4-cyclohexyl-3-quinolin-2-yl-1H-1,2,4-triazole-5-thione | 1125771-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-cyclohexyl-3-quinolin-2-yl-1H-1,2,4-triazole-5-thione
• CAS: 1125771-74-5
• 化学式: C₁₇H₁₈N₄S
• 分子量: 310.423
• InChiKey: RMSWEYUTWZFTSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-Cyclohexyl-3-(quinoline-2-carbonylamino)thiourea 在 sodium hydroxide 作用下， 反应 10.0h， 以68%的产率得到4-cyclohexyl-3-quinolin-2-yl-1H-1,2,4-triazole-5-thione
  参考文献：
  名称：

  Synthesis and Reactions of Some New Quinoline Thiosemicarbazide Derivatives of Potential Biological Activity

  摘要：

  Quinoline-2-carbohydrazide (3) was reacted with aryl or alkyl isothiocyanates to give the corresponding quinoline thiosemicarbazides (4a-e). Cyclization of the substituted thiosemicarbazides with sodium hydroxide led to the formation of 5-(quinolin-2-yl)-2H-1, 2, 4-triazole-3(4H)-thiones (5a-e). Desulfurization of thiosemicarbazides by mercuric oxide gave 5-(quinolin-2-yl)-1, 3, 4-oxadiazol- 2-amines (6a-e). Treatment of thiosemicarbazides with ethyl bromoacetate or -bromopropionic acid yielded (Z)-N'-(3-substituted thiazolidin-4-oxo-2-ylidene) quinoline-2-carbohydrazides (7a-d), (8a-d), respectively. Treatment of thiosemicarbazides with chloroacetone furnished (Z)-N'-(4-methyl-3-substituted-thiazol-2(3H)-ylidene) quinoline-2-carbohydrazides (9a-d). Furthermore, the reaction of thiosemicarbazides with phosphorus oxychloride gave N-substituted-5-(quinolin-2-yl)-1,3,4-thiadiazol-2-amines (10a-e). All newly synthesized compounds were tested and evaluated for antimicrobial activity.

  DOI：

  10.1080/10426500701641304

文献信息

• Synthesis and Reactions of Some New Quinoline Thiosemicarbazide Derivatives of Potential Biological Activity
  作者：E. M. Keshk、S. I. El-Desoky、M. A. A. Hammouda、A. H. Abdel-Rahman、A. G. Hegazi

  DOI：10.1080/10426500701641304

  日期：2008.5.14

  Quinoline-2-carbohydrazide (3) was reacted with aryl or alkyl isothiocyanates to give the corresponding quinoline thiosemicarbazides (4a-e). Cyclization of the substituted thiosemicarbazides with sodium hydroxide led to the formation of 5-(quinolin-2-yl)-2H-1, 2, 4-triazole-3(4H)-thiones (5a-e). Desulfurization of thiosemicarbazides by mercuric oxide gave 5-(quinolin-2-yl)-1, 3, 4-oxadiazol- 2-amines (6a-e). Treatment of thiosemicarbazides with ethyl bromoacetate or -bromopropionic acid yielded (Z)-N'-(3-substituted thiazolidin-4-oxo-2-ylidene) quinoline-2-carbohydrazides (7a-d), (8a-d), respectively. Treatment of thiosemicarbazides with chloroacetone furnished (Z)-N'-(4-methyl-3-substituted-thiazol-2(3H)-ylidene) quinoline-2-carbohydrazides (9a-d). Furthermore, the reaction of thiosemicarbazides with phosphorus oxychloride gave N-substituted-5-(quinolin-2-yl)-1,3,4-thiadiazol-2-amines (10a-e). All newly synthesized compounds were tested and evaluated for antimicrobial activity.