6-amino-4-isobutyl-2-thioxo-N3,N5-di-o-tolyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide | 1453263-52-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-amino-4-isobutyl-2-thioxo-N3,N5-di-o-tolyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide
• 英文别名: 6-amino-4-isobutyl-2-thioxo-N³,N⁵-di-o-tolyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide
• CAS: 1453263-52-9
• 化学式: C₂₅H₃₀N₄O₂S
• 分子量: 450.605
• InChiKey: DIXRDPSVPHUVEI-UHFFFAOYSA-N

物化性质

• 熔点：
  162-164 °C(Solvent: Ethanol)
• 密度：
  1.24±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  96.25
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-amino-4-isobutyl-2-thioxo-N3,N5-di-o-tolyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 24.17h， 以53%的产率得到2-amino-4-isobutyl-6-[2-(4-methoxyphenylamino)-2-oxoethylsulfanyl]-N³,N⁵-di-o-tolyl-3,4-dihydropyridine-3,5-dicarboxamide
  参考文献：
  名称：

  4-alkyl-6-amino-4-N 3,N 5-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides: I. Tandem synthesis and alkylation. Molecular and crystal structure of 6-allylsulfanyl-2-amino-4-isobutyl-N 3,N 5-di-m-tolyl-3,4-dihydropyridine-3,5-dicarboxamide

  摘要：

  4-Alkyl-6-amino-4-N (3),N (5)-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides were obtained via tandem synthesis involving the Knoevenagel reaction, Michael reaction and intramolecular condensation. Alkylation of the obtained dicarboxamides proceeds regioselectively at the S atom to form the corresponding thioethers. Structure of 6-allylsulfanyl-2-amino-4-isobutyl-N (3),N (5)-di-m-tolyl-3,4-dihydropyridine-3,5-dicarboxamide was uniquely determined by XRD analysis.

  DOI：

  10.1134/s1070363213070153
• 作为产物：
  描述：

  3-amino-3-thioxo-N-(2-methylphenyl)propanamide 在 乙醇 、 sodium ethanolate 、 sodium 作用下， 反应 48.17h， 生成 6-amino-4-isobutyl-2-thioxo-N3,N5-di-o-tolyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide
  参考文献：
  名称：

  4-alkyl-6-amino-4-N 3,N 5-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides: I. Tandem synthesis and alkylation. Molecular and crystal structure of 6-allylsulfanyl-2-amino-4-isobutyl-N 3,N 5-di-m-tolyl-3,4-dihydropyridine-3,5-dicarboxamide

  摘要：

  4-Alkyl-6-amino-4-N (3),N (5)-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides were obtained via tandem synthesis involving the Knoevenagel reaction, Michael reaction and intramolecular condensation. Alkylation of the obtained dicarboxamides proceeds regioselectively at the S atom to form the corresponding thioethers. Structure of 6-allylsulfanyl-2-amino-4-isobutyl-N (3),N (5)-di-m-tolyl-3,4-dihydropyridine-3,5-dicarboxamide was uniquely determined by XRD analysis.

  DOI：

  10.1134/s1070363213070153

文献信息

• 4-Alkyl-6-amino-N 3,N 5-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides: II. Synthesis and selected reactions
  作者：V. D. Dyachenko、E. N. Karpov、I. A. Feskov

  DOI：10.1134/s1070363213090156

  日期：2013.9

  New 4-alkyl-6-amino-N (3),N (5)-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides have been prepared via enantioselective reaction of 3-amino-N-aryl-3-thioxopropanamides with N-aryl-2-cyanoacetamide and aliphatic aldehydes. The prepared products can be regioselectively alkylated at sulfur atom.