19621-92-2

Usage

Uses

Used in Pharmaceutical Industry:
6-Hydroxypicolinic acid is used as a chelating ligand for the preparation of pharmaceutical compounds, specifically in the formation of ruthenium(II) complexes. The expression is: 6-Hydroxypicolinic acid is used as a chelating ligand for the preparation of [RuH(CO)(6-OH-py-2-COO)(PPh3)2], a ruthenium(II) complex, due to its potential complexing ability and enol-keto tautomerism.
Used in Chemical Research:
6-Hydroxypicolinic acid is utilized as a subject of study in chemical research, particularly in understanding intramolecular proton transfer (IPT) in its tautomeric forms. The expression is: 6-Hydroxypicolinic acid is used as a research subject for investigating intramolecular proton transfer in tautomeric forms, contributing to the advancement of chemical knowledge and potential applications.
Used in Material Science:
6-Hydroxypicolinic acid's light yellow crystalline nature and complexing ability make it a candidate for use in material science, potentially in the development of new materials or the enhancement of existing ones. The expression is: 6-Hydroxypicolinic acid is used as a potential component in material science for its crystalline properties and complexing ability, which may lead to the development of new materials or improvements in existing ones.

InChI:InChI=1/C6H5NO3/c8-5-3-1-2-4(7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)/p-1

Upstream product

• 672-67-3 2H-pyran-2-one-6-carboxylic acid 
• 98-98-6 2-Picolinic acid 
• 27992-32-1 6-bromo-2-hydroxypyridine 
• 124-38-9 carbon dioxide 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 

Downstream Products

• 142-08-5 2-Pyridone 
• 30062-34-1 methyl 6-hydroxypyridine-2-carboxylate 
• 30062-34-1 methyl 6-oxo-1,6-dihydropyridine-2-carboxylate 
• 604773-93-5 N-[(1S,2R)-2-amino-2-(4-fluorophenyl)-2-(2-fluoro-pyridin-4-yl)-1-methylethyl]-6-oxo-1,6-dihydro-2-pyridinecarboxamide 
• 1000987-10-9 C₁₂H₁₅NO₃ 
• 1000987-23-4 C₁₃H₁₀FNO₃ 
• 1000987-31-4 C₁₃H₈F₃NO₃ 
• 1000987-38-1 C₁₃H₁₀BrNO₃ 
• 1000987-26-7 C₁₃H₉F₂NO₃ 
• 1000987-11-0 benzyl 6-oxo-1H-pyridine-2-carboxylate 
• 1000987-33-6 C₁₃H₁₀ClNO₃ 
• 1000987-20-1 C₁₄H₁₃NO₄ 
• 1000987-35-8 C₁₃H₁₀ClNO₃ 
• 1000987-55-2 C₁₉H₁₅NO₄ 

Related news

Supramolecular architectures from the self-assembly of lanthanide ions with 6-Hydroxypicolinic acid (cas 19621-92-2) and 1,10-phenanthroline08/30/2019

Three new lanthanide complexes, [La(HpicO)3(phen)(H2O)]n (1) and Ln3(picO)4(phen)3(H2O)2·HpicO·0.5H2O (Ln=Er (2), Yb (3)) were synthesized by the hydrothermal reactions and characterized by single crystal X-ray diffraction, elemental analysis and IR spectrum. In complex 1, each La(III) ion is ...detailed

Relevant academic research and scientific papers

Photochemistry of the three carboxypyridines in water: A pH dependent reaction

The photochemistry of ortho, meta and para-carboxypyridines (pK a1 = 1.0-2.1 and pKa1 = 4.7-5.3) in aqueous medium was studied by laser-flash photolysis and product studies. At pH a1, hydroxylated compounds are produced with low quantum yields. Within the pH range 4-7, ortho and meta isomers undergo dimerization together with decarboxylation with a quantum yield showing a very sharp maximum around pKa2 (φmax = 0.09 and 0.01, respectively) while the para isomer is photostable. End-of-pulse transients assigned to triplet states were detected by laser-flash photolysis at pH a1 and pH > 4. Additionally, the carboxypyridinyl radicals were detected as secondary intermediates at pH a1 and 4 a1. This is in favour of an electron transfer reaction between triplet and starting compound producing a charge transfer species. The radical anion would escape as carboxypyridinyl radical while the radical cation may add water at pH a1 yielding the OH-adduct radical or may undergo decarboxylation at pH > 4. The high quantum yield of phototransformation of the ortho isomer at pH > 4 is due to an easy decarboxylation process. A reaction scheme is proposed accounting for the dependences of φ on both the pH and the carboxypyridines concentration. This study points out the distinct pattern of reactivity of carboxypyridines depending on the ionisation state of starting compounds and isomeric substitution.

Bis(μ-6-hydroxypicolinato)-μ-oxobis[dipyridinemanganese(III)] monohydrate

The title compound, [Mn2(μ-O)(C6 H 3NO3)2(C5H5N) 4]·H2O, was isolated from the reaction of 2,6-pyridinedicarboxylic acid with [Mn12O12(CH 3COO)16(H2O)4] in pyridine. The dimanganese complex has twofold symmetry; the MnIII atoms are bridged by one oxo and two amidate ligands and show compressed octahedral Jahn-Teller distortion. The molecular packing comprises a three-dimensional structure constructed by means of extensive intermolecular interactions, including three kinds of hydrogen bonds and π-π interactions.

Infrared spectrum, molecular structure and theoretical calculation of 2-pyridone-6-carboxylic acid

The X-ray and infrared spectroscopic analysis of 2-pyridone-6-carboxylic acid are reported. The crystals of investigated molecule belong to P21/c of the monoclinic system, a = 11.714 ?, b = 3.7088?, c = 18.223? and β = 123.71°. The molecule is found in the ketonic form. Comprehensive studies of the molecular structures and vibrational frequencies and infrared intensities of the molecule have been performed by using Hartree-Fock, density functional B3LYP and second-order Moller-Plesset MP2 methods with the 6-31G+(d, p) basis set. The calculated geometrical parameters of investigated molecule in gas phase were compared with the experimental X-ray data.

Halogen–metal exchange on bromoheterocyclics with substituents containing an acidic proton via formation of a magnesium intermediate

A selective and practical bromine–metal exchange on bromoheterocyclics bearing substituents with an acidic proton under non-cryogenic conditions was developed by a simple modification of an existing protocol. Our protocol of using a combination of i-PrMgCl and n-BuLi has not only solved the problem of intermolecular quenching that often occurred when using alkyl lithium alone as the reagent for halogen–lithium exchange, but also offered a highly selective method for performing bromo–metal exchange on dibrominated arene compounds through chelation effect.

Preparation of 6-Oxo-1,6-dihydropyridine-2-carboxylic Acid by Microbial Hydroxylation of Pyridine-2-carboxylic acid

Alcaligenes faecalis (DSM 6269) grown on pyridine-2-carboxylic acid induced regiospecific hydroxylation of the latter to 6-oxo-1,6-dihydropyridine-2-carboxylic acid on a preparative scale.

CONTROLLED, REGIOSPECIFIC OXIDATION OF PYRIDINE CARBOXYLIC ACIDS AND ESTERS WITH ELEMENTAL FLUORINE

Pyridine carboxylic acid salts or esters in water or water-acetonitrile mixtures were treated with elemental fluorine to give the corresponding 2-pyridones.

Process for the production of 2-hydroxypyridines from 2-pyridine carboxylic acid-N-oxides

Process for the production of 2-hydroxypyridines having the formula: STR1 from 2-pyridine carboxylic acid-N-oxides having the formula: STR2 wherein R is H, a --COOH group, an alkyl group having 1 to 8 carbon atoms or an aryl group and n designates a number between 1 and 4. The N-oxide is converted using lower aliphatic carboxylic acid anhydrides in the presence of a tertiary amine. The conversion product is then hydrolyzed.

Substituent Effects on the Isomer Ratios in the Rearrangement of Some 2- and 4-Nitraminopyridines

The preparation, and rearrangement in 92percent sulfuric acid, of 4-X-2-nitramino- (1), 2-X-4-nitramino- (2), and 6-X-2-nitramino-pyridines (3) is reported (X=H,Me,MeO,Br,Cl,CO2H).The product isomer ratios can be explained by differential electronic stabilization of the appropriate ? complexes for aromatic nitration and steric effects seem relatively unimportant.Deuteration had no effect on the product distribution