1,3-Bis<3-(pyrrolidin-1-yl)propyl>hexahydropyrimidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1,3-Bis<3-(pyrrolidin-1-yl)propyl>hexahydropyrimidine
• 英文别名: 1,3-Bis(3-pyrrolidin-1-ylpropyl)-1,3-diazinane
• 化学式: C₁₈H₃₆N₄
• 分子量: 308.511
• InChiKey: JGJQNDZRQFPYLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  13
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-Bis<3-(benzotriazol-1-yl)-3-(2-oxopyrrolidin-1-yl)propyl>hexahydropyrimidine 生成 1,3-Bis<3-(pyrrolidin-1-yl)propyl>hexahydropyrimidine
  参考文献：
  名称：

  Katritzky Alan R., Rachwal Stanislaw, Rachwal Bogumila, J. Org. Chem, 59 (1994) N 18, S 5206-5214

  摘要：

  DOI：

文献信息

• Additions of 1-(.alpha.-Aminoalkyl)benzotriazoles to N-Vinylamines and N-Vinylamides. A Novel and Versatile Method for the Preparation of Unsymmetrically Substituted 1,3-Diamines
  作者：Alan R. Katritzky、Stanislaw Rachwal、Bogumila Rachwal

  DOI：10.1021/jo00097a023

  日期：1994.9

  Additions of N,N-dialkyl-1H-benzotriazole-1-methanamines 1 to 9-vinylcarbazole followed by reduction of the adducts with lithium aluminum hydride gave the corresponding 9-(3-(dialkylamino)propyl)carbazoles 8 in good yield. Treatment of the adducts with Grignard reagents gave products 9 with an alkyl or aryl group at the C-1 atom of the propylene linkage. Use of alpha-phenyl-N,N-dialkyl-1H-benzotriazole-1-methanamine (14) in the addition led to the C-3 phenyl substituted products 15-18. Similar additions to N-vinyl-N-methylacetamide or 1-vinyl-2-pyrrolidinone followed by reduction of the adducts gave unsymmetrically substituted 1,3-propanediamines. Triamine 36 was obtained by condensation of ethylamine with formaldehyde and benzotriazole, addition of the product to 1-vinylpyrrolidinone, and reduction of the adduct with lithium aluminum hydride. 1,3-Propanediamine used in this process gave hexahydropyrimidine 39 while 1,6-hexanediamine gave hexamine 42.