FUNCTIONALIZATION OF 1-AMINO-1-ARYLMETHYL PHOSPHONIC ACID DIETHYL ESTERS AT THE NH GROUP

Abstract

Functionalization at the NH group (s) of 1-amino-1-arylmethyl phosphonic acid diethyl esters with monoisocyanates was performed in order to produce alkyl ureas bearing the phosphonate group. The condensation reaction is easily performed in dry toluene at 80°C using a catalytic amount of Et₃N, and the white crystalline products are obtained in satisfactory yields. Characterizations of these new compounds, of potential applications in agrochemistry, were performed by ¹H-NMR spectroscopy and by MS-FAB spectrometry, which reveals the presence of very diagnostic signals or peaks for structural assignments.

Key Words:

• Alkyl ureas bearing phosphonic groups
• ¹H-NMR and MS-FAB assignments
• synthetic procedures