N-pivaloyl-N'-(2-methoxyphenyl)thiourea

• 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-pivaloyl-N'-(2-methoxyphenyl)thiourea
• 英文别名: N-pivaloyl-N′-(2-methoxyphenyl)thiourea；N-{[(2-methoxyphenyl)amino]carbonothioyl}-2,2-dimethylpropanamide；N-[(2-methoxyphenyl)carbamothioyl]-2,2-dimethylpropanamide
• 化学式: C₁₃H₁₈N₂O₂S
• 分子量: 266.364
• InChiKey: CQWZSNYSTWBBBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  82.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-pivaloyl-N'-(2-methoxyphenyl)thiourea 、 邻甲氧基苯胺 在 三乙胺 、 mercury dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.08h， 以77%的产率得到N-pivaloyl-N',N"-bis-(2-methoxyphenyl)guanidine
  参考文献：
  名称：

  Synthesis and crystal structure analyses of tri-substituted guanidine-based copper(II) complexes

  摘要：

  本研究合成了三种鸟嘌呤衍生的三取代配体，分别为N-叔丁酰基-N′，N″-双-(2-甲氧基苯基)鸟嘌呤(L1)，N-叔丁酰基-N′-(2-甲氧基苯基)-N″-苯基鸟嘌呤(L2)和N-叔丁酰基-N′-(2-甲氧基苯基)-N″-(2-甲苯基)鸟嘌呤(L3)，并与乙酸铜(II)反应得到相应的配合物。研究了N″上取代基对相应的铜(II)配合物的分子结构和固态堆积的影响。鸟嘌呤基与铜(II)的配位的关键特征是形成具有N2O2供体集的基本平面正方形核心。作为例外，L1的配合物中，取代基的甲氧基部分也与铜(II)中心发生相互作用，生成正方金字塔几何体。L1-L3的咪唑酸互变异构体的羟基，除了N″外，也与三种配合物中的铜(II)键合，而不是鸟嘌呤基的氮供体。

  DOI：

  10.1515/znb-2020-0155

文献信息

• Synthesis, structural characterization and antibacterial studies of trisubstituted guanidines and their copper(II) complexes
  作者：Muhammad Said、Jamil Ahmad、Wajid Rehman、Amin Badshah、Hizbullah Khan、Momin Khan、Fazal Rahim、Denis M. Spasyuk

  DOI：10.1016/j.ica.2015.05.012

  日期：2015.8

  A series of novel trisubstituted guanidines of general formula C4H9CONHC(NHR1)NR2 (where R-1 = 2-methoxyphenyl (1-4) and phenyl (5), R-2 = 2-methoxyphenyl (1), phenyl (2), 2-tolyl (3), 2-chlorophenyl (4) and 2,3-dimethylphenyl (5), and their copper(II) complexes of general formula (C4H9CONHC(NR1)NR2)(2)Cu were synthesized in good yield. The synthesized guanidines and their copper(II) complexes were characterized by using elemental analysis, FT-IR, NMR (H-1, C-13), and magnetic susceptibility measurements. Compounds 2, 3 and 5a were also characterized by single crystal X-ray diffraction analysis (XRD). Spectroscopic studies confirmed the bidentate coordination of ligands with copper center through oxygen and nitrogen atoms. All the synthesized compounds were tested against various bacterial strains, which showed that 1a and 4a exhibit good bactericidal activity. (C) 2015 Elsevier B.V. All rights reserved.
• Synthesis and crystal structure analyses of tri-substituted guanidine-based copper(II) complexes
  作者：Muhammad Said、Sadia Rehman、Muhammad Ikram、Hizbullah Khan、Carola Schulzke

  DOI：10.1515/znb-2020-0155

  日期：2021.4.27

  Three guanidine-derived tri-substituted ligands viz. N-pivaloyl-N′,N″-bis-(2-methoxyphenyl)guanidine (L¹), N-pivaloyl-N′-(2-methoxyphenyl)-N″-phenylguanidine (L²) and N-pivaloyl-N′-(2-methoxyphenyl)-N″-(2-tolyl)guanidine (L³) were reacted with Cu(II) acetate to produce the corresponding complexes. The significance of the substituent on N″ for the resulting molecular structures and their packing in the solid state has been studied with respect to the structural specifics of the corresponding Cu(II) complexes. The key characteristic of the guanidine-based metal complexation with Cu(II) is the formation of an essentially square planar core with an N₂O₂ donor set. As an exception, in the complex of L¹, the substituent’s methoxy moiety also interacts with the Cu(II) center to generate a square-pyramidal geometry. The hydroxyl groups of the imidic acid tautomeric forms of L¹–L³, in addition to N″, are also bonded to Cu(II) in all three complexes rather than the nitrogen donor of the guanidine motif.

  本研究合成了三种鸟嘌呤衍生的三取代配体，分别为N-叔丁酰基-N′，N″-双-(2-甲氧基苯基)鸟嘌呤(L1)，N-叔丁酰基-N′-(2-甲氧基苯基)-N″-苯基鸟嘌呤(L2)和N-叔丁酰基-N′-(2-甲氧基苯基)-N″-(2-甲苯基)鸟嘌呤(L3)，并与乙酸铜(II)反应得到相应的配合物。研究了N″上取代基对相应的铜(II)配合物的分子结构和固态堆积的影响。鸟嘌呤基与铜(II)的配位的关键特征是形成具有N2O2供体集的基本平面正方形核心。作为例外，L1的配合物中，取代基的甲氧基部分也与铜(II)中心发生相互作用，生成正方金字塔几何体。L1-L3的咪唑酸互变异构体的羟基，除了N″外，也与三种配合物中的铜(II)键合，而不是鸟嘌呤基的氮供体。