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Synthesis of 5‐(6‐Pyridazinone‐3‐yl)‐2‐glycosylamino‐1,3,4‐thiadiazoles
Author(s) -
Tao Jing,
Wang DuoZhi,
Cao LingHua
Publication year - 2010
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201000151
Subject(s) - chemistry , thiadiazoles , glycosyl , proton nmr , stereochemistry , organic chemistry , medicinal chemistry
N ‐Glycosyl‐2‐(1,4,5,6‐tetrahydropyridazin‐6‐one‐3‐carbonyl)‐hydrazinecarbothioamides ( 3 a‐3f ) and N ‐glycosyl‐2‐(1,6‐dihydropyridazin‐6‐one‐3‐carbonyl)‐hydrazinecarbothioamides ( 5a‐5f ) were prepared by the reaction of glycosyl isothiocyanates with the compounds 1,4,5,6‐tetrahydro‐3‐hydrozinecarbonyl‐6‐pyridazinone ( 1 ) and 1,6‐dihydro‐3‐hydrozinecarbonyl‐6‐pyridazinone (2). The terminal heterocyclic compounds 1,3,4‐thiadiazoles derivatives were obtained from cyclization of compounds 3a–3f and 5a–5f by phosphoric acid. The structures of all the compounds were confirmed by elemental analysis and IR, 1 H NMR, LC‐MS (ESI) spectral data.