bis [4-dimethylamino-2-pyrimidyl] disulfide | 1103531-66-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: bis [4-dimethylamino-2-pyrimidyl] disulfide
• 英文别名: 2-[[4-(dimethylamino)pyrimidin-2-yl]disulfanyl]-N,N-dimethylpyrimidin-4-amine
• CAS: 1103531-66-3
• 化学式: C₁₂H₁₆N₆S₂
• 分子量: 308.431
• InChiKey: NIDCOBSSNCGIAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  2,4-二氯嘧啶 、 N,N-二甲基甲酰胺 在 sodium disulfide 作用下， 以 水 为溶剂， 以67%的产率得到bis [4-dimethylamino-2-pyrimidyl] disulfide
  参考文献：
  名称：

  A Novel Approach Toward the Synthesis and Characterization of Pyrimidyl Chalcogen Compounds

  摘要：

  A variety of hitherto unknown symmetrical and unsymmetrical pyrimidyl chalcogen compounds have been synthesized and characterized by elemental analysis using various spectroscopic techniques viz. NMR (1)H, (13)C, (77)Se and infrared. Two different methodologies were employed. The first method involves the use of hydrazine hydrate as reducing agent to generate dichalcogenide anions followed by reaction with 2,4-dichloropyrimidine to give the dichalcogenide compounds in good yield. The second method employs chlorine-magnesium exchange of 2,4-dichloropyrimidine using iso propyl magnesium chloride. The synthesis of the mixed phenyl pyrimidyl selenides have been achieved using sodium borohydride in ethanol as a reductive reagent to cleave Se-Se bond followed by alkylation with 2-chloro-4, 6-dimethylpyrimidine and 2, 4-dichloropyrimidine.

  DOI：

  10.1080/10426500801900972

文献信息

• Preparation and characterization of bis[4-dimethylamino-2-pyrimidyl] dichalcogenides (S, Se, Te): X-ray crystal structure of bis[4-dimethylamino-2-pyrimidyl] diselenide and its physicochemical behavior in microemulsion media
  作者：K.K. Bhasin、Ekta Arora、Khushwinder Kaur、Sung-Kyu Kang、Michael Gobel、T.M. Klapoetke、S.K. Mehta

  DOI：10.1016/j.tet.2008.10.069

  日期：2009.1

  Novel and synthetically important bis[4-dimethylamino-2-pyrimidyl] dichalcogenides (S, Se, Te) have been prepared and characterized with the help of elemental analysis and various spectroscopic techniques. The methodology employs hydrazine hydrate in dimethylformamide to reduce elemental chalcogen to generate the dichalcogenide anions, E-2(2-) (E=S, Se, Te), followed by reaction with 2,4-dichloropyrimidine to afford bis[4-dimethylamino-2-pyrimidyl] dichalcogenides in good yield. It further exploits the additional compositional degree of freedom available in mixed surfactant solution to allow solubilization and stabilization of bis[4-dimethylamino-2-pyrimidyl] diselenide in microemulsion media. (C) 2008 Elsevier Ltd. All rights reserved.