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Aryl nitrile derivative and preparation method thereof

A technology of derivatives and aromatic nitriles, which is applied in the field of aromatic nitrile derivatives and their preparation, can solve the problems of toxic cyanide sources and harsh reaction conditions, and achieve the effects of moderate reaction temperature, simple reaction conditions, and easy-to-obtain products

Active Publication Date: 2017-04-26
ANHUI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
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Problems solved by technology

In organic synthesis methodology, the classic methods for synthesizing organic cyanides are as follows: figure 1 , but the disadvantages such as harsh reaction conditions and toxic cyanide source have affected its application

Method used

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  • Aryl nitrile derivative and preparation method thereof
  • Aryl nitrile derivative and preparation method thereof
  • Aryl nitrile derivative and preparation method thereof

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Experimental program
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Effect test

Embodiment 1

[0039] An aromatic nitrile derivative, the structural formula of the aromatic nitrile derivative is:

[0040] where R 1 , R 2 for hydrogen.

[0041] A preparation method of aromatic nitrile derivatives, said preparation method comprising the following steps:

[0042] (1) With 820mmol sodium hydride as a catalyst, 200mmol diisopropyl malonate and 450mmol propargyl bromide were added to 250mL anhydrous acetonitrile in an ice-water bath, stirred and reacted for 8 hours, the product was washed with water, extracted with ethyl acetate, Spinning to dryness under reduced pressure, column chromatography (volume ratio of ethyl acetate:petroleum ether=1:100) gave a white solid product, namely compound 1;

[0043] (2) Mix 80mmol compound 1 with 200mmol phenylethynyl bromide in 0.8g Pd(PPh 3 ) 2 Cl 2 / CuI, with 340mmol triethylamine as base, 200ml of anhydrous acetonitrile as solvent, stirred and reacted at room temperature for 12 hours, the product was washed with water, extracted ...

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Abstract

The invention provides an aryl nitrile derivative and a preparation method thereof. Compared with the prior art, the brand-new preparation method of the polysubstitution aryl nitrile derivative is provided, and a series of new aryl nitrile derivatives are generated and prepared. Compared with other aryl nitrile derivatives, the aryl nitrile derivative prepared through the method has more rings, the structure is more complicated and diversified, and the aryl nitrile derivative can be greatly applied to the fields of natural product synthesis, new drug research and development, organic pesticide and dyestuff synthesis, and the like.

Description

technical field [0001] The invention relates to the field of organic compounds, in particular to an aromatic nitrile derivative and a preparation method thereof. Background technique [0002] The cyano group is a very important functional group basic module in organic synthesis, which can be transformed into other more valuable functional groups. It is widely used in the synthesis of amines and amides, aldehydes, ketones and carboxylic acid derivatives in the field of organic synthesis At the same time, it also has very important applications in the fields of natural product synthesis, new drug research and development, organic pesticides and dye synthesis. Aromatic nitrile compounds are important fine chemical intermediates, which can be hydrolyzed to prepare acids or reduced to amines, and are widely used in the fields of pharmaceuticals, pesticides, dyes, plastic additives and fine organic chemicals; important aromatic nitrile fine chemical intermediates There are 5-cyan...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C253/00C07C255/57
CPCC07C67/343C07C253/00C07C255/57C07C69/618C07C69/606
Inventor 胡益民余娟
Owner ANHUI NORMAL UNIV
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