Oxidation of 3- and 4-methylpyridines on modified vanadium oxide catalysts

Vorobyev, P. B.; Saurambaeva, L. I.; Mikhailovskaya, T. P.

doi:10.1134/s1070363213050150

Cited by 7 publications

(7 citation statements)

References 3 publications

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“…For SnVO 4 , the highest NA yield was 35%, and for TiVO 4 , it was 50%. Lower NA yields were obtained with the V-Al and V-Sn catalysts, whereas with the V-Ti catalysts developed in 1976, efficiency exceeded 50% [69]. A breakthrough in 3-methylpyridine oxidation with the use of V-Ti systems, resulting in an 85% yield followed by a surprising 97% yield with a selectivity of more than 99%.…”

Section: Oxidation Of 3-methylpyridine In the Gas Phasementioning

confidence: 95%

Section: Oxidation Of 3-methylpyridine In the Gas Phasementioning

confidence: 99%

“…Researchers at the Bekturov Institute of Chemical Sciences have studied the effect of Al 2 O 3 , SnO 2 , and ZrO 2 additives to vanadium catalysts [69,70]. Tests at 300 • C for a 1:1 ratio of V 2 O 5 :Al 2 O 3 obtained NA with 64% efficiency and 94% selectivity, while a 2:1 ratio obtained NA with only 47% efficiency but almost 96% selectivity [69]. The institute also carried out a pilot-scale study, which showed greater activity and more favorable results using the V 2 O 5 -ZrO 2 -TiO 2 system as opposed to V 2 O 5 -SnO 2 -TiO 2 , and NA was obtained with 75-77% efficiency and 90% selectivity [70].…”

Section: Oxidation Of 3-methylpyridine In the Gas Phasementioning

confidence: 99%

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Methods to Produce Nicotinic Acid with Potential Industrial Applications

2022

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Nicotinic acid is a naturally occurring pyridine carboxylic acid, contained in vitamin PP, an essential nutrient for humans and animals, and used as an antipelagic agent. Nicotinic acid can be made from tryptophan by plants and animals but is usually not completely bioavailable. Industrially, nicotinic acid is produced mainly by oxidation of 5-ethyl-2-methylpyridine with nitric acid. One of the by-products of the process is nitrous oxide, a gas that is difficult to recycle and manage, with a greenhouse effect 300 times stronger than CO2. A new technology for the industrial production of nicotinic acid is undoubtedly necessary to meet the needs of green chemistry and not burden the environment. We carried out a literature review on ecological methods to produce nicotinic acid from commercially available raw materials such as 3-methylpyridine and 5-ethyl-2-methylpyridine, especially focusing on those methods with potential industrial applications.

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Section: Oxidation Of 3-methylpyridine In the Gas Phasementioning

confidence: 95%

Section: Oxidation Of 3-methylpyridine In the Gas Phasementioning

confidence: 99%

Section: Oxidation Of 3-methylpyridine In the Gas Phasementioning

confidence: 99%

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Methods to Produce Nicotinic Acid with Potential Industrial Applications

2022

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“…In [5], the mechanism of oxidation of isomeric picolines on this catalyst was studied by the in situ DRIFTS method and the Mars-Van-Krevelen mechanism was substantiated. Among the disadvantages of the cited studies should be mentioned the incomplete conversion of β-picoline, presence of pyridine-3-aldehyde contaminating nicotinic acid in reaction products, and lack of systematic analyses of the effect of various oxides on the catalytic activity of V 2 O 5 .The vapor-phase catalytic oxidation of β-picoline to nicotinic acid has been the subject of a number of publications [6][7][8]. The research has been focused on fi nding effective catalysts providing an increase in the yield of nicotinic acid at comparatively low temperatures.…”

mentioning

confidence: 98%

“…The vapor-phase catalytic oxidation of β-picoline to nicotinic acid has been the subject of a number of publications [6][7][8]. The research has been focused on fi nding effective catalysts providing an increase in the yield of nicotinic acid at comparatively low temperatures.…”

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confidence: 99%

Vapor-phase oxidation of β-picoline to nicotinic acid on V2O5 and modified vanadium oxide catalysts

et al. 2014

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Modifi cation of V 2 O 5 with Ti, Sn, Zr, Nb, and Al oxides improves the activity and selectivity of the vanadium oxide catalyst in vapor-phase oxidation of β-picoline to give nicotinic acid. It is shown that the conversion of β-picoline and the yield of nicotinic acid on two-component V 2 O 5 -TiO 2 , V 2 O 5 -SnO 2 , V 2 O 5 -ZtrO 2 , V 2 O 5 -Nb 2 O 5 , and V 2 O 5 -Al 2 O 3 catalysts may be several times those on the V 2 O 5 catalyst. It was found that, on passing from V 2 O 5 to double-component vanadium-containing catalysts, the proton affi nity of active oxygen bonded to vanadium, calculated by the quantum-chemical method, grows simultaneously with the increase in the activity of the catalysts in the oxidation reaction.Pyridine-carboxylic acids and their derivatives possess various physiological properties and fi nd wide application in medicine and agriculture. An important place among carboxylic acids of the pyridine series is occupied by nicotinic acid used to obtain cordiamin, feramide, nicodan, ethiacin, vitamin PP, and other medicinal preparations [1]. Nicotinic acid is also used to prepare premixes in animal breeding. Nicotinic acid is produced by liquid-phase oxidation of β-picoline by inorganic oxidizing agents or by hydrolysis of nicotinic acid nitrile formed in oxidative ammonolysis of the starting methyl pyridine [2].The vapor-phase catalytic oxidation of β-picoline with atmospheric oxygen, which yields nicotinic acid in a single stage, is strongly complicated by the instability of pyridine-carboxylic acids and their rapid decarboxylation at comparatively low temperatures [3]. The conversion of β-picoline on chromium orthovanadate at 350°C was only 19%, and the formation selectivities of pyridine-3-aldehyde and nicotinic acid, 39.5 and 49.1%, respectively. Among the catalysts with general formula Cr 1-x Al x VO 4 , the system Cr 0.5 Al 0.5 VO 4 has the highest activity, with the conversion of 3-methylpyridine at the same reaction temperature being 80% and the overall yield of nicotinic acid and pyridine-3-aldehyde reaching a value of 69% (overall selectivity 86%) [4]. In [5], the mechanism of oxidation of isomeric picolines on this catalyst was studied by the in situ DRIFTS method and the Mars-Van-Krevelen mechanism was substantiated. Among the disadvantages of the cited studies should be mentioned the incomplete conversion of β-picoline, presence of pyridine-3-aldehyde contaminating nicotinic acid in reaction products, and lack of systematic analyses of the effect of various oxides on the catalytic activity of V 2 O 5 .The vapor-phase catalytic oxidation of β-picoline to nicotinic acid has been the subject of a number of publications [6][7][8]. The research has been focused on fi nding effective catalysts providing an increase in the yield of nicotinic acid at comparatively low temperatures. The effect of the composition of a catalyst on its catalytic action in oxidation of β-picoline has been considered [4,9]. A brief review of publications in this fi eld can be found in [10].

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Metal‐Free Chemoselective Oxidation of 4‐Methylquinolines into Quinoline‐4‐Carbaldehydes

Ding

et al. 2021

Chemistry An Asian Journal

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Oxidation of 3- and 4-methylpyridines on modified vanadium oxide catalysts

Cited by 7 publications

References 3 publications

Methods to Produce Nicotinic Acid with Potential Industrial Applications

Methods to Produce Nicotinic Acid with Potential Industrial Applications

Vapor-phase oxidation of β-picoline to nicotinic acid on V2O5 and modified vanadium oxide catalysts

Metal‐Free Chemoselective Oxidation of 4‐Methylquinolines into Quinoline‐4‐Carbaldehydes

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