N-(1-butyl-1H-1,2,4-triazol-4-ium-4-yl)(tosyl)amide | 1382039-30-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(1-butyl-1H-1,2,4-triazol-4-ium-4-yl)(tosyl)amide
• 英文别名: (1-Butyl-1,2,4-triazol-4-ium-4-yl)-(4-methylphenyl)sulfonylazanide
• CAS: 1382039-30-6
• 化学式: C₁₃H₁₈N₄O₂S
• 分子量: 294.378
• InChiKey: NIYUAWMPGMSPLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-nitrophenyl azide 、 N-(1-butyl-1H-1,2,4-triazol-4-ium-4-yl)(tosyl)amide 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以94%的产率得到potassium ((E)-1-butyl-5-((E)-(4-nitrophenyl)triaz-2-en-1-ylidene)-1H-1,2,4-triazol-4(5H)-yl)(tosyl)amide
  参考文献：
  名称：

  Push-Pull Triazenes Derived from 1-(Benzylideneamino)- and 1-(Sulfonimido)-azolylidenes

  摘要：

  In-situ-generated neutral 1-(benzylideneamino)- and novel anionic 1-(sulfonimido)-azolylidenes react with organic azides to afford diverse classes of push-pull triazenes and triazene salts. The scope of the heterocyclic core and substituents at the N1 and N3 positions of NHC precursors together with the thermal properties of resulting compounds were examined.

  DOI：

  10.1021/jo302697q
• 作为产物：
  描述：

  1-butyl-4-amino-1,2,4-triazole bromide 、 对甲苯磺酰氯 在 吡啶 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 以88%的产率得到N-(1-butyl-1H-1,2,4-triazol-4-ium-4-yl)(tosyl)amide
  参考文献：
  名称：

  Cu(I)-Catalyzed Regioselective Synthesis of Pyrazolo[5,1-c]-1,2,4-triazoles

  摘要：

  Cycloadditions of terminal alkynes to 1,2,4-triazolium N-imides in the presence of base and Cu(I) afford pyrazolo[5,1-c]-1,2,4-triazoles regioselectively. The scope of alkynes, the influence of the electronic nature of the leaving group, and variations in the 1-alkyl substituent were examined. Quantum chemical calculations were employed to explain the distinct reactivity of the propiolates.

  DOI：

  10.1021/jo300611a

文献信息

• Push-Pull Triazenes Derived from 1-(Benzylideneamino)- and 1-(Sulfonimido)-azolylidenes
  作者：Davit Jishkariani、C. Dennis Hall、Aydin Demircan、Blake J. Tomlin、Peter J. Steel、Alan R. Katritzky

  DOI：10.1021/jo302697q

  日期：2013.4.5

  In-situ-generated neutral 1-(benzylideneamino)- and novel anionic 1-(sulfonimido)-azolylidenes react with organic azides to afford diverse classes of push-pull triazenes and triazene salts. The scope of the heterocyclic core and substituents at the N1 and N3 positions of NHC precursors together with the thermal properties of resulting compounds were examined.
• Cu(I)-Catalyzed Regioselective Synthesis of Pyrazolo[5,1-<i>c</i>]-1,2,4-triazoles
  作者：Davit Jishkariani、C. Dennis Hall、Alexander A. Oliferenko、David Leino、Alan R. Katritzky

  DOI：10.1021/jo300611a

  日期：2012.7.6

  Cycloadditions of terminal alkynes to 1,2,4-triazolium N-imides in the presence of base and Cu(I) afford pyrazolo[5,1-c]-1,2,4-triazoles regioselectively. The scope of alkynes, the influence of the electronic nature of the leaving group, and variations in the 1-alkyl substituent were examined. Quantum chemical calculations were employed to explain the distinct reactivity of the propiolates.