Synthesis of bicyclic aromatic sulfonic acids sulfonyl chlorides and sulfonamides

U.S. Patent Number: 5387681

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.

Inventors: Miller; William D. (Indianapolis, IN), Tao; Eddie V. P. (Carmel, IN)

Assignee: Eli Lilly and Company (Indianapolis, IN)

Application Number: 07/932,404

Issued: 1995-02-07

Expired: 2007-02-07

Classes: 544/106 ; 548/218; 549/350; 549/429

Field of search: 549/350,429 544/106 548/718

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