(Z)-3-benzyl-2-(benzylimino)thiazolidin-4-one | 1542210-35-4

• 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: (Z)-3-benzyl-2-(benzylimino)thiazolidin-4-one
• CAS: 1542210-35-4
• 化学式: C₁₇H₁₆N₂OS
• 分子量: 296.393
• InChiKey: PSLFQVFTQXERMF-ZCXUNETKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  32.67
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  异硫氰酸苯甲酯 、 溴乙酸乙酯 、 苄胺 在 sodium hydroxide 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以87%的产率得到(Z)-3-benzyl-2-(benzylimino)thiazolidin-4-one
  参考文献：
  名称：

  Visible Light-Promoted Three-Component Tandem Annulation for the Synthesis of 2-Iminothiazolidin-4-ones

  摘要：

  Described is a visible light-promoted three-component tandem annulation of amines, aryl/alkyl isothiocyanates, and alpha-bromoesters to form 2-iminothiazolidin-4-ones in the absence of metal and photocatalyst at room temperature. This [1 + 2 + 2] cyclization strategy involves visible light-promoted C-S/C-N bond formation and features a powerful approach to the synthesis of 2-iminothiazolidin-4-ones with broad substrate scope, excellent functional group tolerance, mild reaction conditions, step-economy, and simple operation, which also has potential applications in the pharmaceutical industry. UV vis spectroscopy indicates that an in situ-generated H-bonding electron donor acceptor (EDA) complex probably acts as the photocatalyst, facilitating the reaction process.

  DOI：

  10.1021/acs.joc.7b02940

文献信息

• A highly efficient one-pot method for the synthesis of thioureas and 2-imino-4-thiazolidinones under microwave conditions
  作者：Chi-Min Chau、Tzu-Jung Chuan、Kuan-Miao Liu

  DOI：10.1039/c3ra46270f

  日期：——

  A one-pot synthesis of symmetrical and unsymmetrical substituted thioureas and 2-imino-4-thiazolidinones from simple starting materials under microwave irradiation and solventless conditions without base additives is presented. Various di- and trisubstituted thioureas are obtained in good yields in a few minutes. The sequential, three-component, one-pot synthesis of 2-imino-4-thiazolidinone derivatives is also studied, with satisfactory results obtained.

  本研究介绍了在微波辐照和无溶剂、无碱添加剂的条件下，从简单的起始原料出发，一步法合成对称和不对称取代的硫脲类化合物和 2-亚氨基-4-噻唑烷酮。各种二取代和三取代的硫脲类化合物均能在几分钟内以良好的收率获得。此外，还研究了 2-亚氨基-4-噻唑烷酮衍生物的三组份顺序一锅合成法，并取得了令人满意的结果。