2-Amino-3-(3-oxo-3-phenyl-prop-1-ynyl)-anthraquinone | 180689-18-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-Amino-3-(3-oxo-3-phenyl-prop-1-ynyl)-anthraquinone
• 英文别名: 2-Amino-3-(3-oxo-3-phenylprop-1-yn-1-yl)anthracene-9,10-dione；2-amino-3-(3-oxo-3-phenylprop-1-ynyl)anthracene-9,10-dione
• CAS: 180689-18-3
• 化学式: C₂₃H₁₃NO₃
• mdl: MFCD05258739
• 分子量: 351.361
• InChiKey: GFPFYWDPYNWCAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  哌啶 、 2-Amino-3-(3-oxo-3-phenyl-prop-1-ynyl)-anthraquinone 反应 1.0h， 以63%的产率得到2-phenyl-4-piperidinonaphtho<2,3-g>quinoline-6,11-dione
  参考文献：
  名称：

  The cyclization of vicinal 1-amino-2-acylvinylated derivatives of aromatic amines

  摘要：

  A general method for the synthesis of substituted fused polycyclic compounds containing a 4-alkylamino- or 4-dialkylaminopyridine cycle has been proposed. The method includes the addition of primary or secondary amines to vicinal (acylethynyl)arylamines followed by the cyclization of the adducts under acidic or basic catalysis conditions. Various aminonaphthoquinolinediones and aminoquinolines have been prepared in high yields by this method.

  DOI：

  10.1007/bf00699931
• 作为产物：
  描述：

  苯甲酰氯 、 2-Amino-3-ethynyl-anthraquinone 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 苯 为溶剂， 反应 1.5h， 以67%的产率得到2-Amino-3-(3-oxo-3-phenyl-prop-1-ynyl)-anthraquinone
  参考文献：
  名称：

  The cyclization of vicinal 1-amino-2-acylvinylated derivatives of aromatic amines

  摘要：

  A general method for the synthesis of substituted fused polycyclic compounds containing a 4-alkylamino- or 4-dialkylaminopyridine cycle has been proposed. The method includes the addition of primary or secondary amines to vicinal (acylethynyl)arylamines followed by the cyclization of the adducts under acidic or basic catalysis conditions. Various aminonaphthoquinolinediones and aminoquinolines have been prepared in high yields by this method.

  DOI：

  10.1007/bf00699931

文献信息

• The cyclization of vicinal 1-amino-2-acylvinylated derivatives of aromatic amines
  作者：M. S. Shvartsberg、A. V. Piskunov、M. A. Mzhel'skaya、A. A. Moroz

  DOI：10.1007/bf00699931

  日期：1993.8

  A general method for the synthesis of substituted fused polycyclic compounds containing a 4-alkylamino- or 4-dialkylaminopyridine cycle has been proposed. The method includes the addition of primary or secondary amines to vicinal (acylethynyl)arylamines followed by the cyclization of the adducts under acidic or basic catalysis conditions. Various aminonaphthoquinolinediones and aminoquinolines have been prepared in high yields by this method.