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A New Method of Dimroth Rearrangement in Fused Triazolo[1,5‐d]‐1,2,4‐triazine
Author(s) -
Ezema B. E.,
Akpanisi L. E. S.,
Ezema C. G.,
Onoabedje A. E.
Publication year - 2015
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2252
Subject(s) - chemistry , triethylamine , triazine , medicinal chemistry , azide , alkoxy group , 1,2,4 triazole , tricyclic , chloride , organic chemistry , alkyl
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.