| Identification | More | [Name]
4-Aminopyridine-2-carboxylic acid | [CAS]
100047-36-7 | [Synonyms]
4-AMINOPICOLINIC ACID
4-AMINOPYRIDINE-2-CARBOXYLIC ACID
IFLAB-BB F1926-0040
2-Pyridinecarboxylic acid, 4-amino-
4-Aminopyridine-2-carboxylic acid 97%
2-Pyridinecarboxylicacid,4-amino-(9CI)
4-Aminopyridine-2-carboxylic acid ,97% | [EINECS(EC#)]
687-925-9 | [Molecular Formula]
C6H6N2O2 | [MDL Number]
MFCD02685671 | [Molecular Weight]
138.12 | [MOL File]
100047-36-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
265 °C | [Boiling point ]
446.3±30.0 °C(Predicted) | [density ]
1.417±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
Acetone, Ethanol, Methanol | [form ]
Solid | [pka]
1.37±0.50(Predicted) | [Appearance]
Off-white to yellow Solid | [Usage]
A useful synthetic intermediate | [Detection Methods]
HPLC | [InChI]
InChI=1S/C6H6N2O2/c7-4-1-2-8-5(3-4)6(9)10/h1-3H,(H2,7,8)(H,9,10) | [InChIKey]
JRZBTJVSAANBEV-UHFFFAOYSA-N | [SMILES]
C1(C(O)=O)=NC=CC(N)=C1 | [CAS DataBase Reference]
100047-36-7(CAS DataBase Reference) | [Storage Precautions]
Light sensitive |
| Hazard Information | Back Directory | [Description]
4-Aminopyridine-2-carboxylic acid(100047-36-7) is an organic synthetic reagent used in the preparation of 4-amino-6-(heterocyclic)pyridine carboxylic acid esters, 4-amino-2,6-dimethylnicotinic acid esters and amides.
| [Chemical Properties]
White solid | [Uses]
4-Aminopyridine-2-carboxylic acid(100047-36-7) can be a useful synthetic intermediate
| [Synthesis]
General procedure for the synthesis of 4-aminopyridine-2-carboxylic acid from 4-amino-3,5,6-trichloropyridine-2-carboxylic acid: a thick suspension formed by Picloram (8 g, 33 mmol) and 10% Pd/C (1.2 g) in a 10% aqueous LiOH solution (44 mL) was purged twice with hydrogen, and then under a hydrogen atmosphere (45 PSI) at 40°C for 4 hours with stirring. Subsequently, the mixture was heated to 70°C and maintained for 12 hours. Upon completion of the reaction, the cooled suspension was filtered through diatomaceous earth. The filtrate was acidified to pH=3 in concentrated HCl (~3.5 mL), at which point a precipitate was generated. The solid product was collected by filtration and dried overnight under high vacuum to give the final 4-aminopyridine-2-carboxylic acid as a beige solid (4.6 g, 99% yield).LCMS analysis showed m/z 139.1 (M + H)+ with a retention time of 0.21 minutes. | [References]
[1] Patent: WO2012/3576, 2012, A1. Location in patent: Page/Page column 96 |
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