[1-(3,4-Dichloro-phenyl)-meth-(E)-ylidene]-p-tolyl-amine | 63462-35-1

• 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: [1-(3,4-Dichloro-phenyl)-meth-(E)-ylidene]-p-tolyl-amine
• 英文别名: N-(3,4-Dichlorobenzylidene)-P-toluidine；1-(3,4-dichlorophenyl)-N-(4-methylphenyl)methanimine
• CAS: 63462-35-1
• 化学式: C₁₄H₁₁Cl₂N
• 分子量: 264.154
• InChiKey: RAGIQWCNHMYINM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [1-(3,4-Dichloro-phenyl)-meth-(E)-ylidene]-p-tolyl-amine 、 1,3-环己二酮 在 manganese triacetate 作用下， 反应 3.0h， 生成 2-{(3,4-Dichloro-phenyl)-[(E)-p-tolylimino]-methyl}-3-hydroxy-cyclohex-2-enone
  参考文献：
  名称：

  Solid-state radical reactions of 1,3-cyclohexanediones with in situ generated imines mediated by manganese(iii) acetate under mechanical milling conditions

  摘要：

  在固态条件下，乙酸锰(III)介导的1,3-环己二酮和5,5-二甲基-1,3-环己二酮与原位生成的亚胺的自由基反应通过机械研磨在室温下有效进行，并且良好至优异实现了产量。

  DOI：

  10.1039/b406402j
• 作为产物：
  描述：

  乙烷,三氯氟- 、 3,4-二氯苯甲醛 反应 1.0h， 生成 [1-(3,4-Dichloro-phenyl)-meth-(E)-ylidene]-p-tolyl-amine
  参考文献：
  名称：

  Solid-state radical reactions of 1,3-cyclohexanediones with in situ generated imines mediated by manganese(iii) acetate under mechanical milling conditions

  摘要：

  在固态条件下，乙酸锰(III)介导的1,3-环己二酮和5,5-二甲基-1,3-环己二酮与原位生成的亚胺的自由基反应通过机械研磨在室温下有效进行，并且良好至优异实现了产量。

  DOI：

  10.1039/b406402j

文献信息

• Chiral VAPOL Imidodiphosphoric Acid-Catalyzed Asymmetric Vinylogous Mannich Reaction for the Synthesis of Butenolides
  作者：Suoqin Zhang、Guangliang Zhang、Tianyun Zhou、Jigang Gao、Guofeng Liu、Xukai Guan、Dong An

  DOI：10.1055/s-0037-1610232

  日期：2018.9

  Chiral butenolides were synthesized by the enantioselective vinylogous Mannich reaction. Chiral (VAPOL)-type imidodiphosphoric acids are efficient catalysts for the asymmetric vinylogous Mannich (AVM) reaction of aldimines and trimethylsiloxyfuran in toluene. Under the optimized conditions, a series of butenolides were obtained with high yields (up to 98%) and enantioselectivities (up to 97% ee) as

  手性丁烯内酯是通过对映选择性乙烯基曼尼希反应合成的。手性 (VAPOL) 型亚胺二磷酸是醛亚胺和三甲基甲硅烷氧基呋喃在甲苯中进行不对称乙烯基曼尼希 (AVM) 反应的有效催化剂。在优化的条件下，获得了一系列具有高产率（高达 98%）和对映选择性（高达 97% ee）以及优异的非对映选择性（高达 99:1 dr）的丁烯内酯。
• New reaction of schiff base with dimedone: New method for the acridine derivatives under microwave irradiation
  作者：Shujiang Tu、Tuanjie Li、Yan Zhang、Feng Shi、Jianing Xu、Qian Wang、Jinpeng Zhang、Xiaotong Zhu、Bo Jiang、Runhong Jia、Junyong Zhang

  DOI：10.1002/jhet.5570440114

  日期：2007.1

  A novel cascade reaction of Schiff's base was described. The products afforded in the reaction depended on the ratio of the two starting materials. A possible mechanism of the reactions is proposed, which underwent the breaking and new formation of the bond between carbon atom and nitrogen atom.

  描述了席夫碱的新型级联反应。反应中提供的产物取决于两种原料的比例。提出了反应的可能机理，该机理经历了碳原子和氮原子之间的键的断裂和新形成。
• Efficient, Solvent-Free, Microwave-Enhanced Condensation of 5,5-Dimethyl-1,3-cyclohexanedione with Aldehydes and Imines Using LiBr as Inexpensive, Mild Catalyst
  作者：Dhruva Kumar、Jagir S. Sandhu

  DOI：10.1080/00397910902987792

  日期：2010.2.2

  Efficient, solvent-free, microwave-enhanced condensation of 5,5-dimethyl-1,3-cyclohexanedione with aldehydes using LiBr as catalyst affords xanthenediones. Imines gave only bis-5,5-dimethyl-1,3-cyclohexanediones at high power; a slightly longer period gave xanthenediones. In both types of reactions, the products are obtained in very good to excellent yields. The present protocol is inexpensive and ecofriendly.
• Substituent effects on the stretching vibration of C═N in multi‐substituted benzylideneanilines
  作者：Linyan Wang、Chaotun Cao、Chenzhong Cao

  DOI：10.1002/poc.3969

  日期：2019.9

  synthesized, and their infrared absorption spectra were recorded in this paper. On the basis of the stretching vibration frequencies νC═N of C═N bridging bond of 158 samples of substituted XBAYs (including 57 samples of 4,4′‐disubstituted XBAYs from reference and 101 samples of substituted XBAYs synthesized in this paper), an extensional research of substituent effects on the νC═N values from 4,4′‐disubstituted

  合成了39个3,4'/ 4,3'/ 3,3'-二取代的亚苄基苯胺（XBAYs）样品和52个多取代的XBAYs样品，并记录了它们的红外吸收光谱。根据158个取代的XBAY样品（包括参考文献中的57个4,4'-双取代的XBAY样品和101个合成的取代的XBAY样品）的C═N桥键的拉伸振动频率νC═N，进行了取代基对从4,4'-双取代XBAY到多取代XBAYs的νC═N值的扩展研究。用于量化νC═N的修正方程获得了多取代XBAY的值（如公式（3）所示）。公式（3）表明，对于多取代XBAYs的νC═N值进行定量回归分析，不能忽略Y的激发态取代基常数以及X和X之间的取代基特定的交叉相互作用效应。与等式（1）相比，等式（3）在量化替代XBAY的νC═N值方面具有更广泛的应用和更高的准确性。
• Solid-state radical reactions of 1,3-cyclohexanediones with in situ generated imines mediated by manganese(<scp>iii</scp>) acetate under mechanical milling conditions
  作者：Ze Zhang、Guan-Wu Wang、Chun-Bao Miao、Ya-Wei Dong、Ye-Bing Shen

  DOI：10.1039/b406402j

  日期：——

  Under solid-state conditions, manganese(III) acetate-mediated radical reactions of 1,3-cyclohexanedione and 5,5-dimethyl-1,3-cyclohexanedione with in situ generated imines proceeded efficiently by mechanical milling at room temperature and good to excellent yields were achieved.

  在固态条件下，乙酸锰(III)介导的1,3-环己二酮和5,5-二甲基-1,3-环己二酮与原位生成的亚胺的自由基反应通过机械研磨在室温下有效进行，并且良好至优异实现了产量。