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100047-36-7

100047-36-7 Structure

100047-36-7 Structure
IdentificationMore
[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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

Xi
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Hydrochloric acid-->Diethyl ether-->Acetic anhydride-->Triethylamine-->Acetone-->Potassium permanganate-->Iron-->4-Amino-2-picoline-->4-Nitro-2-picoline N-oxide
[Preparation Products]

2-Pyridinemethanol,4-amino-(6CI,9CI)
Hazard InformationBack 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]

Picloram

1918-02-1

4-Aminopyridine-2-carboxylic acid

100047-36-7

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
Spectrum DetailBack Directory
[Spectrum Detail]

4-Aminopyridine-2-carboxylic acid(100047-36-7)1HNMR
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