1-(2-bromophenyl)-3-methyl-3-phenyltriazene | 1295605-37-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-bromophenyl)-3-methyl-3-phenyltriazene
• 英文别名: N-[(2-bromophenyl)diazenyl]-N-methylaniline
• CAS: 1295605-37-6
• 化学式: C₁₃H₁₂BrN₃
• 分子量: 290.162
• InChiKey: SXYJMISLUNRWAH-UHFFFAOYSA-N

物化性质

• 沸点：
  366.1±44.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  28
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-bromophenyl)-3-methyl-3-phenyltriazene 在 碘苯二乙酸 、 potassium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以18%的产率得到1-苯基-1H-苯并三唑
  参考文献：
  名称：

  Palladium-Nanoparticle-Catalyzed 1,7-Palladium Migration Involving C–H Activation, Followed by Intramolecular Amination: Regioselective Synthesis of N1-Arylbenzotriazoles and an Evaluation of Their Inhibitory Activity toward Indoleamine 2,3-Dioxygenase

  摘要：

  A sulfur-modified gold-supported palladium material (SAPd) has been developed bearing palladium nanoparticles on its surface. Herein, we report for the first time the use of SAPd to affect a Pd-nanoparticle-catalyzed 1,7-Pd migration reaction for the synthesis of benzotriazoles via C-H bond activation. The resulting benzotriazoles were evaluated in terms of their inhibitory activity toward indoleamine 2,3-dioxygenase.

  DOI：

  10.1021/jo5009838
• 作为产物：
  描述：

  N-甲基苯胺 、 2-溴苯胺 在 盐酸 、 sodium nitrite 、 potassium carbonate 作用下， 以 乙腈 、 水 为溶剂， 反应 1.25h， 以58%的产率得到1-(2-bromophenyl)-3-methyl-3-phenyltriazene
  参考文献：
  名称：

  1,7-Palladium Migration via C−H Activation, Followed by Intramolecular Amination: Regioselective Synthesis of Benzotriazoles

  摘要：

  A novel 1,7-palladium migration-cyclization-dealkylation sequence for the regioselective synthesis of benzotriazoles has been developed. These reactions proceed in excellent yields with high regioselectivities. The mechanism of the reaction has also been investigated.

  DOI：

  10.1021/ja2007438

文献信息

• Palladium-Catalyzed Carbonylative Synthesis of Amides from Aryltriazenes under Additive-Free Conditions
  作者：Zhiping Yin、Zechao Wang、Xiao-Feng Wu

  DOI：10.1002/ejoc.201700784

  日期：2017.7.25

  An interesting palladium-catalyzed carbonylative synthesis of amides from aryltriazenes has been developed. By using Pd(MeCN2)Cl2 as the catalyst precursor under CO pressure via N2 extrusion/CO insertion sequence, broad range of aryltriazenes were transformed into the corresponding amides in good yields with excellent functional groups tolerance. Remarkably, no additives such as acid or phosphine ligand

  已经开发了一种有趣的钯催化从芳基三氮烯羰基合成酰胺的方法。通过使用N2挤出/ CO插入顺序在CO压力下使用Pd（MeCN2）Cl2作为催化剂前体，将宽范围的芳基三氮烯以良好的收率转化为相应的酰胺，并具有出色的官能团耐受性。显着地，在此不需要添加剂，例如酸或膦配体。