The condensation reaction of thiobenzamide, (as well as thionicotinamide and isothionicotinamide) in the presence of dimethyl sulfoxide and of an acid, affords 3,5-diphenyl-1,2,4-thiadiazole, Under the same experimental conditions, N-substituted thioureas are also condensed to 1,2,4-thiadiazole derivatives; their structure is ascertained by spectroscopic properties and by X-ray diffraction. Some information on the mechanism of thiadiazoles formation from both starting classes of compounds, thiobenzamides and N-substituted thiourea, is collected and discussed.
Mechanism of the formation of 1,2,4-thiadiazoles by condensation of aromatic thioamides and of N-substituted thioureas / Forlani, L; Lugli, A; Boga, C; Corradi, Anna; Sgarabotto, P.. - In: JOURNAL OF HETEROCYCLIC CHEMISTRY. - ISSN 0022-152X. - STAMPA. - 37:1(2000), pp. 63-69. [10.1002/jhet.5570370110]
Mechanism of the formation of 1,2,4-thiadiazoles by condensation of aromatic thioamides and of N-substituted thioureas
CORRADI, Anna;
2000
Abstract
The condensation reaction of thiobenzamide, (as well as thionicotinamide and isothionicotinamide) in the presence of dimethyl sulfoxide and of an acid, affords 3,5-diphenyl-1,2,4-thiadiazole, Under the same experimental conditions, N-substituted thioureas are also condensed to 1,2,4-thiadiazole derivatives; their structure is ascertained by spectroscopic properties and by X-ray diffraction. Some information on the mechanism of thiadiazoles formation from both starting classes of compounds, thiobenzamides and N-substituted thiourea, is collected and discussed.
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