4-chloro-N-(4-(dimethylamino)phenyl)benzenesulfonamide | 19770-72-0

• 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-chloro-N-(4-(dimethylamino)phenyl)benzenesulfonamide
• 英文别名: 4-chloro-N-[4-(dimethylamino)phenyl]benzenesulfonamide
• CAS: 19770-72-0
• 化学式: C₁₄H₁₅ClN₂O₂S
• 分子量: 310.804
• InChiKey: ZLJHQRVXIBTWHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氯苯亚磺酸 、 N,N-二甲基-4-亚硝基苯胺 以 aq. phosphate buffer 为溶剂， 以75%的产率得到4-chloro-N-(4-(dimethylamino)phenyl)benzenesulfonamide
  参考文献：
  名称：

  Electroreductive nucleophile acceptor generation. Electrochemical synthesis of N-(4-(dimethylamino)phenyl)benzenesulfonamide

  摘要：

  To the best of our knowledge, this is first report describing generation of Michael acceptor via electrochemical reduction. In this work, electrochemical reduction of 4-nitroso-N,N-dimethylaniline has been studied in the presence of arylsulfinic acids in aqueous solutions. The cathodically generated p-quinonediimine participates in Michael type addition reaction with arylsulfinic acids and converts to the corresponding sulfonamide derivatives. This work has led to the development of a facile and environmentally friendly reagent-less electrochemical method for the synthesis of some sulfonamide derivatives with safe waste under green conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2015.09.031

文献信息

• Chemical and electrochemical oxidative coupling of N,N-dialkyl-p-phenylenediamines and arylsulfinic acids. Synthesis of sulfonamide derivatives
  作者：D. Nematollahi、E. Mehdipour、A. Zeinodini-Meimand、A. Maleki

  DOI：10.1016/j.tetlet.2010.10.014

  日期：2010.12

  Electrochemical and chemical oxidation of N,N-dialkyl-p-phenylenediamines have been studied in the presence of arylsulfinic acids as nucleophiles in aqueous solutions for the synthesis of sulfonamide derivatives. The results indicate that the electrochemically or chemically generated quinone-diimines participate in Michael-type addition reactions with arylsulfinic acids and are converted into the corresponding

  在芳基亚磺酸作为亲核试剂的水溶液中，已经研究了N，N-二烷基-对苯二胺的电化学氧化和化学氧化，以合成磺酰胺衍生物。结果表明，电化学或化学生成的醌-二亚胺参与了与芳基亚磺酸的迈克尔型加成反应，并被转化为相应的磺酰胺衍生物。
• Electroreductive nucleophile acceptor generation. Electrochemical synthesis of N-(4-(dimethylamino)phenyl)benzenesulfonamide
  作者：Sadegh Khazalpour、Davood Nematollahi、Azizan Ahmad、Bahram Dowlati

  DOI：10.1016/j.electacta.2015.09.031

  日期：2015.10

  To the best of our knowledge, this is first report describing generation of Michael acceptor via electrochemical reduction. In this work, electrochemical reduction of 4-nitroso-N,N-dimethylaniline has been studied in the presence of arylsulfinic acids in aqueous solutions. The cathodically generated p-quinonediimine participates in Michael type addition reaction with arylsulfinic acids and converts to the corresponding sulfonamide derivatives. This work has led to the development of a facile and environmentally friendly reagent-less electrochemical method for the synthesis of some sulfonamide derivatives with safe waste under green conditions. (C) 2015 Elsevier Ltd. All rights reserved.

表征谱图