benzyldithiocarbamic acid 2-cyanoethyl ester | 16022-42-7

• 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: benzyldithiocarbamic acid 2-cyanoethyl ester
• 英文别名: 3-benzylthiocarbamoylsulfanyl-propionitrile；3-Benzylthiocarbamoylmercapto-propionitril；Carbamodithioic acid, (phenylmethyl)-, 2-cyanoethyl ester；2-cyanoethyl N-benzylcarbamodithioate
• CAS: 16022-42-7
• 化学式: C₁₁H₁₂N₂S₂
• 分子量: 236.362
• InChiKey: KBPACQNXFDRNHZ-UHFFFAOYSA-N

物化性质

• 熔点：
  54 °C
• 沸点：
  412.2±55.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyldithiocarbamic acid 2-cyanoethyl ester 在 硫酸 、 乙酸酐 作用下， 生成 3-Benzyltetrahydro-2-thioxo-4H-1,3-thiazin-4-on
  参考文献：
  名称：

  Seyden-Penne, Annales de Chimie (Cachan, France), 1958, vol. <13>3, p. 599,631

  摘要：

  DOI：
• 作为产物：
  描述：

  苄胺 在 苄基三甲基氢氧化铵 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 生成 benzyldithiocarbamic acid 2-cyanoethyl ester
  参考文献：
  名称：

  Chaturvedi, Devdutt; Zaidi, Sadaf; Chaturvedi, Amit K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2016, vol. 55B, # 8, p. 1019 - 1025

  摘要：

  DOI：

文献信息

• Catalysis by Ionic Liquids: Significant Rate Acceleration with the Use of [pmIm]Br in the Three-Component Synthesis of Dithio­carbamates
  作者：Brindaban C. Ranu、Amit Saha、Subhash Banerjee

  DOI：10.1002/ejoc.200700842

  日期：2008.1

  An easily accessible neutral ionic liquid, 1-methyl-3-pentylimidazolium bromide, promoted a one-pot three-component condensation of an amine, carbon disulfide, and an activated alkene/dichloromethane/epoxide to produce the corresponding dithiocarbamates in high yields at room temperature. The reactions are very fast in ionic liquids relative to those in other reaction media. These reactions do not

  一种易于获得的中性离子液体，1-甲基-3-戊基咪唑溴化物，促进了胺、二硫化碳和活性烯烃/二氯甲烷/环氧化物的一锅三组分缩合反应，在室温下以高产率制备相应的二硫代氨基甲酸酯温度。与在其他反应介质中的反应相比，离子液体中的反应速度非常快。这些反应不需要任何额外的催化剂或溶剂。离子液体可回收再循环用于后续反应。提出了一个合理的机制。
• CONJUGATED ADDITION REACTION OF AMINE, CARBON DISULFIDE TO ELECTROPHILIC ALKENES IN THE PRESENCE OF ANHYDROUS POTASSIUM PHOSPHATE
  作者：Baoguo Guo*、Zemei Ge、Tieming Cheng、Runtao Li

  DOI：10.1081/scc-100105674

  日期：2001.1

  Different kinds of β-electron-withdraw group substituted ethyl dithiocarbamates (3) were prepared by the conjugated addition of an amine (1) and carbon disulfide to electrophilic alkenes (2) in the presence of anhydrous potassium phosphate under mild condition in good yields. *Visiting scholar from Department of Chemistry, Shangqiu Teachers' College.

  在无水磷酸钾存在下，在温和条件下，通过胺（1）和二硫化碳与亲电烯烃（2）的共轭加成，制备了不同种类的β-吸电子基团取代的二硫代氨基甲酸乙酯（3）。*商丘师范学院化学系访问学者。
• Waste-Free and Environment-Friendly Uncatalyzed Synthesis of Dithiocarbamates under Solvent-Free Conditions
  作者：Najmedin Azizi、Mohammad Saidi、Forogh Ebrahimi、Elham Aakbari、Fezzeh Aryanasab

  DOI：10.1055/s-2007-991085

  日期：——

  A mild, convenient, and practical one-pot procedure for the direct synthesis of dithiocarbamates has been developed by condensation of amines, CS 2 , and a Michael acceptor, under solvent-free conditions at room temperature in good to excellent yields.

  一种温和、方便且实用的直接合成二硫代氨基甲酸酯的一锅法已通过胺、CS 2 和迈克尔受体在室温下的无溶剂条件下缩合而成，收率良好至极好。
• An efficient synthesis of aryldithiocarbamic acid esters from Michael addition of electron-deficient alkenes with arylamines and CS2 in solid media alkaline Al2O3
  作者：Shuai Xia、Xin Wang、Ze-mei Ge、Tie-ming Cheng、Run-tao Li

  DOI：10.1016/j.tet.2008.11.084

  日期：2009.1

  An efficient synthesis of dithiocarbamic acid esters from Michael addition of electron-deficient alkenes with arylamines and CS2 in solid media alkaline Al2O3 was presented. This method was suitable for a wide range of amines and a variety of Michael receptors. Specially, a series of aryldithiocarbamic acid esters was obtained from arylamines through this method. The protocol offers clean reactions and high yields with simple experimental procedures. Besides, the alkaline Al2O3 could be reused. (C) 2008 Elsevier Ltd. All rights reserved.
• Delaby et al., Bulletin de la Societe Chimique de France, 1959, p. 190,193
  作者：Delaby et al.

  DOI：——

  日期：——