3,4-dihydro-3-m-tolyl-2H-benzo[e][1,3]oxazine | 51891-98-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3,4-dihydro-3-m-tolyl-2H-benzo[e][1,3]oxazine
• 英文别名: 3-m-tolyl-3,4-dihydro-2H-benzo[e][1,3]oxazine；3-(3-Methylphenyl)-2,4-dihydro-1,3-benzoxazine
• CAS: 51891-98-6
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: SKPSKCOAQFYGFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-甲基苯胺 在 sodium tetrahydroborate 、 四氯化锡 作用下， 以 甲醇 、 乙醇 、 氯仿 、 环己烷 为溶剂， 反应 5.0h， 生成 3,4-dihydro-3-m-tolyl-2H-benzo[e][1,3]oxazine
  参考文献：
  名称：

  SnCl₄-Catalyzed Aza-Acetalization of Aromatic Aldehydes: Synthesis of Aryl Substituted 3,4-Dihydro-2H-1,3-benzoxazines

  摘要：

  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.

  DOI：

  10.1080/00397911.2010.540691

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。
• One pot synthesis of [1,3]-oxazine and [1,3]-thiazine derivatives under thermal and microwave conditions
  作者：S. Tumtin、I. T. Phucho、A. Nongpiur、R. Nongrum、J. N. Vishwakarma、B. Myrboh、R. L. Nongkhlaw

  DOI：10.1002/jhet.280

  日期：——

  efficient synthesis of substituted benzo [1,3] oxazine and benzo [1,3] thiazine derivatives under conventional heating, as well as microwave irradiation is reported. The compounds were obtained by the reaction of electron rich phenols, formaldehyde, and aromatic amines in methanol. Reactions which take 12–16 hr under conventional heating were successfully completed within a few minutes under microwave irradiation

  据报道，在常规加热以及微波辐射下，可以简单有效地合成取代的苯并[1,3]恶嗪和苯并[1,3]噻嗪衍生物。该化合物是通过使富电子的酚，甲醛和芳族胺在甲醇中反应而获得的。在常规加热下耗时12–16 hr的反应在微波辐射（无溶剂）下在几分钟内成功完成，收率中等至极佳。J.杂环化​​学.2010。
• [EN] BENZOXAZINES AND COMPOSITIONS CONTAINING THE SAME<br/>[FR] BENZOXAZINES ET COMPOSITIONS EN CONTENANT
  申请人：CYTEC IND INC

  公开号：WO2016109399A1

  公开（公告）日：2016-07-07

  A curable composition containing more than 80% by weight of a blend of benzoxazines, wherein the blend includes (A) one or more multifunctional benzoxazines and (B) a liquid, non-halogenated monofunctional benzoxazine. This composition has been found to be stable at high temperatures, e.g. 180°C-250°C, and suitable for making composite materials using conventional techniques such as prepregging and liquid resin infusion.

  一种可治愈的组合物，含有80%以上的苯并嗪混合物，其中混合物包括（A）一种或多种多功能苯并嗪和（B）一种液态、非卤素、单功能苯并嗪。已发现该组合物在高温下稳定，例如180°C-250°C，并适用于使用传统技术（如预浸法和液态树脂渗透）制作复合材料。
• TRIFUNCTIONAL BENZOXAZINE AND USE THEREOF IN CURABLE RESIN COMPOSITIONS AND COMPOSITE MATERIALS
  申请人：Cytec Industries Inc.

  公开号：EP3240780A1

  公开（公告）日：2017-11-08
• BENZOXAZINES AND COMPOSITIONS CONTAINING THE SAME
  申请人：Cytec Industries Inc.

  公开号：EP3240829B1

  公开（公告）日：2019-08-21