6-amino-1-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-4-(4-nitrophenyl)-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile | 1403747-33-0

• 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: 6-amino-1-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-4-(4-nitrophenyl)-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile
• 英文别名: 2-Amino-1-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-4-(4-nitrophenyl)-6-oxopyridine-3,5-dicarbonitrile；2-amino-1-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-4-(4-nitrophenyl)-6-oxopyridine-3,5-dicarbonitrile
• CAS: 1403747-33-0
• 化学式: C₂₄H₁₇N₇O₄
• 分子量: 467.443
• InChiKey: NGBNSEMVHAMZIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  163
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,1-二氰基-2-(-p-硝基苯基)-乙烯 、 2-氰基-N-(1,5-二甲基-3-氧代-2-苯基-2,3-二氢-1H-吡唑-4-基)-乙酰胺 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以75%的产率得到6-amino-1-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-4-(4-nitrophenyl)-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile
  参考文献：
  名称：

  A Facile and Convenient Synthesis of Novel Pyridine Derivatives Incorporating Antipyrine Moiety and Investigation of Their Antimicrobial Activities

  摘要：

  A series of potentially bioactive piperidines and pyridines, pendant to antipyrine moiety, were synthesized and evaluated in vitro for their antimicrobial potential. Condensation of acetamide 1 with arylaldehydes in (2:1 molar ratio) gave hitherto unreported novel piperidine-3-carboxamide derivatives 4a-c. Also, reaction of acetamide 1 with ethyl 2-cyano-3-(4-nitrophenyl)acrylate afforded unexpected piperidine-3-carboxamide 4c. On the other hands, treatment of acetamide 1 with (arylmethylene)malononitriles 7a,b afforded pyridine-3,5-dicarbonitrile derivatives 10a,b. The structures of the synthesized products were confirmed by IR, H-1 NMR, C-13 NMR and mass spectral techniques.

  DOI：

  10.3987/com-12-12520

文献信息

• A Facile and Convenient Synthesis of Novel Pyridine Derivatives Incorporating Antipyrine Moiety and Investigation of Their Antimicrobial Activities
  作者：Sayed M. Riyadh、Nabila A. Kheder、Ahlam M. Asiry

  DOI：10.3987/com-12-12520

  日期：——

  A series of potentially bioactive piperidines and pyridines, pendant to antipyrine moiety, were synthesized and evaluated in vitro for their antimicrobial potential. Condensation of acetamide 1 with arylaldehydes in (2:1 molar ratio) gave hitherto unreported novel piperidine-3-carboxamide derivatives 4a-c. Also, reaction of acetamide 1 with ethyl 2-cyano-3-(4-nitrophenyl)acrylate afforded unexpected piperidine-3-carboxamide 4c. On the other hands, treatment of acetamide 1 with (arylmethylene)malononitriles 7a,b afforded pyridine-3,5-dicarbonitrile derivatives 10a,b. The structures of the synthesized products were confirmed by IR, H-1 NMR, C-13 NMR and mass spectral techniques.