42 results about "Chloroquinocin" patented technology

The invention discloses a process for preparing Quinclorac artificial semiantigen, artificial antigen, specific antibody and use thereof, wherein the preparation comprises, subjecting the dichloroquine (3,7-dichlorine-8-quinoline carboxylic acid) to sulfoxide chlorinated acylation, reacting with reanal and aminocaproic acid, thus obtaining semiantigen 4-(3,7-dichlorine-8-quinolineformyl) reanal or 6-(3,7-dichlorine-8-quinolineformyl) aminocaproic acid (QB or QC).

The invention discloses a method for preparing an N-(5-chloro-8-quinolyl)benzamide compound by adopting an electrochemical micro-channel reaction device, which comprises the following steps: dissolving an 8-(benzoylamino)quinoline compound in a first organic solvent to prepare a reaction solution A; dissolving dichloromethane and copper acetate in a second organic solvent, and preparing a reactionsolution B; respectively pumping the reaction solution A and the reaction solution B into a micro mixer of an electrochemical micro-channel reaction device at the same time for mixing, and then enabling the mixture to flow into a micro-reactor for reaction, thereby obtaining the product. Compared with the prior art, the method has the advantages that a traditional oxidizing agent is not needed, and a new method for electrocatalytically and selectively preparing the chloroquinoline compound by taking dichloromethane as a chlorination reagent through a micro-flow field is creatively developed;meanwhile, a micro-channel reaction device is utilized, so that the reaction time is greatly shortened, the reaction conversion rate is increased, and the yield is remarkably increased and reaches 85%.

The invention discloses a synthesis method of 4,7-dichloroquinoline. The synthesis method is characterized by comprising the following steps: synthesizing 7-chloro-4-hydroxylquinoline-3-carboxylic acid by using a one-pot method, and carrying out decarboxylation and chlorination on the 7-chloro-4-hydroxylquinoline-3-carboxylic acid to obtain 4,7-dichloroquinoline. The step of synthesizing the 7-chloro-4-hydroxylquinoline-3-carboxylic acid by the one-pot method comprises the following sub-steps: with m-chloroaniline, triethyl orthoformate or trimethyl orthoformate and diethyl malonate as raw materials, carrying out condensation under the catalysis of anhydrous ferric trichloride to obtain diethyl 2-[[(3-chlorophenyl)amino]methylene]malonate, directly adding a condensation reaction solution into an organic solvent, carrying out heating cyclization to obtain 7-chloro-4-hydroxylquinoline-3-carboxylic acid ethyl ester, and after the cyclization reaction is completed, adding sodium hydroxidefor hydrolysis to obtain 7-chloro-4-hydroxylquinoline-3-carboxylic acid. Although the whole process comprises five reactions, intermediate products are good enough in purity and can be directly synthesized into a target product without purification, so operation is easy and convenient and industrialization is facilitated; and raw materials are easily available, and pollution is small.

The invention relates to a preparation method of 4, 7-dichloroquinoline in the technical field of medicines, and the method comprises the following steps of: carrying out condensation reaction on 2-amino-6-chlorobenzoic acid (I) serving as an initial raw material and diethyl ethoxymethylenemalonate (II) in an organic solvent to obtain (III), and carrying out cyclizing, hydrolyzing and acidifying on (III) to obtain hydroxyquinoline dicarboxylic acid (V). performing high-temperature decarboxylation on V to obtain hydroxyquinoline (VI), and chlorinating VI with phosphorus oxychloride to obtain 4,7-dichloroquinoline. The 4, 7-dichloroquinoline prepared by the method disclosed by the invention does not contain isomer 4, 5-dichloroquinoline, and the temperature of the condensation reaction is low under the catalysis of the catalyst, so that the reaction yield is improved, the generation of impurities is avoided, the energy consumption is reduced, and the economic benefit of the product is improved.

A chromeno[3',4':5,6]pyrano[2,3-b]quinoline derivative is represented as the structure formula (I), wherein R1 is any one from H, CH3O, Cl or (CH3)3C; R2 is H or CH3; and R3 is H, CH3 or Ph. The derivative is prepared through one step with 2-chloroquinoline-3-formaldehyde or a derivative thereof, malononitrile and 4-hydroxycoumarin as raw materials, which are simple and are easy to obtain. The method has mild conditions and reaches 75% in total yield. A pharmacological test proves that the compound has excellent in-vitro proliferation inhibiting effect to human hepatoma cell line HepG2, so that the compound can inhibit growth of tumor cells and can be applied to preparation of antitumor medicines.

The present invention relates to a method for preparing a compound of formula (I) or its sodium salt, wherein HET is 7-chloroquinolin-2-yl or 6,7-difluoroquinolin-2-yl, the method comprising: 1- The dilithium (mercaptomethyl)cyclopropylacetate dianion is reacted with a compound of formula (II) wherein HET is as defined above and L is arylsulfonyl or alkylsulfonyl. The present invention also provides dicyclohexylamine salts of compounds of formula (I), intermediates falling within the scope of formula (II) and 1-(mercaptomethyl)cyclopropylacetic acid intermediates.

The invention relates to the technical field of medicinal chemistry, in particular to a quinoline-1, 2, 4-triazine heterozygote as well as a preparation method and application thereof. The structure of the chloro-quinoline and 1, 2, 4-triazine heterozygote is as shown in a formula I in the specification. The preparation method of the quinoline-1, 2, 4-triazine heterozygote comprises the following step of: reacting a compound shown as a formula II with a compound shown as a formula III in the presence of sodium carbonate or cesium carbonate to obtain the quinoline-1, 2, 4-triazine heterozygote. The quinoline-1, 2, 4-triazine heterozygote disclosed by the invention has very good antimalarial activity.

The invention belongs to the technical field of synthesis of 4-hydroxy-6-chloroquinoline, and particularly relates to a novel process for synthesizing 4-hydroxy-6-chloroquinoline. The process comprises the following steps: S1, cleaning a first reaction container, drying and cooling the container to room temperature, adding parachloroaniline and 5-(methoxymethylene)-2, 2-dimethyl-1, 3-dioxo-4, 6-diketone into an ethanol solution with a certain concentration according to a molar ratio of (0.1-1):(0.1-1), performing slow stirring, and performing reacting for 4-6 hours until the reaction is finished; S2, carrying out suction filtration on the reaction product to obtain 80-95% A; S3, adding a certain amount of diphenyl ether-biphenyl eutectic into a second reaction container, heating the container to 240-260 DEG C, adding the product A, performing stirring,performing reacting for 5-10 minutes, and performing cooling to room temperature; and S4, carrying out suction filtration on a product obtained in the S3 in petroleum ether to obtain 80-90% 4-hydroxy-6-chloroquinoline, and performing drying to obtain a 4-hydroxy-6-chloroquinoline product. According to the method disclosed by the invention, spin-drying is changed into suction filtration, so that a solid product with very high purity can be obtained, and the time is also saved; and in addition, the diphenyl ether-biphenyl eutectic is used as the solvent, so that time, manpower and material resources can be saved.

The invention discloses a synthesis method of a 4-chloroquinoline compound, and belongs to the technical field of organic synthesis. The method comprises the following steps: dissolving triphosgene in an organic solvent at room temperature, adding an N,S-ketene acetal compound, sealing a reaction system, conducting heating to 90-140 DEG C, continuing stirring for reaction for 2-5 hours, and post-treating the obtained reaction liquid to obtain the 4-chloroquinoline compound. The method for synthesizing the 4-chloroquinoline compound has the advantages of few steps, high yield and safe and convenient operation.

The invention relates to a triazolotetrazine compound containing morpholine and quinoline rings as well as a preparation method and application thereof, and belongs to the technical field of medicine synthesis. The invention aims to provide a novel anti-tumor compound, and provides a triazolotetrazine compound containing morpholine and quinoline rings as well as a preparation method and application thereof. The preparation method of the triazolotetrazine compound comprises the steps that inorganic strong base, glycollic acid and 4-chloroquinoline are subjected to a reaction, and after the reaction is finished, the reaction system is adjusted to be acidic; and a reaction is carried out on an intermediate and 4-(6-hydrazino-1, 2, 4, 5-tetrazine-3-yl) morpholine under the action of a condensing agent, and then a cyclization reaction is carried out under the action of phosphorus oxychloride to obtain the triazolo tetrazine compound containing morpholine and quinoline rings, wherein the triazolo tetrazine compound can be used for preparing drugs or functional foods for treating and resisting tumors. The compound has the advantages of inhibition activity on c-Met kinase, in-vitro anti-tumor activity, short reaction route and easiness in operation.

The invention belongs to the technical field of organic chemical synthesis, and particularly relates to a method for preparing 2-chloroquinoline-3-boric acid. The existing preparation method of 2-chloroquinoline-3-boric acid is relatively complex and wastes manpower and material resources. The invention provides the method for preparing 2-chloroquinoline-3-boric acid, which comprises the following steps: taking 2-chloroquinoline and a boron reagent as raw materials, carrying out 3-site substitution reaction on the 2-chloroquinoline under the action of alkali, and then hydrolyzing under the action of acid to obtain the 2-chloroquinoline-3-boric acid. The method has the advantages of mild reaction conditions, simple post-treatment purification, high yield and low cost.