The method of producing caprolactam

 

(57) Abstract:

The invention relates to the production of caprolactam, which is used to produce polymeric products. Caprolactam is obtained by heat treatment of the nitrile 6-aminocaproic acid in the presence of heterogeneous catalysts and water. In the reaction mixture is injected low - or high-boiling alcohol and heated in the reactor And the mixture, which distil with getting the head of the faction, esters aminocaproic acid, caprolactam and VAT residue. If I contains a mixture of ammonia, it is removed before distillation. Head fraction from the stage distillation return to the reactor And adding to it if necessary, alcohol and/or water, or head fraction served in the following reactor B, if necessary, by mixing it with that obtained at the same stage distillation kubovy balance and adding, if necessary, the alcohol and/or water, as well as the original nitrile 6-aminocaproic acid. The product from reactor B is directed to the stage of distillation, similar to the product from the reactor And, and respectively receive caprolactam, VAT residue and the parent faction. In addition, the VAT residue obtained at the stage distillation after the reactor And provides the PIRT and processing it in a reactor, 3) add water and recycling in the reactor G without catalyst, 4) adding water and substrate and processing in the reactor D. all of the reactors a-D associated with the individual stages of distillation. The temperature in the reactor 100-320C, a pressure of 0.1-50 MPa. In the reach a high product yield with high selectivity of the process, there is no rapid deactivation of the catalyst, waste is reduced. 6 C.p. f-crystals.

The invention concerns a method for obtaining caprolactam by heat treatment of the nitrile 6-aminocaproic acid in the presence of a heterogeneous catalyst and water under high pressure.

From patents and other sources of information known to produce nitrile 6-aminocaproic acid by one-sided hydrogenation of adipodinitrile.

The use of Raney Nickel are described, for example, in patents Germany 836938 and 848654 (both company BASF AG, Germany) and U.S. patent 5151543 (DuPont, USA). Kinetic studies presented in the article by C. Mathieu and others in the journal of Chem. Eng. Sci., so 47, (1992), pp. 2289-2294.

In U.S. patent 4628085 (name Allied) described the interaction of nitrile 6-aminocaproic acid with water in the gas phase at the specific acidic silica gel (PorasilA) at 300oC. P is caprolactam with quantitative yield and selectivity higher than 95%. However, already for 150 hours in the decontamination decrease output by at least 5% and a selectivity of at least 5%.

Such gas-phase method is described also in U.S. patent 4625023 (name Allied). There miss vysokorazvetvlennyi gas stream nitrile 6-aminocaproic acid, adipodinitrile, ammonia, water and carrier gas through a layer of silica gel and of a catalyst containing copper, chromium, barium and titanium oxide. Selectivity to caprolactam is 91% at exit 85%. The problem of deactivation of the catalyst is discussed and implemented measures to prevent, but data on their results are missing.

Both methods have the disadvantage that the applied heterogeneous catalyst abruptly deactivated. This problem remains unresolved.

In U.S. patent 2245129 (DuPont, USA) described the receipt of linear polyamides by heating to 50 wt.%-aqueous solution of nitrile 6-aminocaproic acid at 200oC for 20 hours. The formation of caprolactam were not observed.

In contrast, in the U.S. patent 2301964 not described catalytic conversion of nitrile aminocaproic acid (in aqueous solution) to caprolactam at 285oC. Vigodent France FR-A 2029540 described method of nitrile cyclization of 6-aminocaproic acid to caprolactam by the use of catalysts, and as catalysts apply a powder of metallic zinc or copper, and oxides, hydroxides, halides, cyanides rubidium, lead, mercury or elements with atomic numbers from 21 to 39 or 39 to 48. These catalysts are loaded into working periodically autoclave with an agitator in the form of a suspension catalysts. It caprolactam yield 83%. Complete separation of the catalyst from the target product of caprolactam is problematic, as caprolactam can form compounds with dissolved part of the applied metals or mechanical mixing can be finely dispersed particles.

It is known that 6-aminocaproic acid, dissolved in water (U.S. patent 3485821), at temperatures of 150 - 350oC cyclized to caprolactam.

From patent application Germany DE-C 952442 known way by hydrogenated amination of esters 5-formulelementoj acid in two stages get along with esters aminocaproic acid, caprolactam.

In U.S. patent 3988319 (see also patent Germany 2535689) describes how the cyclization of 6-aminocaproic acid in methanol or ethanol as solvent. For podavleniya, to not glomerulus in solids. The desired temperature of about 170oC. in Addition, the water content in the solution should not exceed 40%, because otherwise formed polymers with an open circuit. Located in the free state reaction of water with the repeated use of alcohol must be separated.

The same authors, which are listed in U.S. patent 3988319, write, however, in the log Ind. Chem. Process Des. Dev" so 17 (1978), pages 9-16, the cyclization of 6-aminocaproic acid in water to caprolactam leads to significant amounts of oligomers, if the process is not carried out at concentrations below 13% and temperatures of approximately 300oC.

A. Blade-Font describes in the journal Tetrahedron Lett., so 21 (1980), pp. 2443-2446 the cyclization of 6-aminocaproic acid in the form of a suspension in toluene in the presence of alumina or silica gel and circulation of the reaction water. For complete desorption of caprolactam you must wash the catalyst with a mixture of methylene chloride and methanol to precipitate the polymer diethyl ether. The yield of caprolactam after a reaction time of 20 hours is 82% on aluminum oxide or, respectively, 75% on silica gel.

In the European patent EP 271815 described cyclization of esters of 6-aminocaproic the temperatures from 100 to 320oC and simultaneously separate tseplyalsya alcohol.

In the European patent EP-A 376122 described cyclization of esters of 6-aminocaproic acid to caprolactam, in which the ester is dissolved in aromatic hydrocarbon and cyclist with the additional application of water at temperatures from 230 to 350oC, preferably from 260 to 340oC.

Known splitting of polyamide-6 to caprolactam. Cleavage is carried out under the action of acidic or basic catalysts at elevated temperatures, usually under the action of water vapor in the low pressure area. In the journal of Chem. Ing. Techn., so 45 (1973), page 1510 described the industrial implementation of the method of splitting by superheated steam, and for processing it is necessary to concentrate the solution of caprolactam and water. In the European patent EP 209021 carry out splitting on aluminium oxide in a fluidized bed. According to European patent EP 529470 used as a catalyst for degradation of polyamide-6 potassium carbonate and conduct the reaction at a temperature of from 250 to 320oC and simultaneous distillation of the caprolactam in a vacuum.

All known still ways cleavage of the polyamide-6 to caprolactam have the Nedda, as well as the removal of catalysts, such as phosphoric acid and their salts, calcium carbonate or oxides of alkali metals. In cases of gas-phase reactions, the polymer is heated to a temperature typically in the range from 270 to 400oC and split it with water in a reactor with a fluidized bed. The result is the formation of by-products and deactivation of the catalyst due to the bonding of particles.

Therefore, the objective was to develop a method of obtaining caprolactam using nitrile 6-aminocaproic acid, carried out on an industrial scale with high selectivity without the problems of rapid deactivation of the catalyst. In addition, it was necessary that the method can be performed without the formation of significant quantities of low and/or high-boiling fractions.

In line with this, a method was found of obtaining caprolactam by heat treatment of the nitrile 6-aminocaproic acid in the presence of a heterogeneous catalyst and water under high pressure, in which

(a) a nitrile 6-aminocaproic acid or a mixture containing essentially nitrile 6-aminocaproic acid, and water, and low - or high-boiling alcohol in the presence of a heterogeneous catalyst caprolactam, and VAT residue, and, if I contains a mixture of ammonia, it is removed before distillation, and then

(B1) the lead fraction fed into the reactor And on the stage (a), and, if necessary, before serving in the reactor And the head fraction is mixed with used in stage (a) alcohol and/or water and/or nitrile-6-aminocaproic acid, or

(B2) the head of the faction, if necessary, with kubovy residue from step (b) is served in the reactor B, and, if necessary, before serving in the reactor head B fraction is mixed with used in stage (a) alcohol and/or water and/or nitrile-6-aminocaproic acid and then similarly, stage (b) by distillation get caprolactam, and either

(G1) VAT residue from step (b) is served in the reactor And on the stage (a), or

(G2) in the VAT residue, if necessary, add water and, if required, low - or high-boiling alcohol, and then in the next reactor is heated similarly to stage (a) receiving opening of the reaction mixture, from which we distinguish by the distillation of the caprolactam, or

(G3) in the VAT residue water is added without the addition of catalyst is heated in the reactor G with the receiving opening of the reaction mixture, from which we distinguish by the distillation of the caprolactam, or

TES mixture, from which distillation produce caprolactam.

Used according to the invention as starting substances nitrile 6-aminocaproic acid usually get the hydrogenation of adipodinitrile by well-known methods, for example, described in patent applications FRG DE-A 836938, DE-A 848654 or in U.S. patent 5151543.

You can also submit to the reactor And the mixture, which may contain, in General, the nitrile 6-aminocaproic acid, and hexamethylenediamine were, adipodinitrile and/or caprolactam, and high-boiling fractions, such as amide 6-aminocaproic acid, 6-aminocaproic acid, polycaprolactam or oligomers of caprolactam and other esters of 6-aminocaproic acid, which are formed during the processing of obtained according to the invention caprolactam, and esters of 6-aminocaproic acid, depending on the ethereal residue can be either low-or high-boiling.

According to the invention nitrile 6-aminocaproic acid interacts with water, preferably used per 1 mol of the nitrile 6-aminocaproic acid from 0.01 to 35 mol of water, particularly preferably from 1 to 10 moles of water. In addition, according to the invention use low - or high-boiling with the ptx2">

Low-boiling alcohols are those whose boiling temperature under a pressure of 5 mbar for not more than 10oC below the boiling point of caprolactam, such as alcohols with 1-10 carbon atoms, such as methanol, ethanol, N. propanol, ISO-propanol, n butanol, Isobutanol, sec.butanol, particularly preferably methanol and ethanol.

High-boiling alcohols are those whose boiling temperature under a pressure of 5 mbar for not less than 10oC above the boiling point of caprolactam, such as polyethers, for example tetraethylene glycol.

In another embodiment, in the reaction mixture can dabavlyat from 0 to 5, preferably from 0.1 to 2 wt.% ammonia, hydrogen or nitrogen.

As heterogeneous catalysts can be used, for example: acid, basic or amphoteric oxides of elements of the second, third or fourth main group of the Periodic system, such as calcium oxide, magnesium oxide, boron oxide, aluminum oxide, tin oxide or silicon oxide in the form of pyrogene obtained silicon dioxide, silica gel, diatomaceous earth, quartz mixtures thereof, and oxides of metals of the second to the sixth side groups of the Periodic system, the same is I. Likewise applicable also oxides of lanthanides and actinides, such as cerium oxide, thorium oxide, praseodymium, samarium oxide, mixed oxide of rare earth elements, or mixtures thereof with the above oxides. In addition, as catalysts include: vanadium oxide, niobium oxide, iron oxide, chromium oxide, molybdenum oxide, tungsten oxide or mixtures thereof. You can also apply a mixture of these oxides in sequence, one after the other. Suitable sulfides, selenides and tellurides, such as zinc telluride, zinc selenide, molybdenum sulfide, tungsten sulfide, sulfides of Nickel, zinc and chromium.

The above compounds may contain trace amounts or as part of a connection of the first and the seventh main group of the Periodic system.

In addition, as suitable catalysts can be applied zeolites, phosphates and heteroalicyclic, as well as acidic and alkaline ion exchangers, such as Naphion.

If necessary, these catalysts may contain copper, tin, zinc, manganese, iron, cobalt, Nickel, ruthenium, palladium, platinum, silver or rhodium, each in an amount up to 50 wt.%.

Catalysts depending on their compositions can be massive and anninou a thin layer on a carrier of titanium dioxide. For the deposition of titanium dioxide on a carrier, such as silica, alumina or Zirconia, applicable all described in the literature methods. So, can a thin layer of titanium dioxide to cause hydrolysis technologicheskij compounds, such as isopropyl titanium or butyl titanium, or by hydrolysis of titanium tetrachloride or other inorganic titanium - containing compounds. Applicable also containing titanium oxide sols.

According to the invention the reaction in stage (a) is conducted at temperatures in the range from 100 to 320, preferably from 160 to 280oC, particularly preferably from 180 to 260oC.

Usually the reaction in stage (a) are under pressure, and the pressure is generally chosen in the range from 0.1 to 50, preferably from 0.5 to 25 MPa.

The reaction time in the reactor And depends essentially on the chosen parameters of the method and is in a continuous process, in General, from 1 to 300, preferably from 5 to 120 minutes. At shorter reaction times, as a rule, reduced output, with longer reaction times are formed oligomers, harmful according to the obtained in the present research findings.

The cyclization of (stage (some or a combination of these devices.

The cyclization of (stage (a)) can be performed periodically. The reaction time is usually from 30 to 300 minutes.

From the reactor according to the invention leaves the mixture I containing essentially water, alcohol, esters of 6-aminocaproic acid, obtained in the course of reaction formed during the 6-aminocaproic acid and the source of alcohol, caprolactam, ammonia, and high-boiling compounds (high-boiling fraction such as amide 6-aminocaproic acid and oligomers of caprolactam.

At the stage (b) according to the invention distil a mixture of water I in the usual manner to receive the head of a faction, caprolactam and VAT residue. If the mixture I at stage (a) contain ammonia, according to the invention it is removed before distillation. The removal of ammonia can be accomplished by conventional methods, for example by distillation or by blowing the mixture I with an inert gas.

Processing a mixture of I can be done sequentially or simultaneously, for example, in a preferred embodiment, a first distillation to remove water and possibly azeotropic Athanasius while low-boiling alcohol, and the resulting residue is subjected to one or more additional distillations, and the means of the invention are distillation under reduced pressure in the range from 10 to 500 mbar, preferably from 50 to 350 mbar to produce water and, possibly, alcohol and the distillation residue, which is subjected to further distillation at a temperature in the range from 90 to 220, preferably from 100 to 160oC and under a pressure in the range from 0.1 to 1, preferably from 0.5 to 300 mbar with getting the head product of caprolactam and VAT residue.

Head a fraction, as a rule, consists essentially of a low-boiling esters of 6-aminocaproic acid, unreacted nitrile 6-aminocaproic acid, and, in the case when they are not yet separated, water and a source of alcohol, if it is low-boiling.

VAT residue, as a rule, consists essentially of a high-boiling components such as oligomers of caprolactam, amide 6-aminocaproic acid, the 6-aminocaproic acid and, depending on the source of the alcohol, high-boiling esters of 6-aminocaproic acid, and, if applicable, is a high-boiling alcohol.

According to the invention the head fraction, optionally together with possibly previously separated water and alcohol, return to the reactor (stage (B1)), and before feeding into the reactor And can head a fraction to mix with the use of ateneu can be obtained at stage (b) the lead faction to serve in reactor B (stage (B2)), if necessary, together with kubovy residue from step (b) and, if necessary, with possible pre-separated water and alcohol, and before feeding into the reactor B can head a fraction to mixed or used in stage (a) alcohol and/or water, and/or nitrile-6-aminocaproic acid. Reaction conditions in the reactor B is supported such that they meet the conditions in the reactor A. the effluent from the reactor B, the reaction mass is treated similarly to stage (b), and get caprolactam at one or several stages of distillation.

Obtained in stage (b) VAT residue according to the invention can be processed in addition to the above options stage (B2) is also four different ways, or

- on stage (G1) VAT residue from step (b) is served in the reactor And on the stage (a), or

- on stage (G2) VAT residue is mixed with water and optionally with low - or high-boiling alcohol is preferably from 0.1 to 25, particularly preferably from 0.15 to 15-fold weight excess amount of water and preferably from 1 to 25, particularly preferably from 3 to 15 times by weight of excessive amounts of alcohol, and then similarly to stage (a) is heated in another reacto who receive caprolactam, or

- on stage (G3) VAT residue is mixed with water, preferably from 5 to 25, particularly preferably from 7 - to 15-fold the rake excessive amount of water, and without added catalyst is heated in the reactor, G, and reaction conditions in the reactor And support mostly similar to the conditions in the reactor And with the exception that the temperature is from 200 to 350, preferably from 280 to 320oC, and the reaction time is from 5 to 240 minutes, obtaining at the outlet of the reaction mixture, from which, by distillation, preferably similar to stage (b), receive caprolactam, or

- VAT residue along with the water and the substrate is heated in the reactor On obtaining at the outlet of the reaction mixture, from which, by distillation, preferably similar to stage (b), receive caprolactam, preferably heated VAT residue under reduced pressure in the range from 0.1 to 50 mbar, preferably from 1 to 10 mbar, in the presence of a base, usually from 1 to 10, preferably from 1 to 3 wt.%, the reactor L is preferably a tubular reactor, at a temperature in the region from 200 to 400, mostly from 280 to 320oC.

Of course, you can CC the rest of the process is applicable gas-phase methods or conventional methods of processing with the use of acidic catalysts. However, given the shortcomings of the methods according to the prior art, the preferred of the above embodiments of the present invention (B2) and (G1)-(G4).

As the base used is preferably a hydroxide of alkali metals and carbonates of alkali metals such as sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate, or mixtures thereof, preferably sodium hydroxide and/or potassium.

The advantage of the method according to the invention lies in the fact that they get caprolactam with high selectivity and high yield, based on the nitrile 6-aminocaproic acid, without the problems of rapid decontamination of the used catalyst, and do not form any significant number of low - and high-boiling by-products.

Examples

Example 1

(a) heated to 230oC tubular reactor with a capacity of 20 ml (diameter 6 mm, length 710 mm), filled with titanium oxide (anatase) in the form of rods of 1.5 mm was applied at 100 bars 70 ml/h of a solution of 10 wt.% nitrile 6-aminocaproic acid, 3.2 wt.% water and ethanol (the rest).

Quantitative gas chromatographic evaluation opening of the reaction mixture gave the following values of the output (new acid.

From collected after 200 hours product stream removed the ethanol and water and the thus obtained crude lactam person to distil. This was 56 g of low-boiling fraction and 126 g of high-boiling fractions, and also 1232 g of caprolactam. Low-boiling fraction consisted mainly of complex ethyl ester of 6-aminocaproic acid and unreacted nitrile 6-aminocaproic acid, high-boiling fraction were oligomers.

(b) To 126 g of oligomers, 56 g of low-boiling fraction (from (a)), and 1200 g of the nitrile 6-aminocaproic acid was added 445 g of water and diluted with ethanol to a concentration of 10 wt.%. This solution is again passed with a speed of 70 ml/h through the reactor at 100 bars and 230oC. At the outlet was determined value output by gas chromatography analysis (calc. without ethanol and water) and they were: 87% of caprolactam, 3% complex ethyl ester of 6-aminocaproic acid and 0.5% nitrile 6-aminocaproic acid.

After distillation of the second coming of the reaction mixture obtained 1182 g of caprolactam, 36 g of low-boiling fraction, and 150 g high-boiling fraction.

All of 2600 g of the nitrile 6-aminocaproic acid was obtained 36 g returned in the low-boiling process Frazer 2

(a) heated to 260oC tubular reactor with a capacity of 20 ml (diameter 6 mm, length 710 mm), filled with titanium oxide (anatase) in the form of rods of 1.5 mm was applied at 200 bars 100 ml/h of a solution of 10 wt.% nitrile 6-aminocaproic acid, 16.0 wt.% water and ethanol (the rest).

Quantitative gas chromatographic evaluation opening of the reaction mixture gave the following values of the output (without ethanol and water): 93% of caprolactam and 2% of complex ethyl ester of 6-aminocaproic acid.

From collected after 200 hours product stream removed the ethanol and water and the thus obtained crude lactam person to distil. Got a 55 g of low-boiling fraction and 140 g of high-boiling fractions and 1820 g of caprolactam. Low-boiling fraction consisted mainly of complex ethyl ester of 6-aminocaproic acid, high-boiling fraction were oligomers.

(b) To 140 g of oligomers, 55 g of low-boiling fraction (from (2A)), and 2200 g of the nitrile 6-aminocaproic acid was added 3830 g of water and diluted with ethanol to a concentration of 10 wt.%. This solution is again passed at a rate of 100 ml/h through the reactor at 200 bars and 260oC.

The output was determined value output by gas chromatography and the second acid.

After distillation of the second coming of the reaction mixture obtained 2129 g of caprolactam, 57 g of low-boiling fraction, and 196 g of high-boiling fraction.

All of 4200 g of the nitrile 6-aminocaproic acid was obtained 57 g of return in the process, low-boiling fractions, 196 g of high-boiling fractions and 3945 g of caprolactam. The total yield was 94%, a selectivity of 99%.

Example 3

(a) In a preheated 200oC tubular reactor with a capacity of 20 ml (diameter 6 mm, length 710 mm), filled with titanium oxide (anatase) in the form of rods of 1.5 mm was applied at 100 bars 15 ml/h of a solution of 10 wt.% nitrile 6-aminocaproic acid, 3.2 wt.% water and ethanol (the rest).

Quantitative gas chromatographic evaluation opening of the reaction mixture gave the following values of the output (without ethanol and water): 88% of caprolactam, 4% complex ethyl ester of 6-aminocaproic acid and 4% nitrile 6-aminocaproic acid. From collected after 200 hours product stream removed the ethanol and water and the thus obtained crude lactam person to distil. Got a 29 g of low-boiling fraction and 12 g of high-boiling fractions, and 260 g of caprolactam. Low-boiling fraction consisted mainly of complex ethyl ester of 6-aminocaproic "ptx2">

(b) To 12 g of oligomers, 29 g of low-boiling fraction (from (3A) and 260 g of the nitrile 6-aminocaproic acid was added to 94 g of water and diluted with ethanol to a concentration of 10 wt.%. This solution is again passed at a rate of 100 ml/h through the reactor at 200 bars and 250oC. At the outlet was determined value output by gas chromatography analysis (calc. without ethanol and water) and they were: 91% of caprolactam and 2% of complex ethyl ester of 6-aminocaproic acid.

After distillation of the second coming of the reaction mixture obtained 265 g of caprolactam, 83 g of low-boiling fraction, and 25 g of high-boiling fraction.

All of 560 g of the nitrile 6-aminocaproic acid was obtained 83 g returned to the process, low-boiling fractions, 25 g of high-boiling fractions and 525 g of caprolactam. The total yield was 94%, a selectivity of 99%.

1. The method of obtaining caprolactam by heat treatment of the nitrile 6-aminocaproic acid in the presence of a heterogeneous catalyst and water under high pressure, characterized in that (a) the nitrile 6-aminocaproic acid or a mixture containing essentially nitrile 6-aminocaproic acid, and water, and low - or high-boiling alcohol in the presence of heterogeneous krakli, caprolactam and VAT residue, and, if I contains a mixture of ammonia, it is removed before distillation, then (B1) head fraction is fed into the reactor And on the stage (a), and, if necessary, before serving in the reactor And the head fraction is mixed with used in stage (a) alcohol and/or water, and/or nitrile-6-aminocaproic acid, or (B2) the head of the faction, if necessary, with kubovy residue from step (b) is served in the reactor B, and, if necessary, before feeding into the reactor B head fraction is mixed with used in stage (a) alcohol and/or water, and/or nitrile-6-aminocaproic acid and then similarly, stage (b) by distillation get caprolactam, and either (G1) VAT residue from step (b) is served in the reactor And on the stage (a) or (G2) in the VAT residue, if necessary, add water and, if required, low - or high-boiling alcohol, and then in the next reactor is heated similarly to stage (a) with the receiving opening of the reaction mixture, from which we distinguish by the distillation of the caprolactam, or (G3) in the VAT residue water is added without the addition of catalyst is heated in the reactor G with the receiving opening of the reaction mixture, from which we distinguish by the distillation of the caprolactam, or (G4) VAT residue is th distillation produce caprolactam.

2. The method according to p. 1, characterized in that carry out the distillation in stage (G2), (G3) and (G4) is similar to stage (b) to produce caprolactam, low-boiling fractions and VAT residue, provided that the low-boiling fraction returns to the step (b).

3. The method according to p. 1 or 2, characterized in that the temperature in the reactors And G ranges from 100 to 320oC.

4. The method according to PP.1 to 3, characterized in that the pressure in the reactor a-D is from 0.1 to 50 MPa.

5. The method according to PP.1 to 4, characterized in that 1 mol of nitrile 6-aminocaproic acid take from 0.01 to 35 mol of water.

6. The method according to PP.1 to 5, characterized in that the reaction time in the reactor And G is from 1 to 300 minutes

7. The method according to PP.1 - 6, characterized in that the alcohol is chosen from the group of methanol, ethanol, N. propanol, isopropanol, n butanol, isobutyl alcohol, fluorine, butanol or tetraethylene glycol.

 

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5 cl, 2 ex

FIELD: organic chemistry, medicine, biochemistry, pharmacy.

SUBSTANCE: invention relates to novel azaheterocycles of the general formula (I): possessing inhibitory effect on activity of tyrosine kinase and can be used in treatment of different diseases mediated by these receptors. In compound of the general formula (1) W represents azaheterocycle comprising 6-13 atoms that can be optionally annelated with at least one (C5-C7)-carbocycle and/or possibly annelated with heterocycle comprising 4-10 atoms in ring and comprising at least one heteroatom chosen from oxygen (O), sulfur (S) or nitrogen (N) atom; Ra1 represents a substitute of amino group but not hydrogen atom, such as substituted (C1-C6)-alkyl, possibly substituted aryl and possibly substituted 5-10-membered heterocyclyl comprising at least one heteroatom chosen from O, S or N; Rb represents carbamoyl group -C(O)NHRa wherein Ra represents a substitute of amino group but not hydrogen atom, such as possibly substituted alkyl, possibly substituted aryl, possibly substituted 5-10-membered heterocyclyc comprising at least one heteroatom chosen from O, S or N; Rc represents a substitute of cyclic system, such as possibly substituted (C1-C6)-alkyl, possibly substituted aryl and possibly substituted 5-6-membered heterocyclyl comprising at least one heteroatom chosen from O, S or N; or Rb and Rc form in common aminocyanomethylene group [(=C(NH2)CN], or their pharmaceutically acceptable salts. Also, invention relates to methods for synthesis of these compounds (variants), a pharmaceutical composition, combinatory and focused libraries.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition, improved methods for synthesis and preparing.

35 cl, 16 sch, 13 tbl, 43 ex

FIELD: chemistry.

SUBSTANCE: invention refers to bengamide derivatives produced by fermented microorganism Myxococcus virescens ST200611 (DSM 15898), to application in cancer therapy and/or prevention, to medical products containing bengamide derivatives, making process of bengamide of formula . In addition, the invention refers to compound of formula .

EFFECT: new bengamide derivatives are characterised with useful biological properties.

15 cl, 7 tbl, 18 ex

FIELD: chemistry.

SUBSTANCE: invention relates to derivatives of 3-aminocaprolactam of formula (I): , where X represents -CO-R1 or -SO2-R2, R1 represents alkyl (with the exception of 5-methylheptanyl and 6-methylheptanyl, where radical R1 is bonded to carbonyl in position 1), halogenalkyl, alkoxy (with the exception of tret-butyloxy), alkenyl, alkinyl or alkylamino radical from 4-20 carbon atoms (for example, from 5-20 carbon atoms, 8-20 carbon atoms, 9-20 carbon atoms, 10-18 carbon atoms, 12-18 carbon atoms, 13-18 carbon atoms, 14-18 carbon atoms, 13-17 carbon atoms) and R2 is alkyl radical from 4-20 carbon atoms (for example, from 5-20 carbon atoms, 8-20 carbon atoms, 9-20 carbon atoms, 10-18 carbon atoms, 12-18 carbon atoms, 13-18 carbon atoms, 14-18 carbon atoms, 13-17 carbon atoms); or to its pharmacologically acceptable salt. Invention also relates to application and pharmacological composition, which has anti-inflammatory activity, based on said compounds.

EFFECT: obtaining new compounds and based on them pharmacological composition, which can be applied for obtaining medications for treatment, relief or prevention of inflammatory disease symptoms.

57 cl, 62 ex

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