Method for preparing antiseptic triaryl-2-pyrazoline derivative by microwave

Abstract

The invention relates to a method for preparing antiseptic triaryl-2-pyrazoline derivative by microwave, which is characterized by taking alpha, alpha'-dibenzyl cyclohexanone derivative having alpha, beta-unsaturated carboxide structure and phenyl hydrazine derivative as main raw materials; the raw materials react for 5-10min in sodium alcoholate and alcohol solution under the condition that the microwave power is 200-500W to be directly cyclized and synthesized to be the antiseptic triaryl-2-pyrazoline derivative which maintains one double-bond and has alpha-benzal cyclohexyl and pyrazoline ring structure. Therefore, the method has the advantages of high reaction selection, production rate and purity of the product, easy purification, etc.

Description

technical field [0001] The present invention relates to a kind of synthesis method of triaryl-2-pyrazoline derivatives (Triaryl-2-pyrazoline derivatives) of microwave synthesis bactericide, specifically relate to have double α, β- unsaturated carbonyl structure α, α'- Dibenzylidene cyclohexanone derivatives and phenylhydrazine derivatives are used as main raw materials to directly cyclize fungicide triaryl-2-pyrazoline derivatives by cyclization under the condition of microwave radiation. Background technique [0002] Pyrazoline is an extremely important nitrogen-containing five-membered heterocyclic compound. It is reported that most pyrazolines and derivatives thereof have strong biological activity, such as antibacterial [Khali H Z, Yanni S.A.Synthesis of NewAnilido-Pyrazoline and Isoxazoline Derivatives.J.Indian.Chem.Soc., 1981 , 58, 168-170.], antiviral [Rawal A A., Thakor V M, Shah N M.Synthesis of Some 1,3,5-Triphenylpyrazolines and 3,5-Diphenyl-cyclohexen-1-ones.J.I...

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Problems solved by technology

[0009] The method for cyclizing 2-pyrazoline derivatives by α, β-unsaturated carbonyl compounds, hydrazine and derivatives thereof is used for α, α'-dibenzylidene cyclohexanone derivatives and phenylhydrazine derivatives As the main raw material, when synthesizing triaryl-2-pyrazoline derivatives with α-benzylidene cyclohexapyrazoline ring structure, it was found that the synthesis of α-benzylidene cyclohexapyrazoline rings Although the triaryl-2-pyrazoline derivatives of the structure can obtain products, the conventional heating method, due to the long-term heating and reflux under strong alkali conditions, makes the more sensitive double α, β-unsaturated carbonyl structure α,α'-Dibenzylidene cyclohexanone derivatives are easily decomposed and oxidized, so the reaction is incomplete, the yield is low, the post-treatment process is complicated, and it is difficult to separate and purify

[0010] The α, α'-dibenzylidene cyclohexanone derivative of the double α, β-unsaturated carbonyl structure has enhanced conjugation between the two double bonds and the carbonyl group, which weakens the polarity of the carbonyl group. In addition, it may be the structure of cyclohexanone The reason makes nucleophilic addition with phenylhydrazine derivatives and α, α'-dibenzylidene cyclohexanone derivatives, and the cyclization reaction is relatively difficult in the space of the structure, and bis-benzylidene acetone derivatives and benzene Synthesizing triaryl-2-pyrazoline derivatives with hydrazine derivatives as the main raw material is more difficult to obtain the target product

For example, the benzene ring contains a strong electron-withdrawing group (such as Cl, Br, -NO 2 ) of α, α'-dibenzylidene cyclohexanone derivatives and phenylhydrazine derivatives are difficult to react homogeneously, so the reaction is extremely difficult, and basically no reaction product can be obtained

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