| Identification | Back Directory | [Name]
1H-Imidazole-4-carboxaldehyde, 5-(1,1-dimethylethyl)- (9CI) | [CAS]
714273-83-3 | [Synonyms]
EOS-62086
5-(tert-Butyl)imidazole-4-carbaldehyde
5-tert-butyl-3H-imidazole-4-carbaldehyde
4-tert-butyl-1H-iMidazole-5-carbaldehyde
Ethyl-5-(tert-butyl)oxazote-4-carboxylate
1H-Imidazole-4-carbaldehyde,5-(1,1-dimethylethyl)-
5-(1,1-Dimethylethyl)-1H-imidazole-4-carboxaldehyde
1H-Imidazole-5-carboxaldehyde, 4-(1,1-dimethylethyl)-
1H-IMidazole-4-carboxaldehyde, 5-(1,1-diMethylethyl)-
1H-Imidazole-4-carboxaldehyde, 5-(1,1-dimethylethyl)- (9CI) | [EINECS(EC#)]
202-303-5 | [Molecular Formula]
C8H12N2O | [MDL Number]
MFCD14583325 | [MOL File]
714273-83-3.mol | [Molecular Weight]
152.19 |
| Chemical Properties | Back Directory | [Boiling point ]
338.9±30.0 °C(Predicted) | [density ]
1.092±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
solid | [pka]
11.53±0.10(Predicted) | [color ]
Off-white | [InChI]
InChI=1S/C8H12N2O/c1-8(2,3)7-6(4-11)9-5-10-7/h4-5H,1-3H3,(H,9,10) | [InChIKey]
FSTXHTKEZGSDNN-UHFFFAOYSA-N | [SMILES]
C1NC(C=O)=C(C(C)(C)C)N=1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 5-(tert-butyl)-1H-imidazole-4-carbaldehyde from (5-tert-butyl-1H-imidazol-4-yl)methanol: 50 g (324 mmol) of 5-(tert-butyl)-1H-imidazole-4-methanol was dissolved in 500 mL of dichloromethane, and 282 g (3242 mmol) of manganese dioxide was added as oxidizer. The reaction mixture was stirred at room temperature for 24 hours to complete the oxidation reaction. Upon completion of the reaction, solid impurities were removed by filtration with the aid of diatomaceous earth. The filter cake was washed three times (500 mL each) with anhydrous ethanol to remove residual reactants and by-products. Finally, the filtrate was concentrated under reduced pressure to give 43 g of a light yellow solid product, 5-(tert-butyl)-1H-imidazole-4-carbaldehyde, in 87% yield. | [References]
[1] Patent: CN107011331, 2017, A. Location in patent: Paragraph 0045; 0046
[2] Patent: CN107011322, 2017, A. Location in patent: Paragraph 0026; 0029
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 3, p. 1056 - 1071
[4] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 6, p. 1416 - 1419 |
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