2-(3-bromophenyl)-4,6,8-trioxo-5,7-diazaspiro[2.5]octane-1,1-dicarbonitrile | 1402210-96-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(3-bromophenyl)-4,6,8-trioxo-5,7-diazaspiro[2.5]octane-1,1-dicarbonitrile
• 英文别名: 1-(3-Bromophenyl)-4,6,8-trioxo-5,7-diazaspiro[2.5]octane-2,2-dicarbonitrile；1-(3-bromophenyl)-4,6,8-trioxo-5,7-diazaspiro[2.5]octane-2,2-dicarbonitrile
• CAS: 1402210-96-1
• 化学式: C₁₄H₇BrN₄O₃
• 分子量: 359.139
• InChiKey: BZBFAEPXBHXEPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  间溴苯甲醛 在 溴 、 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 1.5h， 生成 2-(3-bromophenyl)-4,6,8-trioxo-5,7-diazaspiro[2.5]octane-1,1-dicarbonitrile
  参考文献：
  名称：

  Electrocatalytic and chemical methods in MHIRC reactions: the first example of the multicomponent assembly of medicinally relevant spirocyclopropylbarbiturates from three different molecules

  摘要：

  Electrolysis of aldehydes, barbituric acids, and malononitrile in alcohol in an undivided cell in the presence of sodium bromide results in efficient MHIRC formation of the corresponding spirocyclopropylbarbiturates in 50-65% substance yield. The electrocatalytic reaction smoothly proceeds under neutral and mild conditions with aromatic aldehydes bearing both electron-donating and electron-withdrawing groups. The implication of electrocatalysis in MHIRC reaction is an efficient approach to medicinally relevant spirocyclopropylbarbiturates avoiding the inconvenient direct use of molecular halogen or halogenated substrates. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.029

文献信息

• Electrocatalytic and chemical methods in MHIRC reactions: the first example of the multicomponent assembly of medicinally relevant spirocyclopropylbarbiturates from three different molecules
  作者：Anatolii N. Vereshchagin、Michail N. Elinson、Evgeniya O. Dorofeeva、Nikita O. Stepanov、Tatiana A. Zaimovskaya、Gennady I. Nikishin

  DOI：10.1016/j.tet.2012.12.029

  日期：2013.2

  Electrolysis of aldehydes, barbituric acids, and malononitrile in alcohol in an undivided cell in the presence of sodium bromide results in efficient MHIRC formation of the corresponding spirocyclopropylbarbiturates in 50-65% substance yield. The electrocatalytic reaction smoothly proceeds under neutral and mild conditions with aromatic aldehydes bearing both electron-donating and electron-withdrawing groups. The implication of electrocatalysis in MHIRC reaction is an efficient approach to medicinally relevant spirocyclopropylbarbiturates avoiding the inconvenient direct use of molecular halogen or halogenated substrates. (C) 2012 Elsevier Ltd. All rights reserved.