(3-thiocyanato-1H-indol-5-yl) acetate | 942475-25-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: (3-thiocyanato-1H-indol-5-yl) acetate
• CAS: 942475-25-4
• 化学式: C₁₁H₈N₂O₂S
• 分子量: 232.263
• InChiKey: ZPZHCKKWEMWMIG-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：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  91.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3-thiocyanato-1H-indol-5-yl) acetate 、 乙酸酐 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到(3-acetylsulfanyl-1H-indol-5-yl) acetate
  参考文献：
  名称：

  The first entry to 5,6-dihydroxy-3-mercaptoindole, 5-hydroxy-3-mercaptoindole and their 2-carbomethoxy derivatives by a mild thiocyanation/reduction methodology

  摘要：

  The hitherto unknown 5,6-dihydroxy-3-mercaptoindole (4a) and its 2-carbomethoxy derivative (4b), as well as the analogous 5-hydroxy 3-mercaptoindoles, have been conveniently obtained as O,S-acetyl derivatives 3a-d by thiocyanation of the corresponding acetoxyindoles 1a-d with the NH4SCN/oxone system followed by SMI2 reduction and acetylation. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.141
• 作为产物：
  描述：

  5-羟基吲哚 在 Oxone 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (3-thiocyanato-1H-indol-5-yl) acetate
  参考文献：
  名称：

  The first entry to 5,6-dihydroxy-3-mercaptoindole, 5-hydroxy-3-mercaptoindole and their 2-carbomethoxy derivatives by a mild thiocyanation/reduction methodology

  摘要：

  The hitherto unknown 5,6-dihydroxy-3-mercaptoindole (4a) and its 2-carbomethoxy derivative (4b), as well as the analogous 5-hydroxy 3-mercaptoindoles, have been conveniently obtained as O,S-acetyl derivatives 3a-d by thiocyanation of the corresponding acetoxyindoles 1a-d with the NH4SCN/oxone system followed by SMI2 reduction and acetylation. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.141