SU463676A1 - The method of obtaining 0,0-diaryl-1aryloxyacyloxy-2,2,2-trichloroethylphosphonate - Google Patents

Description

one

This invention relates to a process for the preparation of novel organophosphorus compounds, namely, O, O-diaryl - 1 - (aryloxyacyloxy) 2, 2,2-trichloroethylphosphonates of the general formula

(AGO) 2 P- (iH-0- (J- (.,.

O (jdi3 o

where Ar and Ar are substituted or unsubstituted phenyl MLN naphthyl,

which have pesticidal activity and can be used as fungicides, herbicides, as well as drugs of complex action.

A known method for the preparation of O, O-dphenyl (1-acroyloxy-2,2,2-trichloroethyl) phosphonate with a yield of 42% by the reaction of 0, O-diphenyl- (1oxy-2, 2,2-trichloroethyl) phosphonate with acrylic acid chloride acids, taken in fourfold excess, in the presence of sodium carbonate. Attempts to use this method for the synthesis of the proposed phosphonates did not lead to positive results.

According to the invention, the process for the preparation of O, O-diaryl-1- (aryloxyacyloxy) -2,2,2-trhloroethylphosphonates consists in the interaction of an equimolar mixture of O, O-diaryl-1oxy-2, 2,2-trichloroethylphosphonate and aryloxyalkylcarboxylic acid chloride with

reticent amine in an inert organic solvent followed by isolation of the desired product by known methods.

The process according to the proposed method

can be carried out by mixing reagents prn 10-30 ° C, followed by heating the reaction mass to 40-50 ° C. The end products are obtained in good yield and are easily separated by conventional methods.

Example. Preparation of 0,0-di- (2-ethylphenyl) -1 - (2,4 - dichlorophenoxyacetoxy) -2,2,2trichloroethylphosphonate

To a mixture of 0.01 g-MOL 0,0-di- (2-ethylphenyl) 1-hydroxy-2, 2,2-trichloroethylphosphonate and 0.01 g MOL hydrochloride 2,4-dichlorophenoxy acetic acid in 40 ML anhydrous chloroform with intensive displacing a solution of 0.01 g-mol of triethylamine in 10 ML of chloroform is added dropwise. The reaction mass is transferred for 1 hour at room temperature and 1 hour at 40-45 ° C, cooled, the hydrochloride doctor of triethylamine is washed with water, the solution is dissolved in sodium sulfate and evacuated. In the residue with a yield of 98%, a substance is obtained in the form of a viscous liquid (Ai 1.544); when standing crystallizes, t. pl. 115-116 ° C.

Found,%: C 48.18; H 4.02; C1 26.83- P 4.76.

S2bN24S150bR.

-with:

about

"S

to

t; p

I

T y-S

w- "

one

& n 0

N

about with

Calculated,%: C 48J3; H 3.78; C1 27.66; R 4.83.

Under similar conditions, other substances are obtained, the yield, constants, and analysis data of which are listed in the table.

The subject of the invention.

Claims (2)

1. Method for preparing O, O-diaryl-1- (aryloxyacyloxy) -2,2,2-trichloroethyl phosphonates. characterized in that an equimolar mixture of 0, O-diaryl-1-hydroxy-2,2,2-trichloroethylphosphonate and aryloxyalkylcarboxylic acid chloride is reacted with a tertiary amine in an inert organic solvent, followed by isolation of the target product by known methods. 2. A method according to claim 1, characterized in that the process is carried out at 10-50 ° C.