2-(5-nitro-2-(pyrrolidin-1-yl)phenyl)-1-(pyrrolidin-1-yl)ethanethione | 1073498-08-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-(5-nitro-2-(pyrrolidin-1-yl)phenyl)-1-(pyrrolidin-1-yl)ethanethione
• 英文别名: 2-(5-Nitro-2-pyrrolidin-1-ylphenyl)-1-pyrrolidin-1-ylethanethione
• CAS: 1073498-08-4
• 化学式: C₁₆H₂₁N₃O₂S
• 分子量: 319.428
• InChiKey: SJTUVTKKSIRQKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  84.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯-5-硝基苯乙酮 在 氯化亚砜 、 potassium carbonate 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 27.0h， 生成 1-(5-nitrobenzo[b]thiophen-2-yl)pyrrolidine 、 2-(5-nitro-2-(pyrrolidin-1-yl)phenyl)-1-(pyrrolidin-1-yl)ethanethione
  参考文献：
  名称：

  A convenient synthesis of benzo[b]chalcogenophenes from 4-(2-chloro-5-nitrophenyl)-1,2,3-chalcogenadiazoles

  摘要：

  An unusual base-promoted transformation of readily available 4-(2-chloro-5-nitrophenyI)-1,2,3-thia-and selenadiazoles affords a convenient approach toward benzo[b]thiophenes and benzo[b]selenophenes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.077

文献信息

• A convenient approach towards 2- and 3-aminobenzo[b]thiophenes
  作者：Dmitry A. Androsov、Andrey Y. Solovyev、Mikhail L. Petrov、Ray J. Butcher、Jerry P. Jasinski

  DOI：10.1016/j.tet.2010.01.069

  日期：2010.3

  Reaction of 1-(2-chloro-5-nitrophenyl)ethanone via Willgerodt-Kindler route with primary or secondary amines and Sulfur allows a simple, efficient one-pot synthesis of 3-aminobenzo[b]thiophenes. Base-catalyzed transformation of 4-(2-chloro-5-nitrophenyl)-1,2,3-thiadiazole in the presence of primary and secondary amines offers a convenient approach towards 2-aminobenzo[b]thiophenes. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis of 1,1-Dialkylindolium-2-thiolates via Base-Induced Transformation of 4-(2-Chloro-5-nitrophenyl)-1,2,3-thiadiazole in the Presence of Secondary Amines
  作者：Dmitry A. Androsov

  DOI：10.1021/jo801801y

  日期：2008.11.7

  4-(2-Chloro-5-nitrophenyl)-1,2,3-thiadiazole undergoes ring-opening to produce a thioketene intermediate that reacts with secondary amines forming 2-(2-chloro-5-nitrophenyl)-N,N-dialkylthioacetamides. Intramolecular cyclization of these thioamides via nucleophilic substitution of the halogen on the aromatic ring affords nonaromatic 1,1-dialkylindolium-2-thiolates instead of the expected aromatic N,N-dialkylaminobenzo[b]thiophenes.
• A convenient synthesis of benzo[b]chalcogenophenes from 4-(2-chloro-5-nitrophenyl)-1,2,3-chalcogenadiazoles
  作者：Anna G. Lyapunova、Dmitry A. Androsov、Mikhail L. Petrov

  DOI：10.1016/j.tetlet.2013.04.077

  日期：2013.6

  An unusual base-promoted transformation of readily available 4-(2-chloro-5-nitrophenyI)-1,2,3-thia-and selenadiazoles affords a convenient approach toward benzo[b]thiophenes and benzo[b]selenophenes. (C) 2013 Elsevier Ltd. All rights reserved.