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

Method for synthesizing oxazole pyridone compound

A technology of oxazopyridone and synthetic method, which is applied in the direction of organic chemistry, can solve the problems of high cost and long production cycle, and achieve the effects of low production cost, short reaction time and easy control of the reaction

Inactive Publication Date: 2006-07-19
FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
View PDF0 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] (3) adopting carbonyldiimidazole and o-aminohydroxypyridine to synthesize oxazolpyridone, the cost of this synthetic method is too high;
[0006] (4) Adopt the two-step synthesis method of first synthesizing oxazolpyridinethione, then oxidatively synthesizing oxazolpyridinethione. This method has a long production cycle and a large amount of solid waste is produced

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

[0016] Dissolve 0.4 mol of bis-trichloromethyl carbonate in 300 g of dichloroethane. Add 1mol 2-amino-3-hydroxypyridine and 3.5mol pyridine to the reaction flask, and slowly add the above dichloroethane solution of bistrichloromethylcarbonate dropwise at a temperature of 40°C. During the process, a light yellow solid substance was gradually precipitated. After the dropwise addition was completed, the heat preservation reaction was carried out for 1 hour, the solvent was recovered, and an appropriate amount of water was added to the residue, and the solid substance was precipitated. After filtration, the filter cake was washed twice with water, and dried to obtain Oxazopyridone 128.9g, yield 94.8%, melting point 211-212°C.

Embodiment 2

[0018] Dissolve 0.4 mol of bis-trichloromethyl carbonate in 350 g of chloroform. Add 1mol 2-amino-3-hydroxyl-5-chloropyridine and 3.5mol pyridine to the reaction flask, slowly add the above-mentioned trichloromethyl carbonate solution in chloroform at a temperature of 40°C, dropwise After completion, heat preservation reaction for 2 hours, recover the solvent, add an appropriate amount of water to the residue, and a solid substance is precipitated, filtered, the filter cake is washed twice with water, and dried to obtain 153.3 g of 6-chlorooxazopyridone, with a yield of 90.2 %, melting point 187-188°C.

Embodiment 3

[0020] Dissolve 0.4 mol of bis-trichloromethyl carbonate in 300 g of dichloroethane. Add 1mol 2-amino-3-hydroxypyridine, 6g pyridine, and 3mol triethylamine to the reaction flask, and slowly add the dichloroethane solution of the above-mentioned bistrichloromethyl carbonate at a temperature of 60°C, dropwise After the addition, keep the reaction for 1 hour, recover the solvent, add an appropriate amount of water to the residue, and a solid substance is precipitated, filtered, the filter cake is washed twice with water, and dried to obtain 125.1 g of oxazopyridone, with a yield of 92.0%. The melting point is 211-212°C.

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 synthesis method for thiazolopyridinone in organic chemical field comprises: using bitrichloromethyl carbonate and o-aminohydroxypyridine with mole ratio of 0.3-0.7 as materials; the thedichloromethane, dichloroethane, trichloromethane, tetrachloromethane, chlorobenzene, benzene, toluene, xylene, and THF as solvent by weight ratio with former carbonate as 1-10; the pyridine, DMF, and triethylamine as initiator by mole ratio with the carbonate as 0.001-1; the pyridine, DMF, triethylamine, hydroxide or carbonate or bicarbonate of alkali metal or alkaline-earth metal as bound acid agent by mole ratio with the carbonate as 6-10; then, stirring to react for 0.5-5h at 0-100Deg. This invention has high yield and product purity with low cost.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a synthesis method of oxazopyridone compounds. Background technique [0002] Oxazolpyridone compounds are a class of important pharmaceutical and pesticide intermediates. At present, the preparation method about oxazopyridone in literature mainly contains following several kinds: [0003] (1) Adopt phosgene and o-aminohydroxypyridine to synthesize oxazopyridone, this method has adopted phosgene as carbonylation reagent, and phosgene is a highly toxic gas, difficult to operate, and phosgene can only be produced and used at a fixed point, Therefore, it is difficult to promote the use of this law to general enterprises; [0004] (2) Adopting CO and o-aminohydroxypyridine to synthesize oxazopyridone, this method is owing to adopting CO to synthesize under high pressure, so the requirement to equipment is very high; [0005] (3) adopting carbonyldiimidazole and o-aminohydroxypyrid...

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
IPC IPC(8): C07D498/04C07D221/00C07D263/00
Inventor 吴茂祥高冬寿
Owner FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
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