Premium
On triazoles XVIII. . an unexpected rearrangement observed during the reaction of 5‐amino‐1,2,4‐triazoles with N ‐heterocyclic β‐oxo‐esters
Author(s) -
Reiter JóZsef,
Rivó Endre
Publication year - 1989
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.5570260416
Subject(s) - chemistry , pyrimidine , yield (engineering) , ring (chemistry) , stereochemistry , medicinal chemistry , organic chemistry , materials science , metallurgy
In the course of the synthesis of pyrido[4,3‐ d ]‐1,2,4‐triazolo[1,5‐a]pyrimidine derivatives 3c representing a novel ring system an unexpected rearrangement of the intermediate enamines to yield 5 was observed. A mechanism of the formation of 5 was suggested. The isomeric pyrido[4,3‐ e ]‐1,2,4‐triazolo[1,5‐ a ]pyrimidine derivatives 4c containing also a new ring system were obtained, too. The structure of products obtained was proved with the help of their uv, cmr and X‐ray spectra.