2-(2-nitrophenyl)-3-o-tolyl-3,4-dihydro-2H-benzo[e][1,3]oxazine | 1207177-97-6

• 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: 2-(2-nitrophenyl)-3-o-tolyl-3,4-dihydro-2H-benzo[e][1,3]oxazine
• 英文别名: 3-(2-Methylphenyl)-2-(2-nitrophenyl)-2,4-dihydro-1,3-benzoxazine
• CAS: 1207177-97-6
• 化学式: C₂₁H₁₈N₂O₃
• 分子量: 346.386
• InChiKey: FHTURGILAFODJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  58.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (6E)-6-[[(2-甲基苯基)氨基]亚甲基]环己-2,4-二烯-1-酮 在 sodium tetrahydroborate 、 四氯化锡 作用下， 以 甲醇 、 氯仿 、 环己烷 为溶剂， 反应 5.0h， 生成 2-(2-nitrophenyl)-3-o-tolyl-3,4-dihydro-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

• 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）
• 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.