α,α'-bis(o-aminophenylthio)-1,2-xylene | 152367-75-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: α,α'-bis(o-aminophenylthio)-1,2-xylene
• 英文别名: alpha,alpha'-Bis((o-aminophenyl)thio)-ortho-xylene；2-[[2-[(2-aminophenyl)sulfanylmethyl]phenyl]methylsulfanyl]aniline
• CAS: 152367-75-4
• 化学式: C₂₀H₂₀N₂S₂
• 分子量: 352.524
• InChiKey: ZLYQFYDSIMOYHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α,α'-bis(o-aminophenylthio)-1,2-xylene 在 potassium carbonate 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 22,23-Dibromo-18,27-bis-(4-methylphenyl)sulfonyl-2,11-dithia-18,27-diazapentacyclo[26.4.0.04,9.012,17.020,25]dotriaconta-1(32),4,6,8,12,14,16,20,22,24,28,30-dodecaene
  参考文献：
  名称：

  具有四个16元二叠纪大环的新型酞菁的合成与表征

  摘要：

  制备在外围位置带有四个16元重氮杂大环的金属酞菁（M = Cu，Ni，Co）3-5。用浓硫酸进行脱甲苯磺酰化，得到的产物在大环取代基的芳环上同时含有两个磺化基团，这些基团极易溶于水，并且具有供体位点，用于结合四个Cu II离子，得到五核配合物。

  DOI：

  10.1002/cber.19961290815
• 作为产物：
  描述：

  α,α'-bis[(o-aminophenyl)thio]-ortho-xylene hydrochloride 在 potassium hydroxide 作用下， 以 水 为溶剂， 以2.3 g的产率得到α,α'-bis(o-aminophenylthio)-1,2-xylene
  参考文献：
  名称：

  Synthesis and Characterization of Donor-Functionalized N,S-Compounds Containing the ortho-Aminothiophenol Motif

  摘要：

  合成了一系列20个S-苄基邻氨基硫代苯酚和S,S′-二甲苯桥接的双（邻氨基硫代苯酚）化合物及其亚胺衍生物，产率从中等到优异，并进行了表征。这些合成进行了优化，包括大规模合成，并开发了一种改进的纯化方法，涉及盐酸盐的使用。本文还作为对二甲苯桥接的双（邻氨基硫代苯酚）化合物的综合回顾。

  DOI：

  10.1055/s-0030-1258352

文献信息

• Ortho-Aminothiophenol Compounds and Uses Thereof
  申请人：Cape Breton University

  公开号：US20140348880A1

  公开（公告）日：2014-11-27

  A method for treating or preventing a microbial infection in a subject in need thereof, the method comprising administering to the subject, a therapeutically effective amount of a compound of Formula Ia, a compound of Formula IIa, one or more compounds of Formula Ia or Formula IIa complexed with a metal core, or a pharmaceutically acceptable salt, prodrug or hydrate thereof.

  治疗或预防需要的患者中的微生物感染的方法，包括向患者施用化合物Ia的治疗有效量，化合物IIa的化合物，一个或多个与金属核复合的化合物Ia或化合物IIa，或其药用盐、前药或水合物。
• Naked-eye detection of inorganic fluoride in aqueous media using a new azo-azomethine colorimetric receptor enhanced by electron withdrawing groups
  作者：Hamid Khanmohammadi、Khatereh Rezaeian

  DOI：10.1039/c3ra42709a

  日期：——

  A new azo-azomethine receptor, containing active phenolic sites, has been designed and synthesized for quantitative detection and colorimetric sensing of inorganic fluoride ion in aqueous media. The introduction of four electron withdrawing groups into the backbone of the receptor makes the two phenolic groups efficient hydrogen bonding sites. Hence, the receptor is capable of competing with water

  设计并合成了一种新的包含活性酚位的偶氮-甲亚胺受体，用于定量检测和比色检测水性介质中的无机氟离子。将四个吸电子基团引入受体的主链使得两个酚基团成为有效的氢键合位点。因此，该受体能够与水分子竞争以检测水溶液中痕量的无机氟离子。因此，该受体表现出从淡黄色至橙色当加入氟化钠的水溶液的显着的颜色变化，从而实现裸眼˚F -感测没有任何光谱仪器。F的识别信息-感测，使用UV-Vis光谱，并还评价11 H NMR滴定技术。的1个1 H NMR滴定揭示，比色响应被认为是受体的酚基团和氟离子，随后脱质子之间氢键形成直接后果。重要的是，电流传感器甚至可以检测到水中的无机氟化物，即使浓度为0.058 ppm，也低于世界卫生组织（WHO）允许的水平。据我们所知，很少有检测限的示例低于检测饮用水中氟离子的WHO允许水平（低于1 ppm）。设计的传感器在定性和定量检测海水，牙膏和漱口水等真实样品中的氟化物方面也显示出了非常有希望的结果。
• Binuclear ruthenium η⁶-arene complexes with tetradentate N,S-ligands containing the ortho-aminothiophenol motif
  作者：Alberto Acosta-Ramirez、Edward D. Cross、Robert McDonald、Matthias Bierenstiel

  DOI：10.1039/c3dt53075b

  日期：——

  2-bis(2-aminophenyl)thiomethyl}benzene, showing a CS symmetry with amine groups facing outwards with a tilt of 28.95° from the ortho-aminothiophenol pendant ring. The interatomic sulfur–sulfur distance (S–S′) is 4.6405 Å within the crystal structure while accommodating a potential metal bite angle from 1.0 Å to 5.9 Å when allowing rotation of the methylene phenyl bond.

  一系列的阳离子双核的（η 6 -cymene-Ru）的2个配合物Ñ 2小号2个-ligands分别在64％至85％的产率通过的[Ru（η的反应合成的6 -cymene）氯2 ] 2与双-S，小号' - （邻-aminothiophenol）-xylenes如BF 4 -和PF 6 -的盐。使用NMR，HRMS，UV-vis和IR光谱，EA和电感耦合等离子体（ICP）MS对化合物进行了研究。经测定，铰接双核钌配合物防和SYN非对映异构体以2：1的比例获得邻-和间-亚二甲苯基桥连的配体，并以1：1的比例获得对-亚二甲苯基桥连的配体。对于具有间亚二甲苯基桥联系统的NaBF 4，发现存在阴离子效应，产生目标双核Ru配合物和单核Ru配合物。此单核小号，小号'配位的η 6 -cymene钌氯化物结构缺乏胺-金属配位，并在1得到：3的比例的反 ： 顺式非对映体，其中不溶于CH 2氯2易溶于DMSO和DMF。透视对于得到晶体学分析Ñ
• A comparative study of four 20-membered N2S4-crown ethers as ionophores for polymeric membrane silver selective electrodes
  作者：Jun Zhang、Shun Yang Yu、Tan Ji Yin、Xue Feng Hu、Wei Qin

  DOI：10.1016/j.cclet.2009.11.028

  日期：2010.4

  Four 20-membered N2S4-monoazathiacrown ethers have been synthesized and explored as neutral ionophores for Ag+-selective electrodes. Potentiometric responses reveal that the flexibility of the ligands has great effect on the selectivity and sensitivity to Ag+ ions. The electrode based on ionophore 9,10,20,25-tetrahydro-5H,12H-tribenzo[b,n,r][1,7,10,16,4,13]tetrathiadiaza cycloicosine 6,13-(7H,14H)-dione (C) with 2-nitrophenyl octyl ether (o-NPOE) as solvent in a poly(vinyl chloride) (PVC) membrane matrix shows a measuring range of 1.0 x 10(-6) to 1.0 x 10(-3) mol/L with a Nernstian slope of 54.9 +/- 0.3 mV/decade. This electrode has high selectivity for Ag+ with negligible interference from many other cations and can be used in a wide pH range of 3.6-9.2. (C) 2009 Wei Qin. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Thermally stable water insoluble azo-azomethine dyes: Synthesis, characterization and solvatochromic properties
  作者：Hamid Khanmohammadi、Khatereh Rezaeian

  DOI：10.1016/j.saa.2012.07.013

  日期：2012.11

  Six new water insoluble azo-azomethine dyes have been synthesized via condensation reaction of alpha,alpha'-bis(o-aminophenylthio)-1,2-xylene with substituted azo-coupled salicylaldehyde. The condensation reaction provides the expected bis-iminated azo-azomethine dyes in good yields, ranging from 59% to 90%. The dyes have been characterized by IR. UV-Vis and H-1 NMR spectroscopic methods as well as elemental analysis. The thermal behavior of the prepared dyes has been determined using thermogravimetry technique. Furthermore, the effect of various organic solvents with different polarities on the UV-Vis spectra of the dyes has been also studied. (C) 2012 Elsevier B.V. All rights reserved.