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Synthesis method of 2-aryl benzoxazole derivative
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A benzoxazole and synthetic method technology, applied in the field of heterocyclic compound synthesis, can solve the problems of low reaction efficiency, difficulty in obtaining the use cost of accelerators, etc., and achieve high reaction yield, low cost, and wide substrate adaptability Effect
Active Publication Date: 2020-05-15
HUNAN BIOLOGICAL & ELECTROMECHANICAL POLYTECHNIC
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[0008] Aiming at the disadvantages that the preparation method of 2-arylbenzoxazole derivatives in the prior art is difficult to obtain accelerators or high in use cost and low in reaction efficiency, the purpose of the present invention is to provide a A method for directly constructing an oxazole ring to obtain a 2-arylbenzoxazole derivative through a series reaction of a substance and an aryl formaldehyde derivative, the method is synthesized by a one-pot reaction, the steps are simple, and the accelerator is easy to obtain, low in cost, and yield High efficiency, friendly to the environment, conducive to industrial production and application
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Embodiment 1～5
[0059] Following examples 1~5 all react by following reaction equation:
[0060]
[0061] The specific operation steps are: in a 50mL round bottom flask, add o-nitrophenol derivatives (10mmol), benzaldehyde derivatives (10mmol), sulfurpowder (20mmol), pyridine (10mmol) in sequence, and the resulting mixture is placed in a 60°C water bath In the process, the ultrasonic frequency is 68KHz, and the ultrasonic reaction is 40 minutes under the condition of power 60W. After the reaction, dissolve the reactant in 40 mL of ethyl acetate, wash the reactant with dilute hydrochloric acid solution, extract with 30 mL of ethyl acetate, combine the organic phases, concentrate the extract under reduced pressure, and dry in vacuum to calculate the weight.
[0062] The reaction product and corresponding yield obtained in the following examples are as follows:
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Abstract
The invention discloses a synthesis method of a 2-arylbenzoxazole derivative, wherein the method comprises the steps: carrying out ultrasonic reaction on an o-nitrophenol derivative and an arylformaldehyde derivative in the presence of a pyridine accelerator and an elemental sulfurreducing agent to obtain the 2-arylbenzoxazole derivative. The method has the advantages of one-pot reaction synthesis, simple steps, easily available accelerant, low cost, high yield and environmental friendliness, and is beneficial to industrial production and application.
Description
technical field [0001] The present invention relates to a kind of synthesis method of 2-aryl benzoxazole derivatives, in particular to a method using pyridine as accelerator, elemental sulfur as reducing agent, o-nitrophenol derivatives and aryl formaldehyde derivatives in ultrasonic interaction The invention discloses a method for synthesizing 2-aryl benzoxazole derivatives by cyclization, which belongs to the technical field of synthesis of heterocyclic compounds. Background technique [0002] Aryl benzoxazole compounds are an important class of organic synthesis and pharmaceutical synthesis intermediates, which can effectively construct synthetic fragments of anticancer drugs, antitumor drugs and antiviral drug molecules. [0003] O-nitrophenol derivatives are cheap and readily available chemical raw materials. Using o-nitrophenol derivatives and aryl formaldehyde derivatives as starting materials, the direct preparation of 2-arylbenzoxazole derivatives by reduction / cycl...
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