1-[1-(4-Amino-furazan-3-yl)-5-methyl-1H-[1,2,3]triazol-4-yl]-ethanone | 313952-93-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[1-(4-Amino-furazan-3-yl)-5-methyl-1H-[1,2,3]triazol-4-yl]-ethanone
• 英文别名: 1-[1-(4-amino-1,2,5-oxadiazol-3-yl)-5-methyltriazol-4-yl]ethanone
• CAS: 313952-93-1
• 化学式: C₇H₈N₆O₂
• mdl: MFCD00746845
• 分子量: 208.18
• InChiKey: INMLIYBPSFHPNL-UHFFFAOYSA-N

物化性质

• 沸点：
  464.7±37.0 °C(Predicted)
• 密度：
  1.78±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-[1-(4-Amino-furazan-3-yl)-5-methyl-1H-[1,2,3]triazol-4-yl]-ethanone 在 溴 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 0.58h， 生成 (1-[1-(4-amino-1,2,5-oxadiazol-3-yl)-5-methyl-1H-1,2,3-triazol-4-yl]-2-morpholin-4-yl)ethan-1-one
  参考文献：
  名称：

  Nucleophilic substitution in the series of (1,2,3-triazol-1-yl)-1,2,5-oxadiazoles. Reactions with N-, O-, and S-nucleophiles

  摘要：

  发展了在咪唑环中含有CH2Cl和COCH2Br取代基的氨基(1,2,3-三唑-1-基)-1,2,5-噁二唑（氨基-三唑基噁二唑）的合成方法，并研究了其与N-、O-和S-亲核试剂反应中卤素的亲核取代反应。研究了在三唑基噁二唑的噁二唑环和三唑环中用叠氮基团取代NO2基团的可能性。合成了一系列新的化合物；发现反应速率和途径取决于底物和试剂的性质以及异构体中取代基的位置。

  DOI：

  10.1007/s11172-006-0059-8
• 作为产物：
  描述：

  4-azido-1,2,5-oxadiazol-3-amine 、 乙酰丙酮 在 三乙胺 作用下， 以 水 为溶剂， 反应 0.5h， 生成 1-[1-(4-Amino-furazan-3-yl)-5-methyl-1H-[1,2,3]triazol-4-yl]-ethanone
  参考文献：
  名称：

  Azido-1,2,5-oxadiazoles in reactions with 1,3-dicarbonyl compounds

  摘要：

  The 1,3-dipolar cycloaddition of azido-1,2,5-oxadiazoles (azidofurazans) to dicarbonyl compounds was studied, and a new procedure for the synthesis of 4-R-3-(4-R-1-5-R-2-1,2,3-triazol-1-yl)-1,2,5-oxadiazoles was proposed.

  DOI：

  10.1070/mc2002v012n04abeh001589

文献信息

• Synthesis of nitro, nitroso, azo, and azido derivatives of (4-R1-5-R2-1,2,3-triazol-1-yl)-1,2,5-oxadiazoles by oxidation and diazotization of the corresponding amines
  作者：L. V. Batog、L. S. Konstantinova、V. Yu. Rozhkov

  DOI：10.1007/s11172-006-0058-9

  日期：2005.8

  Nitro-, nitroso-, and azo-1,2,5-oxadiazoles with 4-R1-5-R2-1,2,3-triazol-1-yl substituents were synthesized by oxidation of amino-(1,2,3-triazol-1-yl)-1,2,5-oxadiazoles (aminotriazolylfurazans). Azido-1,2,5-oxadiazole was prepared by diazotization of amino(triazolyl)furazan followed by treatment of the diazonium salt with sodium azide. Depending on the nature of the substituents and the reagent, triazolylfurazans

  硝基-、亚硝基-和偶氮-1,2,5-恶二唑具有 4-R1-5-R2-1,2,3-三唑-1-基取代基是通过氨基-(1,2,3 -triazol-1-yl)-1,2,5-恶二唑（氨基三唑基呋喃）。叠氮-1,2,5-恶二唑是通过氨基（三唑基）呋咱的重氮化然后用叠氮化钠处理重氮盐来制备的。根据取代基和试剂的性质，三唑基呋喃唑可以发生破坏，得到氨基-R-呋喃（R = NO2，N3，氨基呋咱基），氨基由三唑环形成。
• Synthesis of 1,2,4-oxadiazole-, pyrrole- and 1,2,3-triazole-substituted (1,2,3-triazol-1-yl)furazans
  作者：Vladimir Yu. Rozhkov、Lyudmila V. Batog、Marina I. Struchkova

  DOI：10.1016/j.mencom.2008.05.017

  日期：2008.5

  The synthesis of tricyclic compounds with hitherto unknown combinations of heterocycles (1,2,3-triazol-1-yl)-1,2,5-oxadiazoles with 1,2,4-oxadiazol-3-yl, pyrrol-1-yl or 1,2,3-triazol-1-yl substituents at the furazan ring, was developed by interaction of corresponding substituted azidofurazans with 1,3-dicarbonyl compounds, and pyrrolyl derivatives were also synthesised by condensation of amino(1,2,3-triazol-1-yl)furazans with 2,5-dimethoxytetrahydrofuran.
• Nucleophilic substitution in the series of (1,2,3-triazol-1-yl)-1,2,5-oxadiazoles. Reactions with N-, O-, and S-nucleophiles
  作者：V. Yu. Rozhkov、L. V. Batog、M. I. Struchkova

  DOI：10.1007/s11172-006-0059-8

  日期：2005.8

  Methods for the synthesis of amino(1,2,3-triazol-1-yl)-1,2,5-oxadiazoles (amino-triazolylfurazans) with CH2Cl and COCH2Br substituents in the triazole ring were developed and nucleophilic substitution for their halogen atom in reactions with N-, O-, and S-nucleophiles were studied. The possibility of displacing the NO2 group from the furazan and triazole rings in triazolylfurazans by an azido group was investigated. Novel compounds of this series were synthesized; the reaction rate and pathway were found to depend on the nature of the substrate and the reagent and the position of the substituent in isomers.

  发展了在咪唑环中含有CH2Cl和COCH2Br取代基的氨基(1,2,3-三唑-1-基)-1,2,5-噁二唑（氨基-三唑基噁二唑）的合成方法，并研究了其与N-、O-和S-亲核试剂反应中卤素的亲核取代反应。研究了在三唑基噁二唑的噁二唑环和三唑环中用叠氮基团取代NO2基团的可能性。合成了一系列新的化合物；发现反应速率和途径取决于底物和试剂的性质以及异构体中取代基的位置。
• Azido-1,2,5-oxadiazoles in reactions with 1,3-dicarbonyl compounds
  作者：Lyudmila V. Batog、Vladimir Yu. Rozhkov、Marina I. Struchkova

  DOI：10.1070/mc2002v012n04abeh001589

  日期：2002.1

  The 1,3-dipolar cycloaddition of azido-1,2,5-oxadiazoles (azidofurazans) to dicarbonyl compounds was studied, and a new procedure for the synthesis of 4-R-3-(4-R-1-5-R-2-1,2,3-triazol-1-yl)-1,2,5-oxadiazoles was proposed.