A colorimetric and fluorescent probe for rapid detection of phosgene and its synthesis method
A fluorescent probe and phosgene technology, applied in the field of colorimetric fluorescent probes and their synthesis, can solve problems such as environmental and personal safety threats, and achieve the effects of short response time, good application prospects, and low detection limit
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Embodiment 1
[0025] Embodiment 1: the synthesis of probe Phos-3
[0026] React according to the following synthetic route:
[0027]
[0028] (1) Under the protection of nitrogen, compound 1 (2.00g, 6.0mmol) and selenium dioxide (0.80g, 7.2mmol) were added to 1,4-dioxane (40mL), reacted at 75°C, passed through thin After monitoring by layer chromatography that no compound 1 remained, the reaction solution was cooled to 0°C, and methanol (10mL) and sodium borohydride (0.68g, 18.0mmol) were added thereto, and monitored by thin-layer chromatography until the reaction was completed, the The reaction solution was poured into water (100mL), and extracted with dichloromethane; the organic extract was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure, and the crude reaction product was purified and separated by column chromatography to obtain an orange solid Product (0.91 g), 43% yield.
[0029] Its H NMR spectrum is: 1 H N...
Embodiment 2
[0038] Embodiment 2: the synthesis of probe Phos-3
[0039] (1) Under the protection of nitrogen, compound 1 (2.00g, 6.0mmol) and selenium dioxide (0.66g, 6.0mmol) were added to 1,4-dioxane (40mL), reacted at 75°C, and passed through a thin After monitoring by layer chromatography that no compound 1 remained, the reaction solution was cooled to 0°C, methanol (10mL) and sodium borohydride (0.45g, 12.0mmol) were added, and after the reaction was monitored by thin-layer chromatography, the reaction solution was Poured into water (100mL), and extracted with dichloromethane; after the organic extract was washed with saturated brine and dried over anhydrous sodium sulfate, the solvent was removed under reduced pressure, and the reaction crude product was purified and separated by column chromatography to obtain an orange solid product (0.53 g), the yield is 25%.
[0040] The orange solid product prepared in this example was proved to be compound 3 according to its proton nuclear ma...
Embodiment 3
[0043] Embodiment 3: the synthesis of probe Phos-3
[0044] (1) Under the protection of nitrogen, compound 1 (2.00g, 6.0mmol) and selenium dioxide (1.33g, 12.0mmol) were added to 1,4-dioxane (40mL), reacted at 75°C, passed through thin After monitoring by layer chromatography that no compound 1 remained, the reaction solution was cooled to 0°C, and methanol (10mL) and sodium borohydride (1.13g, 30.0mmol) were added, and monitored by thin-layer chromatography until the reaction was complete, the reaction The solution was poured into water (100mL), and extracted with dichloromethane; the organic extract was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure, and the reaction crude product was purified and separated by column chromatography to obtain an orange solid product ( 0.99 g), the yield was about 47%.
[0045]The orange solid product prepared in this example was proved to be compound 3 according to its ...
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