N-(4-tolyl)-N-phenyl-hydrazine | 41018-62-6

• 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-(4-tolyl)-N-phenyl-hydrazine
• 英文别名: 1-(4-methylphenyl)-1-phenylhydrazine；({p-Tol}{Ph})NNH₂；N'-Phenyl-4-methylphenylhydrazin；1-phenyl-(p-tolyl)hydrazine
• CAS: 41018-62-6
• 化学式: C₁₃H₁₄N₂
• 分子量: 198.268
• InChiKey: VLKFFPJRVJKGOA-UHFFFAOYSA-N

物化性质

• 熔点：
  80-82 °C
• 沸点：
  361.8±21.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-二环己基碳二亚胺 、 N-(4-tolyl)-N-phenyl-hydrazine 在 [Ti(pentamethylcyclopentadienyl)(N(xylyl)C4H6N)(tert-butylimido)(tert-butylamine)] 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以81%的产率得到
  参考文献：
  名称：

  Titanium-Catalyzed Hydrohydrazination of Carbodiimides

  摘要：

  Hydrazinediido complexes of the type [Cp*Ti-(NxylN)(NNR2)(L)] (R = Ph, Me; Ar, fluorene, L = (BuNH2)-Bu-t, Py; 3a-e) have been synthesized and used as catalysts for the hydrohydrazination of a series of carbodiimides, yielding aminoguanidines or fluoreneiminoguanidines. The highest yields were obtained for diarylhydrazines and fluorenone 5 hydrazone at temperatures between 80 and 105 degrees C. Stoichiometric reactions of hydraz inediido complexes with (PrNCNPr)-Pr-i-Pr-i led to an equilibrium with the resulting [2 + 2] cydoadducts 4a-f, which were characterized by H-1, C-13, and N-15 NMR spectroscopy as well as X-ray diffraction. The proposed mechanism, which is closely related to that previously established for the hydrohydrazination of alkynes and allenes, was found to be consistent with the results of a kinetic study. The dynamic structures of aminoguanidines and fluoreneiminoguanidines were characterized by NMR spectroscopy, and the minimum configurations were foud to be stabilized by intramolecular hydrogen bonding.

  DOI：

  10.1021/om400323p
• 作为产物：
  描述：

  对甲苯亚磺酸苯酯 、 4-甲基苯肼盐酸盐 在 potassium phosphate 、 palladium(II) trifluoroacetate 、 2-(2-(dicyclohexylphosphino)-4,5-dimethoxyphenyl)-1-methyl-1H-indole 、 苯硼酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.01h， 以91%的产率得到N-(4-tolyl)-N-phenyl-hydrazine
  参考文献：
  名称：

  钯催化芳基甲苯磺酸与芳基甲苯磺酸酯的单芳基化。

  摘要：

  已开发了钯催化的芳基肼与芳基甲苯磺酸酯之间的C–N键偶联反应，可轻松合成不对称的N，N-二芳基肼。利用与新开发的膦配体L1关联的Pd（TFA）2催化剂体系，芳基肼的单芳基化反应顺利进行，以良好的产率（高达95％）提供了具有良好官能团相容性的所需产品。该方法提供了从简单且容易获得的偶联组分中获得结构多样的N，N-二芳基肼的替代合成途径。

  DOI：

  10.1021/acs.joc.0c01599

文献信息

• Alternative Reaction Pathways in Domino Reactions of Hydrazinediidozirconium Complexes with Alkynes
  作者：Thorsten Gehrmann、Solveig A. Scholl、Julio Lloret Fillol、Hubert Wadepohl、Lutz H. Gade

  DOI：10.1002/chem.201103497

  日期：2012.3.26

  Reaction of 1.2 equivalents of several diarylhydrazines and various substituted alkynes (1 equiv) at ambient temperature (or at 80 °C) in the presence of 10 mol % [Zr(NXyl)2Npy}(NMe2)2] (2 a) gave the corresponding indole derivatives. On the other hand, the replacement of 1,1‐diarylhydrazines by 1‐methyl‐1‐phenyl hydrazine led to head‐to‐head cis‐1,3‐enynes in good yields.

  [Zr （NAr）2 N py }（NMe 2）2 ]（Ar = 3,5-二甲苯基：2 a，异丁烯基：2 b）与一或两个摩尔当量的1,1-二苯肼反应生成混合物酰胺/肼基（1-）络合物[Zr （NMes）2 N py }（HNNPh 2）（NMe 2）]（3），双肼基络合物[Zr （NMes）2 N py }（HNNPh 2）2 ]（4），并且在存在过量的4-二甲基氨基吡啶（DMAP）的情况下，六配位肼基二氮杂锆配合物[Zr （NXyl）2 N py}（NN（Me）中PH）吡啶（DMAP）2 ]（5）和[Zr的（NXyl）2 Ñ PY }（NNPh 2）吡啶（DMAP）2 ]（6）。一个的等效锆- hydrazinediide [Zr的（NTBS）的反应2 Ñ PY }（NNPh 2）（吡啶）]（1）在室温下具有二取代的炔烃16小时导致的7元diazazirconacycles形成7一–高产7
• BARINOVA, V. N.;VORONIN, V. G.;ZHESTKOV, V. P.;PORTNOV, YU. N., XIMIYA GETEROTSIKL. SOEDIN., 1985, N 9, 1213-1217
  作者：BARINOVA, V. N.、VORONIN, V. G.、ZHESTKOV, V. P.、PORTNOV, YU. N.

  DOI：——

  日期：——
• Regioselectivity of the rearrangement of propionic acid N,N-diarylhydrazides under the conditions of the kost reaction
  作者：V. N. Barinova、V. G. Voronin、V. P. Zhestkov、Yu. N. Portnov

  DOI：10.1007/bf00515024

  日期：1985.9
• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：EP2977378B1

  公开（公告）日：2020-06-10
• BRIDGED HETEROCYCLIC COMPOUNDS AND METHODS OF USE
  申请人：Medivation Technologies, Inc.

  公开号：US20140024643A1

  公开（公告）日：2014-01-23

  This disclosure relates to new compounds that may be used to modulate a histamine receptor in an individual. Novel compounds are described, including new bridged heterocyclic [4,3-b]indole compounds. Pharmaceutical compositions are also provided. Pharmaceutical compositions comprising the compounds are also provided, as are methods of using the compounds in a variety of therapeutic applications, including the treatment of a cognitive disorder, psychotic disorder, neurotransmitter-mediated disorder and/or a neuronal disorder.