| Identification | Back Directory | [Name]
2-(1H-IMIDAZOL-2-YL)-PYRIDINE | [CAS]
18653-75-3 | [Synonyms]
2-(2-Pyridyl)imidazole
2-(2′-Pyridyl)imidazole
2-(2-Imidazolyl)pyridine
2-(Pyridin-2-yl)imidazole
2-(Imidazol-2-yl)pyridine
2-(Pyridyl-2-yl)imidazole
2-(1H-lmidazol-2-yl)pyridine
2-(1H-IMIDAZOL-2-YL)-PYRIDINE
Pyridine, 2-(1H-iMidazol-2-yl)-
Pyridine,2-imidazol-2-yl- (8Cl)
2-(1H-Imidazol-2-yl)pyridine 97%
2-(1H-Imidazol-2-yl)pyridine
2-(1H-imidazol-2-yl)pyridine(SALTDATA: FREE)
2-(1H-IMidazol-2-yl)pyridine | [Molecular Formula]
C8H7N3 | [MDL Number]
MFCD05863221 | [MOL File]
18653-75-3.mol | [Molecular Weight]
145.16 |
| Chemical Properties | Back Directory | [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) | [form ]
solid | [pka]
pK1:8.98(+1) (25°C,μ=0.005) | [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 |
| Hazard Information | Back Directory | [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 |
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