[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine → 2,3-Dioxobutyranilide 3-(2,6-dichloro-4-trifluoromethylphenylhydrazone) 2-oxime

Participants

Reaction Steps

2,6-Dichloro-4-trifluoromethylphenylhydrazine was reacted with 2,3-dioxobutyranilide 2-oxime, in a similar manner to above to give 2,3-dioxobutyranilide 3-(2,6-dichloro-4-trifluoromethylphenylhydrazone) 2-oxime, m.p. 185°-186°. This was then treated with acetic anhydride in acetic acid to give 2,3-dioxobutyranilide 2-acetyloxime 3-(2,6-dichloro-4-trifluoromethylphenylhydrazone). This was cyclised with caesium carbonate to give 2-(2,6-dichloro-4-trifluoromethylphenyl)-5-methyl-2H-1,2,3-triazole-4-carboxanilide, m.p. 185°-186°.

Provenance & Evidence