Method for rapidly synthesizing 2, 3-diaminophenazine through ultrasonic radiation catalysis

Abstract

The invention provides a method for rapidly synthesizing 2, 3-diaminophenazine through ultrasonic radiation catalysis. The method specifically comprises the following steps: preparing an o-phenylenediamine raw material solution, preparing a catalyst transition metal salt solution, mixing the raw material solution and the transition metal salt solution, and carrying out ultrasonic radiation assisted reaction in an ultrasonic reactor, and washing and purifying the reaction product. According to the synthesis process, the target compound 2, 3-aminophenazine is rapidly and efficiently synthesized by adopting an ultrasonic radiation assisted reaction mode and taking a common low-valence chemical reagent o-phenylenediamine as the raw material, the whole process is environment-friendly and safe, and the reaction yield is relatively high so that the synthesis production cost of the 2, 3-aminophenazine is greatly reduced, and the application range of the 2, 3-aminophenazine is expanded.

Description

technical field [0001] The invention relates to the technical field of compound synthesis and preparation, in particular to a method for synthesizing 2,3-diaminophenazine by using o-phenylenediammonium as a raw material by an ultrasonic-assisted method. Background technique [0002] Phenazine (also called dibenzopyrazine) is similar in structure to anthracene, but differs from anthracene in that the two secondary carbon atoms in the middle ring are replaced by nitrogen atoms. Phenazine is usually a bright yellow needle-like crystal, easy to sublime, with a melting point of 171°C and a boiling point of 360°C. [0003] The molecular formula for 2,3-diaminophenazine is C 12 H 10 N 4 , molecular weight: 210.26, density 1.414g / cm 3 , the boiling point is 497.8°C, at 760 mmHg, and the flash point is 287.1°C. It can be used as an intermediate for organic synthesis reagents, drugs and dyes. The current market price of 2,3-diaminophenazine is about 16921 yuan / Kg. [0004] For ph...

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Problems solved by technology

Although the reaction yield of this method is significantly improved, this method will use a large amount of dangerous, nitro-containing aromatic hydrocarbon compounds, and will produce a large amount of Cr-containing 2 o 3 and Pb 2 O heavy metal waste, heavy metal pollution to the environment, so this method cannot be widely used

Third, heat catechol and o-diaminobenzene to 200-210°C in a sealed container under a certain pressure, and react for 35-40 hours. The yield of the crude product obtained after separation and purification is about 60%; The biggest disadvantage of this method is that the reaction time is long, and there is a considerable amount of by-products that cannot be separated and detected, which increases the cost of production operations, and the reaction conditions are harsh, and the yield is not very high. Therefore, this method is rarely used to synthesize phen Zinc

However, dimethyl sulfoxide is a relatively expensive and complicated solvent for post-treatment. The product obtained as a solvent is usually not easy to purify, and column chromatography separation is required, which increases the production cost of synthesizing phenazine

Fifth, natural phenazine compounds are mainly produced by the secondary metabolism of Pseudomonas, Streptomyces, marine or soil organisms, and actinomycetes. In addition, shikimic acid metabolic process, shikimic acid metabolic alternative pathway and phenazine modification pathway are also common Recognized phenazine biosynthesis pathway, but this pathway has a long cycle time, harsh microbial metabolic process, low yield, and difficulty in large-scale production, which lead to high prices of 2,3-diaminophenazine

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