(2Z,5Z)-N-(4-chloroanilino)-5-(2,3-dihydroinden-1-ylidene)-4-oxo-1,3-thiazole-2-carboximidoyl cyanide | 1316194-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (2Z,5Z)-N-(4-chloroanilino)-5-(2,3-dihydroinden-1-ylidene)-4-oxo-1,3-thiazole-2-carboximidoyl cyanide
• CAS: 1316194-40-7
• 化学式: C₂₀H₁₃ClN₄OS
• 分子量: 392.868
• InChiKey: NIVCOFRNJJRSRF-HUZJXEEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-(1H-indan-1-ylidene)-2-thioxo-4-thiazolidinone 在 水 、 溶剂黄146 、 sodium hydroxide 作用下， 反应 0.1h， 生成 (2Z,5Z)-N-(4-chloroanilino)-5-(2,3-dihydroinden-1-ylidene)-4-oxo-1,3-thiazole-2-carboximidoyl cyanide
  参考文献：
  名称：

  Synthesis, Theoretical Study, and Antimicrobial Activity of Novel Polysubstituted Thiazoles

  摘要：

  New 5-(9H-Fluoren-9-ylidene)- and 5-(1H-indan-1-ylidene)-2-thioxo-4-thiazolidinones 3a,b were synthesized Eco-friendly under microwave irradiation (MWI). These compounds undergo alkaline hydrolysis to afford the corresponding thiol derivatives 4a,b, which cyclized into polysubstituted thiazoles 6a-h using arylazomalononitriles 5a-d as nucleophilic agents. Some selected products were tested for their antimicrobial activities. The equilibrium geometries of the studied compounds were calculated at the B3LYP/6-31G(d) level of the density functional theory (DFT). Conformational analysis has been carried out to determine the most stable conformers. The relative stability of the azo and hydrazo tautomers has been investigated. The HOMO-LUMO energy gap is used in rationalizing the reactivity of the studied compounds.

  DOI：

  10.3987/com-11-12141

文献信息

• Synthesis, Theoretical Study, and Antimicrobial Activity of Novel Polysubstituted Thiazoles
  作者：Nadia Hanafy Metwally、Sabry El-Taher

  DOI：10.3987/com-11-12141

  日期：——

  New 5-(9H-Fluoren-9-ylidene)- and 5-(1H-indan-1-ylidene)-2-thioxo-4-thiazolidinones 3a,b were synthesized Eco-friendly under microwave irradiation (MWI). These compounds undergo alkaline hydrolysis to afford the corresponding thiol derivatives 4a,b, which cyclized into polysubstituted thiazoles 6a-h using arylazomalononitriles 5a-d as nucleophilic agents. Some selected products were tested for their antimicrobial activities. The equilibrium geometries of the studied compounds were calculated at the B3LYP/6-31G(d) level of the density functional theory (DFT). Conformational analysis has been carried out to determine the most stable conformers. The relative stability of the azo and hydrazo tautomers has been investigated. The HOMO-LUMO energy gap is used in rationalizing the reactivity of the studied compounds.