Synthesis of 1,2,3‐thiadiazole‐5‐carbaldehydes and their conversion into 6aδ 4 ‐Thia‐1,2,5,6‐tetraazapentalenes | Zendy

L'Abbé Gerrit | Zendy; Frederix Ann | Zendy

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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 .

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