Premium
Synthesis of 3,4,5‐triamino‐4 H ‐1,2,4‐triazole (guanazine) and its 4‐arylideneamino derivatives
Author(s) -
Emilsson Håkan
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.5570260431
Subject(s) - chemistry , aldehyde , bicyclic molecule , ether , 1,2,4 triazole , combinatorial chemistry , organic chemistry , triazole , catalysis
Synthetic methods for the preparation of 3,4,5‐triamino‐4 H ‐1,2,4‐triazole (guanazine) and its 4‐arylidene‐amino derivatives are described. Guanazine, which can be used as an appropriate starting material in the syntheses of different bicyclic heterocycles, was readily obtained from thiosemicarbazide by treatment with mercuric oxide. Guanazine was also obtained from the S‐methylisothio ether of thiosemicarbazide via a pyrolytic reaction. The 4‐arylideneamino derivatives were either prepared by treatment of guanazine with an appropriate aromatic aldehyde, or by methods in which 1‐arylidene‐5‐thiocarbamoyldiaminoguanidines are used as starting materials.