1809-17-2

A series of potential polidentate ligands were developed. The alkoxyethoxy-phosphorylamines were prepared by phosphorylation of different amines with the appropriate dialkoxyethyl phosphite in a two-phase reaction. The characterization of these compounds was carried out by IR, Mass, and NMR spectroscopy. The properties of these compounds as a chelating agent were investigated by direct UV titration technique. Copyright Taylor & Francis Group, LLC.

Novel1,2,3-triazol-5-yl-phosphonates were prepared by the copper(I)-catalyzed domino reaction of phenylacetylene, organic azides and dialkyl phosphites. The process was optimized on the synthesis of the dibutyl (1-benzyl-4-phenyl-1H-1,2,3-triazol-5-yl)phosphonate in respect of the catalyst, the base and the solvent, as well as of the reaction parameters (molar ratio of the starting materials, atmosphere, temperature and reaction time). The method elaborated could be applied to a range of organic azides and dialkyl phosphites, which confirmed the large scope and the functional group tolerance. The in vitro cytotoxicity on different cell lines and the antibacterial activity of the synthesized1,2,3-triazol-5-yl-phosphonates was explored. According to the IC50 values determined, only modest antibacterial effect was detected, while some derivatives showed moderate activity against human promyelocytic leukemia HL-60 cells.

The continuous flow alcoholysis of dialkyl H-phosphonates by aliphatic alcohols in the absence of a catalyst was elaborated using a microwave (MW) reactor equipped with a flow cell. By the precise control of the reaction conditions, the synthesis could be fine-tuned towards dialkyl H-phosphonates with two different and with two identical alkyl groups. In contrast to the “traditional” batch alcoholysis, flow approaches required shorter reaction times, and the products became available at a larger scale.

Reaction of phosphorus oxychloride with a primary alcohol (1.8 equiv) and triethylamine (1.8 equiv) in toluene, followed by filtration and treatment with steam, gives dialkyl phosphates in good yield and essentially free from trialkyl phosphate contamination. Georg Thieme Verlag Stuttgart · New York.

A method for the manufacture of dialkyl phosphites is disclosed wherein a P-O component containing from 1 to 6 P-O-P bonds in the molecule is reacted with an alcohol and a carboxylic acid ester having from 1 to 6 carbon atoms in the alkyl group and from 5 to 20 carbon atoms in the esterifying alkyl group of the ester. The dialkyl phosphites are formed under simultaneous removal by distillation of the carboxylic acid formed.

The esterification of hypophosphorous acid with alcohols, i.e. isopropanol, isobutanol, n-pentanol, n-octanol and 1,3-propylene glycol leads to the formation of the corresponding phosphonous acid esters in yields of up to 50percent, in addition to the hypophosphorous acid esters.The compounds are characterized by their elemental analyses, infrared and 1H NMR spectra.A mechanism of their formation is suggested.