4-(2-(methylthio)-5-nitrophenyl)-1,2,3-thiadiazole | 1448348-61-5

• 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: 4-(2-(methylthio)-5-nitrophenyl)-1,2,3-thiadiazole
• 英文别名: 4-[2-(Methylthio)-5-nitrophenyl]-1,2,3-thiadiazole；4-(2-methylsulfanyl-5-nitrophenyl)thiadiazole
• CAS: 1448348-61-5
• 化学式: C₉H₇N₃O₂S₂
• 分子量: 253.305
• InChiKey: YSOZGPAJHKVMGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  125
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(2-chloro-5-nitrophenyl)-1,2,3-thiadiazole 在 potassium tert-butylate 、 potassium carbonate 、 potassium thioacetate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.08h， 生成 4-(2-(methylthio)-5-nitrophenyl)-1,2,3-thiadiazole
  参考文献：
  名称：

  A New Synthesis of Benzo[b]thiophene-2-thiolates and Their Derivatives via Base-Promoted Transformation of 4-(2-Mercaptophenyl)-1,2,3-thiadiazoles

  摘要：

  A reaction of 4-(2-mercaptophenyl)-1,2,3-thiadiazoles with an oxidant in the presence of 1.1 equiv of base afforded good yields of benzo[4,5]thieno[3,2-d][1,2,3]thiadiazoles via the intramolecular oxidative nucleophilic substitution of a hydrogen (ONHS) pathway. The reaction of 4-(2-mercaptophenyl)-1,2,3-thiadiazoles in the presence of >= 2 equiv of base gave 2-mercaptobenzo[b]thiophenes via an anionic ring-opening/ring-closure pathway.

  DOI：

  10.1021/ol401981w

文献信息

• A New Synthesis of Benzo[<i>b</i>]thiophene-2-thiolates and Their Derivatives <i>via</i> Base-Promoted Transformation of 4-(2-Mercaptophenyl)-1,2,3-thiadiazoles
  作者：Fedor S. Teplyakov、Tatiana G. Vasileva、Mikhail L. Petrov、Dmitry A. Androsov

  DOI：10.1021/ol401981w

  日期：2013.8.2

  A reaction of 4-(2-mercaptophenyl)-1,2,3-thiadiazoles with an oxidant in the presence of 1.1 equiv of base afforded good yields of benzo[4,5]thieno[3,2-d][1,2,3]thiadiazoles via the intramolecular oxidative nucleophilic substitution of a hydrogen (ONHS) pathway. The reaction of 4-(2-mercaptophenyl)-1,2,3-thiadiazoles in the presence of >= 2 equiv of base gave 2-mercaptobenzo[b]thiophenes via an anionic ring-opening/ring-closure pathway.