1158994-72-9Relevant academic research and scientific papers
A continuous flow synthesis and derivatization of 1,2,4-thiadiazoles
Baumann, Marcus,Baxendale, Ian R.
, p. 6218 - 6223 (2017/09/30)
A continuous flow process is presented that enables the efficient synthesis and derivatization of 1,2,4-thiadiazole heterocycles. Special attention was given to the safe handling of the versatile yet hazardous trichloromethane sulfenylchloride reagent including its in-line quenching in order to eliminate malodourous and corrosive by-products. Based on this flow method gram quantities of 5-chloro-3-phenyl-1,2,4-thiadiazole were safely prepared allowing for further elaboration of this valuable building block by reaction with different nitrogen-, sulfur- and oxygen-based nucleophiles. This synthetic approach was subsequently applied to generate a series of bromophenyl-5-chloro-1,2,4-thiadiazoles providing a valuable entry towards further structural diversification on this important heterocyclic scaffold.
Parallel synthesis of drug-like 5-amino-substituted 1,2,4-thiadiazole libraries using cyclization reactions of a carboxamidine dithiocarbamate linker
Joo, Yeon Park,In, Ae Ryu,Ji, Hoon Park,Duck, Chan Ha,Gong, Young-Dae
scheme or table, p. 913 - 920 (2009/10/14)
A general method has been developed for the solution-phase parallel synthesis of various drug-like 5-amino-substituted 1,2,4-thiadiazole derivatives, which employs initial cyclization reaction of carboxamidine dithiocarbamate 2 with p-toluenesulfonyl chlo
