2-[4-(p-chlorophenylthiosemicarbazide)-carbonylmethylthio]-3H-imidazo[4,5-b]-pyridine | 1123802-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[4-(p-chlorophenylthiosemicarbazide)-carbonylmethylthio]-3H-imidazo[4,5-b]-pyridine
• CAS: 1123802-06-1
• 化学式: C₁₅H₁₃ClN₆OS₂
• 分子量: 392.893
• InChiKey: FBDVBFDSQKQUKR-UHFFFAOYSA-N

物化性质

• 熔点：
  199-200 °C
• 密度：
  1.58±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.72
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  94.73
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-[4-(p-chlorophenylthiosemicarbazide)-carbonylmethylthio]-3H-imidazo[4,5-b]-pyridine 、 2-溴苯乙酮 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以47%的产率得到2-[(3-(p-chlorophenyl)-4-phenyl-3H-thiazol-2-ylidene)-3-carbazoylmethylthio]-3H-imidazo[4,5-b]pyridine
  参考文献：
  名称：

  New Derivatives of 1H-imidazo[4,5-b]pyridine-2(3H)- thione. Synthesis of Thiosemicarbazides and Their Cyclic Analogues

  摘要：

  A series of 2-(arylthiosemicarbazide)-imidazo[4,5-b]pyridines (6-9) were prepared by reaction of 2-(carbazoylalkylthio)-imidazo[4,5-b]pyridines (4 and 5) with selected arylisothiocyanates. The thiosemicarbazides 6 and 7 were cyclized with 2-bromoacetophenone to give the derivatives of imidazo[4,5-b]pyridine 10 and 11. Compounds (2-11) were characterized by elemental analysis as well as IR and H-s1 NMR spectroscopy.

  DOI：

  10.1080/10426500701648077
• 作为产物：
  描述：

  2-(3H-imidazo[4,5-b]pyridin-2-ylthio)acetohydrazide 、 4-氯异硫氰酸苯酯 以 乙醇 为溶剂， 以84%的产率得到2-[4-(p-chlorophenylthiosemicarbazide)-carbonylmethylthio]-3H-imidazo[4,5-b]-pyridine
  参考文献：
  名称：

  New Derivatives of 1H-imidazo[4,5-b]pyridine-2(3H)- thione. Synthesis of Thiosemicarbazides and Their Cyclic Analogues

  摘要：

  A series of 2-(arylthiosemicarbazide)-imidazo[4,5-b]pyridines (6-9) were prepared by reaction of 2-(carbazoylalkylthio)-imidazo[4,5-b]pyridines (4 and 5) with selected arylisothiocyanates. The thiosemicarbazides 6 and 7 were cyclized with 2-bromoacetophenone to give the derivatives of imidazo[4,5-b]pyridine 10 and 11. Compounds (2-11) were characterized by elemental analysis as well as IR and H-s1 NMR spectroscopy.

  DOI：

  10.1080/10426500701648077