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

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.