(2Z)-2-[(4-methoxyphenyl)methylidenehydrazinylidene]-5,5-diphenyl-1,3-thiazolidin-4-one | 299950-14-4

• 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: (2Z)-2-[(4-methoxyphenyl)methylidenehydrazinylidene]-5,5-diphenyl-1,3-thiazolidin-4-one
• CAS: 299950-14-4
• 化学式: C₂₃H₁₉N₃O₂S
• 分子量: 401.489
• InChiKey: HRACBZCQMSEVMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-methoxybenzylidene thiosemicarbazone 、 联苯甲酰 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 以22%的产率得到(2Z)-2-[(4-methoxyphenyl)methylidenehydrazinylidene]-5,5-diphenyl-1,3-thiazolidin-4-one
  参考文献：
  名称：

  Microwave-assisted tandem reactions for the synthesis of 2-hydrazolyl-4-thiazolidinones

  摘要：

  A tandem method for the synthesis of 2-hydrazolyl-4-thiazolidinones (5) from commercially available materials in a 3-component reaction has been developed. The reaction connects aldehydes, thiosemicarbazides, and maleic anhydride, effectively assisted by microwave irradiation. The synthesis of a new type of compound, 2-hydrazolyl-5,5-diphenyl-4-thiazolidinone (7), obtained by treatment of thiosemicarbazone with benzil in basic media is also reported. HOMO/LUMO energies, orbital coefficients, and charge distribution were used to explain the proposed reaction mechanism. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.020

文献信息

• Microwave-assisted tandem reactions for the synthesis of 2-hydrazolyl-4-thiazolidinones
  作者：Cecilia Saiz、Chiara Pizzo、Eduardo Manta、Peter Wipf、S. Graciela Mahler

  DOI：10.1016/j.tetlet.2008.12.020

  日期：2009.2

  A tandem method for the synthesis of 2-hydrazolyl-4-thiazolidinones (5) from commercially available materials in a 3-component reaction has been developed. The reaction connects aldehydes, thiosemicarbazides, and maleic anhydride, effectively assisted by microwave irradiation. The synthesis of a new type of compound, 2-hydrazolyl-5,5-diphenyl-4-thiazolidinone (7), obtained by treatment of thiosemicarbazone with benzil in basic media is also reported. HOMO/LUMO energies, orbital coefficients, and charge distribution were used to explain the proposed reaction mechanism. (C) 2008 Elsevier Ltd. All rights reserved.