N,N'-di(p-chlorophenyl)formamidine | 141417-90-5

• 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'-di(p-chlorophenyl)formamidine
• 英文别名: N.N'-Bis-(p-chlor-phenyl)-formamidin；N,N'-bis-(4-Chlorophenyl)formamidine；N,N'-bis(4-chlorophenyl)methanimidamide
• CAS: 141417-90-5
• 化学式: C₁₃H₁₀Cl₂N₂
• 分子量: 265.142
• InChiKey: JKRSTGFFPVKIQN-UHFFFAOYSA-N

物化性质

• 沸点：
  384.6±52.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)
• 保留指数：
  2419

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 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：
  24.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N'-di(p-chlorophenyl)formamidine 在 Ni-salt 、 BuLi or KOH 作用下， 以 not given 为溶剂， 生成 tetrakis(μ-N,N'-bis(m-chlorophenyl)formamidinate)dinickel hydrate
  参考文献：
  名称：

  Electronic Tuning Using Remote Substituents in Tetrakis(μ-N,N‘-diarylformamidinato)dinickel. Linear Free Energy Relationships in Dinuclear Compounds. 3

  摘要：

  The series of tetrakis(mu-N,N'-diarylformamidinato)dinickel(II), where the aryl is the phenyl modified with various substituent (X), is synthesized and thoroughly characterized. While both the coordination geometry and the UV-vis spectra remain essentially independent of X across the series, the one-electron oxidation potential, E(1/2)(Ni-2(5+)/Ni-2(4+)), correlates with the Hammett constant (sigma(x)) of substituents according to the equation: E(1/2)(X) - E(1/2)(H) = 114(8 sigma(x) (mV).

  DOI：

  10.1021/ic960842s
• 作为产物：
  描述：

  1,3-双(4-氯苯基)硫脲 在 镍 作用下， 以 苯 为溶剂， 以3.9 g的产率得到N,N'-di(p-chlorophenyl)formamidine
  参考文献：
  名称：

  Ali, M. Umar; Meshram, H. M.; Paranjpe, M. G., Journal of the Indian Chemical Society, 1985, vol. 62, # 9, p. 666 - 669

  摘要：

  DOI：

文献信息

• Nanoporous TiO₂ containing an ionic liquid bridge as an efficient and reusable catalyst for the synthesis of <i>N</i>,<i>N</i>′-diarylformamidines, benzoxazoles, benzothiazoles and benzimidazoles
  作者：M. Mazloumi、F. Shirini、O. Goli-Jolodar、M. Seddighi

  DOI：10.1039/c8nj00171e

  日期：——

  In this work, a green and efficient procedure is reported for the preparation of N,N'-diarylformamidines, benzoxazoles, benzothiazoles, and benzimidazoles using nanoporous TiO2 containing an ionic liquid bridge. This reagent is prepared via the modification of nanoporous TiO2 with bis-3-(trimethoxysilylpropyl)-ammonium hydrogen sulfate (TiO2-[bip]-NH2+ HSO4−). The procedure gave the products in excellent

  在这项工作中，报道了使用含有离子液体桥的纳米多孔TiO 2制备N，N'-二芳基甲am，苯并恶唑，苯并噻唑和苯并咪唑的绿色高效方法。这种试剂制备通过纳米多孔TiO 2的变形例2与双-3-（三甲氧基甲硅烷） -铵硫酸氢（的TiO 2 - [BIP] -NH 2 + HSO 4 - ）。该方法在无溶剂条件下以非常短的反应时间以优异的收率得到了产物。催化剂的可重复使用性是所报道方法的另一个重要特征。
• Lewis acid catalyst free synthesis of benzimidazoles and formamidines in 1,1,1,3,3,3-hexafluoro-2-propanol
  作者：Samad Khaksar、Akbar Heydari、Mahmood Tajbakhsh、Seyed Mohammad Vahdat

  DOI：10.1016/j.jfluchem.2010.10.002

  日期：2010.12

  A simple, inexpensive, environmentally friendly and efficient route for the synthesis of benzimidazole and formamidine derivatives by the reaction of O-phenylenediamines or amines with orthoesters using hexafluoroisopropanol as a solvent/catalyst is described.

  描述了一种简单的，廉价的，环境友好的和有效的途径，其通过使用六氟异丙醇作为溶剂/催化剂通过邻苯二胺或胺与原酸酯的反应来合成苯并咪唑和甲am衍生物。
• Synthetic Applications of a New Magnetic Mesoporous Nanocomposite Catalyst Fe₃O₄@MCM-41@NH-SO₃H
  作者：Reyhaneh Pourhasan-Kisomi、Farhad Shirini、Mostafa Golshekan

  DOI：10.1080/00304948.2020.1870398

  日期：2021.3.4

  (2021). Synthetic Applications of a New Magnetic Mesoporous Nanocomposite Catalyst Fe3O4@MCM-41@NH-SO3H. Organic Preparations and Procedures International: Vol. 53, No. 2, pp. 166-175.

  （2021年）。新型磁性介孔纳米复合催化剂Fe3O4 @ MCM-41 @ NH-SO3H的合成应用。国际有机制剂和程序：Vol。53，第2号，第166-175页。
• Multicomponent Synthesis of 1-Aryl 1,2,4-Triazoles
  作者：Annie Tam、Ian S. Armstrong、Thomas E. La Cruz

  DOI：10.1021/ol401428x

  日期：2013.7.19

  A multicomponent (single reactor) process for the synthesis of 1-aryl 1,2,4-triazoles was explored and developed. This transformation prepared the 1,2,4-triazole directly from anilines, amino pyridines, and pyrimidines. The reaction scope was explored with 21 different substrates, and the position of the nitrogen atoms in the newly formed ring was established by 15N labeling and NMR spectroscopy.

  探索和开发了一种用于合成1-芳基1,2,4-三唑的多组分（单反应器）工艺。该转化直接从苯胺，氨基吡啶和嘧啶制备1,2,4-三唑。用21种不同的底物探索了反应范围，并通过15 N标记和NMR光谱确定了新形成的环中氮原子的位置。
• Formamidino and carbamoyl-formamidino complexes of manganese and rhenium carbonyls
  作者：Edward W. Abel、Stephen J. Skittrall

  DOI：10.1016/s0022-328x(00)83511-1

  日期：1980.2

  Lithio-1,3-diarylformamidines undergo reaction with the monomeric and dimeric carbonyl chlorides of manganese and rhenium, [M(CO)5Cl] and [M(CO)4Cl2] to yield respectively the carbamoyl-formamidino [M(CO)4-CON(R)CHNR] and the formamidino [M(CO)4RNCHNR] types of complex. The carbamoyl complexes undergo decarbonylation to produce the formamidino complexes in low yield.

  Lithio-1,3-二芳基甲am与锰和rh的[M（CO）5 Cl]和[ M（CO）4 Cl 2 ]的单体和二聚羰基氯化物反应，分别生成氨基甲酰基-甲酰胺基[M（CO ）4 - CON（R）CH = NR ]和甲酰胺基[M（CO）4 RNCH = NR ]类型的复合物。氨基甲酰基复合物进行脱羰作用以低产率生产甲酰胺基复合物。