Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method of catalytically synthesizing para hydroxybenzene hydantoin by solid acid

A technology catalyzed by p-hydroxybenzene hydantoin and solid acid, which is applied in the field of medicine and chemical industry, can solve the problems such as the synthesis report of no application of hydroxybenzene hydantoin, and achieves the effect of solving the problem of corrosion of production equipment and improving the synthesis yield.

Inactive Publication Date: 2018-05-04
TIANJIN VOCATIONAL INST
View PDF5 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The research and development of solid acid catalysts has received extensive attention in recent years, but there has been no report on its application in the synthesis of p-hydroxybenzenehydantoin

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Add about 100 mL of 2 mol / L ammonia water to 50 mL of 2 mol / L zirconyl sulfate aqueous solution to make the solution pH 8-9, filter and separate the formed Zr(OH) 4 Precipitate, wash the precipitate with deionized water until the washing water no longer contains sulfate ions; add the precipitate to 30mL of 2mol / L oxalic acid aqueous solution, stir at 60-70°C until completely peptized; mix nano Zr(OH) 4 The hydrosol is evaporated and concentrated at 90-100°C to form a dry gel, then dried at 105°C, and further burned at 500-600°C for 0.5-2h, and the oxalic acid peptizer is decomposed to form nano-ZrO 2 Particles 12.3g. The prepared nano-ZrO 2 Particles in 2mol / L H 2 SO 4 Stir and impregnate in 30mL solution for 12h, filter and separate SO 4 2- / ZrO 2 Precipitate, then dry at 105 °C, and further ignite at 500-600 °C for 0.5 h to obtain SO 4 2- / ZrO 2 Solid superacid catalyst 13.8g.

[0030] Will SO 4 2- / ZrO 2 Add 6.9g of solid superacid catalyst to the mixe...

Embodiment 2

[0032] The SO prepared in Example 1 4 2- / ZrO 2 Add 6.9 g of solid superacid catalyst to a mixed solution of 20.8 g of tetraethyl orthosilicate and 92 g of absolute ethanol for impregnation, slowly add 18 g of deionized water dropwise under stirring, and hydrolyze tetraethyl orthosilicate to form a nano oxide sol Dispersion and coating of SO 4 2- / ZrO 2 , continue to stir for 2h and leave to form SO 4 2- / ZrO 2 / SiO 2 Gel, the gel is aged in the air for 24 hours, the organic solvent evaporates to form a dry gel, the gel is dried at 105 ° C for 2 hours, and crushed to obtain SO 4 2- / ZrO 2 / SiO 2 Composite solid superacid catalyst 12.8g.

Embodiment 3

[0034] Add 270mL of deionized water, 47g of phenol, 60g of urea and SO 4 2- / ZrO 2 / TiO 2 Composite solid superacid catalyst 14.8g. When the reaction solution was heated to 50-60°C, 92.5 g of glyoxylic acid aqueous solution with a concentration of 40% by mass was added dropwise under stirring, and the addition was completed within 12 hours, and the reaction was kept for 2 hours to generate p-hydroxymandelic acid solution. The temperature of the reaction solution is raised to 85-95°C within 2 hours, and the temperature is maintained for 4 hours. When white precipitate appears in the reaction solution, the solid superacid catalyst is separated by filtration to generate N-carbamoyl-4-hydroxyphenylglycine solution. Adjust the pH of the reaction solution to 7.5-8.5 with 20% sodium hydroxide solution by mass percent, and keep the reaction at 85-95°C for 2 hours. White precipitates are continuously precipitated to form p-hydroxyphenylhydantoin solution. Cool the reaction solution...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
melting pointaaaaaaaaaa
Login to View More

Abstract

The invention relates to a method of catalytically synthesizing para hydroxybenzene hydantoin by solid acid. The method is characterized by synthesizing para hydroxybenzene hydantoin in the presence of a solid superacid catalyst SO4<2-> / ZrO2 / TiO2 or SO4<2-> / ZrO2 / SiO2. The technical scheme comprises synthesis of hydroxymandelic acid, synthesis of N-carbamyl-4-hydroxyl phenylglycine and synthesis ofpara hydroxybenzene hydantoin. The method not only solves the pollution problem of high concentration phenol waste acid and corrosion problem of production equipment, but also can control generationof o-hydroxybenzene hydantoin effectively, so that the synthetic yield of para hydroxybenzene hydantoin is improved.

Description

technical field [0001] The invention relates to a method for the synthesis of p-hydroxyphenylhydantoin by solid acid catalysis, especially in the composite solid superacid catalyst SO 4 2- / ZrO 2 / TiO 2 or SO 4 2- / ZrO 2 / SiO 2 The invention discloses a method for synthesizing p-hydroxyphenylhydantoin in presence, belonging to the field of medicine and chemical industry. Background technique [0002] p-Hydroxyphenylhydantoin (English name 4-Hydroxyphenyl hydantoin), molecular formula C 9 h 8 N 2 o 3 , molecular weight 192.2, melting point greater than 260 ° C, insoluble in water and alcohol solvents. P-Hydroxydiphenylhydantoin is an important raw material for the production of lactam antibiotics such as amoxicillin and amoxicillin cephalosporin. P-hydroxyphenylhydantoin is industrially produced by the condensation reaction of glyoxylic acid, phenol and urea under strongly acidic conditions. European Patent EP0001319 (1979-04-04) and U.S. Patent US4230869 (1980-1...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/78B01J27/053
CPCC07D233/78B01J27/053B01J35/398
Inventor 李建生宋治会李无为
Owner TIANJIN VOCATIONAL INST
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com