The method of obtaining metachlorophenylpiperazine

 

(57) Abstract:

The inventive product is metachlorophenylpiperazine. Reagent 1: urea or N-metalmachine in 94-99,7% noos. Reagent 2: chlorine substituted benzophenone. Reaction conditions: when heated at 120°C and then at 185°C, With a molar ratio of metacarbonate urea (N-metalmachine) noos equal 1:8,0(1,5-3,5):8,5-15. 4 table.

The invention relates to methods for metachlorophenylpiperazine, which can be used as an intermediate product in the preparation of biologically active compounds, particularly in the industrial development of the production of original domestic anticonvulsant galadima (meta-chlorobenzhydryl).

A method of obtaining a pair of chlorobenzenesulfonamide interaction of formamide with para-chlorobenzophenone at 170-180aboutC for 18 h in a molar ratio of para-chlorobenzophenone and formamide, equal to 1:28, exit 83%

The disadvantages of the above method of obtaining a pair of chlorobenzenesulfonamide are the long duration of the process and high consumption of expensive formamide.

Closest to the invention is a method for meta-x is Amida in the presence of 85% formic acid at 190aboutWith the yield of the target product to 90%

The disadvantage of this method is that one of the reagents, namely formamid, not bulk product, and is produced as a reagent in small amounts.

Object of the invention is the increase in the yield of meta-chlorobenzenesulfonamide, the extension of the methods of its production and simplification of the process.

The problem is solved in that in the method, including the process of rehabilitation aminoformaldehyde meta-chlorobenzophenone with formamide in the presence of formic acid at 190aboutWith, what's new is that as a regenerative-aminoformaldehyde take component urea or N-metalmachine, and the process is carried out in the presence of 94-99,7% of formic acid in the following molar ratios of reactants: a meta-chlorobenzophenone-urea formic acid 1: (8,0-12):(8,5-15) or meta-chlorobenzophenone-N-metalmachine-formic acid 1:(1,5-3,5):(8,5-15).

The prototype as a regenerative-aminoformaldehyde reagent use formamid, and the latter, in turn, derived from urea and formic acid. Unlike the prototype in the invention as restoration aminoformaldehyde reagentes (N-metalmachine) and formic acid in the present conditions is formed intermediate reagent (including formamid), who is responsible for the formation of meta-chlorobenzenesulfonamide. In the prototype formic acid acts as a catalyst and is used as the solvent, whereas in the invention formic acid still serves as a reagent, i.e., in conjunction with urea (N-metalmachine) forms of recovery aminoformaldehyde component. Thus, krupnotonnazhnogo production of urea and its affordability make the developed method for obtaining meta-chlorobenzenesulfonamide very promising for industrial development. Given the fact that formamid (used in the prototype) derived from urea and formic acid, admittedly a simplification of the process by reducing the stages of obtaining meta-chlorobenzenesulfonamide as restoration aminoformaldehyde reagent is generated directly in the reaction zone and does not require the allocation.

Compared with the prototype found that the percentage concentration of formic acid has a significant impact on the duration of the process of education metachlorophenylpiperazine and its output (table.1). For example, the use of 85% formic acid (as in the prototype) (table.1, Sint is ulitity achieved, since 94% concentration of formic acid (table.1, the synthesis 4-6) up to 99,7% concentration. It is obvious that the limiting stage of education metachlorophenylpiperazine is the stage of education intermediate restorative-aminoformaldehyde reagent of urea and formic acid. From the experimental data presented in the table.1, it is seen that the concentration of formic acid mainly affects the limiting stage, because otherwise, the developed method of obtaining sufficient was the use of 85% formic acid, as in the prototype. In addition, a necessary condition to achieve this goal is compliance with the molar ratios of the reagents, the materiality of which is illustrated experimental data table. 2. For example, when molar quantities of urea below 8 mol per 1 mol of metacarbonate (PL.2, the synthesis 1-4) either not going or passing with low outputs.

Increasing the amount of urea more than 12 mol per 1 mol of metacarbonate is not advisable, as it requires adequate increase of formic acid and expensive process. The required amount of formic acid obosnovanie there is a significant resinification and sintering the reaction mass, from which it is possible to extract the target product with a low output. The value of formic acid over 15 mol per 1 mol of metacarbonate does not lead to additional positive effect.

In table. 3 shows experimental data on the use of N-of metallocene in formic acid as a regenerative-aminoformaldehyde reagent. In contrast to urea when using N-metalmachine (PL.3) increases the time of the process (up to 10 hours), but at the same time significantly reduces the consumption of urea component up to stoichiometric (table.3, the synthesis of 1). The increase in time of the process when using N-metalmachine associated with its greater thermodynamic stability compared to urea. Thermal dissociation of urea and N-metalmachine proceeds according to the following schemes, respectively:

=

For N-metalmachine in the present conditions, the implementation of thermal dissociation on the route "a" is excluded, since otherwise we would have observed the formation of N-methylmethanesulfonamide. And less consumption of N-metalmachine compared with urea, possibly due to the slow allocation isocyanates acid from N-metalmachine than disformed, from which it would follow that the application of urea or N-metalmachine in 94-99,7% formic acid as a regenerative-aminoformaldehyde reagent for metacarbonate would lead to the formation of metachlorophenylpiperazine with high yield (up to 95% ). Therefore, the distinguishing features of the claimed invention are significant as they affect the technical result achieved, and the invention meets the patentability requirements.

P R I m e R 1. A 2-necked flask equipped with a combination of forward and reverse refrigerators, thermometer, loads of 21.7 g (0.1 mol) of meta-chlorobenzophenone, 48 g (0.8 mol) of urea and 32 ml (0.85 mol) of 99.7% formic acid. The flask with the reaction mixture is heated in a metal bath at 120about2 h, and then for 1 h the temperature of the mixture is gradually raised to 185aboutWith and maintain the mixture at this temperature for 7 hours Completion of the reaction is controlled by TLC analysis disappearance of the spot of the original meta-chlorobenzophenone. Upon completion the reaction mixture under continuous stirring hot poured into 500 ml of water. The formed precipitate is filtered off, washed with warm water, recrystallized from aqueous ethanol and receive the R 2. Synthesis, separation and purification metachlorophenylpiperazine using N-metalmachine carried out analogously to example 1 from the same molar quantities of reactants with the yield of the target product 95%

The temperature of the reactions in table.1-3 is 185aboutC. Summary of analyses metachlorophenylpiperazine are given in table.4. The proposed method for obtaining permits to increase the yield of the target product with 90 to 95%

The METHOD of OBTAINING METACHLOROPHENYLPIPERAZINE, including restorative aminoformaldehyde of chlorobenzophenone when heated, characterized in that as a regenerative aminoformaldehyde reagent use urea or N-metalmachine 94 to 99.7% formic acid, and heating the first lead 120oAnd then at 185oWith the next molar ratio of reagents: metacarbonate urea formic acid 1 (8,0 12) (8,5 15) or metacarbonate N-metalmachine formic acid 1 (1,5 3,5) (8,5 15).

 

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