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Synthesis method of emodin anthrone

A technology of emodin anthrone and synthesis method, which is applied in the field of synthesis of emodin anthrone, can solve the problems of large acid and stannous chloride, environmental hazards, etc., and achieve the effects of easy recycling, environmental friendliness, and reduced production costs

Active Publication Date: 2018-05-29
陕西嘉禾药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Through literature search, no process route suitable for large-scale production of emodin anthrone has been found. Only in some documents, it is mentioned that emodin is reduced with stannous chloride in a strong acid environment to obtain emodin anthrone, but the whole preparation process The use of large amounts of acid and stannous chloride will cause serious harm to the environment

Method used

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  • Synthesis method of emodin anthrone
  • Synthesis method of emodin anthrone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Get 20 grams of liquid phase content 98% emodin, 100 ml of acetic acid, 25 grams of ammonium formate, 2.5 grams of 10% palladium carbon catalyst, stir in 250 milliliters of reaction flasks, heat up and reflux to react, and the liquid phase is monitored until the content of emodin is lower than The reaction stops at 1%, and the time is about 6 hours. Heating was stopped, and after the reaction liquid was cooled, the mixture of emodin anthrone and 10% palladium-carbon catalyst was obtained by suction filtration.

[0027] The above mixture is placed in a 1000 ml reaction flask, 500 ml of acetone is added for the first time to reflux for extraction for 1 hour, and hot filtration is obtained to obtain a mixture of palladium carbon catalyst and a small amount of emodin anthrone; Milliliters of acetone, reflux extraction, hot filtration to obtain palladium carbon catalyst and a very small amount of emodin anthrone mixture; third time, add 100 milliliters of acetone to the seco...

Embodiment 2

[0029] Get 50 grams of liquid phase content 98% emodin, 280 ml of acetic acid, 62.5 grams of ammonium formate, 6.25 grams of 10% palladium-carbon catalyst, stir in 1000 milliliters of reaction flasks, heat up and reflux to react, the liquid phase monitors until the emodin content is lower than The reaction stops at 1%, and the time is about 6 hours. Heating was stopped, and after the reaction liquid was cooled, the mixture of emodin anthrone and 10% palladium-carbon catalyst was obtained by suction filtration.

[0030] Put the above mixture in a 2000 ml reaction flask, add 1000 ml of acetone for the first time to reflux for extraction for 1 hour, heat filter to obtain a mixture of palladium carbon catalyst and a small amount of emodin anthrone, and add 500 ml of acetone to the first obtained mixture for the second time Milliliters of acetone, reflux extraction hot filtration obtains palladium-carbon catalyst and a very small amount of emodin anthrone mixture, add 300 millilite...

Embodiment 3

[0032] Get 30 grams of liquid phase content 98% emodin, 115 ml of acetic acid, 37.5 grams of ammonium formate, 5.25 grams of 10% palladium-carbon catalyst, place in 250 milliliters of reaction bottles and stir, heat up and reflux to react, and the liquid phase is monitored until the content of emodin is lower than The reaction stops at 1%, and the time is about 6 hours. Heating was stopped, and after the reaction liquid was cooled, the mixture of emodin anthrone and 10% palladium-carbon catalyst was obtained by suction filtration.

[0033] The above mixture was placed in a 1000 ml reaction flask, 700 ml of acetone was added for the first time to reflux for extraction for 1 hour, hot filtration was obtained to obtain a palladium carbon catalyst and a small amount of emodin anthrone mixture, and 300 ml of acetone was added to the first obtained mixture for the second time Milliliters of acetone, reflux extraction hot filtration obtains palladium carbon catalyst and a very small ...

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Abstract

The invention provides a synthesis method of emodin anthrone, and solves the problems that by the conventional technology, relatively serious damage is caused to the environment and large-scale production cannot be carried out. According to the synthesis method, emodin is used as a starting material, and high-purity emodin anthrone is obtained through reduction of a palladium carbon catalyst and ammonium formate system; the process route is simple; the yield is high; raw materials can be repeatedly used and easy to recycle, so that the production cost is greatly reduced; the synthesis method is very friendly to the environment, and is suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to a synthesis method of emodin anthrone. Background technique [0002] Emodin anthrone, CAS number 491-60-1, molecular formula C 15 h 12 o 4 , molecular weight is 256.25, molecular structure formula: [0003] [0004] The chemical name of emodin anthrone is 1,3,8-trihydroxy-6-methyl-10H-anthracene-9-one, which is an active ingredient in rhubarb. [0005] Emodin, CAS No. 518-82-1, molecular formula C 15 h 10 o 5 , the chemical name is 1,3,8-trihydroxy-6-methylanthraquinone, which is derived from the dry rhizome and root of Polygonum cuspidatum and the rhizome of Rhubarb palmatum. It is a plant-based agent, usually 50%, 80% And 98% three specifications. [0006] Emodin and its derivatives are easy to decompose in nature, are environmentally friendly, non-toxic, harmless, and safe to humans, livestock, poultry, and aquatic organisms, and have good application p...

Claims

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Application Information

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IPC IPC(8): C07C45/78C07C45/80C07C45/81C07C45/61C07C45/65C07C49/747
CPCC07C45/61C07C45/65C07C45/78C07C45/80C07C45/81C07C49/747Y02P20/584
Inventor 郭文华肖金霞赵景辉张瑜
Owner 陕西嘉禾药业有限公司
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