New N-nicotinyl and N-2,4-dichlorobenzoyl phosphorictriamides: syntheses,spectroscopic study,and crystal structures

Abstract

New phosphoric triamides were synthesized and characterized by ¹H, ¹³C, ³¹P NMR, IR spectroscopy and elemental analysis. It is noteworthy that as far as we know there have not been any efforts for the synthesis of phosphoric triamides with nicotinamide substituent up to now and compound 1 is the first example of this series. Compounds 1, 5, 6 indicate the coupling of diastereosterotopic CH₂ protons with each other, CH proton and the corresponding P atomin ¹H NMR spectra as well as two separated signals for the two CH₃ moieties in ¹³C NMR spectra. Interestingly, the ¹H NMR spectrum of compound 5 demonstrates long-range ⁶J_P,H coupling constant. Furthermore, long-range ⁴J_H,H coupling constant appeared for the aromatic protons of molecules 1–4. Moreover, the structures have been determined for 2–4 by X-ray crystallography.