Rearrangements in 2-halogeno-3-morpholinothietan 1,1-dioxides. Formation and structure of a cyclic β-sulphonylenamine

Abstract

Refluxing an ethanolic solution of r-2-chloro-t-4-methyl-c-3-morpholino-3-phenyl-(1) and r-2-chloro-c-4-methyl-t-3-morpholino-3-phenyl-thietan 1,1-dioxide (3) ultimately leads to the formation of 3-[2-(2-chloroethoxy)ethyl]-5-methyl-4-phenyl-Δ⁴-thiazoline 1,1-dioxide via some isomeric intermediates. An X-ray crystallo-graphic analysis of the structure of the Δ⁴-thiazoline dioxide (8) is reported.