Method for synthesizing C-5-bit trifluoromethylated 8-aminoquinoline by utilizing micro-channel reaction device under visible light

[0043] N-(quinolin-8-yl)benzamide (5 mmol, 1.0 equiv) was weighed and dissolved in dimethylformamide (10 mL) and loaded into syringe a. NaCF 3 SO 2(10 mmol, 2.0 equiv) and Eosin Y (0.25 mmol, 5% equiv) were dissolved in water (10 mL) and loaded in syringe b. The reaction solution in a and b enters the reactor with a coil inner diameter of 0.5mm under visible light through the Y-type mixer, the flow rate of the syringe a and b is 0.5mL / min, and the flow rate of the microreactor is 1.0mL / min, the reaction temperature was controlled at 30°C, the residence time was 20min, and the reaction progress was detected by TLC (petroleum ether:ethyl acetate=4:1). 100mL saturated NaHCO 3 (aq) washing, liquid separation, the aqueous phase was extracted with ethyl acetate (150mL×3), the organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the crude product was concentrated with ethyl acetate / n-hexane as solvents respectively Recrystallized

[0045] N-(quinolin-8-yl)benzamide (5 mmol, 1.0 equiv) was weighed and dissolved in dimethyl sulfoxide (10 mL) and loaded into syringe a. NaCF 3 SO 2 (10 mmol, 2.0 equiv) and Eosin Y (0.25 mmol, 5% equiv) were dissolved in water (10 mL) and loaded in syringe b. The reaction solution in a and b enters the reactor with a coil inner diameter of 0.5mm under visible light through the Y-type mixer, the flow rate of the syringe a and b is 0.5mL / min, and the flow rate of the microreactor is 1.0mL / min, the reaction temperature was controlled at 30°C, the residence time was 20min, and the reaction progress was detected by TLC (petroleum ether:ethyl acetate=4:1). 100mL saturated NaHCO 3 (aq) washing, liquid separation, the aqueous phase was extracted with ethyl acetate (150mL×3), the organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the crude product was concentrated with ethyl acetate / n-hexane as solvents respectively Recrystalliz

[0047] N-(quinolin-8-yl)benzamide (5 mmol, 1.0 equiv) was weighed and dissolved in dichloromethane (10 mL) and loaded into syringe a. NaCF 3 SO 2 (10 mmol, 2.0 equiv) and Eosin Y (0.25 mmol, 5% equiv) were dissolved in water (10 mL) and loaded in syringe b. The reaction solution in a and b enters the reactor with a coil inner diameter of 0.5mm under visible light through the Y-type mixer, the flow rate of the syringe a and b is 0.5mL / min, and the flow rate of the microreactor is 1.0mL / min, the reaction temperature was controlled at 30°C, the residence time was 20min, and the reaction progress was detected by TLC (petroleum ether:ethyl acetate=4:1). 100mL saturated NaHCO 3 (aq) washing, liquid separation, the aqueous phase was extracted with ethyl acetate (150mL×3), the organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the crude product was concentrated with ethyl acetate / n-hexane as solvents respectively Recrystallized