SU404830A1 - METHOD FOR PRODUCING MIXED AMMONIUM-PHOSPHONIUM SALTS - Google Patents

Description

The invention relates to the preparation of new organophosphorus compounds containing ammonium and phosphonium centers at one carbon atom of the general formula

2С1

RSP-Cli -NUa -R K

where R is aryl, alkyl;

R, R - aryl,

which may have biocidal properties, as well as toxic effects. In addition, these compounds may be of interest as intermediates for the synthesis of biologically active substances or flame retardants.

A known reaction is the reaction of azomethinone with trialkylphosphites in the presence of phenol.

However, tertiary phosphnies previously were not involved in the iodobiok) reaction.

A process for the preparation of dislocated ammonium phosphonium salts is described, based on the interaction of tertiary phosphines with azomethines in the presence of hydrogen halide. The synthesis is better carried out in an organic solvent, for example diethyl ether. The product yield 80-90%. The structure of the products obtained is confirmed by the data of the element: pry analysis, IR and NMR-P-spectroscopy. In the IR spectra, there are absorption bands in the region of 2600-2700 s. (valent

fluctuations of NHg), 3300-3400 c.ir (N-H), as well as for the product of interaction with triphenylphosphine in the region of 1438 sig (P-Ph) and absorption bands characteristic of phenyl rings. ppm)

Pr Nm er 1. Iolucheniya hydrochloride chloride triphenyl- (a-phenylamino) -benzephosphonium.

To 1.5 g of triphenyl phosphine, dissolved in absolute ether, add 1 g of benzyl 11: silt, yne, and protic. A1 from a current of dry hydrogen chloride. The distilled product is separated, washed with ether and dissolved in absolute methanol for purification, animal charcoal is added, shaken and then filtered. The solvent from the filtrate is removed under ionization pressure. As a result of the reaction, 2.55 g (88.6%) of triphenyl - (α-feiyl-amido) -benzylphosphonium chloride hydrochloride is obtained with t. Il. 56 ° C.

Found,%; P 5.52; N 2.63; C1 14.12 CsoNasNPCb

Calculated,%: P 6.00; N 2.71; C1 13.78.

And p and m er 2. Poluchiiie tributyl chloride - (α-feiyl amino) - benzylphosphonium hydrochloride. 3 To 2.8 g of tributylphosphine, a solution of 2.3 g of benzalaniline in 10 ml of absolute ether is poured in and the flow of dry hydrogen chloride is passed. The precipitated oil is separated and washed thoroughly with absolute ether. As a result of the reaction, 5.5 g (87%) of tributyl- (a-e1) enylamino) -benzylphosphonium hydrochloride are obtained. Found,%: P 7.03; N 2.95; C1 15.32 CasH NClaP10 Calcined,%: P 6.79; N 3.07; C1 15.54. 4 Subject of the invention 1. A method for producing mixed ammonium-phosphonium salts, characterized in that the tertiary phosphines are reacted with azomethies in the presence of hydrogen halide, followed by isolation of the target product by known methods. 2. A method according to claim 1, characterized in that the process is conducted in an environment of an organic solvent, for example diethyl ether.