2-chloro-N,N-dimethylbenzenesulfonamide | 24913-97-1

• 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: 2-chloro-N,N-dimethylbenzenesulfonamide
• CAS: 24913-97-1
• 化学式: C₈H₁₀ClNO₂S
• mdl: MFCD18426301
• 分子量: 219.692
• InChiKey: HKJYKZQQIJTREK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-N,N-dimethylbenzenesulfonamide 在 正丁基锂 、 磺酰氯 作用下， 生成 3-Chloro-2-(N,N-dimethylsulfamoyl)benzenesulfonylchloride
  参考文献：
  名称：

  Herbicidal antidotes

  摘要：

  包含非植物毒性解毒化合物和可解毒除草剂的组合物，以及使用这些组合物保护作物免受除草剂损害的方法。

  公开号：

  US04645527A1
• 作为产物：
  描述：

  2-氯苯磺酰氯 在 二甲胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-chloro-N,N-dimethylbenzenesulfonamide
  参考文献：
  名称：

  Herbicidal antidotes

  摘要：

  包含非植物毒性解毒化合物和可解毒除草剂的组合物，以及使用这些组合物保护作物免受除草剂损害的方法。

  公开号：

  US04645527A1

文献信息

• Synthesis of Aryl Sulfonamides via Palladium-Catalyzed Chlorosulfonylation of Arylboronic Acids
  作者：J. Robb DeBergh、Nootaree Niljianskul、Stephen L. Buchwald

  DOI：10.1021/ja405949a

  日期：2013.7.24

  A palladium-catalyzed method for the preparation of sulfonamides is described. The process exhibits significant functional group tolerance and allows for the preparation of a number of arylsulfonyl chlorides and sulfonamides under mild conditions.

  描述了一种用于制备磺酰胺的钯催化方法。该工艺表现出显着的官能团耐受性，并允许在温和条件下制备多种芳基磺酰氯和磺酰胺。
• Copper-mediated S–N formation via an oxygen-activated radical process: a new synthesis method for sulfonamides
  作者：Xin Huang、Jichao Wang、Zhangqin Ni、Sichang Wang、Yuanjiang Pan

  DOI：10.1039/c4cc01353k

  日期：——

  A copper-mediated direct synthesis of sulfonamides via an oxygen-activated radical process has been developed.

  通过氧活化的自由基过程，已开发出一种铜介导的磺胺酰胺的直接合成。
• Iron-Catalyzed C(sp²)–C(sp³) Cross-Coupling of Chlorobenzenesulfonamides with Alkyl Grignard Reagents: Entry to Alkylated Aromatics
  作者：Elwira Bisz、Michal Szostak

  DOI：10.1021/acs.joc.8b02886

  日期：2019.2.1

  compounds of high importance in organic synthesis, including the production of pharmaceuticals, agrochemicals, and plasticizers. We report the iron-catalyzed C(sp2)–C(sp3) cross-coupling of chlorobenzosulfonamides with alkyl Grignard reagents under mild and sustainable conditions. Electronically and sterically varied benzosulfonamides as well as challenging alkyl organometallics containing β-hydrogen

  烷基化苯磺酰胺是有机合成中高度重要的化合物，包括药物，农用化学品和增塑剂的生产。我们报告了在温和且可持续的条件下，铁催化的氯苯磺酰胺与烷基格氏试剂的C（sp 2）–C（sp 3）交叉偶联。电子和空间变化的苯甲磺酰胺以及具有挑战性的含β-氢的烷基有机金属化合物均能以高收率或优异的收率提供烷基化的苯磺酰胺。磺酰胺代表了铁催化交叉偶联反应中最活泼的活化基团。该方法提供了准备用于药物化学应用和无痕还原裂解的烷基化苯磺酰胺。
• METHOD FOR PRODUCING CONJUGATED AROMATIC COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2233459A1

  公开（公告）日：2010-09-29

  A method for producing a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups are bonded to an aromatic ring with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) being structurally different from the above-mentioned aromatic compound (A) and having one or two leaving groups bonded to an aromatic ring, in the presence of a nickel compound, a ligand, a manganese salt and a metal reducing agent.

  一种生产共轭芳香族化合物的方法，包括在镍化合物、配体、锰盐和金属还原剂的存在下，使一个或两个离去基团键合在芳香环上的芳香族化合物（A）与结构与上述芳香族化合物（A）相同的芳香族化合物（A）或结构与上述芳香族化合物（A）不同且一个或两个离去基团键合在芳香环上的芳香族化合物（B）反应。
• Simple N , N- dimethyl phenylsulfonamides show potent anticonvulsant effect in two standard epilepsy models
  作者：Tomoyuki Tanaka、Nana Yajima、Tomoko Kiyoshi、Yoshiki Miura、Seiji Iwama

  DOI：10.1016/j.bmcl.2016.11.035

  日期：2017.1

  Optimization of the previously reported benzothiazine analogue A led to the identification of compound 1, which showed anti-convulsant activity in two golden standard animal models of seizure, the MES and scPTZ models. Structure-activity relationship investigation of compound 1 revealed compounds 2, 6 and 19 as attractive anti-epileptic drug (AED) candidates with potent anticonvulsant effect in both the MES and scPTZ models. As these compounds are structurally different from existing AEDs, determination of their mechanism of actions could provide clues to understanding current therapy-resistant seizures. Moreover, these simple phenylsulfoneamide compounds could be good starting points for searching broad spectrum AEDs by such in vivo screening. (C) 2016 Elsevier Ltd. All rights reserved.