3-(2-bromoethoxy)-2-hydroquinoline | 143102-13-0

• 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: 3-(2-bromoethoxy)-2-hydroquinoline
• 英文别名: 3-(2-Bromoethoxy)-2(1h)-quinolinone；3-(2-bromoethoxy)-1H-quinolin-2-one
• CAS: 143102-13-0
• 化学式: C₁₁H₁₀BrNO₂
• 分子量: 268.11
• InChiKey: KFMFPGJSKKQPCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-bromoethoxy)-2-hydroquinoline 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以48%的产率得到<1,4>dioxano<2,3-b>quinoline
  参考文献：
  名称：

  Synthesis of 2,3-Fused Quinolines from 3-Substituted Quinoline 1-Oxides. Part 1.

  摘要：

  3-(2-Bromoethyltosylamino)quinoline 1-oxide (4) reacted with TsCl-NH4OH and TsCl-K2CO3 to afford the 2-aminoquinoline (5) and the 2-quinolinone (8). Cyclization of 5 and 8 under basic conditions gave the piperazino-quinoline (6) and the morpholino-quinoline (9). Similar reactions of 3-(2-bromoethoxy)quinoline 1-oxide (13) in the presence of TsCl gave also the 2-aminoquinoline (14) and the 2-hydroxyquinoline (16), but accompanied with fair amounts of by-products (15 and, 15 and 17). Cyclization of 14 and 16 gave the morpholino-quinoline (18) and the 1,4-dioxano-quinoline (19) in somewhat lower yields.

  DOI：

  10.3987/com-92-5999
• 作为产物：
  描述：

  3-(2-bromoethoxy)quinoline 在 potassium carbonate 、 对甲苯磺酰氯 、 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 3-(2-bromoethoxy)-2-hydroquinoline
  参考文献：
  名称：

  Synthesis of 2,3-Fused Quinolines from 3-Substituted Quinoline 1-Oxides. Part 1.

  摘要：

  3-(2-Bromoethyltosylamino)quinoline 1-oxide (4) reacted with TsCl-NH4OH and TsCl-K2CO3 to afford the 2-aminoquinoline (5) and the 2-quinolinone (8). Cyclization of 5 and 8 under basic conditions gave the piperazino-quinoline (6) and the morpholino-quinoline (9). Similar reactions of 3-(2-bromoethoxy)quinoline 1-oxide (13) in the presence of TsCl gave also the 2-aminoquinoline (14) and the 2-hydroxyquinoline (16), but accompanied with fair amounts of by-products (15 and, 15 and 17). Cyclization of 14 and 16 gave the morpholino-quinoline (18) and the 1,4-dioxano-quinoline (19) in somewhat lower yields.

  DOI：

  10.3987/com-92-5999

文献信息

• PIPERAZINE-SUBSTITUTED BENZOTHIOPHENES FOR TREATMENT OF MENTAL DISORDERS
  申请人：YAMASHITA Hiroshi

  公开号：US20110152286A1

  公开（公告）日：2011-06-23

  The present invention provides a heterocyclic compound represented by the general formula (1): The compound of the present invention has a wide treatment spectrum for mental disorders including central nervous system disorders, no side effects and high safety.

  本发明提供了一个由通式（1）所代表的杂环化合物：该化合物具有广泛的治疗精神障碍的光谱，包括中枢神经系统障碍，无副作用且安全性高。
• Piperazine-substituted benzothiophenes for treatment of mental disorders
  申请人：Yamashita Hiroshi

  公开号：US20100179322A1

  公开（公告）日：2010-07-15

  The present invention provides a heterocyclic compound represented by the general formula (1): The compound of the present invention has a wide treatment spectrum for mental disorders including central nervous system disorders, no side effects and high safety.

  本发明提供了由通式（1）表示的杂环化合物：本发明的化合物具有广泛的治疗精神障碍的光谱，包括中枢神经系统障碍，没有副作用和高安全性。
• Piperazine-Substituted Benzothiophenes For Treatment of Mental Disorders
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US20160051548A1

  公开（公告）日：2016-02-25

  The present invention provides a heterocyclic compound represented by the general formula (1): The compound of the present invention has a wide treatment spectrum for mental disorders including central nervous system disorders, no side effects and high safety.

  本发明提供了一个由通式（1）所表示的杂环化合物。本发明的化合物具有广泛的治疗精神障碍的光谱，包括中枢神经系统障碍，没有副作用且具有高安全性。
• US7888362B2
  申请人：——

  公开号：US7888362B2

  公开（公告）日：2011-02-15
• US8349840B2
  申请人：——

  公开号：US8349840B2

  公开（公告）日：2013-01-08