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ChemicalBook--->CAS DataBase List--->111851-98-0

111851-98-0

111851-98-0 Structure

111851-98-0 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[HazardClass ]

IRRITANT
[HS Code ]

2933299090
Spectrum DetailBack Directory
[Spectrum Detail]

1H-Imidazole-2-carboxaldehyde,1-ethyl-(9CI)(111851-98-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

Iodoethane

75-03-6

Imidazole-2-carboxaldehyde

10111-08-7

1H-Imidazole-2-carboxaldehyde,1-ethyl-(9CI)

111851-98-0

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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