THE REARRANGEMENT OF 2-IMINO-1,3-OXATHIANE

Abstract
2-Imino-1,3-oxathiolane, in the free state, evolves cyanic acid spontaneously and gives rise to ethylene sulphide. This rearrangement is characteristic of all substituted 2-imino-1,3-oxathiolanes. It has now been found that rearrangement of the next higher homologue, 2-imino-1,3-oxathiane, does not give the anticipated trimethylene sulphide but only tris-3-mercaptopropyl cyanurate. The mechanism of this rearrangement is discussed.

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