110623-33-1Relevant articles and documents
Kinetics for scale-up of a one-pot pathway to 5-(3-fluorophenyl)-2,4- dihydro-2,4-dimethyl-3H-1,2,4-triazole-3-thione using a hybrid model of parallel and consecutive reactions
Louks, David H.,Stolz-Dunn, Sandra K.
, p. 877 - 884 (2007)
Kinetic results are reported for the one-pot reaction of 2,4-dimethylthiosemicarbazide (1) and 3-fluorobenzoyl chloride (2) to the unisolated benzamide intermediate (3), and on to the ringclosed product, 5-(3-fluorophenyl)-2,4-dihydro-2,4-dimethyl-3H1,2,4-triazole-3-thione (4). The sensitivity of the synthetic route to competing side reactions was examined by studying the kinetics of each reaction step. A first-order kinetic Model of the hybrid consecutive and parallel reaction scheme was developed and fit to experimental data. The Model was extended to address potential mixing concerns resulting from the formation of the insoluble intermediate 3 upon scale-up where a more concentrated reaction would be used. Scale-up of the product drug substance from laboratory to 50-gal scale was successfully completed using this recently developed one-pot pathway.
Process for the preparation of 5-aryl-2,4-dialkyl-3H-1,2,4-triazole-3-thiones
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, (2008/06/13)
The present invention relates to a a novel process for preparing 5-aryl-2,4-dialkyl-3H-1,2,4-triazole-3-thiones which have been shown to have antidepressant activity and are useful in the treatment of Wernicke-Korsakoff syndrome and Alzheimer's disease.
2,4-Dihydro-3H-1,2,4-triazole-3-thiones as Potential Antidepressant Agents
Kane, John M.,Dudley, Mark W.,Sorensen, Stephen M.,Miller, Francis P.
, p. 1253 - 1258 (2007/10/02)
A series of 5-aryl-2,4-dihydro-3H-1,2,4-triazole-3-thiones was prepared and evaluated for potential antidepressant activity.Members of this series were generally prepared by the alkaline ring closures of the corresponding 1-aroylthiosemicarbazides.Several