2-(2-nitrophenyl)-3-phenylthiazolidin-4-one | 128914-38-5

• 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-(2-nitrophenyl)-3-phenylthiazolidin-4-one
• 英文别名: 2-(2-nitro-phenyl)-3-phenyl-thiazolidin-4-one；2-(2-Nitro-phenyl)-3-phenyl-thiazolidin-4-on；2-(2-Nitrophenyl)-3-phenyl-1,3-thiazolidin-4-one
• CAS: 128914-38-5
• 化学式: C₁₅H₁₂N₂O₃S
• 分子量: 300.338
• InChiKey: JXENKSOSKYVGMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  91.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  巯基乙酸 、 N-(2-硝基苄基亚基)苯胺 以 neat (no solvent) 为溶剂， 以91 %的产率得到2-(2-nitrophenyl)-3-phenylthiazolidin-4-one
  参考文献：
  名称：

  超声辅助无溶剂合成4-噻唑烷酮衍生物

  摘要：

  开发了一种涉及使用超声波振动的经济且环境友好的方案来合成一系列二芳基-4-噻唑烷酮。开发的亮点...

  DOI：

  10.1080/17415993.2024.2395936

文献信息

• Visible-light-promoted C N and C S bonds formation: A catalyst and solvent-free photochemical approach for the synthesis of 1,3-thiazolidin-4-ones
  作者：Mohd Nazeef、Km Neha Shivhare、Shabir Ali、Khursheed Ansari、Mohd Danish Ansari、Saurabh K. Tiwari、Vikas Yadav、I.R. Siddiqui

  DOI：10.1016/j.jphotochem.2019.112347

  日期：2020.3

  A visible-light-induced, one-pot mild and efficient, multicomponent-tandem synthesis of diversified 1,3-thiazolidin-4-ones under catalyst and solvent-free conditions is reported. Here, visible-light, an ideal source of energy, has been used as photochemical activator to generate CN and CS bonds under radical mechanistic pathway from aromatic amines, aldehydes and thioglycolic acid. The reported methodology

  据报道，在无催化剂和无溶剂的条件下，可见光诱导的一锅式温和高效的多组分串联合成了多种1,3-噻唑烷酮-4-酮。在这里，可见光是一种理想的能源，已被用作光化学活化剂，通过自由基机制从芳族胺，醛和巯基乙酸生成C N和C S键。所报道的方法可以广泛地用于探索具有高选择性，短反应时间，对官能团的耐受性，成本效益和优异收率的1，3-噻唑烷丁-4-酮衍生物。
• One-pot sonochemical synthesis of 1,3-thiazolidin-4-ones using nano-CdZr4(PO4)6 as a robust heterogeneous catalyst
  作者：Javad Safaei-Ghomi、Maryam Navvab、Hossein Shahbazi-Alavi

  DOI：10.1016/j.ultsonch.2015.12.008

  日期：2016.7

  An efficient three-component synthesis of 1,3-thiazolidin-4-ones is described by one-pot condensation of aldehydes, aniline and thioglycolic acid with nano-CdZr4(PO4)6 as a robust heterogeneous catalyst under ultrasonic irradiation. Use of simple and readily available starting materials, experimental simplicity, applying the sonochemical methodology as an efficient method and innocuous means of activation

  在超声波辐射下，通过一锅缩合醛，苯胺和巯基乙酸与纳米CdZr4（PO4）6作为强健的多相催化剂，描述了一种有效的三组分合成1,3-噻唑烷-4-酮的方法。该协议的一些优点是使用简单易得的起始原料，简化实验，将声化学方法学用作一种有效方法以及在合成化学中使用无害的活化方法是该协议的一些优势。
• Preparation and characterization of Fe₃O₄@SiO₂/APTPOSS core-shell composite nanomagnetics as a novel family of reusable catalysts and their application in the one-pot synthesis of 1,3-thiazolidin-4-one derivatives
  作者：Javad Safaei-Ghomi、Seyed Hadi Nazemzadeh、Hossein Shahbazi-Alavi

  DOI：10.1002/aoc.3520

  日期：2016.11

  The inorganic–organic hybrid polyhedral oligomeric silsesquioxane magnetic nanoparticles were used as an efficient new heterogeneous catalyst for the one‐pot three‐component synthesis of 1,3‐thiazolidin‐4‐ones under solvent‐free conditions. Moreover, these nanoparticles could be easily separated using an external magnet and then reused several times without significant loss of catalytic activity. Copyright

  制备了以多面体低聚倍半硅氧烷衍生物形式的八[[（3-（3-氨基丙基三乙氧基硅烷）丙基]十八碳倍半硅氧烷（APTPOSS），并用作先驱试剂，以磁性氧化铁纳米粒子为核心，无机-有机为新型壳-壳复合材料杂多面体低聚倍半硅氧烷为壳。铁3 O 4 @SiO 2/ APTPOSS已通过傅立叶变换红外光谱法，扫描电子显微镜，能量色散光谱法，动态光散射，热重分析，X射线衍射和振动样品磁力分析法得到证实。无机-有机杂化多面体低聚倍半硅氧烷磁性纳米颗粒被用作一种高效的新型非均相催化剂，用于在无溶剂条件下单锅三组分合成1,3-噻唑烷酮-4-酮。此外，这些纳米颗粒可以使用外部磁体轻松分离，然后重复使用几次，而不会显着降低催化活性。版权所有©2016 John Wiley＆Sons，Ltd.
• CoFe₂O₄@SiO₂/PrNH₂ nanoparticles as highly efficient and magnetically recoverable catalyst for the synthesis of 1,3-thiazolidin-4-ones
  作者：Javad Safaei-Ghomi、Maryam Navvab、Hossein Shahbazi-Alavi

  DOI：10.1080/17415993.2016.1169533

  日期：2016.11.1

  An efficient three-component synthesis of 1,3-thiazolidin-4-ones is described by one-pot condensation of aldehydes, aromatic amine and thioglycolic acid with nano-CoFe2O4@SiO2/PrNH2 as a robust heterogeneous catalyst. The significant advantages of this protocol are the use of magnetically recoverable catalyst, high to excellent product yields, operational simplicity and the use of CoFe2O4@SiO2/PrNH2 nanoparticles as an environment-friendly catalyst.
• 10.1080/17415993.2024.2395936
  作者：Wahan, Simranpreet K.、Chawla, Pooja A.、Kumar, Rupesh、Tandon, Nitin、Bhargava, Gaurav

  DOI：10.1080/17415993.2024.2395936

  日期：——

  An economical and environment-friendly protocol involving the use of ultrasonic vibrations was developed for the synthesis of a series of diaryl-4-thiazolidinones. The highlights of the developed a...

  开发了一种涉及使用超声波振动的经济且环境友好的方案来合成一系列二芳基-4-噻唑烷酮。开发的亮点...