N'-[5-(4-chlorophenyl)-4-phenyl-4H-1,2,4-triazol-3-yl]-2-oxo-N'-phenylpropanethiohydrazide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N'-[5-(4-chlorophenyl)-4-phenyl-4H-1,2,4-triazol-3-yl]-2-oxo-N'-phenylpropanethiohydrazide
• 英文别名: N'-[5-(4-chlorophenyl)-4-phenyl-1,2,4-triazol-3-yl]-2-oxo-N'-phenylpropanethiohydrazide
• 化学式: C₂₃H₁₈ClN₅OS
• 分子量: 447.948
• InChiKey: KVQJPSQDXLOQCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  95.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-(4-氯苯基)-4-苯基-4H-[1,2,4]噻唑-3-硫醇 、 1-氯-1-(2-苯基亚肼基)乙酮 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以76%的产率得到N'-[5-(4-chlorophenyl)-4-phenyl-4H-1,2,4-triazol-3-yl]-2-oxo-N'-phenylpropanethiohydrazide
  参考文献：
  名称：

  Tautomerism and Reactions of 1H-1,2,4-Triazole-5-thiones with Hydrazonoyl Halides

  摘要：

  The acid dissociation constants (K-a) of a series of 3,4-diaryl-1H-1,2,4-triazole-5-thiones (1) were determined and were found to correlated Linearly with Hammett substituent constants; log K-a = 1.06 sigma(x) - 11.01. Such a result indicates that 1 exists essentially in one tautomeric form namely the thione form. Reactions of 1 with hydrazonoyl chlorides 2 gave the thiohydrazides 5. Similar reaction of 3-phenyl-1H(4H)-1,2,4-triazole-5-thione 1g with 2a gave the thiohydrazide 5h which was converted into 1,3,5-triphenyl-1,2,4-triazolo[3,4-c]-1,2,4-triazole (9). The latter was also prepared from 3-phenyl-5-methylthio-4H-1,2,4-triazole (6) and 2a. The mechanism of the reaction of 1 with 2 is discussed.

  DOI：

  10.1002/prac.19983400209

文献信息

• Tautomerism and Reactions of 1H-1,2,4-Triazole-5-thiones with Hydrazonoyl Halides
  作者：Mosselhi A. N. Mosselhi、Magda A. Abdallah、Sayed M. Riyadh、Abdelhamid E. Harhash、Ahmad S. Shawali

  DOI：10.1002/prac.19983400209

  日期：——

  The acid dissociation constants (K-a) of a series of 3,4-diaryl-1H-1,2,4-triazole-5-thiones (1) were determined and were found to correlated Linearly with Hammett substituent constants; log K-a = 1.06 sigma(x) - 11.01. Such a result indicates that 1 exists essentially in one tautomeric form namely the thione form. Reactions of 1 with hydrazonoyl chlorides 2 gave the thiohydrazides 5. Similar reaction of 3-phenyl-1H(4H)-1,2,4-triazole-5-thione 1g with 2a gave the thiohydrazide 5h which was converted into 1,3,5-triphenyl-1,2,4-triazolo[3,4-c]-1,2,4-triazole (9). The latter was also prepared from 3-phenyl-5-methylthio-4H-1,2,4-triazole (6) and 2a. The mechanism of the reaction of 1 with 2 is discussed.