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3‐Monosubstituted and 3,6‐Unsymmetrically disubstituted 1,2,4,5‐Tetrazines. A general method of synthesis
Author(s) -
Mangia Alberto,
Bortesi Fulvio,
Amendola Umberto
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.5570140410
Subject(s) - chemistry , nucleophile , hydrazine (antidepressant) , nitrogen , group (periodic table) , nucleophilic substitution , carbon fibers , ultraviolet , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis , composite number , materials science , physics , chromatography , quantum mechanics , composite material
A stepwise procedure has been developed for the synthesis of 3,6‐unsymmetrically disubstituted‐ or 3‐monosubstituted‐1,2,4,5‐tetrazines, based upon the facile substitution either of an alkylthio group in 3,6‐bis(alkylthio)‐1,2,4,5‐tetrazines ( 1 ) and ( 2 ) by nitrogen nucleophiles, particularly by hydrazine, or of a bromo group, obtained by oxidation of a hydrazino group or by an independent synthesis, by carbon nucleophiles. The ultraviolet‐visible spectra and some nuclear magnetic resonance properties are discussed.