Thionyl Chloride

Development of an Acyl Sulfonamide Anti-Proliferative Agent, LY573636·Na

“…During the acid chloride formation, the symmetrical anhydride was formed in ∼5% yield (Scheme ). Pyridine was preferred as the catalyst to decompose the symmetrical anhydride as a soluble source of chloride, since DMF formed new impurities (Figure ). Toluene was selected as the solvent for the acid chloride formation, since it is compatible with the reagents and product 10 and because 6 could be easily isolated from toluene/heptane.…”

HBr–DMPU: The First Aprotic Organic Solution of Hydrogen Bromide

“…It could also convert alkyl alcohols 7 into alkyl bromides 8 , thus replacing the corrosive PBr 3 (Scheme 2b). [31] Hydrobromination of allenenoic ester 9a occurred with the regioselective protonation of the sp 2-hybridized α-carbon, producing a β-vinylic cation that was further trapped by bromide to provide a vinyl bromide 9b in 54 % yield (Scheme 2c). [32] The reduced yield was primarily caused by cleavage of the benzyl group, since formation of benzyl bromide was observed on GC-MS.…”