salicylic acid N-(2-vinyloxyethyl)thiosemicarbazide | 936080-55-6

• 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: salicylic acid N-(2-vinyloxyethyl)thiosemicarbazide
• 英文别名: N-[2-(ethenyloxy)ethyl]-2-[(2-hydroxyphenyl)carbonyl]hydrazinecarbothioamide；1-(2-ethenoxyethyl)-3-[(2-hydroxybenzoyl)amino]thiourea
• CAS: 936080-55-6
• 化学式: C₁₂H₁₅N₃O₃S
• mdl: MFCD10038277
• 分子量: 281.335
• InChiKey: QHGWUJVKCIMJIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  salicylic acid N-(2-vinyloxyethyl)thiosemicarbazide 在 potassium hydroxide 、 盐酸 、 水 作用下， 以 水 为溶剂， 反应 1.0h， 以69%的产率得到4-(2-hydroxyethyl)-5-(2-hydroxyphenyl)-2H-1,2,4-triazolo-3(4h)-thione
  参考文献：
  名称：

  Synthesis and spatial structure of 4-(2-hydroxyethyl)-5-(2-hydroxyphenyl)-2H-1,2,4-triazolo-3(4H)-thione

  摘要：

  By reaction of 2-vinyloxyethyl isothiocyanate with salicylic acid hydrazide a synthesis of the corresponding thiosemicarbazide was performed. Alkaline hydrolysis of the latter led to an intramolecular heterocyclization into 1,2,4-triazole derivative. When cyclization was carried out in the water-alkali medium, 2-vinyloxyethyl fragment was shown to be hydrolyzed to form 4-(2-hydroxyethyl)-5-(2-hydroxyphenyl)-2H-1,2,4-triazolo-3 (4H)-thione, whose spatial structure was established by XRD analysis.

  DOI：

  10.1134/s1070363209070226
• 作为产物：
  描述：

  2-(vinyloxy)ethyl isothiocyanate 、 水杨酰肼 以 异丙醇 为溶剂， 反应 2.0h， 以70%的产率得到salicylic acid N-(2-vinyloxyethyl)thiosemicarbazide
  参考文献：
  名称：

  Synthesis and spatial structure of 4-(2-hydroxyethyl)-5-(2-hydroxyphenyl)-2H-1,2,4-triazolo-3(4H)-thione

  摘要：

  By reaction of 2-vinyloxyethyl isothiocyanate with salicylic acid hydrazide a synthesis of the corresponding thiosemicarbazide was performed. Alkaline hydrolysis of the latter led to an intramolecular heterocyclization into 1,2,4-triazole derivative. When cyclization was carried out in the water-alkali medium, 2-vinyloxyethyl fragment was shown to be hydrolyzed to form 4-(2-hydroxyethyl)-5-(2-hydroxyphenyl)-2H-1,2,4-triazolo-3 (4H)-thione, whose spatial structure was established by XRD analysis.

  DOI：

  10.1134/s1070363209070226