N-[(N',N'-diethylamino)thiocarbonyl]benzamidine | 113688-68-9

• 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-[(N',N'-diethylamino)thiocarbonyl]benzamidine
• 英文别名: N-(diethylaminothiocarbonyl)benzamidine；N-diethylaminothiocarbonylbenzamidine；N,N-diethylthiocarbamoylbenzamidine；PhCNH2NCSNEt2；H2Et2tcb；N'-(Diethylcarbamothioyl)benzenecarboximidamide；3-[amino(phenyl)methylidene]-1,1-diethylthiourea
• CAS: 113688-68-9；90473-88-4
• 化学式: C₁₂H₁₇N₃S
• 分子量: 235.353
• InChiKey: XDWZJLDSFUSSRA-UHFFFAOYSA-N

物化性质

• 沸点：
  353.1±25.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-[(N',N'-diethylamino)thiocarbonyl]benzamidine 生成 Ni(N,N-diethyl-N'-benzimidoylthioureate)2
  参考文献：
  名称：

  BEYER, L.;WIDERA, R.;DIETZE, F.;STEIMECKE, G.;HOYER, E.

  摘要：

  DOI：
• 作为产物：
  描述：

  N-diethylaminothiocarbonylbenzimidoyl chloride 在 氨 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 生成 N-[(N',N'-diethylamino)thiocarbonyl]benzamidine
  参考文献：
  名称：

  Structure and solid–liquid phase transition thermodynamics of N-(diethylaminothiocarbonyl)benzimido derivatives

  摘要：

  A set of three N-(diethylaminothiocarbonyl)benzimido derivatives was structurally characterized by solid state single crystal X-ray diffractometry. The temperature, standard molar enthalpies, and entropies of fusion were measured and derived using differential scanning calorimetry, including two more derivatives, whose structures have been published before. The compounds were further analysed by solid state FIR spectroscopy and the experimental FTIR spectra were compared with the calculated gas phase spectra at the B3LYP/6-311+G(d) level of theory. The structural results for the set were further used in the interpretation of thermophysical phase transition properties of the title compounds. A detailed molecular picture of N-(diethylaminothiocarbonyl)benzimido derivatives was obtained from Natural Bond Order (NBO) analysis. The combination of the applied methods reveals a deeper insight into the structures of this type of compound. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.08.014

文献信息

• Synthesis and spectroscopic characterization of copper, nickel and cobalt complexes with N-(N″,N″-disubstituted-aminothiocarbonyl)-N′-substituted benzamidines
  作者：Emmanuel Guillon、Isabelle Déchamps-Olivier、Aminou Mohamadou、Jean-Pierre Barbier

  DOI：10.1016/s0020-1693(97)05698-3

  日期：1998.2

  A series of copper(II), nickel(II) and cobalt(III) complexes with N-(N″,N″-disubstituted-aminothiocarbonyl)-N′-substitutedbenzamides have been synthesized and characterized. 1H and 13C NMR spectra have shown a mer configuration for the CoL3 compounds. The NiL2 complexes have a square-planar structure. Electron spin resonance spectra have shown that the presence of a bulky substituent on the nitrogen

  合成并表征了一系列具有N-（N ''，N ''-二取代-氨基硫代羰基）-N'-取代的苯甲酰胺的铜（II），镍（II）和钴（III）配合物。1 H和13 C NMR光谱显示了COL 3化合物的mer构型。NiL 2复合物具有正方形平面结构。电子自旋共振谱表明，在氮供体原子上存在庞大的取代基会在CuL 2化合物的铜周围产生较大的四面体形变。循环伏安法已揭示了不可逆的氧化还原波，分别对应于Cu（III）Cu（II）和Cu（II）Cu（II）对。
• [NBu4][ReNCl4]: Facile synthesis, structure, electron paramagnetic resonance spectroscopy and reactions
  作者：Ulrich Abram、Martin Braun、Sonja Abram、Reinhard Kirmse、Andreas Voigt

  DOI：10.1039/a705881k

  日期：——

  of the co-ordination sphere and can be used to characterize the mixed-ligand species unambiguously. This is shown by a nearly linear dependence of g0, g||, a0Re and A||Re on the spin–orbit coupling constants of the equatorial donors. Reactions of [NBu4][ReNCl4] with most organic ligands yielded rhenium(V) compounds. A number of phosphine complexes and chelates with sulfur-containing ligands have been

  已发现化合物[NBu 4 ] [ReNCl 4 ]易于通过[NBu 4 ] [ReO 4 ]与叠氮化钠和HCl气体在乙醇中的反应而获得，并且是合成其他nitr亚硝基络合物的极佳前体。已经通过X射线晶体学对其进行了研究。铼（VI）通式[ReNX的化合物4（5） ] - ， - 2-，得到（X = Br或NCS）时[NBU 4 ] [ReNCl 4]与HBr或KSCN反应。通过EPR光谱研究了产物以及在配体交换过程中形成的混合配体中间体。各个混合配体化合物的EPR参数显然与配位球的组成相关，可用于明确表征混合配体物种。这由g 0，g ||的几乎线性依赖性表示。，一个0再和甲|| 再对自旋轨道耦合赤道捐助者的常量。[NBu 4 ] [ReNCl 4 ]与大多数有机配体的反应生成rh （V）化合物。已经制备了许多具有含硫配体的膦配合物和螯合物，并进行了光谱表征。对[ReN（Hdetcb）2 ]（Hdetcb
• Ligand exchange reactions starting from [Re(CO)3Br3]2−. Synthesis, characterization and structures of rhenium(I) tricarbonyl complexes with thiourea and thiourea derivatives
  作者：Ulrich Abram、Sonja Abram、Roger Alberto、Roger Schibli

  DOI：10.1016/0020-1693(96)05014-1

  日期：1996.7

  the monoclinic space group P21/n,a = 143675(3), b = 13.372(1), c = 28.841 (7) A, s = 102.53(1)°, Z = 8. The mean ReS bond length is 2.529 A. N,N-Dialkylbenzoylthioureas react with (Et4N)2[Re(CO)3)Br3] to form neutral [Re(CO)3Br(HR2btu)] complexes. With the rhenium(I) centers under study they coordinate bidentately, but without deprotonation, which is unusual for this class of chelate ligands. [Re(CO)3Br(HEt2btu)]

  阴离子rh（I）配合物fac- [Re（CO）3Br3] 2-已与硫脲（tu），N，N-二烷基苯甲酰基硫脲（HR2btu）和N，N-二烷基硫代氨基甲酰基苯甲m（HR12tcbR2）反应双核rh（I）配合物。所有新化合物都是空气稳定的，并且对水性介质不敏感。Fac- [Re（CO）3（tu）3]（NO3）是由溴配合物通过添加AgNO3之后沉淀AgBr并随后与硫脲反应而形成的。该化合物与单斜空间群P21 / n中的一分子（Et4N）NO3共结晶，a = 143675（3），b = 13.372（1），c = 28.841（7）A，s = 102.53（1） °，Z =8。平均ReS键长度为2.529A。N，N-二烷基苯甲酰基硫脲与（Et4N）2 [Re（CO）3）Br3]反应形成中性[Re（CO）3Br（HR2btu）]复合体。在研究study（I）中心的过程中，它们会进行双齿协调，但没有去
• Tricarbonyl complexes of rhenium(I) and technetium(I) with thiourea derivatives
  作者：Henrik Braband、Ulrich Abram

  DOI：10.1016/j.jorganchem.2004.03.017

  日期：2004.6

  fac-[M(CO)3X3]2− complexes (M=Re, X=Br; M=Tc, X=Cl) react with thiourea derivatives under formation of stable rhenium(I) and technetium(I) complexes. The composition of the products can be controlled by the steric requirements of the ligands and their ability to form chelates.

  fac- [M（CO）3 X 3 ] 2-配合物（M = Re，X = Br; M = Tc，X = Cl）与硫脲衍生物反应，形成稳定的（（I）和tech（I）配合物。产物的组成可以通过配体的空间要求及其形成螯合物的能力来控制。
• Reaktionen an nickel(II)koordinierten N-Acylthioharnstoffen mit Säurechloriden: ein einfacher zugang für neue Thioharnstoff-derivate
  作者：L. Beyer、J. Hartung、R. Widera

  DOI：10.1016/s0040-4020(01)91188-3

  日期：1984.1

  The reaction of transition metal coordinated N,N-dialkylsubstituted N'-benzoyl thioureas with electrophilic agents differs from the reaction of the non-coordinated ligands. The nickel(II)chelates 1 form with organic acid chlorides RCOCI the N',N'-diacylated thioureas 2 and with thionyl chloride the n-(amino-thiocarbonyl)benzimide chlorides 3. The substitution of the chlorine in 3 yields new derivatives

  过渡金属配位的N，N-二烷基取代的N'-苯甲酰基硫脲与亲电子试剂的反应不同于非配位的配体的反应。镍（II）螯合物1种形式与有机酸氯化物RCOCI的N“ N” -diacylated硫脲2，并用亚硫酰氯Ñ - （氨基硫代羰基）苯甲亚胺氯化物3。的氯的取代3个产率的硫脲衍生物的新：由醇化物的反应Ñ -aminothiocarbony）benzimidates 4形成，与氨和与胺，ñ - （氨基硫代）苄脒形成5，并用硫化钠形成N-（硫代苯甲酰基）硫脲6。产物的结构通过1 H-NMR光谱，X射线光电子能谱（ESCA）和质谱来描述。