3-(butylthio)propanamide | 10156-44-2

• 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: 3-(butylthio)propanamide
• 英文别名: 3-(butylsulfanyl)propanamide；Propanamide, 3-(butylthio)-；3-butylsulfanylpropanamide
• CAS: 10156-44-2
• 化学式: C₇H₁₅NOS
• 分子量: 161.268
• InChiKey: KUWXCAISLIAEMR-UHFFFAOYSA-N

物化性质

• 熔点：
  65 °C
• 沸点：
  319.8±25.0 °C(Predicted)
• 密度：
  1.015±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  丁硫醇 、 丙烯酰胺 在 potassium tert-butylate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.33h， 以91%的产率得到3-(butylthio)propanamide
  参考文献：
  名称：

  温和无溶剂条件下KOtBu催化的Michael加成反应

  摘要：

  设计的过渡金属络合物主要催化迈克尔加成反应。无机和有机碱催化的迈克尔加成反应已有报道。但是，已知的碱催化反应需要溶剂，添加剂，高压以及副反应。在此，我们展示了一种易于使用的KO t的温和且环保的策略Bu催化Michael加成反应。这种简单的无机碱可有效催化未开发的丙烯腈，酯和酰胺与（氧杂，氮杂和硫杂）杂原子亲核试剂的迈克尔加成反应。该催化过程在无溶剂条件和室温下进行。值得注意的是，该协议提供了一种简便的操作程序，宽泛的底物范围，出色的选择性，反应可扩展性和出色的TON（> 9900）。初步的机理研究表明，该反应遵循离子机理。使用该催化方案证明了丙嗪的正式合成。

  DOI：

  10.1002/asia.201901647

文献信息

• Crown Ether Complex Cation Ionic Liquids: Preparation and Applications in Organic Reactions
  作者：Yingying Song、Huanwang Jing、Bo Li、Dongsheng Bai

  DOI：10.1002/chem.201100112

  日期：2011.7.25

  cation ionic liquids (CECILs) were designed, synthesised and characterised by NMR spectroscopy, HRMS, thermogravimetric differential thermal analysis (TG‐DTA) and elemental analysis. Their applications in various organic reactions were investigated: [15‐C‐5Na][OH], [15‐C‐5Na][OAc], [18‐C‐6K][OH] and [18‐C‐6K][OAc] (15‐C‐5=[15]crown‐5; 18‐C‐6=[18]crown‐6) efficiently catalysed the Michael addition of alkenes

  设计，合成了一系列冠醚络合阳离子液体（CECIL），并通过NMR光谱，HRMS，热重差热分析（​​TG-DTA）和元素分析对其进行了表征。研究了它们在各种有机反应中的应用：[15-C-5Na] [OH]，[15-C-5Na] [OAc]，[18-C-6K] [OH]和[18-C-6K] [ OAc]（15‐C‐5 = [15] crown‐5； 18‐C‐6 = [18] crown‐6）有效催化烯烃和相关亲核试剂的迈克尔加成；[18-C-6K] [OH]和[15-C-5Na] [OH]有效催化硝基甲烷和芳香醛的亨利反应；[18-C-6K] [OH]对芳族醛和丙二腈的Knoevenagel缩合反应具有出色的催化效率；PdCl 2 / [18‐C‐6K] 3 [PO 4 ] / K 2 CO 3有效地催化了烯烃和芳族卤化物的Heck反应；[18-C-6K] [BrO 3 ]在芳族醇的氧化反应
• Borax as an Efficient Metal-Free Catalyst for Hetero-Michael Reactions in an Aqueous Medium
  作者：Sahid Hussain、Saitanya K. Bharadwaj、Mihir K. Chaudhuri、Harjyoti Kalita

  DOI：10.1002/ejoc.200600691

  日期：2007.1

  Borax, a naturally occurring material, very efficiently catalyzed the conjugate addition of thiols, dithiols and amines to α,β-unsaturated ketones, nitriles, amides, aldehydes and esters in an aqueous medium to afford the corresponding Michael adducts in good yields at room temperature. Recycling of the catalyst and scaling up of the reactions are important attributes of this catalysis. The reactions

  硼砂是一种天然存在的材料，在水性介质中非常有效地催化硫醇、二硫醇和胺与 α,β-不饱和酮、腈、酰胺、醛和酯的共轭加成，在室温下以良好的收率提供相应的迈克尔加合物. 催化剂的再循环和反应的放大是这种催化的重要属性。硫醇和二硫醇的反应比相应的胺更容易。
• 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.
• Potassium phosphate catalyzed highly efficient synthesis of structurally diverse thioethers at ambient temperature
  作者：Mitragotri, Satish D.、Kulkarni, Makarand A.、Desai, Uday V.、Wadagaonkar, Prakash P.

  DOI：10.56042/ijc.v61i2.60710

  日期：——
• MULTIFUNCTIONAL DEGRADABLE NANOPARTICLES WITH CONTROL OVER SIZE AND FUNCTIONALITIES
  申请人：Harth Eva M.

  公开号：US20130142733A1

  公开（公告）日：2013-06-06

  In one aspect, the invention relates to polymers, crosslinked polymers, functionalized polymers, nanoparticles, and functionalized nanoparticles and methods of making and using same. In one aspect, the invention relates to degradable polymers and degradable nanoparticles. In one aspect, the invention relates to methods of preparing degradable nanoparticles and, more specifically, methods of controlling particle size during the preparation of degradable nanoparticles. In one aspect, the degradable nanoparticles are useful for complexing, delivering, and releasing payloads, including pharmaceutically active payloads. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.