2-{[(4-氯苯基)氨基]甲基}苯酚 | 7193-94-4

• 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: 2-{[(4-氯苯基)氨基]甲基}苯酚
• 中文别名: 苯酚,2-(4-氯苯基氨基甲基)-
• 英文名称: 2-((4-chlorophenylamino)methyl)phenol
• 英文别名: 2-{[(4-Chlorophenyl)amino]methyl}phenol；2-[(4-chloroanilino)methyl]phenol
• CAS: 7193-94-4
• 化学式: C₁₃H₁₂ClNO
• mdl: MFCD00020059
• 分子量: 233.697
• InChiKey: SJLCTRSOOSLQST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  2-{[(4-氯苯基)氨基]甲基}苯酚 在 三氯硫磷 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 2-chloro-3-(4-chlorophenyl)-3,4-dihydro-2H-1,3,2λ5-benzoxazaphosphinine-2-thione
  参考文献：
  名称：

  Chemoselective ring opening of benzoxazaphosphinines

  摘要：

  Cyclization of 2-[(4-chloroanilino)methyl]phenol (1) with thiophosphoryl chloride afforded 2-chloro-3-(4-chlorophenyl)-3,4-dihydro-2H-1,3,2 lambda(5)-benzoxazaphosphinine-2-thione (2). Reaction of 2 with various heterocyclic amines (3) in the presence of Et3N/NaH gave 3-(4-chlorophenyl)-2-nitrogen heterocyclic substituted-3,4-dihydro-2H-1,3,2 lambda(5)-benzoxaza-phosphinine-2-thiones (4). Further reaction of 4 with the N-sodium salt of amino heterocyclics in the presence of HCl at 50-60 degrees C opened the benzoxazaphosphinine ring chemoselectively at the endocyclic P-O bond and yielded 2-[4-chloro(heterocyclic substituted-phosphorothioyl)anilino]methylpheiiols 5-13. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.069
• 作为产物：
  描述：

  2-([(4-氯苯基)亚氨基]甲基)苯酚 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 2-{[(4-氯苯基)氨基]甲基}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

文献信息

• A simple method for the reduction of Schiff bases using biosynthesized nickel oxide nanoparticles
  作者：Alagesan Muthuvinothini、Selvaraj Stella

  DOI：10.1080/24701556.2020.1783683

  日期：2021.2.1

  Abstract An innovative and simple approach for the reduction of aldimines to the corresponding secondary amines was described using biosynthesized nickel oxide nanoparticles as heterogeneous catalyst and ammonium formate as the hydrogen donor. This catalytic transfer hydrogenation method was highly efficient and helps to synthesize amines with remarkable yields and without any coarse environment.

  描述了使用生物合成的氧化镍纳米粒子作为多相催化剂，甲酸铵作为氢供体，将醛亚胺还原为相应的仲胺的创新而简单的方法。这种催化转移加氢方法非常高效，并有助于以极高的收率且没有任何粗糙环境合成胺。
• Aminophenols as Efficient Ligand for Copper-Catalyzed Ullmann-type Synthesis of Diaryl Ethers
  作者：Cunwei Qian、Liang Qin、Qianshou Zong、Lin Wu、Dong Fang

  DOI：10.5012/bkcs.2013.34.12.3915

  日期：2013.12.20

  Biological and Chemical Engineering, Jiaxing University, Jiaxing, Zhejiang 314001, ChinaReceived August 14, 2013, Accepted September 26, 2013Key Words : Copper catalyst, Aminophenols, Ullmann coupling, Diaryl ethersCarbon-oxygen bonds extensively exist in all kinds ofbiologically active natural products, important pharmaceu-tical compounds and polymers.

  嘉兴大学生物与化学工程学院, 浙江嘉兴 314001 2013年8月14日收稿, 2013年9月26日收稿 关键词: 铜催化剂, 氨基酚, 乌尔曼偶联, 二芳基醚碳氧键广泛存在于各种具有生物活性的天然产物中、重要的药物化合物和聚合物。
• 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）
• Synthesis and Fungicidal Activity of Novel 2,3-Disubstituted-1,3-benzoxazines
  作者：Zilong Tang、Zhonghua Zhu、Zanwen Xia、Hanwen Liu、Jinwen Chen、Wenjing Xiao、Xiaoming Ou

  DOI：10.3390/molecules17078174

  日期：——

  A series of new 2,3-disubstituted-3,4-dihydro-2H-1,3-benzoxazines were prepared in moderate to excellent yields by aza-acetalizations of aromatic aldehydes with 2-(N-substituted aminomethyl)phenols in the presence of TMSCl. Their structures were confirmed by IR, 1H-NMR, 13C-NMR, MS and elemental analysis. The fungicidal activities of the target compounds were preliminarily evaluated, and some compounds exhibited good activity against Rhizoctonia solani.

  一系列新的2,3-二取代-3,4-二氢-2H-1,3-苯并噁嗪在TMSCl的存在下通过芳香醛与2-(N-取代氨基甲基)酚的氮杂乙缩合反应以中等到优良的产率制备。这些化合物的结构通过红外光谱、1H-NMR、13C-NMR、质谱和元素分析得到了确认。对目标化合物的杀真菌活性进行了初步评估，其中一些化合物对根腐菌Rhizoctonia solani展现了良好的活性。