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| | 4-Aminopyridine-2-carboxylic acid Basic information |
| | 4-Aminopyridine-2-carboxylic acid Chemical Properties |
| 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 | | 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) |
| Hazard Codes | Xi,Xn | | Risk Statements | 22-36/37/38-20/21/22 | | Safety Statements | 50A-24/25-36/37/39 | | RIDADR | 2761 | | WGK Germany | WGK 3 | | Hazard Note | Irritant | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 4-Aminopyridine-2-carboxylic acid Usage And Synthesis |
| Description | 4-Aminopyridine-2-carboxylic acid 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 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 |
| | 4-Aminopyridine-2-carboxylic acid Preparation Products And Raw materials |
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