2-(ethyl(phenyl)amino)nicotinic acid | 343221-55-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(ethyl(phenyl)amino)nicotinic acid
• 英文别名: 2-(N-ethylanilino)pyridine-3-carboxylic acid
• CAS: 343221-55-6
• 化学式: C₁₄H₁₄N₂O₂
• 分子量: 242.277
• InChiKey: YMDUZINIMCLOJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  53.43
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(ethyl(phenyl)amino)nicotinic acid 、 3-二甲氨基-1-丙醇 、 N-乙基哌啶 、 对甲苯磺酰氯 、 盐酸 生成 3-(dimethylamino)propyl 2-(N-ethylanilino)pyridine-3-carboxylate;hydron;chloride
  参考文献：
  名称：

  URBANSKA H.; SWIRSKA A.; BOGDAL M.; PRZEMYK B.; KRZYWOSINSKI L., ACTA POL. PHARM., 1979, 36, NO 6, 657-665

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯烟酸 、 N-乙基苯胺 在 吡啶 、 对甲苯磺酸 作用下， 以 水 为溶剂， 以78%的产率得到2-(ethyl(phenyl)amino)nicotinic acid
  参考文献：
  名称：

  From Competition to Commensuration by Two Major Hydrogen-Bonding Motifs

  摘要：

  Carboxylic acid acid hydrogen-bonding dimer and acid pyridine hydrogen-bonding motif are two competing supramolecular synthons that a molecule possessing both carboxylic acid and pyridine functional groups could form in the solid state. Their coexistence has been observed but for the molecules with the molar ratio of carboxylic acid and pyridine groups being greater than 1:1. In this crystal engineering study, 2-[phenyl(propyl)amino]nicotinic acid with a 1:1 molar ratio of these two functional groups was discovered to have two polymorphs, in which one consists of unique hydrogen-bonded tetramer units bearing both acid acid and acid pyridine hydrogen-bonding motifs, while the other is composed of acid pyridine hydrogen-bonded chains. Quantum mechanical calculations were employed to unravel the essence of the coexistence of the two vying counterparts as well as the origins of the tetramer and chain structures.

  DOI：

  10.1021/cg401532j

文献信息

• From Competition to Commensuration by Two Major Hydrogen-Bonding Motifs
  作者：Sihui Long、Panpan Zhou、Sean Parkin、Tonglei Li

  DOI：10.1021/cg401532j

  日期：2014.1.2

  Carboxylic acid acid hydrogen-bonding dimer and acid pyridine hydrogen-bonding motif are two competing supramolecular synthons that a molecule possessing both carboxylic acid and pyridine functional groups could form in the solid state. Their coexistence has been observed but for the molecules with the molar ratio of carboxylic acid and pyridine groups being greater than 1:1. In this crystal engineering study, 2-[phenyl(propyl)amino]nicotinic acid with a 1:1 molar ratio of these two functional groups was discovered to have two polymorphs, in which one consists of unique hydrogen-bonded tetramer units bearing both acid acid and acid pyridine hydrogen-bonding motifs, while the other is composed of acid pyridine hydrogen-bonded chains. Quantum mechanical calculations were employed to unravel the essence of the coexistence of the two vying counterparts as well as the origins of the tetramer and chain structures.
• URBANSKA H.; SWIRSKA A.; BOGDAL M.; PRZEMYK B.; KRZYWOSINSKI L., ACTA POL. PHARM., 1979, 36, NO 6, 657-665
  作者：URBANSKA H.、 SWIRSKA A.、 BOGDAL M.、 PRZEMYK B.、 KRZYWOSINSKI L.

  DOI：——

  日期：——