4-(1-hydroxy-1-methylpropyl)-1H-1,2,3-triazole-5-carbaldehyde | 1455194-33-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(1-hydroxy-1-methylpropyl)-1H-1,2,3-triazole-5-carbaldehyde
• CAS: 1455194-33-8
• 化学式: C₇H₁₁N₃O₂
• 分子量: 169.183
• InChiKey: GSHVVTPXTWRBBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.23
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  78.87
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,3-二甲基巴比妥酸 、 4-(1-hydroxy-1-methylpropyl)-1H-1,2,3-triazole-5-carbaldehyde 以 乙醇 、 水 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Catalyst-free three-component synthesis of hydroxyalkyltriazolylmethylidene barbiturates

  摘要：

  5-[(5-Hydroxyalkyl-1H-1,2,3-triazol-4-yl)methylidene]barbiturates were eco-friendly synthesized in up to 89% yields by one-pot three-component processing (no catalyst, H2O-EtOH, room temperature, 38 h) of 4-hydroxyalkynals, trimethylsilyl azide and barbituric acids.

  DOI：

  10.1016/j.mencom.2019.11.017
• 作为产物：
  描述：

  4-羟基-4-甲基己-2-炔醛 在 叠氮基三甲基硅烷 作用下， 以 水 为溶剂， 反应 18.0h， 生成 4-(1-hydroxy-1-methylpropyl)-1H-1,2,3-triazole-5-carbaldehyde
  参考文献：
  名称：

  Catalyst-free three-component synthesis of hydroxyalkyltriazolylmethylidene barbiturates

  摘要：

  5-[(5-Hydroxyalkyl-1H-1,2,3-triazol-4-yl)methylidene]barbiturates were eco-friendly synthesized in up to 89% yields by one-pot three-component processing (no catalyst, H2O-EtOH, room temperature, 38 h) of 4-hydroxyalkynals, trimethylsilyl azide and barbituric acids.

  DOI：

  10.1016/j.mencom.2019.11.017

文献信息

• Decisive role of water in efficient noncatalyzed synthesis of polyfunctional 1H-1,2,3-triazoles proceeding from γ-hydroxypropynals
  作者：A. S. Medvedeva、M. M. Demina、T. L. H. Nguyen、T. D. Vu、D. A. Bulanov、V. V. Novokshonov

  DOI：10.1134/s1070428013080216

  日期：2013.8

  A highly efficient method was developed for the synthesis of new polyfunctional 1H-1,2,3-triazoles by the reaction of gamma-hydroxypropynals with trimethylsilyl azide in water at room temperature without catalyst. The addition of trimethylsilyl azide to gamma-hydroxypropynals occurs regioselectively: Previously unknown hydroxyalkyl-1H-1,2,3-triazolecarbaldehydes have been isolated in 69-96% yields with the prevalence of 1,5-isomers and the content of minor 1,4-isomers equal 9-21%. In the reaction of gamma-hydroxypropynals with sodium azide in DMSO the formation of 4-hydroxyalkyl-1H-1,2,3-triazole-5-carbaldehydes is accompanied by the dimerization of initial aldehydes into the corresponding 1,3-dioxolanes.