ethyl N-acetyl-2-(thiophen-2-yl)acetohydrazonate | 1391939-49-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: ethyl N-acetyl-2-(thiophen-2-yl)acetohydrazonate
• CAS: 1391939-49-3
• 化学式: C₁₀H₁₄N₂O₂S
• 分子量: 226.299
• InChiKey: MNZKYDQLTVJCKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  50.69
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl N-acetyl-2-(thiophen-2-yl)acetohydrazonate 、 2-(4-甲氧苯基)乙胺 反应 4.0h， 以82%的产率得到4-(4-methoxyphenethyl)-3-methyl-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazole
  参考文献：
  名称：

  Novel 1,2,4-Triazole Derivatives: Structure, DFT Study, X-Ray Analysis, and Antimicrobial Activity

  摘要：

  A series of novel 4-(4-methoxyphenethyl)-3,5-disubstime-4H-1,2,4-triazoles (3) are synthesized by reacting one of hydrazonates (1) with 2-(4-methoxyphenyl)ethanamine (2). The structures of compounds 3a-3f are elucidated from IR and NMR spectra. Compounds 3b and 3d are characterized also by X-ray crystallography. DFT computations of the compounds involve Gaussian 09 software package with Gauss Viewvisualization program. In determination of geometric optimization, vibrational frequencies, chemical shift values, DFT/B3LYP method with 6-311++G(d,p) basis set is used. Newly synthesized compounds are screened for antimicrobial activity. Compounds 3c-3f containing the 4-hydroxyphenyl group demonstrate moderate antimicrobial activity.

  DOI：

  10.1134/s1070428019020192

文献信息

• Synthesis, characterization, and antioxidant activities of new trisubstituted triazoles
  作者：KEMAL SANCAK、YASEMİN ÜNVER、DİLEK ÜNLÜER、ESRA DÜĞDÜ、GÜLCAN KÖR、FATİH ÇELİK、EMRAH BİRİNCİ

  DOI：10.3906/kim-1110-43

  日期：——

  A series of new 4-(3,4dimethoxyphenethyl)-3,5-akyl/aryl-4H- 1,2,4-triazoles (3a-g) were obtained by reaction of ethyl N'-(alkylidene/arylidene)hydrazonate (1) and 2-(3,4-dimethoxy phenyl)ethanamine (2). Compounds 4d, e, and g were synthesized from the reaction of corresponding compounds 3d, e, and g with BBr_3, respectively. The 10 new compounds synthesized were characterized by elemental analyses, IR, ^1H-NMR, and ^13}C-NMR spectral data. The structure of compound 3g was inferred through IR, ^1H-, ^13}C-NMR, elemental analyses, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antioxidant properties. Among the chemicals tested, 4d, e, and g exhibited the highest degree of antioxidant activity.

  通过乙基N'-(烷基/芳基)腙（1）和2-(3,4-二甲氧基苯基)乙胺（2）的反应，获得了一系列新的4-(3,4二甲氧基苯乙基)-3,5-烷基/芳基-4H-1,2,4-三唑（3a-g）。化合物4d、e和g分别由相应的化合物3d、e和g与BBr_3的反应合成。通过元素分析、红外光谱、^1H-核磁共振和^13}C-核磁共振光谱数据，对合成的10种新化合物进行了表征。通过红外光谱、^1H-、^13}C-核磁共振、元素分析和X射线光谱技术推断出化合物3g的结构。此外，还对新合成的化学物质进行了抗氧化性能筛选。在测试的化学物质中，4d、e和g表现出最高的抗氧化活性。