3,5-di(pyrimidin-2-yl)-1,2,4-triazole | 1254358-34-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3,5-di(pyrimidin-2-yl)-1,2,4-triazole
• 英文别名: 3,5-di(pyrimidin-2-yl)-1H-1,2,4-triazole；2-(3-pyrimidin-2-yl-1H-1,2,4-triazol-5-yl)pyrimidine
• CAS: 1254358-34-3
• 化学式: C₁₀H₇N₇
• 分子量: 225.212
• InChiKey: REHCQUKHPYHWMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,5-di(pyrimidin-2-yl)-4H-1,2,4-triazol-4-amine 在 草酸 、 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 0.5h， 以35%的产率得到3,5-di(pyrimidin-2-yl)-1,2,4-triazole
  参考文献：
  名称：

  Synthesis of symmetrical di(pyrimidin-2-yl)-1,2,4-triazoles and di(pyrimidin-2-yl)-1,2,4,5-tetrazines

  摘要：

  研究了嘧啶-2-甲腈和4,6-二甲基嘧啶-2-甲腈与水合肼的反应。嘧啶-2-甲腈（嘧啶-2-卡腙和1,2-双[氨基（嘧啶-2-基）亚甲基]肼）连续转化为三核杂环化合物，即对称二（嘧啶）过程中的中间体-2-基)-1,4-二氢-1,2,4,5-四嗪和二(嘧啶-2-基)-4H-1,2,4-三唑-4-胺（潜在的多齿配体），被孤立了。二(嘧啶-2-基)-1,4-二氢-1,2,4,5-四嗪的氧化脱氢得到相应的3,6-二(嘧啶-2-基)-1,2,4， 5-四嗪。

  DOI：

  10.1007/s11172-010-0317-7

文献信息

• Efficient in Situ Synthesis of 3,5-Disubstituted-1,2,4-triazoles Under Microwave-Assisted Conditions
  作者：Qing Wei、Chengfang Qiao、Zhengqiang Xia、Sanping Chen

  DOI：10.1080/00397911.2013.772637

  日期：2013.12.2

  Based on an efficient in situ metal/ligand reaction, a serial of 3,5-disubstituted-1,2,4-triazoles were synthesized via cycloaddition of organonitriles and ammonia under microwave conditions. This synthetic protocol provides a concise and high-yield access to 3,5-disubstituted-1,2,4-triazoles in organic synthesis. Moreover, the tautomerism of the product was also investigated. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]
• Synthesis of symmetrical di(pyrimidin-2-yl)-1,2,4-triazoles and di(pyrimidin-2-yl)-1,2,4,5-tetrazines
  作者：V. P. Krivopalov、M. B. Bushuev、Yu. V. Gatilov、O. P. Shkurko

  DOI：10.1007/s11172-010-0317-7

  日期：2010.9

  The reactions of pyrimidine-2-carbonitrile and 4,6-dimethylpyrimidine-2-carbonitrile with hydrazine hydrate were investigated. Intermediates in the route of successive transformations of pyrimidine-2-carbonitrile (pyrimidine-2-carbamidrazone and 1,2-bis[amino(pyrimidin-2-yl)methylidene]hydrazine) into trinuclear heterocyclic compounds, viz., symmetrical di(pyrimidin-2-yl)-1,4-dihydro-1,2,4,5-tetrazines and di(pyrimidin-2-yl)-4H-1,2,4-triazol-4-amines (potential polydentate ligands), were isolated. The oxidative dehydrogenation of di(pyrimidin-2-yl)-1,4-dihydro-1,2,4,5-tetrazines afforded the corresponding 3,6-di(pyrimidin-2-yl)-1,2,4,5-tetrazines.

  研究了嘧啶-2-甲腈和4,6-二甲基嘧啶-2-甲腈与水合肼的反应。嘧啶-2-甲腈（嘧啶-2-卡腙和1,2-双[氨基（嘧啶-2-基）亚甲基]肼）连续转化为三核杂环化合物，即对称二（嘧啶）过程中的中间体-2-基)-1,4-二氢-1,2,4,5-四嗪和二(嘧啶-2-基)-4H-1,2,4-三唑-4-胺（潜在的多齿配体），被孤立了。二(嘧啶-2-基)-1,4-二氢-1,2,4,5-四嗪的氧化脱氢得到相应的3,6-二(嘧啶-2-基)-1,2,4， 5-四嗪。