New method for preparing N-n-butyl acrylamide

A technology of n-butylacrylamide and methylthiopropionamide, which is applied in the preparation of carboxylic acid amides, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of strong burns, flammability, and volatility.

Active Publication Date: 2018-10-19
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] It can be seen from the above that the starting material of the reaction needs to use acryloyl chloride. Acryloyl chloride is a highly corrosive organic chemical, which is also strong in causing burns, and acrylo

Method used

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  • New method for preparing N-n-butyl acrylamide
  • New method for preparing N-n-butyl acrylamide
  • New method for preparing N-n-butyl acrylamide

Examples

Experimental program
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specific Embodiment 1

[0013] In a 100mL round bottom flask, N-butyl-3-methylthiopropionamide (20mmol, 3.51g), 1-chloromethyl-4-fluoro-1,4-diazabicyclo[2.2.2 ] Octane bis(tetrafluoroborate) salt (20mmol, 3.55g) and 20mL of 1,4-dioxane, the reaction temperature was controlled at 100°C, and the reaction was vigorously stirred for 8h. After the reaction, cool to room temperature, wash the reaction system with water, extract, distill the filtrate under reduced pressure, and collect the main fraction to obtain N-n-butylacrylamide (2.42 g, 95%).

[0014] The equations involved in the reaction are as follows:

[0015]

specific Embodiment 2

[0016] In a 100mL round bottom flask, N-butyl-3-methylthiopropionamide (20mmol, 3.51g), 1-chloromethyl-4-fluoro-1,4-diazabicyclo[2.2.2 ] Octane bis(tetrafluoroborate) salt (20mmol, 7.10g) and 20mL of N,N-dimethylformamide, the reaction temperature was controlled at 80°C, and the reaction was vigorously stirred for 8h. After the reaction, cool to room temperature, wash the reaction system with water, extract, distill the filtrate under reduced pressure, and collect the main fraction to obtain N-n-butylacrylamide (2.29 g, 90%).

[0017]

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Abstract

The invention relates to the technical field of fine chemical, and discloses a new method for preparing N-n-butyl acrylamide. The method comprises the specific steps: carrying out a stirring reactionof a starting raw material N-n-butyl-3-methylthiopropionamide and an additive Selectfluor 1-chloromethyl-4-fluoro-1,4-diazoniabicyclooctane bis(tetrafluoroborate) in an organic solvent 1,4-dioxane for8 h at the temperature of 100 DEG C, to obtain N-n-butyl acrylamide. The method has the following characteristics: N-n-butyl acrylamide can be obtained by directly heating and stirring with fluorineas an additive. Compared with the prior art, the method does not need to use poisonous, corrosion-prone and volatile acyl chloride as raw material and has simple operation and less environmental influence.

Description

technical field [0001] The invention belongs to the field of fine chemical industry and relates to a new method for preparing N-n-butylacrylamide. Background technique [0002] As a very important chemical raw material, N-n-butylacrylamide is widely used in the synthesis of various pharmaceutical intermediates and fine chemicals. There are many ways to synthesize acrylamide compounds. The most common way to prepare acrylamide is to use acryloyl chloride and corresponding amines as starting materials to synthesize acrylamide derivatives, but such reactions usually require the use of more harmful Acryloyl chloride as raw material. At the same time, poisonous and harmful hydrogen chloride gas will be generated in the reaction process, which does not meet the current environmental friendly technical characteristics. [0003] The traditional synthetic method of N-n-butylacrylamide is as follows: [0004] [0005] It can be seen from the above that the starting material of t...

Claims

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Application Information

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IPC IPC(8): C07C231/12C07C233/09
CPCC07C231/12C07C233/09
Inventor 杨科张浩唐天地
Owner CHANGZHOU UNIV
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