4-(4-methylbenzylideneamino)-3-mercapto-5-pyridin-4-yl-4H-1,2,4-triazole | 500144-66-1

• 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: 4-(4-methylbenzylideneamino)-3-mercapto-5-pyridin-4-yl-4H-1,2,4-triazole
• 英文别名: 4-[(4-methylphenyl)methylideneamino]-3-pyridin-4-yl-1H-1,2,4-triazole-5-thione
• CAS: 500144-66-1
• 化学式: C₁₅H₁₃N₅S
• 分子量: 295.368
• InChiKey: SNBBGQVXDNUNDG-UHFFFAOYSA-N

物化性质

• 沸点：
  439.5±47.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  85
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-methylbenzylideneamino)-3-mercapto-5-pyridin-4-yl-4H-1,2,4-triazole 、 氯乙酸乙酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 8.17h， 以68%的产率得到ethyl 6-(4-methylphenyl)-3-(4-pyridyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
  参考文献：
  名称：

  合成新型 1,2,4-三唑并 [3,4-b][1,3,4] 噻二嗪的高效便捷方案

  摘要：

  新型三唑噻二嗪类似物 5a-p 是通过多步合成序列获得的，从 5-取代的 4-氨基-1,2,4-三唑-3-硫醇 1 开始。化合物 1，在乙酸中与各种芳香醛 2 反应，提供希夫碱 3a–p。在室温下，在氢化钠存在下，3a-p 与氯乙酸乙酯 4 环化得到三唑噻二嗪 5a-p，收率良好。

  DOI：

  10.1080/00397910903261387
• 作为产物：
  描述：

  potassium 4-pyridinyldithiocarbazate 在 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.09h， 生成 4-(4-methylbenzylideneamino)-3-mercapto-5-pyridin-4-yl-4H-1,2,4-triazole
  参考文献：
  名称：

  Majumder, Sujan; Bashyal, Bishnu Maya; Gupta, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 10, p. 1260 - 1274

  摘要：

  DOI：

文献信息

• Synthesis, biological and computational study of new Schiff base hydrazones bearing 3-(4-pyridine)-5-mercapto-1,2,4-triazole moiety
  作者：Hamid Khanmohammadi、Mohammad H. Abnosi、Ali Hosseinzadeh、Malihe Erfantalab

  DOI：10.1016/j.saa.2008.05.003

  日期：2008.12

  A series of new Schiff base hydrazones (compounds 1-16) were synthesized by condensation reaction of 4-amino-3-(4-pyridine)-5-mercapto-1,2,4-triazole with various aldehydes and/or dialdehydes. The structure of the prepared compounds was confirmed by means of H-1 NMR, C-13 NMR, UV-vis, IR and elemental analyses. The all prepared compounds were assayed for antibacterial (Escherichia coli and Staphylococcus aureus) and antifungal (Candida albicans) activities by disc diffusion method. The results indicate that all tested compounds did not show any antibacterial activity against E. coli, as gram negative bacteria, and antifungal activity against C albicans. But the compounds 2, 3, 4. 6 and 8 containing 4-Cl. 4-Me, 4-MeO, 2,4-di-Cl and 2-OH substituted phenyl moiety, respectively, showed good inhibition against S. aureus as compare to standard drugs. The structure of all biologically active compounds has also been theoretically studied by ab initio Hartree-Fock (HF) methods. (c) 2008 Elsevier B.V. All rights reserved.
• Majumder, Sujan; Bashyal, Bishnu Maya; Gupta, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 10, p. 1260 - 1274
  作者：Majumder, Sujan、Bashyal, Bishnu Maya、Gupta

  DOI：——

  日期：——
• Efficient and Convenient Protocol for the Synthesis of Novel 1,2,4-Triazolo[3,4-b][1,3,4]Thiadiazines
  作者：Naser Foroughifar、Akbar Mobinikhaledi、Sattar Ebrahimi

  DOI：10.1080/00397910903261387

  日期：2010.7.27

  The novel triazolothiadiazine analogs 5a–p were obtained via a multistep synthetic sequence beginning with 5-substituted 4-amino-1,2,4-triazole-3-thiols 1. Compound 1, in reaction with various aromatic aldehydes 2 in acetic acid, afforded Schiff bases 3a–p. Cyclization of 3a–p with ethyl chloroacetate 4 in the presence of sodium hydride at room temperature gave triazolothiadiazines 5a–p in good yields

  新型三唑噻二嗪类似物 5a-p 是通过多步合成序列获得的，从 5-取代的 4-氨基-1,2,4-三唑-3-硫醇 1 开始。化合物 1，在乙酸中与各种芳香醛 2 反应，提供希夫碱 3a–p。在室温下，在氢化钠存在下，3a-p 与氯乙酸乙酯 4 环化得到三唑噻二嗪 5a-p，收率良好。