Ethyl 1,2,3,4-tetrahydro-2,4-dimethyl-1,3-dioxo-6-(phenylimino)pyrido<1',2':3,4>pyrimido<4,5-d>pyrimidine-9-carboxylate | 137320-25-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: Ethyl 1,2,3,4-tetrahydro-2,4-dimethyl-1,3-dioxo-6-(phenylimino)pyrido<1',2':3,4>pyrimido<4,5-d>pyrimidine-9-carboxylate
• 英文别名: ethyl 4,6-dimethyl-3,5-dioxo-9-phenylimino-4,6,8,10-tetrazatricyclo[8.4.0.02,7]tetradeca-1,7,11,13-tetraene-12-carboxylate
• CAS: 137320-25-3
• 化学式: C₂₁H₁₉N₅O₄
• 分子量: 405.413
• InChiKey: IUFLXTCUECOTQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  烟酸乙酯 、 1,3-dimethyl-2,4-dioxo-6[(triphenylphosphoranylidene)-amino]-1,2,3,4-tetrahydropyrimidine 、 异氰酸苯酯 生成 Ethyl 1,2,3,4-tetrahydro-2,4-dimethyl-1,3-dioxo-6-(phenylimino)pyrido<1',2':3,4>pyrimido<4,5-d>pyrimidine-9-carboxylate
  参考文献：
  名称：

  异缩合尿嘧啶甜菜碱通过三组分反应：亚氨基磷烷，杂芳烃，异氰酸酯

  摘要：

  1,3-二甲基-6（三苯基正膦基亚氨基氨基）尿嘧啶1以新型的三组分反应吡啶基[1,2-f]嘧啶基-[4,5-d]嘧啶5a-提供吡啶和异氰酸酯2a-f。h（5a的X射线分析）。

  DOI：

  10.1016/0040-4039(91)80015-x

文献信息

• Reactions of uracils. 21. Zwitterionic heteropolycyclic uracils by a novel three-component reaction: iminophosphorane, isocyanate, heteroarene
  作者：Heinrich Wamhoff、Andreas Schmidt

  DOI：10.1021/jo00077a013

  日期：1993.12

  The novel three-component reaction of (uracil-6-ylimino)phosphorane 1, isocyanate 2, and (substituted) pyridines gives, in a one-pot procedure, a variety of new pyrido[ 1',2':3,41 pyrimido[4,5-d]pyrimidines 3-11. The zwitterionic ground state of these new ring systems is i.a. established by means of solvatochromism, Hammett correlations, NMR, and X-ray analysis. Replacement of the pyridine by isoquinoline and phthalazine gives access to the novel ring systems pyrimido[4',5':4,5]pyrimido-[6,1-a]isoquinoline and -phthalazine, which are formed as dihydro derivatives (14, 15) or as zwitterions (13,17), depending on there action conditions. Oxidative cleavage of the phthalazine 15 in nitrobenzene affords the pyrimido[4,5-d]pyrimidines 16.