6-(3,5-dimethyl-1H-pyrazol-1-yl)-N-(prop-2-en-1-yl)-1,2,4,5-tetrazin-3-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四嗪
• 英文名称: 6-(3,5-dimethyl-1H-pyrazol-1-yl)-N-(prop-2-en-1-yl)-1,2,4,5-tetrazin-3-amine
• 英文别名: 6-(3,5-Dimethyl-1H-pyrazol-1-yl)-N-2-propenyl-1,2,4,5-tetrazin-3-amine；6-(3,5-dimethylpyrazol-1-yl)-N-prop-2-enyl-1,2,4,5-tetrazin-3-amine
• 化学式: C₁₀H₁₃N₇
• 分子量: 231.26
• InChiKey: BSPNCZKFBNFNGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-(3,5-dimethyl-1H-pyrazol-1-yl)-N-(prop-2-en-1-yl)-1,2,4,5-tetrazin-3-amine 在 mercury(II) iodide 作用下， 以 乙腈 为溶剂， 反应 30.5h， 以31%的产率得到3-(3,5-dimethyl-1H-pyrazol-1-yl)-6-methylimidazo-[1,2-b][1,2,4,5]tetrazine
  参考文献：
  名称：

  Electrophilic heterocyclization reactions of allylamino- and propargylamino-substituted sym-tetrazines in the presence of HgI2

  摘要：

  A range of 3-azolyl-6-methylimidazo[1,2-b][ 1,2,4,5] tetrazines was obtained for the first time by electrophilic heterocyclization of 6-allylamino-3-azolyl- and 3-azolyl-6-propargylamino-1,2,4,5-tetrazines in the presence of HgI2. The structures of the starting materials and final products were confirmed by H-1 and C-13 NMR spectroscopy, elemental analysis, and X-ray structural analysis.

  DOI：

  10.1007/s10593-017-2042-8
• 作为产物：
  描述：

  3,6-二(3,5-二甲基-1H-吡唑-1-基)-1,2,4,5-四嗪 、 丙烯胺 以 乙腈 为溶剂， 反应 0.5h， 以67%的产率得到6-(3,5-dimethyl-1H-pyrazol-1-yl)-N-(prop-2-en-1-yl)-1,2,4,5-tetrazin-3-amine
  参考文献：
  名称：

  Electrophilic heterocyclization reactions of allylamino- and propargylamino-substituted sym-tetrazines in the presence of HgI2

  摘要：

  A range of 3-azolyl-6-methylimidazo[1,2-b][ 1,2,4,5] tetrazines was obtained for the first time by electrophilic heterocyclization of 6-allylamino-3-azolyl- and 3-azolyl-6-propargylamino-1,2,4,5-tetrazines in the presence of HgI2. The structures of the starting materials and final products were confirmed by H-1 and C-13 NMR spectroscopy, elemental analysis, and X-ray structural analysis.

  DOI：

  10.1007/s10593-017-2042-8

文献信息

• Synthesis of 1,2,4,5-tetrazines, symmetrically and unsymmetrically 3,6-disubstituted by N-nucleophiles
  作者：G. L. Rusinov、N. I. Latosh、I. I. Ganebnykh、R. I. Ishmetova、N. K. Ignatenko、O. N. Chupakhin

  DOI：10.1134/s1070428006050198

  日期：2006.5

  6-R-3-(3,5-Dimethylpyrazol-1-yl)-1,2,4,5-tetrazines with aliphatic, cycloaliphatic, and aromatic amines, and also with NH-heterocycles undergo a nucleophilic substitution of the dimethylpyrazole moiety yielding symmetrically and unsymmetrically substituted 1,2,4,5-tetrazines. In the 3,6-diimidazolyl- and 3,6-dibenzotriazolyl derivatives reactions of nucleophilic substitution of the heterocyclic moiety also occur. In some cases an ipsosubstitution of amino, hydrazino, and azido groups is observed.
• Latosh; Rusinov; Ganebnykh, Russian Journal of Organic Chemistry, 1999, vol. 35, # 9, p. 1363 - 1371
  作者：Latosh、Rusinov、Ganebnykh、Chupakhin

  DOI：——

  日期：——
• Electrophilic heterocyclization reactions of allylamino- and propargylamino-substituted sym-tetrazines in the presence of HgI2
  作者：Rashida I. Ishmetova、Irina A. Belyaninova、Nina K. Ignatenko、Pavel A. Slepukhin、Gennady L. Rusinov、Valery N. Charushin

  DOI：10.1007/s10593-017-2042-8

  日期：2017.2

  A range of 3-azolyl-6-methylimidazo[1,2-b][ 1,2,4,5] tetrazines was obtained for the first time by electrophilic heterocyclization of 6-allylamino-3-azolyl- and 3-azolyl-6-propargylamino-1,2,4,5-tetrazines in the presence of HgI2. The structures of the starting materials and final products were confirmed by H-1 and C-13 NMR spectroscopy, elemental analysis, and X-ray structural analysis.