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| | 3-Quinolinecarboxaldehyde Basic information |
| | 3-Quinolinecarboxaldehyde Chemical Properties |
| Melting point | 68-71 °C (lit.) | | Boiling point | 128°C/1mmHg(lit.) | | density | 1.223±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | Powder | | pka | 3.36±0.11(Predicted) | | color | White to yellow | | λmax | 282nm(MeOH)(lit.) | | Sensitive | Air Sensitive | | BRN | 113269 | | InChI | 1S/C10H7NO/c12-7-8-5-9-3-1-2-4-10(9)11-6-8/h1-7H | | InChIKey | RYGIHSLRMNXWCN-UHFFFAOYSA-N | | SMILES | [H]C(=O)c1cnc2ccccc2c1 | | CAS DataBase Reference | 13669-42-6(CAS DataBase Reference) |
| | 3-Quinolinecarboxaldehyde Usage And Synthesis |
| Chemical Properties | White to yellow powder | | Uses | 3-Quinolinecarboxaldehyde was used in the synthesis of 1,4-addition products. | | General Description | The structure and vibrational spectra of 3-quinolinecarboxaldehyde has been studied. | | Synthesis | General method: n-Butyllithium (2.5 M in hexane, 300 μL, 0.72 mmol) was added slowly and dropwise to an anhydrous THF (1.5 mL) solution of 3-bromoquinoline (100 mg, 0.48 mmol) at -78 °C. The reaction solution turned red. The reaction solution then turned red, followed by the addition of N,N-dimethylformamide (192 μL, 2.49 mmol). After maintaining the reaction temperature at -78 °C for 10 min, the reaction was quenched with deionized water. The reaction mixture was transferred to saturated aqueous sodium bicarbonate solution (10 mL) and extracted with ethyl acetate (3 × 10 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: n-hexane solution of 10% ethyl acetate) to give quinoline-3-carbaldehyde as a yellow solid in 53% yield. | | References | [1] Tetrahedron Letters, 2003, vol. 44, # 10, p. 2033 - 2035
[2] Tetrahedron, 2003, vol. 59, # 43, p. 8629 - 8640
[3] Tetrahedron, 2002, vol. 58, # 17, p. 3387 - 3400
[4] European Journal of Medicinal Chemistry, 2019, p. 290 - 320 |
| | 3-Quinolinecarboxaldehyde Preparation Products And Raw materials |
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