1,5-Bis(morpholin-4-ylmethyl)-1,3,5-triazinane-2,4-dione | 197806-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 1,5-Bis(morpholin-4-ylmethyl)-1,3,5-triazinane-2,4-dione
• CAS: 197806-19-2
• 化学式: C₁₃H₂₃N₅O₄
• 分子量: 313.357
• InChiKey: MTYCRUYDLAPWPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  77.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,4'-二溴甲基联苯 、 1,5-Bis(morpholin-4-ylmethyl)-1,3,5-triazinane-2,4-dione 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以71%的产率得到4,4'-Bis-[1,5-bis-(morpholinomethyl)-2,4-dioxohexahydro-1,3,5-triazin-3-ylmethyl]-biphenyl
  参考文献：
  名称：

  Zum Reaktionsverhalten von 2,4-Dioxohexahydro-1,3,5-triazin

  摘要：

  2,4-Dioxohexahydro-1,3,5-triazin (DHT) reacts with formaldehyde and secondary amines (Mannich reaction) to the corresponding 1,3,5- or 1,5-aminomethyl-DHTs (1a-8a or 1b-11b). DHT and formaldehyde give the methylol compounds 12a, 12b, and 12c. Alkylation of DHT with alkyl halides in presence of base and dimethyl-sulfoxide as the solvent affords the tri-N-alkyl derivatives 14-22. 1,5-Dimorpholinomethyl-DHT (1b) can be alkylated in position 3 with alkyl halides. The morpholinomethyl groups in positions 1 and 5 behave as protecting groups and are easily removable. Thus, it is possible to introduce different alkyl substituents into the molecule. The reaction of 1b with dihaloalkanes results in a coupling of two DHT molecules via the nitrogen in position 3 (compounds 26-29).

  DOI：

  10.1007/bf00806856
• 作为产物：
  描述：

  吗啉 、 2,4-二羰基六氢-1,3,5-三嗪 、 聚合甲醛 以 乙醇 、 水 为溶剂， 以92%的产率得到1,5-Bis(morpholin-4-ylmethyl)-1,3,5-triazinane-2,4-dione
  参考文献：
  名称：

  Zum Reaktionsverhalten von 2,4-Dioxohexahydro-1,3,5-triazin

  摘要：

  2,4-Dioxohexahydro-1,3,5-triazin (DHT) reacts with formaldehyde and secondary amines (Mannich reaction) to the corresponding 1,3,5- or 1,5-aminomethyl-DHTs (1a-8a or 1b-11b). DHT and formaldehyde give the methylol compounds 12a, 12b, and 12c. Alkylation of DHT with alkyl halides in presence of base and dimethyl-sulfoxide as the solvent affords the tri-N-alkyl derivatives 14-22. 1,5-Dimorpholinomethyl-DHT (1b) can be alkylated in position 3 with alkyl halides. The morpholinomethyl groups in positions 1 and 5 behave as protecting groups and are easily removable. Thus, it is possible to introduce different alkyl substituents into the molecule. The reaction of 1b with dihaloalkanes results in a coupling of two DHT molecules via the nitrogen in position 3 (compounds 26-29).

  DOI：

  10.1007/bf00806856

文献信息

• Zum Reaktionsverhalten von 2,4-Dioxohexahydro-1,3,5-triazin
  作者：H. Schmidt、M. St�hr

  DOI：10.1007/bf00806856

  日期：1997.5

  2,4-Dioxohexahydro-1,3,5-triazin (DHT) reacts with formaldehyde and secondary amines (Mannich reaction) to the corresponding 1,3,5- or 1,5-aminomethyl-DHTs (1a-8a or 1b-11b). DHT and formaldehyde give the methylol compounds 12a, 12b, and 12c. Alkylation of DHT with alkyl halides in presence of base and dimethyl-sulfoxide as the solvent affords the tri-N-alkyl derivatives 14-22. 1,5-Dimorpholinomethyl-DHT (1b) can be alkylated in position 3 with alkyl halides. The morpholinomethyl groups in positions 1 and 5 behave as protecting groups and are easily removable. Thus, it is possible to introduce different alkyl substituents into the molecule. The reaction of 1b with dihaloalkanes results in a coupling of two DHT molecules via the nitrogen in position 3 (compounds 26-29).

表征谱图