Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reaction of N-Halosulfonamide. II. Reaction of N, N-Dihalobenzenesulfonamide with Cyclohexene. (2).
Yoshio UenoShoji TakemuraYoshiko AndoHiromi Terauchi
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1967 Volume 15 Issue 8 Pages 1198-1203

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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.
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© The Pharmaceutical Society of Japan
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