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Method for preparing berberrubine from o-vanillin as raw material

A technology of ortho-vanillin and berberyrine, which is applied in the field of preparation of berberyrine, can solve the problems of expanding the use of unfavorable berberyrine drugs, increasing production costs, and limiting the production of berberyrine. wide, time-saving and quality-guaranteed effects

Inactive Publication Date: 2019-01-08
SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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Problems solved by technology

[0004] Berberine itself is also an effective anti-inflammatory and antibacterial drug. Demethylation of berberine to prepare berberine, on the one hand, limits the output of berberine. On the other hand, on the basis of berberine, production costs continue to increase. increase, which is not conducive to the expansion of the use of berberine drugs

Method used

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  • Method for preparing berberrubine from o-vanillin as raw material
  • Method for preparing berberrubine from o-vanillin as raw material
  • Method for preparing berberrubine from o-vanillin as raw material

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Embodiment approach

[0039] (1) Weigh a certain amount (molar ratio) of piperonyl ethylamine and o-vanillin into a 250ml autoclave, stir and heat up to 70°C, distill under reduced pressure (pressure 0.095Mp), continue to heat up to 95°C, no Evaporation of water is the end point of the reaction. After 30 minutes of heat preservation, the preparation of the Schiff base is completed.

[0040] (2) Add 0.25g of nickel-based catalyst to the autoclave, blow nitrogen to discharge the air in the autoclave, and raise the temperature to 70°C, increase the pressure to 4Mp, and raise the temperature to 115°C under the hydrogen pressure of 3Mp in the autoclave, and close the hydrogen valve. Up to 4Mp until the pressure indication is no longer falling, keep the temperature at 4Mp, hold the pressure for 50min, cool down and stand still, and obtain the condensed hydrogenated liquid.

[0041] (3) Cool down the condensation and hydrogenation solution to 75°C, start to evaporate the solvent at room temperature (recov...

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Abstract

The invention provides a method for preparing berberrubine from o-vanillin as a raw material and relates to a preparation method of a pharmaceutical raw material. The method comprises following steps:o-vanillin is taken as the raw material, o-vanillin and homopiperonylamine are added to a reaction kettle respectively, a nickel-based catalyst and a solvent are added, hydrochloric acid is added toa reaction product, cooling crystallization is performed, a crystal substance and glyoxal are put into an acetic acid and acetic anhydride solvent, a copper-based catalyst is added, and a mixture is subjected to a cyclization reaction; hydrochloric acid and an oxidizing agent are added to a reaction product, ammonium hydroxide is added to a reaction liquid, activated carbon is added, and a reaction solution is obtained; hydrochloric acid is added to the reaction solution, cooling crystallization and filtering are performed, and a primary crystal product is obtained; the primary crystal productis washed with ethanol and dried, and the product berberrubine is obtained. The raw materials are available, time and energy are saved, and cost is reduced; by means of industrial production of berberrubine, clinical requirements of berberrubine in current resistance to tumor, hypertension, arrhythmia and hyperglycemia and treatment of Alzheimer disease are met, and an effective drug is providedfor relieving pain of patients.

Description

technical field [0001] The invention relates to a method for preparing medicine, in particular to a method for preparing berberine by using ortho-vanillin as a raw material. Background technique [0002] Berberrubine (Berberrubine), also known as 9-demethylberberine, 9-demethylberberine, etc., is named for its red color. Molecular formula is C 19 h 16 NO 4 Cl, with a molecular mass of 321.33u, is a highly conjugated, electrically neutral quinone structure, dark red needle-like crystals, with a melting point of 280°C-282°C, positive for bismuth potassium iodide reaction and methylenedioxy reaction. Like berberine, it is one of the active ingredients of Coptis chinensis and other Chinese medicinal materials. It belongs to the original berberine compound and is a class of isoquinoline alkaloids. Existing research and clinical application results show that proberberine compounds have a wide range of pharmacological activities such as anti-tumor, hypoglycemic, anti-inflammato...

Claims

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Application Information

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IPC IPC(8): C07D455/03
CPCC07D455/03
Inventor 王国胜韩思宇姜仁政谢英鹏聂鑫
Owner SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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