A novel method for heterocyclic amide–thioamide transformations

• Walid Fathalla,
• Ibrahim A. I. Ali and
• Pavel Pazdera

Beilstein J. Org. Chem. 2017, 13, 174–181, doi:10.3762/bjoc.13.20

• 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: heterocyclic amides

• ; heterocyclic thioamides; N-cyclohexyl dithiocarbamate cyclohexylammonium salt; novel thiating agent; thiation; Introduction Transforming heterocyclic amides into thioamides is an important task in organic synthesis. Earlier reports for this type of O/S conversions were achieved by several thiating reagents

• efficient method for the transformation of heterocyclic amides to heterocyclic thioamides gained great attention. The reaction of three molar equivalents of cyclohexylamine (1) with one molar equivalent of carbon disulfide in water typically afforded N-cyclohexyl dithiocarbamate cyclohexylammonium salt (2