4,4'-Thiodianiline

An analogue of TDA is the drug dapsone, for which the sulphur species is oxidised.

Sulfur is boiled in excess aniline over several hours to produce three isomers (1,1′; 1,4; 4,4′) of TDA.

[1] The same journal documents syntheses of similar and overlapping compounds by Merz and Weith in 1871, and K. A. Hoffman in 1894.

A study by Nietzki and Bothof[2] shows indications that including an oxide of lead may maximize the yield of the 4,4′ variant that this page refers to.

TDA was used as a chemical intermediate in the production of three dyes: CI mordant yellow 16, milling red G and milling red FR, as well as the medicine Dapsone.