Method for preparing 1,3-bisbenzyl-2-imidazolidine-4,5-dicarboxylic acid

A technology of dibenzylimidazole and dibenzylaminosuccinic acid, applied in the field of chemical synthesis, can solve problems such as personal safety threats and environmental hazards, and achieve the effects of avoiding environmental hazards, less side reactions, and mild reaction conditions

Inactive Publication Date: 2019-04-19
安徽泰格生物技术股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional industrial production process of cyclic acid uses phosgene as a carbonylation reagent, but phosgene causes great harm to the environment, and at the same time poses a greater threat to personal safety during the production process, while dimethyl carbonate is a low-toxicity-free Polluted green chemicals, because its chemical structure and properties are similar to cyclic acid, so replacing phosgene with dimethyl carbonate will be a research direction of green chemical technology. This technology provides a method to replace phosgene with dimethyl carbonate A New Technology of Phosgene Synthesis of Cyclic Acids

Method used

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  • Method for preparing 1,3-bisbenzyl-2-imidazolidine-4,5-dicarboxylic acid

Examples

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Comparison scheme
Effect test

Embodiment 1

[0024] This example provides a method for preparing 1,3-dibenzylimidazol-2-one-4,5-dicarboxylic acid, comprising the following steps:

[0025] Add 25kg of cis-2,3-dibenzylaminosuccinic acid to 20kg of dimethyl carbonate by weight, and then add 3kg of zinc acetate, and react at a temperature of 130°C and a pressure of 2Mpa for 6h.

[0026] After the reaction, the mixed solution was filtered at normal temperature and pressure, and the filtered filter cake was first washed twice with 3% HCl aqueous solution at 0°C, and then washed once with 0°C ice water. After washing, the filter cake was vacuum-dried , That is, 1,3-dibenzyl imidazol-2-one-4,5-dicarboxylic acid.

[0027] The yield of 1,3-dibenzylimidazol-2-one-4,5-dicarboxylic acid prepared by the method described in this example was 91%, and the purity was 98%.

Embodiment 2

[0029] This example provides a method for preparing 1,3-dibenzylimidazol-2-one-4,5-dicarboxylic acid, comprising the following steps:

[0030] Add 20kg of cis-2,3-dibenzylaminosuccinic acid to 25kg of dimethyl carbonate, then add 2kg of zinc acetate, and react at a temperature of 140°C and a pressure of 3Mpa for 7h.

[0031] After the reaction, the mixed solution was filtered at normal temperature and pressure, and the filtered filter cake was first washed twice with 3% HCl aqueous solution at 0°C, and then washed once with 0°C ice water. After washing, the filter cake was vacuum-dried , That is, 1,3-dibenzyl imidazol-2-one-4,5-dicarboxylic acid.

[0032] The yield of 1,3 dibenzyl imidazol-2-one-4,5 dicarboxylic acid in the method described in this example is 89%, and the purity is 98.5%.

Embodiment 3

[0034] This example provides a method for preparing 1,3 dibenzyl imidazol-2-one-4,5 dicarboxylic acid, comprising the following steps:

[0035] Add 30kg of cis-2,3-dibenzylaminosuccinic acid to 30kg of dimethyl carbonate, then add 3kg of zinc acetate, and react at a temperature of 150°C and a pressure of 2Mpa for 7h.

[0036] After the reaction, the mixed solution was filtered at normal temperature and pressure, and the filtered filter cake was first washed twice with 3% HCl aqueous solution at 0°C, and then washed once with 0°C ice water. After washing, the filter cake was vacuum-dried , That is, 1,3-dibenzyl imidazol-2-one-4,5-dicarboxylic acid.

[0037] The production yield of 1,3-dibenzylimidazol-2-one-4,5-dicarboxylic acid by the method described in this example is 94%, and the purity is 99%.

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Abstract

The invention relates to the field of chemical synthesis, in particular to a method for preparing 1,3-bisbenzyl-2-imidazolidine-4,5-dicarboxylic acid. The method comprises the main step that cis-2,3-dibenzylamine succinic acid and dimethyl carbonate are used as raw materials for preparation under the catalytic function of zinc acetate. The method can effectively prevent environmental hazards caused by phosgene, has the advantages of high conversion degree, mild reaction conditions, few side reactions, easy separation and purification and the like, reduce the production cost and is more conducive to industrial production.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a method for preparing 1,3-dibenzylimidazol-2-one-4,5-dicarboxylic acid. Background technique [0002] 1,3-Dibenzylimidazol-2-one-4,5-dicarboxylic acid is a very important intermediate in the synthesis of biotin, commonly known as cyclic acid in the industry. The traditional industrial production process of cyclic acid uses phosgene as a carbonylation reagent, but phosgene causes great harm to the environment, and at the same time poses a greater threat to personal safety during the production process, while dimethyl carbonate is a low-toxicity-free Polluted green chemicals, because its chemical structure and properties are similar to cyclic acid, so replacing phosgene with dimethyl carbonate will be a research direction of green chemical technology. This technology provides a method to replace phosgene with dimethyl carbonate A new technique for the synthesis of cyclic acids f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/32
CPCC07D233/32
Inventor 沈连杰陈修陈斌魏升平朱东来
Owner 安徽泰格生物技术股份有限公司
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