2-([(4-CHLOROPHENYL)IMINO]METHYL)PHENOL | 782-77-4

• 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: 2-([(4-CHLOROPHENYL)IMINO]METHYL)PHENOL
• 英文别名: N-(o-hydroxybenzylidene)-p-chloroaniline；(E)-2-(((4-chlorophenyl)imino)methyl)phenol；2-{(E)-[(4-chlorophenyl)imino]methyl}phenol；4-chloro-N-salicylideneaniline；CIMP；trans-N-Salicyliden-<4-chlor-anilin>；4-Chlor-N-salicyliden-anilin
• CAS: 782-77-4
• 化学式: C₁₃H₁₀ClNO
• mdl: MFCD01111696
• 分子量: 231.681
• InChiKey: OZLVEHYXNFJUFS-OQLLNIDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-([(4-CHLOROPHENYL)IMINO]METHYL)PHENOL 以84%的产率得到
  参考文献：
  名称：

  Kumar Baldev, Kumar Harish, Arora Shivani, Indian J. Chem. B, 32 (1993) N 7, S 779-782

  摘要：

  DOI：
• 作为产物：
  描述：

  6-[1-(4-Chloro-phenylamino)-meth-(Z)-ylidene]-cyclohexa-2,4-dienone 以 乙醇 为溶剂， 生成 2-([(4-CHLOROPHENYL)IMINO]METHYL)PHENOL
  参考文献：
  名称：

  Grummt, U.-W., Journal fur praktische Chemie (Leipzig 1954), 1985, vol. 327, # 2, p. 227 - 234

  摘要：

  DOI：

文献信息

• NMR spectra of intramolecularly hydrogen-bonded compounds—II
  作者：N.M.D. Brown、D.C. Nonhebel

  DOI：10.1016/0040-4020(68)88164-5

  日期：1968.1

  Schiff bases of aromatic amines and β-diketones including those containing Ph end-groups have been shown to exist as the keto-amine tautomer using NMR spectroscopy. The Schiff bases derived from aromatic amines and 2-hydroxyl-1-naphthaldehyde were concluded to be an equilibrium mixture of the ketoenamine and enolimine forms. The influence of electronic effects in the aromatic amines on the hydrogen-bond

  使用NMR光谱法已显示芳香胺和β-二酮的席夫碱（包括含Ph端基的席夫碱）作为酮胺互变异构体存在。衍生自芳族胺和2-羟基-1-萘醛的席夫碱被认为是酮烯胺和烯醇胺形式的平衡混合物。还研究了芳族胺中电子效应对氢键强度的影响。
• Zr4+-Catalyzed Efficient Synthesis of α-Aminophosphonates
  作者：J. S. Yadav、B. V. S. Reddy、K. Sarita Raj、K. Bhaskar Reddy、A. R. Prasad

  DOI：10.1055/s-2001-18444

  日期：——

  Aldimines undergo nucleophilic addition with diethyl phosphite in the presence of a catalytic amount of zirconium tetrachloride at ambient temperature to afford the corresponding α-aminophosphonates in high yields with high selectivity.

  在环境温度下，在催化量的四氯化锆存在下，醛亚胺与亚磷酸二乙酯发生亲核加成反应，以高收率和高选择性得到相应的 α-氨基膦酸酯。
• Synthesis and Biological Activity of Some 3-Aryl-3,4-dihydro-2H-benz[e]- 1,3-oxazines/6-bromo-3-aryl-3,4-dihydro-2H-benz[e]-1,3-oxazines
  作者：Davender Kumar Shukla、Manju Rani、Arif Ali Khan、Kavita Tiwari、Rajinder K. Gupta

  DOI：10.14233/ajchem.2013.14091

  日期：——

  N-(2-Hydroxy)-benzyl-arylamine (1) gives substantially pure 3-aryl-3,4-dihydro-2H-benz[e]-1,3-oxazines/6-bromo-3-aryl-3,4-dihydro-2H-benz[e]-1,3-oxazines (2) on cyclization with formaldehyde in methanol within 0.5-1.0 h at 65-68 ºC in excellent yields. The compounds thus prepared were screened for their antimicrobial studies against Gram-positive bacteria (Staphylococcus aureus, MTCC 96) and Gram-negative bacteria (E. coli, MTCC 739). For estimating antifungal activity the organism used is Candida albicans. Minimum inhibitory concentration of all the compounds was determined using the micro-broth dilution method.

  N-(2-羟基)-苄基芳胺(1)在甲醇中与甲醛进行环化反应，在65-68°C下0.5-1.0小时内，可以高产率地得到几乎纯的3-芳基-3,4-二氢-2H-苯并[e]-1,3-恶嗪/6-溴-3-芳基-3,4-二氢-2H-苯并[e]-1,1-恶嗪(2)。这些化合物随后被用于针对革兰氏阳性细菌（金黄色葡萄球菌，MTCC 96）和革兰氏阴性细菌（大肠杆菌，MTCC 739）的抗菌活性研究。为了评估抗真菌活性，使用的真菌为白色念珠菌。所有化合物的最低抑制浓度是通过微量肉汤稀释法确定的。
• Synthesis of 2,3-diaryl-3,4-dihydro-2H-1,3-benzoxazines and their fungicidal activities
  作者：Zilong Tang、Weiwen Chen、Zhonghua Zhu、Hanwen Liu

  DOI：10.1002/jhet.533

  日期：2011.3

  A series of novel 2,3‐diaryl‐3,4‐dihydro‐2H‐1,3‐benzoxazines have been prepared in high yields from o‐arylaminomethylphenols and aromatic aldehydes in the presence of SnCl4 for the first time, and their fungicidal activities were investigated too. Some of the products showed good fungicidal activities against Rhizoctonia solani justified by 100% activity of compound 1b. J. Heterocyclic Chem., (2010)

  首次在SnCl 4的存在下，由邻芳基氨基甲基苯酚和芳族醛以高收率制备了一系列新颖的2,3-二芳基-3,4-二氢-2H -1,3-苯并恶嗪，并且它们具有杀真菌作用活动也进行了调查。某些产品显示出良好的抗茄枯萎病菌的杀菌活性，这是由于化合物1b的活性为100％所证明的。J.杂环化​​学。（2010）
• Bis(phenoxy-imine) ruthenium(II) carbonyl complexes: syntheses, structures and their catalytic activities for conversion of aldehydes to nitriles
  作者：Dong-Zhu Ma、Ying Li、Zhi-Qiang Hao

  DOI：10.1080/00958972.2020.1795646

  日期：2020.6.17

  Abstract Three new ruthenium(II) carbonyl complexes that bear phenoxy-imine chelate ligands, [RN = CH(C6H4O)]2Ru(CO)2 (1: R = 2,6-Me2C6H3; 2: R = 4-OMeC6H4; 3: R = 4-ClC6H4) have been synthesized. These mononuclear ruthenium(II) complexes were fully characterized by elemental analysis, FT‒IR, and 1H and 13C NMR. Furthermore, the molecular structures of 1-3 were determined by X-ray crystal diffraction

  摘要 三种带有苯氧基-亚胺螯合配体的新型钌 (II) 羰基配合物 [RN = CH(C6H4O)]2Ru(CO)2 (1: R = 2,6-Me2C6H3; 2: R = 4-OMeC6H4; 3 : R = 4-ClC6H4) 已合成。这些单核钌 (II) 配合物通过元素分析、FT-IR 以及 1H 和 13C NMR 进行了全面表征。此外，通过X射线晶体衍射分析确定了1-3的分子结构。在 NaHCO3 作为碱的存在下，Ru 羰基配合物显示出中等至良好的催化活性，用于通过醛肟脱水将醛转化为腈。

表征谱图