(2-phenylthio)-p-toluenesulfonanilide | 102022-43-5

• 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-phenylthio)-p-toluenesulfonanilide
• 英文别名: 4-methyl-N-[2-(phenylsulfanyl)phenyl]benzenesulfonamide；4-methyl-N-(2-phenylsulfanylphenyl)benzenesulfonamide
• CAS: 102022-43-5
• 化学式: C₁₉H₁₇NO₂S₂
• 分子量: 355.481
• InChiKey: CPOJBEDRUIAGGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(2-aminophenylthio)prop-1-yne 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.5h， 生成 (2-phenylthio)-p-toluenesulfonanilide
  参考文献：
  名称：

  Depropargylation under palladium–copper catalysis: synthesis of diaryl sulfides

  摘要：

  3-[2-(N-p-Toluenesulfonyl)aminophenylthio]prop-1-yne, reacted with aryl iodides in the presence of Et3N in THF solution with (PPh3)(2)PdCl2 (3 mol%) and CuI (40 mol%) at room temperature for 8 h followed by reflux for 20 h to yield diaryl sulfides by a depropargylation and S-arylation reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00527-0

文献信息

• Utilization of transition metal fluoride-based solid support catalysts for the synthesis of sulfonamides: carbonic anhydrase inhibitory activity and <i>in silico</i> study
  作者：Deedar Ali、Sayyeda Tayyeba Amjad、Zainab Shafique、Muhammad Moazzam Naseer、Mariya al-Rashida、Tayyaba Allamgir Sindhu、Shafia Iftikhar、Muhammad Raza Shah、Abdul Hameed、Jamshed Iqbal

  DOI：10.1039/d1ra07844e

  日期：——

  The applications of solid support catalysts in catalyzing organic reactions are well-evident. In the present study, we explored a transition metal fluoride (FeF3) adsorbed on molecular sieves (4 Å) as a solid support catalyst for the preparation of sulfonamides 3a–3o. The solid support catalyst was characterized via X-ray diffraction and AFM analysis. The catalyst was further explored for the synthesis

  固体载体催化剂在催化有机反应中的应用是显而易见的。在本研究中，我们探索了一种吸附在分子筛（4 Å）上的过渡金属氟化物（FeF 3 ）作为制备磺胺类药物3a-3o的固体载体催化剂。通过X 射线衍射和 AFM 分析对固体载体催化剂进行了表征。进一步探索了该催化剂用于合成吲哚6a-h、1H-四唑和 1,4-二氢吡啶。研究了本文制备的磺胺类药物抑制碳酸酐酶（hCA II、hCA IX 和 hCA XII）的潜力。发现所有化合物都是具有 IC 50的活性抑制剂在低微摩尔范围内的值。有些化合物甚至被发现是高度选择性的抑制剂。化合物3i仅抑制 hCA II (IC 50 = 2.76 ± 1.1 μM) 并且对 hCA IX 和 hCA XII 具有 <27% 的抑制作用。类似地，3e (IC 50 = 0.63 ± 0.14 μM) 仅抑制 hCA XII，对 hCA II 和 hCA IX 的抑制
• SULFONIUM COMPOUND, POSITIVE RESIST COMPOSITION, AND RESIST PATTERN FORMING PROCESS
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20200071268A1

  公开（公告）日：2020-03-05

  A novel sulfonium compound has formula (A). A positive resist composition comprising a polymer and a quencher containing the sulfonium compound is improved in resolution and LER during pattern formation and has storage stability. In formula (A), R 1 , R 2 , R 3 , and R 4 are independently a C 1 -C 20 monovalent hydrocarbon group, p is an integer of 0-5, q is an integer of 0-5, and r is an integer of 0-4.

  一种新的磺鎵化合物具有公式（A）。包含聚合物和含有磺鎵化合物的熄灭剂的正性光刻胶组合物在图案形成期间具有更好的分辨率和LER，并具有储存稳定性。在公式（A）中，R1、R2、R3和R4分别是C1-C20单价烃基，p是0-5的整数，q是0-5的整数，r是0-4的整数。
• Sulfonium compound, positive resist composition, and resist pattern forming process
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US11124477B2

  公开（公告）日：2021-09-21

  A novel sulfonium compound has formula (A). A positive resist composition comprising a polymer and a quencher containing the sulfonium compound is improved in resolution and LER during pattern formation and has storage stability. In formula (A), R1, R2, R3, and R4 are independently a C1-C20 monovalent hydrocarbon group, p is an integer of 0-5, q is an integer of 0-5, and r is an integer of 0-4.

  一种新型锍化合物具有式 (A)。由含有该锍化合物的聚合物和淬火剂组成的正抗蚀剂组合物在图案形成过程中可提高分辨率和 LER，并具有储存稳定性。在式 (A) 中，R1、R2、R3 和 R4 独立地为 C1-C20 单价烃基，p 为 0-5 的整数，q 为 0-5 的整数，r 为 0-4 的整数。
• An unusual cleavage of a C–S bond with concurrent S-arylation under palladium–copper catalysis
  作者：Bidisha Nandi、Kausik Das、Nitya G Kundu

  DOI：10.1016/s0040-4039(00)01253-3

  日期：2000.9

  3-[2-(N-p-Toluenesulfonyl)aminophenylthio]prop-1-yne (4) reacted with aryl iodides 5-14 under palladium-copper catalysis to afford (2-arylthio)-p-toluenesulfonanilide (15-23) in moderate to good yields (54-64%) through unusual depropargylation and S-arylation reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Depropargylation under palladium–copper catalysis: synthesis of diaryl sulfides
  作者：Nitya G Kundu、Bidisha Nandi

  DOI：10.1016/s0040-4020(01)00527-0

  日期：2001.7

  3-[2-(N-p-Toluenesulfonyl)aminophenylthio]prop-1-yne, reacted with aryl iodides in the presence of Et3N in THF solution with (PPh3)(2)PdCl2 (3 mol%) and CuI (40 mol%) at room temperature for 8 h followed by reflux for 20 h to yield diaryl sulfides by a depropargylation and S-arylation reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.