Obtaining substituted aromatic phenylenediethers

FIELD: chemistry.

SUBSTANCE: claimed invention relates to substituted aromatic phenylenediether of structure

,

in which groups R1-R14 are similar or different , group R1 does not represent isopropyl or tertiary alkyl group, and each of groups R1 and R3 is selected from the group, consisting of non-substituted alkyl group, containing from 1 to 20 carbon atoms, non-substituted alkenyl group, containing from 1 to 20 carbon atoms, halogenated hydrocarbon group, halogen atom, silicon-containing hydrocarbon group and their combinations; and each of groups R2, R4 and R5-R14 is selected from the group, consisting of hydrogen atom, non-substituted hydrocarbon groups, consisting from 1 to 20 carbon atoms, halogen atom and their combinations, on condition that R2 and R4 do not represent bromine simultaneously. Invention also relates to substituted aromatic phenylenediether of structure (II), in which groups R1-R14 are similar or different, group R2 represents alkyl group, containing from 2 to 20 carbon atoms, and each of groups R5-R14 is selected from the group, consisting of hydrogen atom, non-substituted hydrocarbon group, containing from 1 to 20 carbon atoms, halogenated hydrocarbon group, halogen atom, silicon-containing hydrocarbon group and their combinations; and all groups R2, R7 and R12 do not represent tert-butyl groups simultaneously. Invention also relates to substituted aromatic phenylenediether of structure (II), in which groups R1-R14 are similar or different, each of groups R1, R3, R4 represents hydrogen atom, group R2 represents hydrocarbon group, containing from 1 to 20 carbon atoms, at least, one of groups R7 and R12 is selected from the group, consisting of halogen atom, primary hydrocarbon group, containing from 1 to 20 carbon atoms, which can optionally contain halogen or silicon atoms or alkoxygroup as substituents, and secondary hydrocarbon group, containing from 1 to 20 carbon atoms, which can optionally contain halogen atoms, silicon atoms or alkoxygroup as substituents; and each of groups R5-R6, R8-R11 and R13-R14 is selected from the group, consisting of hydrogen atom, non-substituted hydrocarbon group, containing from 1 to 20 carbon atoms, halogenated hydrocarbon group, halogen atom, silicon-containing hydrocarbon group and their combinations.

EFFECT: said compounds are prospective components of improved catalytic systems for production of polymers, based on olefins, which have improved properties.

7 cl, 1 tbl

 



 

Same patents:

FIELD: medicine, pharmaceutics.

SUBSTANCE: invention refers to a compound of formula , which is a methylhydrofumarate (MHF) prodrug. In formula (I), radicals and symbols have the values specified in the patent claim. The invention also refers to a pharmaceutical composition containing the declared methylhydrofumarate drugs, to using the declared methylhydrofumarate drugs and the pharmaceutical composition containing them, for treating diseases, such as psoriasis, asthma, multiple sclerosis, inflammatory intestinal disease and arthritis, and to a method of treating the above diseases.

EFFECT: higher oral bioavailability and plasma MHF, dimethylfumarate and/or other metabolites.

47 cl, 1 tbl, 54 ex

FIELD: chemistry.

SUBSTANCE: claimed invention relates to method of obtaining aryl (C60-Ih)[5,6]fullerene-1(9H)-yl ketones of generatl formula (1): , . Functionally substituted fullerenes can be applied as complexants, sorbents, biologically active compounds, as well as in creation of novel materials with specified electronic, magnetic and optic properties. Method consists in interaction of C60-fullerene with ethers of aromatic carboxylic acids of formula ArC(O)OMe (Ar = phenyl, biphenyl, in toluene under action of catalyst Ti(OiPr)4 in presence of EtMgBr, with molar ratio C60: ether: Ti(OiPr)4: EtMgBr=1:(5-15):(5-15):(30-50), at temperature 0C for 5-30 min.

EFFECT: invention makes it possible to obtain target products with output 44-68%.

1 tbl, 9 ex

FIELD: chemistry.

SUBSTANCE: invention relates to novel chemical compounds - zinc and copper salts with organic acids, which can be used as biocides intended, for example, for use in polymer materials, disinfectant and antiseptic compositions, treating wood, paper, building structures and other materials in order to prevent spoiling under the effect of biological objects (microorganisms, fungi, algae), making different articles with biocidal properties, etc. Zinc or copper (II) salt of general formula CH2=C(R1)COO-M-OCOC6H3R2R3, where M denotes Zn or Cu, R1 is selected from a group comprising hydrogen and methyl, R2 is selected from a group comprising hydrogen and OH, R3 is selected from a group comprising alkyl and a SO2OH group. The invention also relates to use as a biocide of a zinc or copper (II) salt of general formula CH2=C(R1)COO-M-OCOC6H3R2R4, where M denotes Zn or Cu, R1 is selected from a group comprising hydrogen and methyl, R2 is selected from a group comprising hydrogen and OH, R4 is selected from a group comprising alkyl and a SO2OH group.

EFFECT: obtained zinc or copper (II) salts have high biocidal activity and a wide range of activity on biological objects.

2 cl, 4 tbl, 23 ex

FIELD: medicine, pharmaceutics.

SUBSTANCE: invention relates to novel compounds, represented by the following formula (I) and their pharmaceutically acceptable salts, where values for groups R1, R4-R6, Ra, m, n, Y, X are determined in the invention formula. Said compounds are used as preparations for enhancing growth of axons and prevention of diseases associated with histone diacetases, in particular tumours or diseases associated with cell proliferation.

EFFECT: compounds in accordance with the claimed invention can be used as anti-cancer, antidiabetic agents and anti-neurodegenerative agents in case of diseases such as Alzheimer's disease, Huntington's disease, spinocerebral ataxia and spinal muscular atrophy in people.

18 cl, 44 dwg, 13 ex

FIELD: medicine, pharmaceutics.

SUBSTANCE: invention relates to application of ester compounds of benzoic acid, taken from group, which includes 1-phenylvinyl 4-methoxybenzoate; 1-(4-methoxyphenyl)-vinyl 4-tert-butyl benzoate, 1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate, 1-phenylvinyl 4-tert-butyl benzoate, 4-benzoyloxy-2-methoxybenzolsulphonic acid, 3-diethylaminophenyl benzoate and 3-(1-pyrrolidinyl) phenyl benzoate and 3-methoxy salicylate, as component for preparing composition for protection of human organism or animal or material from ultraviolet radiation, containing effective quantity at least one of claimed compounds, as component for preparing composition, which is characterised by progressive protection from UV radiation, depending on duration of sun influence and level of sun radiation, as component for preparing composition for individual hygiene, which is characterised by progressive protection from UV radiation, depending on duration of sun influence and level of sun radiation, as component for preparing industrial composition, which is characterised by progressive protection from UV radiation, depending on duration of sun influence and level of sun radiation, and as component for preparing composition, which at photo-regrouping shows quantity of obtained UV-B radiation.

EFFECT: invention also relates to composition for protecting human or animal organism or protection of material from ultraviolet radiation, contains effective quantity of at least one above mentioned ester compound of benzoic acid.

40 cl, 6 dwg, 33 ex

FIELD: chemistry.

SUBSTANCE: invention relates to organic chemistry, particularly a method of producing alkyl benzoates, which are used as an aroma additive in the fragrance industry. The method of producing alkyl benzoates of formula R=CH3, C2H5, n-C3H7, n-C4H9, n-C5H11 involves reaction of benzene with CCl4 and alcohol (methanol, ethanol, n-propanol, n-butanol, n-pentanol) in the presence of iron metal and acetyl acetone in molar ratio [Fe0(met)]:[acetyl acetone]:[benzene]:[CCl4]:[alcohol]=10-20:1-10:20:20-400:20-400, at temperature of 130-150C for 4-8 hours in an argon atmosphere. Output of ethyl benzoate was 42%, output of n-propyl, n-butyl and n-pentyl was 50%, 32% and 30%, respectively.

EFFECT: high efficiency of the method.

1 tbl, 26 ex

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of producing low-molecular substituted phenylbenzoates of general formula: , where R1=C3H7O-, C7H15O-, C8H17O-, C7H|5-, R2=-CHO, -CN, -C3H7, X=H-, HO-, through condensation of an acyl chloride of benzoic acid and substituted phenol in a solvent and subsequent separation of the end product, the acyl chloride of benzoic acid used being a compound of formula: , where R1=C3H7O-, C7H15O-, C8H17O-, C7H15-, the substituted phenol used is a compound of formula: , where R2=-CHO, -CN, -C3H7, X=H-, HO-, the solvent used is methylene chloride; condensation is carried out in the presence of triethylamie while exposing the reaction solution to ultrasound at frequency of 25-30 kHz for 1-1.5 hours at room temperature. The end product is obtained with such high purity that it can be used to modify polymer materials without purification. Recrystallisation from ethanol is sufficient to purify the end product when used as a component of liquid crystal compositions.

EFFECT: invention has the following advantages: 3-5 times shorter duration of the condensation process; 1,6 times increase in output of the product; avoiding preparatory operations associated with absolutisation of pyridine; considerably shorter duration and labour input in purification.

1 tbl, 13 ex

FIELD: chemistry.

SUBSTANCE: invention concerns a mix of isomer iso-nonyl ethers of benzoic acid, intended as polymer plastification agents and obtained by benzoic acid etherisation by nonyl alcohols or re-etherisation of one or more alkyl benzoic acid ethers with 1-8 carbon atoms in alkyl residues by nonyl alcohols, the latter containing less than 10 mol % of 3,5,5-trimethylhexanol; a mix intended as polymer plastification agents and containing 1-99 wt % of isomer iso-nonyl ethers of benzoic acid and 1-99 wt % of dialkyl phthalic acid ethers with alkyl residues containing 4-13 carbon atoms, isomer iso-nonyl ethers of benzoic acid obtained by benzoic acid etherisation by nonyl alcohols or re-etherisation of one or more alkyl benzoic acid ethers with 1-8 carbon atoms in alkyl residues by nonyl alcohols, the latter containing less than 10 mol % of 3,5,5-trimethylhexanol; a mix intended as polymer plastification agents and containing 1-99 wt % of isomer iso-nonyl ethers of benzoic acid and 1-99 wt % of alkyl adipine acid ethers with alkyl residues containing 4-13 carbon atoms, isomer iso-nonyl ethers of benzoic acid obtained by benzoic acid etherisation by nonyl alcohols or re-etherisation of one or more alkyl benzoic acid ethers with 1-8 carbon atoms in alkyl residues by nonyl alcohols, the latter containing less than 10 mol % of 3,5,5-trimethylhexanol; a mix intended as polymer plastification agents and containing 1-99 wt % of isomer iso-nonyl ethers of benzoic acid and 1-99 wt % of alkyl cyclohexanedicarboxylic acid ethers with alkyl residues containing 4-13 carbon atoms, isomer iso-nonyl ethers of benzoic acid obtained by benzoic acid etherisation by nonyl alcohols or re-etherisation of one or more alkyl benzoic acid ethers with 1-8 carbon atoms in alkyl residues by nonyl alcohols, the latter containing less than 10 mol % of 3,5,5-trimethylhexanol.

EFFECT: application of mixes as plastification agents in polyvinylchloride and PVC plastisols.

12 cl, 1 dwg, 6 tbl, 8 ex

FIELD: organic chemistry, perfumery.

SUBSTANCE: invention relates to an aromatizing composition containing at least compound of the formula (I): as an active component wherein values w, m, P, X, G, Q and n are given in claim 1 of the invention description, and one or more aromatizing component. Also, invention relates to a method for improving, enhancing or modifying odor, to a method for aromatizing surface, method for enhancing or prolonging the diffusion effect of component on surface and to novel compounds of the formula (I) with exception of compounds enumerated in claim 10 of the invention description and to invention relating to aromatizing article using compounds of the formula (I).

EFFECT: valuable cosmetic properties of compounds.

13 cl, 14 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to new derivatives of glucopyranosyloxybenzylbenzene represented by the formula (I): wherein R1 represents hydrogen atom or hydroxy(lower)alkyl; R2 represents lower alkyl group, lower alkoxy-group and lower alkylthio-group being each group is substituted optionally with hydroxy- or (lower)alkoxy-group, or to its pharmaceutically acceptable salts. Also, invention relates to pharmaceutical composition eliciting hypoglycemic activity and to a method for treatment and prophylaxis of hyperglycemia-associated diseases, such as diabetes mellitus, obesity and others, and to their intermediate compounds. Invention provides preparing new derivatives of glucopyranosyloxybenzylbenzene that elicit the excellent inhibitory activity with respect to human SGLT2.

EFFECT: valuable medicinal properties of compounds.

13 cl, 2 tbl, 2 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel ester compounds represented by the formula (1): wherein values for R1, R2, A, X, R3, R4, Alk1, Alk2, l, m, D, R8 and R9 are determined in the invention claim. Also, invention relates to inhibitor of matrix metalloproteinase (MTP), a pharmaceutical composition able to inhibit activity of MTP selectively, agents used in treatment or prophylaxis of hyperlipidemia, arteriosclerosis, coronary artery diseases, obesity, diabetes mellitus or hypertension wherein the pharmaceutical composition is prepared in capsulated formulation, and to a biphenyl compound of the formula (100) given in the invention description.

EFFECT: valuable medicinal properties of compounds.

53 cl, 78 tbl, 17 ex

The invention relates to optically active compounds as components of ferroelectric liquid crystal materials (LCD monitor) recording devices for optical display of information, and modulation of radiation

FIELD: chemistry.

SUBSTANCE: invention relates to a method for the production of 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate, comprising an interaction under reaction conditions between 5-tert-butyl-3-methylcatechol (BMC) and triethylamine and a member selected from the group consisting of an aromatic carboxylic acid and an aromatic carboxylic acid derivative, where the derivative of the aromatic carboxylic acid is an aromatic acyl halide, an aromatic anhydride, an aromatic carboxylate salt or any combination thereof; and where the aromatic carboxylic acid is benzoic acid; and forming a composition comprising 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate (BMPD). Synthesis pathways for a precursor to 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate are provided. The precursor is 5-tert-butyl-3-methylcatechol.

EFFECT: simple and cost-effective method with high yield.

10 cl, 2 dwg, 6 ex

FIELD: food industry.

SUBSTANCE: composition is concentrated in terms of compound ethers of pinosylvine and produced by way of crude tall oil distillation or evaporation; the compound ethers acidic residue is formed by linoleic, linolenic, oleic acid or tricyclic, aliphatic or aromatic carboxylic acid. Stilbenes are extracted from the crude tall oil distillation or evaporation fraction containing stilbenes compound ethers; the fraction is concentrated. Then the stilbenes compound ethers are modified into the desired stilbenes by way of stilbenes compound ethers separation from their compound ether group. The crude tall oil distillation or evaporation fractions contain pinosylvine or its compound ethers in an amount of 5 - 95 % of the total weight of the composition.

EFFECT: invention relates to fat-and-oil industry, in particular, to a composition suitable for stilbenes production, to its production method, to a method for extraction of stilbenes from crude tall oil, to a compound ether of resin acid and pinosylvine or to its simple monomethyl ether.

26 cl, 1 dwg, 3 ex

Multicore bisazide // 2067572
The invention relates to new compounds of General formula I

< / BR>
Z=-SO2-, -X--Y--X-

X=O,S

Y=0, S, SO2; CO.,

which can be used as light-sensitive components of photoresists

FIELD: chemistry.

SUBSTANCE: invention relates to a method for the production of 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate, comprising an interaction under reaction conditions between 5-tert-butyl-3-methylcatechol (BMC) and triethylamine and a member selected from the group consisting of an aromatic carboxylic acid and an aromatic carboxylic acid derivative, where the derivative of the aromatic carboxylic acid is an aromatic acyl halide, an aromatic anhydride, an aromatic carboxylate salt or any combination thereof; and where the aromatic carboxylic acid is benzoic acid; and forming a composition comprising 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate (BMPD). Synthesis pathways for a precursor to 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate are provided. The precursor is 5-tert-butyl-3-methylcatechol.

EFFECT: simple and cost-effective method with high yield.

10 cl, 2 dwg, 6 ex

FIELD: chemistry.

SUBSTANCE: invention relates to organic chemistry and particularly to a method of producing (4E)-tridec-4-en-1-ylacetate. (4E)-tridec-4-en-1-ylacetate is a sex pheromone for tomato moth (Keiferia lycopersicella), which is a dangerous pest for solanaceae. Results of the invention can be useful in chemistry and agriculture. The method of producing (4E)-tridec-4-en-1-ylacetate includes alkylating malonic ester with (E)-1,3-dichloropropene to obtain diethyl[(2E)-3-chloroprop-2-en-1-yl]propanedioate, decarbalkoxylating diethyl[(2E)-3-chloroprop-2-en-1-yl]propanedioate to obtain ethyl(4E)-5-chloropent-4-enoate, Fe-catalysed cross-coupling of the ethyl(4E)-5-chloropent-4-enoate with octylmagnesium bromide to obtain ethyl(4E)-tridec-4-enoate, reducing the ethyl(4E)-tridec-4-enoate to obtain (4E)-tridec-4-en-1-ol, acetylation of the (4E)-tridec-4-en-1-ol to obtain (4E)-tridec-4-en-1-ylacetate. According to the invention, Fe-catalysed cross-coupling of ethyl(4E)-5-chloropent-4-enoate with octylmagnesium bromide to obtain ethyl(4E)-tridec-4-enoate is carried out in the presence of a Fe(acac)2Cl catalyst in a mixture of tetrahydrofuran and N-methylpyrrolidone, wit the following molar ratio of reactants [(ethyl(4E)-5-chloropent-4-enoate]:[octylmagnesium bromide]:[Fe(acac)2Cl]:[tetrahydrofuran ]:[N-methylpyrrolidone]=1:1.15:0.01:12:7 for 30 min at 0-5C.

EFFECT: advantage of the disclosed method is higher output of (4E)-tridec-4-en-1-ylacetate.

3 ex

FIELD: medicine, pharmaceutics.

SUBSTANCE: invention relates to application of ester compounds of benzoic acid, taken from group, which includes 1-phenylvinyl 4-methoxybenzoate; 1-(4-methoxyphenyl)-vinyl 4-tert-butyl benzoate, 1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate, 1-phenylvinyl 4-tert-butyl benzoate, 4-benzoyloxy-2-methoxybenzolsulphonic acid, 3-diethylaminophenyl benzoate and 3-(1-pyrrolidinyl) phenyl benzoate and 3-methoxy salicylate, as component for preparing composition for protection of human organism or animal or material from ultraviolet radiation, containing effective quantity at least one of claimed compounds, as component for preparing composition, which is characterised by progressive protection from UV radiation, depending on duration of sun influence and level of sun radiation, as component for preparing composition for individual hygiene, which is characterised by progressive protection from UV radiation, depending on duration of sun influence and level of sun radiation, as component for preparing industrial composition, which is characterised by progressive protection from UV radiation, depending on duration of sun influence and level of sun radiation, and as component for preparing composition, which at photo-regrouping shows quantity of obtained UV-B radiation.

EFFECT: invention also relates to composition for protecting human or animal organism or protection of material from ultraviolet radiation, contains effective quantity of at least one above mentioned ester compound of benzoic acid.

40 cl, 6 dwg, 33 ex

FIELD: chemistry.

SUBSTANCE: invention relates to organic chemistry and particularly to a method of producing (2E,4E)-dodeca-2,4-diene-1-ylisovalerate, involving hydroalumination-halogenation of 1-nonyne to obtain (1E)-1-halogennon-1-ene, cross-coupling (1E)-1-halogennon-1-ene with methyl acrylate to obtain methyl ether of (2E,4E)-dodeca-2,4-dienic acid, reducing methyl ether of (2E,4E)-dodeca-2,4-dienic acid with lithium aluminium hydride to obtain (2E,4E)-dodeca-2,4-diene-1-ol, acylating (2E,4E)-dodeca-2,4-dien-1-ol with an acyl chloride of isovaleric acid to obtain (2E,4E)-dodeca-2,4-dien-1-ylisovalerate, where synthesis of methyl ether of (2E,4E)-dodeca-2,4-dienic acid is carried out in by reacting (1E)-1-iodonon-1-ene, which is obtained by hydroalumination-iodination of 1-nonyne, with methyl acrylate in the presence of Pd(OAc)2, K2CO3, Bu4NCl in the medium of N-methyl pyrrolidone with the following molar ratio [(1E)-1-iodonon-1-ene] : [methyl acrylate] : [Pd(OAc)2] : [K2CO3] : [Bu4NCl] : [N-methyl pyrrolidone] = 1:2: 0.02 : 2.5 : 1 : 5.5 for 8 hours in the atmosphere of argon at 18-25C.

EFFECT: method has the following advantages: higher output of (2E,4E)-dodeca-2,4-dien-1-ylisovalarate, and conducting the cross-coupling reaction without heating at 18-25C prevents isomerisation of the (2E,4E)-diene system and increases stereochemical purity of the product.

4 ex

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of producing low-molecular substituted phenylbenzoates of general formula: , where R1=C3H7O-, C7H15O-, C8H17O-, C7H|5-, R2=-CHO, -CN, -C3H7, X=H-, HO-, through condensation of an acyl chloride of benzoic acid and substituted phenol in a solvent and subsequent separation of the end product, the acyl chloride of benzoic acid used being a compound of formula: , where R1=C3H7O-, C7H15O-, C8H17O-, C7H15-, the substituted phenol used is a compound of formula: , where R2=-CHO, -CN, -C3H7, X=H-, HO-, the solvent used is methylene chloride; condensation is carried out in the presence of triethylamie while exposing the reaction solution to ultrasound at frequency of 25-30 kHz for 1-1.5 hours at room temperature. The end product is obtained with such high purity that it can be used to modify polymer materials without purification. Recrystallisation from ethanol is sufficient to purify the end product when used as a component of liquid crystal compositions.

EFFECT: invention has the following advantages: 3-5 times shorter duration of the condensation process; 1,6 times increase in output of the product; avoiding preparatory operations associated with absolutisation of pyridine; considerably shorter duration and labour input in purification.

1 tbl, 13 ex

FIELD: chemistry.

SUBSTANCE: invention relates to synthesis of 1,3-dicarboxylic compounds, specifically to a method for synthesis of ethyl ethers of 2-alkyl-4-aryl-3-oxobutanoic acids of general formula:

,

where for R=3,5-Me2C6H3, R1=Me, Et, i-Pr; for R=2,6-Cl2C6H3, R1=Me; for R=2- CI-6-FC6H3, R1=Me, involving acylation of di(bromine-magnesium)salt of ethyl ether of 2-alkyl-3,3-dihydroxyacrylic acid, selected from a group comprising di(bromine-magnesium)salt of ethyl ether of 2-methyl-3,3-dihydroxyacrylic acid, di(bromine-magnesium) salt of ethyl ether of 2-ethyl-3,3-dihydroxyacrylic acid and di(bromine-magnesium) salt of ethyl ether of 2-isopropyl-3,3-dihydroxyacrylic acid, obtained in situ from isopropyl magnesium bromide and the corresponding 2-(carbethoxy)alkanoic acid, arylacetyl chloride, selected from 3,5-dimethylphenylacetyl chloride, 2,6-dichlorophenylacetyl chloride and 2-fluoro-6-chlorophenylacetyl chloride, in molar ratio of arylacetyl chloride: di(bromine-magnesium) salt of ethyl ether of 2-alkyl-3,3-dihydroxyacrylic acid equal to 1: 1.6-2.2, in a medium of anhydrous tetrahydrofuran with subsequent treatment of the reaction mass with aqueous solution of citric acid and extraction of the end product.

EFFECT: high output and purity of disclosed compounds.

7 ex

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