Identification | Back Directory | [Name]
PYRIMIDINE-4-CARBOXALDEHYDE | [CAS]
2435-50-9 | [Synonyms]
RARECHEM AK ML 0567 4-PYRIMIDINE CARBALDEHYDE 4-Pyrimidinecarboxaldehyde PYRIMIDINE-4-CARBOXALDEHYDE 4-Pyrimidinecarboxaldehyde (7CI,8CI,9CI) 4-Formylpyrimidine, 4-Formyl-1,3-diazine PYRIMIDINE-4-CARBOXALDEHYDE ISO 9001:2015 REACH | [Molecular Formula]
C5H4N2O | [MDL Number]
MFCD03789624 | [MOL File]
2435-50-9.mol | [Molecular Weight]
108.1 |
Chemical Properties | Back Directory | [Boiling point ]
225.3±13.0 °C(Predicted) | [density ]
1.234±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [form ]
liquid | [pka]
-0.14±0.10(Predicted) | [color ]
Clear, faint yellow | [InChI]
InChI=1S/C5H4N2O/c8-3-5-1-2-6-4-7-5/h1-4H | [InChIKey]
OKULHRWWYCFJAB-UHFFFAOYSA-N | [SMILES]
C1=NC=CC(C=O)=N1 |
Hazard Information | Back Directory | [Synthesis]
Method G: Synthesis of the intermediate 7(1-7) - pyrimidine-4-carbaldehyde. To a 10 mL solution of dioxane containing 1.0 g (10 mmol, 1.0 eq.) of 4-methylpyrimidine was added 1.2 g (10 mmol, 1.0 eq.) of selenium dioxide. The reaction mixture was heated at 100 °C for 5 hours and subsequently cooled to room temperature. After the addition of 0.25 g (2.3 mmol, 0.23 eq.) of selenium dioxide was made up, the heating was continued at 100 °C for 1 hour. After completion of the reaction, the mixture was cooled to room temperature and filtered through Celite. The filter cake was washed with 200 mL of ethyl acetate, and the filtrates were combined and concentrated under vacuum. The resulting dark brown oil was suspended with 200 mL of dichloromethane and filtered. Finally, the solvent was removed by vacuum to give 0.3 g (2.8 mmol, 28% yield) of pyrimidine-4-carbaldehyde (1-7) as a dark brown oily product. | [References]
[1] Heterocycles, 2003, vol. 60, # 4, p. 953 - 957 [2] Patent: WO2007/104053, 2007, A2. Location in patent: Page/Page column 36 [3] Patent: US2003/125339, 2003, A1 [4] Patent: EP150984, 1991, B1 [5] Patent: US4826833, 1989, A |
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