邻羟苯亚甲基对溴苯胺 | 886-34-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 邻羟苯亚甲基对溴苯胺
• 英文名称: N-salicylidene 4-bromoaniline
• 英文别名: 2-(((4-bromophenyl)imino)methyl)phenol；Phenol, o-(p-bromophenylformimidoyl)-；2-[(4-bromophenyl)iminomethyl]phenol
• CAS: 886-34-0
• 化学式: C₁₃H₁₀BrNO
• 分子量: 276.132
• InChiKey: VWAMOQWOPYDCQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  邻羟苯亚甲基对溴苯胺 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 alpha-(对溴苯胺基)间甲苯酚
  参考文献：
  名称：

  A Quick Route for the Synthesis of 3-Aryl-3,4-dihydro-2H-benz[e]-1,3-oxazin-2-ones

  摘要：

  N-(2-羟基)-苄基-芳香胺（1）在20-25 ºC的DMSO中与碳酰二咪唑环化，20-30分钟后获得了3-芳基-3,4-二氢-2H-benz[e]-1,3-噁唑啉-2-酮（2），产率非常高。

  DOI：

  10.14233/ajchem.2013.14053
• 作为产物：
  描述：

  在 indium ammonium chloride 作用下， 以 甲醇 为溶剂， 以85%的产率得到邻羟苯亚甲基对溴苯胺
  参考文献：
  名称：

  Indium-Mediated Deoxygenation of Nitrones, N-Oxides and Deoxygenative Reductive Coupling of Nitrones to Vicinal Diamines

  摘要：

  We reported transformation of nitrones selectively either to aldamines or vicinal diamines and deoxygenation of N-oxides using Indium at ambient temperature in good yields.

  DOI：

  10.1080/00397910008086924

文献信息

• Aerobic oxidation of primary benzylic amines to amides and nitriles catalyzed by ruthenium carbonyl clusters carrying N,O-bidentate ligands
  作者：Xinlong Yan、Qing Dong、Ying Li、Lizhen Meng、Zhiqiang Hao、Zhangang Han、Guo-Liang Lu、Jin Lin

  DOI：10.1039/d0dt00045k

  日期：——

  new complexes 1b, 2a and 2b have been fully characterized by elemental analysis, FT-IR, NMR and X-ray crystallography. The catalytic activity of these ruthenium complexes for the aerobic oxidation of primary benzylic amines to amides and nitriles in the presence of t-BuOK was investigated, of which the Schiff base complex 2a was found to exhibit the highest activity.

  四个三核钌羰基簇（6-BrPyCHRO）2Ru3（CO）8（R = 4-OCH3C6H4，1a; R = 4-BrC6H4，1b）和（2-OC6H4-HC [双键，长度为m-破折号] N-C6H4R）2Ru3（CO）8（R = 4-OCH3，2a; R = 4-Br，2b）是由Ru3（CO）12与相应的N，O-双齿配体（两个吡啶基）反应合成的醇和两个席夫碱的比例分别为1：2。三种新的配合物1b，2a和2b已通过元素分析，FT-IR，NMR和X射线晶体学充分表征。研究了这些钌配合物在t-BuOK存在下将伯苄基胺有氧氧化为酰胺和腈的催化活性，发现席夫碱配合物2a表现出最高的活性。
• Simple synthesis of the novel Cu‐MOF catalysts for the selective alcohol oxidation and the oxidative cross‐coupling of amines and alcohols
  作者：Pouya Ghamari Kargar、Sima Aryanejad、Ghodsieh Bagherzade

  DOI：10.1002/aoc.5965

  日期：2020.12

  uncoordinated ‐N atom on the wall of the pores created UoB‐5 an excellent candidate for the catalytic activities without activation of the framework. It was confirmed with the heterogeneous catalytic experiments on the one‐pot tandem synthesis of imines from benzyl alcohols and anilines. Eventually, the new Cu‐MOF (UoB‐5) could be an alternative catalyst as a more economically favorable and environmentally

  新型的多孔金属-有机骨架Cu 2（bbda）0.5（Hbbda）1.5（OAc）1.5 .8H 2 O}（UoB-5）在超声辐照下采用新的席夫碱配体H 2 bbda（4，完全表征了4'（1,4-亚苯基双（氮杂亚基））双（甲亚基））二苯甲酸）。UoB-5的微孔性质已通过气体吸收测量得到证实。该构架是与叔丁基氢过氧化物（t‐BuOOH）作为氧化剂。UoB-5中存在配位不饱和金属位点可能是该反应具有高性能的原因。此外，使用带有游离-NC基团和孔壁上未配位的-N原子的长连接基团可以使UoB-5成为催化活性而不需激活骨架的绝佳候选者。从苯甲醇和苯胺单锅串联合成亚胺的多相催化实验证实了这一点。最终，新型Cu-MOF（UoB-5）可以作为替代催化剂，因为在催化领域更经济，对环境更友好。
• Organocatalytic Asymmetric Synthesis of<i>trans</i>-γ-Lactams
  作者：Shunxi Dong、Marcus Frings、Duo Zhang、Qianqian Guo、Constantin G. Daniliuc、Hanchao Cheng、Carsten Bolm

  DOI：10.1002/chem.201703263

  日期：2017.10.9

  An N-heterocyclic carbene (NHC)-catalyzed highly diastereo- and enantioselective formal [3+2] reaction of o-hydroxy aromatic aldimines and cinnamaldehydes leading to enantioenriched trans-γ-lactams was developed. Subsequent transformations allowed modifying the heterocyclic core of the products. An organocatalytic kinetic resolution of chiral lactams was demonstrated in a first proof-of-principle study

  开发了N-杂环卡宾（NHC）催化的邻羟基芳香亚胺和肉桂醛的高度非对映和对映选择性形式[3 + 2]反应，导致对映体富集的反式-γ-内酰胺。随后的转化允许修饰产物的杂环核心。在第一个原理证明研究中证明了手性内酰胺的有机催化动力学拆分。
• Extraction of Cobalt(II) from Sulfate Medium with Substituted Salicylideneanilines
  作者：Yamina Boukraa

  DOI：10.1134/s0036024418120075

  日期：2018.12

  liquid-liquid extraction of cobalt(II) from sulfate media (Na2SO4) with substituted salicylideneanilines (SAN) is investigated. The stoichiometry of the extracted complexes formed in the organic phase is evaluated. It was found that the cobalt is coordinated with three ligands (L), and composition of the extracted complex is: CoL2HL and cobalt is coordinated with two ligands (L) in case of substituted SA as

  摘要研究了用取代的水杨基苯胺（SAN）从硫酸盐介质（Na 2 SO 4）液-液萃取钴（II）。评价在有机相中形成的提取的复合物的化学计量。发现钴与三个配体（L）配位，并且提取的配合物的组成为：CoL 2 HL，并且在取代的SA为CoL 2的情况下，钴与两个配体（L）配位。根据取代基的性质计算和分析萃取常数的值。
• Synthesis, characterization and antimicrobial activity of copper(II) Schiff base adducts of some p-substituted aniline Schiff bases
  作者：A. O. Sobola、G. M. Watkins、R. O. Shaibu、S. Adewuyi、S. A. Amolegbe

  DOI：10.4314/bcse.v35i1.3

  日期：——

  The synthesis, characterization and antimicrobial activity of Cu(II) complexes of some p-substituted aniline Schiff base ligands have been carried out. The Schiff bases were obtained from salicylaldehyde and o-vanillin. The Cu(II) complexes have been characterized by elemental analysis, conductivity measurement, infrared and electronic spectral data. The complexes were obtained either as metal chelates [Cu(L)2] or Schiff base adducts (CuCl2.2LH).xH2O. The metal chelates were non-electrolytes while the Schiff base adducts exhibited 1:1 or 2:1 electrolytes in methanol. The Cu(II) complexes exhibited slight antimicrobial activity against Escherichia coli ATCC® 8739™*, Staphylococcus aureus subsp. aureus ATCC® 6538™*, Bacillus subtilis subsp. spizizenii ATCC® 6633™* and Candida albicans ATCC® 2091™*. The complexes exhibited significant antifungal activity.                     KEY WORDS: Metal Chelates, Schiff bases, Adducts, Cu(II) complexes, Salicylaldimines   Bull. Chem. Soc. Ethiop. 2021, 35(1), 33-42. DOI: https://dx.doi.org/10.4314/bcse.v35i1.3

  研究人员对一些对取代苯胺希夫碱配体的 Cu(II) 复合物进行了合成、表征和抗菌活性研究。这些希夫碱是从水杨醛和邻香兰素中获得的。Cu(II) 复合物通过元素分析、电导率测量、红外和电子光谱数据进行了表征。这些配合物以金属螯合物 [Cu(L)2] 或希夫碱加合物 (CuCl2.2LH).xH2O 的形式获得。金属螯合物是非电解质，而席夫碱加合物在甲醇中的电解质为 1:1 或 2:1。Cu(II) 复合物对大肠杆菌 ATCC® 8739™*、金黄色葡萄球菌亚种 ATCC® 6538™*、枯草杆菌亚种 spizenii ATCC® 6633™* 和白色念珠菌 ATCC® 2091™* 具有轻微的抗菌活性。这些复合物具有明显的抗真菌活性； ； 关键词：金属螯合物，席夫碱，加合物，Cu(II) 复合物，水杨醛亚胺 ； ； Bull.Chem.Soc.2021, 35(1), 33-42. ； DOI: https://dx.doi.org/10.4314/bcse.v35i1.3

表征谱图