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Synthesis method of phenylhydrazone derivative of aloe pines

A synthetic method, the technology of aloe vera pine, applied in the field of biomedicine, achieves the effect of short reaction time, simple operation steps and fast reaction rate

Active Publication Date: 2021-12-03
HAINAN MEDICAL COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The synthesis method is simple to operate and easy to popularize and apply, but the product yield of 60% still has a lot of room for improvement

Method used

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  • Synthesis method of phenylhydrazone derivative of aloe pines

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Embodiment 1

[0025] The synthetic method of the phenylhydrazone derivative of embodiment 1 aloe vera pine

[0026] (1) Compound 1-1 (10mmoL, 2.322g) was dissolved in 20mL butanol, then phenylhydrazine (10mmoL, 1.081g) and auxiliary agent (10mmoL, 0.845g) were added, and the reaction was stirred at room temperature 25°C for 3h, Concentrate under reduced pressure to obtain a concentrate; the auxiliary agent is p-toluenesulfonic acid and sodium acetate (molar ratio 0.3:10);

[0027] (2) The concentrate was separated and purified by column chromatography (petroleum ether: ethyl acetate = 4:1, v / v) to obtain a yellow oily product (2.163 g, yield 67%).

Embodiment 2

[0028] The synthetic method of the phenylhydrazone derivative of embodiment 2 aloe pine

[0029] (1) Dissolve compound 1-1 (10mmoL, 2.322g) in 20mL butanol, then add phenylhydrazine (12mmoL, 1.296g) and additives (12mmoL, 1.015g), and stir the reaction at room temperature 25°C for 3h, Concentrate under reduced pressure to obtain a concentrate; the auxiliary agent is p-toluenesulfonic acid and sodium acetate (molar ratio 0.3:10);

[0030] (2) The concentrate was separated and purified by column chromatography (petroleum ether: ethyl acetate = 4:1, v / v) to obtain a yellow oily product (2.226 g, yield 69%).

Embodiment 3

[0031] The synthetic method of the phenylhydrazone derivative of embodiment 3 aloe vera pine

[0032] (1) Compound 1-1 (10mmoL, 2.322g) was dissolved in 20mL butanol, then phenylhydrazine (12mmoL, 1.296g) and auxiliary agent (12mmoL, 1.036g) were added, and the reaction was stirred at room temperature 25°C for 3h, Concentrate under reduced pressure to obtain a concentrate; the auxiliary agent is p-toluenesulfonic acid and sodium acetate (molar ratio 0.5:10);

[0033] (2) The concentrate was separated and purified by column chromatography (petroleum ether: ethyl acetate = 4:1, v / v) to obtain a yellow oily product (2.160 g, yield 67%).

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Abstract

The invention provides a synthesis method of a phenylhydrazone derivative of pine aloes, which comprises the following steps: (1) dissolving a compound 1-1 in a solvent, then adding phenylhydrazine and an auxiliary agent, stirring for reaction, and concentrating under reduced pressure to obtain a concentrate; wherein the structural formula of the compound 1-1 is shown in the specification; the auxiliaries comprise p-toluenesulfonic acid and acetate; and (2) separating and purifying the concentrate through column chromatography to obtain a product. By adopting the method disclosed by the invention, the product yield is up to 67-85%, the reaction rate is high, and the reaction time is short. The raw materials and auxiliaries used in the method are easy to obtain, operation steps are simple, and the method is suitable for industrial production.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, in particular to a method for synthesizing phenylhydrazone derivatives of aloe pine. Background technique [0002] In the applicant's early research results, a phenylhydrazone derivative of aloesone was synthesized with aloesone as the lead compound (application number 2021105140450, titled "a phenylhydrazone derivative of aglycon aloesone with antioxidant activity and Its synthetic method"), and experiment proves that this aloe pine phenylhydrazone derivative has good antioxidant activity. The synthesis method is simple to operate and easy to popularize and apply, but the product yield of 60% still has a lot of room for improvement. Therefore, it is necessary to further improve the original synthetic method to achieve the purpose of increasing the yield. Contents of the invention [0003] After further research, the applicant accidentally discovered a synthetic method that can effectivel...

Claims

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Application Information

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IPC IPC(8): C07D311/22
CPCC07D311/22
Inventor 王雪松李友宾曾婷婷徐俊裕王燕谭银丰
Owner HAINAN MEDICAL COLLEGE
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