Development of an Improved Method for Conversion of Thiuram Disulfides into N,N-Dialkylcarbamoyl Halides and Derivatives

Abstract

A convenient procedure for preparing N,N-disubstituted carbamoyl halides is reported. It consists of two steps: (1) reaction of carbon disulfide and a secondary amine in the presence of a polar organic solvent and oxygen to produce the corresponding tetraalkyl thiuram disulfides and (2) reaction of tetraalkyl thiuram disulfide with a halide in the presence of an aprotic organic solvent to produce the corresponding N,N-disubstituted carbamoyl halide.

Keywords:

• Carbon disulfide
• N,N-disubstituted carbamoyl halide
• secondary amine
• tetraalkyl thiuram disulfide

ACKNOWLEDGMENTS

The authors gratefully acknowledge CBMR, SGPGI, Lucknow, for NMR spectra and CDRI, Lucknow, for IR spectra and elemental analysis. One of the authors (K. Adeppa) wishes to convey his grateful feelings to India Pesticides Limited, Lucknow, India, for providing all laboratory facilities and financial support, which made it possible to complete the present work successfully.