2,6-Dioxo-1,3,5,7-tetramethyldecahydro-1H,5H-diimidazo<4,5-b:4',5'-e>pyrazine Dihydrochloride | 133816-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪烷类
• 英文名称: 2,6-Dioxo-1,3,5,7-tetramethyldecahydro-1H,5H-diimidazo<4,5-b:4',5'-e>pyrazine Dihydrochloride
• 英文别名: 2,6-Dioxo-1,3,5,7-tetramethyldecahydro-1H,5H-diimidazo[4,5-b:4',5'-e]pyrazine Dihydrochloride
• CAS: 133816-41-8
• 化学式: C₁₀H₁₈N₆O₂*2ClH
• 分子量: 327.214
• InChiKey: KVJGEWCEIPRFQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  71.16
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1,3-二甲基脲 、 2,3,5,6-四羟基哌嗪-1,4-二甲醛 在 盐酸 作用下， 反应 48.0h， 以29%的产率得到2,6-Dioxo-1,3,5,7-tetramethyldecahydro-1H,5H-diimidazo<4,5-b:4',5'-e>pyrazine Dihydrochloride
  参考文献：
  名称：

  Facile synthesis and nitration of cis-syn-cis-2,6-dioxodecahydro-1H,5H-diimidazo[4,5-b:4',5'-e]pyrazine

  摘要：

  The title ring system was synthesized for the first time by acid-promoted condensation of ureas with 1,4-diformyl-2,3,5,6-tetrahydroxypiperazine. Nitrosation and nitration of the polycycle occurs first at the piperazine nitrogens. Successive further nitration leads to tetra-, penta-, and hexanitro derivatives. X-ray crystallographic analysis of the tetra- and hexanitro derivatives established the cis-syn-cis configuration and an all-axial conformation for this ring system. Possible reasons for the stereoselectivity of the condensation reaction are discussed.

  DOI：

  10.1021/jo00010a043