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Dipicolinamide compound and synthetic method thereof

A technology of bispyridine amide and synthesis method, which is applied in chemical instruments and methods, water treatment of special compounds, organic compound/hydride/coordination complex catalyst, etc., can solve problems such as pH partial acidity, and achieve mild reaction conditions, The effect of high reaction efficiency and broad application prospects

Active Publication Date: 2019-11-22
HARBIN INST OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The purpose of the present invention is to solve the technical problem that the pH of the existing Fenton reaction is slightly acidic and widen the application range of its pH, and to provide a synthetic method of bispyridine amide compound

Method used

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  • Dipicolinamide compound and synthetic method thereof
  • Dipicolinamide compound and synthetic method thereof
  • Dipicolinamide compound and synthetic method thereof

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specific Embodiment approach 1

[0021] Specific embodiment one: The structural formula of the bispyridine amide compound in this embodiment is as follows:

[0022]

specific Embodiment approach 2

[0023] Specific embodiment two: the synthetic method of bispyridine amide compound described in specific embodiment one is carried out according to the following steps:

[0024] 1. Dissolve 1.0-1.4g of 2-pyridinecarboxylic acid in 25-55mL of anhydrous tetrahydrofuran, add 0.9-1.2g of triethylamine dropwise, and add 0.95-1.25g of ethyl chloroformate dropwise under nitrogen protection, and then The reaction was stirred for 40 to 80 minutes under the condition of an ice-water bath to obtain ethyl 2-pyridine anhydride;

[0025] 2. Add 0.45-0.55g of o-phenylenediamine to ethyl 2-pyridine anhydride, stir at room temperature for 6-10 hours, add 45-55mL of ethyl acetate, wash three times, dry, spin to dry the solvent, and apply the sample by dry method. Separation by silica gel column chromatography to obtain a bispyridine amide compound (N,N'-phthalic bis-(2-pyridinecarboxamide)-amine).

specific Embodiment approach 3

[0026] Embodiment 3: This embodiment is different from Embodiment 2 in that in step 1, the reaction is stirred and reacted in an ice-water bath for 50 to 70 minutes. Others are the same as in the second embodiment.

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Abstract

The invention relates to a compound and a synthetic method thereof and particularly discloses a dipicolinamide compound and a synthetic method thereof. The invention aims to solve the technical problems that the pH of the existing Fenton reaction is slightly acidic and the pH application range is widened. The structure formula of the dipicolinamide compound is shown in the specification. The method comprises the following steps: 1, dissolving 2-picolinic acid in anhydrous tetrahydrofuran, dropwise adding triethylamine, dropwise adding ethyl chloroformate under nitrogen protection, and carryingout a stirring reaction under the condition of an ice-water bath to obtain picolinic (ethyl carbonic) anhydride; and 2, adding o-phenylenediamine into the picolinic (ethyl carbonic) anhydride, stirring the mixture, adding ethyl acetate, washing, drying, spin-drying the solvent, loading a sample by adopting a dry method, and carrying out silica gel column chromatography separation to obtain the dipicolinamide compound. The N,N'-(1,2-phenylene)dipicolinamide obtained in the method can broaden the use pH range of iron ions, improve the redox potential of iron, strengthen the conversion of iron between different valence states and improve the catalytic activity of iron ions. The invention belongs to the field of preparation of compounds.

Description

technical field [0001] The present invention relates to a compound and its synthesis method. Background technique [0002] The Fenton reaction has the advantages of simple operation, high efficiency, and the oxidant hydrogen peroxide is green and environmentally friendly. However, the Fenton reaction also has inherent defects: the pH range of the Fenton reaction system is narrow, and it can only be carried out in a strongly acidic medium of 2-3.5. Catalytic activity; a large amount of hydrogen peroxide needs to be used in the Fenton reaction process, resulting in low oxidant utilization; after the Fenton reaction, iron ions form iron sludge that is difficult to handle and difficult to regenerate, causing secondary pollution. Therefore, the application of the Fenton reaction is limited. In order to solve the shortcomings of the Fenton reaction, the study found that the addition of organic ligands to the Fenton system and the formation of iron complexes with iron ions not on...

Claims

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Application Information

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IPC IPC(8): C07D213/81B01J31/02C02F1/72C02F101/30
CPCC07D213/81B01J31/0244C02F1/722C02F1/725C02F2305/026C02F2101/30Y02W10/37
Inventor 陈忠林靳倩倩陈谦沈吉敏王斌远康晶赵晟锌
Owner HARBIN INST OF TECH
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