β-(decylthio)propionamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: β-(decylthio)propionamide
• 英文别名: 3-decylsulfanylpropionamide；3-(decylthio)propanamide；3-Decylsulfanylpropanamide
• 化学式: C₁₃H₂₇NOS
• 分子量: 245.429
• InChiKey: CZTMDSBUHWDUHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-碘癸烷 、 丙烯酰胺 在 sodium dodecyl sulfate 、 硫脲 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 3.5h， 以90%的产率得到β-(decylthio)propionamide
  参考文献：
  名称：

  十二烷基硫酸钠对高效CS键形成胶束溶液（SDS）的母语发音催化作用通过一种无味的硫杂Michael加成反应通过原位的代小号-Alkylisothiouronium盐

  摘要：

  Abstractmagnified imageA pronounced catalytic effect of sodium dodecyl sulfate (SDS) was observed on thein situproduction ofS‐alkylisothiouronium saltsviathe reaction of primary, allyl and benzyl halides with thiourea in SDS droplets .Hydrolysis of the generatedS‐alkylisothiouronium salts in the palisade layer of the droplets produces the corresponding thiol moieties which are immediately added to the electron‐deficient olefins that are present in the micellar core to produce the thia‐Michael adducts. The entire route is an almost odorless process. The yields of the products are good to excellent and the method is applicable to large‐scale operation without any problem.

  DOI：

  10.1002/adsc.200800690

文献信息

• Dithiooxamide as an Effective Sulfur Surrogate for Odorless High-Yielding Carbon-Sulfur Bond Formation in Wet PEG200 as an Eco-Friendly, Safe, and Recoverable Solvent
  作者：Habib Firouzabadi、Nasser Iranpoor、Forough Gorginpour、Arash Samadi

  DOI：10.1002/ejoc.201500156

  日期：2015.5

  In this study, we have employed dithiooxamide, a solid, odorless, and commercially available compound, as a sulfur surrogate for the preparation of dialkyl sulfides from available alkyl halides in high yields. This sulfur transfer agent was also used for a copper-catalyzed high-yielding preparation of diaryl sulfides from their available aryl halides and for the preparation of thia-Michael adducts

  在这项研究中，我们使用二硫代草酰胺（一种固体、无味且可商购的化合物）作为硫代用品，以高产率从可用的卤代烷制备二烷基硫化物。这种硫转移剂还用于铜催化从可用的芳基卤化物制备二芳基硫化物的高产率，以及高产率制备硫杂-迈克尔加合物。所有反应均在无味条件下在湿 PEG200（PEG = 聚乙二醇）中进行，这是一种环保、安全且可回收的溶剂。这些协议很容易适用于大规模操作。
• Tanchuk, Yu. V.; Kornienko, A. A., Journal of Organic Chemistry USSR (English Translation), 1980, p. 1367 - 1371
  作者：Tanchuk, Yu. V.、Kornienko, A. A.

  DOI：——

  日期：——
• US7390844B2
  申请人：——

  公开号：US7390844B2

  公开（公告）日：2008-06-24
• Pronounced Catalytic Effect of a Micellar Solution of Sodium Dodecyl Sulfate (SDS) on the Efficient C-S Bond Formation<i>via</i>an Odorless Thia-Michael Addition Reaction through the<i>in situ</i>Generation of<i>S</i>-Alkylisothiouronium Salts
  作者：Habib Firouzabadi、Nasser Iranpoor、Mohammad Abbasi

  DOI：10.1002/adsc.200800690

  日期：2009.3

  Abstractmagnified imageA pronounced catalytic effect of sodium dodecyl sulfate (SDS) was observed on thein situproduction ofS‐alkylisothiouronium saltsviathe reaction of primary, allyl and benzyl halides with thiourea in SDS droplets .Hydrolysis of the generatedS‐alkylisothiouronium salts in the palisade layer of the droplets produces the corresponding thiol moieties which are immediately added to the electron‐deficient olefins that are present in the micellar core to produce the thia‐Michael adducts. The entire route is an almost odorless process. The yields of the products are good to excellent and the method is applicable to large‐scale operation without any problem.