1,4-dibenzyl-5-methoxy-1,2,3,4-tetrahydroquinoxaline-6,7-dione | 1418195-32-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1,4-dibenzyl-5-methoxy-1,2,3,4-tetrahydroquinoxaline-6,7-dione
• 英文别名: 1,4-Dibenzyl-5-methoxy-2,3-dihydroquinoxaline-6,7-dione
• CAS: 1418195-32-0
• 化学式: C₂₃H₂₂N₂O₃
• 分子量: 374.439
• InChiKey: IYFHTSIDFCMTIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N-双(苯基亚甲基)-1,2-乙二胺 在 sodium tetrahydroborate 作用下， 以 甲醇 、 aq. phosphate buffer 为溶剂， 生成 1,4-dibenzyl-5-methoxy-1,2,3,4-tetrahydroquinoxaline-6,7-dione
  参考文献：
  名称：

  N1,N2-二苄基乙烷-1,2-二胺存在下氧化儿茶酚合成喹喔啉二酮衍生物的高效电化学方法

  摘要：

  A series of 1,4-dibenzyl-1,2,3,4-tetrahydroquinoxaline-6,7-dione derivatives (6a-6c) were electrosynthesized. In the present work, electrochemical oxidation of catechols 1a-1d in the presence of the N-1,N-2-dibenzylethane-1,2-diamine (3) as a nucleophile, has been studied in aqueous solutions using cyclic voltammetry and controlled-potential coulometry (CPC) methods. Various parameters such as the applied potential, pH of the electrolytic solution, cell configuration and also purification techniques, were carried out to optimize the yields of corresponding products. New quinoxaline-6,7-dione derivatives were synthesized in excellent yield using an electrochemical procedure coupled with a Schiff base as a facile, efficient and practical method. (C) 2012 The Electrochemical Society. [DOI: 10.1149/2.061301jes] All rights reserved.

  DOI：

  10.1149/2.061301jes

文献信息

• An unexpected oxidative decarboxylation reaction of 2,3-dihydroxybenzoic acid in the synthesis of new dibenzyltetrahydroquinoxalinediones
  作者：Davood Habibi、Davood Nematollahi、Sahereh Meshkinghalam、Fahimeh Varmaghani

  DOI：10.1016/j.tet.2014.04.077

  日期：2014.7

  electrochemical oxidation of different catechols were carried out in the presence of N,N′-dibenzylethylenediamine (DBEDA) in a phosphate buffer/acetonitrile solution for the synthesis of different new dibenzyltetrahydroquinoxalinedione derivatives. The oxidation of catechol (1a), 2,3-dihydroxybenzoic acid (1e), and 3,4-dihydroxybenzoic acid (1d) led to the same product, probably due to the decarboxylation reaction

  在N，N'-二苄基乙二胺（DBEDA）存在下，在磷酸盐缓冲液/乙腈溶液中进行了不同儿茶酚的化学和电化学氧化反应，以合成不同的新二苄基四氢喹喔啉二酮衍生物。邻苯二酚（1a），2,3-二羟基苯甲酸（1e）和3,4-二羟基苯甲酸（1d）的氧化产生相同的产物，这可能是由于中间体的脱羧反应所致。以前已经报道了3,4-二羟基苯甲酸（1d）的氧化脱羧反应，而2,3-二羟基苯甲酸（1e）的意外氧化脱羧反应），这是首次报告存在DBEDA的情况。