2,4-bis(4-(dimethylamino)phenyl)-2,4-diazaspiro[5.5]undecan-7-one

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,4-bis(4-(dimethylamino)phenyl)-2,4-diazaspiro[5.5]undecan-7-one
• 英文别名: 2,4-bis(4-dimethylaminophenyl)-2,4-diazaspiro[5.5]undecan-7-one；2,4-Bis[4-(dimethylamino)phenyl]-2,4-diazaspiro[5.5]undecan-11-one
• 化学式: C₂₅H₃₄N₄O
• 分子量: 406.571
• InChiKey: LGHPHIBBJYOFPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 环己酮 、 N,N-二甲基-对苯二胺 在 indium(III) triflate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 5.0h， 以71%的产率得到2,4-bis(4-(dimethylamino)phenyl)-2,4-diazaspiro[5.5]undecan-7-one
  参考文献：
  名称：

  Indium triflate catalyzed one-pot multicomponent synthesis of spiro-hexahydropyrimidines explained by multiple covalent bond formation

  摘要：

  A mild, efficient, and expeditious method has been developed for the synthesis of spiro-hexahydropyrimidine derivatives via a three-component, one-pot cyclocondensation reaction of aromatic amines, formaldehyde, and cyclic ketones in 4-6 h using In(OTf)(3) as Lewis acid catalyst for the first time. The reaction involving creation of six new covalent bonds was efficiently promoted by 10 mol % In(OTf)(3) and the catalyst could be recovered easily after the reaction and reused without any loss of its catalytic activity. The advantageous features of this methodology are high atom-economy, operational simplicity, shorter reaction time, and easy handling. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.079

文献信息

• New Light on an Old Story:  Facile and Efficient Synthesis of 1,3-Diaryl-5-spirohexahydro- pyrimidines via a Six-Molecule, Three-Component Mannich-Type Reaction
  作者：Hai-Long Wei、Ze-Yi Yan、Yan-Ning Niu、Gao-Qiang Li、Yong-Min Liang

  DOI：10.1021/jo7016235

  日期：2007.10.1

  A facile and efficient synthesis of I,3-diaryl-5-spirohexahy-dropyrimidines via a one-pot condensation of anilines, formaldehyde, and cyclohexanones is reported. In this one-pot, three-component reaction, six molecules of reactants are involved and six new covalent bonds are generated. Bicyclic products are obtained from the starting materials in one pot using readily available starting materials and catalysts.