2-(1H-Imidazol-2-yl)-pyridine

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2-(1H-Imidazol-2-yl)-pyridine Basic information
Product Name:2-(1H-Imidazol-2-yl)-pyridine
Synonyms:2-(1H-imidazol-2-yl)pyridine(SALTDATA: FREE);2-(Imidazol-2-yl)pyridine;Pyridine, 2-(1H-iMidazol-2-yl)-;2-(1H-IMidazol-2-yl)pyridine;2-(2′-Pyridyl)imidazole;2-(Pyridin-2-yl)imidazole;Pyridine,2-imidazol-2-yl- (8Cl);2-(2-Imidazolyl)pyridine
CAS:18653-75-3
MF:C8H7N3
MW:145.16
EINECS:
Product Categories:
Mol File:18653-75-3.mol
2-(1H-Imidazol-2-yl)-pyridine Structure
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)
pkapK1:8.98(+1) (25°C,μ=0.005)
form solid
color Light brown to yellow
InChIInChI=1S/C8H7N3/c1-2-4-9-7(3-1)8-10-5-6-11-8/h1-6H,(H,10,11)
InChIKeySZXUTTGMFUSMCE-UHFFFAOYSA-N
SMILESC1(C2NC=CN=2)=NC=CC=C1
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
HS Code 2933399990
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
2-(1H-Imidazol-2-yl)-pyridine Usage And Synthesis
Uses2-(2-Pyridyl)imidazole is a useful reagent in substitution reaction with bromobenzene.
Synthesis
2-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PYRIDINE

7471-05-8

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

18653-75-3

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
Tag:2-(1H-Imidazol-2-yl)-pyridine(18653-75-3) Related Product Information
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