operation of the present method are expected to promote its potential application in synthetic chemistry.
• 1,2-DIHYDROPYRIDINE COMPOUNDS, PROCESS FOR PREPARATION OF THE SAME AND USE THEREOF
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP1300396B1

  公开（公告）日：2009-01-14
• 3-carboline derivatives
  申请人：SEARLE & CO

  公开号：US02690441A1

  公开（公告）日：1954-09-28