3-p-methoxybenzyl-1,2,3-triazole 1-oxide | 180791-68-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-p-methoxybenzyl-1,2,3-triazole 1-oxide
• 英文别名: 3-p-methoxybenzyl-1,2,3-triazole-1-oxide；1-[(4-Methoxyphenyl)methyl]-3-oxidotriazol-3-ium
• CAS: 180791-68-8
• 化学式: C₁₀H₁₁N₃O₂
• 分子量: 205.216
• InChiKey: NJKIMENLLSZUGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-p-methoxybenzyl-1,2,3-triazole 1-oxide 在 硫酸 作用下， 反应 1.0h， 以96%的产率得到1-hydroxy-1,2,3-triazole
  参考文献：
  名称：

  Preparation of 1-Hydroxypyrazoles and 1-Hydroxy-1,2,3-triazoles by Dealkylation of Pyrazole and Triazole N-Oxides.

  摘要：

  1-Hydroxypyrazoles were obtained from 2-benzylpyrazole I-oxides by debenzylation with iodotrimethylsilane. 1-Hydroxy-1,2,3-triazoles were achieved from 2-benzyltriazole 1-oxides by debenzylation effected with cone. hydrobromic acid or from 2- or 3-p-methoxybenzyltriazole 1-oxides by de-p-methoxybenzylation accomplished by treatment with cone. sulfuric acid. 1-Methoxy-1,2,3-triazole was obtained by de-p-methoxybenzylation of 1-methoxy-3-p-methoxybenzyl-1,2,3-triazolium tetrafluoroborate accomplished by treatment with cone. sulfuric acid. 1-Hydroxypyrazole was selectively N-benzylated in absence of base to give 2-benzylpyrazole 1-oxide which, upon selective substitution at the 3-position and subsequent debenzylation, produced 3-substituted 1-hydroxypyrazole.

  DOI：

  10.3891/acta.chem.scand.50-0549
• 作为产物：
  描述：

  1-(4-methoxybenzyl)-1H-1,2,3-triazole 在 间氯过氧苯甲酸 作用下， 以 乙酸乙酯 为溶剂， 反应 120.0h， 以45%的产率得到3-p-methoxybenzyl-1,2,3-triazole 1-oxide
  参考文献：
  名称：

  Preparation of 1-Hydroxypyrazoles and 1-Hydroxy-1,2,3-triazoles by Dealkylation of Pyrazole and Triazole N-Oxides.

  摘要：

  1-Hydroxypyrazoles were obtained from 2-benzylpyrazole I-oxides by debenzylation with iodotrimethylsilane. 1-Hydroxy-1,2,3-triazoles were achieved from 2-benzyltriazole 1-oxides by debenzylation effected with cone. hydrobromic acid or from 2- or 3-p-methoxybenzyltriazole 1-oxides by de-p-methoxybenzylation accomplished by treatment with cone. sulfuric acid. 1-Methoxy-1,2,3-triazole was obtained by de-p-methoxybenzylation of 1-methoxy-3-p-methoxybenzyl-1,2,3-triazolium tetrafluoroborate accomplished by treatment with cone. sulfuric acid. 1-Hydroxypyrazole was selectively N-benzylated in absence of base to give 2-benzylpyrazole 1-oxide which, upon selective substitution at the 3-position and subsequent debenzylation, produced 3-substituted 1-hydroxypyrazole.

  DOI：

  10.3891/acta.chem.scand.50-0549

文献信息

• Begtrup, Mikael, Bulletin des Societes Chimiques Belges, 1988, vol. 97, # 8-9, p. 573 - 598
  作者：Begtrup, Mikael

  DOI：——

  日期：——
• Preparation of 1-Hydroxypyrazoles and 1-Hydroxy-1,2,3-triazoles by Dealkylation of Pyrazole and Triazole N-Oxides.
  作者：Mikael Begtrup、Per Vedsø、Ingrid Hegbom、Eli Ranes、Bente Nielsen、Ruby I. Nielsen、Carl Erik Olsen、Connie N. Rosendahl、Monika Haugg、Nathalie Trabesinger-Rüf、Elmar G. Weinhold

  DOI：10.3891/acta.chem.scand.50-0549

  日期：——

  1-Hydroxypyrazoles were obtained from 2-benzylpyrazole I-oxides by debenzylation with iodotrimethylsilane. 1-Hydroxy-1,2,3-triazoles were achieved from 2-benzyltriazole 1-oxides by debenzylation effected with cone. hydrobromic acid or from 2- or 3-p-methoxybenzyltriazole 1-oxides by de-p-methoxybenzylation accomplished by treatment with cone. sulfuric acid. 1-Methoxy-1,2,3-triazole was obtained by de-p-methoxybenzylation of 1-methoxy-3-p-methoxybenzyl-1,2,3-triazolium tetrafluoroborate accomplished by treatment with cone. sulfuric acid. 1-Hydroxypyrazole was selectively N-benzylated in absence of base to give 2-benzylpyrazole 1-oxide which, upon selective substitution at the 3-position and subsequent debenzylation, produced 3-substituted 1-hydroxypyrazole.