[N-(2-hydroxyphenyl)methylidene]-N'-tosylbenzene-1,2-diamine | 28856-96-4

• 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: [N-(2-hydroxyphenyl)methylidene]-N'-tosylbenzene-1,2-diamine
• 英文别名: [N-(2-hydroxyphenyl)methylidine]-N-tosylbenzene-1,2-diamine；[N-(hydroxyphenyl)methylidene]-N'-tosylbenzene-1,2-diamine；2-N-tosylamino(2'-hydroxybenzylidene)aniline；N-(2-hydroxybenzylidene)-2-tosylaminoaniline；2-N-tosylamine(2'-hydroxybenzal)aniline；2-tosylamino-N-salicylideneaniline；N-[2-[(2-hydroxyphenyl)methylideneamino]phenyl]-4-methylbenzenesulfonamide
• CAS: 28856-96-4
• 化学式: C₂₀H₁₈N₂O₃S
• 分子量: 366.441
• InChiKey: KZKLXKQVYFMVMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 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：
  87.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [N-(2-hydroxyphenyl)methylidene]-N'-tosylbenzene-1,2-diamine 、 镉 在 Et₄NClO₄ 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Direct electrochemical synthesis of novel transition metal chelates of tridentate azomethinic ligands

  摘要：

  New chelates of the type ML(L-1)(n). MeOH (n = 1, 2) were obtained on the basis of the tridentate azomethinic ligands 2-N-tosylamine(2'-hydroxybenzal)aniline (L) and 2-N-tosylamine(2'-tosylaminobenzal)aniline (L-1) and zero-valent transition metals (Co, Ni, Cu, Zn, Cd) under electrosynthesis conditions. The mononuclear character of these products and the participation of N2O- or N-3 groups of the azomethinic Ligands in the coordination are demonstrated by IR, H-1 NMR spectral and magnetic data (77-293 K). (C) 1999 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0277-5387(98)00383-0
• 作为产物：
  描述：

  邻甲基苄醇 、 N-(2-氨基苯基)-4-甲基苯磺酰胺 以 甲醇 为溶剂， 以65%的产率得到[N-(2-hydroxyphenyl)methylidene]-N'-tosylbenzene-1,2-diamine
  参考文献：
  名称：

  Electrosynthesis and studies of adducts of 2-amino-1-methylbenzimidazole with metal chelates based on 2-tosylamino-N-salicylideneaniline

  摘要：

  For the first time the adducts of 2-amino-1-methylbenzimidazole (L) with cobalt, copper, and zinc chelates based on 2-tosylamino-N-salicylideneaniline were electrochemically synthesized, and the properties and structures of these adducts were studied. According to the IR and H-1 NMR spectral data on the adducts obtained and X-ray structural analysis of the copper complex, the adducts of composition mL . ML' . nH(2)O (m = 1 or 2; n = 0, 1, or 2) contain the L moiety bonded to the metal atom through the pyridine-type N atom of the imidazole ring.

  DOI：

  10.1007/bf01457793

文献信息

• Electrochemical Synthesis and Characterization of Tin(IV) Complexes of Dianionic Terdentate Schiff Base Ligands
  作者：Elena Labisbal、Laura Rodríguez、Araceli Vizoso、Mónica Alonso、Jaime Romero、José-Arturo García-Vázquez、Antonio Sousa-Pedrares、Antonio Sousa

  DOI：10.1002/zaac.200570025

  日期：2005.8

  Tin(IV) complexes of the series of dianionic terdentate Schiff bases N-[(2-pyrroyl)methylidene]-N′-tosylbenzene-1,2-diamine, (H2L1), N-[(2-hydroxyphenyl)methylidene]-N′-tosylbenzene-1,2-diamine (H2L2) and some R substituted 2-[(2-hydroxyphenyl)imino]methyl}phenols [R = H (H2L3), 4,6-(OCH3)2 (H2L4), 3-(OC2H5) (H2L5) and 3,5-Br2 (H2L6)] have been synthesized. The compounds were obtained by the electrochemical

  锡 (IV) 络合物系列双阴离子三齿席夫碱 N-[(2-pyrroyl)methylidene]-N'-tosylbenzo-1,2-diamine, (H2L1), N-[(2-hydroxyphenyl)methylidene]- N'-tosylbenzo-1,2-diamine (H2L2) 和一些 R 取代的 2-[(2-hydroxyphenyl)imino]methyl} 苯酚 [R = H (H2L3), 4,6-(OCH3)2 (H2L4) , 3-(OC2H5) (H2L5) 和 3,5-Br2 (H2L6)] 已经合成。这些化合物是通过在含有相应配体的乙腈溶液的电池中对锡阳极进行电化学氧化而获得的。在三乙胺存在下，SnCl2·2H2O和H2L1在甲醇中反应也得到了配合物[SnL12]。配体[H2L6]和配合物[SnL12](1)、[SnL22](2)、[SnL32]
• Synthesis, characterisation and X-ray structures of diorganotin(IV) and iron(III) complexes of dianionic terdentate Schiff base ligands
  作者：Elena Labisbal、Laura Rodríguez、Antonio Sousa-Pedrares、Mónica Alonso、Araceli Vizoso、Jaime Romero、José Arturo García-Vázquez、Antonio Sousa

  DOI：10.1016/j.jorganchem.2005.09.052

  日期：2006.3

  Diorganotin(IV) complexes, [SnR2L] (1)–(4), (R = Me, Ph), of the terdentate Schiff bases N-[(2-pyrroyl)methylidene]-N′-tosylbenzene-1,2-diamine (H2L1) and N-[(2-hydroxyphenyl)metylidene]-N′-tosylbenzene-1,2-diamine (H2L2) have been synthesised. The complexes were obtained by addition of the appropriate ligand to a methanol suspension of the corresponding diorganotin(IV) dichloride in the presence of

  双齿席夫碱N -[（2-吡咯基）亚甲基] -N'-甲苯磺酰基苯-1的双有机锡（IV）配合物[SnR 2 L]（1）–（4）（R = Me，Ph），合成了2-二胺（H 2 L 1）和N -[（2-羟苯基）亚甲基] -N'-甲苯磺酰基苯-1,2-二胺（H 2 L 2）。通过在三乙胺存在下，将适当的配体添加到相应的二氯化二有机锡（IV）的甲醇悬浮液中来获得复合物。但是，该前体之间的反应[η 5 -C 5 H ^ 5的Fe（CO）2 ] 2 SnCl 2和席夫碱在三乙胺的存在下分别得到[Et3NH] [FeL21] （5）和[Et3NH] [FeL22] （6）。配体和配合物的晶体结构已经通过X射线衍射研究。[SnR 2 L]配合物的结构表明，在扭曲的方形锥体环境中，锡是五配位的，并且阴离子配体以齿状起作用。在图5和图6中，铁原子处于稍微扭曲的八面体环境中，并且经两个配体经向配位。配体和配合物的光谱数据（IR，1
• Electrochemical synthesis of cobalt, nickel, copper, zinc and cadmium complexes with N[(2-hydroxyphenyl)methylidine]-N′-tosylbenzene-1,2-diamine. The crystal structures of {(1,10-phenanthroline)[N-(2-oxophenyl)methylidine]-N-tosylbenzene-1,2-diaminato}nickel(II) and {(1,10-phenanthroline)[N-(2-oxophenyl)methylidine]-N′-tosylbenzene-1,2-diaminato}copper(II)
  作者：Mar Bernal、José A. Garcı́a-Vázquez、Jaime Romero、Cristina Gómez、Marı́a L. Durán、Antonio Sousa、Antonio Sousa-Pedrares、David J. Rose、Kevin P. Maresca、Jon Zubieta

  DOI：10.1016/s0020-1693(99)00304-7

  日期：1999.11

  oxidation of cobalt, nickel, copper, zinc or cadmium anodes in an acetonitrile solution containing N [(2-hydroxyphenyl)methylidine]- N′ -tosylbenzene-1,2-diamine (H 2 L) yielded compounds of general formula [ML]. When 1,10-phenanthroline (phen) or 2,2′-bipyridine (bipy) is added to the cell, mixed ligand complexes are obtained. The crystal structures of (1,10-phenanthroline)[ N -(2-oxophenyl)methylidine]-

  钴，镍，铜，锌或镉阳极在含有N [（2-羟苯基）亚甲基] -N'-甲苯磺酰基苯-1,2-二胺（H 2 L）的乙腈溶液中的电化学氧化，得到通式[ ML]。将1,10-菲咯啉（phen）或2,2'-联吡啶（bipy）添加到细胞中时，会得到混合的配体复合物。（1,10-菲咯啉）[N-（2-氧苯基）亚甲基]-N'-甲苯磺酰基苯-1,2-二氨基}镍（II）（1）和（1,10-菲咯啉）的晶体结构通过X射线衍射测定[N-（2-氧苯基）亚甲基] -N'-甲苯磺酰基苯-1,2-二氨基}铜（II）（2）。化合物1由双核[Ni 2 L 2 1（phen）2]配合物与酚氧原子桥接两个镍原子组成。每个镍原子都处于扭曲的八面体[NiN 4 O 2]环境中。化合物2为单体，铜原子以[CuN 4 O]扭曲的方形金字塔形状。讨论了配合物的电子，红外和核磁共振光谱，并与结构有关。
• Garnovskii; Sousa; Sigeikin, Russian Journal of General Chemistry, 1996, vol. 66, # 1, p. 143 - 146
  作者：Garnovskii、Sousa、Sigeikin、Vasil'chenko、Kurbatov、Garnovskii

  DOI：——

  日期：——
• Garnovskii; Antsyshkina; Sadikov, Russian Journal of Inorganic Chemistry, 1998, vol. 43, # 11, p. 1723 - 1729
  作者：Garnovskii、Antsyshkina、Sadikov、Sousa、Burlov、Vasil'chenko、Garnovskii

  DOI：——

  日期：——