7-chloro-2-methyl-6,13-dihydro-5H-indolo[3,2-c]acridine | 1260252-90-1

• 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-chloro-2-methyl-6,13-dihydro-5H-indolo[3,2-c]acridine
• CAS: 1260252-90-1
• 化学式: C₂₀H₁₅ClN₂
• 分子量: 318.805
• InChiKey: DTHCXPLUGZERKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-chloro-2-methyl-6,13-dihydro-5H-indolo[3,2-c]acridine 在 5% Pd(II)/C(eggshell) 作用下， 以 二苯醚 为溶剂， 反应 4.0h， 以29%的产率得到2-methyl-13H-indolo[3,2-c]acridine
  参考文献：
  名称：

  Simple and Convenient Methods for the Synthesis of Indolo[3,2-c]acridines

  摘要：

  The reaction of 2,3,4,9-tetrahydro-1H-carbazol-1-ones with anthranilic acid in POCl3 yielded 7-chloro-5,6-dihydro-13H-indolo[3,2-c]acridines, while the same on reaction with isatin under the Pfitzinger reaction condition yielded 5,6-dihydro-13H-indolo[3,2-c]acridine-7-carboxylic acids. The latter reaction was carried out in different basic condition, because of, NaOH yielded more yield instead of KOH. Both the obtained products were treated with Pd/C in diphenyl ether to yield 13H-Indolo[3,2-c]acridines.

  DOI：

  10.1080/00397910903457365
• 作为产物：
  描述：

  邻氨基苯甲酸 、 7-甲基-2,3,4,9-四氢咔唑-1-酮 在 三氯氧磷 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 48.0h， 以35%的产率得到7-chloro-2-methyl-6,13-dihydro-5H-indolo[3,2-c]acridine
  参考文献：
  名称：

  Simple and Convenient Methods for the Synthesis of Indolo[3,2-c]acridines

  摘要：

  The reaction of 2,3,4,9-tetrahydro-1H-carbazol-1-ones with anthranilic acid in POCl3 yielded 7-chloro-5,6-dihydro-13H-indolo[3,2-c]acridines, while the same on reaction with isatin under the Pfitzinger reaction condition yielded 5,6-dihydro-13H-indolo[3,2-c]acridine-7-carboxylic acids. The latter reaction was carried out in different basic condition, because of, NaOH yielded more yield instead of KOH. Both the obtained products were treated with Pd/C in diphenyl ether to yield 13H-Indolo[3,2-c]acridines.

  DOI：

  10.1080/00397910903457365

文献信息

• Simple and Convenient Methods for the Synthesis of Indolo[3,2-<i>c</i>]acridines
  作者：Kumaresan Prabakaran、Karnam Jayarampillai Rajendra Prasad

  DOI：10.1080/00397910903457365

  日期：2010.11.3

  The reaction of 2,3,4,9-tetrahydro-1H-carbazol-1-ones with anthranilic acid in POCl3 yielded 7-chloro-5,6-dihydro-13H-indolo[3,2-c]acridines, while the same on reaction with isatin under the Pfitzinger reaction condition yielded 5,6-dihydro-13H-indolo[3,2-c]acridine-7-carboxylic acids. The latter reaction was carried out in different basic condition, because of, NaOH yielded more yield instead of KOH. Both the obtained products were treated with Pd/C in diphenyl ether to yield 13H-Indolo[3,2-c]acridines.