5-methyl-3-nitroamino-1,2,4-triazole | 42216-41-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-3-nitroamino-1,2,4-triazole
• 英文别名: 5-methyl-N-nitro-2,4-dihydro-3h-1,2,4-triazol-3-imine；N-(5-methyl-1,2-dihydro-1,2,4-triazol-3-ylidene)nitramide
• CAS: 42216-41-1
• 化学式: C₃H₅N₅O₂
• mdl: MFCD00703286
• 分子量: 143.105
• InChiKey: AKRHSQIJWHJWPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  99.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-乙酰氨基-3-硝基胍 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.5h， 以80%的产率得到5-methyl-3-nitroamino-1,2,4-triazole
  参考文献：
  名称：

  Synthesis of 5-Substituted N-Nitro-2,4-dihydro-3H-1,2,4-triazol-3-imines

  摘要：

  The reaction of N-amino-N ''-nitroguanidine with carboxylic acid chlorides at room temperature gave the corresponding N-(N ''-nitroguanidino)carboxamides which underwent cyclization on heating in aqueous alkali to affordN-nitro-1,2,4-triazol-3-imines. The latter were also synthesized in a one-pot fashion. The products were characterized by H-1 and C-13-{H-1}, IR, and UV spectra.

  DOI：

  10.1134/s1070363220080046

文献信息

• New representatives of nitroamine-containing 1,2,4-triazoles: Synthesis and structure
  作者：T. P. Efimova、O. Yu. Ozerova、T. A. Novikova、I. V. Belik、V. M. Berestovitskaya

  DOI：10.1134/s1070363213090259

  日期：2013.9

  The interaction of 1-methyl-1-nitroso-2-nitroguanidine with carboxylic acid hydrazides results in formation of N-(2-nitroguanidino)amides that easily give 3(5)-nitroamino-5(3)-alkyl(aryl)-1,2,4-triazoles under refluxing in aqueous alkaline medium. We have developed a one-pot method to prepare such heterocyclic structures; the synthesis of one of the sample compound has given an example of the method applicability. The compounds structures have been confirmed by UV, IR, H-1, and C-13-H-1} NMR spectroscopy.
• 2-Nitroguanidine Derivatives. New Synthesis of 5(3)-Substituted 3(5)-Nitroamino-1,2,4-triazoles
  作者：E. L. Metelkina、T. A. Novikova

  DOI：10.1023/b:rujo.0000036089.08617.1c

  日期：2004.4
• Synthesis of 5-Substituted N-Nitro-2,4-dihydro-3H-1,2,4-triazol-3-imines
  作者：O. Yu. Ozerova、T. P. Efimova、T. A. Novikova

  DOI：10.1134/s1070363220080046

  日期：2020.8

  The reaction of N-amino-N ''-nitroguanidine with carboxylic acid chlorides at room temperature gave the corresponding N-(N ''-nitroguanidino)carboxamides which underwent cyclization on heating in aqueous alkali to affordN-nitro-1,2,4-triazol-3-imines. The latter were also synthesized in a one-pot fashion. The products were characterized by H-1 and C-13-H-1}, IR, and UV spectra.

表征谱图