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A kind of preparation method of benzotriazole derivatives

A technology of benzotriazole derivatives, which is applied in the field of preparation of benzotriazole derivatives, can solve the problems of strong toxicity, explosiveness and inconvenient industrial production

Active Publication Date: 2021-05-11
WENZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Sodium azide is used in the reaction system. Sodium azide has strong toxicity and explosiveness, so it needs to be very careful to enlarge the reaction, which is not convenient for industrial production.

Method used

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  • A kind of preparation method of benzotriazole derivatives
  • A kind of preparation method of benzotriazole derivatives
  • A kind of preparation method of benzotriazole derivatives

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Experimental program
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Embodiment Construction

[0026] Add the reaction substrate, triphenylphosphine, dioxane, and di-tert-butyl peroxide into the reaction vessel, and react at 130°C for 9 hours. After the reaction, dilute with ethyl acetate, concentrate under reduced pressure, and dilute the concentrate Separation by column chromatography (wherein the silica gel is 300-400 mesh silica gel), using a mixture of petroleum ether and ethyl acetate with a volume ratio of 15:1 as the eluent, collecting the eluent, spinning off the solution to obtain the product, the reaction formula is as follows Show:

[0027]

[0028] The reaction substrate of each embodiment, product, product character, separation yield are as follows:

[0029]

[0030] The nuclear magnetic analysis result of each embodiment product is as follows:

[0031] 2-(piperidin-1-yl)-2H-benzo[d][1,2,3]triazole

[0032]

[0033] White solid (72% overall isolated yield). 1 H NMR (500 MHz, CDCl 3 )δ7.82-7.83(m,2H),7.36-7.38(m,2H),3.48-3.49(m,4H),1.89-1.90(m,...

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Abstract

The invention belongs to the field of synthesis of nitrogen-containing heterocyclic compounds, and in particular relates to a preparation method of benzotriazole derivatives, wherein a 2-nitro-substituted reaction substrate, triphenylphosphine, di-tert-butyl peroxide , The solvent is placed in a container, and the reaction is completed at 100-160° C. to obtain a product, namely a benzotriazole derivative. Compared with the prior art, the present invention provides another synthesis method, the reaction system has no metal, the reaction process is easy to control, and is beneficial to industrial mass production of products.

Description

technical field [0001] The invention belongs to the field of synthesis of nitrogen-containing heterocyclic compounds, and in particular relates to a preparation method of benzotriazole derivatives. Background technique [0002] Benzotriazole derivatives are important nitrogen-containing heterocyclic compounds with high reactivity and anticancer properties, Xiaobo Shang et al. Water, Chem.Eur.J.2014,20,1825-1828) discloses a synthesis of benzotriazole derivatives based on copper-catalyzed cyclization reaction of 2-halogenated alkanes and sodium azide, the reaction formula is as follows: [0003] [0004] Sodium azide is used in the reaction system, and sodium azide has strong toxicity and explosiveness, so it needs to be very careful to enlarge the reaction, which is not convenient for industrial production. Contents of the invention [0005] The object of the present invention is to provide a preparation method of benzotriazole derivatives in order to overcome the shor...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D249/18
CPCC07D249/18
Inventor 周云兵吴键刘妙昌高文霞黄小波吴华悦
Owner WENZHOU UNIV
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