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On triazoles. XXVIII . Synthesis of isomeric 1,2,4‐triazolylcarbothiohydrazides
Author(s) -
Barkóczy József,
Reiter József
Publication year - 1992
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.5570290701
Subject(s) - chemistry , steric effects , derivative (finance) , acetic acid , stereochemistry , organic chemistry , financial economics , economics
Different 3a , 3b , 9 , 10 and 12 type 5‐amino‐1,2,4‐triazolylcarbothiohydrazide isomers representing all possible isomeric types derived from 5‐amino‐1,2,4‐triazoles were synthesised from the corresponding 5‐amino‐1,2,4‐triazolyldithiocarbonates and hydrazines. HPLC measurements proved that in case of mono‐substituted hydrazines the steric press in the intermediate 6 caused besides formation of the expected derivative 3a the formation of compounds 4 and 5 , too, while the intermediate 7 yielded only 3b . Thermal rearrangement of derivatives 3a in acetic acid led to isomers 9 and 10 , respectively.