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How can 3-Hydroxypicolinic Acid be synthesized?

How can 3-Hydroxypicolinic Acid be synthesized?
Lange Answered Jan 12 2024

3-hydroxyl group -2- Pyrimidine, as an important chemical, is widely used in many areas. This article will introduce its specific application in order to present readers' extensive application prospects.


Background: 3- Hydroxyl -2- Pyrimidine and its derivatives have good and unique coordination performance, and they have broad application prospects in the fields of catalytic and photoelectric materials. For example, by introducing -2- phenolic hydroxyl groups of pyridine methalinic acid by 3- hydroxyl groups introduced 2,4- diitrodine sulfonyl group , Make the pupa matches not glowing; when the 巯 , amino acid is added, 2,4- dicenzine-sulfonic aluminomyl group leaves It has the prospects of application in the form of cell imaging.


Application:

1. Synthetic nickel set polymer

Due to the diverse structure and potential applications of , in the aspects of fluorescence, magnetic materials, gas adsorption, catalytic, and medicine due to structural diversity and potential application of fluorescence, magnetic materials, gas adsorption, catalytic effects, and medicine.


Liu Yuling and others use 3- hydroxyl -2- pyridine " (HO-PBA) as the ligand , The water heat method synthesizes a nickel-based polymer [ni (HO-PBA) 2. 2H2O] n . The specific steps are as follows:


Ni (NO3) 2 · 6H2O (0.1mmol, 0.029 1g), 3- hydroxyl -2- pyridine (0.1 mmol, 0.013 8g) mixture is added to 7 ml n, n- di metamimam (DM f) /H2O (1: 1, V: V) mixture , Stir at room temperature 30min and then filter Tetrafluoroethylene as a stainless steel reactor in the lining. 388K conditions 3D , , slowly cool the reaction product to room temperature Parallel component crystals , output rate is 76%.


2. Synthetic Trinteci 3 -Byroxylpyamine — 2 -Theate compounds

The tin atom has D empty orbit. The tin has a special key to form a key. S The ligand reactions of atoms and other atoms form an organic tin (matching) compound, and the organic tin (allocated) compounds with a high -oriented and multi -tin -core structure can form a one -dimensional chain structure. Form a two -dimensional peace three The organic tin compounds and tin oxygen clusters of the dimension structure make the reaction performance, structure and biological activity of organic tin compounds are rich and diverse, providing a wide space for regulatory design, synthetic new structures and their applications.


Oxidation Double (Trintedin Kidi) and 3 -hydroxylpyamine - 2 -Thexic acid reaction, which can synthesize triadincie -hydroxypyamine - 2 -Morangate compound. The specific steps are as follows:


Take 1mmol μ- oxygen dual ( Trinteci , 1mmol 3- hydroxypyamine -2- < /span> 30ml Ethanol in the , reflux reaction in the reaction bottle cooling to room temperature filter filter SPAN>, decompression and evaporation solvent solid heavor crystals.


3. Synthetic 4- Nitro -3- hydroxyl -2- pyridine

Started materials with 3- hydroxyl group -2- pyridine methylic acid. 4- Nitro -3- hydroxyl -2- pyridine. The specific steps are as follows:


( 1 ) Sulfidalized reaction: Synthetic 6 -Sulfate-Hydroxypicolinic Acid: Add concentrated sulfuric acid, 3 -Hydroxyl-2-pyridinic acid, Asian copper catalyst, heated to 90 -130 ℃ reaction 2 5 hours, liquid chromatography monitoring To 99% above raw materials 3 -after a sulfide reaction of sulfide occurs, the temperature is raised to 140 ℃ , and the reaction < SPAN> 4 -8 hours, liquid chromatography monitoring 4 -sulfate-3-Hydroxypicolinic ACID content is lower than 0.5% At room temperature, the reaction solution does not require further treatment, and is directly used for the next response;


( 2 ) Nitrostatic reaction: Synthetic 6 -Sulfinyate-4-nitro-3-Hydroxypicolinic Acid: The reaction liquid obtained by the sulfonalized reaction was added to the previous step, add an appropriate amount of nitric acid Salt catalyst, water bath to 40 ° C , adding concentrated nitric acid, liquid chromatography monitors 98% or above the intermediate 6 -sulfate base -3-HydroxyPicolinic Acid has a nitrification reaction, stops react, and reduces room temperature. The reaction solution does not need to be further processed.


( 3 ) Decoction reaction: Synthetic 4 -nitro-3-Hydroxypicolinic Acid: The reaction liquid obtained by the nitrification reaction in the previous step, the ice water cooling, the calculation of the drip plus calculation Instant water, the drip process temperature is controlled at the 60 -80 ° C. After adding the water, the temperature is raised to 130 -160 ° C. 98% The intermediate above 6 -Sulfinic-3-Hydroxypicolinic ACID occurs after a dehydration reaction, stops react, drops to room temperature, then uses it with then use it, then use it with then use it. The ice salt bath cools the reaction solution to -5 ° C, and an precipitation of a large amount of solids. The filter is filtered to get the 4 -N-3-Hydroxypicolinic Acid coarse product. 4 -Nitu-3-Hydroxypicolinic Acid, the content of liquid-phase analysis 95%, the total revenue of three-step reaction 60 ~ < span> 87%.


References:

[1] Liu Yuling Zhuo Xin Wei Qiang and other > Hydroxyl -2- Pyridine methylic acid is the synthesis and crystal structure of the nickel parts polymer of the ligand [j]. Chemical World , 2018,59 (6 ): 360-364. Doi: 10.19500/J.CNKI.0367-6358.20170609.

[2] Feng Yonglan , Zhang Fuxing , 邝 代 [ and other . two -dimensional mesh structure Sanding Kidi 3- hydroxylpyrid -2- The synthesis and structural research of methampite [j]. Journal of Hengyang Teachers College , 2016,37 (6 ): 48-53. Doi: 10.3969/J.Iissn.1673-0313.2016.06.009.

[3] Xihua University . 4- Nitro -3- hydroxyl -2- pyridine synthesis : CN201410147498.4.4 [P]. 2014-06-25.

[4] Hainan Fan Sheng Biotechnology Co., Ltd. . A synthetic 3- hydroxyl -2- pyridine metic acid and its derivatives < span>: CN202011006099.8 [P]. 2020-12-22.

 
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