The reaction of isatoic anhydride with dimethylsulfoxide. Isolation of products formed through a putative Pummerer rearrangement
Hunt, David A.
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Reaction of isatoic anhydride with dimethyl sulfoxide at 150oC results in the formation of S-methyl-2-aminobenzothioate as the result of a Pummerer rearrangement. While the reaction can be conducted in the absence of a base, yields of isolated product are higher in the presence of a base. The reaction appears to be optimal using dimethyl sulfoxide as the substrate.
Cherney, E.; Hunt, D.A. “The reaction of isatoic anhydride with dimethylsulfoxide. Isolation of products formed through a putative Pummerer rearrangement” Heterocyclic Lett. 2016, 6, 591-593.
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