| Identification | More | [Name]
2-(4-Bromophenyl)imidazo[1,2-a]pyridine | [CAS]
34658-66-7 | [Synonyms]
2-(4-BROMOPHENYL)IMIDAZO[1,2-A]PYRIDINE BUTTPARK 20\01-85 2-(4-bromophenyl)Imidazo[1,2-ɑ]Pyridine 3-(1-phenyl-1H-benzo[d]imidazol-2-yl) phenylboronic acid | [Molecular Formula]
C13H9BrN2 | [MDL Number]
MFCD00218250 | [Molecular Weight]
273.13 | [MOL File]
34658-66-7.mol |
| Questions And Answer | Back Directory | [Synthesis]
Imidazolo[1,2-a]pyridine, 2-aminopyridine reacts with α-halo-saturated carbonyl compounds to form pyridine salts, and then removes one molecule of water or alcohol to generate imidazo[1,2-a]pyridine compounds[1]. The synthesis reaction formula is shown in the figure below: 
Synthesis reaction formula of 2-(4-bromophenyl)imidazo[1,2-a]pyridine Take a dry two-necked reaction tube, add a magnetic stir bar, and add 2-aminopyridine and 2,4'-dibromoacetophenone to the reaction tube in sequence. Then add toluene to the reaction tube, stir at room temperature for 5 minutes, and connect a reflux condenser. Then place the reaction tube in an oil bath, heat to 110℃, and continue the reaction for about 12 hours. Monitor the reaction by thin-layer chromatography until 2-aminopyridine disappears, and then stop the reaction. The reaction solution was cooled to room temperature, then transferred to a separatory funnel. Water was added, and extraction was performed using ethyl acetate as the extractant. After extraction, the ethyl acetate layer was dried over anhydrous sodium sulfate. The ethyl acetate solution was then evaporated to dryness. Using 200-300 mesh silica gel as the stationary phase and a mixture of petroleum ether and acetate as the eluent, column chromatography was used to separate 2-(4-bromophenyl)imidazo[1,2-a]pyridine. |
| Chemical Properties | Back Directory | [Melting point ]
216-220 °C | [density ]
1.48±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
6.47±0.50(Predicted) | [color ]
White to Light yellow to Light orange | [λmax]
324nm(EtOH)(lit.) | [InChI]
1S/C13H9BrN2/c14-11-6-4-10(5-7-11)12-9-16-8-2-1-3-13(16)15-12/h1-9H | [InChIKey]
GRZUOGFRIHABDK-UHFFFAOYSA-N | [SMILES]
Brc1ccc(cc1)-c2cn3ccccc3n2 | [CAS DataBase Reference]
34658-66-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. R37/38:Irritating to respiratory system and skin . R41:Risk of serious damage to eyes. | [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 . | [WGK Germany ]
3
| [HS Code ]
2933.99.8290 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral Eye Dam. 1 Skin Irrit. 2 STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
2-(4-Bromophenyl)imidazo[1,2-a]pyridine is an important raw material and intermediate used in pharmaceuticals, agrochemicals and dyestuff. |
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