57 results about "Acetylenic acid" patented technology

PCT No. PCT / US96 / 11613 Sec. 371 Date Sep. 14, 1998 Sec. 102(e) Date Sep. 14, 1998 PCT Filed Jul. 12, 1996 PCT Pub. No. WO97 / 03945 PCT Pub. Date Feb. 6, 1997Compounds of formula (I) wherein: R1 is -(CR4R5)nC(O)O(CR4R5)mR6, -(CR4R5)nC(O)NR4(CR4R5)mR6, (CR4R5)nO(CR4R5)mR6, or -(CR4R5)rR6: W is alkynyl or 2 carbon atoms; R3 is H or R7; Z is C(O)R13, (CH2)0-1C(O)OR13, (CH2)0-1C(O)NR10R13, (CH2)0-1C(R8R8)OR8, -NHC(O)R7, (CH2)0-1NR10R13, NH[C(O)C(O)OR8], CH2NH[C(O)CNR10R13], CH2S(O)qR7, CH[S(O)qR7]2, dithiolane, (tetrazol-5-yl), thiazol-2-yl, [1,2,4]thiadiazol-5-yl, [1,3,4]oxadiazol-2-yl, imidazol-2-yl, oxazol-2-yl, or (3- or 5-oxadiazolyl[1,2,4]; R7 is -(CR4R5)qR11 or C1-6 alkyl wherein the R11 or C1-6 alkyl group is unsubstituted or substituted one or more times by methyl or ethyl unsubstituted or substituted by 1-3 fluorines, -NR8R10, -CO2R8, -O(CH2qR8, -NR8C(O)R8 or R12; or the pharmaceutically acceptable salts thereof.

The invention discloses a triazinyl porous polymer material. The triazinyl porous polymer material is an acetylene bond-functionalized triazinyl porous polymer. The invention also relates to an application of an Ag / triazinyl porous polymer catalyst in catalysis of a carboxylation reaction of the aromatic terminal alkyne and CO2. The triazinyl porous polymer material with high CO2 adsorption capacity is designed and synthesized, and Ag nanoparticles are loaded through using the coordination characteristic of a triazine ring in order to introduce a catalytic active unit to the triazinyl porous organic material skeleton and obtain the Ag / triazinyl porous polymer catalyst. The catalyst can catalyze the direct carboxylation of the aromatic terminal alkyne and CO2 to synthesize acetylenic acid, that is, the catalyst converts CO2 into a chemical substance with high added values.

The invention relates to a preparation method of a Schiff base modified nano-silver based catalyst and application of the catalyst in reaction of CO2 synthesized acetylenic acid. The catalyst uses Schiff base modified silicon oxide as a carrier and uses nanoscale Ag as an active component, and the mass content of the catalyst is 0.1%-10.0%. The catalyst can efficiently catalyze reaction of CO2 andalkyne and convert the CO2 into acetylenic acid under the mild condition. The catalyst has the advantages of easy preparation, high activity and high stability, the yield of phenylpropiolic acid is as high as 99%, the turn over number (TON) of the phenylpropiolic acid is as high as 720, and the method is provided for preparation of the catalyst for efficient synthesis of acetylenic acid and has avery good application prospect.

The invention discloses a bionic specific immunity adsorbing material and a preparation method as well as application thereof. The preparation method comprises the following steps of: reacting epoxidation agarose with sodium azide to obtain agarose azide gel; dissolving succinic anhydride into methylene dichloride and propargyl alcohol and adding a catalyst to prepare acetylenic acid; dissolving the acetylenic acid and N-hydroxysuccinimide into 1,4-dioxane, and then adding a condensing agent to prepare active ester of the acetylenic acid; dissolving the active ester of the acetylenic acid into the 1,4-dioxane and then mixing with aqueous solution of aglycone to prepare ethynylation amino acid; dissolving solution of the ethynylation amino acid into agarose azide; and adding copper sulfate pentahydrate and sodium ascorbate as catalysts to prepare a product. According to the bionic specific immunity adsorbing material and the preparation method as well as application thereof, the agarose gel which is rich in hydroxyl groups and has good blood compatibility and mechanical property is used as a carrier, synthesis steps are simple, the preparation is safe, and a product has the characteristics of high specificity, high adsorption efficiency on IgG (Immunoglobulin G) and good regeneration performance and can be used for IgG separation and clinical immunoadsorption treatment.

The invention belongs to the technical field of medicines, and relates to a poly-acetylenic acid derivative separated from thesium chinensis, a preparation method of the poly-acetylenic acid derivative, and application in preparing medicines for treating common oral diseases.

The invention discloses a method for improving beta-glucosidic bond stereoselectivity through a bis(trifluoromethane sulfonimide) reagent activation glycosylation reaction. According to the method, under the action of a catalytic amount of bis(trifluoromethane sulfonimide) reagent, a glycosyl donor with a leaving group being the trichloroacetic imidic acid ester group or acetylenic acid ester group is subjected to coupling with different glycosyl receptors, the using amount of the bis(trifluoromethane sulfonimide) reagent is small, the reaction condition is mild, the product yield is high, and a beta-glycosylation product can be obtained in a high-stereoselectivity mode.

The invention belongs to the field of organic synthesis, and provides a polysubstituted alpha-alkenyl lactone compound, and a preparation method and application thereof, the structure of the polysubstituted alpha-alkenyl lactone compound is as follows that: R1 is selected from aryl or heteroaryl, R2 and R3 are respectively and independently selected from C1-C6 alkyl, R4 and R5 are each independently selected from an aryl group, and an aromatic heterogroup or a C1-C6 alkyl group. The polysubstituted alpha alkenyl lactone compound is obtained by reacting acetylenic acid with allyl alcohol or allyl butanol for 1-24 hours from room temperature to reflux temperature under the action of a catalyst and a hydrogen source. According to the method, the target product can be prepared through one-stepreaction, and the method is simple in synthesis method, simple in process equipment, easy to operate, environmentally friendly, low in cost and good in yield.

The invention relates to a 2-perfluoroalkyl indole derivative and a synthesis method thereof. The structure of the compound is represented in the specification, wherein RF represents perfluoroalkyl groups from C1 to C3. According to the method, a phenylamine derivative which is easy to obtain and perfluoroalkyl acetylenic acid ester synthesized with a mature method are taken as raw materials, and the perfluoroalkyl indole containing derivative is synthesized through Michael addition and C-H activation under certain conditions; compared with traditional modes for synthesizing like products, the method adopts phenylamine and alkynes as starting materials, so that substrate selectivity can be greatly expanded; moreover, according to the method, a conventional oxidizing agent is abandoned in an oxidation process, oxygen is taken as the oxidizing agent, and the concepts of green and sustainable chemistry are represented; the regioselectivity is high, and the yield is good. Therefore, the effective novel method for synthesizing the 2-perfluoroalkyl indole derivative is provided.

This invention pertains to a process for preparing diacetylenics, to diacetylenic compounds and to reduced diacetylenic compounds. The process includes the steps of reacting coupling an acetylenic acid in presence of cupric chloride in Ethylamine and hydroxylamine hydrochloride to form a diacetylenic diacid; reacting the diacetylenic diacid with a lithium compound, trimethylsilyl chloride and hydrochloric acid to form a diacetylenic compound; and reducing the diacetylenic compound to a reduced diacetylenic compound. The diacetylenic compounds have the formula COOH-(CH2)m-C=C-C=C-(CH2)m-C(=O)-R or R-C(=O)-(CH2)m-C=C-C=C-(CH2)m-C(=O)-R and the reduced cyclic diacetylenic compounds have the formula COOH-(CH2)m-C=C-C=C-(CH2)m-CH2-R or R-CH2-(CH2)m-C=C-C=C-(CH2)m-CH2-R, where m is 1-18 and R is selected from alkyl groups of 1-10 and cyclic groups containing 6-35 carbon atoms and aryl moieties

The invention discloses a preparation method of (Z)-sulfonyl olefine acid ester. The method includes: allowing a sulfohydrazide compound and an acetylenic acid ester compound to have an addition-elimination reaction through a one-pot method so as to obtain the sulfonyl olefine acid ester. The method has the advantages that the (Z)-sulfonyl olefine acid ester compound is synthesized in a high-yield and high-selectivity manner under mild conditions through the one-pot reaction, and the method is simple to operate, environmentally friendly and beneficial to industrial production and does not need catalysts.

The invention discloses an amino acid compound containing a diaziridine group and a synthesis method thereof. The method comprises the following steps: with ethyl acetoacetate as a raw material, performing a reaction under the action of lithium diisopropylamide; performing a reaction with propargyl bromide to generate 3-oxoheptyl-6-acetylenic acid ethyl ester; then hydrolyzing the reaction productto generate 3-oxoheptyl-6-acetylenic acid, so as to obtain 3-oxoheptyl-6-acetylenic acid; then performing a reaction with hydroxylamine-O-sulfonic acid in an ammonia gas methanol solution; performingiodine elementary substance oxidation to generate 2-(3-(butyl-3-acetylene-1-yl)-3H-diaziridine-3-yl)acetic acid; then carrying out a reaction on 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride and N-hydroxysuccinimide to generate 2,5-dioxopyrrolidine-1-yl-2-(3-(butyl-3-yl-1-yl)-3H-diaziridine-3-yl)acetate, and then carrying out a reaction with amino acid molecules to generate the targetproducts. The compound synthesized by the invention contains diaziridine groups and amino acid molecules with biological activity, and can be used in biological activity test and analysis.

The invention discloses a one-pot synthesis method of a (Z)-type sulfonyl olefine acid ester compound. According to the method, the sulfonyl olefine acid ester compound is obtained by one-pot reaction of a sulfinic acid sodium and an acetylenic acid ester compound in the presence of water. The (Z)-type sulfonyl olefine acid ester compound is synthesized by one-pot reaction under mild conditions with the method, the method is simple to operate, environment friendly, free of additives and the like, and industrial production is facilitated.

The invention relates to a trifluoromethyl pyrroloquinoline derivative and a synthetic method thereof. The structure of the derivative is shown in the specification. According to the synthetic method, polysubstituted quinoline, aromatic terminal alkyne and trifluoromethyl acetylenic acid ester synthesized by virtue of a mature synthesis measure are taken as raw materials to synthesize the trifluoromethyl pyrroloquinoline derivative by virtue of a substep one-pot method; conventional oxidants are abandoned, and oxygen in air is utilized as an oxidant, so that the environment-friendly and sustainable chemical idea is embodied; and the regioselectivity is high, and the yield is good. Therefore, the synthetic method is an effective novel method for synthesizing the trifluoromethyl-containing polysubstituted pyrroloquinoline derivative.

The invention discloses an alkynylated tetrahydroisoquinoline compound and a preparation method and application thereof. The preparation method comprises the following steps that a tetrahydroisoquinoline compound shown in a formula (I) and an acetylenic acid compound shown in a formula (II) are added into an electrolysis system to serve as raw materials, and through an electrocatalytic decarboxylation reaction, the alkynylated tetrahydroisoquinoline compound as shown in a formula (III) is prepared. The decarboxylation coupling reaction of tetrahydroisoquinoline compounds (THIQs) and acetylenic acid is completed in one step.

The invention belongs to the technical field of the planting of dracaena sanderiana and specifically provides a rooting-sprouting nutrition solution for dracaena sanderiana. The nutrition solution is formed by mixing a mother solution I, a mother solution II, a mother solution III and a mother solution IV in a volume ratio of (7-10) to (2-3) to (2-3) to (0.05-0.1), wherein the mother solution I comprises the following substances: ammonium nitrate, monopotassium phosphate, potassium nitrate, 300mg / L-450mg / L of calcium chloride and magnesium sulfate; the mother solution II comprises the following substances: ferric sulfate, manganese sulfate, sodium molybdate, cobalt chloride and boric acid; the mother solution III comprises the following substances: tryptophan, threonine and diisopropanolamine; and the mother solution IV comprises the following substances: humic acid, diphenylurea sulfonic calcium, catechol, metalaxyl, amine acetylenic acid and Shentouxing (a wetting agent). The nutrition solution has growth-accelerating, sprouting-promoting, branch-strengthening, leaf-greening, rooting and root-strengthening effects to the dracaena sanderiana, is easy to produce, convenient to use and low in cost and further has a great significance in popularization.

The invention relates to a synthesis method of a 1-arylacetylene seleno-3-phenoxy-2-propanol compound. The method comprises the following steps of: under air conditions, reacting acetylenic acid, selenium powder and phenyl glycidyl ether as the reaction raw materials with water used as a reaction solvent under the joint promotion actions of a copper catalyst, a ligand, a phase transfer catalyst and alkali, and carrying out a cascade reaction to obtain the 1-arylacetylene seleno-3-phenoxy-2-propanol compound. The method has the advantages of mild and simple reaction conditions, cheap and easilyavailable substrate, and high yield and purity of the product, opens up a new synthetic route and method for the 1-arylacetylene seleno-3-phenoxy-2-propanol compound, and has good application potential and research value.

The invention discloses a method for synthesizing a selenium-containing triazole compound by using diselenide, acetylenic acid and nitrine. The synthesis method comprises the following steps: adding 0.5 mmol of acetylenic acid, 0.5 mmol of diselenide, 0.5 mmol of benzyl azide, 10 percent of a Cu catalyst (such as anhydrous cupric sulfate, copper acetate, copper chloride, cuprous chloride or cuprous iodide), 0.6 mmol of alkali (such as potassium carbonate, potassium hydroxide, sodium carbonate, potassium tert-butoxide and cesium carbonate and 3 mL of a solvent (such as methylbenzene, xylene or chlorobenzene into a sealed tube, reacting at a temperature of 120 DEG C for 6 hours and performing TLC tracking reaction; after the reaction is conducted completely, cooling to a room temperature, reducing pressure to remove the solvent, and performing rapid silica gel column chromatography purification (the ratio of petroleum ether to ethyl acetate is equal to 10:1) to obtain a product. The selenium-containing triazole compound is synthesized by using the three components, namely the diselenide, the acetylenic acid and the nitrine, under the action of the copper catalyst through a one-pot method. According to the method, the raw materials are easily available, the method is simple in operation, the yield is considerable and the application prospect is good.

The invention belongs to the technical field of material preparation, and particularly discloses a preparation method of a strong-polarity organic solvent tolerance macroscopic blue-phase polydiyne material based on a co-assembly way. The preparation method comprises the following steps: firstly, respectively dissolving a diacetylenic acid monomer and NMA into a strong polar organic solvent, and then adding a diacetylenic acid solution into an NMA solution (the molar ratio of carboxyl in the diacetylenic acid monomer to amino in NMA is less than or equal to 1) to obtain a white co-assembly; wherein a diacetylenic acid co-assembly with the macroscopic size can be obtained by controlling the mixing speed; irradiating the co-assembly solution under 365 nm ultraviolet light, so that topological polymerization of diacetylenic acid can be achieved, and macroscopic blue-phase polydiyne stably existing in the solution is obtained. The macroscopic blue-phase polydiyne obtained by the invention overcomes the defects that a polydiyne material is in a red phase in a strong-polarity organic solvent system and generally cannot reversibly become a blue phase. The prepared material has a good application prospect in the fields of photoelectric devices, biological monitoring and sensing.

The invention relates to a preparation method of a woven mesoporous polymer silver-loaded catalyst and application of the silver-loaded catalyst in synthesis of acetylenic acid from CO2. The catalysttakes a woven mesoporous polymer as a carrier and nano-scale Ag as an active component, wherein the mass content of woven mesoporous polymer to nano-scale Ag is 0.01%-1.0%. The catalyst can efficiently catalyze the reaction of the CO2 and alkyne under mild conditions for converting the CO2 into the acetylenic acid. The catalyst has the characteristics of easy preparation, high activity and high stability, wherein the yield of phenylpropiolic acid is up to 92%, and the initial Turnover Number (TON) of the phenylpropiolic acid is 9936. The method provided by the invention provides a method for preparing the catalyst for efficiently synthesizing the acetylenic acid, and has a good application prospect.

The invention discloses hyperbranched polybenzoate as well as a preparation method and application thereof. According to the preparation method, a binary internal acetylenic acid ester monomer is used as a raw material, and a rhodium catalyst is supplemented for asolution polymerization reaction to obtain hyperbranched polybenzoate. The reaction raw materials are easy to obtain, no by-product is generated in a polymerization process, and the demand for atom economy is met. A substrate of the polymerization reaction is wide in application range and good in compatibility with functional groups, and functional groups can be easily introduced. As a repetitive unit contains an ester group, a polymer formed in the invention can be degraded under an alkaline condition and can be used as a degradable material. In addition, the polymer provided by the invention has aggregation-induced emission performance, and can be used as a chemical sensor to detect multi-nitro aromatic explosives with high sensitivity.

The invention discloses a preparation method of 2-aryl flavone. The preparation method comprises the following steps: under the action of a silver catalyst and an oxidant, enabling o-hydroxyarylformicacid and aryl acetylenic acid to make ring closing reaction, and after the reaction is ended, performing after-treatment, thus obtaining the 2-aryl flavone. The method disclosed by the invention hasthe advantages of low price of reagents, easiness in obtaining the reagents, mild reaction conditions, good compatibility of reaction functional groups, low price of the catalyst, easiness in obtaining the catalyst, and simple catalytic system.

The invention discloses a preparation method of 1, 3-diarylpropargyl ketone. The preparation method, comprises the following steps: under the action of a silver catalyst and an oxidant, performing a decarboxylating coupling reaction on alpha-ketonic acid and aryl acetylenic acid in a solvent, and after completion of the reaction, posttreating to obtain the 1, 3- diarylpropargyl ketone. By the preparation method, reagents are cheap and easy to obtain, the reaction condition is mild, reactive functional groups are good in compatibility, the catalyst is cheap and easy to obtain, and a catalysis system is simple.

The invention discloses a method for selectively synthesizing a dihydrophenanthridine compound 3 or a phenanthridine compound 4, and belongs to the technical field of organic synthesis. An o-aryl aniline compound 1 and an acetylenic acid ester compound 2 are used as raw materials, and in the presence of a ruthenium catalyst, an additive and acid, a heating reaction is performed in an organic solvent to obtain a dihydrophenanthridine compound 3 or a phenanthridine compound 4. The method has the following advantages: (1) the synthesis process is simple, and the dihydrophenanthridine or phenanthridine compound can be synthesized with high selectivity by starting from the o-aryl aniline compound and the acetylenic acid ester compound under the catalysis of the ruthenium catalyst and changing the reaction temperature; and (2) the raw materials are cheap and easy to obtain, the reaction conditions are mild, the operation is easy and convenient, and the application range of the substrate is wide.

The invention relates to the field of organic chemistry, in particular to a synthesizing method for a gamma-pyrone compound. The synthesizing method comprises the steps that acetylenic acid shown in the formula I and a carbonyl compound shown in the formula II serve as raw materials; under the existence of N,N'-carbonyldiimidazole shown in the formula III, 4-dimethylaminopyridine shown in the formula IV, scandium trifluoromethanesulfonate and sodium hydroxide, a reaction is carried out for 5-6 h at 80 DEG C with 1,2-dichloroethane as a solvent, a reaction solution is cooled and condensed, column chromatographic elution is carried out with a mixed solvent with the volume ratio of petroleum ether to ethyl acetate being 5:1, eluant parts of all detected products are collected, the solvent is removed through rotary evaporation, and then the gamma-pyrone product is obtained. The synthesizing method has the advantages that the primer application range is wide, operation is easy and convenient, the reaction is mild, and raw materials and reagents are simple and easy to obtain.

The invention discloses a preparation method of palladium-catalyzed aryl alkyne. The preparation method includes the steps of subjecting substituted acetylenic acid and aryl sulfonyl chloride to decarboxylation coupling reaction in an organic solvent under the action of a catalyst, a ligand and alkali, and carrying out treatment after the reaction to obtain the aryl alkyne. Raw materials used in the preparation method are cheap and easy to obtain, and the reaction and the post-treatment operations are simple; side reactions are few, and the yield of the obtained product is high.

The invention belongs to the field of organic synthesis, and particularly relates to a method for synthesizing acetylenic acid by using terminal alkyne and carbon dioxide. The method comprises the experimental steps that alkyne, alkali and a solvent are added into a reaction tube, the alkyne serves as a raw material, the alkali and the solvent provide a strong alkaline environment, CO2 is introduced into a reaction container to form a carbon dioxide atmosphere, heating and stirring reaction are carried out, after the reaction is finished, cooling is carried out to the room temperature, extraction and liquid separation are carried out, a water layer is acidified, then separation and purification are further carried out, and the acetylenic acid compound is obtained. The method is carried out under the conditions of low temperature and normal pressure, does not need to add a metal catalyst, is single in product and convenient to separate, good in substrate applicability and safe and simple to operate, and has potential industrial application prospects and good economic benefits.

The invention discloses a preparation method of a 1, 4 enyne compound, which comprises the following steps of in an inert gas atmosphere, adding allyl alcohol, acetylenic acid and a combined catalyst into an organic solvent, and stirring and reacting for 12-24 hours at the temperature of 80-100 DEG C to obtain a reaction solution, wherein the combined catalyst is prepared from organic palladium, villiaumite and cesium fluoride, and the villiaumite is bis (trifluoromethanesulfonimide) salt or bis (trifluoromethanesulfonate), and extracting the reaction solution by using water and ethyl acetate to remove part of the reaction solvent, drying and concentrating an organic phase, and purifying by using a petroleum ether / ethyl acetate developing solvent system through thin layer chromatography to obtain the 1, 4-eneyne compound. The preparation method is simple and convenient to operate, the obtained by-products only comprise water and carbon dioxide, and the method has the advantages of being high in atom economy and environmentally friendly; in addition, the preparation method is low in raw material price and wide in applicable substrate range.

The invention discloses a synthesis method of a pyrano[4,3-b] pyridine-2,7-dione compound, wherein the synthesis method comprises the steps: dissolving a 4-amino-2-pyranone compound and an acetylenic acid ester compound as raw materials and a copper salt as a catalyst in an organic solvent, and carrying out cyclization reaction to obtain the pyrano[4,3-b] pyridine-2,7-dione compound. The method has the advantages of few reaction steps, single product structure, few side reactions, high yield and good market prospect.

The invention discloses a polysubstituted pyrazole preparation method, wherein the polysubstituted pyrazole is prepared through a cyclization / N-H insertion reaction by developing a new aryl diazonium salt catalytic system, using acetylenic acid ester and a diazonium ester derivative as reaction substrates and using toluene as a solvent. According to the present invention, the method has characteristics of economical reaction, wider substrate universality, mild reaction conditions, low catalyst consumption, simple post-treatment, easy product purification and easy industrial application, and can be performed in air; and the reactants, the catalyst and other raw materials used by the method are cheap and easy to obtain, the reaction composition is reasonable, the ligand is not required, the reaction steps are few, the excellent yield can be obtained only through the one-step reaction, and the requirements and the directions of contemporary green chemistry and medicinal chemistry are met.

The invention discloses an anti-diabetes oral pharmaceutical composition, which comprises the following components: 1) 10-20 mg of 5-(3-hydroxy-7-propoxynaphthalene-2-yl)-1,1-dioxo-[1,2,5]thiadiazolidine-3-ketone potassium salt, 2) 20-30 mg of 3-(2-(2',6'-dimethyl-[1,1'-biphenyl]-3-yl)chroman)-6-yl) hexanenitrile-4-acetylenic acid, 3) 200-300 mg of microcrystalline cellulose, 4) 10-25 mg of cross linked sodium carboxymethyl cellulose, and 5) 1-8 mg of magnesium stearate. By complex formulation of two different types of active matters, under prerequisite that treatment effect is same, the application amount of the active matter of the medicine is reduced by at least 1 / 2.