ChemicalBook--->CAS DataBase List--->24242-20-4

24242-20-4

24242-20-4 Structure

24242-20-4 Structure
IdentificationMore
[Name]

5-Amino-2-pyridinecarboxylic acid
[CAS]

24242-20-4
[Synonyms]

2-PYRIDINECARBOXYLIC ACID, 5-AMINO-
5-AMINO-2-PICOLINIC ACID
5-AMINO-2-PYRIDINECARBOXYLIC ACID
5-AMINOPICOLINIC ACID
5-AMINOPYRIDINE-2-CARBOXYLIC ACID
RARECHEM AL BO 1485
5-amino-2-pyridinecarboxylicaci
2-Pyridinecarboxylicacid,5-amino-(9CI)
5-AMINO-2-PYRIDINECARBOXYLIC ACID/5-AMINOPICOLINIC ACID
5-AMINOPYRIDINE-2-CARBOXYLIC ACID (5-AMINO-2-PICOLINIC ACID)
[Molecular Formula]

C6H6N2O2
[MDL Number]

MFCD02684600
[Molecular Weight]

138.12
[MOL File]

24242-20-4.mol
Chemical PropertiesBack Directory
[Appearance]

Plates
[Melting point ]

222-223
[Boiling point ]

420.8±30.0 °C(Predicted)
[density ]

1.417±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

Acetone, Ethanol, Methanol
[form ]

Solid
[pka]

1.33±0.50(Predicted)
[color ]

Off-White to Lght Brown
[Usage]

A useful synthetic intermediate
[Detection Methods]

HPLC
[InChI]

InChI=1S/C6H6N2O2/c7-4-1-2-5(6(9)10)8-3-4/h1-3H,7H2,(H,9,10)
[InChIKey]

WDJARUKOMOGTHA-UHFFFAOYSA-N
[SMILES]

C1(C(O)=O)=NC=C(N)C=C1
[CAS DataBase Reference]

24242-20-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi,T
[Risk Statements ]

R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[TSCA ]

N
[HazardClass ]

IRRITANT
[HS Code ]

29333990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrochloric acid-->Sodium-->Toluene-->Acetic anhydride-->Benzene-->Palladium-->1,4-Dioxane-->Potassium permanganate-->Diethyl malonate-->5-Amino-2-methylpyridine-->2-Chloro-5-nitropyridine
[Preparation Products]

5-Hydroxypyridine-2-carboxylic acid-->5-Bromo-2-pyridinecarboxylic Acid-->5-Amino-N-cyclopropylpyridine-2-carboxamide-->Methyl 1H-pyrrolo[3,2-b]pyridine-5-carboxylate
Hazard InformationBack Directory
[Chemical Properties]

Plates
[Uses]

5-Aminopyridine-2-carboxylic Acid is a useful synthetic intermediate.
[Application]

5-Aminopyridine-2-carboxylic Acid can synthesize novel vanadium coordination compounds that have a mononuclear structure with crystallization water molecules in the network. This compound exhibits intense photoluminescence emission at room temperature in the solid state and shows in vivo antidiabetic activity together with low in vitro cell toxicities[1]. In addition, the functionalization of graphene oxide (GO) via chromium complexes coordinated on 5-aminopyridine-2-carboxylic acid could be used as a symmetric supercapacitor electrode material in energy storage devices[2].
[Synthesis]

3-Amino-6-cyanopyridine

55338-73-3

5-Aminopyridine-2-carboxylic Acid

24242-20-4

General procedure for the synthesis of 5-amino-2-pyridinecarboxylic acid from 3-amino-6-cyanopyridine: preparation of intermediate 76.5-aminopyridine-2-carboxylic acid. 5-Amino-2-cyanopyridine (10.0 g, 83.9 mmol) was dissolved in sulfuric acid (50 mL), and the resulting solution was transferred to a high-pressure vessel and reacted at 90 °C for 2 hours. Subsequently, water (100 mL) was added to the reaction mixture and continued to be heated to 100 °C for 2 hours. Upon completion of the reaction, the orange reaction solution was slowly poured into the ice-water mixture with continuous stirring for 15 minutes, at which time a light beige solid precipitated. The solid product was collected by filtration, washed with cold water and subsequently dried under vacuum overnight to afford the target compound 5-amino-2-pyridinecarboxylic acid (11.7 g, 100% yield).LRMS (m/z): 139 (M + 1)+.

[References]

[1] Esteban-Parra, Gines M. , et al. "Anti-diabetic and anti-parasitic properties of a family of luminescent zinc coordination compounds based on the 7-amino-5-methyl-1,2,4-triazolo[1,5-alpha] pyrimidine ligand." Journal of Inorganic Biochemistry: An Interdisciplinary Journal 212-(2020):212.
[2] A, Mohammad Dashti Najafi , et al. "Functionalization of Graphene Oxide via chromium complexes coordinated on 5-Aminopyridine-2-carboxylic acid as a symmetric supercapacitor electrode materials in energy storage devices." Composites Science and Technology (2021).
Spectrum DetailBack Directory
[Spectrum Detail]

5-Aminopyridine-2-carboxylic Acid(24242-20-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

5-Aminopyridine-2-carboxylic acid, 98%(24242-20-4)
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