3-(O-tolyl)-3,4-dihydro-2H-naphtho[2,1-e][1,3]oxazine | 1250256-66-6

• 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-(O-tolyl)-3,4-dihydro-2H-naphtho[2,1-e][1,3]oxazine
• 英文别名: 3,4-dihydro-3-o-tolyl-2H-naphtho[2,1-e][1,3]oxazine；3-(o-Tolyl)-2,4-dihydrobenzo[h][1,3]benzoxazine；3-(2-methylphenyl)-2,4-dihydrobenzo[h][1,3]benzoxazine
• CAS: 1250256-66-6
• 化学式: C₁₉H₁₇NO
• 分子量: 275.35
• InChiKey: IQPFLQOKSLHTQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 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：

  萘酚 、 1,3,5-三氟金刚烷 以 乙腈 为溶剂， 以70 %的产率得到3-(O-tolyl)-3,4-dihydro-2H-naphtho[2,1-e][1,3]oxazine
  参考文献：
  名称：

  Construction of Diverse N-Heterocycles by Formal (3 + 3) Cycloaddition of Naphthol/Thionaphthol/Naphthylamine and 1,3,5-Triazinanes

  摘要：

  DOI：

  10.1021/acs.joc.2c01822

文献信息

• Novel and Efficient Microwave-Assisted Three Component Reaction for the Synthesis Ofoxazine Derivatives
  作者：Preeti Bansal、Nakueshwar Jasuja、Gajanand Sharma

  DOI：10.13005/ojc/320442

  日期：2016.8.25

  Oxazine derivatives can be prepared with yield upto 98% within a few minutes by an efficient and novel one pot microwave- assisted three- component reaction from 1-naphthol, various anilines and formalin using montmorillonite as the catalyst. The procedure is very simple, efficient and environmentally friendly as it does not use any toxic auxiliary or solvent. The key advantages of this process are

  通过使用蒙脱石作为催化剂，由1-萘酚，各种苯胺和福尔马林进行高效，新颖的一锅微波辅助三组分反应，可以在几分钟内以高达98％的产率制备恶嗪衍生物。该过程非常简单，高效且环境友好，因为它不使用任何有毒的助剂或溶剂。该方法的主要优点是收率高，反应时间短，后处理容易，并且采用非色谱法纯化产物。
• An Efficient Synthesis of 3,4-Dihydro-3-substituted-2H-naphtho[2,1-e][1,3]oxazine Derivatives Catalyzed by Zirconyl(IV) Chloride and Evaluation of its Biological Activities
  作者：Amol H. Kategaonkar、Swapnil S. Sonar、Rajkumar U. Pokalwar、Atul H. Kategaonkar、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.5012/bkcs.2010.31.6.1657

  日期：2010.6.20

  †An efficient and novel one-pot synthesis of new 3,4-dihydro-3-substituted-2H-naphtho[2,1-e][1,3]oxazine derivatives from 1-naphthol, various anilines and formalin at room temperature grinding is presented. The six-membered N,O-heterocyclic skeleton was constructed via zirconyl(IV) chloride promoted Mannich type reaction. In vitro antimicrobial activities of synthesized compounds have been investigated

  †在室温下从 1-萘酚、各种苯胺和福尔马林高效且新颖的一锅法合成新的 3,4-二氢-3-取代-2H-萘并[2,1-e][1,3]恶嗪衍生物磨削呈现。六元 N,O-杂环骨架是通过氯化锆 (IV) 促进的曼尼希型反应构建的。与标准药物相比，合成化合物的体外抗菌活性已针对革兰氏阳性枯草芽孢杆菌、革兰氏阴性大肠杆菌和两种真菌白色念珠菌和黑曲霉进行了研究。初步生物测定结果表明，一些标题化合物具有显着的抗菌和抗真菌活性。
• Polyethylene glycol (PEG) mediated expeditious synthetic route to 1,3-oxazine derivatives
  作者：Pravin V. Shinde、Amol H. Kategaonkar、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1016/j.cclet.2011.01.011

  日期：2011.8

  Various 1,3-oxazine derivatives were synthesized in high yields, within shorter reaction times using PEG-400 as a safer medium/mediator. This synthetic route is exceedingly easy and avoids the use of acid/base catalysts. (C) 2011 Murlidhar S. Shingare. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Construction of Diverse <i>N</i>-Heterocycles by Formal (3 + 3) Cycloaddition of Naphthol/Thionaphthol/Naphthylamine and 1,3,5-Triazinanes
  作者：Xiang Liu、Yuhan Wang、Huitao Zheng、Junyan Huang、Zhengquan Su、Limin Zhao、Hua Cao

  DOI：10.1021/acs.joc.2c01822

  日期：2023.1.6