SU386955A1 - METHOD FOR OBTAINING UREIDO (TIOURIDE) ETHYL PHOSPHATES - Google Patents

Description

The invention relates to the preparation of phosphoric acid ester, in particular, to a method for producing ureido (tpoureido) ethyl phosphates of the general formula (RO) 2POCH2CH2} HCNHll II II OX not described in literature where R is alkyl or aryl; R is alkyl, alkenyl, alkylthioalkyl or aryl; X - oxygen or sulfur. These compounds may find practical application as pesticides, complexing agents and plasticizers. The predolzny method is based on the fact that O, O-dialkyl (diaryl) phosphoric acid of the formula (o) ron where, R is alkyl or aryl, is reacted with an organic 25 isocyanate or isothiocyanate of the formula. RNCX, where R is alkyl, alkenyl, alkylthioalkyl or aryl; X is oxygen or sulfur, 30 and ethyleneimine. 5 10 15 20 The process is preferably carried out in an inert organic solvent, such as chloroform, at 15-50 ° C. The desired products are obtained in quantitative yield and are isolated by known methods. They are colorless or slightly colored low-mobility liquids or waxy masses. Example. Preparation of O, O-diphenyl-O-p- (Mphenylureido) ethyl phosphate. To a solution of 0.03 g-mol O, O-diphenylphosphoric acid in 20 ml of chloroform with stirring and a temperature of 15 ° C was added 0.03 g-mol of a solution of phenyl isocyanate in 5 ml of chloroform. The resulting solution is stirred for one hour at room temperature and for 2 hours at 40-45 ° C. The solution is cooled to 20 ° C and a solution of 0.03 g-mole of ethyleneimine in 3 ml of chloroform is added at this temperature. The solution is continued to stir at 20 ° C for one hour and for 2 hours at 45-50 ° C. Chloroform is removed in a water jet vacuum pump and the final product is obtained with a quantitative yield of Ld of 1.5850. Found,%: N 6.71; .R 8.05. C2lH2lN2O5P Calculated,%: N, 6.80; R 7.55. The following characteristic absorption bands were detected in the IR spectrum of the obtained compound, cleared on the UR-10 instrument: 735cij

(СН2) „. 1090 cc-1 (C), 1240 cm (P O Ag2), 1310 cl-1 {P O), 1610 CJK (deformation), 3300 CJK- (N H valent oscillations).

The same compound was obtained by the reaction of diphenylchlorophosphate with; M-phenyl-1H-p-hydroxyethyl urea in the presence of triethylamine (yield 31.8%); 20 .

The IR spectra of both substances are identical.

The subject of the invention 1. The method of obtaining ureido (thioureido) ethyl phosphate of General formula

Y10), ROSN2SN2 NSINK

iII

OH

where R is alkyl or aryl;

R is alkyl, alkenyl, alkylthioalkyl

or aryl;

X - oxygen or sulfur,

characterized in that the O, O-dialkyl (diaryl) phosphoric acid is reacted with an organic isocyanate or isothiocyanate and ethyleneimine, followed by isolation of the target product by known methods.

2. A method according to claim 1, wherein the process is carried out in an inert organic solvent, such as chloroform.

3. The method according to claim 1, wherein the process is carried out at 15-50 ° C.