S-phenyl N-benzyl-N-methyldithiocarbamate | 109720-09-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: S-phenyl N-benzyl-N-methyldithiocarbamate
• 英文别名: phenyl benzyl(methyl)carbamodithioate；phenyl N-benzyl-N-methylcarbamodithioate
• CAS: 109720-09-4
• 化学式: C₁₅H₁₅NS₂
• 分子量: 273.423
• InChiKey: KYGKMIGOADMZLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  60.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二苯基碘酰氯 、 N-benzyl-N-methylcarbamodithioate sodium salt 以 叔丁醇 为溶剂， 反应 5.0h， 以84%的产率得到S-phenyl N-benzyl-N-methyldithiocarbamate
  参考文献：
  名称：

  Polyvalent iodine in synthesis. 2. A new method for the preparation of aryl esters of dithiocarbamic acids

  摘要：

  DOI：

  10.1021/jo00227a032

文献信息

• Aryne Three-Component Coupling Involving CS₂ for the Synthesis of <i>S</i>-Aryl Dithiocarbamates
  作者：Subrata Bhattacharjee、Shiksha Deswal、Niket Manoj、Garima Jindal、Akkattu T. Biju

  DOI：10.1021/acs.orglett.1c03378

  日期：2021.12.3

  A facile synthesis of biologically important S-aryl dithiocarbamates has been demonstrated by the aryne three-component coupling involving CS2 and aliphatic amines. This transition-metal-free and mild reaction is scalable and operates with good functional group compatibility. Preliminary mechanistic experiments, including density functional theory studies, are also provided. Moreover, with 3-triflyloxybenzynes

  通过涉及 CS 2和脂肪族胺的芳烃三组分偶联已经证明了生物学上重要的S-芳基二硫代氨基甲酸酯的简便合成。这种不含过渡金属的温和反应是可扩展的，并且具有良好的官能团兼容性。还提供了初步的机械实验，包括密度泛函理论研究。此外，对于 3-triflyloxybenzynes，观察到了一种独特的包含四氢呋喃的四组分偶联。
• Copper-Mediated Coupling of Boronic Acids, Amines, and Carbon Disulfide: An Approach to Organic Dithiocarbamates
  作者：Chaorong Qi、Tianzuo Guo、Wenfang Xiong

  DOI：10.1055/s-0035-1560561

  日期：——

  An efficient copper-mediated three-component coupling reaction of boronic acids, amines, and carbon disulfide has been developed, which provides a new approach to a wide range of functionalized dithiocarbamates in good to excellent yields. The present methodology has many advantages, such as mild reaction conditions, easily available substrates, wide substrate scope, and high functional-group tolerance

  已经开发出一种有效的铜介导的硼酸、胺和二硫化碳的三组分偶联反应，这为各种功能化二硫代氨基甲酸酯的制备提供了一种新方法，收率良好到极好。该方法具有反应条件温和、底物易得、底物范围广、官能团耐受性高等优点。
• Multicomponent Synthesis of Biologically Relevant <i>S</i>-Aryl Dithiocarbamates Using Diaryliodonium Salts
  作者：Sushanta K. Parida、Sonal Jaiswal、Priyanka Singh、Sandip Murarka

  DOI：10.1021/acs.orglett.1c02220

  日期：2021.8.20

  transition-metal-free one-pot three-component annulation between diaryliodonium triflates, cyclic and acyclic aliphatic amines, and carbon disulfide providing a convenient and efficient access to biologically relevant S-aryl dithiocarbamates is developed. The reaction does not require metal, base, or any other additive and operates under mild and ambient conditions. This methodology is robust, scalable, and exhibits

  开发了一种无过渡金属的三氟甲磺酸二芳基碘盐、环状和非环状脂肪胺和二硫化碳之间的一锅三组分环化，为获得生物相关的S-芳基二硫代氨基甲酸酯提供了方便和有效的途径。该反应不需要金属、碱或任何其他添加剂，并且在温和的环境条件下进行。这种方法是稳健的、可扩展的，并且具有广泛的底物范围。的在计算机芯片上分析表明，大多数化合物具有药物相似性和良好的ADMET特性。
• Activation of dithiocarbamate by 2-halothiazolium salts
  作者：Hirohiko Sugimoto、Itsuo Makino、Kentaro Hirai

  DOI：10.1021/jo00245a025

  日期：1988.5
• CHEN, ZHEN-CHU;JIN, YOU-YUAN;STANG, P. J., J. ORG. CHEM., 52,(1987) N 18, 4117-4118
  作者：CHEN, ZHEN-CHU、JIN, YOU-YUAN、STANG, P. J.

  DOI：——

  日期：——