Preparation and application of 2-methylfuran rhodamine 6G amide
A technology of methyl furan and furoyl, which is applied in the field of simple preparation of 2-methyl rhodamine 6G amide fluorescent sensing materials, and can solve the problem of low sensitivity and specific recognition of target fluorescence sensing, purification and separation Difficulties, harsh reaction conditions, etc., to achieve the effect of less raw material consumption, fast and sensitive fluorescence response, and mild reaction conditions
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Embodiment 1
[0031] (1) Weigh 1.2g of rhodamine 6G (2.5mmoL) and dissolve in 25mL of ethanol, add 2mL of excess hydrazine hydrate (98% by mass), heat to reflux at 80°C for 8 hours, and remove the solvent by rotary evaporation. Rhodamine 6G hydrazide intermediate was prepared by repeatedly washing with a large amount of distilled water, recrystallizing in ethanol, and vacuum drying at 25°C for 8 hours.
[0032] (2) Weigh 0.8g of rhodamine 6G hydrazide (1.7mmol) in 25mL of dichloromethane, add 0.1mL of 2-furoyl chloride (1.5mmol), and gradually add 0.5mL of triethylamine as an acid binding agent , The reaction was stirred at 25°C for 6 hours under the protection of nitrogen. After removing the solvent, neutral alumina was passed through the column (the volume ratio of ethyl acetate and petroleum ether in the mobile phase was 1:1) to obtain the light yellow solid product 2-methylfuran Rhodamine 6G amide.
Embodiment 2
[0034] (1) Weigh 1.2g of rhodamine 6G (2.5mmoL) in 30mL of ethanol, add 2mL of excess hydrazine hydrate (98% by mass), heat to reflux at 85°C for 7 hours, and remove the solvent by rotary evaporation. Rhodamine 6G hydrazide intermediate was prepared by repeatedly washing with a large amount of distilled water, recrystallizing in ethanol, and vacuum drying at 30°C for 5 hours.
[0035] (2) Weigh 0.8 g of rhodamine 6G hydrazide (1.7 mmol) in 25 mL of dichloromethane, add 0.1 mL of 2-furoyl chloride (1.5 mmol), and gradually add 1 mL of triethylamine as an acid binding agent. The reaction was stirred at 30°C for 5 hours under the protection of nitrogen. After removing the solvent, neutral alumina was passed through the column (the volume ratio of ethyl acetate and petroleum ether in the mobile phase was 1:1.25) to obtain the pale yellow solid product 2-methylfuran rhodan Ming 6G amide.
Embodiment 3
[0037] (1) Weigh 1.2g of rhodamine 6G (2.5mmoL) and dissolve in 30mL of ethanol, add 3mL of excess hydrazine hydrate (98% by mass), heat to reflux at 85°C for 6 hours, and remove the solvent by rotary evaporation. Rhodamine 6G hydrazide intermediate was obtained by repeatedly washing with a large amount of distilled water, recrystallizing in ethanol, and vacuum drying at 30°C for 6 hours.
[0038] (2) Weigh 0.8g of rhodamine 6G hydrazide (1.7mmol) in 30mL of dichloromethane, add 0.15mL of 2-furoyl chloride (2.3mmol), and gradually add 1mL of triethylamine as an acid binding agent. The reaction was stirred at 30°C for 4 hours under the protection of nitrogen. After removing the solvent, neutral alumina was passed through the column (the volume ratio of ethyl acetate and petroleum ether in the mobile phase was 1:1) to obtain the pale yellow solid product 2-methylfuran rhodan Ming 6G amide.
[0039] Example 3 is the best example.
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