dimethyl 4-(4-flourophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate | 124864-41-1

• 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: dimethyl 4-(4-flourophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate
• 英文别名: Dimethyl 2,6-dimethyl-4-(4-fluorophenyl)-pyridine-3,5-dicarboxylate；Dimethyl 2,6-dimethyl-4-(4-fluorophenyl)pyridine-3,5-dicarboxylate；Dimethyl 4-(4-fluorophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate
• CAS: 124864-41-1
• 化学式: C₁₇H₁₆FNO₄
• 分子量: 317.317
• InChiKey: AFSBTEWAWHRXPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl 4-(4-flourophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate 、 氨基硫脲 在 吡啶 作用下， 以 乙醇 为溶剂， 以65%的产率得到2,2'-(4-(4-fluorophenyl)-2,6-dimethylpyridine-3,5-dicarbonyl)bis(hydrazine-1-carbothioamide)
  参考文献：
  名称：

  Microwave Assisted Synthesis of Some Pyridine Derivatives Containing Mercaptotriazole and Thiazolidinone as a New Class of Antimicrobial Agents

  摘要：

  A fast and facile procedure for the synthesis of pyridomereaptotriazole 4a-e and pyridothiazolidinone 5a-e is being reported starting from diliydropyridine 1a-e. Subsequent oxidation with nitrating mixture (HNO3/H2SO4) produced the anticipated 2,6-dimethylpyridine derivatives 2a-e, which were subsequently condensed with thiosemicarbazide in ethanol to produce the key intermediate 2,2'-[4(4-substituted phenyl)- 2,6-dimethylpyridine-3,5-diyl]dicarbonyldihydrazine carbothioamides 3a-e. In the final step pyridomercaptotriazole derivatives 4a-e were synthesized by treating 3a-e in alkaline media. In parallel pyridothiazolidinone derivatives 5a-e were obtained by the reaction of 3a-e with ClCH2COOH/CH3COONa. All the reactions were carried out on microwave irradiation in good yield with short time. The structures of all the compounds have been confirmed on the basis of their analytical, IR, H-1 NMR, and Mass spectral data (Tables I and II). The potent antimicrobial effects of the synthesized compounds were also investigated.

  DOI：

  10.1080/10426500701557138
• 作为产物：
  描述：

  dimethyl 4-(4-fluorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 在 Iron(III) nitrate nonahydrate 作用下， 以 二氯甲烷 为溶剂， 反应 0.13h， 以99%的产率得到dimethyl 4-(4-flourophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Hantzsch 1,4-二氢吡啶与Al(NO3)3·9H2O和/或Fe(NO3)3·9H2O在温和多相条件下在二氧化硅硫酸存在下的芳构化

  摘要：

  Hantzsch 1,4-二氢吡啶芳构化为相应吡啶的简单方便的方法是通过将硝酸铝或硝酸铁与硫酸硅酸结合作为环境友好的新型氧化介质来实现的。该氧化在二氯甲烷中在非均相条件下进行，产率良好至极好。

  DOI：

  10.1080/00397910903262195

文献信息

• Disubstituted pyridines
  申请人：Bayer Aktiengesellschaft

  公开号：US05470982A1

  公开（公告）日：1995-11-28

  For the treatment of lipoproteinaemia and arteriosclerosis, the new disubstituted pyridines of the formula ##STR1## in which R.sup.1 is optionally substituted aryl or heteroaryl, R.sup.2 is cycloalkyl or optionally substituted alkyl, R.sup.3 is hydrogen, cycloalkyl, or optionally substituted alkyl, aryl or heteroaryl, X is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--, A is ##STR2## R.sup.6 is hydrogen or alkyl, and R.sup.7 is hydrogen, alkyl, aralkyl or a cation.

  用于治疗脂蛋白血症和动脉硬化的新双取代吡啶的化学式为 ##STR1## 其中 R.sup.1 是可选取代芳基或杂环芳基，R.sup.2 是环烷基或可选取代烷基，R.sup.3 是氢，环烷基或可选取代烷基，芳基或杂环芳基，X 是 --CH.sub.2 --CH.sub.2 -- 或 --CH.dbd.CH--, A 是 ##STR2## R.sup.6 是氢或烷基，R.sup.7 是氢，烷基，芳基烷基或阳离子。
• Certain
  申请人：Bayer Aktiengesellschaft

  公开号：US04968689A1

  公开（公告）日：1990-11-06

  For the treatment of lipoproteinaemia and arteriosclerosis, the new disubstituted pyridines of the formula ##STR1## in which R.sup.1 is optionally substituted aryl or heteroaryl, R.sup.2 is cycloalkyl or optionally substituted alkyl, R.sup.3 is hydrogen, cycloalkyl, or optionally substituted alkyl, aryl or heteroaryl, X is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--, A is ##STR2## R.sup.6 is hydrogen or alkyl, and R.sup.7 is hydrogen, alkyl, aralkyl or a cation.

  用于治疗脂蛋白血症和动脉硬化的新的二取代吡啶化合物，其化学式为 ##STR1## 其中R.sup.1是可选取代的芳基或杂环芳基，R.sup.2是环烷基或可选取代的烷基，R.sup.3是氢、环烷基或可选取代的烷基、芳基或杂环芳基，X是--CH.sub.2--CH.sub.2--或--CH.dbd.CH--，A是 ##STR2## R.sup.6是氢或烷基，R.sup.7是氢、烷基、芳基烷基或阳离子。
• Polysubstituted pyridines useful for treating lipoproteinanaemia and
  申请人：Bayer Aktiengesellschaft

  公开号：US05502057A1

  公开（公告）日：1996-03-26

  For the treatment of lipoproteinaemia and arteriosclerosis, the new disubstituted pyridines of the formula ##STR1## in which R.sup.1 is optionally substituted aryl or heteroaryl, R.sup.2 is cycloalkyl or optionally substituted alkyl, R.sup.3 is hydrogen, cycloalkyl, or optionally substituted alkyl, aryl or heteroaryl, x is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--, A is ##STR2## R.sup.6 is hydrogen or alkyl, and R.sup.7 is hydrogen, alkyl, aralkyl or a cation.

  用于治疗脂蛋白血症和动脉硬化的新双取代吡啶的化学式为 ##STR1## 在该式中，R.sup.1 可选取代的芳基或杂环芳基，R.sup.2 为环烷基或可选取代的烷基，R.sup.3 为氢、环烷基或可选取代的烷基、芳基或杂环芳基，x 为 --CH.sub.2 --CH.sub.2 -- 或 --CH.dbd.CH--，A 为 ##STR2##，R.sup.6 为氢或烷基，R.sup.7 为氢、烷基、芳基烷基或阳离子。
• Aromatization of Hantzsch 1,4-Dihydropyridines with Al(NO₃)₃·9H₂O and/or Fe(NO₃)₃·9H₂O in the Presence of Silica Sulfuric Acid Under Mild and Heterogeneous Conditions
  作者：Arash Ghorbani-Choghamarani、Javad Zeinivand

  DOI：10.1080/00397910903262195

  日期：2010.7.27

  A simple and convenient method for the aromatization of Hantzsch 1,4-dihydropyridines to the corresponding pyridines is achieved via combination of aluminum or ferric nitrates and silica sulfuric acid as environmentally friendly and novel oxidizing media. This oxidation was carried out in dichloromethane under heterogeneous conditions with good to excellent yields.

  Hantzsch 1,4-二氢吡啶芳构化为相应吡啶的简单方便的方法是通过将硝酸铝或硝酸铁与硫酸硅酸结合作为环境友好的新型氧化介质来实现的。该氧化在二氯甲烷中在非均相条件下进行，产率良好至极好。
• Microwave Assisted Synthesis of Some Pyridine Derivatives Containing Mercaptotriazole and Thiazolidinone as a New Class of Antimicrobial Agents
  作者：Sarika Mehta、Neelam Swarnkar、Ritu Vyas、Jitendra Vardia、Pinki B. Punjabi、Suresh C. Ameta

  DOI：10.1080/10426500701557138

  日期：2007.12.24

  A fast and facile procedure for the synthesis of pyridomereaptotriazole 4a-e and pyridothiazolidinone 5a-e is being reported starting from diliydropyridine 1a-e. Subsequent oxidation with nitrating mixture (HNO3/H2SO4) produced the anticipated 2,6-dimethylpyridine derivatives 2a-e, which were subsequently condensed with thiosemicarbazide in ethanol to produce the key intermediate 2,2'-[4(4-substituted phenyl)- 2,6-dimethylpyridine-3,5-diyl]dicarbonyldihydrazine carbothioamides 3a-e. In the final step pyridomercaptotriazole derivatives 4a-e were synthesized by treating 3a-e in alkaline media. In parallel pyridothiazolidinone derivatives 5a-e were obtained by the reaction of 3a-e with ClCH2COOH/CH3COONa. All the reactions were carried out on microwave irradiation in good yield with short time. The structures of all the compounds have been confirmed on the basis of their analytical, IR, H-1 NMR, and Mass spectral data (Tables I and II). The potent antimicrobial effects of the synthesized compounds were also investigated.