N‐{(E)‐(dimethylamino)methylidenearbamothioyl}‐4‐toluenesulfonamide () was obtained by reaction of N‐carbamothioyl‐4‐toluenesulfonamide () with dimethylformamide dimethylacetal or alternatively by the reaction of 1‐(dimethylamino)methylidenethiourea with tosyl chloride. Compound was reacted with substituted anilines to yield anilinomethylidine derivatives . Treatment of with phenacyl bromide gave triazepines and imidazoles . Esterification of compound afforded ester derivative , which was subjected to react with hydrazine to yield hydrazide derivative . Oxadiazole was obtained by reaction of with CS2/KOH. Compound was treated with o‐aminophenol or o‐aminothiophenol to give benzazoles . N‐(Diaminomethylidene)‐4‐toluenesulfonamide () reacted with enaminones to yield pyrimidines , respectively. The structures of the compounds were elucidated by elemental and spectral analyses. Some selected compounds were screened for their in vitro antifungal activity. In general, the newly synthesized compounds showed good antifungal activity.