N,N-diacetamido-5-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl)pyrazine | 1262331-15-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N,N-diacetamido-5-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl)pyrazine
• CAS: 1262331-15-6
• 化学式: C₂₀H₂₂N₄O₂
• 分子量: 350.42
• InChiKey: ZWDUDUDWRPSCIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  66.4
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N,N-diacetamido-5-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl)pyrazine 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以33%的产率得到2-acetamido-5-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl)pyrazine
  参考文献：
  名称：

  Non-CRET-Based Green Chemiluminescence of Imidazopyrazinone Modified by 2,3,6,7-Tetrahydro-1H,5H-benzo[i,j]quinolizine as a Strong Electron-Donating Unit

  摘要：

  A new imidazopyrazinone derivative, 1, having a 2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl (julolidin-9-yl) group at the 6-position, was synthesized and exhibited a largely red-shifted chemiluminescence in diglyme containing acetate buffer caused by a strong electron donation from the julolidin-9-yl group. The maximum wavelength was observed at 523 nm, which represents the most red-shifted light achieved only by the electron-donating effect from the 6-position of the imidazopyrazinone skeleton without any aids of extended at-conjugation systems or longer-wavelength-light emitting fluorophores.

  DOI：

  10.3987/com-10-12024
• 作为产物：
  描述：

  9-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine 在 吡啶 、 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 sodium carbonate 、 三苯基膦 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 34.5h， 生成 N,N-diacetamido-5-(2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl)pyrazine
  参考文献：
  名称：

  Non-CRET-Based Green Chemiluminescence of Imidazopyrazinone Modified by 2,3,6,7-Tetrahydro-1H,5H-benzo[i,j]quinolizine as a Strong Electron-Donating Unit

  摘要：

  A new imidazopyrazinone derivative, 1, having a 2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl (julolidin-9-yl) group at the 6-position, was synthesized and exhibited a largely red-shifted chemiluminescence in diglyme containing acetate buffer caused by a strong electron donation from the julolidin-9-yl group. The maximum wavelength was observed at 523 nm, which represents the most red-shifted light achieved only by the electron-donating effect from the 6-position of the imidazopyrazinone skeleton without any aids of extended at-conjugation systems or longer-wavelength-light emitting fluorophores.

  DOI：

  10.3987/com-10-12024