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Paper | Special issue | Vol 39, No. 1, 1994, pp.155-162
Published online, 1st January, 1970
DOI: 10.3987/COM-93-S(B)10
A Convenient and Facile Synthesis of 5-Trifluoromethyl-1,2,4-triazine Derivatives

Yasuhiro Kamitori, Masaru Hojo, Ryoichi Masuda,* Masamichi Sukegawa, Kouji Hayashi, and Ken Kouzeki

*Department of Industrial Chemistry, Faculty of Engineering, Kobe University, Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan


3-Hydrazono-1,1,1-trifluoroalkan-2-ones (2) and 3-methylhydrazono-1,1,1-trifluoroalkan-2-ones (3) prepared from 1,1,1-trifiuoroalkane-2,3-diones (1) reacted with several aldehydes in the presence of aq. NH4OH to afford 5-trifluoromethyl-2,3-dihydro-1,2,4-triazines (4 and 5) of which oxidation gave 5-trifluoromethyl-1,2,4-triazines (6) and 5-trifluoromethyl-2,5-dihydro-5-hydroxy-1,2,4-triazines (7). Thermal reaction of 5 afforded 1-amino-4-trifluoromethylimidazoles (8).