Synthesis of bicyclic aromatic sulfonic acids, sulfonyl...

C - Chemistry – Metallurgy – 07 – D

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C07D 307/79 (2006.01) C07D 209/08 (2006.01) C07D 263/56 (2006.01) C07D 317/62 (2006.01) C07D 319/18 (2006.01)

Patent

CA 2103930

Abstract This invention provides a novel process for the synthesis of bicyclic aromatic sulfonic acids employing reacting a bicyclic aromatic compound with sulfur trioxide- N,N-dimethylformamide complex in the presence of a water miscible, non-reactive solvent. The resulting sulfonic acid may be converted into the corresponding sulfonyl halide by the reaction with a thionyl halide. This invention further provides a novel process for the synthesis of bicyclic aromatic sulfonamides employing the reaction conditions described supra followed by an ammonolysis or amination. The resulting bicyclic aromatic sulfonamides can then be reacted with an appropriately substituted isocyanate to synthesize diaryl sulfonylureas.

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