4-ethyl-2-(p-nitrophenyl)amino-3,1-benzoxazine | 728034-87-5

• 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: 4-ethyl-2-(p-nitrophenyl)amino-3,1-benzoxazine
• 英文别名: 4-Ethyl-2-(p-nitrophenyl)amino-4h-3,1-benzoxazine；4-ethyl-N-(4-nitrophenyl)-4H-3,1-benzoxazin-2-amine
• CAS: 728034-87-5
• 化学式: C₁₆H₁₅N₃O₃
• 分子量: 297.313
• InChiKey: KHMKCNPUGBRXJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  79.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(4-nitrophenyl)-N-(2-cyclopropylphenyl)urea 以 三氟乙酸 为溶剂， 反应 3.0h， 以90%的产率得到4-ethyl-2-(p-nitrophenyl)amino-3,1-benzoxazine
  参考文献：
  名称：

  Synthesis of 2-amino-4H-3,1-benzoxazines and 2-amino-4H-3,1-benzothiazines by the rearrangement of o-cyclopropylphenylureas and o-cyclopropylphenylthioureas

  摘要：

  Syntheses are reported for 2-cyclopropylphenylureas and 2-cyclopropylphenylthioureas and the behavior of these compounds was studied under conditions for the acid-catalyzed opening of the cyclopropyl ring. Upon the action of concentrated sulfuric acid or trifluoroacetic acid, these ureas and thioureas can undergo rearrangement to the corresponding 3,1-benzoxazines and 3,1-benzothiazines.

  DOI：

  10.1007/s10593-008-0006-8

文献信息

• Synthesis of 2-amino-4H-3,1-benzoxazines and 2-amino-4H-3,1-benzothiazines by the rearrangement of o-cyclopropylphenylureas and o-cyclopropylphenylthioureas
  作者：A. N. Fedotov、E. V. Trofimova、V. A. Romanov、S. S. Mochalov、Yu. S. Shabarov、N. S. Zefirov

  DOI：10.1007/s10593-008-0006-8

  日期：2008.1

  Syntheses are reported for 2-cyclopropylphenylureas and 2-cyclopropylphenylthioureas and the behavior of these compounds was studied under conditions for the acid-catalyzed opening of the cyclopropyl ring. Upon the action of concentrated sulfuric acid or trifluoroacetic acid, these ureas and thioureas can undergo rearrangement to the corresponding 3,1-benzoxazines and 3,1-benzothiazines.