Unlock instant, AI-driven research and patent intelligence for your innovation.

Preparation method of pyridoxal or pyridoxal hydrochloride

A technology for pyridoxal hydrochloride and pyridoxine hydrochloride, which is applied in the field of preparation of pyridoxal or pyridoxal hydrochloride, can solve the problems of large reaction pollution and complicated process, and achieve good selectivity, high conversion rate and excellent reaction conditions mild effect

Active Publication Date: 2014-06-04
ZHEJIANG UNIV OF TECH +1
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In order to overcome the disadvantages of large reaction pollution and complicated process in the prior art, the purpose of the present invention is to provide a method with high conversion rate, good selectivity, mild reaction conditions, convenient operation, low cost, environmental friendliness and good industrial application The method for the selective oxidation of pyridoxine or pyridoxine hydrochloride to prepare pyridoxal or pyridoxal hydrochloride

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of pyridoxal or pyridoxal hydrochloride
  • Preparation method of pyridoxal or pyridoxal hydrochloride
  • Preparation method of pyridoxal or pyridoxal hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] In a 25mL reaction flask with a stirrer and a thermometer, add 0.085g (0.5mmol) 2,2,6,6-tetramethylpiperidine-nitrogen-oxygen radical, 0.29g (2mmol) copper bromide successively, 0.40g (5mmol) pyridine and 2.06g (10mmol) pyridoxine hydrochloride. Add 5 mL of water, control the temperature at 30°C, and start stirring. Then 2.0 g (18 mmol) of 30% hydrogen peroxide was added dropwise while controlling the reaction temperature at 30-35° C. After the dropwise addition, keep stirring at 30-35° C. for 1-2 hours, and the obtained reaction solution has a pyridoxine conversion rate of 99% through liquid phase detection (liquid phase conditions: the chromatographic column is XDB-G8 250×4.6mm 5um. The mobile phase is methanol: buffer=15:85; buffer: 0.04% sodium pentanesulfonate and adjust the pH to 3 with glacial acetic acid; the detection wavelength is 284nm), and the reaction selectivity is 98%.

[0031] In addition, take about 5mL of the reaction solution and put it directly on...

Embodiment 2

[0034] The oxygen source was changed to 1 atmosphere of oxygen, the inorganic salt was changed to 1.5g (10mmol) copper nitrate, the amine ligand was changed to 1.0g (10mmol) triethylamine, and other operations were the same as in Example 1 to obtain 2.21g of a yellow solid. The conversion rate of pyridoxine is up to 99% and the reaction selectivity is 97% according to liquid phase detection. The overall yield of the two-step reaction was 89%.

Embodiment 3

[0036] The oxygen source is changed into oxygen at 2 atmospheric pressures, the inorganic salt is changed into 0.29g (2mmol) cuprous bromide, and the amine ligand is changed into 0.24g (4mmol) 1,2-ethylenediamine, and other operations are the same as in Example 1, 1.90 g of a yellow solid was obtained. The conversion rate of pyridoxine is up to 87% and the reaction selectivity is 95% according to liquid phase detection. The overall yield of the two-step reaction was 74%.

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 discloses a preparation method of pyridoxal or pyridoxal hydrochloride. The preparation method comprises: taking pyridoxine or pyridoxine hydrochloride shown in formula (III) as the starting material and water as the reaction solvent, conducting selective oxidation on the pyridoxine or pyridoxine hydrochloride in water under the effect of a catalytic oxidation system, thus obtaining the pyridoxal or pyridoxal hydrochloride shown in formula (I). The catalytic oxidation system includes an oxygen source, a catalyst, an inorganic salt and an amine ligand. The preparation method of the invention has the advantages of high conversion rate, good selectivity, mild reaction condition, easy operation, low cost, and environmental friendliness, thus boasting good industrial application value.

Description

(1) Technical field [0001] The invention relates to a method for preparing pyridoxal or pyridoxal hydrochloride, in particular to a method for selectively oxidizing pyridoxine or pyridoxine hydrochloride to prepare pyridoxal or pyridoxal hydrochloride. (2) Background technology [0002] Pyridoxal hydrochloride is a vitamin B 6 A derivative of , as shown in formula (I), is a key intermediate for the synthesis of pyridoxal 5-phosphate. The chemical name of pyridoxal 5-phosphate is 2-methyl-3-hydroxy-4-formaldehyde-5-hydroxymethylpyridinium phosphate, referred to as PLP, which is vitamin B 6 An active ingredient formed under the action of adenosine triphosphate kinase in cells, the structural formula is as formula (II): [0003] [0004] As a coenzyme, pyridoxal 5-phosphate can interact with more than 100 different enzymes in the body to jointly affect the biochemical activities and metabolism of cells in the body. It is an essential substance to maintain the normal immun...

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 Patents(China)
IPC IPC(8): C07D213/66
Inventor 施湘君苏为科陈巧巧章根宝
Owner ZHEJIANG UNIV OF TECH