| Identification | Back Directory | [Name]
4-chloroquinoline-2-carbonitrile | [CAS]
4552-43-6 | [Synonyms]
4-CHLORO-2-CYANOQUINOLINE
4-chloroquinoline-2-carbonitrile | [Molecular Formula]
C10H5ClN2 | [MDL Number]
MFCD08705675 | [MOL File]
4552-43-6.mol | [Molecular Weight]
188.61 |
| Chemical Properties | Back Directory | [Melting point ]
109 °C | [Boiling point ]
320.4±22.0 °C(Predicted) | [density ]
1.36±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
-2.08±0.50(Predicted) |
| Hazard Information | Back Directory | [Preparation]
synthesis of 4-chloroquinoline-2-carbonitrile: To a solution of 2,4-dichloroquinoline (444 mg, 2.24 mmol) in DMF (5 mL) was added zinc cyanide (117 mg, 1.14 mmol) and Pd(PPh3)4 (259 mg, 0.22 mmol). The reaction mixture was stirred at 120 °C for 1 h. A saturated NH4Cl solution (20 mL) was added and the mixture was extracted with ethyl acetate (3x5 mL). The organic layer was washed with a NaCl solution (5mL) and dried over sodium sulfate, filtered and evaporated. The product was further purified by chromatography on silica gel eluting with cyclohexane/ethyl acetate (95:5) to give 4-chloroquinoline-2-carbonitrile (392 mg, 2.085 mmol, 93 %) as a white solid. |
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