A novel method for heterocyclic amide-thioamide transformations

Beilstein J Org Chem. 2017 Jan 26:13:174-181. doi: 10.3762/bjoc.13.20. eCollection 2017.

Abstract

In this paper, we introduce a novel and convenient method for the transformation of heterocyclic amides into heteocyclic thioamides. A two-step approach was applied for this transformation: Firstly, we applied a chlorination of the heterocyclic amides to afford the corresponding chloroheterocycles. Secondly, the chloroherocycles and N-cyclohexyl dithiocarbamate cyclohexylammonium salt were heated in chloroform for 12 h at 61 °C to afford heteocyclic thioamides in excellent yields.

Keywords: N-cyclohexyl dithiocarbamate cyclohexylammonium salt; heterocyclic amides; heterocyclic thioamides; novel thiating agent; thiation.