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5-Nitropyridine-2-carboxylic acid

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CAS:30651-24-2
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CAS:30651-24-2
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CAS:30651-24-2
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5-Nitropyridine-2-carboxylic acid manufacturers

5-Nitropyridine-2-carboxylic acid Basic information
Product Name:5-Nitropyridine-2-carboxylic acid
Synonyms:2-PYRIDINECARBOXYLIC ACID, 5-NITRO-;5-NITRO-2-PICOLINIC ACID;5-NITRO-2-PYRIDINECARBOXYLIC ACID;5-NITROPICOLINIC ACID;5-NITROPYRIDINE-2-CARBOXYLIC ACID;3-NITRO-6-PYRIDINE CARBOXYLIC ACID;5-Nitropyridine-2-carboxylicacid98%;5-Nitro-2-pyridinecarboxylic acid ,97%
CAS:30651-24-2
MF:C6H4N2O4
MW:168.11
EINECS:
Product Categories:Acids and Derivatives;Heterocycles;Building Blocks;Chemical Synthesis;Carboxylic Acids;Pyridines;Aromatics Compounds;Aromatics;Carboxylic Acids;Heterocycle-Pyridine series;Heterocyclic Building Blocks;New Products for Chemical Synthesis;C6
Mol File:30651-24-2.mol
5-Nitropyridine-2-carboxylic acid Structure
5-Nitropyridine-2-carboxylic acid Chemical Properties
Melting point 218-220°C
Boiling point 389.8±27.0 °C(Predicted)
density 1.570±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,2-8°C
solubility Soluble in dimethyl sulfoxide.
form Solid
pka2.71±0.13(Predicted)
color Light Yellow
InChIInChI=1S/C6H4N2O4/c9-6(10)5-2-1-4(3-7-5)8(11)12/h1-3H,(H,9,10)
InChIKeyQKYRCTVBMNXTBT-UHFFFAOYSA-N
SMILESC1(C(O)=O)=NC=C([N+]([O-])=O)C=C1
CAS DataBase Reference30651-24-2(CAS DataBase Reference)
NIST Chemistry ReferencePicolinic acid, 5-nitro-(30651-24-2)
Safety Information
Hazard Codes Xn
Risk Statements 22-20/21/22
Safety Statements 24/25-36/37
HS Code 29333990
MSDS Information
5-Nitropyridine-2-carboxylic acid Usage And Synthesis
Chemical PropertiesLight Yellow Solid
Uses5-Nitropyridine-2-carboxylic acid is a useful synthetic intermediate.
UsesIt plays an important role in synthetic intermediate.
Synthesis
2-Bromo-5-nitropyridine

4487-59-6

5-Nitropyridine-2-carboxylic acid

30651-24-2

General procedure for the synthesis of 5-nitro-2-pyridinecarboxylic acid from 2-bromo-5-nitropyridine: this method is based on the procedure reported by Oehlke, J.; Schroetter, E.; Dove, S.; Schick, H.; Niedrich, H. in Pharmazie 1983,38,591-596, with slight modifications. When N,N-dimethylformamide (DMF) was used instead of dimethylsulfoxide (DMSO) as solvent for the reaction with 2-bromo-5-nitropyridine and copper(I) cyanide, a subsequent hydrolysis step afforded the target product 5-nitro-2-pyridinecarboxylic acid in 70% yield. This product is usually used directly in subsequent reactions without further purification.

References[1] Patent: WO2004/14904, 2004, A1. Location in patent: Page 53
[2] Pharmazie, 1983, vol. 38, # 9, p. 591 - 596
[3] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1951, vol. 288, p. 237,241
[4] Patent: WO2009/141386, 2009, A1. Location in patent: Page/Page column 89
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