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Preparation method of aniline derivative

A technology for aniline derivatives and nitro compounds, applied in the field of preparation of aniline derivatives, can solve the problems of high cost, environmental pollution, high energy consumption and the like, and achieve the effects of high value, simple operation and low cost

Active Publication Date: 2022-05-13
HARBIN INST OF TECH SHENZHEN GRADUATE SCHOOL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The present invention will solve the existing method to synthesize aniline derivatives and need to use harsh reducing agents, such as metal alkalis, NaBH 4 , hydrazine and pressurized H 2 , causing technical problems of environmental pollution, high energy consumption and high cost, and providing a preparation method of aniline derivatives

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  • Preparation method of aniline derivative
  • Preparation method of aniline derivative
  • Preparation method of aniline derivative

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specific Embodiment approach 1

[0016] Specific embodiment one: the preparation method of a kind of aniline derivative of this embodiment, concretely carry out according to the following steps:

[0017] 1. Mix the nitro compound, boron reagent, electrolyte and organic solvent evenly to obtain a mixed solution;

[0018] 2. Put two electrodes into the mixed solution obtained in step 1, turn on the power supply, and carry out electrocatalytic reaction with stirring under room temperature and air atmosphere conditions to obtain a reaction mixture;

[0019] 3. The reaction mixture obtained in step 2 is subjected to vacuum distillation to remove the solvent, and is added with silica gel and stirred evenly to obtain a crude product;

[0020] 4. Purify the crude product obtained in step 3 by silica gel column chromatography to obtain aniline derivatives and complete the preparation.

specific Embodiment approach 2

[0021] Specific embodiment two: the difference between this embodiment and specific embodiment one is: the structural formula of the nitro compound described in step one is: wherein R is aryl, heteroaryl or nitrobenzene. Others are the same as in the first embodiment.

specific Embodiment approach 3

[0022] Embodiment 3: This embodiment differs from Embodiment 1 or Embodiment 2 in that: the boron reagent in Step 1 is 3,3,4,4-tetramethylborane. Others are the same as in the first or second embodiment.

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Abstract

The invention discloses a preparation method of an aniline derivative, and relates to the field of preparation methods of aniline derivatives. The invention aims to solve the technical problems of environmental pollution, high energy consumption and high cost caused by the need of harsh reducing agents such as metal alkali, NaBH4, hydrazine and pressurized H2 in the existing method for synthesizing the aniline derivative. The method comprises the following steps: uniformly mixing a nitro compound, a boron reagent, an electrolyte and an organic solvent, putting into two electrodes, carrying out electrocatalytic reaction, carrying out rotary evaporation to remove the solvent, and carrying out silica gel column chromatography separation and purification to obtain a product, namely the aniline derivative. According to the method, reaction can be carried out at normal temperature and normal pressure, reaction conditions are mild, transition metal catalysis is not needed, the highest yield can reach 72%, and the method has the advantages of being easy to operate, free of pollution, safe, environmentally friendly and low in cost. The method is applied to the field of organic synthesis. The method is used for preparing the aniline derivative.

Description

technical field [0001] The invention relates to the field of preparation methods of aniline derivatives. Background technique [0002] NH 2 As an important part of amino compounds, the molecule is widely used in medicine, agricultural chemicals, and dye functional materials due to its unique physical, chemical and biological characteristics, which has prompted people to develop the preparation of NH 2 Molecular selective strategies. All the while, the preparation containing NH 2 The facile methods for anilines and amines mainly involve the deoxygenation of commercial nitro precursors, but these methods usually require the use of harsh reducing agents such as metal bases, NaBH 4 , hydrazine and pressurized H 2 . The use of such reactants carries significant safety concerns. Furthermore, their use often leads to important problems of selectivity, especially when easily reducible functional groups are present in the same molecule (eg, halides). Therefore, a facile and ac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C25B3/09C25B3/11C25B3/25C07C211/47C07C211/52C07C209/84C07C237/30C07C231/24C07D295/135C07D215/38C07D217/02C07D317/66C07D333/54
CPCC25B3/09C25B3/11C25B3/25C07C209/84C07C231/24C07D295/135C07D215/38C07D217/02C07D317/66C07D333/54C07C211/47C07C211/52C07C237/30Y02P20/584
Inventor 杨超沈正加姚丽娟
Owner HARBIN INST OF TECH SHENZHEN GRADUATE SCHOOL
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