Synthesis and reactivity of Mannich bases.: XVIII.: Reaction of dithiocarbamic acid salts with mannich bases derived from ortho-hydroxyacetophenones

The reaction of Mannich bases derived from ortho-hydroxyaceto-phenones with N,N-dialkyldithiocarbamic acid salts result in the formation of the corresponding dithiocarbamic acid esters via an amine moiety replacement when the process is conducted in cold water Attempts to carry out the synthesis in refluxing ethanol-water mixture led to the insertion of carbon sulfide at the C-N bond in Mannich bases. N-Aryldithiocarbamic acid salts afforded on reaction with the above-mentioned Mannich bases only bis-(2-(2-hydroxybenzoyl)ethyl)thioethers.