5-((4-chlorophenyl)thio)-6-phenylimidazo[2,1-b]thiazole | 353253-74-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-((4-chlorophenyl)thio)-6-phenylimidazo[2,1-b]thiazole
• 英文别名: 5-[(4-chlorophenyl)thio]-6-phenylimidazo[2,1-b]thiazole；5-[(4-Chlorophenyl)thio]-6-phenylimidazo[2,1-b][1,3]thiazole；5-(4-chlorophenyl)sulfanyl-6-phenylimidazo[2,1-b][1,3]thiazole
• CAS: 353253-74-4
• 化学式: C₁₇H₁₁ClN₂S₂
• mdl: MFCD01026419
• 分子量: 342.873
• InChiKey: CRTHDAUSIDUEFA-UHFFFAOYSA-N

物化性质

• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-苯基-咪唑并[2,1-b]噻唑 、 4-氯苯硫酚 在 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以84%的产率得到5-((4-chlorophenyl)thio)-6-phenylimidazo[2,1-b]thiazole
  参考文献：
  名称：

  N-Chlorosuccinimide-Promoted Regioselective Sulfenylation of Imidazoheterocycles at Room Temperature

  摘要：

  Regioselective sulfenylation of imidazoheterocycles with thiophenols at room temperature is reported. Sulfenylation is promoted by N-chlorosuccinimide under metal-free conditions with a broad range of substrate scopes.

  DOI：

  10.1021/ol501117z

文献信息

• Direct Sulfenylation of Imidazoheterocycles with Disulfides in an Iodine–Hydrogen Peroxide System
  作者：Fan Chen、Ri-Yuan Tang、Xiao-Ming Ji、Shu-Juan Zhou、Xing-Guo Zhang

  DOI：10.1055/s-0034-1379941

  日期：——

  Imidazoheterocycles undergo efficient and regioselective sulfenylation with disulfides using the iodine/hydrogen peroxide system in ethanol at 25 degrees C. This green strategy tolerates a wide range of functional groups to afford diverse sulfenylated imidazoheterocycles in high yields. Moreover, the fipronil (a pesticide) skeleton can be readily attached to imidazoheterocycles using this strategy, which is significant in drug development.