Method for producing tetra (1-vinylimidazole)cabalt dichloride

FIELD: medicine, pharmaceutics.

SUBSTANCE: invention refers to a method for preparing compendial tetra(1-vinylimidazole)cobalt dichloride (Cobazol). The method involves a reaction of 1-vinylimidazole and cobalt dichloride in the molar relation of 1-vinylimidazole: CoCl2·6H2O = 4:1 at room temperature. The process is carried out in an aqueous medium at the concentration of 1-vinylimidazole 20-45%. A cobalt dichloride salt is introduced in the form of a solid crystalline hydrate added to a ligand solution in portions. The reaction is conducted for 3-8 hours. The end product is purified by water stripping in vacuum and then air elimination.

EFFECT: invention enables considerably reducing production costs, providing higher production and ecological safety with preserving higher yield of the compendial preparation Cobazol.

4 ex

 

The invention relates to the field of chemistry of the coordination metal complex compounds, specifically to improvements in the method of producing metal complex of Tetra-(1-vinyl-imidazole)cobalticyanide (drug kobazol"®, a trademark No. 209159, "cobazol"®, a trademark No. 209160)with gemostimuliruyuschee, immunomodulatory and antibacterial action.

We propose a new method of obtaining complex compounds of cobalticyanide with 1-vinylimidazole - Tetra(1-vinylimidazole)cobalticyanide on the basis of which the previously developed a new medicinal cobalt-organic preparation Kobazol, which is an effective stimulator of hematopoiesis wide spectrum of action, as well as immunomodulatory and antibacterial agent (VFS on substance No. 42-28-86-97 and lectora No. 42-28-87-97, RF Patent 2157813). The way to get Tetra(1-vinylimidazole)cobaltichloride, characterized in that the reaction of 1-vinylimidazole with cobalt dichloride is carried out in water, adding to the solution of 1-vinylimidazole with a concentration of 20-45% of hydrated cobalt dichloride in dry form, and achieve high yield (99%) of high-purity Pharmacopeia drug Kobazol.

The advantage of the proposed method is that it allows you to increase the efficiency of the process and, therefore, reduce the loss of reagents when an appreciable reduction in the time of synthesis. The technical result is a substantial reduction in production costs, the simplification and cheapening of the process in achieving a high yield of high-purity Pharmacopeia drug Kobazol.

Was previously briefly described the synthesis of a complex of Tetra(1-vinylimidazole)cobalticyanide exit 81% mix of ethanol solutions of 1-vinylimidazole and cobalt chloride CoCl2·6N2About at room temperature [Vol, Mr Ivanov, Dneprov, Engracia. Joh. 1979. V.49. No. 3. S-650]. In the work does not provide a specific number of used reagents and solvent (ethanol), and reaction time. The resulting complex was purified by consecutive washing it with ethanol, ether (many times) and dried in vacuum.

There is also known a method of producing Tetra(1-vinylimidazole)cobalticyanide interaction anhydrous cobalt dichloride (14.3 g, 110 mmol) in an organic solvent (solvent not specified) with 1-vinylimidazole (4 g, 42.6 mmol) at room temperature (Patent RF №2157813). In these conditions was obtained 5.36 g (yield 99%) of the target complex. In the patent there is no data about how were isolated and purified complex of cobalt dichloride, which was used in this experience a 10-fold excess. In an earlier patent (Patent RF №565506) synthesis of Tetra(1-vinylimidazole)cobalticyanide carried out by mixing 1-vinylimidazole (4 g, 426 mmol) acetone solution of dichloride cobalt (38 g, 293 mmol) at room temperature. The product was purified by recrystallization from acetone. The obvious disadvantages of this method are the high consumption of cobalt salts, the need for recrystallization of the target product, the use of large quantities of flammable organic solvent (acetone).

It was mentioned that the reaction of 1-vinylimidazole with cobalt dichloride (room temperature, 24 h) in water leads to Tetra(1-vinylimidazole)cobalticyanide low output [GOV, Essmann, Uniview, Ann, Vigoroth, Wasmachine. Complexation of 1-vinylation with the chlorides of manganese, iron, cobalt and copper. Joh. 1972. V.42. No. 3. S-599]. Mandatory details of the experiment, which is necessary to qualify this information as a way to generate (i.e. number of initial reagents and solvent, the method of isolation and purification of the target product and its output)is not specified.

Listed well-known ways of getting Kobazol have significant shortcomings. This is either the use of flammable, toxic solvents, or not a high yield of target product, which leads to low efficiency of the process and, as a consequence of the high production costs.

We propose a new simple and cheap way to get pharmacopoeial Koba the Ola high yield (up to 99%).

The technical object of the present invention is simpler, cheaper and safer get the Pharmacopoeia Kobazol at room temperature (20-25°C) as due to the exclusion of organic solvents and changes in the conditions of complex formation, and due to the more complete extraction of the resulting product from the reaction mixture.

The problem is solved by the use in the synthesis of Tetra(1-vinylimidazole)cobalticyanide aqueous solutions of 1-vinylimidazole with a concentration of 20-45%, at a molar ratio of 1-vinylimidazole: CoCl2·6H2O, is equal to 4:1. The use of aqueous solutions of 1-vinylimidazole specified concentration provides a high reaction rate. In addition, in each of the above methods for producing complex Tetra(1-vinylimidazole)cobalticyanide reaction has introduced pre-dissolved in an organic solvent or in water salt dichloride cobalt (anhydrous or hydrated). In our proposed method, the salt enters the reaction in solid form, which also provides a high reaction rate due to the greater concentration of the source. The reaction is carried out at room temperature for 3-8 hours. This method provides almost complete release of the formed complex (Kobazol) in the form of sediment on the next filtering which leads to obtain the desired product in high yield (90%). Applying the same procedure of distillation of water at the stage of selection of the target product allows you to achieve a practically quantitative yield of Kobazol (99%).

Further increasing the concentration of aqueous solutions of 1-vinylimidazole significantly hampers the process due to the increased viscosity of the reaction mixture and lengthens the duration of the synthesis, 8 a.m. to 12 p.m.

Physico-chemical parameters of selected samples of the preparation meet these specifications by VFS to the substance of Kobazol (No. 42-28-86-97).

The following non-limiting examples illustrate the present invention:

Example 1. To a solution of 1-vinylimidazole (1.58 g, 16.8 mmol) in water (6.3 ml, which corresponds to a concentration of 1-vinylimidazole 20%) at 20-25°C and stirring was added in small portions CoCl2·6H2O (1.00 g, 4.2 mmol). The reaction mixture is stirred for 3 hours the precipitate lilac is filtered off (the filtrate 5.5 g), dried in vacuum (2-3 mm Hg) and obtain 1.43 g (68%) of the complex of Tetra(1-vinylimidazole)cobalticyanide with TPL 161-162°C. Found, %: C, 47.82; H, 4.48; Cl 14.33; Co 11.73; N 22.27; C20H24Cl2CoN8Calculated, % C, 47.49; H, 4.98; Cl 14.00; Co at 11.64; N 22.13.

Example 2. To a solution of 1-vinylimidazole (1.58 g, 16.8 mmol) in water (4.0 ml, the concentration of 1-vinylimidazole 28%) at 20-25°C and stirring was added in small portions CoCl2·6H2O (1.00 is, 4.2 mmol). The reaction mixture is stirred for 4 hours the precipitate is filtered off (the filtrate 3 g), dried in vacuum (2-3 mm Hg) and obtain 1.71 g (82%) of the complex of Tetra(1-vinylimidazole)cobalticyanide with TPL 161-162°C. Found, %: C 48.10; N, 5.20; Cl 14.16; 11.26; N 21.97. C20H24Cl2CoN8. Calculated, % 47.49; N, 4.98; Cl 14.00; Co at 11.64; N 22.13.

Example 3. To a solution of 1-vinylimidazole (1.58 g, 16.8 mmol) in water (1.9 ml, the concentration of 1-vinylimidazole 45%) at 20-25°C and stirring was added in small portions CoCl2·6H2O (1.00 g, 4.2 mmol). The reaction mixture is stirred for 8 hours the precipitate is filtered off (the filtrate 1.2 g), dried in vacuum (2-3 mm Hg) and obtain 1.92 g (90%) of the complex of Tetra(1-vinylimidazole)cobalticyanide in the form of a powder lilac with TPL 161-162°C. Found, %: C 47.70; H, 5.01; Cl 14.24; 11.69; N 21.92. C20H24Cl2CoN8. Calculated, % 47.49; N, 4.98; N 22.13; Cl 14.00. Co at 11.64.

Example 4. To a solution of 1-vinylimidazole (1.58 g, 16.8 mmol) in water (1.9 ml, the concentration of 1-vinylimidazole 45%) at 20-25°C and stirring was added in small portions CoCl2·6H2O (1.00 g, 4.2 mmol). The reaction mixture is stirred for 8 hours At the end of the reaction the reaction mixture is distilled water under vacuum (2-3 mm Hg). The residue is dried in vacuum (2-3 mm Hg) and obtain 2.11 g (99%) of the complex of Tetra(1-vinylimidazole)cobalticyanide in the form of p the Rosca lilac with TPL 161-162°C. Found, %: 47.50; H 4.93; Cl 14.49; 11.43; N 21.62;. C20H24Cl2CoN8. Calculated, % 47.49; N, 4.98; Cl 14.00; Co at 11.64; N 22.13;

Infrared spectra obtained by this technique the sample Kobazol identical position and intensities of the bands with absorption bands of the spectrum of the control sample.

Thus, it was found that the complex of Tetra(1-vinylimidazole)cobalticyanide (Kobazol) can be obtained much more simple, economical and safe method compared to previously known methods. Implementation of the proposed method on an industrial scale will exclude from the process flammable organic solvents (ethanol, acetone, ether), to eliminate stage washing of the final product with organic solvents, which leads to the inevitable contamination of the product with trace amounts of these solvents and reduces its pharmacopoeial quality. This Pharmacopoeia purity of Kobazol and its high output is achieved at a significant cost reduction, time saving and improving industrial and environmental safety.

Literature used

1. GOV, Essmann, Uniview, Ann, Vigoroth, Wasmachine. Complexation of 1-vinylation with the chlorides of manganese, iron, cobalt and copper. Joh. 1972. V.42. No. 3. S-599.

2. Val is s, Mr Ivanov, Dneprov, Engracia. Complexation of cobalt chloride(II) with N-vinylimidazole. Joh. 1979. V.49. S-650.

3. RF patent №2157813. The means with erythropoeisis stimulating, immunomodulatory and antibacterial effect. (C07F 15/06, A61K 31/4164, A61P 7/06, A61P 37/02, A61P 31/04) Bakalova L.V., Domnina Y.S., Trofimov B.A., Kulinich, S., Kolesnikov, Tareeva E.V. // BI. 2000. No. 29.

4. RF patent №565506. Tetra-(1-vinylimidazole)-cobaltichloride as a stimulator of erythropoiesis. (C07F 15/06, C07D 233/58) Voronkov, M.G., Skvortsova GG, Domnina Y.S., Ivlev, Y., Lazarev D.N., Yanovsky S.M., Kugushev S.A., Alekhin E.K., Tropinina E.N. // BI 1996.10.11.

The method of obtaining pharmacopoeial Tetra(1-vinylimidazole)cobalticyanide (Kobazol) interaction of 1-vinylimidazole with cobalt dichloride in a molar ratio of 1-vinylimidazole: CoCl2·6N2O=4:1 at room temperature, wherein the process is carried out in aqueous medium at a concentration of 1-vinylimidazole 20-45%, and a salt of cobalt dichloride is injected in the form of solid hydrated, adding portions to a solution of the ligand, the reaction is carried out within 3-8 h, purification of the finished product is carried out by distillation of the water in vacuum with subsequent degassing.



 

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