The Reactions of Esters of Amidosulfurous Acid

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Abstract
It was found that benzhydryl dimethylamidosulfite, obtained from N,N,N′,N′-tetramethylsulfurous diamide-phenyl isocyanate adduct and benzhydrol, decomposed to give benzhydryldimethylamine and sulfur dioxide. Similarly, triphenylmethyl and 1,3-diphenylallyl dimethylamidosulfite gave corresponding tertiary amines when these esters were refluxed in benzene. On the other hand, benzoin dimethylamidosulfite gave benzil, the oxidized product of benzoin. When β-anilinoethyl and β-N-methylaminoethyl dimethylamidosulfite were heated at 120–130°C for 10 min, cyclic esters of amidosulfurous acid, 3-phenyl- and 3-methyl-1,2,3-oxathiazolidine-2-oxide, were obtained along with evolution of dimethylamine. Further, the thermal decomposition of the cyclic compounds was studied.

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