N-[bis(4-dimethylaminophenyl)methylene]aniline | 26514-42-1

• 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-[bis(4-dimethylaminophenyl)methylene]aniline
• 英文别名: N-methylene>aniline；4.4'-Bis-dimethylamino-benzophenon-anil；4,4'-bis-dimethylamino-benzophenone-phenylimine；(4.4'-Bis-dimethylamino-benzhydryliden)-anilin；4,4'-Bis-dimethylamino-benzophenon-phenylimin；N-Phenyl-auramin；4-[C-[4-(dimethylamino)phenyl]-N-phenylcarbonimidoyl]-N,N-dimethylaniline
• CAS: 26514-42-1
• 化学式: C₂₃H₂₅N₃
• 分子量: 343.472
• InChiKey: AXBWRHXPDTZCOT-UHFFFAOYSA-N

物化性质

• 熔点：
  165 °C
• 沸点：
  479.6±45.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  18.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[bis(4-dimethylaminophenyl)methylene]aniline 在 氨 作用下， 生成 碱性嫩黄
  参考文献：
  名称：

  The Ketonimine Dyestuffs and their Derivatives

  摘要：

  DOI：

  10.1021/ja01333a047
• 作为产物：
  描述：

  米氏酮 在 氯化亚砜 、 乙醇 、 苯 作用下， 生成 N-[bis(4-dimethylaminophenyl)methylene]aniline
  参考文献：
  名称：

  Madelung, Journal fur praktische Chemie (Leipzig 1954), 1926, vol. <2> 114, p. 46

  摘要：

  DOI：

文献信息

• Facile Synthesis of Triarylmethanimine Promoted by a Lewis Acid - Base Pair: Theoretical and Experimental Studies
  作者：Yan Liu、Qiwu Yang、Dongling Hao、Wenqin Zhang

  DOI：10.1071/ch12090

  日期：——

  An efficient method for triarylmethanimine synthesis promoted by a Lewis acid–base pair (AlCl3–Et3N) was designed using mechanistic analysis with the aid of density functional theory. A series of triarylmethanimines were successfully prepared under mild conditions in good to excellent yields with a simple work-up procedure. The promoter, the Lewis acid–base pair (AlCl3–Et3N), is inexpensive, efficient, and shows good functional group tolerance. The experimental results show that the electronic effect played a significant role, i.e. the reactions proceeded smoothly when electron-sufficient arylamines and electron-deficient ketones were used as substrates.

  在密度泛函理论的帮助下，利用机理分析设计了一种由路易斯酸碱对（AlCl3-Et3N）促进的三芳基甲亚胺的高效合成方法。通过简单的操作步骤，在温和的条件下成功地制备了一系列三芳基甲亚胺，产率从良好到极佳。路易斯酸碱对（AlCl3-Et3N）是一种廉价、高效且具有良好官能团耐受性的促进剂。实验结果表明，电子效应发挥了重要作用，即当使用电子充足的芳胺和电子不足的酮作为底物时，反应进展顺利。
• Reactions of aniline with alkali metal diphenylketyls and dianions derived from benzophenone and Michler’s ketone
  作者：D. A. Turaeva、Yu. V. Kurbatov

  DOI：10.1007/s11178-005-0100-7

  日期：2004.12

  Potassium diphenylketyl and benzophenone dianion react with aniline to afford N-(diphenylmethylene) aniline. Under analogous conditions, the corresponding sodium and lithium derivatives undergo disproportionation with formation of triphenylmethanol, benzoic acid, and diphenylmethanol. The condensation of potassium and sodium bis(4-dimethylaminophenyl)ketyls and salts with Michler’s ketone dianion leads to formation of N-[bis(4-dimethylaminophenyl)methylene]aniline, while lithium bis(4-dimethylaminophenyl)-ketyl and Michler’s ketone dilithium salt are reduced to bis(4-dimethylaminophenyl)methanol.

  苯基酮钾和二苯甲酮二负离子与苯胺反应生成N-(二苯亚甲基)苯胺。在类似条件下，相应的钠和锂衍生物会发生歧化反应，生成三苯甲醇、苯甲酸和二苯甲醇。钾和钠的双(4-二甲氨基苯基)酮与米克尔酮二负离子盐缩合反应生成N-[双(4-二甲氨基苯基)亚甲基]苯胺，而锂双(4-二甲氨基苯基)酮和米克尔酮二锂盐则被还原为双(4-二甲氨基苯基)甲醇。
• Silver(I) Ion-Mediated Desulfurization-Condensation of Thiocarbonyl Compounds with Several Nucleophiles
  作者：Isao Shibuya、Yoichi Taguchi、Tohru Tsuchiya、Akihiro Oishi、Eisaku Katoh

  DOI：10.1246/bcsj.67.3048

  日期：1994.11

  desulfurization-condensation reaction was investigated in the presence of silver(I) salt for several kinds of thiocarbonyl compounds with nucleophiles. Such thiocarbonyl compounds as 4,4′-bis(dimethylamino)thiobenzophenone, ethylene trithiocarbonate, and N-(thiobenzoyl)morpholine react with malononitrile or other active methylene compounds in the presence of silver trifluoroacetate to afford the corresponding

  在银(I)盐存在下研究了几种硫代羰基化合物与亲核试剂的脱硫缩合反应。4,4'-双(二甲氨基)噻二苯甲酮、亚乙基三硫代碳酸酯和N-(硫代苯甲酰基)吗啉等硫代羰基化合物在三氟乙酸银存在下与丙二腈或其他活性亚甲基化合物反应，生成相应的烯烃化合物和硫化银。硫代羰基化合物与一些其他亲核试剂（如苯胺衍生物和乙二醇）的这种反应也得到了亚胺和 1,3-二氧戊环衍生物。
• Moehlau; Heinze, Chemische Berichte, 1902, vol. 35, p. 367
  作者：Moehlau、Heinze

  DOI：——

  日期：——
• DE53614
  申请人：——

  公开号：——

  公开（公告）日：——