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Process for synthesizing anthraquinone compound

A synthesis process and compound technology, which is applied in the field of synthesis process of anthraquinone compounds, can solve the problems of wastewater, waste acid treatment difficulties, serious secondary pollution, environmental pollution, etc., and achieve the reduction of refining and purification process, less three wastes, and lower production cost effect

Active Publication Date: 2013-09-25
江西开元生物医药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The reaction process consumes a lot of acid and causes serious secondary pollution. At the same time, the sulfonic acid and sulfuric acid formed by the reaction form mixed acid waste liquid, which not only makes it difficult to treat waste water and waste acid, but also pollutes the environment.

Method used

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  • Process for synthesizing anthraquinone compound
  • Process for synthesizing anthraquinone compound
  • Process for synthesizing anthraquinone compound

Examples

Experimental program
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Effect test

Embodiment 1

[0021] Synthesis of 1,4-di-p-toluidinoanthraquinone

[0022] 100mmol of 1,4-dihydroxyanthraquinone and 200mmol of p-toluidine were added to a round bottom flask filled with 400ml of water, followed by the addition of 210mmol of boric acid. The reaction was then stirred rapidly at 95°C for 10 hours. The completion of the reaction was followed by TLC spotting. After the reaction, the reaction liquid was filtered hot, and the obtained solid was washed twice with 100 ml of water and dried to obtain 36.1 g of a blue-green solid. The melting point is 220-222°C, and the yield is 86.4%.

Embodiment 2

[0024] Synthesis of 1,4-di-p-toluidinoanthraquinone

[0025] 100mmol of 1,4-dihydroxyanthraquinone and 200mmol of p-toluidine were added to a round bottom flask filled with 400ml of water, followed by the addition of 210mmol of boric acid. The reaction was then stirred rapidly at 100°C for 10 hours. The completion of the reaction was followed by TLC spotting. After the reaction, the reaction solution was cooled to 25° C. and filtered. The obtained solid was washed twice with 100 ml of water and dried to obtain 38 g of a blue-green solid. The melting point is 219-221°C, and the yield is 91.8%.

Embodiment 3

[0027] Synthesis of 1,4-bis(2-sulfo-4-methylanilino)anthraquinone

[0028] Dissolve 100mmol of 1,4-di-p-toluidinoanthraquinone in a three-necked flask filled with 150ml of methanol, and pass through SO while stirring at room temperature 3 gas. The completion of the reaction was followed by TLC spotting. After the reaction, the reaction liquid was cooled to 10° C. and filtered. The obtained solid was washed with 30 ml of methanol and dried to obtain 54 g of a green solid with a yield of 86%.

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Abstract

The invention relates to the field of organic synthesis and in particular relates to a process for synthesizing an anthraquinone compound. The invention provides a synthesis process for condensing 1,4-dihydroxy anthraquinone and paratoluidine to obtain 1,4-diparatoluidine anthraquinone under the action of a catalyst and carrying out a SO3 sulfonation reaction on the 1,4-diparatoluidine anthraquinone to obtain 1,4-di(2-sulfo-4-methylanilino) anthraquinone under the action of an organic solvent. The conventional process is greatly improved, so that the raw materials are saved, the product quality is improved, the product cost is reduced, and more important, the content of wastewater and waste acid in industrial production is obviously reduced, and the wastes are easily treated and are environment-friendly.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a synthesis process of anthraquinone compounds. Background technique [0002] Anthraquinones are a very important class of dyes. In the traditional synthesis process, when synthesizing 1,4-di-p-toluidine-anthraquinone, p-toluidine is used as the reaction raw material and solvent at the same time, so the amount is huge, and its molar ratio to the raw material 1,4-dihydroxyanthraquinone is as high as 8 :1. After the reaction is completed, it is necessary to add water at high temperature to separate the solvent, and the energy consumption of solvent separation is relatively large. Moreover, there is a large amount of organic waste after the reaction, and the treatment process is cumbersome and the cost is high. At the same time, p-toluidine has certain toxicity and odor, which will have a certain impact on the health and safety of operators. [0003] When synthesizing 1,4-bis(2-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/46C07C303/06C07C225/34C07C221/00
Inventor 谭跃陈陆武
Owner 江西开元生物医药科技有限公司
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