4-chloro-N-(2-chlorophenyl)benzenesulfonamide | 7454-48-0

• 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-(2-chlorophenyl)benzenesulfonamide
• 英文别名: 4-chloro-benzenesulfonic acid-(2-chloro-anilide)；4-Chlor-benzolsulfonsaeure-(2-chlor-anilid)；4-Chlor-benzolsulfonsaeure-<2-chlor-anilid>
• CAS: 7454-48-0
• 化学式: C₁₂H₉Cl₂NO₂S
• 分子量: 302.181
• InChiKey: FXJWGIYQVLNWHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-N-(2-chlorophenyl)benzenesulfonamide 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲苯 为溶剂， 生成 4-chloro-N-(2-chlorophenyl)-N-(1-(2-(3-(pyrrolidin-1-yl)propoxy)phenyl)ethyl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis of biotinylated photoaffinity probes based on arylsulfonamide γ-secretase inhibitors

  摘要：

  Synthesis and biological evaluation of an arylsulfonamide class of gamma-secretase inhibitors are described. Design, synthesis, and biological evaluation of multifunctional molecular probes harboring a benzophenone photophore as a cross-linking group and a biotin tag are also reported. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.091
• 作为产物：
  描述：

  4-氯苯磺酰氯 在 sodium isocyanate 、 potassium carbonate 作用下， 以 水 为溶剂， 反应 6.17h， 生成 4-chloro-N-(2-chlorophenyl)benzenesulfonamide
  参考文献：
  名称：

  Natural Indian Natrolite zeolite-supported Cu nanoparticles: a new and reusable heterogeneous catalyst for N-arylation of sulfonamides with boronic acids in water under ligand-free conditions

  摘要：

  我们在此报告了初级磺酰胺的制备，以及一种高效、易于回收和重用的铜纳米颗粒，支持在天然印度Natrolite沸石上，作为催化剂用于磺酰胺与芳基硼酸在水中进行芳基化反应。催化剂通过粉末XRD、SEM、EDS和FT-IR光谱进行了表征。这种方法的显著优点在于高产率、消除了有机溶剂和简单的后处理程序。催化剂可以轻松从反应混合物中分离，并在不显著降低活性的情况下重复使用。

  DOI：

  10.1039/c3ra47955b

文献信息

• Fabrication, characterization and application of nanopolymer supported copper (II) complex as an effective and reusable catalyst for the CN bond cross-coupling reaction of sulfonamides with arylboronic acids in water under aerobic conditions
  作者：Mahmoud Nasrollahzadeh、Akbar Rostami-Vartooni、Ali Ehsani、Majid Moghadam

  DOI：10.1016/j.molcata.2014.02.017

  日期：2014.6

  This paper reports on the synthesis and use of nanopolymer supported copper (II) complex, as separable catalysts for N-arylation of sulfonamides with arylboronic acids in water. This method has the advantages of high yields, elimination of homogeneous catalysts, green reaction conditions, simple methodology and easy work up. The catalyst can be recovered and reused several times without significant

  本文报道了纳米聚合物负载的铜（II）配合物的合成和使用，该配合物可作为磺酰胺与芳基硼酸在水中进行N-芳基化反应的可分离催化剂。该方法具有收率高，消除均相催化剂，绿色反应条件，方法简单，后处理容易的优点。催化剂可以回收并重复使用几次，而不会显着降低其催化活性。使用粉末XRD，SEM，EDS和FT-IR光谱对催化剂进行表征。
• Synthesis of biotinylated photoaffinity probes based on arylsulfonamide γ-secretase inhibitors
  作者：Haruhiko Fuwa、Kenichi Hiromoto、Yasuko Takahashi、Satoshi Yokoshima、Toshiyuki Kan、Tohru Fukuyama、Takeshi Iwatsubo、Taisuke Tomita、Hideaki Natsugari

  DOI：10.1016/j.bmcl.2006.05.091

  日期：2006.8

  Synthesis and biological evaluation of an arylsulfonamide class of gamma-secretase inhibitors are described. Design, synthesis, and biological evaluation of multifunctional molecular probes harboring a benzophenone photophore as a cross-linking group and a biotin tag are also reported. (c) 2006 Elsevier Ltd. All rights reserved.
• Natural Indian Natrolite zeolite-supported Cu nanoparticles: a new and reusable heterogeneous catalyst for N-arylation of sulfonamides with boronic acids in water under ligand-free conditions
  作者：Davood Azarifar、Fatemeh Soleimanei

  DOI：10.1039/c3ra47955b

  日期：——

  We report here on the preparation of primary sulfonamides and efficient, easily recoverable and reusable copper nanoparticles supported on natural Indian Natrolite zeolite as a catalyst for arylation of sulfonamides with arylboronic acids in water. The catalyst was characterized using the powder XRD, SEM, EDS and FT-IR spectroscopy. The significant advantages of this methodology are high yields, elimination of organic solvents, and simple work-up procedure. The catalyst was easily isolated from the reaction mixture and reused with no significant loss in its activity.

  我们在此报告了初级磺酰胺的制备，以及一种高效、易于回收和重用的铜纳米颗粒，支持在天然印度Natrolite沸石上，作为催化剂用于磺酰胺与芳基硼酸在水中进行芳基化反应。催化剂通过粉末XRD、SEM、EDS和FT-IR光谱进行了表征。这种方法的显著优点在于高产率、消除了有机溶剂和简单的后处理程序。催化剂可以轻松从反应混合物中分离，并在不显著降低活性的情况下重复使用。