Pyridine ring-containing aryl alkene nitrile carbazole reaction type fluorine ion fluorescent probe as well as preparation method and application of pyridine ring-containing aryl alkene nitrile carbazole reaction type fluorine ion fluorescent probe
A technology of arylene nitrile carbazoles and fluorescent probes, which is applied in the detection field and can solve problems such as poor hydrophilicity, low probe sensitivity, and small conjugated systems
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Embodiment 1
[0034] A method for preparing a pyridine ring-containing aryl nitrile carbazole reactive fluoride ion fluorescent probe, comprising the following steps:
[0035] (a) Preparation of 2-methoxy-9-propyl-9H-carbazole
[0036] In a 100 mL round bottom flask, 2-methoxy-9H-carbazole (5.91 g, 30 mmol) and sodium hydroxide (6 g, 150 mmol) were added and dissolved in DMSO (60 mL), and iodopropane (10.2 mmol) was added with stirring. g, 60 mmol). After all the raw materials were added, a condenser tube and an Ar balloon were placed above the round-bottomed flask, and the temperature was raised to 60 °C for 16 h after vacuuming for three times. After the reaction was completed, it was cooled to room temperature, diluted with 60 mL of water, extracted with dichloromethane (60 mL×3), the organic phases were combined and washed with saturated NaCl solution (100 mL×2), then anhydrous sodium sulfate was added and allowed to stand for 15 min, and the mixture was rotated under reduced pressure....
Embodiment 2
[0046] A method for preparing a pyridine ring-containing aryl nitrile carbazole reactive fluoride ion fluorescent probe, comprising the following steps:
[0047] (a) Preparation of 2-methoxy-9-propyl-9H-carbazole
[0048] In a 100 mL round-bottomed flask, 2-methoxy-9H-carbazole (4.93 g, 25 mmol) and sodium hydroxide (5 g, 125 mmol) were added and dissolved in DMSO (50 mL), and iodopropane (10.6 mmol) was added with stirring. g, 62.5 mmol). After all the raw materials were added, a condenser tube and an Ar balloon were placed above the round-bottomed flask, and the temperature was raised to 60 °C for 16 h after vacuuming for three times. After the reaction was completed, cooled to room temperature and diluted with 50 mL of water, extracted with dichloromethane (50 mL×3), the organic phases were combined and washed with saturated NaCl solution (80 mL×2), then anhydrous sodium sulfate was added and allowed to stand for 15 min, and the mixture was rotated under reduced pressure. ...
Embodiment 3
[0058] A method for preparing a pyridine ring-containing aryl nitrile carbazole reactive fluoride ion fluorescent probe, comprising the following steps:
[0059] (a) Preparation of 2-methoxy-9-propyl-9H-carbazole
[0060] In a 100 mL round-bottom flask, 2-methoxy-9H-carbazole (5.91 g, 30 mmol) and potassium hydroxide (6.72 g, 120 mmol) were added and dissolved in DMSO (60 mL), and iodopropane ( 15.3 g, 90 mmol). After all the raw materials were added, a condenser tube and an Ar balloon were placed above the round-bottomed flask, and the temperature was raised to 65 °C for 14 h after vacuuming for three times. After the reaction was completed, it was cooled to room temperature, diluted with 60 mL of water, extracted with dichloromethane (60 mL×3), the organic phases were combined and washed with saturated NaCl solution (100 mL×2), then anhydrous sodium sulfate was added and left to stand for 15 min, and the mixture was rotated under reduced pressure. The crude product was obt...
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