187results about "Amide group formation/introduction" patented technology

Described herein are benzoxazepin oxazolidinone compounds with phosphoinositide-3 kinase (PI3K) modulation activity or function having the Formula I structure:

The invention discloses a novel method for synthesizing an N-substitute amide derivative. The novel method is characterized by comprising the steps that at the air atmosphere, no catalyst or alkali or other any additives are added, an organic amine compound shown in a formula (I) is adopted as a reaction substrate, a solvent shown in a formula (II) is adopted as an acylation reagent, an acylation reaction is performed under the reaction temperature of 120-150 DEG C to generate the N-substitute amide derivative shown in a formula (III), and the equation is shown in the description. The novel method has the advantages that environmental protection is achieved, and post-treatment and product separation are easy; the range of the substrate is wide, and the substrate can be primary amine and can also be secondary amine; the solvent can be amide and can also be carboxylic acid, and the solvent can be adopted as the acylation reagent to participate in the reaction; the reaction efficiency is high, and the majority of reactions can reach the quantified yield; water and air have no effect on the reaction, inert gas shielding is not needed, and operation is easy.

[Summary]

[Problem] Provision of a novel compound which is easily-soluble in isopropyl acetate superior in liquid-separation operability, and can be used for a production method of peptide and the like, that provides a final product simply by extraction-layer-separating, without crystallization and isolation of each intermediate in each step.

[Solving Means] It has been found that the above-mentioned problems can be solved by a particular branched chain-containing aromatic compound.

The invention discloses a preparation method of amide. The amide is the amide containing the structure shown in the specification. The method comprises the following step: carrying out one-step reaction by adopting a corresponding amide type compound as a starting reactant, a reducing agent and a corresponding acid to prepare a final amide product. According to the preparation method disclosed by the invention, the reaction steps are reduced, the cost can be effectively reduced, and the process flow is simplified.

The invention provides a method for synthesizing piperlongumine compounds, wherein the compounds are coupled by adopting acromatic carboxylic acid and amido compounds in the presence of coupling reagent. The method has the advantages of mild reaction condition and simple and convenient operation method, and is suitable for batch production of the compounds.

The invention discloses a method for preparing N-acetylamino acid, comprising the following steps of: mixing amino acid and acetic acid in the mol ratio of 1:(4-7), raising temperature to 40-70 DEG C and stirring and keeping the temperature for 1-6 hours; evenly feeding acetic anhydride the mole number of which is equivalent to 1.0-1.4 times that of the amino acid within 1-5 hours and stirring and keeping the temperature for 1-4 hours; rapidly distilling under the condition that the vacuum degree is 0.07-0.08 Mpa and the temperature is 60-90 DEG C until the volume of the distilled liquid is 1.0-1.3 times the adding volume of the acetic acid; and then adding water the mass of which is 1-3 times that of the amino acid, stirring and reducing the temperature to separate out crystals, stading for 1-24 hours, separating solid and liquid and drying the solid. The method consumes few reagents and greatly reduces the production cost; and products are easy to separate and the total yield is high up to 92-98 percent. The generated acetylamino acid has high purity and is beneficial to subsequent technological process.

The invention discloses a method for preparing an amide compound, which comprises the steps of configuration of reaction system. Methyl ketone, amine, catalyst, an oxidizing agent and solvent are use, wherein the general formula of the methyl ketone is RCOCH3, and R is selected from one kind of C6-C14 aryl group, C2-C8 alkenyl group, and five-or six-membered heterocyclic group; the amine is primary amine; the catalyst is selected from one kind of potassium iodide, iodine, tetramethyl ammonium iodide, tetrabutyl ammonium iodide, tetrahexyl ammonium iodide, bismuth iodide, lithium iodide, phenyl trimethyl ammonium iodide, benzyl trimethyl ammonium iodide or sodium iodide; the oxidizing agent is tert-butyl hydroperoxide; the solvent is selected from one kind of water, dichloromethane, ethyl acetate, toluene, 1,2-dichloroethane, 1,1,1-trichloroethane, acetonitrile, and isopropanol. The methyl ketone, the catalyst and the amine are added into the reaction system under the temperature of 0 DEG C and stirred for 5 minutes, and then the oxidizing agent is added to react for 2-48 hours to obtain the amide compound. The method provided by the invention is green, moderate, high in selectivity and wide in application range.

The invention belongs to the technical field of preparation of amide, and particularly relates to a method for preparing amide from nitrile by hydration in presence of supported gold as catalyst. In the method, supported gold is used as a catalyst, and nitrile is used as a reaction substrate and is subjected to hydration reaction with water at room temperature or at the temperature of 30-200 DEG C to prepare the amide, wherein the used nitrile is an aliphatic compound of the nitrile or an aromatic nitro compound of the nitrile; the aromatic nitro compound has or does not have one or more substituents; and the one or more substituents are one or more electron-donating groups and/or electron-withdrawing groups. The method has the advantages of easiness, convenience and safety in operation, readily available raw materials, low pollution, high yield and easiness in separation, recovery and recycling of the catalyst.

The invention discloses a synthesizing method for an amide compound shown in formula (III). The synthesizing method comprises the following steps: adopting replacing acetonitrile shown in formula (I) and amines compound shown in formula (II) as raw materials in air atmosphere; adopting Ru/C as a catalyst; conducting reaction in solvent to generate the amide compound shown in formula (III); the solvent is one selected from ethyl alcohol, furanidine, methyl sulfoxide and o-dichlorobenzene. The synthesizing method being novel synthesizing route is simple to operate, convenient in post-treatment, high in product yield, and good in product purity; particularly, the catalyst and the solvent can be used repeatedly; air is taken as oxidant; not only production cost is reduced, but also the method is environmental-friendly, and very suitable for large-scale industrialization production.

The invention relates to the technical field of preparation of catalysts, particularly to an organic porous polymer palladium-supported catalyst and preparation and application methods thereof. The organic porous polymer palladium-supported catalyst containing dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium functional units is prepared by taking dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium and 1, 3, 5-triphenylbenzene as copolymerizing monomers and through a one-step outer crosslinking method. The organic porous polymer palladium-supported catalyst canachieve efficient catalytic carbonylation of brominated aromatic hydrocarbons to synthesize aromatic carbonyl compounds, and meanwhile, is large in specific surface area, wide in pore size distribution range, mild in reaction conditions, high in yield and good in recycling performance, thereby achieving high application potential.

The invention relates to a preparation method of methanamide. The method uses formamide or its derivative and amine (primary or secondary amine) as reactants, which are subjected to amidomethylation in the presence of a catalyst to prepare methanamide. The method is characterized in that solid acidic metal oxide or precious metal loaded acidic metal oxide is used as the catalyst and the reaction is carried out efficiently under mild conditions. The reaction process is as follows: mixing formamide with certain concentration or its derivatives with primary or secondary amine and a certain amount of catalyst, placing the mixture into pressure vessel without adding or additionally adding other solvent, sealing, stirring at a temperature no less than 60 DEG C, and reacting for no less than 0.5 h to obtain the reaction product methanamide. The method has the advantages of simple preparation of the catalyst, easy separation process of the catalyst and product, repeated usage of the catalyst, high controllability of the reaction process, and yield of the product formamide reaching more than 95%.

The invention discloses a preparation method of amide from nitrile. The method includes reaction of hydrolysis by heating nitrile under air or nitrogen condition and in ammonia water by alkaline catalyst. The method can implement simple, mild and green hydrolysis and synthesize a series of amide compounds. The catalyst is low in price, small in toxicity, low in dosage, mild in reaction condition and easy to operate in air. Organic solvent is not required in reaction, and ammonia water which is cheap and easy to obtain is used as green solvent. Pollution possibly caused by organic solvent to environment, excess hydrolysis caused by using excess alkali and the like can be reduced greatly.

The invention discloses a method for preparing N-aryl amide without a solvent and a catalyst. The method is characterized by obtaining the N-aryl amide under solvent-free and catalyst-free action; a molar ratio of substituted meldrum acid and arylamine is (1 to 5) to (5 to 1). According to the method disclosed by the invention, the defects that acyl chloride, anhydride, a dehydration coupling reagent, the solvent, a phase transfer catalyst or a metal catalyst, and the like are required to be adopted in the prior art are overcome; the method has the following advantages that (1) the substituted meldrum acid is used as an acylating agent, so that pre-activation on carboxylic acid or use of the dehydration coupling reagent is avoided; (2) due to easiness in preparation of the substituted meldrum acid, certain difficult-to-obtain or expensive carboxylic acid and activated derivatives are prevented from being used; (3) a solvent-free mode is adopted, so that the use of a toxic organic solvent or emission of wastewater is avoided; (4) no acid, base or metal catalysts exist, the influence of the acid and the base on sensitive groups and equipment and the residue of metal ions in a product are avoided. A synthesis method disclosed by the invention can play an important role in industrial production for preparing the N-aryl amide and particularly for preparing the N-aryl amide with complex carboxylic acid.

The invention discloses trifluoromethyl-substituted azide, amine and heterocycle compounds and preparing methods thereof. The preparing method of the trifluoromethyl-substituted azide compounds includes following steps of: subjecting a trifluoromethylation agent, azidotrimethylsilane and a carbon-carbon double bond of an olefin to addition in an organic solvent under the existence of a catalyst to obtain a compound in which one carbon in the carbon-carbon double bond of the olefin has trifluoromethyl and the other carbon has an azide group. The preparing methods utilize the trifluoromethylation agent which is mild relatively, directly form a carbon-nitrogen bond and a carbon-carbon bond by double-functionalization of olefins, and efficiently synthesize the trifluoromethyl-substituted azide, amine and heterocycle compounds with high selectivity. The preparing methods are easily available in raw materials, mild in reaction conditions, good in atom economy, high in selectivity, simple in after-treatment, environmental friendly, high in yields and suitable for industrial production.

The invention provides a novel method for preparing formamide. In the method, tertiary amine serves as a substrate, air or oxygen serves as an oxygen source, and tertiary amine is oxidized into formamide under the effect of a catalyst. The method is high in oxidation efficiency and product yield; the air or oxygen serves as the oxygen source, and the method is economical and environmentally friendly and has very good application prospect.

The disclosed is thiol-modified macromolecule derivatives having the general formula of (I) or (II), as well as the disulfide bond cross-linked materials and the thiol-reactive crosslinker cross-linked materials, wherein R₁ and R₂ are alkylene groups, substituted alkylene groups, aromatic groups or polyether groups and the like, respectively. R₁ and R₂ may have same or different chemical structure, and P is a residue of a macromolecule with side carboxyl group. The thiol-modified macromolecule derivative has a molecular weight of from 1000 to 5,000,000. The thiol-modified macromolecule derivative having the general formula of (I) or (II) of the present invention has a side chain with flexible chemical structure and adjustable properties, and has a number of advantages, such as mild reaction condition, high production yield, high degree of modifying, and the controllable modifying degree and so on. The cross-linked material made from the thiol-modified macromolecule derivative of the present invention can be used to inhibit cell attachment and be used as the matrix for cell attachment growth.

The invention relates to a dicyclohexyl trifluoromethanesulfonate ammonium salt and application thereof. The dicyclohexyl trifluoromethanesulfonate ammonium salt is prepared from trifluoromethanesulfonate and dicyclohexylamine. The dicyclohexyl trifluoromethanesulfonate ammonium salt can be applied to catalyzing the condensation reaction of three components such as aldehydes, amide and phenol, the condensation reaction of the three components such as the aldehydes, the amide and the phenol takes the phenol, the aldehydes and the amine as raw materials and is completely finished in an organic solvent under the action of the dicyclohexyl trifluoromethanesulfonate ammonium salt, and the reaction solution is separated and purified to obtain the corresponding multi-component condensation product. The invention develops a novel trifluoromethanesulfonate ammonium salt, promotes the application of a new generation of acid organic catalyst in the multi-component reaction, and promotes the further development of the multi-component reaction.

The invention provides a method for synthesizing beta-amidocarbonyl compounds. The reaction general formula is disclosed in the specification, wherein R1, R2, R3 and R4 are respectively a substituent group; R1 can be H, F, Cl, Br, NO2, CH3, OCH3 or any other single group, and can also be 2,4-2Cl, 2-Cl-5-F or any other double-substituent group, and the quantity and position of the substituent groups are not defined; R2 can be H, and can also be NO2, CH3, OCH2CH3, aromatic group or any other substituent group; and R3 can be H, and can also be CH3, COOC2H5 or any other substituent group, or hexahydric cycloalkyl group formed by R2, R3 and carbon atom connected with R2 and R3. The reaction is carried out at room temperature in the presence of acetyl chloride by using titanium tetrachloride as a catalyst; and the purification adopts recrystallization, column chromatography or any other separation method. The invention has the advantages of accessible raw materials, simple technique, mild reaction conditions and cheap and nontoxic catalyst; and the applicable substrate range for reaction is wide, and thus, different substrates can be utilized to synthesize a series of beta-amidocarbonyl compounds.

The invention relates to a synthesis method of an amide aryl compounds. According to the method, Ru-(p-cymene) C12 is taken as a catalyst, K2S2O8 is taken as an oxidizing agent, Xantphos is taken as a ligand, one reactant (N, N-dialkyl formamide) is taken as a solvent, and a substrate aryl carboxylic acid and the N, N-dialkyl formamide are subjected to coupling reaction, so that the amide aryl compound is obtained. The reaction substrate is low in cost and easy to get, stable in performance, small in toxicity and mild in reaction conditions, and has a wide applicability for substrate with different functional groups. The amide aryl compound efficiently established through the synthesis method belongs to an important molecular skeleton of various medicines, bioactive molecules and natural products, and the synthesis method provides a widely applicable preparation method for the synthesis of the compounds.

The invention discloses a method for synthesizing an acrylamide derivative as shown in the synthesis formula (I). The acrylamide derivative is obtained by performing reductive acylation and isomerization on an oxime derivative and an acyl compound in the presence of a Pd, Cu or Ni transition metal catalyst and a proper reducing agent, wherein R1, R2 and R3 independently are hydrogen atoms, aryl, aryloxy, alkyl, cyclalkyl, alkoxy, heterocyclyl, carboxyl, esteryl, cyano, sulfonyl and carbamoyl; or R1 and R2 are combined into ring; or R2 and R3 are combined into a ring; R4 is hydrogen atom, alkyl or aryl; n is 1 or 2; and when n is 1, X is a leaving group and when n is 2, X is an oxygen atom. A series of high-yield substituted acrylamide compounds can be obtained under a mild condition by reducing and acylating oxime in the presence of the transition metal catalyst. The method has the characteristics of mild reaction condition, simple operation, wide application range, low production cost, high synthesis yield and the like.