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Allantoin synthesizing process

A technology of allantoin and new process, applied in the field of new process for synthesizing allantoin, can solve the problems of large amount of catalyst, long reaction time, equipment corrosion, etc., and achieves improvement of atom economy, reduction of production cost, and reduction of usage amount Effect

Inactive Publication Date: 2004-09-15
NINGXIA UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The Chinese Patent Office published on August 19, 1998 the title "Method for One-Step Synthesis of Allantoin from Glyoxal", patent application number: 99115646.3 and the publication on May 30, 2001 called "The Synthetic Process of Allantoin" , patent application number: 98111144.0 patent application, all use inorganic acid to catalyze the oxidation of glyoxal to synthesize allantoin, which has problems such as large acid consumption and acid pollution, serious equipment corrosion, and catalysts that cannot be reused.
[0003] At present, the literature reports that in the production process of allantoin prepared by the solid acid catalyzed glyoxal oxidation method, the metal oxide Fe 2 o 3 / SO 4 2- ,TiO 2 / SO 4- , ZrO 2 / SO 4 2- , Inorganic acids such as phosphotungstic acid or solid superacids catalyze the condensation reaction of urea and glyoxylic acid. Although the acid pollution is eliminated, there is still a large amount of catalyst (9%), high energy consumption and complicated process for catalyst preparation. Such as soaking in sulfuric acid for 12 hours, roasting at 600 ° C, etc., and the catalytic activity is low, easy to deactivate, the number of repeated use is not more than 4 times, the excess of urea is large, the reaction time is long, and the yield of allantoin is low.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] (1) Pretreatment of catalyst

[0018] Add 0.03 moles (8.4 g) of FeSO to a 250 ml four-necked flask equipped with a stirrer, condenser, thermometer, and constant pressure funnel 4 ·7H 2 O, add 66ml of 30% H dropwise under stirring 2 o 2 , Control the reaction temperature at 20°C. Catalyst A containing metal salt was prepared.

[0019] Soak the resin treated with ethanol and water in the saturated solution of rare earth metal salt, the proportioning ratio is 1g of resin to 8ml of ceric sulfate metal salt saturated solution, after soaking at room temperature for 22 hours, filter, then wash with distilled water until neutral, After drying, put it in a drying oven and activate it at 110°C for 5 hours before use as catalyst B.

[0020] (2) Synthesis of Allantoin

[0021] Add 100ml of 30% glyoxal aqueous solution to a four-necked flask equipped with a stirrer, condenser, thermometer, and constant pressure funnel, and slowly add the above-mentioned catalyst A under stirri...

Embodiment 2

[0023] According to the method of embodiment 1, in the mixture containing 5.62g urea, resin cerium ion catalyst B0.156g and 100ml30% glyoxal aqueous solution, at a temperature of 25 ℃, under stirring conditions, slowly add the above-mentioned catalyst A to carry out oxidation reaction, and then gradually generate temperature to 80°C for condensation reaction, and all the other processes are the same as in Example 1. The yield was between 52-54%.

Embodiment 3

[0025] (1) Pretreatment of catalyst

[0026] Add 0.03 moles of CeSO to a 250ml four-necked flask equipped with a stirrer, condenser, thermometer, and constant pressure funnel 4 , add dropwise 75ml of 30% H under stirring 2 o 2 , Control the reaction temperature at 10°C. A mixed solution containing rare earth metal salts, that is, catalyst A, is prepared for use.

[0027] Soak the resin treated with ethanol and water in a saturated aqueous solution of transition metal ferrous sulfate, the proportioning ratio is 1g of resin to 8ml of saturated ferrous sulfate solution, soak at room temperature for 26 hours, filter, and then wash with distilled water until neutral , after drying, put it into a drying oven and activate it at 100°C for 4 hours before use, it is Catalyst B.

[0028] (2) Synthesis of Allantoin

[0029] The method is the same as in Example 1, and the yield of allantoin is 54%-56%. Catalyst B can be recovered and reused 11 times, and the yield is basically stable...

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Abstract

The invention relates to a new technique to prepare allantoin, in a stirring state, adding hydrogen peroxide solution containing a proper amount of metallic salt catalyst or resin loading metallic salt catalyst to oxalic dialdehyde water solution, to oxidize the oxalic dialdehyde into glyoxalic acid; adding a proper amount of raw material urea to the obtained glyoxalic acid solution and completing catalytic condensation reaction under the condition of heating and stirring; filtering and recovering the catalyst, cooling, pump-filtering, washing, recrystallizing and drying to obtain the finished product allantoin. It has larger yield at 56% or so; reduces the urea dosage; the new catalyst is simple to prepare and has high catalytic activity, able to be repeatedly used for 10 times above; it is a new green technique.

Description

technical field [0001] The invention relates to a new synthesis process of allantoin. Background technique [0002] Allantoin is a fine chemical, which has a wide range of uses in medicine, cosmetics, biochemistry and other fields. The Chinese Patent Office published on August 19, 1998 the title "Method for One-Step Synthesis of Allantoin from Glyoxal", patent application number: 99115646.3 and the publication on May 30, 2001 called "The Synthetic Process of Allantoin" , patent application number: 98111144.0 patent application, all is the method that adopts inorganic acid catalytic oxidation glyoxal to synthesize allantoin, it exists acid consumption and acid solution pollution are big, equipment corrosion is serious, catalyst can not be reused etc. problems. [0003] At present, the literature reports that in the production process of allantoin prepared by the solid acid catalyzed glyoxal oxidation method, the metal oxide Fe 2 o 3 / SO 4 2- ,TiO 2 / SO 4- , ZrO 2 / SO ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/88
Inventor 刘万毅陈晓燕田晓燕
Owner NINGXIA UNIVERSITY
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