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2-benzimidazolyl benzoic acid copper complex with anti-fungal activity and preparation method

A kind of technology of benzimidazolyl benzene and formyl benzoic acid, applied in the metal complex of benzimidazole heterocyclic compound and preparation field thereof

Inactive Publication Date: 2017-08-15
SOUTHWEST FORESTRY UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Another method is prepared by the reaction of o-phenylenediamine and aldehyde. The reaction conditions required by this method are relatively mild and the reaction time is short, but it is easy to produce a large amount of Schiff base by-products in the process of condensation of amino groups and aldehyde groups

Method used

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  • 2-benzimidazolyl benzoic acid copper complex with anti-fungal activity and preparation method
  • 2-benzimidazolyl benzoic acid copper complex with anti-fungal activity and preparation method
  • 2-benzimidazolyl benzoic acid copper complex with anti-fungal activity and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Add 0.24 g Cu(NO 3 ) 2 •3H 2 O (1 mmol) and 0.24 g 2-benzimidazolylbenzoic acid (1 mmol), then add 20 mL of absolute ethanol as a solvent, stir at room temperature for 15 min to mix the reactants evenly, seal the reaction vessel and place at 100 °C React for 48 h. A reddish-brown crystalline solid was formed with a yield of 38%.

Embodiment 2

[0029] Add 0.24 g Cu(NO 3 ) 2 •3H 2 O (1 mmol) and 0.24 g 2-benzimidazolylbenzoic acid (1 mmol), then add 20 mL of a mixed solvent of absolute ethanol and water (V 乙醇 : V 水 = 1:1), stirred at room temperature for 15 min to mix the reactants evenly, sealed the reactor and reacted at 100 °C for 48 h. A reddish-brown crystalline solid was formed with a yield of 68%.

[0030] As a comparative experiment;

Embodiment 3

[0032] Add 0.24 g Cu(NO 3 ) 2 •3H 2 O (1 mmol) and 0.24 g 2-benzimidazolylbenzoic acid (1 mmol), then add 20 mL of distilled water as solvent, stir at room temperature for 15 min to mix the reactants evenly, seal the reaction vessel and react at 100 °C for 48 h. Because 2-benzimidazole benzoic acid is insoluble in water, it cannot be mixed with Cu 2+ reaction, no target product was formed.

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Abstract

The invention discloses a 2-benzimidazolyl benzoic acid copper complex with anti-fungal activity and a preparation method. The complex is prepared by the following steps: taking 2-benzimidazolyl benzoic acid and Cu(NO3)2.3H2O to react in a mixed solvent of ethanol and water; controlling heating temprature to 100 DEG C and reacting for 48h. The molecular structure of the copper complex is confirmed through an X-ray single-crystal diffraction and infrared spectrum. An anti-fungal activity experiment shows that the copper complex has good inhibition activity on fungus wheat take-all and rice disease. The molecular structure of the copper complex is shown as follows: a formula is shown in the description.

Description

technical field [0001] The invention belongs to crop antibacterial agents, in particular to metal complexes of benzimidazole heterocyclic compounds and their preparation. [0002] technical background [0003] Benzimidazole heterocyclic compounds have various biological activities such as antifungal, antibacterial, anticancer, neuroactivity, etc. They are of great value in the field of medicinal chemistry, and also play an important role in the development and research of pesticides. The imidazole fungicide carbendazim is one of the most widely used broad-spectrum antifungal agents. There are mainly two methods for the synthesis of such compounds. One is prepared by the reaction of o-phenylenediamine and carboxylic acid under acidic conditions. This method usually needs to be carried out under high temperature and high pressure conditions, and requires a long reaction time. Another method is prepared by reacting o-phenylenediamine and aldehyde. The reaction conditions requi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/18A01N43/52A01P3/00
CPCA01N43/52C07D235/18
Inventor 王大伟杨斌赵宁杨思林泽桑梓史正军吴晓丽冯小飞
Owner SOUTHWEST FORESTRY UNIVERSITY
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