N-{2-[(2,6-dimethylphenyl)-amino]-2-oxoethyl}-N,N-diethyl-benzenemethanaminium linolenate | 890843-17-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-{2-[(2,6-dimethylphenyl)-amino]-2-oxoethyl}-N,N-diethyl-benzenemethanaminium linolenate
• 英文别名: benzyl-[2-(2,6-dimethylanilino)-2-oxoethyl]-diethylazanium;(9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• CAS: 890843-17-1
• 化学式: C₁₈H₂₉O₂*C₂₁H₂₉N₂O
• 分子量: 602.901
• InChiKey: FTHFUHCAQTTWNV-JVKRUYCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.62
• 重原子数：
  44
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  69.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  denatonium hydroxide 、 Γ-十八碳三烯酸 以 甲醇 为溶剂， 反应 2.0h， 以100%的产率得到N-{2-[(2,6-dimethylphenyl)-amino]-2-oxoethyl}-N,N-diethyl-benzenemethanaminium linolenate
  参考文献：
  名称：

  WO2006/62406

  摘要：

  公开号：

文献信息

• PREPARATION OF A QUATERNARY AMMONIUM HYDROXIDE AND USE THEREOF FOR THE PREPARATION OF A QUATERNARY AMMONIUM SALT
  申请人：Janmejay Rajnikant Vyas

  公开号：US20090306429A1

  公开（公告）日：2009-12-10

  The invention relates to a process for the preparation of a quaternary ammonium hydroxide, in particular denatonium hydroxide, and the use thereof for the preparation of a quaternary ammonium salt, in particular of denatonium benzoate or a denatonium fatty acid derivative. Due to its extremely bitter taste, this latter compound is applied in the art as an aversive agent, biocide, antifoulant and flavorant. It is usually prepared from a quaternary ammonium halide in an organic environment, which after isolation and purification is converted to a hygroscopic and unstable hydroxide intermediate, which in turn is immediately converted to the salt of interest in the solvent in which it is prepared. It is now found that these isolation steps can be avoided by performing the reaction at aqueous conditions. This is more straightforwardly and does not require costly precautions to avoid contact while handling. Moreover, the process of the invention allows to produce the quaternary ammonium salt from a lignocaine compound in a one-pot synthesis involving mostly water.

  本发明涉及一种制备季铵羟化物的工艺，特别是去甲头孢铵羟化物，以及其用于制备季铵盐，特别是去甲头孢苯甲酸盐或去甲头孢脂肪酸衍生物的用途。由于其极苦的味道，后一种化合物在艺术上被用作嫌恶剂、杀菌剂、防污剂和调味剂。通常，它是从有机环境中的季铵卤化物制备而来，经过分离和纯化后，转化为一种吸湿不稳定的羟化物中间体，然后立即在其制备的溶剂中转化为所需的盐。现在发现，这些分离步骤可以通过在水性条件下进行反应来避免。这更为简单，不需要昂贵的预防措施来避免处理时的接触。此外，本发明的工艺允许从利多卡因化合物中以大部分水为主的一锅法合成季铵盐。
• PREPARATION OF A QUATERNARY AMMONIUM HYDROXIDE AND USE THEREOF FOR THE PREPARATION OF Q QUATERNARY AMMONIUM SALT
  申请人：Disham Pharmaceuticals and Chemicals Ltd.

  公开号：EP1824814A2

  公开（公告）日：2007-08-29
• [EN] PREPARATION OF A QUATERNARY AMMONIUM HYDROXIDE AND USE THEREOF FOR THE PREPARATION OF Q QUATERNARY AMMONIUM SALT<br/>[FR] PREPARATION D'UN HYDROXYDE D'AMMONIUM QUATERNAIRE ET UTILISATION DE CE DERNIER POUR PREPARER UN SEL D'AMMONIUM QUATERNAIRE
  申请人：DISHMAN PHARMACEUTICALS AND CH

  公开号：WO2006062406A2

  公开（公告）日：2006-06-15

  [EN] The invention relates to a process for the preparation of a quaternary ammonium hydroxide, in particular denatonium hydroxide, and the use thereof for the preparation of a quaternary ammo nium salt, in particular of denatonium benzoate or a denatonium fatty acid derivative. Due to its extremely bitter taste, this latter compound is applied in the art as an aversive agent, biocide, antifoulant and flavorant. It is usually prepared from a quaternary ammonium halide in an organic environment, which after isolation and purification is converted to a hygroscopic and unstable hydroxide intermediate, which in turn is immediately converted to the salt of interest in the solvent in which it is prepared. It is now found that these isolation steps can be avoided by performing the reaction at aqueous conditions. This is more straightforwardly and does not require costly precaut ions to avoid contact while handling. Moreover, the process of the invention allows to produce the quaternary ammonium salt from a lignocaine compound in a one-pot synthesis involving mostly water.
  [FR] La présente invention concerne un procédé de préparation d'un hydroxyde d'ammonium quaternaire, notamment d'un hydroxyde de dénatonium et l'utilisation de ce dernier pour préparer un sel d'ammonium quaternaire, notamment d'un benzoate de dénatonium ou d'un dérivé d'acide gras de dénatonium. Du fait de son goût extrêmement amer, ce dernier composé est utilisé dans l'art en tant qu'agent aversif, biocide, agent antisalissures et agent aromatisant. On le prépare habituellement à partir d'un halogénure d'ammonium quaternaire dans un environnement organique, qui après isolement et purification est transformé en un intermédiaire d'hydroxyde hygroscopique et instable, qui à son tour est converti en sel tel que souhaité, dans le solvant dans lequel il est préparé. On s'est rendu compte que ces étapes d'isolement peuvent être évitées lorsqu'on effectue la réaction dans des conditions aqueuses. Ceci est plus simple et ne requiert pas de précautions coûteuses servant à éviter le contact lors de la manipulation. De plus, le procédé selon l'invention permet de produire le sel d'ammonium quaternaire à partir d'un composé de lignocaïne au moyen d'une synthèse en enceinte unique effectuée avec principalement de l'eau.