3-吡啶羧酸,5-氰基-1,4-二氢-1,2,6-三甲基-4-(2-硝基苯基)-,甲基酯 | 162828-13-9

• 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
• 中文名称: 3-吡啶羧酸,5-氰基-1,4-二氢-1,2,6-三甲基-4-(2-硝基苯基)-,甲基酯
• 英文名称: 5-methoxycarbonyl-3-cyano-1,2,6-trimethyl-4(o-nitrophenyl)-1,4 dihydropyridine
• 英文别名: methyl 5-cyano-1,2,6-trimethyl-4-(2-nitrophenyl)-4H-pyridine-3-carboxylate
• CAS: 162828-13-9
• 化学式: C₁₇H₁₇N₃O₄
• 分子量: 327.34
• InChiKey: PAHWFLZMUXWKJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  99.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-吡啶羧酸,5-氰基-1,4-二氢-1,2,6-三甲基-4-(2-硝基苯基)-,甲基酯 在 ammonium hexafluorophosphate 、 硫酸 作用下， 以 乙醇 为溶剂， 以83%的产率得到5-methoxycarbonyl-3-cyano-1,2,6-trimethyl-4(o-nitrophenyl)-pyridinium hexafluorophosphate
  参考文献：
  名称：

  Electrochemical behaviour of an unsymmetrical 4-(o-nitrophenyl)-1,4-dihydropyridine in protic medium

  摘要：

  The electrochemical behaviour of 3-cyano-5-methoxycarbonyl-2,6-dimethyl-4(o-nitrophenyl)-1,4-dihydropyridine and the corresponding N-methyl derivative have been investigated in hydroalcoolic medium. The 4 electron reduction leads to an amino-benzonaphtyridine N-oxide (cyclization from the reaction of the hydroxylamino group with the cyano substituent) when performed in acidic medium; in basic medium, the same reduction leads to a cyclic hydroxamic acid resulting from the condensation of the hydroxylamino group with the ester substituent. Anodic oxidations give the corresponding pyridine or pyridinium derivatives; subsequent reductions of the latter always lead to cyclic hydroxamic acids.

  DOI：

  10.1016/0040-4020(95)00057-f
• 作为产物：
  描述：

  methyl 5-cyano-2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3-carboxylate 、 硫酸二甲酯 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.5h， 以71%的产率得到3-吡啶羧酸,5-氰基-1,4-二氢-1,2,6-三甲基-4-(2-硝基苯基)-,甲基酯
  参考文献：
  名称：

  Electrochemical behaviour of an unsymmetrical 4-(o-nitrophenyl)-1,4-dihydropyridine in protic medium

  摘要：

  The electrochemical behaviour of 3-cyano-5-methoxycarbonyl-2,6-dimethyl-4(o-nitrophenyl)-1,4-dihydropyridine and the corresponding N-methyl derivative have been investigated in hydroalcoolic medium. The 4 electron reduction leads to an amino-benzonaphtyridine N-oxide (cyclization from the reaction of the hydroxylamino group with the cyano substituent) when performed in acidic medium; in basic medium, the same reduction leads to a cyclic hydroxamic acid resulting from the condensation of the hydroxylamino group with the ester substituent. Anodic oxidations give the corresponding pyridine or pyridinium derivatives; subsequent reductions of the latter always lead to cyclic hydroxamic acids.

  DOI：

  10.1016/0040-4020(95)00057-f

文献信息

• Electrochemical behaviour of an unsymmetrical 4-(o-nitrophenyl)-1,4-dihydropyridine in protic medium
  作者：J.Y. David、J.P. Hurvois、A. Tallec、L. Toupet

  DOI：10.1016/0040-4020(95)00057-f

  日期：1995.3

  The electrochemical behaviour of 3-cyano-5-methoxycarbonyl-2,6-dimethyl-4(o-nitrophenyl)-1,4-dihydropyridine and the corresponding N-methyl derivative have been investigated in hydroalcoolic medium. The 4 electron reduction leads to an amino-benzonaphtyridine N-oxide (cyclization from the reaction of the hydroxylamino group with the cyano substituent) when performed in acidic medium; in basic medium, the same reduction leads to a cyclic hydroxamic acid resulting from the condensation of the hydroxylamino group with the ester substituent. Anodic oxidations give the corresponding pyridine or pyridinium derivatives; subsequent reductions of the latter always lead to cyclic hydroxamic acids.