Thiols and amines were benzamidomethylated in water solution at room temperature with (benzamidomethyl)triethylammonium chloride (1) in the presence of a small quantity of triethylamine (pH>9). Benzamidomethyl thioethers (3a-d) and (benzamidomethyl)amines or di(benzamidomethyl)amines (5) were obtained in high yields (>90%) as well as S(CH 2 NHBz) 2 in a reaction of 1 with Na 2 S. Benzamidomethyl esters RCOOCH 2 NHBz were obtained (60-75%) in reactions of carboxylic acids with 1 in chloroform or dioxane.