N-(thiophene-2-ylmethylene)-1H-1,2,4-triazole-3-amine | 127528-85-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(thiophene-2-ylmethylene)-1H-1,2,4-triazole-3-amine
• 英文别名: N-(thiophen-2-ylmethylidene)-1H-1,2,4-triazol-3-amine；thiophen-2-ylmethylene-(1H-[1,2,4]triazol-3-yl)amine；N-(thiophene-2-yl-methylene)-1h-1,2,4-triazole-3-amine；1-thiophen-2-yl-N-(1H-1,2,4-triazol-5-yl)methanimine
• CAS: 127528-85-2
• 化学式: C₇H₆N₄S
• 分子量: 178.217
• InChiKey: XQEXRKRDUJNHCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(thiophene-2-ylmethylene)-1H-1,2,4-triazole-3-amine 、 nickel(II) acetate tetrahydrate 以 甲醇 为溶剂， 反应 0.08h， 以77.61%的产率得到
  参考文献：
  名称：

  Synthesis of some triazole Schiff base derivatives and their metal complexes under Microwave irradiation and evaluation of their corrosion inhibition and biological activity

  摘要：

  TWO triazole Schiff base derivatives N-(furan-2-ylmethylene)-1H-1,2,4-triazole-3-amine (FTA), N-(thiophene-2-ylmethylene)-1H-1,2,4-triazole-3-amine (TTA) and their metal complexes Co(II), Ni(II), Cu(II) and Zn(II) were synthesized under microwave irradiation. The structure of these compounds has been investigated by using elemental analysis, FT-IR, UV-Vis spectrometric methods, magnetic susceptibility, mass spectra, NMR, ESR and thermal studies. The antimicrobial activities of the prepared ligands and their respective Zn (II) complexes were studied against the bacterial (positive and negative) grams and fungal strains. The inhibitive characteristics of Schiff base ligands on C-steel corrosion in hydrochloric acid were studied using weight loss measurements. The prepared Schiff base derivatives show high inhibition efficiency and their adsorption surface was found to obey Langmuir model. The data also revealed that FTA is less than TTA in terms of inhibiting efficiency.

  DOI：

  10.21608/ejchem.2019.10834.1699
• 作为产物：
  描述：

  2-噻吩甲醛 、 3-氨基-1,2,4-三氮唑 以 甲醇 为溶剂， 反应 0.08h， 以99%的产率得到N-(thiophene-2-ylmethylene)-1H-1,2,4-triazole-3-amine
  参考文献：
  名称：

  一种简便的声化学方案，用于合成 3-氨基-和 4-氨基-1,2,4-三唑衍生的希夫碱作为潜在的抗菌剂。

  摘要：

  已经开发出一种简便的方法用于合成衍生自取代和未取代的3-氨基-和4-氨基-1,2,4-三唑的席夫碱。氨基三唑与各种芳香醛的缩合在超声波照射 3-5 分钟内以优异的产率提供了所需的席夫碱。通过IR、1HNMR和质谱对合成的化合物进行了表征。还筛选了合成的化合物对革兰氏阴性菌（大肠杆菌、宋内氏志贺氏菌、铜绿假单胞菌和伤寒沙门氏菌）和两种革兰氏阳性菌（金黄色葡萄球菌和枯草芽孢杆菌）菌株的抗菌潜力。

  DOI：

  10.1371/journal.pone.0229891

文献信息

• Comparative study of conventional and microwave-assisted synthesis of some Schiff bases and their potential as antimicrobial agents
  作者：Vikas Pandey、Viney Chawla、Shailendra K. Saraf

  DOI：10.1007/s00044-011-9592-6

  日期：2012.6

  A series of Schiff bases (compounds 1–10) were synthesized by condensing heterocyclic/aromatic aldehydes with heterocyclic/aromatic amines through both, conventional method and microwave-assisted synthesis. The compounds were confirmed by means of IR spectroscopy, Mass spectrometry, 1H NMR and elemental analyses. The compounds were assayed for antibacterial activity against selected strains of Gram

  一系列的席夫碱（化合物1 - 10）通过穿过两个缩合杂环/芳族醛与杂环/芳族胺的合成，现有的方法和微波辅助合成。通过IR光谱，质谱，1 H NMR和元素分析确认化合物。通过区域抑制法测定了这些化合物对所选革兰氏阳性，革兰氏阴性细菌和某些真菌菌株的抗菌活性。还确定了每种化合物的最小抑菌浓度（MIC）。通过微波辅助合成，反应时间大大减少。化合物2的MIC低至50μg/ ml （针对大肠杆菌，黑曲霉和产黄青霉（Penicillium chrysogenum）和10（对抗枯草芽孢杆菌）。该研究通过有效和简单的反应以及温和的反应条件提出了一系列潜在的抗菌剂，从而提供了一种绿色化学方法。