Abstract

AbstractN‐acetyl‐4‐methylsulphonyl‐2,6‐xylidine (I) has been prepared by the convenient method used before, involving thiocyanation of 2,6‐xylidine and reduction of the thiocyano group with LiAlH4, followed by methylation and subsequent oxidation of N‐acetyl‐4‐methylmercapto‐2,6‐xylidine to the corresponding sulphone. The latter compound (I) has an U.V. spectrum intermediate between those of phenylmethylsulphone and N‐acetyl‐p‐methylsulphonylaniline, indicating that the extended resonance is sterically hindered.

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