N-(diethylaminothiocarbonyl)-N'-phenylbenzamidine | 114753-62-7

• 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-(diethylaminothiocarbonyl)-N'-phenylbenzamidine
• 英文别名: N-diethylaminothiocarbonyl-N'-phenylbenzamidine；PhCNHPhNCSNEt2；3-[Anilino(phenyl)methylidene]-1,1-diethylthiourea
• CAS: 114753-62-7；69186-17-0
• 化学式: C₁₈H₂₁N₃S
• 分子量: 311.451
• InChiKey: KQOHGHJPBQZSRO-UHFFFAOYSA-N

物化性质

• 沸点：
  427.4±28.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(diethylaminothiocarbonyl)-N'-phenylbenzamidine 生成 copper;[(E)-N-(diethylcarbamothioyl)-C-phenylcarbonimidoyl]-phenylazanide
  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 、 苯胺 以 四氢呋喃 、 丙酮 为溶剂， 生成 N-(diethylaminothiocarbonyl)-N'-phenylbenzamidine
  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

• 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。
• Substituierte 1,2,4-Thiadiazolium-dichloroaurate(I) und -tetra- chloroaurate(III) als Reaktionsprodukte von N-Thiocarbamoyl- benzamidinen mit TetrachIorogold(III)-Verbindungen / Substituted 1,2,4-Thiadiazolium dichloroaurates(I) and -tetrachloroaurates(III) as Products o f the Reaction o f N -Thiocarbam oyl-benzamidines with Tetrachlorogold(III) Compounds
  作者：Uwe Schröder、Rainer Richter、Jürgen Hartung、Ulrich Abram、Lothar Beyer

  DOI：10.1515/znb-1997-0513

  日期：1997.5.1

  The reactions of N-diethylaminothiocarbonyl-benzamidines Et₂N-C(S)-N=C(NHR)-Ph (1: R = Ph, 2: R = C₃H₇, 3: R = H) with gold(III) compounds were studied. Treatment of 1 and 2 with equivalent amounts of tetrachlorogold acid gives 2,3-substituted 5-diethylamino-1,2,4- thiadiazoliumdichloroaurates(I) (1a, 2a). With tetrachlorogold acid in excess 1 yields 2,3-diphenyl- 5-diethylamino-l,2,4-thiadiazolium-tetrachloroaurate(III) 1b. With 3 and Na[AuCl₄] bis(3-phenyl-5- diethylamino-1,2,4-thiadiazolium)-chloride-tetrachloroaurate(III) 3b is produced. The structures of la, 2a and 3b were investigated by X-ray structure analysis. In la and 2a the dichloroaurate(I) ions are linear. In the 1,2,4-thiadiazolium cations the N-C-bond lengths alternate characteristically. In 3b the tetrachloroaurate(III) ion is square planar. The 1,2,4-thiadiazolium cation shows a different alternation of N-C bond lengths in comparison with la and 2a which suggests changes in the thiadiazolium ring in 3b to a tautomeric form as confirmed by the localization of the H atom at the N atom in ring position 4 instead of ring position 2. The structures of 1a, 1b, 2a and 3b were confirmed by elemental analysis, ES-MS, FAB-MS, ¹H and ¹³C NMR and IR spectroscopy.

  本文研究了N-二乙基氨基硫代碳酰基苯甲酰胺Et₂N-C(S)-N=C(NHR)-Ph (1: R = Ph, 2: R = C₃H₇, 3: R = H)与金(III)化合物的反应。将1和2与等量的四氯金酸处理后，得到2,3-取代的5-二乙基氨基-1,2,4-噻二唑二氯金酸盐(I) (1a, 2a)。当用过量的四氯金酸处理1时，得到2,3-二苯基-5-二乙基氨基-1,2,4-噻二唑四氯金酸盐(III) 1b。用3和Na[AuCl₄]反应，得到双(3-苯基-5-二乙基氨基-1,2,4-噻二唑)-氯化物-四氯金酸盐(III) 3b。通过X射线结构分析，确定了1a、2a和3b的结构。在1a和2a中，二氯金酸盐(I)离子是线性的。在1,2,4-噻二唑阳离子中，N-C键长具有特征性的交替。在3b中，四氯金酸盐(III)离子是方形平面的。1,2,4-噻二唑阳离子的N-C键长交替方式与1a和2a不同，这表明在3b中，噻二唑环发生了变化，形成了一种互变异构体，这得到了在环位4处的H原子定位的证实，而不是在环位2处。通过元素分析、ES-MS、FAB-MS、¹H和¹³C NMR和IR光谱确定了1a、1b、2a和3b的结构。

• Hartung, J.; Weber, G.; Beyer, L., Zeitschrift fur Anorganische und Allgemeine Chemie
  作者：Hartung, J.、Weber, G.、Beyer, L.、Szargan, R.

  DOI：——

  日期：——
• Richter; Schroeder; Kampf, Zeitschrift fur Anorganische und Allgemeine Chemie, 1997, vol. 623, # 6, p. 1021 - 1026
  作者：Richter、Schroeder、Kampf、Hartung、Beyer

  DOI：——

  日期：——
• Sieler, J.; Richter, R.; Beyer, L., Zeitschrift fur Anorganische und Allgemeine Chemie
  作者：Sieler, J.、Richter, R.、Beyer, L.、Lindqvist, O.、Andersen, L.

  DOI：——

  日期：——