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Synthesis and chemical reactivity of some 1,2,4‐Thiadiazolo[2,3‐ a ]‐pyrimidines and related compounds
Author(s) -
Korea B.,
Stanovnik B.,
Tišler M.
Publication year - 1977
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.5570140417
Subject(s) - chemistry , ring (chemistry) , cleavage (geology) , reactivity (psychology) , stereochemistry , medicinal chemistry , organic chemistry , medicine , alternative medicine , geotechnical engineering , pathology , fracture (geology) , engineering
A novel synthetic approach for 1,2,4‐thiadiazolo[2,3‐ a ]pyrimidines, 1,2,4‐thiadiazolo[2,3‐ c ]‐pyrimidines and 1,2,4‐thiadiazolo[2,3‐ b ] indazoles is described. Several transformations of these heterocyclic systems are presented. 1,2,4‐Thiadiazolo[2,3‐ a ] pyrimidines undergo a very facile ring cleavage to give 3‐amino‐5‐carbethoxyamino‐1,2,4‐thiadiazole and similar ring opening was observed also with the isomerie [2,3‐ c ] system. On the other hand, 1,2,4‐thiadiazolo[2,3‐ a ]‐pyridines undergo under similar conditions cleavage of the thiadiazole part of the bicycle.