2-(3-[2-(2-thienyl)vinyl]-1H-1,2,4-triazol-5-yl)-phenol | 701246-88-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3-[2-(2-thienyl)vinyl]-1H-1,2,4-triazol-5-yl)-phenol
• 英文别名: 2-[5-(2-thiophen-2-ylethenyl)-1H-1,2,4-triazol-3-yl]phenol
• CAS: 701246-88-0
• 化学式: C₁₄H₁₁N₃OS
• 分子量: 269.327
• InChiKey: YCRRPOVGUOWOAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-[2-(2-thienyl)vinyl]-1H-1,2,4-triazol-5-yl)-phenol 、 3-chloro-10-chloroacetylphenothiazine 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 1.75h， 以75%的产率得到2-(1-[2-(2-chloro-10H-phenothiazin-10-yl)-2-oxoethyl]-5-[2-(2-thienyl)vinyl]-1H-1,2,4-triazol-3-yl)phenol
  参考文献：
  名称：

  Reactions of hydroxyphenyl-substituted 1,2,4-triazoles with electrophylic reagents

  摘要：

  Reactions of hydroxyphenyl substituted 1,2,4-triazoles with various electrophylic reagents were studied. Despite of the presence of several nucleophilic centers in the molecule, the reactions were shown to proceed regioselectively, with the formation of N-substituted 3-(2-hydroxyphenyl)-1,2,4-triazoles. As a result of the reactions of alkylation, tosylation, sulfoamination and aminomethylation by Mannich reaction earlier unknown potential biologically active N-derivatives of 1,2,4-triazole were obtained.

  DOI：

  10.1134/s1070363209100259
• 作为产物：
  描述：

  2-[2-(2-Thienyl)vinyl]-4-oxo-1,3-benzoxazinium perchlorate 在 一水合肼 、 溶剂黄146 作用下， 以34%的产率得到2-(3-[2-(2-thienyl)vinyl]-1H-1,2,4-triazol-5-yl)-phenol
  参考文献：
  名称：

  Reactions of hydroxyphenyl-substituted 1,2,4-triazoles with electrophylic reagents

  摘要：

  Reactions of hydroxyphenyl substituted 1,2,4-triazoles with various electrophylic reagents were studied. Despite of the presence of several nucleophilic centers in the molecule, the reactions were shown to proceed regioselectively, with the formation of N-substituted 3-(2-hydroxyphenyl)-1,2,4-triazoles. As a result of the reactions of alkylation, tosylation, sulfoamination and aminomethylation by Mannich reaction earlier unknown potential biologically active N-derivatives of 1,2,4-triazole were obtained.

  DOI：

  10.1134/s1070363209100259

文献信息

• Synthesis and properties of substituted [3-(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]acetonitriles
  作者：E. Yu. Shasheva、N. I. Vikrishchuk、L. D. Popov、V. I. Minkin、M. E. Kletskii、M. Yu. Antipin、A. D. Vikrishchuk、I. E. Mikhailov

  DOI：10.1134/s1070428010070201

  日期：2010.7

  Alkylation of 3-substituted 5-(2-hydroxyphenyl)-1H-1,2,4-triazoles with chloroacetonitrile gave hitherto unknown N-cyanomethyl derivatives whose structure was determined by X-ray analysis and (1)H and (13)C NMR spectroscopy. Condensation of substituted [3-(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]acetonitriles at the activated methylene group with acetone led to the formation of new 3-methyl-2-triazolylbut-2-enenitrile derivatives.