Synthesis and reaction mechanism of 1, 2, 3-triazine compound

Ya Nan Li*, Hai Bo Chang, Bo Zhou Wang, You Bing Wang, Wei Yang, Peng Lian, Hui Li, Zhi Zhong Zhang

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


Two novel 1, 2, 3-triazine compounds-6-nitrobenzene [3, 4-e]-1, 2, 3-triazine-4(1H)-oxime and pyrazole [3, 4-e]-1, 2, 3-triazine-4(1H)-oxime were prepared using 2-cyano-4-nitroaniline and 3-amino-4-cyanopyrazole as starting materials via the reactions of oxime and diazotization. The structures of intermediates and target compounds were characterized by means of IR, 1H NMR, 13C NMR, elemental analysis and MS. The influences of different factors on the yield of oxime were studied. The suitable synthetical condition of 2-amino oxime-4-nitroaniline were confirmed that the material ratio of 2-cyano-4-nitroaniline and hydrochloric hydroxylamine was 1:1.20, 80°C, pH=10, reaction time 2 h and the yield was 95.6%. The suitable synthetical conditions of 3-amino-4-amino oximepyrazole were that the material ratio of 3-amino-4-cyanopyrazole and hydrochloric hydroxylamine was 1:1.25, 80°C, pH=10, reaction time 2 h and the yield was 79.3%. The reaction mechanism was studied, and the reasons why it occured that the different amino in the reactions of diazotization and elimination were analyzed.

Original languageEnglish
Pages (from-to)19-24
Number of pages6
JournalHanneng Cailiao/Chinese Journal of Energetic Materials
Issue number1
StatePublished - Feb 2013
Externally publishedYes


  • 1, 2, 3-triazine compound
  • Characterization
  • Organic chemistry
  • Reaction mechanism
  • Synthesis


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