7-chloro-2-(p-tolyl)quinoxaline | 1261073-16-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7-chloro-2-(p-tolyl)quinoxaline
• 英文别名: 7-Chloro-2-(p-tolyl)quinoxaline；7-chloro-2-(4-methylphenyl)quinoxaline
• CAS: 1261073-16-8
• 化学式: C₁₅H₁₁ClN₂
• 分子量: 254.719
• InChiKey: HJPDHQPNCZMSPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  对甲基苯甲酰氯 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 、 乙醚 、 1,2-二氯乙烷 、 乙腈 为溶剂， 20.0~110.0 ℃ 、689.49 kPa 条件下， 反应 0.42h， 生成 7-chloro-2-(p-tolyl)quinoxaline 、 6-chloro-2-(p-tolyl)quinoxaline
  参考文献：
  名称：

  Safe and Reliable Synthesis of Diazoketones and Quinoxalines in a Continuous Flow Reactor

  摘要：

  A flow method for the synthesis of aliphatic and aromatic diazoketones from acyl chloride precursors has been developed and used to prepare quinoxalines in a multistep sequence without isolation of the potentially explosive diazoketone. The protocol showcases an efficient in-line purification using supported scavengers with time-saving and safety benefits and in particular a reduction in the operator's exposure to carcinogenic phenylenediamines.

  DOI：

  10.1021/ol1027927

文献信息

• A catalyst free, one pot approach for the synthesis of quinoxaline derivatives via oxidative cyclisation of 1,2-diamines and phenacyl bromides
  作者：Kapil Kumar、Sagar Ravso Mudshinge、Sandeep Goyal、Mukesh Gangar、Vipin A. Nair

  DOI：10.1016/j.tetlet.2015.01.138

  日期：2015.3

  A simple, efficient and eco-friendly method has been developed for quinoxaline synthesis from inexpensive and readily available diamines and phenacyl bromides by catalyst- and additive-free protocol.

  已经开发了一种简单，有效且环保的方法，通过无催化剂和无添加剂的方案，由廉价且易于获得的二胺和苯甲酰溴合成喹喔啉。
• Safe and Reliable Synthesis of Diazoketones and Quinoxalines in a Continuous Flow Reactor
  作者：Laetitia J. Martin、Andreas L. Marzinzik、Steven V. Ley、Ian R. Baxendale

  DOI：10.1021/ol1027927

  日期：2011.1.21

  A flow method for the synthesis of aliphatic and aromatic diazoketones from acyl chloride precursors has been developed and used to prepare quinoxalines in a multistep sequence without isolation of the potentially explosive diazoketone. The protocol showcases an efficient in-line purification using supported scavengers with time-saving and safety benefits and in particular a reduction in the operator's exposure to carcinogenic phenylenediamines.