2-(1H-IMIDAZOL-2-YL)-PYRIDINE Chemical Properties

Melting point:

135-140°C

Boiling point:

382.8±15.0 °C(Predicted)

Density 

1.214±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly), DMSO (Slightly)

pka

pK1:8.98(+1) (25°C,μ=0.005)

form 

solid

color 

Light brown to yellow

InChI

InChI=1S/C8H7N3/c1-2-4-9-7(3-1)8-10-5-6-11-8/h1-6H,(H,10,11)

InChIKey

SZXUTTGMFUSMCE-UHFFFAOYSA-N

SMILES

C1(C2NC=CN=2)=NC=CC=C1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HS Code 

2933399990

2-(1H-IMIDAZOL-2-YL)-PYRIDINE Usage And Synthesis

Uses

2-(2-Pyridyl)imidazole is a useful reagent in substitution reaction with bromobenzene.

Synthesis

General procedure for the synthesis of 2-(imidazol-2-yl)pyridine from 2-(4,5-dihydro-1H-imidazol-2-yl)pyridine: a generalized method of [Mn(TPP)Cl]-catalyzed dehydrogenation of imidazolines with NaIO4 was used. All reactions were carried out at room temperature and air atmosphere in a 25 mL round bottom flask equipped with a magnetic stir bar. To a solution of CH3CN (5 mL) containing 2-imidazoline (1 mmol) and [Mn(TPP)Cl] (0.05 mmol), a solution of NaIO4 (2 mmol) in H2O (10 mL) was added. The reaction process was monitored by thin layer chromatography (TLC) (eluent: EtOAc/MeOH, 4:1). After completion of the reaction, water (30 mL) was added and the target product imidazole was extracted with CH2Cl2 (2 x 20 mL). After evaporation of the solvent, the imidazole derivative was obtained. The structure of the product was confirmed by infrared spectroscopy (IR) and 1H nuclear magnetic resonance (1H NMR) data.

References

[1] Synlett, 2004, # 15, p. 2803 - 2805
[2] Transition Metal Chemistry, 2013, vol. 38, # 1, p. 1 - 5
[3] Canadian Journal of Chemistry, 2005, vol. 83, # 2, p. 110 - 114
[4] Tetrahedron Letters, 2004, vol. 45, # 47, p. 8687 - 8690
[5] Polyhedron, 2011, vol. 30, # 9, p. 1463 - 1468

2-(1H-IMIDAZOL-2-YL)-PYRIDINE(18653-75-3)Related Product Information

• 2-(2-PYRIDYL)BENZIMIDAZOLE
• 2,6-BIS(2-BENZIMIDAZOLYL)PYRIDINE
• 3-(2-PYRIDIN-2-YL-BENZOIMIDAZOL-1-YL)-PROPIONIC ACID
• (2-PYRIDIN-2-YL-BENZOIMIDAZOL-1-YL)-ACETIC ACID
• 2-(1H-BENZOIMIDAZOL-2-YL)-QUINOLINE
• 2-(1H-IMIDAZOL-2-YL)-PYRIDINE
• 2-pyridin-2-yl-3H-imidazo[4,5-b]pyridine
• 8-PYRIDIN-2-YL-9H-PURINE
• 6-bromo-5-methyl-2-pyridin-2-yl-3H-imidazo[4,5-b]pyridine
• 5-METHYL-2-PYRIDIN-2-YL-3H-IMIDAZOLE-4-CARBOXYLIC ACID
• 2-(PYRIDIN-2-YL)-1H-IMIDAZO[4,5-B]PYRIDINE
• 5-METHYL-2-PYRIDIN-2-YL-3H-IMIDAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
• 2-PYRIDIN-2-YL-3H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID
• 8-CHLORO-3-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-6-(TRIFLUOROMETHYL)IMIDAZO[1,5-A]PYRIDINE
• 2-pyridin-2-yl-1H-benzimidazol-5-amine
• AKOS AP0304
• 1-[2-(2-CHLOROPHENOXY)ETHYL]-2-PYRIDIN-2-YL-1H-BENZIMIDAZOLE