4-(quinolin-8-ylsulfonyl)morpholine | 21168-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(quinolin-8-ylsulfonyl)morpholine
• 英文别名: 8-(4-Morpholinylsulfonyl)quinoline；4-quinolin-8-ylsulfonylmorpholine
• CAS: 21168-76-3
• 化学式: C₁₃H₁₄N₂O₃S
• mdl: MFCD00425795
• 分子量: 278.332
• InChiKey: WWKKCAVRCKRAMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  喹啉-8-磺酰氯 在 水 、 碘 、 碳酸氢钠 、 sodium sulfite 作用下， 反应 7.33h， 生成 4-(quinolin-8-ylsulfonyl)morpholine
  参考文献：
  名称：

  在室温下在无金属条件下由亚磺酸钠和胺或氨形成的磺酰胺

  摘要：

  证明了一种新颖，实用，高效的方法来构建由I 2介导的多种磺酰胺。在室温下，使用各种亚磺酸钠和胺或水中的氨，按照无金属，无碱，无配体或无添加剂的方案，可以轻松地进行反应。伯，仲和叔磺酰胺的收率高至优异，并且具有宽泛的官能团耐受性。

  DOI：

  10.1039/c4gc02236j

文献信息

• Iodine-catalyzed expeditious synthesis of sulfonamides from sulfonyl hydrazides and amines
  作者：Sirilata Yotphan、Ladawan Sumunnee、Danupat Beukeaw、Chonchanok Buathongjan、Vichai Reutrakul

  DOI：10.1039/c5ob02075a

  日期：——

  A new synthesis of sulfonamides has been developed via an iodine-catalyzed sulfonylation of amines with arylsulfonyl hydrazides. This metal-free strategy employs readily accessible and easy to handle starting materials, catalysts and oxidants, and can be easily conducted under mild conditions, providing a convenient access to a wide range of sulfonamides in moderate to excellent yields within a short

  通过碘与芳基磺酰肼的胺催化磺酰化反应，开发了一种新的磺酰胺合成方法。这种无金属的策略采用易于获得且易于处理的起始原料，催化剂和氧化剂，并且可以在温和条件下轻松进行，从而在短时间内即可以中等到极好的收率方便地获得各种磺酰胺。
• Copper-catalyzed electrophilic amination of sodium sulfinates at room temperature
  作者：Haibo Zhu、Yajing Shen、Qinyue Deng、Tao Tu

  DOI：10.1039/c5cc06069a

  日期：——

  By using O-benzoyl hydroxylamines as amine source, the first convenient copper-catalyzed electrophilic amination of sodium sulfinates has been realized. Even with 2 mol% catalyst loading, the protocol provided an efficient...

  通过使用O-苯甲酰基羟胺作为胺源，已经实现了第一个方便的铜催化亚磺酸钠的亲电胺化反应。即使载有2 mol％的催化剂，该方案仍可提供有效的...
• Synthesis of Aromatic Sulfonamides through a Copper-Catalyzed Coupling of Aryldiazonium Tetrafluoroborates, DABCO·(SO₂)₂, and <i>N</i>-Chloroamines
  作者：Feng Zhang、Danqing Zheng、Lifang Lai、Jiang Cheng、Jiangtao Sun、Jie Wu

  DOI：10.1021/acs.orglett.8b00093

  日期：2018.2.16

  A copper-catalyzed aminosulfonylation of aryldiazonium tetrafluoroborates, DABCO·(SO2)2, and N-chloroamines is described. This coupling reaction provides an efficient and simple approach to a wide range of sulfonamides in moderate to good yields under mild conditions. Mechanistic investigation suggests that a radical process and transition-metal catalysis are merged in this tandem reaction.

  描述了四氟硼酸芳基重氮鎓，DABCO·（SO 2）2和N-氯胺的铜催化的氨基磺酰化。该偶联反应在温和条件下以中等到良好的收率提供了一种有效且简单的方法来制备各种磺酰胺。机理研究表明，在该串联反应中，自由基过程和过渡金属催化作用合并在一起。
• Preparation of sulfonamides from N-silylamines
  作者：Rajasekhar Reddy Naredla、Douglas A. Klumpp

  DOI：10.1016/j.tetlet.2013.08.034

  日期：2013.11

  Sulfonamides have been prepared in high yields by the reactions of N-silylamines with sulfonyl chlorides and fluorides. In a competition experiment, the sulfonyl chlorides were found to be far more reactive than sulfonyl fluorides. The chemistry may be used to prepare aliphatic, aromatic, tertiary, secondary, and primary sulfonamides. It may also be done in the absence of solvent and the byproduct trimethylsilyl chloride recovered in good yield. Primary sulfonamides were synthesized from the sulfonyl chloride with aminotriphenyl silane (Ph3SiNH2), a conversion demonstrated with the synthesis of the carbonic anhydrase inhibitor, acetazolamide. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis and properties of some sulfonamides of the quinoline series
  作者：N. M. Vinokurova、I. Kh. Fel'dman

  DOI：10.1007/bf00759635

  日期：1968.10