3-(dimethylamino)-9-(3-hydroxypropyl)-6-oxo-6H-chromeno[3,4-j]phenanthridin-9-ium iodide | 1268162-24-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 3-(dimethylamino)-9-(3-hydroxypropyl)-6-oxo-6H-chromeno[3,4-j]phenanthridin-9-ium iodide
• CAS: 1268162-24-8
• 化学式: C₂₅H₂₃N₂O₃*I
• 分子量: 526.374
• InChiKey: GCQIBHCFEAKFHE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.99
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.56
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(dimethylamino)-9-(3-hydroxypropyl)-6-oxo-6H-chromeno[3,4-j]phenanthridin-9-ium iodide 在 sodium carbonate 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 0.5h， 以60%的产率得到20-(Dimethylamino)-3,23-dioxa-7-azahexacyclo[12.12.0.02,7.08,13.016,25.017,22]hexacosa-1(14),8,10,12,15,17(22),18,20,25-nonaen-24-one
  参考文献：
  名称：

  Synthesis of Coumarin/Phenanthridine-Fused Heterocycles and Their Photochemical and Thermochromic Properties

  摘要：

  Four coumarin and phenanthridine-fused heterocycles were efficiently synthesized using base-mediated annulation of N-alkylquinolinium iodide and coumarin as a key step. One compound is found to be sensitive to light and changes color upon UV irradiation; the others are sensitive to heat and possess negative thermochromic properties. A novel light- and heat-sensitive molecular skeleton is introduced.

  DOI：

  10.1021/ol200117b
• 作为产物：
  描述：

  1-(3-hydroxypropyl)-4-methylquinolinium iodide 、 4-chloro-7-(dimethylamino)-2-oxo-2H-chromene-3-carbaldehyde 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以50%的产率得到3-(dimethylamino)-9-(3-hydroxypropyl)-6-oxo-6H-chromeno[3,4-j]phenanthridin-9-ium iodide
  参考文献：
  名称：

  Synthesis of Coumarin/Phenanthridine-Fused Heterocycles and Their Photochemical and Thermochromic Properties

  摘要：

  Four coumarin and phenanthridine-fused heterocycles were efficiently synthesized using base-mediated annulation of N-alkylquinolinium iodide and coumarin as a key step. One compound is found to be sensitive to light and changes color upon UV irradiation; the others are sensitive to heat and possess negative thermochromic properties. A novel light- and heat-sensitive molecular skeleton is introduced.

  DOI：

  10.1021/ol200117b