5-cyano-6-(2-dimethylaminovinyl)-1-(4-methylphenyl)-4-oxo-1,4-dihydropyrimidine | 130688-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-cyano-6-(2-dimethylaminovinyl)-1-(4-methylphenyl)-4-oxo-1,4-dihydropyrimidine
• 英文别名: 1-(p-tolyl)-5-cyano-6-(β-dimethylaminovinyl)-1,4-dihydropyrimidin-4-one；6-[(E)-2-(dimethylamino)ethenyl]-1-(4-methylphenyl)-4-oxopyrimidine-5-carbonitrile
• CAS: 130688-35-6
• 化学式: C₁₆H₁₆N₄O
• 分子量: 280.329
• InChiKey: DIKKEVWSCMWJSD-CMDGGOBGSA-N

物化性质

• 熔点：
  266-268 °C
• 沸点：
  387.7±52.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  59.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-cyano-6-(2-dimethylaminovinyl)-1-(4-methylphenyl)-4-oxo-1,4-dihydropyrimidine 在 ammonium hydroxide 、 sodium hydroxide 、 水 、 2,3-二甲基苯胺 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 14.0h， 生成 2-Amino-4-p-tolylamino-nicotinonitrile
  参考文献：
  名称：

  Synthesis and biological activity of 3,4-disubstituted 2-aminopyridines and 2-pyridones

  摘要：

  DOI：

  10.1007/bf00766250
• 作为产物：
  描述：

  α-cyano-β-dimethylaminocrotonamide 在 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 5-cyano-6-(2-dimethylaminovinyl)-1-(4-methylphenyl)-4-oxo-1,4-dihydropyrimidine
  参考文献：
  名称：

  Synthesis and hydrolytic cleavage of 1-aryl-5-cyano-6-(2-dimethylaminovinyl)-4-oxo(thioxo)-1,4-dihydropyrimidines

  摘要：

  1-Aryl-5-cyano-6-(2-dimethylaminovinyl)-4-oxo-1,4-dihydropyrimidines and their 4-thioxo analogs, which were prepared in three steps from cyanoacetamide and cyanothioacetamide, respectively, were subjected to hydrolysis. In aqueous AcOH, hydrolysis of N-(dimethylaminomethylene)-2-cyano-5-dimethylamino-2,4-pentadieneamide derivatives containing amino groups at position 3 afforded formylpyridones. The reaction of 2-cyano-3-dimethylaminothiocrotonamide with DMF dimethyl acetal gave rise to 3-cyano-4-dimethylamino-2-methylthiopyridine.

  DOI：

  10.1023/b:rucb.0000037857.07190.75

文献信息

• FAERMARK, I. F.;GUSS, L. T.;ERSHOV, L. V.;SHVARTS, G. YA.;GRANIK, V. G., XIM.-FARMATS. ZH., 24,(1990) N, S. 27-29
  作者：FAERMARK, I. F.、GUSS, L. T.、ERSHOV, L. V.、SHVARTS, G. YA.、GRANIK, V. G.

  DOI：——

  日期：——
• Synthesis and hydrolytic cleavage of 1-aryl-5-cyano-6-(2-dimethylaminovinyl)-4-oxo(thioxo)-1,4-dihydropyrimidines
  作者：A. S. Ivanov、N. Z. Tugusheva、L. M. Alekseeva、V. G. Granik

  DOI：10.1023/b:rucb.0000037857.07190.75

  日期：2004.4

  1-Aryl-5-cyano-6-(2-dimethylaminovinyl)-4-oxo-1,4-dihydropyrimidines and their 4-thioxo analogs, which were prepared in three steps from cyanoacetamide and cyanothioacetamide, respectively, were subjected to hydrolysis. In aqueous AcOH, hydrolysis of N-(dimethylaminomethylene)-2-cyano-5-dimethylamino-2,4-pentadieneamide derivatives containing amino groups at position 3 afforded formylpyridones. The reaction of 2-cyano-3-dimethylaminothiocrotonamide with DMF dimethyl acetal gave rise to 3-cyano-4-dimethylamino-2-methylthiopyridine.
• Synthesis and biological activity of 3,4-disubstituted 2-aminopyridines and 2-pyridones
  作者：I. F. Faermark、L. T. Guss、L. V. Ershov、G. Ya. Shvarts、V. G. Granik

  DOI：10.1007/bf00766250

  日期：1990.5