A New Method of Dimroth Rearrangement in Fused Triazolo[1,5-d]-1,2,4-triazine

Article abstract of DOI:10.1002/jhet.2252

Ethyl 7-(2-ethoxy-2-oxoethyl)-3-phenyl-[1-3]triazolo[5,1-c][1,2,4]triazine-6-carboxylate (the parent compound) was synthesized by reaction of 4-phenyl-1H-1,2,3-triazole-5-diazonium chloride with diethyl-2-oxopropane-1,3-dicarboxylate at cooling for 2 h. During the reaction of the parent compound with p-toluenesulphonyl azide in triethylamine, the Dimroth rearrangement occurred to give the tricyclic compound.