Preparing methods of p-aminophenyl-beta-hydroxyethylsulfonyl and p-minophenyl-beta-hydroxyethylsulfonyl sulphonate

Abstract

The invention relates to preparing methods of p-aminophenyl-beta-hydroxyethylsulfonyl and p-minophenyl-beta-hydroxyethylsulfonyl sulphonate. The preparing methods both comprise the steps that p-aminophenyl-beta-hydroxyethylsulfonyl and hydrogen are used as raw materials, modified framework nickel is used as a hydrogen-adding catalyst, a catalytic hydrogenation reaction is conducted in a solvent toobtain reduction liquid, and modified framework nickel and the solvent in the reduction liquid are separated and removed to obtain p-minophenyl-beta-hydroxyethylsulfonyl sulphonate; according to modified framework nickel, nickel is used as a framework, and modified framework nickel is prepared from, by mass, 75-95 parts of Ni, 3-15 parts of Al and 2-10 parts of metal adjuvant; the metal adjuvantcomprises the combination of any one or at least two of Mo, Cu and Cr. The yield can reach 94% or above; preparation of p-minophenyl-beta-hydroxyethylsulfonyl sulphonate is a continuous production technology, the technology is simplified, the production efficiency is high, the quality is stable, the production cost is low, and the economic benefit and social benefit are obvious.

Description

technical field [0001] The invention relates to the technical field of synthesis of reactive dye intermediates, in particular to a preparation method of aminophenyl-β-hydroxyethylsulfone and p-aminophenyl-β-hydroxyethylsulfone sulfonate. Background technique [0002] At present, the production method of p-aminophenyl-beta-hydroxyethyl sulfone sulfonate is to adopt raw materials such as p-acetanilide, chlorosulfonic acid, sodium pyrosulfite, sodium hydroxide, oxirane, sulfonic acid to synthesize, and Synthesis includes the following steps: [0003] A, sulfonation process: first add metered chlorosulfonic acid (excessive) in the sulfonation kettle, then put the measured antipyretic ice into the sulfonation kettle for reaction, the sulfonation reaction is an exothermic reaction, use The ice brine below -10°C is cooled and controlled through the jacketed reactor to make the reaction go smoothly. A large amount of hydrogen chloride gas is generated during the reaction, and the ...

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Problems solved by technology

[0007] In order to overcome the defects in the above-mentioned existing production process, technicians have developed a preparation method for p-aminophenyl-β-hydroxyethyl sulfone sulfate. Although the production method disclosed in CN103626684A has improved the yield to a certain extent, its yield It is about 92%. Adopting this method to produce p-aminophenyl-beta-hydroxyethyl sulfone sulfate uses less hydrogen peroxide and palladium-carbon catalyst consumption, and also reduces the output of three wastes, but the palladium-carbon catalyst used in this method is easy to sulfur Poisoning and expensive, more importantly, the production method of this method is intermittent feeding production, and the production efficiency is low

In addition, the step of converting p-nitrophenyl-β-hydroxyethyl sulfone into p-aminophenyl-β-hydroxyethyl sulfone is the key to the whole process of synthesizing p-aminophenyl-β-hydroxyethyl sulfone sulfonate One step, the biggest defect of using catalysts such as palladium carbon in the prior art is that the catalytic selectivity of p-aminophenyl-β-hydroxyethyl sulfone is low, and only about 50% of the raw materials are converted into the target product p-aminophenyl-β-hydroxyethyl sulfone Ethylsulfone

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