2,2'-(4-(4-methoxyphenyl)-2,6-dimethylpyridine-3,5-dicarbonyl)bis(hydrazine-1-carbothioamide) | 1075237-03-4

• 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: 2,2'-(4-(4-methoxyphenyl)-2,6-dimethylpyridine-3,5-dicarbonyl)bis(hydrazine-1-carbothioamide)
• CAS: 1075237-03-4
• 化学式: C₁₈H₂₁N₇O₃S₂
• 分子量: 447.542
• InChiKey: LRJCVBOJUSDNSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.33
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  156.42
• 氢给体数：
  6.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,2'-(4-(4-methoxyphenyl)-2,6-dimethylpyridine-3,5-dicarbonyl)bis(hydrazine-1-carbothioamide) 在 sodium hydroxide 作用下， 以68%的产率得到5-[4-(4-Methoxyphenyl)-2,6-dimethyl-5-(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)pyridin-3-yl]-1,2-dihydro-1,2,4-triazole-3-thione
  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：

  氨基硫脲 、 4-(4-甲氧基苯基)-2,6-二甲基吡啶-3,5-二羧酸二甲酯 在 吡啶 作用下， 以 乙醇 为溶剂， 以68%的产率得到2,2'-(4-(4-methoxyphenyl)-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