Schiff base derivative and preparation method thereof

A technology for Schiff bases and derivatives, applied in the field of Schiff base derivatives and their preparation, can solve the problems of using organic solvents for Schiff base derivatives, and achieve easy availability of equipment and raw materials, easy operation and control, and solubility Good results

Inactive Publication Date: 2018-02-09
CHONGQING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In view of the above-mentioned deficiencies in the prior art, the purpose of the present invention is to provide a Schiff base derivative and a preparation meth

Method used

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  • Schiff base derivative and preparation method thereof
  • Schiff base derivative and preparation method thereof
  • Schiff base derivative and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0027] In a 25mL hydrothermal reactor, add 15mL of water (filling degree is 60%), then add 1mmol of o-aminophenol and 1mmol of p-tolualdehyde, and react at 150°C for 180 minutes. After the reaction, the reactor was cooled to room temperature, and the reaction product was filtered, dried, recrystallized, and dried in sequence to obtain the target product. The solvent used for recrystallization in this example was ethyl acetate.

Embodiment 2

[0029] In a 50 mL hydrothermal reaction kettle, add 25 mL of water (filling degree is 50%), then add 2 mmol of o-aminophenol and 2 mmol of p-tolualdehyde, and react at 120° C. for 240 minutes. After the reaction, the reactor was cooled to room temperature, and the reaction product was filtered, dried, recrystallized, and dried in sequence to obtain the target product. The solvent used for recrystallization in this example was 95% ethanol.

Embodiment 3

[0031] In a 50 mL hydrothermal reactor, add 20 mL of water (filling degree is 40%), then add 1 mmol of o-aminophenol and 1.5 mmol of p-tolualdehyde, and react at 100° C. for 300 minutes. After the reaction, the reactor was cooled to room temperature, and the reaction product was filtered, dried, recrystallized, and dried in sequence to obtain the target product. The solvent used for recrystallization in this example was ethyl acetate.

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Abstract

The invention discloses a Schiff base derivative and a preparation method thereof. A structural formula of the Schiff base derivative is as shown in the specification. The preparation method includes:subjecting ortho-aminophenol and p-tolualdehyde in a molar ratio of 1:1-2 to reaction in a hydrothermal reaction kettle for 180-360min at a reaction temperature of 90-170 DEG C, wherein the water filling degree of the hydrothermal reaction kettle is 30-70%; after reaction is finished, subjecting reaction products to filtering, drying and recrystallizing to obtain the Schiff base derivative. By substitution of a conventional organic solvent with water as a reaction medium without use of any catalysts, nontoxicity, harmlessness and environmental friendliness are realized. In addition, by reaction material selection and reaction condition optimization, yield of the prepared Schiff base derivative is greatly increased and maximally reaches 68.8% which is evidently higher than the yield of theSchiff base derivative prepared according to an existing similar method.

Description

technical field [0001] The invention belongs to the field of organic synthesis, in particular to a Schiff base derivative and a preparation method thereof. Background technique [0002] Schiff's base mainly refers to a class of organic compounds containing imine or imine groups, usually formed by the condensation of compounds containing active carbonyl groups and primary amines. Schiff bases and their complexes have excellent biological activities such as antibacterial, anticancer, antiviral, and herbicidal, as well as special optical and electromagnetic properties. Therefore, it has aroused extensive research interests of researchers in the fields of medicine, biology, catalysis, and functional materials in recent years. [0003] However, the traditional preparation method of Schiff base is generally obtained by condensation reaction of a compound containing an active carbonyl group and an amine in an organic solvent. The reaction requires the use of an organic solvent and...

Claims

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Application Information

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IPC IPC(8): C07C251/24C07C249/02C09K11/06
CPCC07C251/24C07C249/02C09K11/06C09K2211/1007
Inventor 黄杰何志健
Owner CHONGQING UNIV OF TECH
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