2-(4-chlorophenyl)-3-(pyridin-2-yl)-1,3-thiazolidin-4-one | 10164-86-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-chlorophenyl)-3-(pyridin-2-yl)-1,3-thiazolidin-4-one
• 英文别名: (+/-)-2-(4-Chlor-phenyl)-3--thiazolidon-(4)；2-(4-chloro-phenyl)-3-pyridin-2-yl-thiazolidin-4-one；2-(4-chlorophenyl)-3-pyridin-2-yl-1,3-thiazolidin-4-one
• CAS: 10164-86-0
• 化学式: C₁₄H₁₁ClN₂OS
• 分子量: 290.773
• InChiKey: AWYRBXUVHGHJEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  58.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-[4-chlorobenzalidiene]aminopyridine 、 巯基乙酸 在 三氟化硼 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 16.0h， 生成 2-(4-chlorophenyl)-3-(pyridin-2-yl)-1,3-thiazolidin-4-one
  参考文献：
  名称：

  Ultrasonics promoted synthesis of thiazolidinones from 2-aminopyridine and 2-picolilamine

  摘要：

  The efficient multicomponent synthesis of thiazolidinones from the reaction of arenealdehydes, mercaptoacetic acid and 2-picolilamine or 2-aminopyridine under ultrasound irradiation are reported. The reaction with 2-aminopyridine needs a Lewis acid catalysis to afford the corresponding 2-aryl-3-(pyridin-2-yl)-1,3-thiazolidin-4-ones. All novel compounds were identified and characterized by H-1 and C-13 NMR spectra. Applying the sonochemical methodology, two series of heterocyclic thiazolidinones were synthesized in good yields after short reaction times. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ultsonch.2012.03.004

文献信息

• Ionic liquid mediated and promoted eco-friendly preparation of thiazolidinone and pyrimidine nucleoside–thiazolidinone hybrids and their antiparasitic activities
  作者：Xinying Zhang、Xiaoyan Li、Dongfang Li、Guirong Qu、Jianji Wang、Philippe M. Loiseau、Xuesen Fan

  DOI：10.1016/j.bmcl.2009.09.101

  日期：2009.11

  acid in [bmim][PF6]. The whole procedure is simple and straightforward and no aqueous work-up is needed. By employing this protocol, a series of novel pyrimidine nucleoside–thiazolidin-4-one hybrids were prepared and their preliminary antiparasitic activities were also studied and reported.

  在没有任何催化剂的情况下，通过醛，胺和巯基乙酸在[bmim] [PF 6 ]中的三组分反应，可以有效地合成2,3-二取代-1,3-噻唑烷-4-酮衍生物。整个过程简单明了，不需要水后处理。通过采用该方案，制备了一系列新型嘧啶核苷-噻唑烷-4-酮杂化物，并对其初步的抗寄生虫活性进行了研究和报道。