N-Phenacyliden-4-brom-anilin | 19027-81-7

• 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-Phenacyliden-4-brom-anilin
• 英文别名: (2E)-2-[(4-Bromophenyl)imino]-1-phenylethan-1-one；2-(4-bromophenyl)imino-1-phenylethanone
• CAS: 19027-81-7
• 化学式: C₁₄H₁₀BrNO
• 分子量: 288.143
• InChiKey: NUGUKMHGGNHRFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 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：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-Phenacyliden-4-brom-anilin 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以92%的产率得到2-(4-溴苯胺基)-1-苯基乙醇
  参考文献：
  名称：

  Alcaide, Benito; Escobar, Gerardo; Perez-Ossorio, Rafael, Journal of Chemical Research, Miniprint, 1984, # 5, p. 1466 - 1488

  摘要：

  DOI：
• 作为产物：
  描述：

  4-bromo-N-(α-methoxyphenacyl)aniline 在 palladium on activated charcoal 作用下， 以 苯 为溶剂， 生成 N-Phenacyliden-4-brom-anilin
  参考文献：
  名称：

  Alcaide, Benito; Escobar, Gerardo; Perez-Ossorio, Rafael, Journal of Chemical Research, Miniprint, 1984, # 5, p. 1466 - 1488

  摘要：

  DOI：

文献信息

• Regiocontrolled addition in the reaction of -(α-methoxyphenacyl)anilines with methyl lithiobutyrate
  作者：Benito Alcaide、Carmen López-Hardomingo、Rafael Pérez-Ossorio、Joaquin Plumet、Julian Rodriguez-López

  DOI：10.1016/s0040-4039(00)85151-5

  日期：1986.1

  Reaction of various -substituted -(α-methoxyphenacyl)anilines with lithiobutyrate in excess gives,in good yield, compounds - through a regiocontrolled process.

  各种的反应取代-与锂代（α-甲氧基苯甲酰甲基）苯胺在过量丁酸给出，以良好的收率，化合物-通过regiocontrolled过程。
• Regiocontrolled nucleophilic additlon to the carbonyl and imino groups in the reaction of 2-arylamino-2-methoxy-1-phenylethanones with simple lithium ester enolates
  作者：Benito Alcaide、Julián Rodriguez-López、Angeles Monge、Virginia Pérez-Garcia

  DOI：10.1016/s0040-4020(01)87868-6

  日期：1990.1

  products to the carbonyl group. On the basis of the Isolation of all these compounds as stable products and of some transformations and crossover experiments a reasonable mechanism Is proposed for the whole process. In all cases, addition products at the imino groups can also be obtained by the SiO2-catalyzed rearrangement of the corresponding kinetic addition compounds. The synthesis of some substituted

  据报道，将锂酯烯醇盐3亲核加成到2-芳基氨基-2-甲氧基-1-苯基乙炔酮I（相关的苯乙二醛茴香醚2的合成当量）上。衍生自α，α-二烷基甲基酯3a和3b的烯醇化物通过热控制方法攻击羰基（运动产物）或亚氨基而产生加成产物，而衍生自二甲氧基乙酸甲酯，乙酸甲酯和丙酸甲酯的那些，3c，3d和3e。分别仅导致羰基的加成产物。在所有这些化合物作为稳定产物的分离以及一些转化和交叉实验的基础上，为整个过程提出了合理的机理。在所有情况下，也可以通过SiO 2获得亚氨基上的加成产物。催化的相应动力学加成化合物的重排。一些取代的4-苯甲酰基-β-内酰胺8a-g的合成是这项工作的特别重要的特征。
• Reductive Alkylation of α-Keto Imines Catalyzed by PTSA/FeCl₃: Synthesis of Indoles and 2,3′-Biindoles
  作者：P. Seetham Naidu、Sinki Kolita、Meenakshi Sharma、Pulak J. Bhuyan

  DOI：10.1021/acs.joc.5b00533

  日期：2015.6.19

  was developed. In the reaction protocol, three components were used in one pot and products were obtained in high yield in an easy workup procedure. The reaction occurred via initial reductive alkylation of α-keto imines, followed by a cyclization process in the presence of PTSA/FeCl3 as catalyst.

  开发了一种简单高效的合成高度官能化的吲哚和双吲哚的方法。在该反应方案中，在一个锅中使用了三种组分，并通过简单的后处理程序以高收率获得了产物。该反应通过α-酮亚胺的初始还原烷基化，然后在PTSA / FeCl 3作为催化剂的存在下的环化过程而发生。
• Antifungal Activities of Ketoazomethines of Phenyl Glyoxal and<i>p</i>-Substituted Anilines
  作者：Vishnu Vats、R. K. Upadhyay、Prathibha Sharma

  DOI：10.1155/2011/732197

  日期：——

  A new series of ketoazomethines were synthesized by condensation of phenyl glyoxal (prepared by partial oxidation of acetophenone) with variousp-substituted anilinesviz.p-Cl,p-Br,p-NO₂,p-(C₂H₅)₂N andp-CH₃. These compounds were characterized by elemental analysis, IR and H¹NMR. The synthesized ketoazomethines were screened for their antifungal acsutivity against hazardous fungi namelyFusarium oxysporum, Alternaria brassicola, SclerotiumandPythium.

  一系列新的酮偶氮亚胺化合物通过苯基乙二醛（通过对苯甲酮的部分氧化制备）与各种对位取代苯胺的缩合反应合成，包括p-Cl、p-Br、p-NO2、p-(C2H5)2N和p-CH3。这些化合物通过元素分析、红外光谱和H1核磁共振进行表征。合成的酮偶氮亚胺化合物被用于抗真菌活性筛选，针对危险真菌，包括Fusarium oxysporum、Alternaria brassicola、Sclerotium和Pythium。
• Synthesis and Antifungal Activity of 2-Ketophenyl-3-substituted aryl-1-thiazolidin-4-ones
  作者：Vishnu Vats、R. K. Upadhyay、Prathibha Sharma

  DOI：10.1155/2010/979353

  日期：——

  A new series of 2-ketophenyl-3-substituted aryl-1- thiazolidin-4-ones were synthesized by cyclocondensation of ketoazomethines and thioglycolic acid. Ketoazomethines were synthesized by condensation of phenyl glyoxal (prepared by partial oxidation of acetophenone) and variouspara-substituted anilines. Their structures were elucidated by elemental analysis, IR and H¹NMR; they were screened for their antifungal activity against hazardous fungi namelyFusarium Oxysporum, Pythium, SclerotiumandAlternaria brassicola.

  一种新的2-酮基苯基-3-取代芳基-1-噻唑烷-4-酮系列化合物通过酮基氮亚甲基和硫代乙酸环缩合成。酮基氮亚甲基通过苯基乙二醛（通过对乙酮的部分氧化制备）和各种对位取代苯胺的缩合制备而成。它们的结构经由元素分析、红外光谱和H¹NMR得到阐明；它们被用于筛选其抗真菌活性，针对危害性真菌，即福寿菌、病害菌、瘤胞菌和十字花科黑轮菌。