N-(2,2-dichloro-1-methoxyethyl)benzamide | 301158-73-6

• 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: N-(2,2-dichloro-1-methoxyethyl)benzamide
• 英文别名: N-(2,2-Dichlor-1-methoxy-aethyl)-benzamid
• CAS: 301158-73-6
• 化学式: C₁₀H₁₁Cl₂NO₂
• mdl: MFCD00228358
• 分子量: 248.109
• InChiKey: WKGOULNTYPFWOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2,2-dichloro-1-methoxyethyl)benzamide 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以79%的产率得到N-(2,2-dichloro-1-methoxyethyl)thiobenzamide
  参考文献：
  名称：

  Stereoselective synthesis of (E)-4-alkoxy-2-aryl-5-chloro-2-thiazolines

  摘要：

  The first synthesis of the title compounds has been achieved starting from chloralamides by a route involving chemical and electrochemical steps. N-(1-Alkoxy-2,2,2-trichloroethyl)benzamides were efficiently prepared from chloralbenzamides and were electrochemically converted into N-(1-alkoxy-2,2-dichloroethyl)benzamides in high yields by cathodic reduction in a protic medium. Thionation of these compounds with Lawesson's reagent followed by basic treatment gave novel (E)-4-alkoxy-2-aryl-5-chloro-2-thiazolines in fair to quantitative yields. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.086
• 作为产物：
  描述：

  N-(2,2,2-trichloro-1-methoxyethyl)benzamide 在 lithium perchlorate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到N-(2,2-dichloro-1-methoxyethyl)benzamide
  参考文献：
  名称：

  Stereoselective synthesis of (E)-4-alkoxy-2-aryl-5-chloro-2-thiazolines

  摘要：

  The first synthesis of the title compounds has been achieved starting from chloralamides by a route involving chemical and electrochemical steps. N-(1-Alkoxy-2,2,2-trichloroethyl)benzamides were efficiently prepared from chloralbenzamides and were electrochemically converted into N-(1-alkoxy-2,2-dichloroethyl)benzamides in high yields by cathodic reduction in a protic medium. Thionation of these compounds with Lawesson's reagent followed by basic treatment gave novel (E)-4-alkoxy-2-aryl-5-chloro-2-thiazolines in fair to quantitative yields. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.086

文献信息

• Yelburgi; Wheeler, Journal of the Indian Chemical Society, 1934, vol. 11, p. 217,219, 221
  作者：Yelburgi、Wheeler

  DOI：——

  日期：——
• Stereoselective synthesis of (E)-4-alkoxy-2-aryl-5-chloro-2-thiazolines
  作者：Antonio Guirado、Raquel Andreu、Bruno Martiz、Sergio Pérez-Ballester

  DOI：10.1016/j.tet.2006.07.086

  日期：2006.10

  The first synthesis of the title compounds has been achieved starting from chloralamides by a route involving chemical and electrochemical steps. N-(1-Alkoxy-2,2,2-trichloroethyl)benzamides were efficiently prepared from chloralbenzamides and were electrochemically converted into N-(1-alkoxy-2,2-dichloroethyl)benzamides in high yields by cathodic reduction in a protic medium. Thionation of these compounds with Lawesson's reagent followed by basic treatment gave novel (E)-4-alkoxy-2-aryl-5-chloro-2-thiazolines in fair to quantitative yields. (c) 2006 Elsevier Ltd. All rights reserved.