Properties of 2-Iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium Triiodide

Abstract

2-Iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium triiodide was synthesized by the reaction of 1-allylpyridin-2(1H)-one with hydrogen iodide in the presence of hydrogen peroxide or with iodine in acetone. The title compound reacted with palladium(II) iodide in DMSO to give crystalline bis(2-iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium) di-μ2-iodido-tetraiodidodipalladate(II) whose structure was proved by X-ray analysis. The reaction of 2-iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium triiodide with sodium iodide in acetone afforded 2-iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium iodide which decomposed into initial 1-allylpyridin-2(1H)-one and iodine on heating in methanol.