5-chloro-2-(9-ethyl-9H-carbazol-3-ylamino)benzoic acid | 1185288-09-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-chloro-2-(9-ethyl-9H-carbazol-3-ylamino)benzoic acid
• 英文别名: 5-Chloro-2-[(9-ethylcarbazol-3-yl)amino]benzoic acid；5-chloro-2-[(9-ethylcarbazol-3-yl)amino]benzoic acid
• CAS: 1185288-09-8
• 化学式: C₂₁H₁₇ClN₂O₂
• 分子量: 364.831
• InChiKey: OUYCFYKABWPRGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  54.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloro-2-(9-ethyl-9H-carbazol-3-ylamino)benzoic acid 在 三氯氧磷 作用下， 反应 1.0h， 以73%的产率得到2-chloro-8-ethyl-8,13-dihydro-5H-indolo[3,2-a]acridin-13-one
  参考文献：
  名称：

  A rapid and efficient entry to synthesis of quino and chromenocarbazoles via Ullmann–Goldberg condensation

  摘要：

  An efficient two-step method for the preparation of quino and chromenocarbazoles via Ullmann-Goldberg condensation of 3-aminocarbazole and 3-hydroxy-9-ethylcarbazole with o-halobenzoic acids followed by cyclization with POCl3 has been described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.061
• 作为产物：
  描述：

  3-氨基-9-乙基咔唑 、 5-氯-2-碘苯甲酸 在 copper(l) iodide 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 以72%的产率得到5-chloro-2-(9-ethyl-9H-carbazol-3-ylamino)benzoic acid
  参考文献：
  名称：

  A rapid and efficient entry to synthesis of quino and chromenocarbazoles via Ullmann–Goldberg condensation

  摘要：

  An efficient two-step method for the preparation of quino and chromenocarbazoles via Ullmann-Goldberg condensation of 3-aminocarbazole and 3-hydroxy-9-ethylcarbazole with o-halobenzoic acids followed by cyclization with POCl3 has been described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.061

文献信息

• A rapid and efficient entry to synthesis of quino and chromenocarbazoles via Ullmann–Goldberg condensation
  作者：Ramu Meesala、Rajagopal Nagarajan

  DOI：10.1016/j.tet.2009.05.061

  日期：2009.8

  An efficient two-step method for the preparation of quino and chromenocarbazoles via Ullmann-Goldberg condensation of 3-aminocarbazole and 3-hydroxy-9-ethylcarbazole with o-halobenzoic acids followed by cyclization with POCl3 has been described. (C) 2009 Elsevier Ltd. All rights reserved.