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Method for synthesizing acetyl dithranol

A technology for acetyldithranol and dithranol is applied in the field of synthesis of acetyldithranol, can solve problems such as cumbersome reaction operations, and achieves the effects of easy operation, reduced cost and improved yield

Inactive Publication Date: 2013-02-20
SHANDONG PROVINCIAL INST OF DERMATOLOGY & VENEREOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the toxicity of the solvent used in this method is reduced, the reaction operation is too complicated [3～4]

Method used

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  • Method for synthesizing acetyl dithranol
  • Method for synthesizing acetyl dithranol
  • Method for synthesizing acetyl dithranol

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Experimental program
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Embodiment 1

[0033] Embodiment 1, preparation and refining of acetyldithranol

[0034] 1. Preparation of acetyldithranol

[0035] 1.1 See Table 1 for raw materials and ratios.

[0036] Table 1 Acetyldithranol raw materials and proportioning

[0037]

[0038] 1.2 Operation process:

[0039] 1.2.1 Pretreatment of chemical reagents:

[0040] Pretreatment of toluene reagent: add 5% to 10% anhydrous calcium chloride to a commercially available toluene reagent bottle, and dry it for more than 24 hours for later use.

[0041] Redistillation of toluene: Take an appropriate amount of toluene dried by anhydrous calcium chloride, put it in a single-necked distillation flask, add a few zeolite grains, put it into a thermometer, connect a condenser tube and a distillate collector, and put the single-necked distillation flask into In the heating mantle, adjust the voltage of the heating mantle so that the speed of the distillate is controlled at about 60 drops per minute. After the collector is c...

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Abstract

The invention discloses a method for synthesizing acetyl dithranol. The method comprises steps of dissolving anthralin in toluol, adding pyridine when the solution is cooled to the temperature from -5 DEG C to 4 DEG C, adding acetyl chloride after even stirring, conducting the reaction for 30-40 minutes at the temperature from -3 DEG C to 8 DEG C, and obtaining a solution containing the acetyl dithranol. The mol ratio of the acetyl chloride and the anthralin is 12.4-14.0, the use amount ratio of the anthralin and the toluol is 1g: 34-42ml, and the use amount mol ratio of the pyridine and the toluol is 12.0-14.0. Based on a prior method, the solvent is replaced, the reaction condition is optimized, the modified process line is improved, the reagent toxicity is reduced, the cost is reduced and the yield is improved compared with the yield reported by foreign documents.

Description

technical field [0001] The invention relates to a method for synthesizing acetylthranol. Background technique [0002] Acetyl anthranol, Chinese chemical name: 10-acetyl-1,8-dihydroxyanthracene-9-one, molecular formula: C 16 h 12 o 4 The molecular weight is: 268.27. Its structural formula is as follows: [0003] [0004] It is mainly used for the treatment of stable plaque psoriasis vulgaris. [0005] Most of the synthetic routes of acetyldithranol reported in the literature are starting materials with dithranol through acylation reaction. The synthetic route is as follows: figure 1 shown. In the 1960s Schultz et al. [1] It is reported that dithranol is reacted with ketene to prepare acetyl dithranol with a yield of 25%. The acetylating agent ketene used in this method is a toxic and irritating gas, which is inconvenient to use and store. In 1984, domestic professor Ma Daoming published the synthesis method of acetylthranol [2] , Prepared by the reaction of acet...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/747C07C45/45
Inventor 张福仁刘健
Owner SHANDONG PROVINCIAL INST OF DERMATOLOGY & VENEREOLOGY