6-nitro-4-(phenylthio)-1H-indole | 1608182-28-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-nitro-4-(phenylthio)-1H-indole
• 英文别名: 6-nitro-4-phenylsulfanyl-1H-indole
• CAS: 1608182-28-0
• 化学式: C₁₄H₁₀N₂O₂S
• 分子量: 270.312
• InChiKey: TZVKDGTYQMRZLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4,6-三硝基甲苯 在 tin(II) chloride dihdyrate 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 72.0h， 生成 6-nitro-4-(phenylthio)-1H-indole
  参考文献：
  名称：

  Synthesis of 6-nitro-4-sulfanyl-1H-indole derivatives from 2,4,6-trinitrotoluene

  摘要：

  The synthesis of 6-nitro-4-sulfanyl-1H-indoles from 2,4,6-trinitrotoluene (TNT) is described. The first step is the nucleophilic substitution of an ortho-nitro group with a thiol to give the corresponding sulfide. The latter were transformed into the corresponding enamines upon treatment with dimethylformamide dimethyl acetal (DMF DMA). The enamines were converted into the indoles applying the Batcho Leimgruber synthetic protocol. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.107

文献信息

• Synthesis of 6-nitro-4-sulfanyl-1H-indole derivatives from 2,4,6-trinitrotoluene
  作者：Vladimir V. Rozhkov

  DOI：10.1016/j.tet.2014.03.107

  日期：2014.6

  The synthesis of 6-nitro-4-sulfanyl-1H-indoles from 2,4,6-trinitrotoluene (TNT) is described. The first step is the nucleophilic substitution of an ortho-nitro group with a thiol to give the corresponding sulfide. The latter were transformed into the corresponding enamines upon treatment with dimethylformamide dimethyl acetal (DMF DMA). The enamines were converted into the indoles applying the Batcho Leimgruber synthetic protocol. (C) 2014 Elsevier Ltd. All rights reserved.