Reaction of carbon disulphide with cyclic amides and related compounds. Free N-acyl- and N-carbamoyl-dithiocarbamic acids

Abstract

2-Pyrrolidone, 2-piperidone, ε-caprolactam, imidazolidin-2-one, imidazolidine-2,4-dione, and 2,5-dioxopiperazine, after treatment with sodium hydride or in the presence of alkali, reacted with carbon disulphide to give the respective 1-dithiocarboxylic acid and/or 1,3-bisdithiocarboxylic acid which were readily esterified. The stable crystalline free acids could be easily isolated in the case of the five-membered ring compounds.