3-(4-chlorophenyl)-2-(4-methoxyphenyl)thiazolidin-4-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-chlorophenyl)-2-(4-methoxyphenyl)thiazolidin-4-one
• 英文别名: 3-(4-Chlorophenyl)-2-(4-methoxyphenyl)-1,3-thiazolidin-4-one
• 化学式: C₁₆H₁₄ClNO₂S
• 分子量: 319.812
• InChiKey: NVXZIKKGGPKDLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(4-氯苯基)-1-(4-甲氧基苯基)甲亚胺 、 巯基乙酸 在 PEG-400 作用下， 反应 2.0h， 以69%的产率得到3-(4-chlorophenyl)-2-(4-methoxyphenyl)thiazolidin-4-one
  参考文献：
  名称：

  聚乙二醇介导的一锅三组分合成新型4-噻唑烷酮

  摘要：

  4-(对甲苯磺氧基)苯甲醛、芳胺和巯基乙酸在聚乙二醇400 (PEG-400)中进行高效的一锅三组分环缩合反应，得到新的2,3-二取代-4-噻唑烷酮。这条路线既经济又环保。© 2011 Wiley Periodicals, Inc. 杂原子化学 23:166–170, 2012; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20766

  DOI：

  10.1002/hc.20766

文献信息

• Facile synthesis of 1,3-thiazolidin-4-ones as antitubercular agents
  作者：Dnyaneshwar D. Subhedar、Mubarak H. Shaikh、Manisha A. Arkile、Amar Yeware、Dhiman Sarkar、Bapurao B. Shingate

  DOI：10.1016/j.bmcl.2016.02.056

  日期：2016.4

  We have developed, highly efficient, one-pot, solvent-free, [Et3NH][HSO4] catalyzed multicomponent reaction protocol for the synthesis of 1,3-thiazolidin-4-ones in excellent yields. For the first time, the 1,3-thiazolidin-4-ones were evaluated in vitro for their antimycobacterial activity against Mycobacterium tuberculosis dormant MTB H37Ra and Mycobacterium bovis BCG strains. Among the synthesized

  我们已经开发出了一种高效，一锅，无溶剂，[Et 3 NH] [HSO 4 ]催化的多组分反应方案，用于以优异的产率合成1,3-噻唑烷酮-4-酮。首次在体外评估了1,3-噻唑烷酮-4-酮对休眠的结核分枝杆菌MTB H37Ra和牛分枝杆菌BCG菌株的抗分枝杆菌活性。在合成的碱性1,3-噻唑烷酮-4-酮中，尤其是化合物4c，4d，4e，4f，4h，4i和4j 显示出有希望的抗结核活性，并且对细胞系MCF-7，A549和HCT-116没有明显的细胞毒性。
• Pd nanoparticles: an efficient catalyst for the solvent-free synthesis of 2,3-disubstituted-4-thiazolidinones
  作者：Rajkumar R. Harale、Praveen V. Shitre、Bhaskar R. Sathe、Murlidhar S. Shingare

  DOI：10.1007/s11164-016-2490-2

  日期：2016.8

  nanoparticles (Pd NPs: ~5-nm diameter) catalysed an efficient, solvent-free protocol for the cyclocondensation reaction of the aldehydes, anilines and mercaptoacetic acid has been developed. This method offers a rapid, relatively economical and ecofriendly protocol for the synthesis of 2,3-disubstituted-4-thiazolidinones for the first time. Moreover, the catalyst can also be easily recovered and recycled with

  摘要 钯纳米粒子（Pd NPs：〜5 nm直径）催化了醛，苯胺和巯基乙酸的环缩合反应的高效，无溶剂方案。该方法为首次合成2，3-二取代的4-噻唑烷酮提供了一种快速，相对经济且环保的方案。此外，该催化剂还可以容易地回收和再循环而不损失催化活性。 图形概要
• One-pot rapid synthesis of thiazole-substituted pyrazolyl-4-thiazolidinones mediated by diisopropylethylammonium acetate
  作者：Lalit D. Khillare、Manisha R. Bhosle、Amarsinh R. Deshmukh、Ramrao A. Mane

  DOI：10.1007/s11164-015-1940-6

  日期：2015.11

  A convenient one-pot, rapid and scalable synthetic protocol has been developed for recently reported anti-inflammatory agents, thiazole-substituted pyrazolyl-4-thiazolidinones. Quantitative multicomponent cyclocondensation of 3-(4-methyl-2-substituted thiazol-5-yl)-1-phenyl-1H-pyrazole-4-carbaldehydes (5a, b), amines and mercaptoacetic acid has been carried out in safer medium, diisopropylethylammonium acetate, at room temperature. The optimisation details of the developed novel protocol are recorded.

  一种方便的一锅法、快速且可扩展的合成方案已被开发，用于最近报道的抗炎药物，即噻唑取代的吡唑-4-噻唑烷酮。对3-(4-甲基-2-取代噻唑-5-基)-1-苯基-1H-吡唑-4-醛（5a, b）、胺和巯基乙酸的定量多组分环缩合反应已在更安全的介质二异丙基乙胺乙酸盐中于室温下进行。所开发的新型方案的优化细节已记录。
• Saccharomyces cerevisiae catalyzed one-pot three component synthesis of 2,3-diaryl-4-thiazolidinones
  作者：Umesh R. Pratap、Dhanaji V. Jawale、Manisha R. Bhosle、Ramrao A. Mane

  DOI：10.1016/j.tetlet.2011.01.143

  日期：2011.4

  Saccharomyces cerevisiae (baker's yeast) catalyzed one-pot three component cyclocondensation of aryl aldehydes, amines, and thioglycolic acid in organic medium leading to 2,3-diaryl 4-thiazolidinones has been carried out for the first time. (c) 2011 Elsevier Ltd. All rights reserved.
• Onys'ko, P. P.; Kim, T. V.; Kiseleva, E. I., Russian Journal of General Chemistry, 1997, vol. 67, # 10, p. 1544 - 1547
  作者：Onys'ko, P. P.、Kim, T. V.、Kiseleva, E. I.、Sinitsa, A. D.

  DOI：——

  日期：——