3-(trifluoromethyl)naphtho-1,2,4-triazine | 143681-60-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(trifluoromethyl)naphtho-1,2,4-triazine
• 英文别名: 2-(Trifluoromethyl)benzo[f][1,2,4]benzotriazine
• CAS: 143681-60-1
• 化学式: C₁₂H₆F₃N₃
• 分子量: 249.195
• InChiKey: XNMWPVFMLRWJBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-1-naphthyl-2,2,2-trifluoroethanimidic acid 1-methylethylidene hydrazide 在 次氯酸叔丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以76%的产率得到3-(trifluoromethyl)naphtho-1,2,4-triazine
  参考文献：
  名称：

  N-Substituted 2,2,2-trifluoroethanimidic acid 1-methylethylidene hydrazides as synthetic blocks for trifluoromethylated nitrogen heterocycles: syntheses and oxidative cyclizations

  摘要：

  N-Substituted 2,2,2-trifluoroethanimidic acid 1-methylethylidene hydrazides have been prepared and allowed to react with tert-butyl hypochlorite in CH2Cl2. N-Aryl-, N-alkyl-, and N-(methoxycarbonyl)amidrazones 2-4 undergo three types of cyclizations via the initially formed N-chloro intermediates leading to 3-(trifluoromethyl)-1,2,4-benzotriazines, 5, 3-(trifluoromethyl)-5-alkyltriazoles 8 and 9, and 3-chloro-3-(trifluoromethyl)-4-N-(methoxycarbonyl)-5,5-dimethyltriazoline (11), respectively. Reaction mechanisms for the cyclizations are discussed.

  DOI：

  10.1021/jo00048a042

文献信息

• N-Substituted 2,2,2-trifluoroethanimidic acid 1-methylethylidene hydrazides as synthetic blocks for trifluoromethylated nitrogen heterocycles: syntheses and oxidative cyclizations
  作者：Kenji Uneyama、Kouji Sugimoto

  DOI：10.1021/jo00048a042

  日期：1992.10

  N-Substituted 2,2,2-trifluoroethanimidic acid 1-methylethylidene hydrazides have been prepared and allowed to react with tert-butyl hypochlorite in CH2Cl2. N-Aryl-, N-alkyl-, and N-(methoxycarbonyl)amidrazones 2-4 undergo three types of cyclizations via the initially formed N-chloro intermediates leading to 3-(trifluoromethyl)-1,2,4-benzotriazines, 5, 3-(trifluoromethyl)-5-alkyltriazoles 8 and 9, and 3-chloro-3-(trifluoromethyl)-4-N-(methoxycarbonyl)-5,5-dimethyltriazoline (11), respectively. Reaction mechanisms for the cyclizations are discussed.