(E)-N-(2-oxoindolin-3-ylidene)benzenesulfonamide | 1187837-35-9

• 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: (E)-N-(2-oxoindolin-3-ylidene)benzenesulfonamide
• 英文别名: (e)-N-(2-oxoindolin-3-ylidene)benzenesulfonamide；(NE)-N-(2-oxo-1H-indol-3-ylidene)benzenesulfonamide
• CAS: 1187837-35-9
• 化学式: C₁₄H₁₀N₂O₃S
• 分子量: 286.311
• InChiKey: UGGBDOZGNFBMPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯磺酰胺 、 靛红 在 六氯化钨 作用下， 以 neat (no solvent) 为溶剂， 反应 0.83h， 以80%的产率得到(E)-N-(2-oxoindolin-3-ylidene)benzenesulfonamide
  参考文献：
  名称：

  使用WCl 6作为新型，高效且可重复使用的催化剂， 无溶剂合成N-磺酰基亚胺

  摘要：

  WCl 6用作新型，高效和可重复使用的催化剂，用于通过磺酰胺与醛的缩合以及N-磺酰亚胺的缩合反应制备N-磺酰基亚胺。伊斯丁在无溶剂条件下。催化剂的周转频率（TOF）值是以前报道的催化剂的几倍。干净的反应，简单的纯化，短的反应时间和高收率是这项工作的其他优点。

  DOI：

  10.1039/c3ra40681d

文献信息

• A GREEN SOLVENTLESS PROTOCOL FOR THE SYNTHESIS OF<i>N</i>-SULFONYLIMINES IN THE PRESENCE OF SILICA SULFURIC ACID AS AN EFFICIENT, HETEROGENEOUS AND REUSABLE CATALYST
  作者：Abdolkarim Zare、Alireza Hasaninejad、Mohsen Shekouhy、Ahmad Reza Moosavi Zare

  DOI：10.1080/00304940809458106

  日期：2008.10

  and isomerization or rearrangement of N-sulfonylaziridines.2' However, there are some obvious drawbacks in these methods, such as long reaction times, unsatisfactory yields, formation of toxic by-products, the use of expensive and hazardous reagents as well as solvents, and tedious purification. Furthermore, some methods involve cumbersome and multi-step procedures. Therefore, it seems highly desirable

  N-磺酰氮丙啶的异构化或重排。2' 然而，这些方法存在一些明显的缺点，例如反应时间长、产率不理想、形成有毒副产物、使用昂贵且危险的试剂以及溶剂，和繁琐的净化。此外，一些方法涉及繁琐和多步骤的过程。因此，寻找一种高效、绿色、一步且廉价的合成 N-磺酰亚胺的方案似乎是非常可取的。继续我们对在有机转化中使用固体酸催化剂和试剂的兴趣〜〜〜'〜〜〜〜以及绿色有机
• 3-Methyl-1-Sulfonic acid imidazolium chloride as a new, efficient and recyclable catalyst and solvent for the preparation of N-sulfonyl imines at room temperature
  作者：M. A. Zolfigol、A. Khazaei、A. R. Moosavi-Zare、A. Zare

  DOI：10.1007/bf03246053

  日期：2010.9

  New Brønsted acidic ionic liquid, 3-methyl-1-sulfonic acid imidazolium chloride [Msim]Cl} was used as an efficient, green and reusable catalyst and solvent for the synthesis of N-sulfonyl imines via the condensation of sulfonamides with aldehydes as well as isatin. The reactions proceeded at room temperature and the title compounds were obtained in high to excellent yields and in relatively short

  新型布朗斯台德酸性离子液体3-甲基-1-磺酸咪唑鎓氯化物[Msim] Cl}被用作一种高效，绿色和可重复使用的催化剂和溶剂，通过磺酰胺与醛的缩合反应合成N-磺酰基亚胺。以及伊斯兰教。反应在室温下进行，以高至优异的产率和相对短的反应时间获得标题化合物。
• Efficient Preparation of Sulfonylimines, Imidazoles and<i>bis</i>(Indolyl)methanes Catalyzed by [Et₃NSO₃H]Cl
  作者：Abdolkarim Zare、Firoozeh Bahrami、Maria Merajoddin、Marzieh Bandari、Ahmad Reza Moosavi-Zare、Mohammad Ali Zolfigol、Alireza Hasaninejad、Mohsen Shekouhy、Mohammad Hassan Beyzavi、Vahid Khakyzadeh、Mohammad Mokhlesi、Zhila Asgari

  DOI：10.1080/00304948.2013.764791

  日期：2013.5.4
• Green, Catalyst-Free Protocol for the Efficient Synthesis of N-Sulfonyl Aldimines and Ketimines in Ionic Liquid [Bmim]Br
  作者：Abdolkarim Zare、Ahmad Reza Moosavi-Zare、Alireza Hasaninejad、Abolfath Parhami、Ali Khalafi-Nezhad、Mohammad Hassan Beyzavi

  DOI：10.1080/00397910902731000

  日期：2009.7.29

  Sulfonamides are efficiently condensed with aldehydes as well as ketones in the absence of catalyst in 1-butyl-3-methylimidazolium bromide ([bmim]Br) under microwave irradiation to afford N-sulfonyl aldimines and ketimines in good to excellent yields in short reaction times.
• Solvent-free synthesis of N-sulfonyl imines using WCl6 as a novel, highly efficient and reusable catalyst
  作者：Mohammad Ali Zolfigol、Mahsa Tavasoli、Ahmad Reza Moosavi-Zare、Parastoo Arghavani-Hadi、Abdolkarim Zare、Vahid Khakyzadeh

  DOI：10.1039/c3ra40681d

  日期：——

  WCl6 was used as a novel, efficient and reusable catalyst for the preparation of N-sulfonyl imines via the condensation of sulfonamides with aldehydes as well as isatin under solvent-free conditions. The turn-over frequency (TOF) value of the catalyst is several times higher than the previously reported catalysts. Clean reaction, simple purification, short reaction time and high yield are some other

  WCl 6用作新型，高效和可重复使用的催化剂，用于通过磺酰胺与醛的缩合以及N-磺酰亚胺的缩合反应制备N-磺酰基亚胺。伊斯丁在无溶剂条件下。催化剂的周转频率（TOF）值是以前报道的催化剂的几倍。干净的反应，简单的纯化，短的反应时间和高收率是这项工作的其他优点。