N,N-DimethylO-p-tolyl phosphoramidocyanidate

Abstract

Key indicators: single-crystal X-ray study; T = 100 K; mean (C-C) = 0.003 Å; R factor = 0.034; wR factor = 0.084; data-to-parameter ratio = 20.1.The P-N bond in the title compound, C 10 H 13 N 2 O 2 P, is shorter [at 1.6104 (15) Å ] than a normal P-N single bond. The N atom deviates slightly from the plane of the three atoms to which it is bonded. The sum of the angles surrounding this N atom is 358 . In the crystal structure, weak C-HÁ Á ÁO hydrogen bonds link molecules into one-dimensional chains along the a-axis direction. ExperimentalCrystal data C 10 H 13 N 2 O 2 P M r = 224.19 Triclinic, P1 a = 6.0322 (9) Å b = 6.8532 (10) Å c = 7.3820 (11) Å = 105.604 (3) = 95.800 (3) = 106.802 (3) V = 276.03 (7) Å 3 Z = 1Mo K radiation = 0.23 mm À1 T = 100 (2) K 0.60 Â 0.12 Â 0.10 mm Data collectionBruker APEXII diffractometer Absorption correction: none 3289 measured reflections 2791 independent reflections 2688 reflections with I > 2(I) R int = 0.020

Structure-activity study of phosphoramido acid esters as acetylcholinesterasf inhibitors

“…The N(C 2 H 5 ) 2 and morpholine moieties form P-N bonds with their P atoms in compounds 4 and 6 (the other groups linked to their P atoms are similar), so that the anti-AChE activity for 4 is greater than 6. The molecules 1 and 5 (we reported their structures in previous works [11,12]) are different in only one substitutents linked to the P atom. Figure 3 (a 1 and b 1 ) indicates the tetrahedral configuration of the phosphorus atoms where the similar moieties linked to the P atoms are omitted for clarity (only the direct atoms linked to P atoms are shown).…”

4-Methylphenyl (dimethylamido)(isopropylamido)phosphate

“…example, Amiprofos-methyl [O-methyl O-(4-methyl-2-nitrophenyl) N-isopropyl phosphoramidothioate] is a herbicidal organophosphate (Fest & Schmidt, 1982). In our previous work, we reported on the structure of N, N-dimethyl O-p-tolyl phosphoramidocyanidate (Ghadimi et al, 2007). Here, we report the synthesis and crystal structure of the title compound.…”

“…For related literature, see: Corbridge (1995); Ekstrom et al (2006); Fest & Schmidt (1982); Ghadimi et al (2007); Singh (1999). Mo K radiation = 0.19 mm À1 T = 100 (2) K 0.21 Â 0.09 Â 0.08 mm…”

Diphenyl (p-tolylamido)phosphate

“…The reaction of compounds having phosphorus-halide bonds with primary and secondary amines results in formation of phosphorus-nitrogen compounds, see: Chivers et al (2003). For amidophosphoric acid esters (APEs), see: Gholivand et al (2007); Ghadimi et al (2007). For applications of APEs, see: Bao et al (1993); Ghadimi et al (2008); Nguyen & Kim (2008).…”