1,6-bis[4-(N,N-dimethylamino)-6-methylpyrimidinyl-2-thio]hexane | 500723-33-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,6-bis[4-(N,N-dimethylamino)-6-methylpyrimidinyl-2-thio]hexane
• 英文别名: 2-[6-[4-(dimethylamino)-6-methylpyrimidin-2-yl]sulfanylhexylsulfanyl]-N,N,6-trimethylpyrimidin-4-amine
• CAS: 500723-33-1
• 化学式: C₂₀H₃₂N₆S₂
• 分子量: 420.646
• InChiKey: ZHFDGCAGCSPIIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,6-二溴己烷 、 4-(N,N-dimethylamino)-2-mercapto-6-methylpyrimidine sodium salt 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以87%的产率得到1,6-bis[4-(N,N-dimethylamino)-6-methylpyrimidinyl-2-thio]hexane
  参考文献：
  名称：

  摘要：

  The acid-base behavior of the novel macrocycle, containing thiopyrimidine and uracil moieties 32-trimethyl-23,36-dioxo-15,19-dithio-2,9,13,20,24,31,34,35-octaazatatracyclo [28,3,1(10,14),1(20,24)]hexatriacontaheptaen-1(34),10(35),11,13,21,30,32 (1) and the acyclic 1,6-bis[4-(N,N-dimethylamino)-6-methylpyrimidinile-2-thio]hexane (2) were studied by potentiometric, UV-Vis, H-1, NMR spectroscopic methods in water-dimethyl sulfoxide (methanol, 1,4- dioxane) solutions and at the interface between water and chloroform phases. The data obtained indicate, that thiopyrimidine nitrogens are the protonation sites of both 1 and 2. The protonation of 2 occurs in one step, while 1 is protonated stepwise in the pH range 9-2.5. The NMR data indicate that the intramolecular interaction between protonated pyrimidine and uracil moieties is the main reason for the stabilization of protonated forms of 1. The protonation constants of 1 were found to be different in various water-organic mixtures, which is in accord with the different H-1 NMR spectra of 1 in various solvents. The protonation of 1 at the water-organic phase boundary is effected by the extraction of [1.2H](2+) into the aqueous phase, which can be regarded as a way of obtaining its water-soluble form.

  DOI：

  10.1023/a:1021415822282