Fluorescence probe used for identifying phenylthioalcohol
A fluorescent probe, thiophenol technology, applied in the field of chemical analysis and detection, to achieve the effects of good sensitivity, wide application range and large Stokes shift
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Embodiment 1
[0027] Embodiment 1: the synthesis of compound 2
[0028] Compound 1 (3.32g, 10.0mmol) was dissolved in 50mL of ethylene glycol monomethyl ether, heated to 115°C until the reaction solution became clear, and then 3.0mL of hydrazine hydrate (80%) was added dropwise to the above mixed solution. After the addition was complete, the mixture was heated to reflux for 3 hours. After the reaction was completed, it was cooled to room temperature, and a large amount of orange precipitate was precipitated, which was filtered and washed to obtain compound 2. Yield: 2.32 g; Yield: 81.9%.
Embodiment 2
[0029] Embodiment 2: the synthesis of compound 3
[0030] Intermediate 2 (1.98g, 7mmol) was dissolved in 3-methyl-2-butanone (100mL), and then 3mL of concentrated sulfuric acid was slowly added dropwise, and the reaction mixture was refluxed and stirred for 4 hours under nitrogen protection. After the reaction was completed, , 3-methyl-2-butanone was removed by rotary evaporation under reduced pressure to obtain a crude product, which was separated and purified by silica gel column chromatography (petroleum ether / dichloromethane=1 / 10, v / v) to obtain product 3 as a pale yellow solid. Yield: 1.13 g; Yield: 48.5%.
Embodiment 3
[0031] Embodiment 3: the synthesis of compound 4
[0032] Compound 3 (1.0g, 3mmol) and p-Hydroxybenzaldehyde (0.37g, 3mmol) were dissolved in 20mL of dry toluene, stirred and mixed, and then glacial acetic acid (0.02mL) and piperidine (0.05mL) were added dropwise to the above mixture solution, after the dropwise addition, the mixed solution was refluxed and stirred for 6 hours under the protection of nitrogen, and the toluene was evaporated to dryness under reduced pressure to obtain a crude product, which was separated and purified by column chromatography (ethanol / dichloromethane=1 / 50, v / v ) to obtain product 4 as a red solid. Yield: 0.68 g; Yield: 51.7%.
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