N-(4-methyl phenyl)-4,6-dimethyl-3-cyano-2-pyridone | 24522-51-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(4-methyl phenyl)-4,6-dimethyl-3-cyano-2-pyridone
• 英文别名: 3-Cyano-4,6-dimethyl-N-(4-methylphenyl)-2(1H)-pyridon；4,6-dimethyl-2-oxo-1-p-tolyl-1,2-dihydro-pyridine-3-carbonitrile；4,6-Dimethyl-2-oxo-1-p-tolyl-1,2-dihydro-pyridine-3-carbonitrile；4,6-dimethyl-1-(4-methylphenyl)-2-oxopyridine-3-carbonitrile
• CAS: 24522-51-8
• 化学式: C₁₅H₁₄N₂O
• mdl: MFCD01820818
• 分子量: 238.289
• InChiKey: XWONKHMPCMMDPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氰基对甲苯乙酰胺 、 乙酰丙酮 在 1,1,3,3-tetramethylguanidinium lactate 作用下， 生成 N-(4-methyl phenyl)-4,6-dimethyl-3-cyano-2-pyridone
  参考文献：
  名称：

  Ionic Liquid Catalyzed 4,6-Disubstituted-3-Cyano-2-Pyridone Synthesis Under Solvent-Free Conditions

  摘要：

  A green protocol for the synthesis of 4,6-disubstituted-3-cyano-2-pyridones from cyanoacetamides and 1,3-dicarbonyl compounds or chalcones using guanidine based ionic liquid as catalyst has been developed. In solvent-free conditions at 30 A degrees C, [TMG][Lac] (1,1,3,3-tetramethylguanidine lactate) was found to have the highest catalytic activity among the ionic liquids including [TMG][Ac] (1,1,3,3-tetramethylguanidine acetate), [TMG][Pr] (1,1,3,3-tetramethylguanidine propionate), [TMG][n-Bu] (1,1,3,3-tetramethylguanidine n-butyrate) and [TMG][TFA] (1,1,3,3-tetramethylguanidine trifluoroacetate). The catalyst was recovered and recycled several times without significant loss of catalytic activity.

  DOI：

  10.1007/s10562-011-0700-5

文献信息

• Synthesis of N‐Substituted 4,6‐Dimethyl‐3‐cyano‐2‐pyridones Under Microwave Irradiation
  作者：Dušan Mijin、Aleksandar Marinković

  DOI：10.1080/00397910500334421

  日期：2006.2.1

  N-substituted 4,6-dimethyl-3-cyano-2-pyridones have been prepared from acetylacetone, N-substituted cyanoacetamide, and pyperidine as catalyst under microwave irradiation without solvent. The rapid and simple method produced pure products in high yields.
• Ionic Liquid Catalyzed 4,6-Disubstituted-3-Cyano-2-Pyridone Synthesis Under Solvent-Free Conditions
  作者：Sunil S. Chavan、Mariam S. Degani

  DOI：10.1007/s10562-011-0700-5

  日期：2011.11

  A green protocol for the synthesis of 4,6-disubstituted-3-cyano-2-pyridones from cyanoacetamides and 1,3-dicarbonyl compounds or chalcones using guanidine based ionic liquid as catalyst has been developed. In solvent-free conditions at 30 A degrees C, [TMG][Lac] (1,1,3,3-tetramethylguanidine lactate) was found to have the highest catalytic activity among the ionic liquids including [TMG][Ac] (1,1,3,3-tetramethylguanidine acetate), [TMG][Pr] (1,1,3,3-tetramethylguanidine propionate), [TMG][n-Bu] (1,1,3,3-tetramethylguanidine n-butyrate) and [TMG][TFA] (1,1,3,3-tetramethylguanidine trifluoroacetate). The catalyst was recovered and recycled several times without significant loss of catalytic activity.