4-methyl-N-(3-methylbutyryl)benzenesulfonamide | 91645-30-6

• 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: 4-methyl-N-(3-methylbutyryl)benzenesulfonamide
• 英文别名: 3-methyl-N-tosylbutanamide；N-Isovaleryl-p-toluolsulfonsaeureamid；3-methyl-N-(4-methylphenyl)sulfonylbutanamide
• CAS: 91645-30-6
• 化学式: C₁₂H₁₇NO₃S
• 分子量: 255.338
• InChiKey: IRNDRZHDBQQDJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异戊酰氯 、 sodium p-toluenesulfonamide 以 1,4-二氧六环 为溶剂， 生成 4-methyl-N-(3-methylbutyryl)benzenesulfonamide
  参考文献：
  名称：

  Hoekfelt,B.; Joensson,A., Journal of medicinal and pharmaceutical chemistry, 1962, vol. 5, p. 240 - 246

  摘要：

  DOI：

文献信息

• Practical copper(i)-catalysed amidation of aldehydes
  作者：Joyce Wei Wei Chang、Thi My Uyen Ton、Stefani Tania、Paul C. Taylor、Philip Wai Hong Chan

  DOI：10.1039/b918588g

  日期：——

  The direct synthesis of amides by insertion into the C-H bond of aldehydes is shown to be a practical procedure through application of cheap, readily available catalysts generated in situ from copper(i) halides and pyridine.

  通过插入廉价的，容易获得的由卤化铜（i）和吡啶原位生成的催化剂，表明通过插入醛的CH键直接合成酰胺是一种实用的方法。
• Iron(II)-Catalyzed Amidation of Aldehydes with Iminoiodinanes at Room Temperature and under Microwave-Assisted Conditions
  作者：Thi My Uyen Ton、Ciputra Tejo、Stefani Tania、Joyce Wei Wei Chang、Philip Wai Hong Chan

  DOI：10.1021/jo200284a

  日期：2011.6.17

  A method for the amidation of aldehydes with PhI=NTs/PhI=NNs as the nitrogen source and an inexpensive iron(II) chloride + pyridine as the in situ formed precatalyst under mild conditions at room temperature or microwave assisted conditions is described. The reaction was operationally straightforward and accomplished in moderate to excellent product yields (20-99%) and with complete chemoselectivity with the new C-N bond forming only at the formylic C-H bond in substrates containing other reactive functional groups. By utilizing microwave irradiation, comparable product yields and short reaction times of 1 h could be accomplished. The mechanism is suggested to involve insertion of a putative iron-nitrene/imido group to the formylic C H bond of the substrate via a H-atom abstraction/radical rebound pathway mediated by the precatalyst [Fe(py)(4)Cl-2] generated in situ from reaction of FeCl2 with pyridine.
• Sulfamidation of 2-Arylaldehydes and Ketones with Chloramine-T
  作者：Thomas Baumann、Michael Bächle、Stefan Bräse

  DOI：10.1021/ol061410g

  日期：2006.8.1

  A series of aliphatic and aromatic carbonyl compounds has been transformed into the corresponding sulfamidated products by means of amine-catalyzed nitrene transfer of chloramine-T. Depending on the residues R, either alpha-sulfamidation in the case of aromatic aldehydes and acetone derivatives or direct sulfamidation at the carbonyl functionality of aliphatic aldehydes has been observed. Applying microwave conditions, good to excellent yields under significantly reduced reaction times could be obtained, thus providing a facile access to alpha, alpha-disubstituted amino acids.