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36 results about "Ugi reaction" patented technology

The Ugi reaction is a multi-component reaction in organic chemistry involving a ketone or aldehyde, an amine, an isocyanide and a carboxylic acid to form a bis-amide. The reaction is named after Ivar Karl Ugi, who first reported this reaction in 1959.

pH responsive drug-loading Pickering emulsion and preparation method thereof

The invention provides a pH responsive drug-loading Pickering emulsion and a preparation method thereof. The method comprises the step of preparing sodium alginate modified silicon dioxide nanoparticles which are prepared from the Ugi reaction of sodium alginate, formaldehyde, cyclohexyl isocyanide and fractal silicon dioxide, wherein the fractal silicon dioxide is prepared in the manner of utilizing layering molecular imprinting to perform covalence assembling on amino blocked silicon dioxide and aldehyde blocked silicon dioxide and repeating the imprinting process according to the requirement till reaching the required layer number of the silicon dioxide. The invention also provides a Pickering emulsion prepared from the nanometer particle. The invention can prepare a novel pH responsive Pickering emulsion in the manner of grafting sodium alginate (Alg) onto the fractal SiO2 surface through Ugi condensation reaction, can enrich the application of the triggering emulsion in a pesticide release controlling system and can widen the application of the Pickering emulsion at the aspect of pesticide delivery.
Owner:HAINAN UNIVERSITY

Multi-component reaction preparing method for functional nanometer porous polymer material

The invention provides a multi-component reaction preparing method for a functional nanometer porous polymer material. The multi-component reaction preparing method comprises the following steps: a, preparing an aldehyde reactant containing double bonds by a multi-component synthesis technology; b, utilizing 4-(allyloxy)benzaldehyde which is prepared in step a to realize Ugi four-component reaction so as to prepare a functional monomer; c, polymerizing reaction: using divinyl benzene as a crosslinking monomer, adding an initiator, and carrying out copolymerization reaction on the divinyl benzene and a proper quantity of Ugi reaction product by a solvothermal process so as to obtain the functional nanometer porous polymer material, wherein the mass ratio of the divinyl benzene to the functional monomer is 1.0-4.0, the mass ratio of the initiator to the divinyl benzene is 0.01-0.05, the mass ratio of a solvent to the divinyl benzene is 4.0-10.0, the polymerizing temperature is in a range between 60 DEG C and 200 DEG C, the pressure is controlled between 0.1MPa and 5.0MPa, and the reaction lasts for 12-48 hours.
Owner:SHAOXING UNIVERSITY

Amino acid based clustering peptide and preparation method thereof

The invention provides an amino acid based clustering peptide and a preparation method thereof and belongs to technical field of high polymer chemistry. The problem that an existing clustering peptide synthesis method is complicated in process, long in reaction cycle and restricted in practical application is solved. The structure of the amino acid based clustering peptide is shown as a formula I. The invention further provides the preparation method of the amino acid based clustering peptide. According to the method, amino acid or an amino acid derivative, aldehyde and fenvalerate are mixed in an organic solvent to obtain the amino acid based clustering peptide. The amino acid based clustering peptide is synthesized through Ugi reaction, the reaction conditions are mild, no catalyst is needed, the preparation process is simple, a reaction period is short, and experimental results show that the amino acid based clustering peptide with the concentration of 10 micro-g mL-1 to 100 micro-g mL-1 has a very good inhibiting effect on staphylococcus aureus, is superior to currently commercial epsilon-polylysine and has a good application prospect.
Owner:CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI

Self-repairing antibacterial hydrogel based on borate bond

The invention discloses a self-repairing antibacterial hydrogel based on a borate bond. The self-repairing antibacterial hydrogel is prepared from a PEG derivative and polyvinyl alcohol; and the PEG derivative is prepared according to a method comprising the following step: performing a Ugi reaction on PEG-COOH, an aldehyde group-containing boric acid compound, a hydroxyl group-containing organicamine and isonitrile, wherein the PEG-COOH is carboxyl-terminated polyethylene glycol. According to the hydrogel provided by the invention, the polyethylene glycol derivative (PEG-Ugi) containing a boric acid group and a phenol structure is prepared by the Ugi reaction; when an aqueous solution of the PEG-Ugi and a PVA aqueous solution are mixed, the borate bond is formed by reacting the boronic acid group with a hydroxyl group in the PVA structure to rapidly form the hydrogel; the borate bond is a dynamic chemical bond, and the phenol structure has an antibacterial function, so that the obtained hydrogel has self-repairing ability and antibacterial properties, and is a novel antibacterial self-repairing hydrogel; and the method provided by the invention uses the raw materials which are safe, cheap and easy to obtain to prepare the hydrogel, the preparation method is simple, the gel forming conditions are mild, and the method has better application value.
Owner:TSINGHUA UNIV

Preparation method of N-(indol-N-formyl)-alpha-aminoamide derivatives

The invention discloses a preparation method of N-(indol-N-formyl)-alpha-aminoamide derivatives. The method comprises the following steps: N-indolecarboxylic acid compounds, aldehyde compounds, primary amine compounds and isonitrile compounds undergo a four-component reaction in a solvent; or the N-indolecarboxylic acid compounds, cyclic imine compounds and the isonitrile compounds undergo a three-component reaction in the solvent; and post-treatment is carried out after the reaction is completed in order to obtain the N-(indol-N-formyl)-alpha-aminoamide derivatives. The preparation method which uses the indole compounds as a potential component for a classical Ugi reaction to realize the rapid linkage of the indole skeleton and alpha-aminoamide under mild conditions has the advantages ofefficient, simple and rapid reaction, high yield, and far-reaching significance in organic synthesis and medicinal chemistry.
Owner:ZHEJIANG UNIV

Flame retardants containing melamine structure as well as preparation method and application thereof

The invention relates to flame retardants containing melamine structure as well as a preparation method and application thereof. The chemical structural formula of the flame retardants is shown in thedescription, wherein substituent groups R1, R2 and R3 are any one of hydrogen, tertiary butyl, normal-butyl, cyclohexyl alkyl or chlorine, bromine, methyl, methoxy, nitryl, amino, hydroxy-substitutedaryl or ceteroary. A synthesis method comprises the following steps: carrying out Ugi reaction on carboxylic acid compounds, the melamine, aldehyde compounds and isonitrile compounds in a mixed solvent of methanol and isopropanol at the temperature of 50 DEG C under the concerted catalysis of an MCM-41-loaded copper complex, MIL-101 and p-toluenesulfonic acid; carrying out filtering, extracting and column chromatography on a product to obtain the flame retardants containing the melamine. The invention discloses a novel preparation method with the advantages of simple reaction, few byproductsand better selectivity, which is used for selectively synthesizing the melamine flame retardants. The flame retardants disclosed by the invention have the advantages of good thermal stability, high flame retardancy rate, high purity reaching to 97.2 percent, easily-obtained raw materials, advanced technology and easiness for industrial production.
Owner:CHINA THREE GORGES UNIV

Method for constructing On-DNA alpha-amino amide compound through aqueous-phase Ugi multi-component reaction

The invention relates to a method for constructing On-DNA alpha-amino amide compounds through aqueous-phase Ugi multi-component reaction, which is characterized in that amine, carboxylic acid, isocyanide and aldehyde are used as raw materials, and alpha-amino amide compounds with different structures are synthesized through Ugi reaction. The method can efficiently and quickly construct peptides, peptidomimetic compounds and various heterocyclic structure compounds, and is suitable for synthesizing a DNA coding compound library by using a porous plate.
Owner:HITGEN INC

5-(benzofuran-2-carbonyl)-6-carboxamide-5,6-dihydro-phenanthridine derivative and synthesis and application thereo

The invention relates to a 5-(benzofuran-2-carbonyl)-6-carboxamide-5,6-dihydro-phenanthridine derivative and synthesis and application thereof. Firstly, benzofuran-2-formamide is obtained through Ugi reaction of arylamine, 2-bromoacetic acid, 2-bromobenzaldehyde and substituted isonitrile and subsequent microwave-assisted Rap-Stoermer reaction; and then, a reactant (benzofuran-2-formamide), a metal palladium catalyst, a ligand, an additive and alkali are added to an anhydrous organic solvent, and the mixture is heated, reacted and subjected to aftertreatment after reaction is completed to obtain the high-purity 5-(benzofuran-2-carbonyl)-6-carboxamide-5,6-dihydro-phenanthridine derivative. In the preparation method provided by the invention, the raw materials are simple and easy to obtain, the operation is easy and convenient, aftertreatment is easy, diversified substituents are easy to obtain, and the generated compound contains two important heterocyclic structures of benzofuran-2-formamide and dihydro-phenanthridine simultaneously, and can well meet the demand for screening of pharmaceutical activity, thereby having good application and market values in the preparation of anti-hepatitis B virus medicaments.
Owner:宝利化(南京)制药有限公司

Preparation method of benzodiazepine compound

The invention relates to a preparation method of a benzodiazepine compound, which comprises the following steps: reacting amino functionalized ionic liquid, phenylpropyl aldehyde, Boc-anthranilic acid and cyclohexyl isonitrile to obtain an ionic-liquid-loaded Ugi product; reacting the ionic-liquid-loaded Ugi product under the catalytic action of hydrogen chloride gas to obtain a benzodiazepine compound of which the side chain is modified by Ugi reaction; and carrying out rotary evaporation on the reaction liquid, and washing out residues with anhydrous aether to obtain the required benzodiazepine compound. Compared with the existing preparation method, the preparation method provided by the invention shortens the reaction procedures and enhances the reaction efficiency; and the synthesis method is simple and efficient, and has wide application prospects.
Owner:中国人民解放军63975部队

Preparation method of spiroindoline compound

The invention relates to a preparation method of a spiroindoline compound. The preparation method comprises that based on the Ugi reaction, carboxylic acid, aldehyde, 3-amino-1H-indole and an isocyanide as raw materials undergo a reaction under microwave irradiation to produce the novel spiroindoline compound. The preparation method is easy and fast, is easy to operate and is suitable for promotion and use.
Owner:CHONGQING UNIV OF ARTS & SCI

Quinoxaline-azetidinones compound preparation and application of quinoxaline-azetidinones compound in tumor resistance

The invention relates to an quinoxaline-azetidinones compound preparation and an application of the quinoxaline-azetidinones compound in tumor resistance. According to the invention, a Ugi reaction is taken as a base, under microwave assistance, azetidinone is obtained through ring closure under diisopropylamine condition, then quinoxaline ring is obtained in a trifluoroacetic acid / dichloroethanes solution with concentration of 10%, and the quinoxaline-azetidinones compound has latent antitumor activity.
Owner:CHONGQING UNIV OF ARTS & SCI

Dearomatization-based novel 1,4 addition type Ugi reaction

The invention relates to a dearomatization-based novel 1,4 addition type Ugi reaction. The reaction includes steps: taking a 15ml pressure-resistant reaction tube, adding 2mL of trifluoroethanol, sequentially adding imine, acid and t-butylisonitrile into the pressure-resistant reaction tube, tightly plugging, stirring for 10min, transferring the reaction tube into an oil bath at 60 DEG C, and monitoring an extent of reaction by a thin layer chromatography silicon rubber plate until reaction is finished. Aniline is oxidized into imine by iodobenzene diacetate, then imine is subjected to reaction with carboxylic acid and t-butylisonitrile, and trifluoroethanol serves as a solvent.
Owner:TIANJIN UNIV OF SCI & TECH

Synthesis method of carbazole derivatives and anti-tumor application

The invention relates to a preparation method and application of carbazole derivatives. On the basis of a four-component Ugi reaction, the carbazole derivatives are synthesized through cyclization ofsynthesized intermediates by a microwave assisted reaction in a DMF (dimethyl formamide) solvent on the basis of no purification. The carbazole derivatives have antitumor activity.
Owner:CHONGQING UNIV OF ARTS & SCI

Preparation method of condensed benzimidazole azetidinone derivative and application of derivative in anti-tumor drug

The invention relates to a preparation method and application of a condensed benzimidazole azetidinone derivative. The method comprises the steps of performing ring closure into azetidinone under an alkaline condition based on a Ugi reaction, and then obtaining a benzimidazole ring under an acidic condition. The condensed benzimidazole azetidinone derivative has potential anti-tumor activity.
Owner:CHONGQING UNIV OF ARTS & SCI

Azo disperse dye compound, synthesis method thereof and application of compound

The invention provides an azo disperse dye compound, a synthesis method thereof and an application of the compound. The synthesis method particularly includes the steps: (1) Ugi reaction: performing Ugi four-component reaction on aldehyde, aniline, methanoic acid and cyclohexyl isocyanides in organic solvents, filtering reaction liquid and washing the reaction liquid with the organic solvents to obtain Ugi products; (2) hydrolysis reaction: adding the Ugi products and acid into alcohols solvents to perform selective hydrolysis, and performing neutralization, organic solvent extraction, vacuumconcentration and drying on the reaction liquid to obtain hydrolysis products, namely, synthesizing coupling components of azo disperse dyes; (3) coupling reaction: coupling the obtained coupling components with 4-nitrophenyl diazonium salt in mixed solvents of alcohols and water, adjusting the pH (potential of hydrogen) value of the reaction liquid and filtering, washing and drying solids to obtain the azo disperse dye compound. The molecular weight and the molecular volume of the dyes can be effectively regulated, amide genes are led in, and dyeing properties for polyester fibers and polyamide fibers can be greatly improved.
Owner:SHAOXING UNIVERSITY

A class of flame retardant containing melamine structure, preparation method and application thereof

The invention relates to flame retardants containing melamine structure as well as a preparation method and application thereof. The chemical structural formula of the flame retardants is shown in thedescription, wherein substituent groups R1, R2 and R3 are any one of hydrogen, tertiary butyl, normal-butyl, cyclohexyl alkyl or chlorine, bromine, methyl, methoxy, nitryl, amino, hydroxy-substitutedaryl or ceteroary. A synthesis method comprises the following steps: carrying out Ugi reaction on carboxylic acid compounds, the melamine, aldehyde compounds and isonitrile compounds in a mixed solvent of methanol and isopropanol at the temperature of 50 DEG C under the concerted catalysis of an MCM-41-loaded copper complex, MIL-101 and p-toluenesulfonic acid; carrying out filtering, extracting and column chromatography on a product to obtain the flame retardants containing the melamine. The invention discloses a novel preparation method with the advantages of simple reaction, few byproductsand better selectivity, which is used for selectively synthesizing the melamine flame retardants. The flame retardants disclosed by the invention have the advantages of good thermal stability, high flame retardancy rate, high purity reaching to 97.2 percent, easily-obtained raw materials, advanced technology and easiness for industrial production.
Owner:CHINA THREE GORGES UNIV

4-imidazolinone derivative and synthesis method and application of method

The invention relates to the technical field of organic synthesis, and in particular, relates to a 4-imidazolinone derivative and a synthesis method thereof and an application of the method. Accordingto the synthesis method of the 4-imidazolinone derivative, aldehyde, amine, carbonyl acid and isocyanide are taken as main raw materials, the 4-imidazolinone derivative is prepared through Ugi reaction under a microwave radiation condition, and the method can be used for synthesizing central skeleton spiro imidazolinone analogues in GSK2137305 and SCH900822 compound structures. According to the synthesis method, aldehyde, amine, carbonyl acid and isocyanide are used as the main raw materials, the Ugi reaction is utilized, the reaction is carried out under the microwave radiation condition, nocatalyst is used in the reaction process, the operation is simple, the reaction is mild, and the yield is relatively high. The 4-imidazolinone derivative disclosed by the invention has a certain inhibition effect on liver cancer, colon cancer, cervical cancer and glioma, has antitumor activity and can be used for preparing antitumor drugs.
Owner:CHONGQING UNIV OF ARTS & SCI

Modified polymannuronic acid derivative, drug-carrying aqueous emulsion and preparation method thereof

The invention relates to the field of biopolymer materials and particularly relates to a modified polymannuronic acid derivative, a drug-carrying aqueous emulsion and a preparation method thereof. Low-molecular-weight polymannuronic acid as a raw material undergoes an Ugi reaction to produce an amphiphilic polymannuronic acid derivative. The surface activity test result shows that the derivative has a low critical aggregation concentration and good surface activity, can be used as a water emulsion stability aid and has a good regulation effect on the stability and drug release of the emulsion.
Owner:HAINAN UNIVERSITY

Simple synthesizing method of uracil derivatives

The invention relates to a preparation method and application of uracil derivatives. On the basis of a Ugi reaction, carboxylic acid, methyl-2-aminobenzoate, ethyl glyoxalate and isocyanide are used as raw materials, and the uracil derivatives are synthesized in a one-pot mode under the alkaline condition with the assistance of microwaves. The synthesizing method has the advantages of being simple in operation, short in synthesizing route, low in cost and the like, and is suitable for quick synthesis of the uracil derivatives.
Owner:CHONGQING UNIV OF ARTS & SCI
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