5-hydroxy-3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)pyrazole | 1299425-08-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-hydroxy-3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)pyrazole
• 英文别名: 3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)pyrazol-5-ol；5-hydroxy-3-methyl-1-(6-methyl-2-methylthiopyrimidin-4-yl)pyrazole
• CAS: 1299425-08-3
• 化学式: C₁₀H₁₂N₄OS
• 分子量: 236.297
• InChiKey: ZFATXTLTTYCGSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.71
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.83
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-hydroxy-3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)pyrazole 在 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 4,4'-(4-nitrobenzylidene)bis[3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1H-pyrazol-5-ol]
  参考文献：
  名称：

  1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: I. Synthesis of 3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-pyrazol-5-ol and specificity of its Knoevenagel reaction

  摘要：

  3-Methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1H-pyrazol-5-ol available via cyclocondensation of 6-methyl-2-methylsulfanylpyrimidin-4-ylhydrazine with ethyl acetoacetate reacted with aromatic aldehydes to give two kinds of products, 4-arylmethylidene-5-oxo-4,5-dihydropyrazole and arylbis(5-hydroxypyrazol-4-yl)methane derivatives, depending on the substituent in the aromatic aldehyde.

  DOI：

  10.1134/s1070363211020186
• 作为产物：
  描述：

  4-肼基-6-甲基-2-(甲硫基)嘧啶 在 potassium hydroxide 作用下， 以 乙醇 、 水 、 正丁醇 为溶剂， 反应 2.0h， 生成 5-hydroxy-3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)pyrazole
  参考文献：
  名称：

  1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: I. Synthesis of 3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-pyrazol-5-ol and specificity of its Knoevenagel reaction

  摘要：

  3-Methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1H-pyrazol-5-ol available via cyclocondensation of 6-methyl-2-methylsulfanylpyrimidin-4-ylhydrazine with ethyl acetoacetate reacted with aromatic aldehydes to give two kinds of products, 4-arylmethylidene-5-oxo-4,5-dihydropyrazole and arylbis(5-hydroxypyrazol-4-yl)methane derivatives, depending on the substituent in the aromatic aldehyde.

  DOI：

  10.1134/s1070363211020186

文献信息

• 1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: II. Electrophilic substitution in 5-hydroxy-3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1H-pyrazole
  作者：A. V. Erkin、V. I. Krutikov

  DOI：10.1134/s1070363211080202

  日期：2011.8

  Electrophilic substitution of hydrogen in bicyclic 5-hydroxy-3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1H-pyrazole occurs exclusively at the C(4) atom of the five-membered heteroring. Unstable electrophilic substitution products are stabilized via addition of the second substrate molecule with formation of bridged adducts.