N,N′-Dichlorobis(2,4,6-trichlorophenyl)urea (CC-2): an Efficient Reagent for the Synthesis of Chemical Weapons Convention-Related Dialkyl-N,N-dialkylphosphoramidates from Dialkylphosphites

Arvind K. Gupta; Deepak Pardasani; Hemendra K. Gupta; Devendra K. Dubey

doi:10.1071/CH07081

RESEARCH ARTICLE

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N,N′-Dichlorobis(2,4,6-trichlorophenyl)urea (CC-2): an Efficient Reagent for the Synthesis of Chemical Weapons Convention-Related Dialkyl-N,N-dialkylphosphoramidates from Dialkylphosphites

Arvind K. Gupta ^A , Deepak Pardasani ^A , Hemendra K. Gupta ^A and Devendra K. Dubey ^A ^B

+ Author Affiliations

- Author Affiliations

^A Vertox Laboratory, Defence Research and Development Establishment, Gwalior, India.

^B Corresponding author. Email: dkdubey@rediffmail.com

Australian Journal of Chemistry 60(11) 879-882 https://doi.org/10.1071/CH07081
Submitted: 16 March 2007 Accepted: 28 August 2007 Published: 1 November 2007

Abstract

The present paper describes the one-pot synthesis of dialkyl N,N-dialkylphosphoramidates (DADAP) from dialkylphosphites and dialkylamines using N,N′-dichlorobis(2,4,6-trichlorophenyl)urea (CC-2) as chlorinating reagent. DADAP belong to the schedule 2.B.6 category of the Chemical Weapons Convention (CWC), as they are the important markers of the chemical warfare agent tabun and its analogues. The study was undertaken to develop the spectral database of DADAP for verification of CWC. The reported synthetic strategy can be adopted to rapidly synthesize several analogues of DADAP during official proficiency tests.

Acknowledgements

We thank Dr R. Vijayaraghavan, Director, DRDE, Gwalior, for his keen interest and encouragement, and also Ms Mamta Sharma for recording the NMR spectra.

References

N,N′-Dichlorobis(2,4,6-trichlorophenyl)urea (CC-2): an Efficient Reagent for the Synthesis of Chemical Weapons Convention-Related Dialkyl-N,N-dialkylphosphoramidates from Dialkylphosphites

Abstract

Acknowledgements

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