Cinnamanilide (I), the N(p-chloro) (XVI) and 4-chloro (XXVII) derivatives by reaction with chlorosulphonic acid gave the sulphonyl chlorides (II, XVII, XXVIII); these were reacted with nucleophiles, e.g. amines, azide ion and hydrazine to give 28 compounds. Oxalanilide (XXXV), the 4, 4'-di-chloro derivative (XLV) and malonanilide (LIV; X=H) similarly afforded the sulphonyl chlorides (XXXVI, XLVI and LV) which were characterized as 30 derivatives. In contrast, 4,4'-dichloromalonanilide (LIV; X=Cl) failed to give the sulphonyl chloride with chlorosulphonic acid. The spectral data of selected compounds are briefly discussed.
O SHODE ,R J CREMLYN ,J G BLOY ,K PATHAK ,F J SWINBOURNE ,
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