7-bromo-1-oxo-1,2,3,4-tetrahydroacridine-9-carboxylic acid | 1392207-72-5

• 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: 7-bromo-1-oxo-1,2,3,4-tetrahydroacridine-9-carboxylic acid
• 英文别名: 7-bromo-1-oxo-3,4-dihydro-2H-acridine-9-carboxylic acid
• CAS: 1392207-72-5
• 化学式: C₁₄H₁₀BrNO₃
• 分子量: 320.142
• InChiKey: HXRRBHZEAAOHMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  67.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-bromo-1-oxo-1,2,3,4-tetrahydroacridine-9-carboxylic acid 、 bromoisatic acid 在 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 5.0h， 以57%的产率得到2,10-dibromo-6,7-dihydrodibenzo[b,j][1,7]phenanthroline-8,14-dicarboxylic acid
  参考文献：
  名称：

  Synthesis of 6,7-Dihydrodibenzo[b,j]phenanthroline Derivatives by Pfitzinger Condensation of Isatin and Cyclic Diketones

  摘要：

  All two kinds of 6,7-dihydrodibenzo[b,j]phenanthroline derivatives were synthesized by Pfitzinger condensation of isatins with 1,3-cyclohexanedione and 1,4-cyclohexanedione respectively. Structures of the derivatives were confirmed by NMR and other spectra data.

  DOI：

  10.3987/com-13-12894
• 作为产物：
  描述：

  5-溴靛红 在 水 、 对甲苯磺酸 、 potassium hydroxide 作用下， 以 水 为溶剂， 生成 7-bromo-1-oxo-1,2,3,4-tetrahydroacridine-9-carboxylic acid
  参考文献：
  名称：

  Improved Synthesis of 1-Oxo-1,2,3,4-tetrahydroacridine-9-carboxylic Acids from Isatins and 1,3-Cyclohexanedione

  摘要：

  An improved protocol for the preparation of 1-oxo-1,2,3,4-tetrahydroacridine-9-carboxylic acid derivatives via Pfitzinger condensation under acidic conditions is described, it provides a simple one-pot synthetic method for some useful 1-oxo-1,2,3,4-tetrahydroacridine-9-carboxylic acids which could not be synthesized successfully by Pfitzinger reactions under usual conditions using the corresponding isatins and 1,3-diketones. All the synthesized compounds are characterized by spectral data.

  DOI：

  10.3987/com-12-12479

文献信息

• Improved Synthesis of 1-Oxo-1,2,3,4-tetrahydroacridine-9-carboxylic Acids from Isatins and 1,3-Cyclohexanedione
  作者：Lizhen Fang、Qinghua Lv、Chenjuan Lu、Pengfei Wang

  DOI：10.3987/com-12-12479

  日期：——

  An improved protocol for the preparation of 1-oxo-1,2,3,4-tetrahydroacridine-9-carboxylic acid derivatives via Pfitzinger condensation under acidic conditions is described, it provides a simple one-pot synthetic method for some useful 1-oxo-1,2,3,4-tetrahydroacridine-9-carboxylic acids which could not be synthesized successfully by Pfitzinger reactions under usual conditions using the corresponding isatins and 1,3-diketones. All the synthesized compounds are characterized by spectral data.
• Synthesis of 6,7-Dihydrodibenzo[b,j]phenanthroline Derivatives by Pfitzinger Condensation of Isatin and Cyclic Diketones
  作者：Lizhen Fang、Jinshuo Ma、Chenjuan Lu、Huanhuan Li、Xiaoli Yang

  DOI：10.3987/com-13-12894

  日期：——

  All two kinds of 6,7-dihydrodibenzo[b,j]phenanthroline derivatives were synthesized by Pfitzinger condensation of isatins with 1,3-cyclohexanedione and 1,4-cyclohexanedione respectively. Structures of the derivatives were confirmed by NMR and other spectra data.