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4-(2-Benzothiazolyl aminoiminomethyl) phenoxyacetic acid and cupric complexes and preparation methods thereof

A technology of benzothiazolyliminomethyl and phenoxyacetic acid, which is applied in the field of 4-phenoxyacetic acid and its copper complexes and their preparation, can solve the problems such as the antibacterial performance needs to be improved, and achieves the improvement of the antibacterial and antifungal performance. , the effect of increasing the coordination group and enriching the coordination mode

Inactive Publication Date: 2007-09-19
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] From the content disclosed in the above documents, we can see that the antibacterial properties of 2-aminothiazole acetal Schiff base (Schiff base) and metal complexes thereof still need to be improved.

Method used

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  • 4-(2-Benzothiazolyl aminoiminomethyl) phenoxyacetic acid and cupric complexes and preparation methods thereof
  • 4-(2-Benzothiazolyl aminoiminomethyl) phenoxyacetic acid and cupric complexes and preparation methods thereof
  • 4-(2-Benzothiazolyl aminoiminomethyl) phenoxyacetic acid and cupric complexes and preparation methods thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0036] (1) Preparation of 4-(2-benzothiazolyl iminomethyl)phenoxyacetic acid Take p-formylphenoxyacetic acid 7.2g (0.04mol), 2-aminobenzothiazole 6.0g (0.04mol) and methyl Add 174.3mL (2.0mol) of acetone into a 500mL round-bottomed flask, stir, and reflux at a constant temperature of 80°C for 2h; stop the reaction, cool to room temperature and filter, and the obtained solid is 4-(2-benzothiazolyl Aminomethyl) phenoxyacetic acid crude product; the filtrate is transferred to the distillation unit, distilled and reclaimed methyl acetone 160mL, the residual solid matter is 4-(2-benzothiazolyl iminomethyl) phenoxyacetic acid crude product The 4-(2-benzothiazolyl iminomethyl) phenoxyacetic acid crude product of twice gained is merged, and is dried to constant weight first in the vacuum drying device of 40 ℃, then recrystallizes with 200mL ethanol, again in Dry to constant weight in a vacuum drying device at 40° C. to obtain 10.5 g of 4-(2-benzothiazolyl iminomethyl) phenoxyacetic ac...

Embodiment 2

[0047] (1) Preparation of 4-(2-benzothiazolyl iminomethyl)phenoxyacetic acid takes p-formylphenoxyacetic acid 7.2g (0.04mol), 2-aminobenzothiazole 6.0g (0.04mol) and acetone 294.9 Add mL (4.0mol) into a 500mL round-bottomed flask, stir, and reflux at a constant temperature of 70°C for 5 hours; stop the reaction, cool to room temperature and filter, and the obtained solid is 4-(2-benzothiazolyl iminomethyl base) phenoxyacetic acid crude product; the filtrate is transferred to a distillation apparatus, distilled and reclaimed acetone 280mL, and the residual solid matter is 4-(2-benzothiazolyl iminomethyl) phenoxyacetic acid crude product; The crude products of 4-(2-benzothiazolyl iminomethyl)phenoxyacetic acid obtained were combined, first dried to constant weight in a vacuum drying device at 45°C, then recrystallized with 200mL ethanol, and then recrystallized in a vacuum at 45°C. Dry to constant weight in a drying device to obtain 11.3 g of 4-(2-benzothiazolyliminomethyl)pheno...

Embodiment 3

[0050] (1) Preparation of 4-(2-benzothiazolyl iminomethyl)phenoxyacetic acid Take p-formylphenoxyacetic acid 7.2g (0.04mol), 2-aminobenzothiazole 6.0g (0.04mol) and methanol 242.4 Add mL (6.0mol) into a 500mL round bottom flask and stir, and reflux at a constant temperature of 60°C for 8h; stop the reaction, cool to room temperature and filter, the obtained solid is 4-(2-benzothiazolyl iminomethyl base) crude product of phenoxyacetic acid; transfer the filtrate to a distillation apparatus, distill and reclaim 230 mL of methanol, and the residual solid matter is the crude product of 4-(2-benzothiazolyl iminomethyl) phenoxyacetic acid; The crude products of 4-(2-benzothiazolyl iminomethyl)phenoxyacetic acid obtained were combined, first dried to constant weight in a vacuum drying device at 40°C, then recrystallized with 200mL ethanol, and then recrystallized in a vacuum at 40°C. Dry to constant weight in a drying device to obtain 11.6 g of 4-(2-benzothiazolyliminomethyl)phenoxya...

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Abstract

The invention disclose a chemical structure of the 4-(2-Benzothiazolyliminomethyl)phenoxyacetic acid (1) and the copper complex (2) thereof, which is described as chart. The invention also discloses the preparing method of above two composition. The disclosed two composition has a strong antibiosis and mildewproof function, a simple and mature art, a low cost and little waste output which can be used for antibiosis and mildewproof agent in the paper industry.

Description

technical field [0001] The invention belongs to the technical field of 2-aminothiazole acetal Schiff base (Schiff base) and its metal complex and its preparation method, and specifically relates to the synthesis of p-formylphenoxyacetic acid, 2-aminobenzothiazole and copper salt The obtained 4-(2-benzothiazolyl iminomethyl)phenoxyacetic acid and its copper complex and their preparation methods. Background technique [0002] The antibacterial and anti-mildew of industrial products is an eternal topic. In recent years, with the continuous improvement of people's living standards, the awareness of health and environmental protection has also been strengthened. People are paying more and more attention to the harm caused by microorganisms to human health, especially in 2003 The global spread of the SARS virus has left people with lingering fears. Therefore, the research on the synthesis and application of antibacterial compounds has attracted much attention. However, as people...

Claims

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Application Information

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IPC IPC(8): C07D277/82C07F1/08
Inventor 陈武勇辜海彬赵长青
Owner SICHUAN UNIV
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