Premium
Synthesis of 1,2,3‐thiadiazole‐5‐carbaldehydes and their conversion into 6aδ 4 ‐Thia‐1,2,5,6‐tetraazapentalenes
Author(s) -
L'Abbé Gerrit,
Frederix Ann
Publication year - 1990
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.5570270543
Subject(s) - chemistry , sodium azide , sulfuric acid , decomposition , methylation , azide , organic chemistry , medicinal chemistry , combinatorial chemistry , biochemistry , gene
A convenient method for the synthesis of the virtually unknown 1,2,3‐thiadiazole‐5‐carbaldehydes consists in monobromination of the 5‐methyl derivatives, followed by treatment with sodium azide and decomposition in concentrated sulfuric acid ( 6 → 7 → 9 → 10 ). These compounds can be transformed via methylation of the corresponding hydrazones 12 into 6aδ 4 ‐thia‐1,2,5,6‐tetraazapentalenes 13 .