Lower alcohol detecting probe, preparation method and application thereof
A technology for detecting probes and lower alcohols, applied in the field of analytical chemistry detection, can solve the problems of expensive instruments, high technical requirements for operation and analysis, long detection time, etc., and achieves the effects of convenient processing, huge application prospects, and highly selective detection.
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Embodiment 1
[0024] Embodiment 1: R1 and R3 are hydrogen atoms, R2 are nitrogen atoms in the general formula, (probe 1 )
[0025] Synthesis steps: Add o-hydroxyaniline (0.011 mol) ethanol solution dropwise to 1,8-naphthyridine-2-carbaldehyde (0.01 mol) ethanol solution under nitrogen protection, stir at room temperature for 30 minutes and then reflux for 2 hours to remove Solvent, ethanol recrystallization, the final product (2.07 g, 65%) can be obtained.
[0026] The characterization is as follows: Characterization of 1 : Mp = 199?201 °C. HRMS (EI) m / z: calcd for C 15 h 11 N 3 ONa [M + Na] + , 272.0794; found, 272.0799. 1 H NMR (400 MHz, DMSO- d 6 , TMS): δ H 9.42 (s, 1H), 9.17 (d, 1H), 8.98 (s, 1H), 8.68 (m, 1H), 8.60 (m, 1H), 8.53 (m, 1H), 7.71 (m, 1H), 7.46 (m, 1H), 7.20 (m, 1H). 6.99 (m, 1H), and 6.92 (m, 1H). 13 C NMR (100 MHz, DMSO-d 6 ): δ C 159.24, 158.12, 155.85, 154.67, 152.47, 138.77, 137.98, 136.62, 129.57, 123.94, 123.61, 120.37, 120.14, and 117.04.
Embodiment 2
[0027] Embodiment two: R1 and R3 are hydrogen atoms in the general formula, and R2 is group, (probe 2)
[0028] The synthesis steps were the same as in Example 1, except that 8-ethyl acetate methoxyquinoline-2-carbaldehyde was used instead of 1,8-naphthyridine-2-carbaldehyde in Example 1, and the yield was 67%.
[0029] The characterization is as follows: Characterization of 2 : Mp = 159?160 °C. HRMS (EI) m / z: calcd for C 20 h 18 N 2 o 4 [M + Na] + , 373.1159; found, 373.1169. 1 H NMR (400 MHz, CDCl 3 , TMS): δ H 9.14(s, 1H), 8.38 (m, 1H), 8.25 (m, 1H), 7.50 (m, 1H), 7.42 (s, 1H), 7.26 (m, 2H), 7.04 (m, 2H), 6.96 (m, 2H), 5.02 (s, 2H), 4.31 (q, 2H). and 1.30 (t, 3H). 13 C NMR (100 MHz, CDCl 3 ): δ C 168.63, 157.50, 153.89, 153.61, 152.91, 139.96, 136.70, 134.36, 130.27, 127.93, 120.40, 118.96, 115.39, 110.25, 61.57, 16.22.
[0030] Probe molecules 1 and 2 (1.5 × 10 -5 M) add in corresponding solvent, measure ultraviolet-visible spectrum change, as figure 1...
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