| Identification | More | [Name]
5-Nitropyridine-2-carboxylic acid | [CAS]
30651-24-2 | [Synonyms]
2-PYRIDINECARBOXYLIC ACID, 5-NITRO-
3-NITRO-6-PYRIDINE CARBOXYLIC ACID
5-NITRO-2-PICOLINIC ACID
5-NITRO-2-PYRIDINECARBOXYLIC ACID
5-NITROPICOLINIC ACID
5-NITROPYRIDINE-2-CARBOXYLIC ACID
5-Nitropyridine-2-carboxylicacid98%
5-NITROPYRIDINE-2-CARBOXYLIC ACID 98%
5-NITRO-2-PICOLINIC ACID (5-NITRO-2-PYRIDINECARBOXYLIC ACID)
5-Nitro-2-pyridinecarboxylic acid ,97% | [Molecular Formula]
C6H4N2O4 | [MDL Number]
MFCD04114182 | [Molecular Weight]
168.11 | [MOL File]
30651-24-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Light Yellow Solid | [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 | [pka]
2.71±0.13(Predicted) | [color ]
Light Yellow | [Usage]
A useful synthetic intermediate | [Detection Methods]
HPLC | [InChI]
InChI=1S/C6H4N2O4/c9-6(10)5-2-1-4(3-7-5)8(11)12/h1-3H,(H,9,10) | [InChIKey]
QKYRCTVBMNXTBT-UHFFFAOYSA-N | [SMILES]
C1(C(O)=O)=NC=C([N+]([O-])=O)C=C1 | [CAS DataBase Reference]
30651-24-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Picolinic acid, 5-nitro-(30651-24-2) |
| Hazard Information | Back Directory | [Chemical Properties]
Light Yellow Solid | [Uses]
5-Nitropyridine-2-carboxylic acid is a useful synthetic intermediate.
| [Synthesis]
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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