3-ethyl-1-(2-iodoethyl)quinoxalin-2(1H)-one | 1610961-36-8

• 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: 3-ethyl-1-(2-iodoethyl)quinoxalin-2(1H)-one
• 英文别名: 3-Ethyl-1-(2-iodoethyl)quinoxalin-2-one
• CAS: 1610961-36-8
• 化学式: C₁₂H₁₃IN₂O
• 分子量: 328.153
• InChiKey: YPOAYCUHBGFKOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-ethyl-1-(2-iodoethyl)quinoxalin-2(1H)-one 、 二乙胺 在 叔丁基二甲基氯硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以70%的产率得到1-[2-(diethylamino)ethyl]-3-ethylquinoxalin-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：

  N-苯基乙醇胺 在 氯化亚砜 、 sodium dithionite 、 2,2,6,6-四甲基哌啶氧化物 、 硫酸 、 三乙胺 、 N,N-二甲基甲酰胺 、 sodium iodide 、 sodium nitrite 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 丙酮 、 甲苯 、 乙腈 为溶剂， 反应 55.0h， 生成 3-ethyl-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