piperidine-1-carbodithioic acid allyl ester | 704-88-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: piperidine-1-carbodithioic acid allyl ester
• 英文别名: Prop-2-enyl piperidine-1-carbodithioate
• CAS: 704-88-1
• 化学式: C₉H₁₅NS₂
• 分子量: 201.357
• InChiKey: VJHVJRITOSFLGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  60.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  piperidine-1-carbodithioic acid allyl ester 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以100%的产率得到1-(4-(iodomethyl)-1,3-dithiolan-2-ylidene)piperidin-1-ium iodide
  参考文献：
  名称：

  Regiospecific iodocyclization of S-allyl dithiocarbamates: synthesis of 2-imino-1,3-dithiolane and 2-iminium-1,3-dithiolane derivatives

  摘要：

  4-Alkyl-2-imino-1,3-dithiolanes and 4-alkyl-2-iminium-1,3-dithiolanes were prepared in excellent yields with complete regiospecificity under mild conditions by the iodocyclization of S-allyl dithiocarbamates. Dehydrohalogentaion of the 4-alkyl-2-imino-1,3-dithiolanes gave 4-alkylidene-2-imino-1,3-dithiolanes in excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.127
• 作为产物：
  描述：

  N-甲基哌啶 、 二硫化碳 、 3-溴丙烯 生成 piperidine-1-carbodithioic acid allyl ester
  参考文献：
  名称：

  A New Route to Dithiocarbamates from Tertiary N-Methyl and N-Benzylamines

  摘要：

  The sequential treatment of various tertiary N-methyl and N-benzylamines with carbon disulfide, and then with an alkyl halide in tetrahydrofuran gave the corresponding dithiocarbamates in good to excellent yields.

  DOI：

  10.1080/00397919208019304

文献信息

• An efficient synthesis of dithiocarbamates under ultrasound irradiation in water
  作者：Najmadin Azizi、Elahm Gholibeglo、Sanaz Dehghan Nayeri

  DOI：10.1007/s00706-011-0687-z

  日期：2012.8

  economic, and green method for the synthesis of dithiocarbamate derivatives in water. The one-pot, three-component condensation of primary and secondary amines with carbon disulfide and unsaturated carbonyl compounds or alkyl halides under ultrasonic irradiation was developed as a green and fast protocol for the rapid high-yielding preparation of dithiocarbamates in water. Graphical abstract

  摘要具有超声活化的多组分反应已被用作简单，快速，原子经济且绿色的方法，用于在水中合成二硫代氨基甲酸酯衍生物。伯胺和仲胺与二硫化碳和不饱和羰基化合物或烷基卤化物在超声波辐射下的一锅，三组分缩合反应是一种绿色快速的方法，用于在水中快速高产率地制备二硫代氨基甲酸酯。 图形概要
• Straightforward and Highly Efficient Catalyst-Free One-Pot Synthesis of Dithiocarbamates under Solvent-Free Conditions
  作者：Najmedin Azizi、Fezzeh Aryanasab、Mohammad R. Saidi

  DOI：10.1021/ol0620141

  日期：2006.11.9

  [Structure: see text] A highly efficient and simple synthesis of dithiocarbamates is possible based on the one-pot reaction of amines, CS2, and alkyl halides without using a catalyst under solvent-free conditions. The mild reaction conditions, high yields, and broad scope of the reaction illustrate the good synthetic utility of this method. The reaction is a highly atom-economic process for production

  [结构：见正文]基于胺，CS2和烷基卤化物的一锅反应，在无溶剂条件下无需使用催化剂，即可高效且简单地合成二硫代氨基甲酸酯。温和的反应条件，高收率和广泛的反应范围说明了该方法的良好合成实用性。该反应是生产S-烷基硫代氨基甲酸酯的高度原子经济的方法，可成功地大量用于制药或农业化学工业。