N,N'-bis(salicylidene)thiosemicarbazide | 752205-83-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N'-bis(salicylidene)thiosemicarbazide
• 英文别名: 1,4-di(2-hydroxybenzylidene)thiosemicarbazide；bis-salicylidene thiosemicarbazone；N,N′-bis(salicylidene)thiosemicarbazide；N,N'-bis(2-hydroxybenzylidene)thiosemicarbazide；bis-salicylatothiosemicarbazide；1-[(2-Hydroxyphenyl)methylidene]-3-[(2-hydroxyphenyl)methylideneamino]thiourea
• CAS: 752205-83-7
• 化学式: C₁₅H₁₃N₃O₂S
• 分子量: 299.353
• InChiKey: OAACMQSPQCRLHQ-UHFFFAOYSA-N

物化性质

• 熔点：
  232 °C(Solv: methanol (67-56-1))
• 沸点：
  490.4±55.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 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：
  109
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis(salicylidene)thiosemicarbazide 在 LiOH*H₂O 作用下， 以 甲醇 为溶剂， 生成 Co(bis-salicylatothiosemicarbazide)
  参考文献：
  名称：

  Co（II），Ce（III）和UO2VI）双水杨基氨基硫代氨基脲复合物：二元和三元复合物，热学研究和抗菌活性。

  摘要：

  在不同摩尔比的LiOH.H2O存在下，制备了一系列新的Co（II），Ce（III）和UO（2）（VI）的金属配合物，以及席夫碱配体H2L，双水杨基硫代氨基脲。去质子化剂。另外，通过使用2-氨基吡啶（2-Ampy）或草酸（Ox）作为第二配体来制备三元复合物。通过元素分析，摩尔电导率，光谱（UV-Vis，IR，1H NMR，质量）和磁矩测量以及TG-DSC技术鉴定并确认了所有合成的化合物。Schiff碱配体在配位后的IR和NMR光谱中所选振动吸收带的变化表明，该配体表现为具有ONNO供体位点的中性，单阴离子和/或双阴离子四齿方式。电导率测量表明是非电解的，并且：1金属配合物的电解性质。热学研究表明金属配合物降解的机制是温度的函数，支持螯合模式，此外，还显示了以热解方式获得不能从溶液中合成的固态新配合物的可能性。对游离配体及其二元配合物的抗菌筛选表明，游离配体和某些金属配合物对四种细菌和五种真菌

  DOI：

  10.1016/j.saa.2004.01.021
• 作为产物：
  描述：

  邻甲基苄醇 、 氨基硫脲 以 四氢呋喃 为溶剂， 反应 6.0h， 以53%的产率得到N,N'-bis(salicylidene)thiosemicarbazide
  参考文献：
  名称：

  Yildiz; Dülger; Koyuncu, Journal of the Indian Chemical Society, 2004, vol. 81, # 1, p. 7 - 12

  摘要：

  DOI：

文献信息

• Synthesis, structural characterization and nematicidal studies of some new N2O2 Schiff base metal complexes
  作者：S. M. Abd El-Hamid、S. A. Sadeek、A. F. El-Farargy、N. S. Abd El-Lattif

  DOI：10.4314/bcse.v35i2.8

  日期：——

  ABSTRACT. Cobalt(II), copper(II), yttrium(III), zirconium(IV), lanthanum(III) and uranium(VI) complexes of 1,4-di(2-hydroxybenzylidene)thiosemicarbazide (H2L) were prepared and characterized. The proposed structures were determined from their elemental analyses, molar conductivities, magnetic moment, IR, Proton NMR, UV-Vis., mass spectra, X-ray diffraction and thermal analyses measurements. The high conductance data supply evidence for the electrolytic nature of the complexes. The changes in the selected bands in IR of Schiff base ligand upon coordination showed that Schiff base exhibits as a neutral tetradentate manner with oxygen and nitrogen donor sites. The complexes are thermally steady at room temperature and break up to two or three steps. The kinetic and thermodynamic parameters of complexes have been determined by using Coats-Redfern and Horowitz-Metzeger methods at n=1 and n≠1 and values suggest more ordered activated complex formation. The calculated bond length and force constant, F(U=O), in the uranyl complex are 1.744 Å and 664.886 Nm-1. The nematicidal activity of free Schiff base and all complexes were investigated and showed a low inhibition percentage (%I) of complexes compared with H2L.                     KEY WORDS: Schiff base, IR, Thermal, XRD, Nematicidal activity   Bull. Chem. Soc. Ethiop. 2021, 35(2), 315-335. DOI: https://dx.doi.org/10.4314/bcse.v35i2.8

  摘要：制备并表征了1,4-双(2-羟基苯甲醛亚胺基)硫脲(H2L)的钴(II)、铜(II)、钇(III)、锆(IV)、镧(III)和铀(VI)配合物。通过元素分析、摩尔电导率、磁矩、红外、质子核磁共振、紫外-可见、质谱、X射线衍射和热分析测量确定了所提出的结构。高电导数据为配合物的电解性提供了证据。在配位过程中，亚胺基配体中选择的带的变化表明亚胺基以氧和氮供体位的中性四齿配位方式存在。这些配合物在室温下具有热稳定性，分解为两个或三个步骤。使用Coats-Redfern和Horowitz-Metzeger方法在n=1和n≠1时确定了配合物的动力学和热力学参数，并且结果表明形成有序激活配合物。铀酰配合物中计算的键长和力常数F(U=O)分别为1.744 Å和664.886 Nm-1。研究了自由亚胺基和所有配合物的线虫毒性活性，并且显示出与H2L相比，配合物的抑制百分比(%I)较低。 关键词：亚胺基，红外，热力学，X射线衍射，线虫毒性活性 《埃塞俄比亚化学学会杂志》2021年第35卷第2期，315-335页。 DOI: https://dx.doi.org/10.4314/bcse.v35i2.8
• Dubey, Raj Kumar; Mishra, Sharad Kumar; Mariya, Ayesha, Journal of the Indian Chemical Society, 2013, vol. 90, # 1, p. 41 - 48
  作者：Dubey, Raj Kumar、Mishra, Sharad Kumar、Mariya, Ayesha、Mishra, Anil Kumar

  DOI：——

  日期：——
• Mixed‐Ligand Complexes of a Schiff Base, 8‐Hydroxyquinoline and Oxalic Acid with Cu(II), Ni(II), Zn(II), and Fe(III) Ions: Pyrolytic Products and Biological Activities
  作者：Mahmoud M. Mashaly、Z. H. Abd‐Elwahab、A. A. Faheim

  DOI：10.1081/sim-120028300

  日期：2004.3.1

  Binary mononuclear complexes of the Schiff base ligand 1,4-di(hydroxybenzylidene)thiosemicarbizide (H2L) and the transition metal ions Cu(II), Ni(II), Zn(H), and Fe(III) were prepared in the presence of various molar ratios of LiOH The binary complexes react with 8-hydroxyquinoline (8-HOqu) and oxalic acid (H(2)Ox) to form mixed-ligand complexes. The mixed ligand complexes were prepared by using various molar ratios of LiOH. The thermal Studies explored the stability of the mixed-ligands in their complexes as the isolated thermal products also contain the mixed ligands. All of the binary and mixed-ligand complexes have octahedral configurations except [CuHL]Cl and [ZnL], which have square-planar I geometrics. The Schiff base ligand (H2L) is coordinated to the central metal atom as a neutral, rnonoanionic and/or dianionic tetradentate ONNO ligand in the binary complexes and in the mixed-ligand complexes. The mixed-ligand, 8-HOqu behaves as a neutral or rnonoanionic bidentate ligand. The oxalato ligand coordinates as a dianionic bidentate or a bridged bidentate ligand towards Fe(Ill) ions. All complexes and the corresponding thermal products were isolated and their structures were elucidated by elemental analyses, conductance. IR and electronic absorption spectra. magnetic moments, H-1 NMR and TG-DSC measurements as well as by mass spectroscopy. The free ligand and H2L and its metal complexes showed higher antibacterial activity than some of, the investigated antibiotics, doxycillin, sulperazon, septrin, cefobid, nitrofurantion, and erythromycin.