4-Thionoazolidines,analogs and derivatives

Reaction of 2-thiono-1, 3-thiazan-4-one (I) with phosphorus pentasulfide in dry dioxane gives an 81% yield of the hitherto unknown 2, 4-dithiono-1, 3-thiazane (II), which differs from the starting compound by having reactive groups at positions 4 and 5. The 5-substituted products of condensing II with diazonium salts and dimethylaminobenzaldehyde, and the products of reaction of II with aminoantipyrine and a number of aromatic amines are isolated. The irritating effect of II on the mucous membrane, and its bringing about increased sensitivity to certain cations are noted. Qualitative reactions for detecting II are suggested.For Part I see 9].We thank Professor S. N. Baranov for his interest in our work.