Journal of Heterocyclic Chemistry · 1977 · 14 citations · 2 references
Natural SciencesChemistryMedicinal ChemistryGreen ChemistryOrganic ChemistrySynthetic Medicinal ChemistryHalogen ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsBromine ChemistryChlorinationChlorination ChemistryHalogenated Natural ProductsMild Reaction Conditions
Abstract Bromination of 4‐isothiazolin‐3‐ones, I, gave the 4‐bromo derivatives, III, in good yields, while formation of 4,5‐dibromo derivatives, IV, was much more difficult. In contrast, chlorination of I, even under mild conditions, gave primarily 4,5‐dichloro derivatives, VI, and lesser amounts of the 4‐chloro derivatives, V. Vigorous bromination of the 4‐methyl analog of I gave the 5‐bromo derivatives, VIII, whereas mild chlorination gave predominantly the 4,5,5‐trichloro derivatives, X.
2