5-methyl-2-(p-tolyl)-2H-benzo[d][1,2,3]triazole | 38610-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-2-(p-tolyl)-2H-benzo[d][1,2,3]triazole
• 英文别名: 5-methyl-2-p-tolyl-2H-benzo[d][1,2,3]triazole；5-methyl-2-p-tolyl-2H-benzotriazole；5-Methyl-2-p-tolyl-2H-benzotriazol；2-(p-Tolyl)-5-methyl-2H-benzotriazol；5-Methyl-2-p-tolyl-benzotriazol；5-Methyl-2-(4-methylphenyl)benzotriazole
• CAS: 38610-56-9
• 化学式: C₁₄H₁₃N₃
• 分子量: 223.277
• InChiKey: VIVRDNLWBRPGRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二(4-甲基苯基)二氮烯 在 叔丁基过氧化氢 、 叠氮基三甲基硅烷 、 palladium diacetate 作用下， 以 癸烷 、 二甲基亚砜 为溶剂， 反应 22.0h， 以84%的产率得到5-methyl-2-(p-tolyl)-2H-benzo[d][1,2,3]triazole
  参考文献：
  名称：

  Palladium-Catalyzed Synthesis of 2-Aryl-2H-Benzotriazoles from Azoarenes and TMSN₃

  摘要：

  Substrate-directed ortho C-H amination of azoarenes using TMSN3 as the source of nitrogen leading to the synthesis of 2-aryl-2H-benzotriazoles has been accomplished with the help of Pd/TBHP combinations. An intermolecular o-azidation (C-N bond formation) followed by an intramolecular N-N bond formation via nucleophilic attack of one of the azo nitrogen onto the o-azide nitrogen leads to cyclization with the expulsion of N-2.

  DOI：

  10.1021/acs.joc.5b01706

文献信息

• AgNO₃ as nitrogen source for rhodium(<scp>iii</scp>)-catalyzed synthesis of 2-aryl-2H-benzotriazoles from azobenzenes
  作者：Jixing Li、Hui Zhou、Jinlong Zhang、Huameng Yang、Gaoxi Jiang

  DOI：10.1039/c6cc04341k

  日期：——

  A new approach has been established for Rh(iii)-catalyzed direct aza oxidative cyclization of non-prefunctionalized azobenzenes to provide 2-aryl-2H-benzotriazoles in good yields.

  已建立一种新方法，用于Rh(iii)催化的非预功能化偶氮苯直接氮杂氧化环化，以高产率提供2-芳基-2H-苯并三唑。
• TREATMENT OF DUCHENNE MUSCULAR DYSTROPHY
  申请人：Wynne Graham Michael

  公开号：US20100048660A1

  公开（公告）日：2010-02-25

  There are disclosed compound of Formula (I) or (II) wherein A 1 , A 2 , A 3 , A 4 and A 5 , which may be the same or different, represent N or CR 1 , R 9 represents -L-R 3 , in which L is a single bond or a linker group and R 3 represents hydrogen or a substituent and in addition, when an adjacent pair of A 1 -A 4 each represent CR 1 , then the adjacent carbon atoms, together with their substituents may form a ring B, when A 5 represents CR 1 , then A 5 and N—R 9 , together with their substituents may form a ring C, or a pharmaceutically acceptable salt thereof, in the manufacture of a medicament for the therapeutic and/or prophylactic treatment of Duchenne muscular dystrophy, Becker muscular dystrophy or cachexia.

  公开了化合物的式子（I）或（II），其中A1、A2、A3、A4和A5，可以相同也可以不同，代表N或CR1，R9代表-L-R3，其中L是单键或连接基团，R3代表氢或取代基团，此外，当相邻的A1-A4成对代表CR1时，它们相邻的碳原子及其取代基团可以形成环B，当A5代表CR1时，A5和N—R9及其取代基团可以形成环C，或其药学上可接受的盐，在制造用于治疗和/或预防杜兴肌肉萎缩症、贝克肌肉萎缩症或消瘦症的药物中使用。
• Synthesis of 2-Aryl-2<i>H</i>-benzotrizoles from Azobenzenes and <i>N</i>-Sulfonyl Azides through Sequential Rhodium-Catalyzed Amidation and Oxidation in One Pot
  作者：Taekyu Ryu、Jiae Min、Wonseok Choi、Woo Hyung Jeon、Phil Ho Lee

  DOI：10.1021/ol501250t

  日期：2014.6.6

  An efficient synthetic method of 2-aryl-2H-benzotriazoles from nonprefunctionalized azobenzenes and N-sulfonyl azides via sequential Rh-catalyzed amidation (C-N bond formation) and oxidation (N-N bond formation) with PhI(OAc)(2) in one pot is reported.
• Michaelis; Erdmann, Chemische Berichte, 1895, vol. 28, p. 2202
  作者：Michaelis、Erdmann

  DOI：——

  日期：——
• Zincke; Lawson, Chemische Berichte, 1886, vol. 19, p. 1453
  作者：Zincke、Lawson

  DOI：——

  日期：——