2-(4-phenylpiperazin-1-yl)naphthalene-1,4-dione | 1147096-98-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-(4-phenylpiperazin-1-yl)naphthalene-1,4-dione
• CAS: 1147096-98-7
• 化学式: C₂₀H₁₈N₂O₂
• 分子量: 318.375
• InChiKey: IQGFMWGWYOBQPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苯基哌嗪 、 1,4-萘醌 在 水 作用下， 反应 0.12h， 以90%的产率得到2-(4-phenylpiperazin-1-yl)naphthalene-1,4-dione
  参考文献：
  名称：

  Green protocol for conjugate addition of amines to p-quinones accelerated by water

  摘要：

  Amines undergo smooth conjugate addition to p-quinones in H2O at ambient temperature in the absence of a catalyst to produce 2-aminoquinones in excellent yields. Significant rate acceleration of this reaction is observed in H2O compared to organic solvents. H2O played a dual role in simultaneously activating the p-quinone and amine. This new methodology constitutes an easy, highly efficient, and green synthesis of substituted p-quinones.

  DOI：

  10.1007/s00706-008-0917-1

文献信息

• A one-pot access to 2-(N-substituted Amino)-Quinones or 3-indolyl-Quinones from naphthol/hydroquinone
  作者：Yu Dong、Yong Chen、Zhan-Yuan Zhang、Jun-Hu Qian、Zhen-Zhen Peng、Bo Chang、Zhi-Chuan Shi、Zhong-Hui Li、Bing He

  DOI：10.1016/j.tet.2023.133337

  日期：2023.4

  naphthol/hydroquinone with amines or indoles, such as various (hetero)aromatic amine and aliphatic amine, has been developed. The reaction proceeds through oxidation of naphthol/hydroquinone with the CuBr2 or (NH4)2S2O8 oxidant. This reaction provides efficient access to the biologically important and synthetically useful 2-amino-quinones and 3-indolyl-quinones with good yields under mild conditions. The present

  从萘酚/氢醌与胺或吲哚，如各种（杂）芳胺和脂肪胺，到2-（ N-取代氨基）-1,4-醌或 3-吲哚基醌的顺序一锅法已经发达。该反应通过使用CuBr 2或(NH 4 ) 2 S 2 O 8氧化剂氧化萘酚/氢醌来进行。该反应提供了在温和条件下以良好的产率有效地获得生物学上重要且合成有用的 2-氨基醌和 3-吲哚基醌。本协议简单、实用，并显示出良好的功能组耐受性。
• Green protocol for conjugate addition of amines to p-quinones accelerated by water
  作者：Jhillu S. Yadav、Basi V. Subba Reddy、Tallapally Swamy、Kattela Shiva Shankar

  DOI：10.1007/s00706-008-0917-1

  日期：2008.11

  Amines undergo smooth conjugate addition to p-quinones in H2O at ambient temperature in the absence of a catalyst to produce 2-aminoquinones in excellent yields. Significant rate acceleration of this reaction is observed in H2O compared to organic solvents. H2O played a dual role in simultaneously activating the p-quinone and amine. This new methodology constitutes an easy, highly efficient, and green synthesis of substituted p-quinones.