95 results about "Isatoic anhydride" patented technology

The invention discloses a synthesis method for ortho amino aromatic formic acid aryl ester derivatives as shown in the constitutional formula (I). The method includes steps of utilizing isatoic anhydride compound as shown in the constitutional formula (II) and aryl boric acid as shown in the constitutional formula (III) as raw materials to sufficiently react in inertial organic solvent in the presence of palladium catalyst, phosphine ligands and alkaline compounds, and then obtaining the ortho amino aromatic formic acid aryl ester derivatives by means of separation and purification of reaction liquid after reaction. The palladium catalyst includes one or a combination of the following palladiums: palladium chloride, palladium acetate, tetrakis (triphenylphosphine) palladium, tris (dibenzylideneacetone) dipalladium, dichloro-bis (triphenylphosphine) palladium and dichloro-bis (acetylacetonate) palladium. The synthesis method for the ortho amino aromatic formic acid aryl ester derivatives has the advantages of reasonable technology, low toxicity, mild reaction condition, high reaction yield and fine product quality.

The invention relates to a method for compounding an amino-substituted arylate compound. The method comprises the step that under the condition of the adoption of a copper source compound catalyst and a ligand, and isatoic anhydride derivative and organic cyclic borate compound react in an organic solvent, so that the decarboxylation coupling reaction of isatoic anhydride compounds is realized, high-yield and high-purity amino-substituted arylate compound is obtained, a new compounding way is provided for the compounding of amino-substituted arylate compounds, and the method has good application prospects and industrial value.

The invention provides a synthesis process of isatoic anhydride. The synthesis process comprises the following steps: a) heating phthalic anhydride until phthalic anhydride is molten and mixing the molten phthalic anhydride with urea, and cooling to 10-20 DEG C after a reaction; b) mixing reaction products obtained after cooling with liquid alkali, cooling to minus 5- 0 DEG C to carry out a first reaction, mixing reaction products with pypocholoride, mixing reaction products with hydrochloric acid after a second reaction, and carrying out a third reaction to obtain isatoic anhydride. During the synthesis process of isatoic anhydride, reaction temperature is controlled strictly. Thus, generation of by-products is avoided, and yield of isatoic anhydride is raised. Meanwhile, by one kettle way for synthesis of isatoic anhydride, industrial operations are minimized, the discharging link is reduced, and yield is raised. It shows through experimental results that yield of isatoic anhydride reaches more than 94% and purity reaches more than 99%.

The invention provides a method for synthesizing isatoic anhydride, comprising the steps of: dropwise adding a di(trichloromethyl) carbonic ester solution into an o-aminobenzoic acid solution, refluxing for reaction to obtain the isatoic anhydride. The invention further also provides a method for synthesizing N-isopropyl-2-aminobenzamide, comprising the steps of: a) dropwise adding the di(trichloromethyl) carbonic ester solution into the o-aminobenzoic acid solution, and refluxing for reaction to obtain an isatoic anhydride solution; and b) dropwise adding isopropamide into the isatoic anhydride solution, and reacting to obtain the N-isopropyl-2-aminobenzamide. After o-aminobenzoic acid and di(trichloromethyl) carbonic ester react in an organic solvent to generate the isatoic anhydride, the N-isopropyl-2-aminobenzamide can be obtained by directly adding the isopropamide for amidation, without carrying out the steps of extraction, purification, drying and the like on the isatoic anhydride, therefore, operation steps are reduced, production cycle is shortened, and industrialized production is easy to realize.

The invention discloses a synthetic method for an isatoic anhydride derivative. The method includes: reacting polyaniline derivatives shown by a formula (II) or (III) with carbon oxide with existence of Pd and Cu, or Fe and Cu metal salt catalysts in catalytic amount to obtain the isatoic anhydride derivative shown by a formula (I), wherein R1 refers to hydrogen, halogen, nitryl, alkyl, alkoxy, ester, acyl, naphthenic base, aryl or arylalkyl, and the R2 refers to hydrogen, alkyl, alkoxy, naphthenic base, aryl or arylalkyl. The synthetic method for the isatoic anhydride derivative has the advantages of mild reaction condition, simplicity in operation, wide applicable range, low production cost, high synthetic yield and the like.

The invention discloses a method for preparing 2-amino-3,5-dichloro-N-isopropylbenzamide. The method comprises the following steps: (1) preparation of mixed amide: adding isatoic anhydride to a reaction solvent with the reaction concentration, which is a ratio of the solvent volume to the weight of isatoic anhydride, of 5-10 times and the reaction temperature at 20-40 DEG C, adding isopropylaminedropwise, monitoring the reaction progress in the liquid phase, and performing a reaction of a next step directly without separation after completion of the monitored reaction; and (2), preparation of2-amino-3,5-dichloro-N-isopropylbenzamide: adding dichlorohydantoin slowly to the reaction solution of the step (1), controlling the reaction temperature at 20-40 DEG C, monitoring the reaction progress in the liquid phase, performing vacuum concentration on the reaction system after completion of the reaction, performing suction filtration, washing the solid with a little hot water, and performing beating with methanol so as to obtain a white compound. According to the method for preparing 2-amino-3,5-dichloro-N-isopropylbenzamide, a novel chlorination method is adopted so as to obtain 2-amino-3,5-dichloro-N-isopropylbenzamide efficiently, and the preparation method has simple post-treatment and a high total yield.

The present invention provides one step processes for the preparation of substituted dibenzo[b,e][1,4]-diazepine-11-ones by the reaction of substituted isatoic anhydrides with substituted 1,2-phenylenediamines in the presence of aqueous acetic acid.

The invention discloses a synthesis method of a bentazone midbody 2-amino-N-isopropylbenzamide, comprising the steps of: dripping isopropylamine in a dichloroethane solution of isatoic anhydride within 3 hours at a temperature of 50-60 DEG C, continuing the reaction for 0.5-2 hours at the temperature of 50-60 DEG C, washing with water and distributing water to obtain the 2-amino-N-isopropylbenzamide, wherein the water content of the isatoic anhydride is not higher than 40% and the water content of the dichloroethane is not higher than 1%. The synthesis method of the bentazone midbody 2-amino-N-isopropylbenzamide in the invention is free from anhydrous rigorous reaction conditions to be controlled strictly, greatly decreases the production processes, lightens the labor capacity of operators, saves the energy, reduces the consumption and the production cost.

The invention discloses a synthetic method of quinazolinone Schiff base compounds. The synthetic method comprises the following steps: 1, raw materials including isatoic anhydride, carbonyl containing compounds and hydrazine hydrate are weighed in the mole ratio being 1:(2-2.2):1; 2, the raw materials weighed in the step 1 are mixed in a solvent, and the mixture is subjected to a heating reflux reaction with a nanometer metal oxide as a catalyst; 3, reaction products obtained in the step 2 are separated and purified, and the quinazolinone Schiff base compounds are obtained. With the adoption of the synthetic method, poisonous solvents and acid and alkaline conditions used in current synthetic reactions are avoided, reaction steps are reduced, and the reaction yield is increased.

The invention discloses a method for preparing 2,3-dihydroquinazoline-4(1H)-one and a derivative thereof and belongs to the technical field of organic chemical synthesis. In the preparation, the mole ratio of isatoic anhydride to aromatic amine to aromatic aldehyde is 1 to 1 to 1; the molar weight of a high-acidity ionic liquid catalyst is 8% to 12% of that of the used isatoic anhydride; the reflux reaction time is 4min to 30min; the volume dose of a mixed solution of reaction solvents water and ethanol is 3-6 times that of the isatoic anhydride; the reaction pressure is one atmospheric pressure; after the reaction is ended, a product is cooled to room temperature and subjected to suction filtration; the obtained filter residues are dried in vacuum to obtain pure 2,3-dihydroquinazoline-4(1H)-one and the derivative thereof. In comparison with a preparation method adopting other catalysts, the method disclosed by the invention has the characteristics of being relatively small in catalyst toxicity, recyclable in use, relatively good in biodegradability, environmentally friendly and economical during the overall preparation process, simple and convenient to operate, convenient for large-scale industrial production and the like.

The invention provides a method for preparing N-methyl isatoic anhydride. The method comprises simple steps, is simple and convenient to operate, and is suitable for industrial production, and the raw materials are cheap and are easily available. The method comprises following steps of firstly taking anhydrous potassium carbonate as acid-binding agent and copper powder as a catalyst, carrying out a condensation reaction on o-chlorobenzoic acid and methylamine so as to obtain N-methyl o-aminobenzoic acid, and carrying out cyclization through condensation by adopting triphosgene and N-methyl o-aminobenzoic acid, so as to prepare the N-methyl isatoic anhydride.

The invention discloses a preparation method of an isatoic anhydride derivative. The preparation method comprises the following steps: in the presence of a palladium catalyst and a copper catalyst, dissolving N,N-dialkyl substituted arylamine and a catalytic amount of an inorganic salt in an organic solvent, and mixing uniformly; and then reacting for 40-55 hours in an atmosphere with a mixed gas of carbon monoxide and oxygen at 60-80 DEG C, and purifying to obtain the isatoic anhydride derivative. The preparation method is simple, the raw material, namely N,N-dialkyl substituted arylamine which is simple and easily available is used for constructing and synthesizing the isatoic anhydride derivative by one step, the preparation condition is mild, and the target product can be highly-selectively obtained in the atmosphere with the mixed gas of carbon monoxide and oxygen at 60 DEG C. The catalytic amount of the inorganic salt is used in the method to create a very good substrate applicable atmosphere, so that the range of a substrate is greatly expanded, the preparation of an isatoic anhydride compound with a practical value is realized, and the preparation method has a very great application potential in the aspect of drug synthetic intermediates and natural products.

The invention relates to a bentazone decolouring and purifying method. The method comprises the following steps: alkali extraction, including taking isatoic anhydride as a raw material, performing synthetic reactions, such as amidation, sulfonation and loop closure, in a dichloroethane solvent system, and carrying out washing and alkali addition for extraction to obtain an alkali-extracted liquid; decolouring, including, transferring the alkali-extracted liquid to a decolouring kettle, adding a certain amount of activated carbon according to the bentazone content, raising the temperature to 40-95 DEG C, and performing heat preservation for 1-5 h; filtration, including after the heat preservation is over, transferring the obtained material to a cooling kettle, performing fast stirring, leading brine in for cooling, performing plate filtration, allowing the obtained filtered liquid to pass an acidification kettle, and then blowing the plate to dry; acidification, including raising the temperature of the filtered liquid in the acidification kettle to 30-70 DEG C, slowly dropwise adding inorganic acid to the filtered liquid till the pH is less than 4, and allowing a great amount of bentazone to precipitate; and drying, including putting the precipitated material in a centrifugal machine for direct spin-drying, and then drying bentazone in a vacuum condition with the temperature in a range of 60-100 DEG C to obtain the final product. Through the method, a white bentazone primary drug is obtained.

The invention discloses a tryptanthrin derivative and a medicinal use thereof. The chemical formula of the tryptanthrin derivative is shown in the description. The tryptanthrin derivative is preparedby a reaction of an isatoic anhydride derivative and an indoquinone derivative. The new compound tryptanthrin with a good inhibition effect on cancer cells is preliminarily screened by MTT experiments. The compound has a pharmacological effect in antitumor.

The invention discloses a synthesis method of isatoic anhydride and a derivative thereof, relating to the technical field of chemical synthesis. In the presence of catalysis of an organic selenium catalyst, isatin or a derivative thereof is oxidized by using hydrogen peroxide to prepare the isatoic anhydride and the derivative thereof. The synthesis method disclosed by the invention is simple and easily available in raw materials, low in cost, clean in oxidizing agent, free from a metal catalyst, and environmentally friendly, can be carried out in a neutral environment, and is small in corrosion to equipment.

The invention discloses a synthetic method for a quinazolinone FPR2 formyl peptide receptor agonist. The method is specifically implemented according to the following steps of: weighing isatoic anhydride, an aromatic hydrazide compound and an aromatic aldehyde compound with the ratio of amount of substance of 1:1:1 as raw materials; after mixing the raw materials in a solvent, performing a one-pot synthetic reaction by taking a nano metal oxide as a catalyst; and separating and purifying a reaction product after the reaction by virtue of column chromatography to obtain the quinazolinone FPR2 formyl peptide receptor agonist. The synthetic method disclosed by the invention reduces the complexity of preparation by simplifying the preparation process, and moreover, the reaction condition is mild, the raw materials are low in price and are easily available, the product is high in yield, and the solvent in the preparation process is non-toxic, so that the synthetic method has a good industrial application prospect.