1-(2-chloroethyl)-3-dodecylquinoxalin-2(1H)-one | 1610961-33-5

• 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: 1-(2-chloroethyl)-3-dodecylquinoxalin-2(1H)-one
• CAS: 1610961-33-5
• 化学式: C₂₂H₃₃ClN₂O
• 分子量: 376.97
• InChiKey: VDFCSTKFRLFPLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-chloroethyl)-3-dodecylquinoxalin-2(1H)-one 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以80%的产率得到3-dodecyl-1-(2-iodoethyl)quinoxalin-2(1H)-one
  参考文献：
  名称：

  A diversity-oriented synthesis of caroverine derivatives via TEMPO-promoted aerobic oxidative CN bond formation

  摘要：

  A concise method has been developed for the synthesis of caroverine and its derivatives. The quinoxalinone scaffold of these compounds was constructed via the tandem nitrosation/aerobic oxidative C N bond formation reaction of N-(2-chloroethyl)-2-cyano-N-phenylacetamide, followed by sequential Grignard, Finkelstein and nucleophilic substitutions reactions to give several different derivatives. Herein, we describe the development of this strategy in terms of the optimization of each step as well as the effect of different additives on the individual reactions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.061
• 作为产物：
  描述：

  4-(2-chloroethyl)-2-dodecyl-3-oxo-3,4-dihydroquinoxaline 1-oxide 在 sodium dithionite 作用下， 以 水 、 乙腈 为溶剂， 反应 3.0h， 以71%的产率得到1-(2-chloroethyl)-3-dodecylquinoxalin-2(1H)-one
  参考文献：
  名称：

  A diversity-oriented synthesis of caroverine derivatives via TEMPO-promoted aerobic oxidative CN bond formation

  摘要：

  A concise method has been developed for the synthesis of caroverine and its derivatives. The quinoxalinone scaffold of these compounds was constructed via the tandem nitrosation/aerobic oxidative C N bond formation reaction of N-(2-chloroethyl)-2-cyano-N-phenylacetamide, followed by sequential Grignard, Finkelstein and nucleophilic substitutions reactions to give several different derivatives. Herein, we describe the development of this strategy in terms of the optimization of each step as well as the effect of different additives on the individual reactions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.061