Abstract
The chalcones (1-10) have been reacted with chlorosulfonic acid to give the corresponding sulfonyl chlorides (1a-10a) (Table I). 3-Methoxychalcone (3) also gave the disulfonyl chloride. The sulfonyl chlorides were reacted with amines and hydrazine to give 44 derivatives for biocidal screening. The orientation of sulfonation is discussed in relation to the stereoelectronic factors and confirmed by formal NMR spectral analysis. Attempts to convert the hydrazinosulfonylpyrazolines (11a, 11b, 12, 13) (Table II) into the acetone and p-nitrobenzaldehyde hydrazines failed to give pure products.