11-[4-(2-氯乙基)-1-哌嗪基]-二苯并[B,F][1,4]硫氮杂卓 | 352232-17-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 中文名称: 11-[4-(2-氯乙基)-1-哌嗪基]-二苯并[B,F][1,4]硫氮杂卓
• 中文别名: 11-[4-(2-氯乙基)-1-哌嗪基]-二苯并[b,f][1,4]硫氮杂卓；11-[4-(2-氯乙基)-1-哌嗪二苯并(b,f)-(1,4)-硫氮杂卓]
• 英文名称: 6-[4-(2-Chloroethyl)piperazin-1-yl]benzo[b][1,4]benzothiazepine
• CAS: 352232-17-8
• 化学式: C₁₉H₂₀ClN₃S
• 分子量: 357.9
• InChiKey: QMIUOVHNRIYDLI-UHFFFAOYSA-N

物化性质

• 沸点：
  505.5±60.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

文献信息

• Process for the Preparation of 11-(4-[2-(2-Hydroxyethoxy)Ethyl]-I-Piperazinyl)Dibenzo[b,f][I,4]Thiazepine
  申请人：Kwak Sung Byong

  公开号：US20070225494A1

  公开（公告）日：2007-09-27

  Disclosed is a process for the preparation of 11-(4-[2-(2-hydroxyethoxy)ethyl]-1-piperazinyl)-dibenzo[b,f][1,4]thiazepine. In the process, low-priced 2,2′-dithiosalicylic acid as starting material is subjected to bond formation reaction with 1-chloro-2-nitrobenzene in a basic aqueous solution, a nitro group reduction reaction is conducted, cyclization and chlorination reactions are simultaneously carried out in the presence of a equivalent amount of halogenating agent, a reaction with piperazine is continuously conducted without separation, and a reaction with 2-haloethoxyethanol is conducted, thereby it is possible to economically producing Quetiapine, that is, 11-(4-[2-(2-hydroxyethoxy)ethyl]-1-piperazinyl)-dibenzo[b,f][1,4]thiazepine, in an environmentally friendly manner. Particularly, the process is advantageous in that economic efficiency is assured because of use of the low-priced starting material, use of an organic solvent is minimized because a reaction is conducted in an aqueous solution, and it is possible to achieve the environmentally friendly and economical process having high commercial usefulness because the number of reaction steps of the process is reduced and because generation of acidic waste is minimized.

  本发明涉及一种制备11-(4-[2-(2-羟乙氧基)乙基]-1-哌嗪基)-二苯并[b,f][1,4]噻吩的方法。在该方法中，以低价的2,2'-二硫基水杨酸为起始物质，在碱性水溶液中进行键合反应，与1-氯-2-硝基苯发生还原反应，同时在卤化剂的等量存在下进行环化和氯化反应，连续进行哌嗪反应而无需分离，最后进行2-卤乙氧基乙醇反应，从而可以在环保的条件下经济地生产喹硫平，即11-(4-[2-(2-羟乙氧基)乙基]-1-哌嗪基)-二苯并[b,f][1,4]噻吩。特别地，该方法具有以下优点：利用低价起始物质保证经济效益，由于反应在水溶液中进行，最小化了有机溶剂的使用，因此可以实现环保和经济的高商业价值的过程，同时由于减少了反应步骤的数量并最小化了酸性废物的产生，因此也具有高商业实用性。
• A PROCESS FOR THE PREPARATION OF QUETIAPINE AND INTERMEDIATES THEREFOR
  申请人：EGIS GYOGYSZERGYAR RT.

  公开号：EP1252151A1

  公开（公告）日：2002-10-30
• PROCESS FOR THE PREPARATION OF 11-(4-[2-(2-HYDROXYETHOXY)ETHYL]-1-PIPERAZINYL)DIBENZO[b,f][1,4]THIAZEPINE
  申请人：SK Holdings Co., Ltd.

  公开号：EP1781646B1

  公开（公告）日：2010-08-18
• US7678902B2
  申请人：——

  公开号：US7678902B2

  公开（公告）日：2010-03-16
• [EN] A PROCESS FOR THE PREPARATION OF QUETIAPINE AND INTERMEDIATES THEREFOR<br/>[FR] PROCÉDÉ DE PRÉPARATION DE QUÉTIAPINE ET DES SES INTERMÉDIAIRES
  申请人：EGYT GYOGYSZERVEGYESZETI GYAR

  公开号：WO2001055125A1

  公开（公告）日：2001-08-02

  The invention refers to a novel process for the preparation of 11-[4-/2-(2-hydroxyethoxy)ethyl/-1-piperazinyl]dibenzo[b,f]-1,4-thiazepine of the formula (I) known as quetiapine. According to the invention, a haloethylpiperazinylthiazepine derivative of the formula (VIII), wherein Hal stands for a halo atom, is reacted with ethylene glycol.