Preparation and application of benzoyl hydrazine derivative
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A technology of benzohydrazide and derivatives, which is applied in the preparation and application field of benzohydrazide derivatives, can solve the problems of quenching response signal, inconvenient detection of metal ions, and large interference of coexisting ions, etc., and achieves easy purification , low cost and low detection limit
Inactive Publication Date: 2016-02-24
HAINAN MEDICAL COLLEGE
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[0002] Among the reported fluorescent molecular probes, most of them have the following disadvantages: complex synthesis and separation, large interference of other coexisting ions in the test process, high detection limit, and quenching response signal, etc. (Y.T.LiandC.M.Yang, Chem. .Commun.,2003,2884-2885.;L.Fabbrizzi,M.Licchelli,P.Pallavicini,A.Perotti,A.TagliettiandD.Sacchi,Chem.Eur.J.,1996,2,75-82.;M.N. Elizabeth, J.L.Stephen, J.Mater.Chem., 2005,15,2778-2783.), which has brought great influence and inconvenience to the detection of metal ions
but on Mg 2+ There are few reports on detection
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Embodiment 1
[0022] The synthesis of benzohydrazide derivative P compound shown in formula 1 (see figure 1 ):
[0023] Heat 1 mmol of ethyl anthranilate and 1.5 mmol of hydrazine hydrate in absolute ethanol to reflux for 4 h. After cooling to room temperature, the precipitated solid is filtered, washed with absolute ethanol, and the intermediate compound obtained after drying is directly used in the next step. The intermediate was reacted with o-hydroxynaphthaldehyde at a molar ratio of 1:1 in absolute ethanol for 4 hours at 80°C. After cooling, the precipitated solid was filtered with suction, washed with a large amount of water and absolute ethanol, and dried to obtain a light yellow solid pure Product P (see figure 2 and 3 ), 85% yield.
[0024] From figure 2 Molecular ion peaks and image 3 The chemical shift of H in can be used to know the formation of benzoylhydrazide derivative P.
[0025] Optical Recognition of Mg2+ by Benzohydrazide Derivative P
[0026] 1) The diluent is...
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Abstract
The present invention relates to a fluorescent molecular probe, and particularly to preparation and application of a benzoyl hydrazine derivative . The structure of the benzoyl hydrazine derivative P is as shown in a formula 1. A preparation method comprises the following steps: heating ethyl anthranilate and hydrazine hydrate to reflux in anhydrous alcohol for 4-6 h, cooling down the mixture until the temperature reaches the room temperature, then precipitating and filtering a solid, and washing the solid with anhydrous alcohol , and drying to obtain an intermediate compound; and enabling the intermediate to react with 2-hydroxy-1-naphthaldehyde for 4-6 hours in anhydrous alcohol at a temperature of 70-80 DEG C, cooling down the mixture, then precipitating and leaching a solid, then washing the solid, and drying the solid to obtain a yellowish solid pure product P. The benzoyl hydrazine derivative P can be used as a fluorescent probe to implement identification and detection on Mg2+. The benzoyl hydrazine derivative P obtained by an effective synthesis means has relatively good selectivity on Mg2+, and on the basis of optimized experimental conditions, detection on Mg2+ can be implemented. The formula 1 is as shown in the specification.
Description
technical field [0001] The invention relates to a fluorescent molecular probe, in particular to the preparation and application of a benzohydrazide derivative. Background technique [0002] Among the reported fluorescent molecular probes, most of them have the following disadvantages: complex synthesis and separation, large interference of other coexisting ions in the test process, high detection limit, and quenching response signal, etc. (Y.T.LiandC.M.Yang, Chem. .Commun.,2003,2884-2885.;L.Fabbrizzi,M.Licchelli,P.Pallavicini,A.Perotti,A.TagliettiandD.Sacchi,Chem.Eur.J.,1996,2,75-82.;M.N. Elizabeth, J.L.Stephen, J.Mater.Chem., 2005,15,2778-2783.), which has brought great influence and inconvenience to the detection of metal ions. especially due to the influence of Ca 2+ interference, Mg 2+ There are few studies on probes (Zhang Dengqing. Advances in Chemistry, 2009, 21, 715-723.). [0003] Benzohydrazide derivatives have excellent optical properties and are easy to synth...
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