4-triethylgermyl-1,2,3-1H-triazole-5-carbaldehyde | 184588-50-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-triethylgermyl-1,2,3-1H-triazole-5-carbaldehyde
• 英文别名: 4-triethylgermyl-1H-1,2,3-triazole-5-carbaldehyde；4-(triethylgermyl)-1,2,3-triazole-4-carbaldehyde；1,2,3-Triazole, 4-triethylgermyl-5-formyl-；5-triethylgermyl-2H-triazole-4-carbaldehyde
• CAS: 184588-50-9
• 化学式: C₉H₁₇GeN₃O
• mdl: MFCD00825680
• 分子量: 255.843
• InChiKey: RLJCSZNBVHDLSP-UHFFFAOYSA-N

物化性质

• 沸点：
  352.2±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-triethylgermyl-1,2,3-1H-triazole-5-carbaldehyde 在 盐酸羟胺 、 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 反应 0.17h， 以84%的产率得到(E)-4-triethylgermyl-1H-1,2,3-triazole-5-carbaldehyde oxime
  参考文献：
  名称：

  Synthesis of 4-Trialkylsilyl(Germyl)-1H-1,2,3-Triazolecarbaldehyde Oximes*

  摘要：

  Methods for the synthesis of 4-trialkylsilyl(germyl)-1H-1,2,3-triazole-5-carbaldehyde oximes have been developed. Microwave activation was shown to be highly efficient in the oximation of 1H-1,2,3-triazole-5-carbaldehydes containing silicon or germanium and also in achieving a multicomponent synthesis of 4-trialkylsilyl-1H-1,2,3-triazole-5-carbaldehyde oxime via the reaction of 3-trimethyl-silylprop-2-yn-1-al with trimethylsilyl azide and hydroxylamine.

  DOI：

  10.1007/s10593-014-1551-y
• 作为产物：
  描述：

  3-triethylgermyl-2-propyn-1-al 在 叠氮基三甲基硅烷 作用下， 以 水 为溶剂， 生成 4-triethylgermyl-1,2,3-1H-triazole-5-carbaldehyde
  参考文献：
  名称：

  Synthesis of 4-Trialkylsilyl(Germyl)-1H-1,2,3-Triazolecarbaldehyde Oximes*

  摘要：

  Methods for the synthesis of 4-trialkylsilyl(germyl)-1H-1,2,3-triazole-5-carbaldehyde oximes have been developed. Microwave activation was shown to be highly efficient in the oximation of 1H-1,2,3-triazole-5-carbaldehydes containing silicon or germanium and also in achieving a multicomponent synthesis of 4-trialkylsilyl-1H-1,2,3-triazole-5-carbaldehyde oxime via the reaction of 3-trimethyl-silylprop-2-yn-1-al with trimethylsilyl azide and hydroxylamine.

  DOI：

  10.1007/s10593-014-1551-y

文献信息

• One-pot three-component green synthesis of [1H-(1,2,3-triazol-5-yl)methylidene] heterocycles based on element-substituted propynals
  作者：M. M. Demina、A. S. Medvedeva、T. L. H. Nguyen、T. D. Vu、L. I. Larina

  DOI：10.1007/s11172-017-2010-6

  日期：2017.12

  The one-pot three-component synthesis of polyfunctional bis-heterocyclic triazoles, namely, previously unknown 1H-1,2,3-triazolylmethylidenepyrimidines and -1,3-dioxanes, was performed for the first time in moderate or high yields starting from element-substituted propynals, trimethylsilyl azide, and heterocyclic CH-acids at room temperature in aqueous medium.

  首次以中等或高收率从元素开始进行了多功能双杂环三唑的一锅三组分合成，即以前未知的1H-1,2,3-三唑基亚甲基嘧啶和-1,3-二恶烷。 -取代的丙炔醛、三甲基甲硅烷基叠氮化物和杂环 CH-酸在室温下在水性介质中。
• Silyl- and germylpropynals in the synthesis of azolyl-substituted 2-imidazoline 3-oxide 1-oxyls
  作者：E. V. Tretyakov、A. V. Mareev、M. M. Demina、G. V. Romanenko、D. V. Stass、A. S. Medvedeva、V. I. Ovcharenko

  DOI：10.1007/s11172-009-0261-6

  日期：2009.9

  5,5-tetramethyl-4,5-dihydro-1 H-imidazole 3-oxide 1-oxyl ( 3b), the cycle was assembled by the reaction of CH2N2 with the corresponding triethylgermylethynyl-substituted nitronylnitroxyl. In the case of 2-[4-(trimethylsilyl)-l H-1,2,3-triazol-5yl]- (8a) and 2-[4-(triethylgermyl)-1 H-1,2,3-triazol-5-yl]-4,4,5,5-tetramethyl-4,5-dihydro-l H-imidazole 3-oxide l-oxyls (8b), the corresponding heterocyclic

  使用 Me 3Si 和 Et 3Ge 取代的丙炔合成了唑基取代的硝酰基硝酰基。合成2-[3-(triethylgermyl)-l H-pyrazol-4-yl]-4,4,5,5-tetramethyl-4,5-dihydro-1 H-imidazole 3-oxide 1-oxyl (3b)时，循环是通过 CH2N2 与相应的三乙基乙炔基取代的硝酰基硝酰基反应组装而成的。在 2-[4-(三甲基甲硅烷基)-l H-1,2,3-三唑-5基]- (8a) 和 2-[4-(三乙基甲硅烷基)-1 H-1,2,3-三唑的情况下-5-yl]-4,4,5,5-tetramethyl-4,5-dihydro-l H-imidazole 3-oxide l-oxyls (8b)，先合成相应的杂环醛，然后用于制备化合物 8a 和 8b。根据 X 射线衍射研究，杂环中大取代基 Me3Si 或 Et3Ge 的存在导致其在
• Highly efficient synthesis of 4-trialkylsilyl(germyl)-1H-1,2,3-triazole-5-carbaldehydes
  作者：M. M. Demina、T. L. H. Nguyen、N. S. Shaglaeva、A. V. Mareev、A. S. Medvedeva

  DOI：10.1134/s1070428012120196

  日期：2012.12
• Piterskaya; Khramchikhin; Stadnichuk, Russian Journal of General Chemistry, 1996, vol. 66, # 7, p. 1158 - 1164
  作者：Piterskaya、Khramchikhin、Stadnichuk

  DOI：——

  日期：——
• Synthesis of 4-Trialkylsilyl(Germyl)-1H-1,2,3-Triazolecarbaldehyde Oximes*
  作者：A. S. Medvedeva、M. M. Demina、T. V. Konkova、T. D. Vu、L. I. Larina

  DOI：10.1007/s10593-014-1551-y

  日期：2014.10

  Methods for the synthesis of 4-trialkylsilyl(germyl)-1H-1,2,3-triazole-5-carbaldehyde oximes have been developed. Microwave activation was shown to be highly efficient in the oximation of 1H-1,2,3-triazole-5-carbaldehydes containing silicon or germanium and also in achieving a multicomponent synthesis of 4-trialkylsilyl-1H-1,2,3-triazole-5-carbaldehyde oxime via the reaction of 3-trimethyl-silylprop-2-yn-1-al with trimethylsilyl azide and hydroxylamine.