2-((3-methylphenylamino)methyl)phenol | 17106-95-5

• 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-((3-methylphenylamino)methyl)phenol
• 英文别名: 2-m-Toluidinomethyl-phenol；(2-Hydroxy-benzyl)-m-tolyl-amin；2-{[(3-Methylphenyl)amino]methyl}phenol；2-[(3-methylanilino)methyl]phenol
• CAS: 17106-95-5
• 化学式: C₁₄H₁₅NO
• mdl: MFCD00086759
• 分子量: 213.279
• InChiKey: NBAMMAUECPRAGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-((3-methylphenylamino)methyl)phenol 在 tetraphosphorus decasulfide 、 三乙胺 、 sodium hydroxide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 、 苯 为溶剂， 反应 6.0h， 生成 4-(3-methylphenyl)-4,5-dihydrobenzo[f][1,4]oxazepin-3(2H)-thione
  参考文献：
  名称：

  Synthesis and structure–antibacterial activity relationship studies of 4-substituted phenyl-4,5-dihydrobenzo[f][1,4]oxazepin-3(2H)-thiones

  摘要：

  The synthesis and characterization of a series of 4-substituted phenyl-4,5-dihydrobenzo[f][1,4]oxazepin-3(2H)-thiones were presented. Preliminary in vitro antimicrobial activity of the compounds was assessed against a panel of microorganisms including S. aureus, E. faecalis, P. aeruginosa, E. coli, and C. albicans. Some of the compounds exhibited significantly in vitro antimicrobial activity. The pMIC values were correlated with physicochemical descriptors: Hammett substituent constants (sigma (m) and sigma (p) ) and the lipophilic constant (pi). One statistical significant 2D-QSAR model was obtained with para-substituted compounds. The pMIC values were also correlated with some theoretical descriptors as independent variables and four statistical significant 2D-QSAR models were also obtained with meta-substituted compounds.

  DOI：

  10.1007/s00044-010-9457-4
• 作为产物：
  描述：

  3-甲基苯胺 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 3.67h， 生成 2-((3-methylphenylamino)methyl)phenol
  参考文献：
  名称：

  2,3-二芳基-3,4-二氢-2H-1,3-苯并恶嗪的合成及其杀真菌活性

  摘要：

  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）

  DOI：

  10.1002/jhet.533

文献信息

• Qualitative Analysis of the Stability of the Oxazine Ring of Various Benzoxazine and Pyridooxazine Derivatives with Proton Nuclear Magnetic Resonance Spectroscopy
  作者：Gerard P. Moloney、David J. Craik、Magdy N. Iskander

  DOI：10.1002/jps.2600810721

  日期：1992.7

  3-benzoxazine and 3,4-dihydro-1,3-pyridooxazine derivatives was synthesized, and the hydrolysis of the derivatives was studied with proton nuclear magnetic resonance spectroscopy. The oxazine derivatives underwent various degrees of hydrolysis when H2O was added to dimethyl sulfoxide solutions of the compounds. The rates and extents of decomposition of the oxazine ring systems depended on the electronic effects

  合成了一系列的3,4-二氢-1,3-苯并恶嗪和3,4-二氢-1,3-吡啶并恶嗪衍生物，并利用质子核磁共振波谱研究了这些衍生物的水解。当将H 2 O加入到化合物的二甲基亚砜溶液中时，恶嗪衍生物经历了不同程度的水解。恶嗪环系统分解的速率和程度取决于分子内取代基的电子效应。对恶嗪分解期间产生的质子核磁共振谱以及恶嗪衍生物的稳定性趋势的研究表明在水解机理中形成了中间体。
• 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）
• [EN] BENZOXAZINE CONTAINING COMPOSITIONS OF MATTER AND CURABLE COMPOSITIONS MADE THEREWITH<br/>[FR] COMPOSITIONS DE SUBSTANCES CONTENANT DE LA BENZOXAZINE ET COMPOSITIONS DURCISSABLES FABRIQUÉES AVEC CELLES-CI
  申请人：HENKEL CORP

  公开号：WO2008156443A1

  公开（公告）日：2008-12-24

  [EN] A composition of matter in liquid form at a temperature of 50°C or less comprising a monofunctional benzoxazine compound embraced by the structure where R is a member selected from C1-40 alkyl, C2-40 alkenyl, each of which being optionally substituted or interupted by one or more O, N, S, C=O, COO, and NHC=O, and C6-20 aryl, m is 0-4, and R1-R5 are independently selected from C1-40 alkyl, C2-40 alkenyl, each of which is being optionally substituted or interupted by one ore more O, N, S, C=O, COOH, and NHC=O, and C6-20 aryl, and at least one of R1-R5 are present, is provided.
  [FR] La présente invention concerne une composition de substances sous forme liquide à une température de 50°C ou moins comprenant un composé benzoxazine monofonctionnel décrit par la structure dans laquelle R représente un élément choisi parmi un alkyle en C1 à C40, un alcényle en C2 à C40, chacun étant éventuellement substitué ou interrompu par un ou des O, N, S, C=O, COO, et NHC=O, et aryle en C6 à C20, m représentant de 0 à 4, et les R1 à R5 étant indépendamment choisis parmi un alkyle en C1 à C40, un alcényle en C2 à C40, chacun étant éventuellement substitué ou interrompu par un ou des O, N, S, C=O, COOH, et NHC=O, et aryle en C6 à C20, et au moins un des R1 à R5 étant présent.
• [EN] OXAZOLINE AND/OR OXAZINE COMPOSITIONS<br/>[FR] COMPOSITIONS À BASE D'OXAZOLINE ET/OU D'OXAZINE
  申请人：HENKEL CORP

  公开号：WO2010096295A2

  公开（公告）日：2010-08-26

  A curable composition comprising an oxazoline and/or an oxazine and a cationic cure initiator, in the absence of any phenolic compounds, is suitable for use as a molding or coating composition for semiconductor boards and devices.
• SnCl₄-Catalyzed Aza-Acetalization of Aromatic Aldehydes: Synthesis of Aryl Substituted 3,4-Dihydro-<i>2H</i>-1,3-benzoxazines
  作者：Zilong Tang、Weiwen Chen、Zhonghua Zhu、Hanwen Liu

  DOI：10.1080/00397911.2010.540691

  日期：2012.5.1

  Stannic tetrachloride was an efficient Lewis acid catalyst for the aza-acetalization of aromatic aldehydes with o-arylaminomethyl phenols, and a series of novel aryl substituted 3,4-dihydro-2H-1,3-benzoxazines were prepared in good yields under mild conditions. SnCl4 was a more efficient catalyst for the reaction than p-toluenesulfonic acid, sulfuric acid, and aluminium chloride.