Abstract
In order to examine the mode of reaction of N, N-dihalobenzenesulfonamide (I) with cyclohexene (II), the assumed intermediate, DL-trans-2, N-dibromo-1-benzenesulfonamidocy-clohexane (X), was synthesized and the formation of it in the pathway of the reaction of the bromo analog of I with II was proved. Comparing the behavior of N-bromo-N-methyl-benzenesulfonamide (XI) with that of X, the reaction of XI with II was examined, which afforded trans-1, 2-dibromocyclohexane (V), 1, 3-cyclohexadiene (VI), and 1-bromocyclohexene (XII). On the basis of these facts, the mechanism of the reaction of I with II was discussed.