6-acetyl-1,4-bis(trifluoromethyl)-5,6,7,8-tetrahydropyrido<3,4-d>pyridazine | 159049-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-acetyl-1,4-bis(trifluoromethyl)-5,6,7,8-tetrahydropyrido<3,4-d>pyridazine
• 英文别名: 1-[1,4-bis(trifluoromethyl)-7,8-dihydro-5H-pyrido[3,4-d]pyridazin-6-yl]ethanone
• CAS: 159049-38-4
• 化学式: C₁₁H₉F₆N₃O
• 分子量: 313.202
• InChiKey: COUDXLNSBVHMSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  46.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  6-acetyl-1,4-bis(trifluoromethyl)-5,6,7,8-tetrahydropyrido<3,4-d>pyridazine 在 palladium on activated charcoal 盐酸 、 xylene 作用下， 反应 37.5h， 生成 1,4-bis(trifluoromethyl)-pyrido<3,4-d>pyridazine
  参考文献：
  名称：

  Inverse-Electron-Demand Diels-Alder Reactions of Condensed Pyridazines, 4. Synthesis and Cycloaddition Reactions of 1,4-Bis(trifluoromethyl)pyrido[3,4-d]pyridazine

  摘要：

  The title compound (8) was prepared by a [4+2] cycloaddition reaction of 3,6-bis(trifluoromethyl)-1,2,4,5-tetrazine (1) with a 4-piperidone-derived enamine and subsequent aromatization of the tetrahydro compound (7). The azadiene reactivity of 8 was investigated employing enamines and a ketene-N,S-acetal as electron-rich dienophiles. A series of new condensed isoquinolines (10, 11, 12a,b, 13) was obtained and one of them (13) was characterized by X-ray structure determination.

  DOI：

  10.3987/com-94-6753
• 作为产物：
  描述：

  3,6-bis(trifluoromethyl)-1,2,4,5-tetrazine 、 1-乙酰基-4-(1-吡咯烷基)-1,2,3,6-四氢-吡啶 以 二氯甲烷 为溶剂， 反应 0.33h， 以74%的产率得到6-acetyl-1,4-bis(trifluoromethyl)-5,6,7,8-tetrahydropyrido<3,4-d>pyridazine
  参考文献：
  名称：

  Inverse-Electron-Demand Diels-Alder Reactions of Condensed Pyridazines, 4. Synthesis and Cycloaddition Reactions of 1,4-Bis(trifluoromethyl)pyrido[3,4-d]pyridazine

  摘要：

  The title compound (8) was prepared by a [4+2] cycloaddition reaction of 3,6-bis(trifluoromethyl)-1,2,4,5-tetrazine (1) with a 4-piperidone-derived enamine and subsequent aromatization of the tetrahydro compound (7). The azadiene reactivity of 8 was investigated employing enamines and a ketene-N,S-acetal as electron-rich dienophiles. A series of new condensed isoquinolines (10, 11, 12a,b, 13) was obtained and one of them (13) was characterized by X-ray structure determination.

  DOI：

  10.3987/com-94-6753