methyl 2-(3-chlorophenyl)quinoxaline-6-carboxylate | 1560774-85-7

• 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: methyl 2-(3-chlorophenyl)quinoxaline-6-carboxylate
• 英文别名: Methyl 2-(3-chlorophenyl)quinoxaline-6-carboxylate
• CAS: 1560774-85-7
• 化学式: C₁₆H₁₁ClN₂O₂
• 分子量: 298.729
• InChiKey: RLLXSXAAHYYSTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2'-溴-3-氯苯乙酮 、 3,4-二氨基苯甲酸甲酯 在 K₁₀-montmorillonite clay 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以89%的产率得到methyl 2-(3-chlorophenyl)quinoxaline-6-carboxylate
  参考文献：
  名称：

  One-pot synthesis of 2-substituted quinoxalines using K10-montmorillonite as heterogeneous catalyst

  摘要：

  An efficient one-pot synthesis of 2-substituted quinoxalines from 1,2-diamines and phenacyl bromides is developed using K10-montmorillonite (K10 clay) as a catalyst at 50 degrees C in acetonitrile medium. This method offers an easy route for the synthesis of substituted quinoxalines in high yields. A plausible mechanism is proposed in which quinoxalines are formed via dehydration-dehydrohalogenationcyclization sequence. Further, the K10 clay catalyst is recovered by simple filtration and reused six times without any loss in its catalytic activity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.087

文献信息

• One-pot synthesis of 2-substituted quinoxalines using K10-montmorillonite as heterogeneous catalyst
  作者：Mariappan Jeganathan、Amarajothi Dhakshinamoorthy、Kasi Pitchumani

  DOI：10.1016/j.tetlet.2014.01.087

  日期：2014.2

  An efficient one-pot synthesis of 2-substituted quinoxalines from 1,2-diamines and phenacyl bromides is developed using K10-montmorillonite (K10 clay) as a catalyst at 50 degrees C in acetonitrile medium. This method offers an easy route for the synthesis of substituted quinoxalines in high yields. A plausible mechanism is proposed in which quinoxalines are formed via dehydration-dehydrohalogenationcyclization sequence. Further, the K10 clay catalyst is recovered by simple filtration and reused six times without any loss in its catalytic activity. (C) 2014 Elsevier Ltd. All rights reserved.