N-(5-((m-tolyloxy)methyl)-1,3,4-thiadiazol-2-yl)imidazolidin-2-imine | 960394-55-2

• 英文名称: N-(5-((m-tolyloxy)methyl)-1,3,4-thiadiazol-2-yl)imidazolidin-2-imine
• CAS: 960394-55-2
• 化学式: C₁₃H₁₅N₅OS
• 分子量: 289.361
• InChiKey: MJJOQXZQOVKOQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  71.43
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-(5-((m-tolyloxy)methyl)-1,3,4-thiadiazol-2-yl)imidazolidin-2-imine 、 丙烯腈 在 aluminum oxide 、 potassium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以67%的产率得到3-(2-((5-((m-tolyloxy)methyl)-1,3,4-thiadiazol-2-yl)amino)-4,5-dihydro-1H-imidazol-1-yl)propanenitrile
  参考文献：
  名称：

  A Novel Method for N3-Functionalized Aminoimidazolines and Aminopyrimidines by Aza-Michael Additions of Aminoimidazolines and Aminopyrimidines to α,β-Unsaturated Carbonyl Compounds

  摘要：

  An efficient and convenient procedure is described for the preparation of N3-functionalized aminoimidazolines and aminopyrimidines through the aza-Michael additions of aminoimidazolines and aminopyrimidines with alpha, beta-unsaturated carbonyl compounds catalyzed by KF/Al(2)O(3). This method offers a novel and efficient protocol for the N3-functionalized aminoimidazolines and aminopyrimidines with good regioselectivity and high purity under mild conditions.

  DOI：

  10.3987/com-07-11118
• 作为产物：
  描述：

  dimethyl (5-((m-tolyloxy)methyl)-1,3,4-thiadiazol-2-yl)carbonimidodithioate 、 乙二胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以81%的产率得到N-(5-((m-tolyloxy)methyl)-1,3,4-thiadiazol-2-yl)imidazolidin-2-imine
  参考文献：
  名称：

  A Novel Method for N3-Functionalized Aminoimidazolines and Aminopyrimidines by Aza-Michael Additions of Aminoimidazolines and Aminopyrimidines to α,β-Unsaturated Carbonyl Compounds

  摘要：

  An efficient and convenient procedure is described for the preparation of N3-functionalized aminoimidazolines and aminopyrimidines through the aza-Michael additions of aminoimidazolines and aminopyrimidines with alpha, beta-unsaturated carbonyl compounds catalyzed by KF/Al(2)O(3). This method offers a novel and efficient protocol for the N3-functionalized aminoimidazolines and aminopyrimidines with good regioselectivity and high purity under mild conditions.

  DOI：

  10.3987/com-07-11118