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Method for constructing 2-(1-naphthyl)-1,3,4-oxadiazole by one step through DMF as carbon source

A technology for oxadiazole and naphthyl, which is applied in the field of constructing 2-(1-naphthyl)-1,3,4-oxadiazole, can solve problems such as toxic chemical reagents, and achieves easy availability of reaction raw materials and synthetic route Novel, mild reaction conditions

Inactive Publication Date: 2019-01-18
GUILIN UNIVERSITY OF TECHNOLOGY
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Problems solved by technology

Its traditional synthetic methods often need to use toxic chemical reagents, such as phosphorus oxychloride, etc.

Method used

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  • Method for constructing 2-(1-naphthyl)-1,3,4-oxadiazole by one step through DMF as carbon source
  • Method for constructing 2-(1-naphthyl)-1,3,4-oxadiazole by one step through DMF as carbon source
  • Method for constructing 2-(1-naphthyl)-1,3,4-oxadiazole by one step through DMF as carbon source

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Embodiment 1

[0020] Add 0.2 mmol of 1-naphthylhydrazide, 0.05 mmol of cuprous iodide, and 0.2 mmol of potassium persulfate to a 25 mL test tube, add DMF (N,N-dimethylformamide) as a solvent, and store at 120 °C Stir down. After TLC (thin layer chromatography) detection, the reaction solution was cooled to room temperature, the reaction solution was filtered, extracted, the filtrate was evaporated under reduced pressure to remove the solvent, and then separated and purified by column chromatography to obtain the target product 2-(1-naphthyl )-1,3,4-oxadiazole, the eluent used in column chromatography was a mixture of petroleum ether:ethyl acetate with a volume ratio of 3:1, and the yield was 67%.

[0021] The structure of the product obtained in this embodiment is shown in figure 2 and image 3 .

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Abstract

The invention discloses a method for constructing 2-(1-naphthyl)-1,3,4-oxadiazole by one step through DMF(N,N-dimethylformamide) as a carbon source. The method is characterized in that 1-naphthhydrazide is used as a reaction raw material, DMF(N,N-dimethylformamide) is used as the carbon source, a carbon cyclization reaction is carried out, and thus 2-(1-naphthyl)-1,3,4-oxadiazole is constructed byone step. According to the method provided by the invention, the synthesis means is novel, the reaction condition is mild, and the development requirement of green chemistry is met.

Description

technical field [0001] The invention belongs to the technical fields of medicine, materials, cell biology, etc., and specifically relates to the one-step construction of 2-(1-naphthyl)-1,3,4- Oxadiazole method. Background technique [0002] 1,3,4-Oxadiazole and its derivatives are a class of important physiologically active substances, which have certain anti-inflammatory, antibacterial, anti-cancer, anti-AIDS and regulating plant growth activities. Some 1,3,4-oxadiazoles Oxadiazole compounds are also important photosensitive substances with optical activity and can be used as photosensitive polymer materials in electroluminescent instruments. The already marketed antihypertensive drugs thiodazosin and nesadil both contain the structural unit of 1,3,4-oxadiazole. Therefore, the synthesis of 1,3,4-oxadiazole compounds has always been a research hotspot for chemists. Its traditional synthesis methods often use toxic chemical reagents, such as phosphorus oxychloride. The pr...

Claims

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Application Information

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IPC IPC(8): C07D271/10
CPCC07D271/10
Inventor 及方华王守才蒋光彬
Owner GUILIN UNIVERSITY OF TECHNOLOGY
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