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Spectroscopic identification of some derivatives of 3,4‐diamino‐4 H ‐1,2,4‐triazole and 3‐Hydrazino‐4 H ‐1,2,4‐triazole
Author(s) -
Emilsson Håkan,
Selander Hans
Publication year - 1988
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.5570250239
Subject(s) - chemistry , 1,2,4 triazole , triazole , ring (chemistry) , 1,2,3 triazole , alkyl , stereochemistry , nuclear magnetic resonance spectroscopy , carbon 13 nmr , medicinal chemistry , organic chemistry
Spectroscopic methods (ir, 1 H‐ and 13 C‐nmr, ms and uv) have been used for the structural elucidation and identification of different isomeric 1,2,4‐triazole derivatives, obtained by cyclisation reactions from appropriate diaminoguanidines. The four compounds 3,4‐diamino‐4 H ‐1,2,4‐triazole, 3‐hydrazino‐4 H ‐1,2,4‐triazole, 3‐amino‐4‐(2,6‐dichlorobenzylideneamino)‐4 H ‐1,2,4‐triazole and 3‐(2,6‐dichlorobenzylidenehydrazino)‐4 H ‐1,2,4‐triazole, were chosen as representative structures to illustrate the general spectroscopic properties for 3,4‐diamino‐ and 3‐hydrazino‐substituted 4 H ‐1,2,4‐triazoles and the corresponding hydrazones, with different substituents in the 5‐position of the triazole ring (alkyl‐, aralkyl‐, mercapto‐, hydroxy‐ and amino‐groups). Nmr and uv spectroscopy were found to be the best methods for confirmation of the different series of hydrazones, while ir and nmr were found to be suitable for the structural elucidation of compounds in the series of 3,4‐diamino‐ and 3‐hydrazino‐4 H ‐1,2,4‐triazoles, respectively.