2-ethyl-5-{4-[(3-(4-nitrophenyl)-5-isoxazolyl)methoxy]phenyl}-2H-tetrazole | 1262107-99-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-ethyl-5-{4-[(3-(4-nitrophenyl)-5-isoxazolyl)methoxy]phenyl}-2H-tetrazole
• 英文别名: 2-Ethyl-5-{4-[(3-(4-nitrophenyl)-5-isoxazolyl)methoxy] phenyl}-2h-tetrazole；5-[[4-(2-ethyltetrazol-5-yl)phenoxy]methyl]-3-(4-nitrophenyl)-1,2-oxazole
• CAS: 1262107-99-2
• 化学式: C₁₉H₁₆N₆O₄
• 分子量: 392.374
• InChiKey: AUYXWMMAHKRIJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  125
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-[5-(2-ethyl-2H-tetrazolyl)]phenol 、 5-(溴甲基)-3-(4-硝基苯基)异恶唑 在 potassium carbonate 、 potassium iodide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 24.0h， 以83%的产率得到2-ethyl-5-{4-[(3-(4-nitrophenyl)-5-isoxazolyl)methoxy]phenyl}-2H-tetrazole
  参考文献：
  名称：

  Synthesis and characterization of 2-alkyl -5-{4-[(3-nitrophenyl-5-isoxazolyl)methoxy]phenyl}-2H-tetrazoles

  摘要：

  Heteroaryl substituted analogs of antirhnoviral (A), was prepared by a convergent approach. 3-Nitrophenyl-5-bromooromethylisoxazoles 5a-b were synthesized by [3+2] cycloaddition of 3-(benzoyloxy)-propyne 2 to in situ generated arylnitrile oxides followed by deprotection of cycloadducts 3a-b and bromination of the resulting alcohols 4a-b. Coupling of 3-nitrophenyl-5-bromooromethylisoxazoles (5a-b) with 4-[5-(2-alkyl-2H-tetrazolyl)]phenols (6a-d) in N-methylpyrrolidinone under mild conditions afforded a new series of 2-alkyl-5-{4-[1-(3-nitrophenyl-5-isoxazoly)methyloxy]pheny}-2H-tetrazoles (7a-h) in high yields. The structures of the synthesized compounds were confirmed by their (1)H NMR, Mass spectral, and Elemental Analysis data.

  DOI：

  10.1007/bf03246058

文献信息

• Synthesis and characterization of 2-alkyl -5-{4-[(3-nitrophenyl-5-isoxazolyl)methoxy]phenyl}-2H-tetrazoles
  作者：Y. R. Mirzaei、L. Edjlali

  DOI：10.1007/bf03246058

  日期：2010.9

  Heteroaryl substituted analogs of antirhnoviral (A), was prepared by a convergent approach. 3-Nitrophenyl-5-bromooromethylisoxazoles 5a-b were synthesized by [3+2] cycloaddition of 3-(benzoyloxy)-propyne 2 to in situ generated arylnitrile oxides followed by deprotection of cycloadducts 3a-b and bromination of the resulting alcohols 4a-b. Coupling of 3-nitrophenyl-5-bromooromethylisoxazoles (5a-b) with 4-[5-(2-alkyl-2H-tetrazolyl)]phenols (6a-d) in N-methylpyrrolidinone under mild conditions afforded a new series of 2-alkyl-5-4-[1-(3-nitrophenyl-5-isoxazoly)methyloxy]pheny}-2H-tetrazoles (7a-h) in high yields. The structures of the synthesized compounds were confirmed by their (1)H NMR, Mass spectral, and Elemental Analysis data.