1-((3aR,7aR)-7-Acetyl-2-methyl-5-phenyl-3a,4,7,7a-tetrahydro-1H-1,4,6,7-tetraaza-inden-3-yl)-ethanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 1-((3aR,7aR)-7-Acetyl-2-methyl-5-phenyl-3a,4,7,7a-tetrahydro-1H-1,4,6,7-tetraaza-inden-3-yl)-ethanone
• 英文别名: 1-[(4aR,7aR)-1-acetyl-6-methyl-3-phenyl-2,4a,7,7a-tetrahydropyrrolo[3,2-e][1,2,4]triazin-5-yl]ethanone
• 化学式: C₁₆H₁₈N₄O₂
• 分子量: 298.345
• InChiKey: ZYCONZVYQVKRFX-GDBMZVCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  73.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-((3aR,7aR)-7-Acetyl-2-methyl-5-phenyl-3a,4,7,7a-tetrahydro-1H-1,4,6,7-tetraaza-inden-3-yl)-ethanone 在 硒脲酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 6.0h， 以13%的产率得到4-acetyl-5-hydroxy-2-(5'-methyl-3'-phenyl-1'H-1',2',4'-triazol-1'-yl)pyridine
  参考文献：
  名称：

  摘要：

  The reactions of 3-aryl-1,2,4-triazines with beta-aminovinyl ketones or ethyl beta-amino-crotonates in acetic anhydride at room temperature afforded cyclic products of the tandem nucleophilic addition, viz., 3a,4,7,7a-tetrahydro-1H-pyrrolo[3,2-e]-1,2,4-triazines, in good yields. Under oxidative conditions, the latter compounds underwent the pyrrole-ring opening under the action of potassium permanganate to form the corresponding triazinones and were transformed into thriazolyl-substituted pyridines under the action of selenious acid.

  DOI：

  10.1023/a:1026140218972
• 作为产物：
  描述：

  反式-4-氨基-3-戊烯-2-酮 、 乙酸酐 、 3-苯基-1,2,4-三嗪 反应 1.0h， 以49%的产率得到1-((3aR,7aR)-7-Acetyl-2-methyl-5-phenyl-3a,4,7,7a-tetrahydro-1H-1,4,6,7-tetraaza-inden-3-yl)-ethanone
  参考文献：
  名称：

  Aminovinyl ketones and aminovinyl esters as CCN building blocks for the synthesis of 1H-pyrrolo[3,2-e]1,2,4-triazines

  摘要：

  5,6-Unsubstituted-3-aryl-1,2,4-triazines were found to react with aminovinyl ketones and aminovinyl esters in acetic anhydride to form derivatives of 3a,4,7,7a-tetrahydro-1H-pyrrolo[3,2-e]1,2,4-triazines in good yields. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00060-1

文献信息

• Aminovinyl ketones and aminovinyl esters as CCN building blocks for the synthesis of 1H-pyrrolo[3,2-e]1,2,4-triazines
  作者：Valery N Charushin、Nataliya N Mochulskaya、Anatoly A Andreiko、Vera I Filyakova、Mikhail I Kodess、Oleg N Chupakhin

  DOI：10.1016/s0040-4039(03)00060-1

  日期：2003.3

  5,6-Unsubstituted-3-aryl-1,2,4-triazines were found to react with aminovinyl ketones and aminovinyl esters in acetic anhydride to form derivatives of 3a,4,7,7a-tetrahydro-1H-pyrrolo[3,2-e]1,2,4-triazines in good yields. (C) 2003 Elsevier Science Ltd. All rights reserved.
• ——
  作者：V. N. Charushin、N. N. Mochul'skaya、A. A. Andreiko、M. I. Kodess、D. V. Beskrovnyi、I. A. Litvinov、O. G. Sinyashin、O. N. Chupakhin

  DOI：10.1023/a:1026140218972

  日期：——

  The reactions of 3-aryl-1,2,4-triazines with beta-aminovinyl ketones or ethyl beta-amino-crotonates in acetic anhydride at room temperature afforded cyclic products of the tandem nucleophilic addition, viz., 3a,4,7,7a-tetrahydro-1H-pyrrolo[3,2-e]-1,2,4-triazines, in good yields. Under oxidative conditions, the latter compounds underwent the pyrrole-ring opening under the action of potassium permanganate to form the corresponding triazinones and were transformed into thriazolyl-substituted pyridines under the action of selenious acid.