N,N′-Dibenzyl-N′′-(2,4-difluorobenzoyl)-N,N′-dimethylphosphoric triamide

Abstract

In the title mol­ecule, C23H24F2N3O2P, the P atom is in a distorted tetra­hedral P(=O)(N)(N)2 environment, with the bond angles around the P atom in the range 106.78 (11)–114.10 (13)°. The phosphoryl and carbonyl groups, which are separated by an N atom, adopt an anti orientation relative to each other. In the C(=O)NHP(=O) fragment, the P—N bond is longer [1.683 (2) Å] and the O—P—N angle is smaller [106.78 (11)°] than the other P—N bonds [1.613 (2) and 1.632 (2) Å] and O—P—N bond angles [114.10 (13) and 110.83 (12)°], respectively. The N atoms have sp 2 character. In the crystal, pairs of P=O⋯H—N hydrogen bonds form inversion dimers with R 2 2(8) ring motifs.

Bis(pyrrolidin-1-yl)phosphinic (2,4-difluorobenzoyl)amide

“…The phosphorus atom has a distorted tetrahedral configuration and the P-N bonds in the P(O)[NC 4 H 8 ] 2 fragment are shorter than the other P-N bond in the molecule. The P═O and C═O bond lengths, and P-N-C bond angles are within the expected values (Pourayoubi et al, 2012). The atoms F1/H1A and F1A/H1 are found to occupy similar sites in the ratio of 70/30 and are refined with fixed occupancies.…”

“…2,4-F 2 -C 6 H 3 C(O)NHP(O)Cl 2 was prepared according to the literature method (Pourayoubi et al, 2012). To a solution of 2,4-F 2 -C 6 H 3 C(O)NHP(O)Cl 2 (2 mmol) in CHCl 3 (20 ml), a solution of pyrrolidine (8 mmol) in CHCl 3 (10 ml) was added dropwise at 273 K. After 4 h of stirring, the solvent was evaporated at room temperature and the solid was washed with distilled water.…”