Synthesis of 3,4-bischloromethyl-1,2,5-thiadiazole: an unexpected chloromethylation; contrasting selectivity in dihalogenations by N-chlorosuccinimide and N-bromosuccinimide
Abstract
1,2,5-Thiadiazole, previously thought to be resistant to electrophilic substitution, has been shown to undergo chloromethylation; N-chlorosuccinimide is more selective than N-bromosuccinimide in the dihalogenation of 3,4-dimethyl-1,2,5-thiadiazole.