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The synthesis and reactivity of some 2‐amino‐5‐bromo‐],1,3,4‐thiadiazoles and the corresponding Δ 2 ‐1,3,4‐thiadiazolines
Author(s) -
Werber Giuseppe,
Buccheri Francesco,
Gentile Manlio
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.5570140521
Subject(s) - chemistry , thiadiazoles , tautomer , nucleophile , reactivity (psychology) , nitrosation , alkylation , amine gas treating , imine , medicinal chemistry , organic chemistry , stereochemistry , catalysis , medicine , alternative medicine , pathology
The synthesis of some 2‐amino‐5‐bromo‐1,3,4‐thiadiazoles is reported; these substrates are found to behave as ambidenl nucleophiles in alkylation, aeylation and nitrosation reactions, giving thiadiazoliens along with thiadiazole derivatives. This finding suggests amine‐imine tautomerism between these compounds and the corresponding Δ 2 ‐1,3,4‐thiadiazolines.