Synthetic method of 2-substituted benzoxazole

A technology of benzoxazole and synthesis method, which is applied in the synthesis field of 2-substituted benzoxazole, can solve the problems of harsh reaction conditions, unstable substrate, high price, etc., and achieves mild reaction conditions and easy industrial production. , Environmentally friendly effect

Inactive Publication Date: 2014-10-08
TAICANG BOYI CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But most of the synthetic methods of 2-substituted benzoxazoles, especially some early work, the reaction conditions are relatively harsh and the substrates are not stable at the same time, some substrates need to use expensive metal reagents, and the yield is low. Restricting the synthesis of 2-substituted benzoxazoles, later due to the unremitting efforts of organic chemists, the synthesis of 2-substituted benzoxazoles has been improved in all aspects

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add reaction substrate 1mol halogenated benzene, 1mol benzoxazole, 0.05mol1,3-dismylyl imidazol-2-ylidene and organic solvent toluene in the reaction device and mix evenly, add 0.1wt% catalyst cobalt acetate Mixture with cuprous iodide (mass ratio: 1:9), add 0.1wt% cesium carbonate accounting for the reaction substrate to adjust the reaction solution to be alkaline, heat to 140°C, react for 10h, and generate 2-substituted benzoxazole , yield 92.3%.

Embodiment 2

[0019] Add reaction substrate 1mol halogenated benzene, 1mol benzoxazole, 0.15mol1 in the reaction device, 3-dismylyl imidazolium-2-ylidene and organic solvent toluene mix homogeneously, add the catalyst cobalt acetate of 1wt% and A mixture of cuprous iodide (mass ratio is 9:1), adding 0.5wt% cesium carbonate accounting for the reaction substrate to adjust the reaction solution to be alkaline, heating to 160°C, reacting for 6h, generating 2-substituted benzoxazole, Yield 92.8%.

Embodiment 3

[0021] Add reaction substrate 1mol halogenated benzene, 1mol benzoxazole, 0.1mol 1,3-dismylyl imidazol-2-ylidene and organic solvent toluene in the reaction device and mix evenly, add 0.5wt% catalyst cobalt acetate and cuprous iodide mixture (mass ratio is 5:5), add 0.3wt% cesium carbonate accounting for the reaction substrate to adjust the reaction solution to be alkaline, heat to 150°C, react for 8h, and generate 2-substituted benzoxazole , yield 93.5%.

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PUM

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Abstract

The invention discloses a synthetic method of 2-substituted benzoxazole. The synthetic method comprises the following steps: adding reaction substrates namely benzene halide, benzoxazole and 1-3-dimesitylimidazol-2-subunit and an organic solvent into a reaction device, uniformly mixing, adding a mixture of 0.1-1wt% of a catalyst cobalt acetate and cuprous iodide, adding cesium carbonate to adjust reaction liquid to be alkaline, heating to 140-160 DEG C, and reacting for 6-10 hours to generate 2-substituted benzoxazole. According to the synthetic method of 2-substituted benzoxazole disclosed by the invention, the yield of obtained 2-substituted benzoxazole is more than 92%; the method is mild in reaction condition, environmentally friendly, high in yield and easy in industrial production.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals and relates to a synthesis method of 2-substituted benzoxazoles. [0002] Background technique [0003] Among the organic substances that exist in nature, there is a large class of compounds containing heteroatom ring structures, namely heterocyclic compounds. These compounds exist in a variety of organisms and play a vital role in the maintenance and metabolism of organisms. The nitrogen heterocyclic organic compounds play a pivotal role in the heterocyclic compounds. Because these compounds have important applications in many fields, their synthesis has always been valued by organic chemists. As one of nitrogen-containing organic compounds, benzoxazole is widely used in the fields of medicine and pesticides, among which 2-substituted benzoxazole is the most widely studied and used benzoxazole . [0004] Because 2-substituted benzoxazoles are important intermediates of many natural pr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D263/57
CPCC07D263/57
Inventor 刘海波
Owner TAICANG BOYI CHEM
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