(NE)-4-methyl-N-octylidenebenzenesulfonamide | 1029712-71-7

• 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: (NE)-4-methyl-N-octylidenebenzenesulfonamide
• CAS: 1029712-71-7
• 化学式: C₁₅H₂₃NO₂S
• 分子量: 281.419
• InChiKey: YNBGRAGHEWAXSU-DTQAZKPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (NE)-4-methyl-N-octylidenebenzenesulfonamide 、 3-溴丙烯 生成 4-methyl-N-(undec-1-en-4-yl)benzenesulfonamide
  参考文献：
  名称：

  A Facile Synthesis of N-Sulfonyl and N-Sulfinyl Aldimines under Barbier-Type Conditions

  摘要：

  A convenient synthesis of N-sulfonyl- and N-sulfinylimines by the condensation of aldehydes with sulfonyl or sulfinyl amides in the presence of benzyl bromide and zinc dust at room temperature under the Barbier-type conditions is reported. The procedure is lauded by its simplicity and adaptability to aromatic, alpha,beta-unsaturated, and aliphatic aldehydes.

  DOI：

  10.1021/jo800009t
• 作为产物：
  描述：

  正辛醛 、 对甲苯磺酰胺 在 Ph(p-MeOC₆H₄)2CCl 作用下， 以 乙腈 为溶剂， 反应 0.83h， 以74%的产率得到(NE)-4-methyl-N-octylidenebenzenesulfonamide
  参考文献：
  名称：

  三芳基甲基氯作为新型、高效、温和的有机催化剂，用于在中性条件下合成 N-磺酰基亚胺

  摘要：

  描述了一种通过磺酰胺与醛以及酮在三芳基甲基氯作为无金属有机催化剂存在下在 40°C 下缩合制备 N-磺酰基亚胺的高效方法。与报道的催化剂相比，这类催化剂的优势在于它们的效率和在中性介质中进行反应的可能性，这使得它们适用于对酸敏感的底物。关键词：三芳基甲基氯、N-磺酰基亚胺、磺酰胺、醛、酮。

  DOI：

  10.1139/v08-039

文献信息

• 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。
• Cyanuric chloride-catalyzed synthesis of<i>N</i>-sulfonyl imines
  作者：Liqiang Wu、Xiaojuan Yang、Xiao Wang、Fulin Yan

  DOI：10.1080/17415993.2010.521940

  日期：2010.12

  Cyanuric chloride is an inexpensive, efficient, and mild catalyst for the synthesis of N-sulfonyl imines by the reaction of sulfonamides with aryl aldehydes at 110 degrees C under solvent-free conditions. This method affords the N-sulfonyl imines in short reaction times, under solvent-free conditions, and in high yields.
• 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.
• A Facile Synthesis of <i>N</i>-Sulfonyl and <i>N</i>-Sulfinyl Aldimines under Barbier-Type Conditions
  作者：Renhua Fan、Dongming Pu、Fengqi Wen、Yang Ye、Xiaoli Wang

  DOI：10.1021/jo800009t

  日期：2008.5.1

  A convenient synthesis of N-sulfonyl- and N-sulfinylimines by the condensation of aldehydes with sulfonyl or sulfinyl amides in the presence of benzyl bromide and zinc dust at room temperature under the Barbier-type conditions is reported. The procedure is lauded by its simplicity and adaptability to aromatic, alpha,beta-unsaturated, and aliphatic aldehydes.
• Triarylmethyl chlorides as novel, efficient, and mild organic catalysts for the synthesis of <i>N</i>-sulfonyl imines under neutral conditions
  作者：Ali Khalafi-Nezhad、Abolfath Parhami、Abdolkarim Zare、Amir Nasrolahi Shirazi、Ahmad Reza Moosavi Zare、Alireza Hassaninejad

  DOI：10.1139/v08-039

  日期：2008.5.1

  A highly efficient procedure for the preparation of N-sulfonyl imines via condensation of sulfonamides with aldehydes as well as ketones in the presence of triarylmethyl chlorides as metal-free organo-catalysts at 40 °C is described. The advantages of this class of catalysts over the reported ones are their efficiency and possibility of running reactions in neutral media that makes them suitable for

  描述了一种通过磺酰胺与醛以及酮在三芳基甲基氯作为无金属有机催化剂存在下在 40°C 下缩合制备 N-磺酰基亚胺的高效方法。与报道的催化剂相比，这类催化剂的优势在于它们的效率和在中性介质中进行反应的可能性，这使得它们适用于对酸敏感的底物。关键词：三芳基甲基氯、N-磺酰基亚胺、磺酰胺、醛、酮。