SU523103A1 - The method of producing anhydrides of alkyl (aralkyl) piperazinamidophosphoric acids - Google Patents

Description

(54) METHOD FOR OBTAINING Y-ALKYL (ARALKIL) ANHYDRIDES PIPERASINAMIDOPHOSPHORIC ACIDS

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From: batching relates to the field of obtaining organophosphorus compounds, namely to a new method of producing anhydrides N-alkyl (aralkyl) piperazine di-phosphoric acids.

These compounds can be used as intermediates in the chemistry of organophosphorus compounds.

A known method for the preparation of N alkyl alkyl (aralkyl) piperazinamide phosphoric anhydrides by reacting N-alkyl (aralkyl) piperazine hydrophosphoric acid dichlorides with water in the presence of a hydrogen chloride acceptor. The disadvantage of this method is the low yield of the target compounds.

In order to increase the yield of the product, a method for the preparation of anhydrides of N-alkyl (aralkyl) piperazinamidophosphoric acids is proposed, namely, that N-alkyl (aralkyl) piperazinamidophosphoric acid dichlorides are reacted with absolute methanol with stripping of methyl chloride.

It is desirable to carry out the process at boiling water in an inert organic solvent, for example, chloroform.

The yield of the product according to the proposed method reaches 96%.

N-alkyl (aralkyl) piperazinamidophosphoric acid dichlorides are prepared by reacting MOHO-N-alkyl (aralkyl) piperazines with phosphorus oxychloride.

Example 1. Amyl piperazinamide phosphoric acid anhydride.

To a solution of 15.6 g (0.1 mol) of amylpiperazine in dry chloroform, while stirring and cooling with ice water, a solution of 7.65 g (0.05 mol) of freshly distilled phosphorus oxychloride in dry chloroform is slowly added. The mixture is stirred for 1 hour, then heated to boiling and refluxed for 2 hours, after which the precipitated amylnperazine hydrochloride is filtered off, the solvent is evaporated in vacuo and 12.15 g (8.98%) of a dark brown substance are obtained with a melting point. . 154 ° C - amyl piperazine diphosphoric acid dichlorohydride.

The product is soluble in chloroform, insoluble in toluene, benzene, ether.

Found,%: N 11.20; R 11.80; CI 27.10.

Calculated,%: N 10.25; R 11.35; C1 26.00.

1.37 g (0.05 mol) of the amylpiperazinemidophoric acid dichlorohydride obtained is dissolved in 50 ml of dry chloroform at room temperature, 0.16 g (90.005 mol) of absolute methanol is added to the solution while moving. The mixture is boiled for

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14-16 hours with nitrogen passing for stripping the released methyl chloride, after which the solvent is evaporated in vacuo. The residue, amylpiperazinamidophosphoric acid anhydride, is kept in a boiling water bath at 25 mm Hg. Art. within 1 hour Obtain 1.04 g (92%) of a black glassy substance - amylpiperazine dophosphoric anhydride.

The product is hygroscopic; m.p. 83-84 ° C.

Soluble in chloroform, insoluble in benzene, ether.

Found,%: N 11.98; R 14, -60.

Calculated,%: N 12,84; R 14.22.

Example 2. Anhydride of benzylpiperazine dophosphoric acid.

To a solution of 17.6 g (0.1 mol) of benzylpiperazine in dry chloroform at room temperature with stirring is slowly added a solution of 7.65 g (0.05 mol) of freshly distilled phosphorus oxychloride in dry chloroform. The mixture was removed for 2 hours, after which the precipitated benzylpiperazine was filtered off, and the solvent was evaporated in a vacuum. product.

The purified product melts at 172 ° C, soluble in choroform, insoluble in benzene, ether, acetone.

The yield of 13.4 g (92%).

 - .A

Found,%: N 9.70; P 10.64; C1 24.23. Calculated,%: N 9,56; P 10.58; C1 23.35. 1.46 g (0.005 mol) of benzyl piperazine dimidophosphoric acid dichlorohydride obtained in this way are dissolved in dry chloroform and 0.16 g (0.005 mol) of absolute methanol is added to the solution at room temperature with stirring. The mixture was boiled for 24 hours, passing nitrogen to blow off the released methyl chloride, then the solvent was evaporated in vacuo. The residue, benzylpiperazinamidophosphoric acid anhydride, is kept in a boiling water bath at 25 mm Hg. Art. within 1 hour 1.004 g (87%) of a beige porous substance are obtained; m.p. 135 ° C (with decomposition). Soluble in chloroform, insoluble in benzene, toluene, ether and ethanol.

Found,%: 11.20; R 13.45. Calculated,%: N 11.76; R 13.02.

Claims (2)

1. Method of producing anhydrides of N-alkyl (aralkyl) piperazinamidophosphoric acids N-alkyl (aralkyl) piperazinamidophosphoric acids based on dichlorohydrin dichloride, which is due to the fact that, in order to increase the yield of the product, N-alkyl (aralkyl) piperazinamidophosphoric acid dichloride subjected to interaction with absolute methanol with stripping of released methyl chloride. 2. A method according to claim 1, characterized in that the process is carried out by boiling in an environment inert organic solvent, for example chloroform.