[Chloro-(3-ethoxycarbonyl-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-9-yl)-methylene]-dimethyl-ammonium; chloride | 70998-61-7

• 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: [Chloro-(3-ethoxycarbonyl-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-9-yl)-methylene]-dimethyl-ammonium; chloride
• 英文别名: [chloro-(3-ethoxycarbonyl-6-methyl-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-9-yl)methylidene]-dimethylazanium;chloride
• CAS: 70998-61-7
• 化学式: C₁₅H₂₁ClN₃O₃*Cl
• 分子量: 362.256
• InChiKey: ANCWSRYLIIMGBW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.23
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  64.2
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [Chloro-(3-ethoxycarbonyl-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-9-yl)-methylene]-dimethyl-ammonium; chloride 在 三乙胺 作用下， 生成 9-<(dimethylamino)chloromethylene>pyrido<1,2-a>-pyrimidine
  参考文献：
  名称：

  氮桥头化合物第21部分。制备新的2,3a，6a-三氮杂萘鎓季盐

  摘要：

  新环系统的第一个代表是2,3a，6a-三氮杂萘鎓季铵盐，是通过将含α-氯亚胺基团的四氢-4H-吡啶并[1,2-a]嘧啶-4-酮与偶氮甲亚胺环加成制备的。 。

  DOI：

  10.1016/s0040-4039(00)88441-5
• 作为产物：
  描述：

  dichloromethylenedimethyl iminium chloride 、 6-甲基-4-氧代-6,7,8,9-四氢吡啶并[1,6-a]嘧啶-3-羧酸乙酯 以 氯仿 为溶剂， 反应 3.0h， 生成 [Chloro-(3-ethoxycarbonyl-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-9-yl)-methylene]-dimethyl-ammonium; chloride
  参考文献：
  名称：

  Structural studies on 6-methyl-9-carbamoyl-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-ones by1H,13C and15N NMR spectroscopy

  摘要：

  AbstractSeveral 6‐methyl‐9‐carbamoyltetrahydro‐4H‐pyrido[1,2‐α]pyrimidin‐4‐ones have been prepared using phosgene iminium chloride. These compounds can exist in equilibrium as the cis (3A) imine ⇌ (3B) enamine ⇌ trans (3C) imine. 1H, 13C and 15N NMR prove that the cis‐ and trans‐imine isomers are predominant in the equilibrium. 1H NMR data reveal that the share of the 3B enamine form is negligible at measurable concentrations. The isomeric ratio 3A:3C is time dependent and can be monitored by measuring the CH3C‐6 and (CH3)2N signals. The 13C NMR data show that doublets in the range 42–45 ppm for C‐9 are only compatible with the imine forms 3A and 3C. The SCS values of the CH3C‐6 and OCN(CH3)2 groups were calculated and used for identification of the cis and trans isomers. 15N NMR data show that the N‐1 chemical shift of the imine is approximately − 140 ppm for compound 3, whereas that of a fixed enamine is around − 267.8. This provides additional support for the predominance of the imine tautomers in the equilibrium 3A ⇌ 3B ⇌ 3C. 15N data allow the stereoisomers 3A and 3C to be distinguished.

  DOI：

  10.1002/mrc.1270200408