Identification | Back Directory | [Name]
1H-Imidazole-2-carboxaldehyde,1-ethyl-(9CI) | [CAS]
111851-98-0 | [Synonyms]
111851-98-0 1-ethylimidazole-2-carbaldehyde 1-Ethylimidazole-2-carboxaldehyde N-Ethyl-2-imidazolecarboxaldehyde 1-ethyl-2-imidazolecarboxaldehyde 1-Ethylimidazole-2-carboxaldehyde,95% 1-Ethyl-1H-imidazole-2-carboxaldehyde 1H-IMidazole-2-carboxaldehyde, 1-ethyl- 1H-Imidazole-2-carboxaldehyde,1-ethyl-(9CI) 1-ethyl-1H-imidazole-2-carbaldehyde(SALTDATA: FREE) | [Molecular Formula]
C6H8N2O | [MDL Number]
MFCD07380875 | [MOL File]
111851-98-0.mol | [Molecular Weight]
124.142 |
Chemical Properties | Back Directory | [Boiling point ]
258℃ | [density ]
1.10 | [Fp ]
110℃ | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [form ]
Solid | [pka]
4.29±0.31(Predicted) | [Appearance]
Light yellow to yellow Liquid |
Hazard Information | Back Directory | [Synthesis]
To a suspension of 1H-imidazole-2-carbaldehyde (480 mg, 5 mmol) and anhydrous potassium carbonate (936 mg, 6 mmol) in N,N-dimethylformamide (7 mL) was added ethyl iodide (829 mg, 6 mmol). The reaction mixture was heated at 50 °C with stirring for 5 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was subjected to liquid-liquid partitioning with distilled water (30 mL) and ethyl acetate (30 mL). The aqueous phase was further extracted with ethyl acetate (20 mL x 3). All organic phases were combined, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 1-ethyl-1H-imidazole-2-carbaldehyde as a light yellow oil (520 mg, 84% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 1.42-1.46 (t, J = 7.2 Hz, 3H), 4.42-4.47 (q, 2H), 7.19 (s, 1H), 7.29 (s, 1H), 9.82 (s, 1H). lC-MS (ESI) m/z: 125 (M + 1)+. | [References]
[1] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 2, p. 363 - 386 [2] Patent: US2010/35883, 2010, A1. Location in patent: Page/Page column 70-71 [3] Patent: EP1422228, 2004, A1. Location in patent: Page 223 [4] Patent: EP1550657, 2005, A1. Location in patent: Page/Page column 84 [5] Chemico-Biological Interactions, 2016, vol. 259, p. 85 - 92 |
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