Production of isoluminol

Details:

Isoluminol, also known as 4-aminophthalic hydrazide, is a white powder with CAS number 3682-14-2. Luminol is a kind of luminol chemiluminescent reagent. Its luminescent mechanism is oxidation reaction luminescence. It is oxidized by H2O2 to form the excited state intermediate of 4-aminophthalic acid under alkaline condition through horseradish peroxidase catalysis. When it returns to the ground state, it will emit photons. It is often used in food, environment, criminal investigation, medicine and other fields. The following will introduce several production methods of isoluminol.

1. Phthalimide was prepared from phthalic anhydride and urea; Then, 4-nitro-phthalimide was prepared under the catalysis of concentrated sulfuric acid and fuming nitric acid; 4-nitro-phthalic hydrazide was prepared by adding hydrazine hydrate; Then in alkaline solution environment, stannous chloride solution was used as catalyst to prepare the target product isoluminol. This method has the advantages of simple synthesis process and simple operation. However, when stannous chloride is used as catalyst, a large amount of inorganic tin waste will be generated, which causes great environmental pollution and does not meet the requirements of green synthesis.

2. Diacetyl phthalic hydrazide was synthesized from Phthalic hydrazide and acetylation reagent; And then reacted with nitroso compound to obtain nitrosodiacetyl phthalic hydrazide; Then, nitroso phthalic hydrazide was obtained by deacetylation; Then isoluminol was obtained by reduction reaction. This method makes full use of a large number of by-products of phthalic hydrazide in the existing synthesis of Gabriel amine as raw materials. The raw materials are cheap and easy to obtain. At the same time, the synthesis process is simple and the yield of isoluminol is high, but the advantages are also its disadvantages. Using the by-products of Gabriel amine as raw materials, the quality is unstable and the batch difference is large. In addition, nitroso compounds are the intermediates in the preparation process, Because of its high toxicity and potential safety hazard, it is not suitable for industrial production.

3. Firstly, phthalimide was prepared, then reacted with concentrated sulfuric acid and fuming nitric acid, cooled and filtered to obtain 4-Nitrophthalimide. Then, the preparation of 4-nitrophthalic hydrazide was mixed with hydrazine hydrate and water of certain concentration and refluxed to obtain orange red solution. After cooling, pH was adjusted with glacial acetic acid, and light yellow solid 4-nitrophthalic hydrazide was obtained by precipitation, washing, filtration and drying; In the end   4-nitrophthaloylhydrazide is dissolved in sodium hydroxide solution at high temperature. Under constant stirring, the solution is dropped into a pure clear solution containing 56g concentrated hydrochloric acid of stannous chloride. Nano titanium dioxide is added and reacted under ultraviolet light to obtain a colorless clear solution. The solution is cooled, precipitated, filtered, precipitated and filtered, and then dried to obtain a white powdery solid, namely isoluminol; This method is complicated and not suitable for industrial production, but it has the advantages of high yield and high purity.

Hubei xindesheng Material Co., Ltd. is a high-tech enterprise specializing in the production and development of vascular additives, chemiluminescence reagents, biological buffers, chromogen substrates, enzyme preparations, Carbomer and other products. The company has been established for decades, product development and production for many years, has an independent R & D team, product production and R & D experience is very rich. At present, the products produced by Desheng have been sold to many countries all over the world, all of which have received high praise and re purchase, and have reached cooperation with many enterprises. Interested in understanding can call consultation, Desheng welcome your call.