Abstract: Camphoric anhydride was prepared via dehydration reaction using camphoric acid as starting material. Then, N-aryl sulfonyl ethyenediamines were synthesized by the reaction of ethylenediamine with substituted benzenesulfonyl chlorides, followed by the reaction of camphoric anhydride with N-aryl sulfonyl ethyenediamines to obtain eleven novel camphoric acid-based benzenesulfonamide compounds:camphoric acid-based benzenesulfonamide(4a), camphoric acid-based p-methyl-benzenesulfonamide(4b), camphoric acid-based m-methyl-benzenesulfonamide(4c), camphoric acid-based p-methoxy-benzenesulfonamide(4d), camphoric acid-based m-methoxy-benzenesulfonamide(4e), camphoric acid-based p-fluoro-benzenesulfonamide(4f), camphoric acid-based o-fluoro-benzenesulfonamide(4g), camphoric acid-based p-chloro-benzenesulfonamide(4h), camphoric acid-based m-chloro-benzenesulfonamide(4i), camphoric acid-based p-bromo-benzenesulfonamide(4j), and camphoric acid-based m-bromo-benzenesulfonamide(4k). The synthetic conditions were investigated preliminarily. The suitable synthetic conditions for the target compounds were as follows:anhydrous ethanol as solvent, reaction temperature 80 ℃, n(camphoric anhydride):n(N-aryl sulfonyl ethyenediamine) 1:1.2. The target compounds were characterized by FT-IR, ¹H NMR, ¹³C NMR and ESI-MS, respectively. The preliminary bioassay showed that most of the title compounds exhibited certain fungicidal activity at the concentration of 50 mg/L, in which compounds 4a and 4e had inhibition rate of 94.8 % against Physalospora piricola, and compound 4h had inhibition rate of 86.9 % against Alternaria solani.

Key words: camphoric acid, sulfonamide, synthesis, fungicidal activity